Generic placeholder image

Current Pharmaceutical Design

Editor-in-Chief

ISSN (Print): 1381-6128
ISSN (Online): 1873-4286

Review Article

Heterocycle Compounds with Antimicrobial Activity

Author(s): Maria Fesatidou, Anthi Petrou and Geronikaki Athina*

Volume 26, Issue 8, 2020

Page: [867 - 904] Pages: 38

DOI: 10.2174/1381612826666200206093815

Price: $65

Abstract

Background: Bacterial infections are a growing problem worldwide causing morbidity and mortality mainly in developing countries. Moreover, the increased number of microorganisms, developing multiple resistances to known drugs, due to abuse of antibiotics, is another serious problem. This problem becomes more serious for immunocompromised patients and those who are often disposed to opportunistic fungal infections.

Objective: The objective of this manuscript is to give an overview of new findings in the field of antimicrobial agents among five-membered heterocyclic compounds. These heterocyclic compounds especially five-membered attracted the interest of the scientific community not only for their occurrence in nature but also due to their wide range of biological activities.

Methods: To reach our goal, a literature survey that covers the last decade was performed.

Results: As a result, recent data on the biological activity of thiazole, thiazolidinone, benzothiazole and thiadiazole derivatives are mentioned.

Conclusion: It should be mentioned that despite the progress in the development of new antimicrobial agents, there is still room for new findings. Thus, research still continues.

Keywords: Antibacterial, antifungal, thiazole, benzothiazole, thiazolidinone, thiadiazole, microdilution methods.

« Previous
[1]
Bax BD, Chan PF, Eggleston DS, et al. Type IIA topoisomerase inhibition by a new class of antibacterial agents. Nature 2010; 466(7309): 935-40.
[http://dx.doi.org/10.1038/nature09197] [PMID: 20686482]
[2]
Aslam B, Wang W, Arshad MI, et al. Antibiotic resistance: a rundown of a global crisis. Infect Drug Resist 2018; 11: 1645-58.
[http://dx.doi.org/10.2147/IDR.S173867] [PMID: 30349322]
[3]
Ventola CL. The antibiotic resistance crisis: part 1: causes and threats. P&T 2015; 40(4): 277-83.
[PMID: 25859123]
[4]
Roca I, Akova M, Baquero F, et al. The global threat of antimicrobial resistance: science for intervention. New Microbes New Infect 2015; 6: 22-9.
[http://dx.doi.org/10.1016/j.nmni.2015.02.007] [PMID: 26029375]
[5]
Kraemer SA, Ramachandran A, Perron GG. Antibiotic pollution in the environment: from microbial ecology to public policy. Microorganisms 2019; 7(6): 180-204.
[http://dx.doi.org/10.3390/microorganisms7060180] [PMID: 31234491]
[6]
Cantón R, Horcajada JP, Oliver A, Garbajosa PR, Vila J. Inappropriate use of antibiotics in hospitals: the complex relationship between antibiotic use and antimicrobial resistance. Enferm Infecc Microbiol Clin 2013; 31(Suppl. 4): 3-11.
[http://dx.doi.org/10.1016/S0213-005X(13)70126-5] [PMID: 24129283]
[7]
Davies PDO. Does increased use of antibiotics result in increased antibiotic resistance? Clin Infect Dis 2004; 39(1): 18-9.
[http://dx.doi.org/10.1086/420826] [PMID: 15206047]
[8]
Waller AS, Clements JM. Novel approaches to antimicrobial therapy: peptide deformylase. Curr Opin Drug Discov Devel 2002; 5(5): 785-92.
[PMID: 12630299]
[9]
Spellberg B, Bartlett J, Wunderink R, Gilbert DN. Novel approaches are needed to develop tomorrow’s antibacterial therapies. Am J Respir Crit Care Med 2015; 191(2): 135-40.
[http://dx.doi.org/10.1164/rccm.201410-1894OE] [PMID: 25590154]
[10]
Cataldo MA, Granata G, Petrosillo N. Clostridium difficile infection: new approaches to prevention, non-antimicrobial treatment, and stewardship. Expert Rev Anti Infect Ther 2017; 15(11): 1027-40.
[http://dx.doi.org/10.1080/14787210.2017.1387535] [PMID: 28980505]
[11]
Hughes G, Webber MA. Novel approaches to the treatment of bacterial biofilm infections. Br J Pharmacol 2017; 174(14): 2237-46.
[http://dx.doi.org/10.1111/bph.13706] [PMID: 28063237]
[12]
de Kraker MEA, Stewardson AJ, Harbarth S. Will 10 million people die a year due to antimicrobial resistance by 2050? PLoS Med 2016; 13(11) e1002184
[http://dx.doi.org/10.1371/journal.pmed.1002184] [PMID: 27898664]
[13]
Scorzoni L, de Paula E Silva AC, Marcos CM, et al. Antifungal therapy: new advances in the understanding and treatment of mycosis. Front Microbiol 2017; 8: 36.
[http://dx.doi.org/10.3389/fmicb.2017.00036] [PMID: 28167935]
[14]
Aggarwal R, Kumar V, Gupta GK, Kumar V. Synthesis of some new 3, 5-diamino-4-(4-fluorophenylazo)-1-aryl¬/heteroarylpyra-zoles as antimicrobial agents. Med Chem Res 2013; 22: 3566-73.
[http://dx.doi.org/10.1007/s00044-012-0343-0]
[15]
Kumar V, Kaur K, Gupta GK, Sharma AK. Pyrazole containing natural products: synthetic preview and biological significance. Eur J Med Chem 2013; 69: 735-53.
[http://dx.doi.org/10.1016/j.ejmech.2013.08.053] [PMID: 24099993]
[16]
Kouatly O, Geronikaki A, Kamoutsis C, Hadjipavlou-Litina D, Eleftheriou P. Adamantane derivatives of thiazolyl-N-substituted amide, as possible non-steroidal anti-inflammatory agents. Eur J Med Chem 2009; 44(3): 1198-204.
[http://dx.doi.org/10.1016/j.ejmech.2008.05.029] [PMID: 18603333]
[17]
Geronikaki AA, Lagunin AA, Hadjipavlou-Litina DI, et al. Computer-aided discovery of anti-inflammatory thiazolidinones with dual cyclooxygenase/lipoxygenase inhibition. J Med Chem 2008; 51(6): 1601-9.
[http://dx.doi.org/10.1021/jm701496h] [PMID: 18311898]
[18]
Pattan SR, Hullolikar RL, Dighe NS, et al. Synthesis and evaluation of some new phenyl thiazole derivatives for their anti-inflammatory activites. J Pharm Sci Res 2009; 1: 96-102.
[19]
Pitta E, Crespan E, Geronikaki A, Maga G, Samuele A. Novel thiazolidinone derivatives with an uncommon mechanism of inhibition towards HIV-1 reverse transcriptase. LDDD 2010; 7: 228-34.
[http://dx.doi.org/10.2174/157018010790945869]
[20]
Pitta E, Geronikaki A, Surmava S, Eleftheriou Ph, Mehta V, Van der Eycken E. Evaluation of HIV-1 reverse transcriptase inhibitory action of different thiazolidinone derivatives. J Enzyme Inhib Med Chem 2013; 28(1): 113-22.
[http://dx.doi.org/10.3109/14756366.2011.636362] [PMID: 22380777]
[21]
Liaras K, Geronikaki A, Glamočlija J, Cirić A, Soković M. Thiazole-based chalcones as potent antimicrobial agents. Synthesis and biological evaluation. Bioorg Med Chem 2011; 19(10): 3135-40.
[http://dx.doi.org/10.1016/j.bmc.2011.04.007] [PMID: 21524583]
[22]
Zablotskaya A, Segal I, Geronikaki A, et al. Synthesis, physicochemical characterization, cytotoxicity, antimicrobial, anti-inflammatory and psychotropic activity of new N-[1,3-(benzo)thiazol-2-yl]-ω-[3,4-dihydroisoquinolin-2(1H)-yl]alkanamides. Eur J Med Chem 2013; 70: 846-56.
[http://dx.doi.org/10.1016/j.ejmech.2013.10.008] [PMID: 24262377]
[23]
Ghasemi B, Sanjarani G, Sanjarani Z, Majidiani H. Evaluation of anti-bacterial effects of some novel thiazole and imidazole derivatives against some pathogenic bacteria. Iran J Microbiol 2015; 7(5): 281-6.
[PMID: 26719785]
[24]
Szychowski KA, Leja ML, Kaminskyy DV, et al. Study of novel anticancer 4-thiazolidinone derivatives. Chem Biol Interact 2017; 262: 46-56.
[http://dx.doi.org/10.1016/j.cbi.2016.12.008] [PMID: 27965178]
[25]
Ansari MF, Idrees D, Hassan MI, Ahmad K, Avecilla F, Azam A. Design, synthesis and biological evaluation of novel pyridine-thiazolidinone derivatives as anticancer agents: Targeting human carbonic anhydrase IX. Eur J Med Chem 2018; 144: 544-56.
[http://dx.doi.org/10.1016/j.ejmech.2017.12.049] [PMID: 29289880]
[26]
Bari SB, Firake SD. Exploring anti-inflammatory potential of thiazolidinone derivatives of benzenesulfonamide via synthesis, molecular docking and biological evaluation. Antiinflamm Antiallergy Agents Med Chem 2016; 15(1): 44-53.
[http://dx.doi.org/10.2174/1871523015666160524141630] [PMID: 27216235]
[27]
Abdel-Rahman MA, Hussein E, Hussein MA. Synthesis and characterization of novel anti-inflammatory poly(spirothiazolidinone). Des Monomers Polym 2016; 19: 650-60.
[http://dx.doi.org/10.1080/15685551.2016.1198881]
[28]
Dawood KM, Eldebss TM, El-Zahabi HS, Yousef MH. Synthesis and antiviral activity of some new bis-1,3-thiazole derivatives. Eur J Med Chem 2015; 102: 266-76.
[http://dx.doi.org/10.1016/j.ejmech.2015.08.005] [PMID: 26291036]
[29]
Albratty M, El-Sharkawy KA, Alhazmi HA. Synthesis and evaluation of some new 1,3,4-oxadiazoles bearing thiophene, thiazole, coumarin, pyridine and pyridazine derivatives as antiviral agents. Acta Pharm 2019; 69(2): 261-76.
[PMID: 31259726]
[30]
Suryawanshi R, Jadhav S, Makwana N, et al. Evaluation of 4-thiazolidinone derivatives as potential reverse transcriptase inhibitors against HIV-1 drug resistant strains. Bioorg Chem 2017; 71: 211-8.
[http://dx.doi.org/10.1016/j.bioorg.2017.02.007] [PMID: 28236450]
[31]
Chen H, Guo Z, Yin Q, Duan X, Gu Y, Li X. Design, synthesis and HIV-RT inhibitory activity of novel thiazolidin-4-one derivatives. Front Chem Sci Eng 2011; 5(2): 231-7.
[http://dx.doi.org/10.1007/s11705-010-1022-7]
[32]
Grozav A, Porumb ID, Găină LI, Filip L, Hanganu D. Cytotoxicity and Antioxidant Potential of Novel 2-(2-((1H-indol-5yl)methylene)-hydrazinyl)-thiazole Derivatives. Molecules 2017; 22(2): 260.
[http://dx.doi.org/10.3390/molecules22020260] [PMID: 28208774]
[33]
Samadhiya P, Sharma R, Srivastava SK, Srivastava SD. Synthesis and biological evaluation of 4-thiazolidinone derivatives as antitubercular and antimicrobial agents. Arab J Chem 2014; 7(5): 657-65.
[http://dx.doi.org/10.1016/j.arabjc.2010.11.015]
[34]
Apostolidis I, Liaras K, Geronikaki A, et al. Synthesis and biological evaluation of some 5-arylidene-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-ones as dual anti-inflammatory/antimicrobial agents. Bioorg Med Chem 2013; 21(2): 532-9.
[http://dx.doi.org/10.1016/j.bmc.2012.10.046] [PMID: 23219856]
[35]
Deep A, Narasimhan B, Lim S, Ramasamy K, Mishracd RK, Manif V. 4-Thiazolidinone derivatives: synthesis, antimicrobial, anticancer evaluation and QSAR studies. RSC Advances 2016; 6(111): 109485-94.
[http://dx.doi.org/10.1039/C6RA23006G]
[36]
Haroun M, Tratrat C, Tsolaki E, Geronikaki A. thiazole-based thiazolidinones as potent antimicrobial agents. design, synthesis and biological evaluation. Comb Chem High Throughput Screen 2016; 19(1): 51-7.
[http://dx.doi.org/10.2174/1386207319666151203002348] [PMID: 26632442]
[37]
Desai NC, Rajpara KM, Joshi VV, Vaghani HV, Satodiya HM. synthesis and characterization of some new thiazole based thiazolidinone derivatives as potent antimicrobial and antimycobacterial agents. Antiinfect Agents 2012; 10: 75-86.
[http://dx.doi.org/10.2174/2211362611208020075]
[38]
Vicini P, Geronikaki A, Anastasia K, Incerti M, Zani F. Synthesis and antimicrobial activity of novel 2-thiazolylimino-5-arylidene-4-thiazolidinones. Bioorg Med Chem 2006; 14(11): 3859-64.
[http://dx.doi.org/10.1016/j.bmc.2006.01.043] [PMID: 16488614]
[39]
Haroun M, Tratrat C, Kositsi K, et al. New benzothiazole-based thiazolidinones as potent antimicrobial agents. Design, synthesis and biological evaluation. Curr Top Med Chem 2018; 18(1): 75-87.
[http://dx.doi.org/10.2174/1568026618666180206101814] [PMID: 29412109]
[40]
Khatik G, Datusalia AK, Ahsan W, Nayak A. A retrospect study on thiazole derivatives as the potential antidiabetic agents in drug discovery & developments. Curr Drug Disc Dev 2017; 14: 30.
[41]
Rezaei M, Mohammadi HT, Mahdavi A, Shourian M, Ghafouri H. Evaluation of thiazolidinone derivatives as a new class of mushroom tyrosinase inhibitors. Int J Biol Macromol 2018; 108: 205-13.
[http://dx.doi.org/10.1016/j.ijbiomac.2017.11.147] [PMID: 29180052]
[42]
Maccari R, Del Corso A, Paoli P, et al. An investigation on 4-thiazolidinone derivatives as dual inhibitors of aldose reductase and protein tyrosine phosphatase 1B, in the search for potential agents for the treatment of type 2 diabetes mellitus and its complications. Bioorg Med Chem Lett 2018; 28(23-24): 3712-20.
[http://dx.doi.org/10.1016/j.bmcl.2018.10.024] [PMID: 30342956]
[43]
Shakeri A, Nekkar PP. Evaluation of novel adamantane derivatives as potential dual inhibitors of amyloid beta and tau aggregation Available at:. http://hdl.handle.net /10012/113122016
[http://dx.doi.org/10.1016/j.jalz.2016.06.1250]
[44]
Yakub E, Zindo FT, Kapp E, Malana SF, Joubert J. Adamantane amine derivatives as dual acting NMDA receptor and voltage-gated calcium channel inhibitors for neuroprotection. MedChemComm 2014; 5: 1678-84.
[http://dx.doi.org/10.1039/C4MD00244J]
[45]
Noolvi MN, Patel HM, Kamboj S, Cameotra SS. Synthesis and antimicrobial evaluation of novel 1,3,4-thiadiazole derivatives of 2-(4-formyl-2-methoxyphenoxy) acetic acid. Arab J Chem 2016; 9: S1283-9.
[http://dx.doi.org/10.1016/j.arabjc.2012.02.003]
[46]
Tahtaci H. Karacık H, Ece A, Er M, Şeker MG. Design, synthesis, SAR and molecular modeling studies of novel imidazo[2,1-b] [1, 3, 4] thiadiazole derivatives as hyghly potent antimicrobial agents. Mol Inform 2018; 37(3) 1700083
[http://dx.doi.org/10.1002/minf.201700083] [PMID: 28876536]
[47]
Er M, Abounakhla AM, Tahtaci H, et al. An integrated approach towards the development of novel antifungal agents containing thiadiazole: synthesis and a combined similarity search, homology modelling, molecular dynamics and molecular docking study. Chem Cent J 2018; 12(1): 121.
[http://dx.doi.org/10.1186/s13065-018-0485-3] [PMID: 30470928]
[48]
Zhang LJ, Yang MY, Sun ZH, et al. Synthesis and antifungal activity of 1,3,4-thiadiazole derivatives containing pyridine group. Lett Drug Des Discov 2014; 11: 1107-11.
[http://dx.doi.org/10.2174/1570180811666140610212731]
[49]
Cui ZN, Li YS, Hu DK, et al. Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan. Sci Rep 2016; 6: 20204.
[http://dx.doi.org/10.1038/srep20204] [PMID: 26822318]
[50]
Levent S, Kaya Çavuşoğlu B, Sağlık BN, et al. Synthesis of oxadiazole-thiadiazole hybrids and their anticandidal activity. Molecules 2017; 22(11): 2004-17.
[http://dx.doi.org/10.3390/molecules22112004] [PMID: 29156575]
[51]
Mehta D, Neetu PT. A review on the various biological activities of thiadiazole. Int J Pharm Pharm Sci 2015; 7(4): 39-47.
[52]
Can MO, Can OD, Osmaniye D, Ozkay UD. Synthesis of some novel thiadiazole derivative compounds and screening their antidepressant like action. Molecules 2018; 24: 716-27.
[http://dx.doi.org/10.3390/molecules23040716]
[53]
Altıntop MD, Sever B, Özdemir A, et al. Synthesis and evaluation of a series of 1,3,4-thiadiazole derivatives as potential anticancer agents. Anticancer Agents Med Chem 2018; 18(11): 1606-.
[http://dx.doi.org/10.2174/1871520618666180509111351] [PMID: 29745341]
[54]
Sharma B, Verma A, Prajapati S, Sharma UK. Synthetic methods, chemistry, and the anticonvulsant activity of thiadiazoles. Int J Med Chem 2013; 2013 348948
[http://dx.doi.org/10.1155/2013/348948] [PMID: 25405032]
[55]
Djukic M, Fesatidou M, Xenikakis I, et al. In vitro antioxidant activity of newly synthetized thiazolidinone derivatives of 1,3-thiazole and 1,3,4-thiadiazole. Chem Biol Interact 2018; 286: 119-31.
[http://dx.doi.org/10.1016/j.cbi.2018.03.013] [PMID: 29574026]
[56]
Yu L, Gan X, Zhou D, He F, Zeng S, Hu D. Synthesis and antiviral activity of novel 1,4-pentadien-3-one derivatives containing a 1,3,4-thiadiazole moiety. Molecules 2017; 22(4) E658
[http://dx.doi.org/10.3390/molecules22040658] [PMID: 28430149]
[57]
Mohsen A, Omar ME, Wafa AJ. Synthesis and in vitro antimicrobial and antifungal properties of some novel 1,3,4=thiazdiazole and s-triazolo[3,4-b] [1,3,4] thiadiazole derivatives. Heterocycl Chem 1986; 23: 1339-41.
[http://dx.doi.org/10.1002/jhet.5570230514]
[58]
Zhang L, Peng XM, Damu GL, Geng RX, Zhou CH. Comprehensive review in current developments of imidazole-based medicinal chemistry. Med Res Rev 2014; 34(2): 340-437.
[http://dx.doi.org/10.1002/med.21290] [PMID: 23740514]
[59]
Gaba M, Mohan C. Development of drugs based on imidazole and benzimidazole bioactive heterocycles: Recent advances and future directions. Med Chem Res 2016; 25: 173-210.
[http://dx.doi.org/10.1007/s00044-015-1495-5]
[60]
Li Q, Hu Q, Wang X, et al. Discovery of novel 2-(piperidin-4-yl)-1H-benzo[d]imidazole derivatives as potential anti-inflammatory agents. Chem Biol Drug Des 2015; 86(4): 509-16.
[http://dx.doi.org/10.1111/cbdd.12513] [PMID: 25588891]
[61]
Ali I, Lone MN, Aboul-Enein H-Y. Imidazoles as potential anticancer agents. MedChemComm 2017; 8(9): 1742-73.
[http://dx.doi.org/10.1039/C7MD00067G] [PMID: 30108886]
[62]
Geronikaki A, Fesatidou M, Kartsev V, Macaev F. Synthesis and biological evaluation of potent antifungal agents. Curr Top Med Chem 2013; 13(21): 2684-733.
[http://dx.doi.org/10.2174/15680266113136660195] [PMID: 24083791]
[63]
Khan KM, Ambreen N, Karim A, et al. Schiff bases of thiazoles as antibacterial and antifungal agents. J Pharm Res 2012; 5(1): 651-6.
[64]
Patel V. Patel Vaihab.GSynthesis, characterization and antifungal activity of substituted Ethyl 5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]-thiazolo[3,2-a]pyrimidie-6-carboxylate derivatives. Pharm Sin 2013; 4(5): 72-8.
[65]
Gupta R, Fuloria NK, Fuloria S. Synthesis and antimicrobial profile of some newer 2-amino thiazole derivatives. Turk J Pharm Sci 2013; 10(3): 425-34.
[66]
Karki R, Rao GK, Gupta A, Mariappan G, Adhikari S. Synthesis, characterization and antimicrobial activity of Schiff bases of 2- amino-4-(O-cloranilin)-1,3 thiazoles. J Applied Pharm Sci 2013; 3(07): 093-6.
[67]
Praveen AS, Yathirajan HS, Narayana B, Sarojini BK. Synthesis, characterization and antimicrobial studies of a few novel thiazole derivatives. Med Chem Res 2014; 23: 259-68.
[http://dx.doi.org/10.1007/s00044-013-0629-x]
[68]
Yurtta L, Özkay Y, Karaca H, Acar U. Synthesis of some new thiazole derivatives and their biological activity evaluation. J Chem 2015; 2015: 7.
[http://dx.doi.org/10.1155/2015/464379]
[69]
CLSI. Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically approved standard CLSI Document.M07-A7. 11th ed. 2000.
[70]
Vishant P, Vaibhav P. Synthesis, characterization and antifungal activity of substituted Ethyl 5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]-thiazolo[3,2-a]pyrimidie-6-carboxylate derivatives. Pharm Sin 2013; 4(5): 72-8.
[71]
Tratrat C, Haroun M, Paparisva A, et al. Design, synthesis and biological evaluation of new substituted 5-benzylideno-2-adamantylthiazol[3,2-b] [1,2,4] triazol-6(5H) ones. Pharmacophor model for antifungal activity. Arab J Chem 2016; 11: 573-90.
[http://dx.doi.org/10.1016/j.arabjc.2016.06.007]
[72]
Daouk RK, Dagher SM, Sattout EJ. Antifungal activity of the essential oil of Origanum syriacum L. J Food Prot 1995; 58(10): 1147-9.
[http://dx.doi.org/10.4315/0362-028X-58.10.1147] [PMID: 31137364]
[73]
Booth C. Fungal culture media. Academic press. Methods in microbiology. London: New York 1971; pp. 49-94.
[74]
Espinel-Ingroff A. Comparison of the E-test with the NCCLS M38-P method for antifungal susceptibility testing of common and emerging pathogenic filamentous fungi. J Clin Microbiol 2001; 39(4): 1360-7.
[http://dx.doi.org/10.1128/JCM.39.4.1360-1367.2001] [PMID: 11283057]
[75]
Sinhg I. Synthesis, characterization and antifungal activity of some thiazole derivatives. Chem Sci Trans 2015; 4(2): 458-62.
[76]
Smith QE. In pharmacological screening tests progress in medicinal chemistry. London: Buttreworths 1960; pp. 1-33.
[77]
Pai ST, Platt MW. Antifungal effects of Allium sativum (garlic) extract against the Aspergillus species involved in otomycosis. Lett Appl Microbiol 1995; 20(1): 14-8.
[http://dx.doi.org/10.1111/j.1472-765X.1995.tb00397.x] [PMID: 7765862]
[78]
Kapadiya K, Kavadia K, Manvar P, Kotadiya K, Kothari R, Khunt R. Catalyst free synthesisis of thiazole derivatives bearing azo imine linkage antimicrobial agents. Chem Biol Interact 2015; 5(4): 258-66.
[79]
Farag AA. Synthesis and antimicrobial activity of 5-(morpholino sulfonyl) isatin derivatives incorporating thiazole moiety. Drug Res (Stuttg) 2015; 65(7): 373-9.
[PMID: 25116255]
[80]
Arora P, Nagar R, Bhatia S, Nayak S, Singh SK, Narasimhan B. Synthgesis, molecular docking and QSAR studies of 2,4-disabstituted thiazoles as antimicrobial agent. J Appl Pharm Sci 2015; 5(2): 28-42.
[81]
Cappucino JG, Sherman N. Microbiology - a laboratory manual. California: Addison Weslet Longman Inc 1999; p. 263.
[82]
Sarojini BK, Krishna BG, Darshanraj CG, Bharath BR, Manjunatha H. Synthesis, characterization, in vitro and molecular docking studies of new 2,5-dichloro thienyl substituted thiazole derivatives for antimicrobial properties. Eur J Med Chem 2010; 45(8): 3490-6.
[http://dx.doi.org/10.1016/j.ejmech.2010.03.039] [PMID: 20451305]
[83]
Zablotskaya A, Segal I, Geronikaki A, et al. Synthesis and biological evaluation of lipid-like 5-(2-hydroxyethyl)-4-methyl-1,3-thiazole derivatives as potential anticancer and antimicrobial agents. MedChemComm 2015; 6(8): 1464-70.
[http://dx.doi.org/10.1039/C5MD00140D]
[84]
Wanger A. Disk diffusion test and gradient methodologiesShwalbe R, Steel-Moore Land Goodwin AC CRC Press. Boca Raton, London: New-York 2007; p. 53.
[85]
Mohammad H, Mayhoub AS, Cushman M, Seleem MN. Anti-biofilm activity and synergism of novel thiazole compounds with glycopeptide antibiotics against multidrug-resistant staphylococci. J Antibiot (Tokyo) 2015; 68(4): 259-66.
[http://dx.doi.org/10.1038/ja.2014.142] [PMID: 25315757]
[86]
Mohammad H, Mayhoub AS, Ghafoor A, et al. Discovery and characterization of potent thiazoles versus methicillin- and vancomycin-resistant Staphylococcus aureus. J Med Chem 2014; 57(4): 1609-15.
[http://dx.doi.org/10.1021/jm401905m] [PMID: 24387054]
[87]
Mohammad H, Reddy PVN, Monteleone D, et al. Antibacterial characterization of novel synthetic thiazole compounds against Methicillin-resistant Staphilococcus pseudintermedius. PLoS One 2015; 18: 1-19.
[88]
Ali R, Kumar S, Afran O, Bawa S. In vitro screening and molecular docking studies of synthesized 2-chloro-N-(4-phenylthiazol-2-yl) acetamide derivatives. Drug Des Devel Ther 2015; 6(2): 79-87.
[http://dx.doi.org/10.4103/2394-6555.162452]
[89]
Bikobo DSN, Vodnar DC, Stana A, et al. Synthesis of 2-phenylamino-thiazole derivatives asantimicrobial agents. J Saudi Chem Soc 2017; 21: 861-8.
[http://dx.doi.org/10.1016/j.jscs.2017.04.007]
[90]
Cankilic MY, Yurttas L. Study on antimicrobial effect of novel thiazole derivatives. Marmara Pharm J 2017; 21(3): 654-9.
[http://dx.doi.org/10.12991/marupj.323584]
[91]
Salem MA. Synthesis of new thiazole, bithiazolidinone and pyrano[2,3-d] thiazole derivatives as potential antimicrobial agents. Croat Chem Acta 2017; 90(1): 7-15.
[http://dx.doi.org/10.5562/cca2955]
[92]
Elzahabi HSA, Salem MA, Thabet HKH. Synthesisand anticancer activity of some novel diphenic acid derivatives. Pharma Chem 2011; 3: 48-58.
[93]
Helal MH, Abbas SY, Salem MA, Farag AA, Ammar YA. Synthesis and characterization of new types of 2-(6-methoxy-2-naphthyl) propionamide derivatives as potential antibacterial and antifungal agents. Med Chem Res 2013; 22: 5598-609.
[http://dx.doi.org/10.1007/s00044-013-0524-5]
[94]
Ammar YA, El-Gaby MSA, Salem MA. Cyanoacetanilides intermediates in heterocyclic synthesis. Part 6: preparation of some hitherto unknown 2-oxopyridine, bipyridine, isoquinoline and chromeno [3,4-c] pyridine containing sulfonamide moiety. Arab J Chem 2014; 7: 615.
[http://dx.doi.org/10.1016/j.arabjc.2013.11.026]
[95]
Helal MH, El-Awdan SA, Salem MA, et al. Synthesis, biological evaluation and molecular modeling of novel series of pyridine derivatives as anticancer, anti-inflammatory and analgesic agents, Spectrochimica acta 2015; 135: 764-3.
[96]
Helal MH, Salem MA, Gouda MA, Ahmed NS, El-Sherif AA. Design, synthesis, characterization, quantum-chemical calculations and anti-inflammatory activity of novel series of thiophene derivatives 2015; 147: 73-83.
[http://dx.doi.org/10.1016/j.saa.2015.03.070]
[97]
Salem MA, Helal MH, Eldebss TMA. Abd elaziz TA, El Sherif AA Mohamed GAM. Synthesis, characterization and quantum chemical calculations of novel series of pyridones, quinazolinones and pyrazoles heterocyclic compounds. J Iran Chem Soc 2015; 12: 1693-707.
[http://dx.doi.org/10.1007/s13738-015-0644-6]
[98]
Salem MA. A convenient route to 5-aminopyrazole, bispyrazole and pyrazolo[1,5-a] pyrimidines incorporating antipyrine or furan moiety as potent antimicrobial agents. Pharma Chem 2016; 8: 363-76.
[99]
Kaplancıklı ZA, Levent S, Osmaniye D, et al. Synthesis and anticandidal activity evaluation of new benzimidazole-thiazole derivatives. Molecules 2017; 22(12): 2051-65.
[http://dx.doi.org/10.3390/molecules22122051] [PMID: 29168743]
[100]
Rodriguez-Tudela JL, Arendrup MC, Barchiesi F, et al. EUCAST definitive document EDef 7.1: Methodfor the determination of broth dilution MICs of antifungal agents for fermentative yeasts: Subcommittee onantifungal susceptibility testing (AFST) of the ESCMID European committee for antimicrobial susceptibility testing (EUCAST). Clin Microbiol Infect 2008; 14: 398-405.
[http://dx.doi.org/10.1111/j.1469-0691.2007.01935.x]
[101]
Karaca Gençer H, Acar Çevik U, Levent S, et al. Newbenzimidazole-1,2,4-triazole hybrid compounds: synthesis, anticandidal activity and cytotoxicity evaluation. Molecules 2017; 22(4): 507-29.
[http://dx.doi.org/10.3390/molecules22040507] [PMID: 28346364]
[102]
El-Sayed EH, Fadda AA. Synthesis and antimicrobial activity of some novel bis polyfunctional pyridine, pyran, and thiazole derivatives. J Heterocycl Chem 2018; 55: 2251-60.
[http://dx.doi.org/10.1002/jhet.3276]
[103]
Fadda AA, Afsah ESM, Awad RS. Synthesis of some new arylazothiophene and arylazopyrazole derivatives. Phosphorous sulfur silicon related elements. Eur J Med Chem 2013; 60: 421.
[http://dx.doi.org/10.1016/j.ejmech.2012.11.017] [PMID: 23318903]
[104]
Walmik P, Naraboli BS, Swathi B, Ghanti S. Design, synthesis of biologically active heterocycles containing indo-thiazolyl-thiazolidinone derivatives. Assian J Pharm Clin Res 2018; 11(3): 113-7.
[http://dx.doi.org/10.22159/ajpcr.2018.v11i3.22199]
[105]
Demirci S. Synthesis of thiazole derivatives as antimicrobial agent by green chemistry tecnioque. JOTCS 2018; 5(2): 393-414.
[106]
Bouherrow H, Rachedy Y, Abderrahmani A, Abdellaziz L, Dumas F. Antimicrobial evaluation of new substituted hantzsch thiazole derivatives. SAGEN 2018; 2(2): 34-8.
[107]
Giray B, Yuttas L, Sahin Z, Berk B, Demirayak S. Antimicrobial evaluation of trisubstituted 2-piperazinyl thiazoles. Acta Pharm Sci 2019; 57(1): 103-8.
[108]
Douji DV, Pasha TY, Bhandari A, Molvi KI, Desai SA, Makwana MV. Synthesis of some novel 2,4,5-trisubstituted thiazoles as possible antibacterial agents. J Chem Res 2012; 4(4): 2148-52.
[109]
Gohel J, Lunagariya KS, Kapadiya K, Khunt R. On epot synthesis of novel thiazole derivatives as potent antimicrobial agents. Chem Biol Int 2019; 9(1): 32-7.
[110]
Ripain HA, Roslan N, Norshahimi NS, Salleh SSM, Bunnori NM, Ngalo N. Synthesis and molecular docking of 2,4,5-trisubstituted 1,3-thiazole derivatives as antibacterial agents. Malays J Anal Sci 2019; 23(2): 237-40.
[111]
Kriushna BG, Sarojini BK, Darshanraj CG. Synthesis, characterization, molecular docking and evaluation of antibacterial, antiproliferative and anti-inflammatory activities of new pyrazidinyl substituted triazole derivatives. Pharma Chem 2010; 694: 345-61.
[112]
Rajasekaran A, Sivakumar KK, Sureshkumat K, Manjushree M. Design, synthesis and in-vitro antimicrobial activity of some hybridized thiazole scaffolds. Future J Pharm Sci 2017; 3(1): 1-10.
[http://dx.doi.org/10.1016/j.fjps.2016.09.003]
[113]
Abu-Melha S, Edrees MM, Salem HH, Kheder NA, Gomha SM, Abdelaziz MR. Synthesis and biological evaluation of some novel thiazole-based heterocycles as potent anticancer and antimicrobial agents. Molecules 2019; 24(3): 539-54.
[http://dx.doi.org/10.3390/molecules24030539] [PMID: 30717217]
[114]
Gomha SM, Kheder NA, Abdelaziz MR, Mabkhot YN, Alhajoj AM. A facile synthesis and anticancer activity of some novel thiazoles carrying 1,3,4-thiadiazole moiety. Chem Cent J 2017; 11(1): 25.
[http://dx.doi.org/10.1186/s13065-017-0255-7] [PMID: 29086817]
[115]
Gomha SM, Riyadh SM, Abbas IM, Bauomi MA. Synthetic utility of ethylidenethiosemi- carbazide: Synthesis and anti-cancer activity of 1,3-thiazines and thiazoles with imidazole moiety. Heterocycles 2013; 87: 341-56.
[http://dx.doi.org/10.3987/COM-12-12625]
[116]
Gomha SM, Riyadh SM, Abdalla MM. Solvent-drop grinding method: Efficient synthesis, DPPH radical scavenging and anti-diabetic activities of chalcones, bis-chalcones, azolines, andbis-azolines. Curr Org Synth 2015; 12: 220-8.
[http://dx.doi.org/10.2174/1570179412666150122230447]
[117]
Gomha SM, Abdelaziz MR, Kheder NA, Abdel-Aziz HM, Alterary S, Mabkhot YN. A facile access and evaluation of some novel thiazole and 1,3,4-thiadiazole derivatives incorporating thiazole moiety as potent anticancer agents. Chem Cent J 2017; 11(1): 105.
[http://dx.doi.org/10.1186/s13065-017-0335-8] [PMID: 29086869]
[118]
Gomha SM, Salaheldin TA, Hassaneen HME, Abdel-Aziz HM, Khedr MA. Synthesis, characterization andmolecular docking of novel bioactive thiazolyl-thiazole derivatives as promising cytotoxic antitumor drug. Molecules 2016; 21: 3.
[http://dx.doi.org/10.3390/molecules21010003]
[119]
Gomha SM, Eldebss TMA, Badrey MG, Abdulla MM, Mayhoub AS. Novel 4-heteroaryl-antipyrines as DPP-IV inhibitors. Chem Biol Drug Des 2015; 86(5): 1292-303.
[http://dx.doi.org/10.1111/cbdd.12593] [PMID: 26032047]
[120]
Althagafi I, El-Metwaly N, Farghaly TA. New series of thiazole derivatives: synthesis, structural elucidation, antimicrobial activity, molecular modeling and MOE docking. Molecules 2019; 24(9): 1741-64.
[http://dx.doi.org/10.3390/molecules24091741] [PMID: 31060260]
[121]
Alsharekh MM, Althagafi II, Shaaban MR, Farghaly TA. Microwave assisted and thermal synthesis ofnanosized thiazolyl-phenothiazine derivatives and their biological activities. Res Chem Intermed 2019; 45: 127-54.
[http://dx.doi.org/10.1007/s11164-018-3594-7]
[122]
Althagafi I, El-Metwaly NM, Elghalban MG, Farghaly TA, Khedr AM. Synthesis of pyrazolone derivatives and their nanometer Ag(I) complexes and physicochemical, DNA binding, antitumor, and theoretical implementations. Bioinorg Chem Appl 2018; 2018 2727619
[http://dx.doi.org/10.1155/2018/2727619] [PMID: 29861710]
[123]
Dawood DH, Abbas EMH, Farghaly TA, Ali MM, Ibrahim MF. ZnO nanoparticles catalyst in the synthesis of bioactive fused pyrimidines as anti-breast cancer agents targeting VEGFR-2. Med Chem 2019; 15(3): 277-86.
[http://dx.doi.org/10.2174/1573406414666180912113226] [PMID: 30207239]
[124]
Farghaly TA, Abdallah MA, Masaret GS, Muhammad ZA. New and efficient approach for synthesis of novel bioactive [1,3,4]thiadiazoles incorporated with 1,3-thiazole moiety. Eur J Med Chem 2015; 97: 320-33.
[http://dx.doi.org/10.1016/j.ejmech.2015.05.009] [PMID: 26055810]
[125]
Al-Fahemi JH, Saad FA, El-Metwaly NM, et al. Synthesis of Co (II), Cu (II), Hg(II), UO2(II) and Pb(II) binuclear nanometric complexes from multi-donorligand: spectral, modeling, quantitative structure - activity relationship, docking and antitumor studies. Appl Organomet Chem 2017; 31: 3787.
[http://dx.doi.org/10.1002/aoc.3787]
[126]
Catalano A, Carocci A, Defrenza I, et al. 2-Aminobenzothiazole derivatives: search for new antifungal agents. Eur J Med Chem 2013; 64: 357-64.
[http://dx.doi.org/10.1016/j.ejmech.2013.03.064] [PMID: 23644218]
[127]
Maddila S, Gorle S, Sechadu N, Lavanya P, Jonnalagadda SB. Synthesis, antibacterial and antifungal activity of novel benzothiazole pyrimidine derivatives. Arab J Chem 2016; 9: 681-7.
[http://dx.doi.org/10.1016/j.arabjc.2013.04.003]
[128]
Maru J, Patel GR, Yadav R, Bhat B. Synthesis and study of some new benzothiazole derivatives as antimicrobial agents. Curr Chem Pharm Sci 2014; 4(4): 164-71.
[129]
Amir M, Javed SA, Hassan ZM. Synthesis and antimicrobial activity of pyrazolinines and pyrazoles having benzothiazole moiety. Med Chem Res 2012; 21: 1261-70.
[http://dx.doi.org/10.1007/s00044-011-9642-0]
[130]
Asundaria ST, Patel KC. Synthesis, characterization and antimicrobial activity of thiazole, benzothiazole and pyrimidine derivatives bearing syndrome moieties. Pharm Chem Lett 2012; 45: 725-31.
[http://dx.doi.org/10.1007/s11094-012-0712-5]
[131]
Chauhan D, Siddiqui AA, Kataria R, Singh R. Synthesis, characterization and antimicrobial evaluation of some novel benzothiazole derivatives. INt J Pharnacy Pharm Sci 2015; 7(10): 21-6.
[132]
Yurttaş L, Kaplancıklı ZA, Göger G, Demirci F. Synthesis and anticandidal evaluation of new benzothiazole derivatives with hydrazone moiety. J Enzyme Inhib Med Chem 2016; 31(5): 714-20.
[http://dx.doi.org/10.3109/14756366.2015.1060481] [PMID: 26247354]
[133]
Gjorgjieva M, Tomašič T, Barančokova M, et al. Discovery on benzothiazole scaffold-based DNAgyrase B inhibitors. J Med Chem 2016; 59(19): 8941-54.
[http://dx.doi.org/10.1021/acs.jmedchem.6b00864] [PMID: 27541007]
[134]
Tomašič T, Katsamakas S, Hodnik Ž, et al. Discovery of 4,5,6,7,- tetrahydrobenzo[1,2-d]thgiazoles as novel DNA Gyrase inhibitors targeting the ATP-binding site. J Med Chem 2015; 58(14): 5501-21.
[http://dx.doi.org/10.1021/acs.jmedchem.5b00489] [PMID: 26098163]
[135]
Gupta A. Synthesis of novel nitro substituted benzothiazole derivatives and antifungal activity against A.niger. J Biol Chem Chron 2018; 4(3): 1-6.
[136]
Maddili SK, Li Z-Z, Kannekanti VK. Azoalkyl ether imidazo[2,1-b]benzothiazole as potentially antimicrobial agents with novel structural skeleton. Bioorg Med Chem 2018; 28(14): 24-2431.
[137]
Gondru R, Surusha K, Raj S, Gunda SK, Kumar CG, Pasupuleti M. Design, synthesis, in vitro evaluation and docking studies of pyrazolo-thiazole hybrids as antimicrobial and antibiofilm agents. Chem Select 2018; 3(28): 8270-6.
[138]
Chen L, Yang D, Pan Z, et al. Synthesis and antimicrobial activity of the hybrid molecules between sulfonamides and active pleuromutulin derivatives. Chem Biol Drug Des 2015; 86(2): 239-45.
[http://dx.doi.org/10.1111/cbdd.12486]
[139]
Klahn P, Brönstrup M. Bifunctional antimicrobial conjugates and hybrid antimicrobials. Nat Prod Rep 2017; 34(7): 832-85.
[http://dx.doi.org/10.1039/C7NP00006E] [PMID: 28530279]
[140]
Shawla P, Singh R, Saraf SK. Synthesis and evaluation of 2,5-disubstituted thiazolidinone analogues as antimicrobial agents. Med Chem Res 2013; 21(8): 2064-207.
[141]
Deep A, Jain S, Shrama PC, Mittal SK, Phogat P, Malhotra M. Synthesis, characterization and antimicrobial evaluation of 2,5-disabstituted -4-thiazolidinone derivatives. Arab J Chem 2014; 7: 287-91.
[http://dx.doi.org/10.1016/j.arabjc.2010.10.032]
[142]
Fuloria NK, Fuloria S, Gupta R. Synthesis and antimicrobial profile of newer Schiff bases and thiazolidinone derivatives. Intern J Pharnmacol Pharm Sci 2014; 8(12): 1329-32.
[143]
Al-Ebaisat HS, Abahneh TS, Al-Shbone TM, Jazzari TM. Synthesis, characterization and antifungal activity of some substituted thiazolidinone derivative. J Pure App Chem Res 2015; 5(3): 125-30.
[http://dx.doi.org/10.21776/ub.jpacr.2016.005.03.248]
[144]
Vicini P, Geronikaki A, Incerti M, Zani F, Dearden J, Hewitt M. 2-Heteroarylimino-5-benzylidene-4-thiazolidinones analogues of 2-thiazolylimino-5-benzylidene-4-thiazolidinones with antimicrobial activity: synthesis and structure-activity relationship. Bioorg Med Chem 2008; 16(7): 3714-24.
[http://dx.doi.org/10.1016/j.bmc.2008.02.001] [PMID: 18299196]
[145]
Omar K, Geronikaki A, Zoumpoulakis P, et al. Novel 4-thiazolidinone derivatives as potential antifungal and antibacterial drugs. Bioorg Med Chem 2010; 18(1): 426-32.
[http://dx.doi.org/10.1016/j.bmc.2009.10.041] [PMID: 19914077]
[146]
Gupta A, Singh R. Novel 4-thiazolidinone derivatives as anti-infective agents: synthesis, characterization and antimicrobial evaluation. Biochem Res Internationl Hiindawi Corporation 2016; 2016 8086762
[http://dx.doi.org/10.1155/2016/8086762]
[147]
Subhedar DD, Shaikh MH, Khan FAJ, Sangshetti JN, Khedkar VM, Shingate BB. Facile synthesis of new sulfonamidyl-4-thiazolidinone derivatives and their biological evaluation. New J Chem 2016; 40: 3047-59.
[http://dx.doi.org/10.1039/C6NJ00021E]
[148]
Jain AK, Vaidya A, Ravichandran V, Kashaw SK, Agrawal RK. Recent developments and biological activities of thiazolidinone derivatives: a review. Bioorg Med Chem 2012; 20(11): 3378-95.
[http://dx.doi.org/10.1016/j.bmc.2012.03.069] [PMID: 22546204]
[149]
Tripathi AC, Gupta SJ, Fatima GN, Sonar PK, Verma A, Saraf SK. 4-Thiazolidinones: the advances continue…. Eur J Med Chem 2014; 72: 52-77.
[http://dx.doi.org/10.1016/j.ejmech.2013.11.017] [PMID: 24355348]
[150]
El Bialy SA, Nagy MM, Abdel-Rahman HM. Efficient regioselective three-component domino synthesis of 3-(1,2,4-Triazol-5-yl)-1,3-thiazolidin-4-ones as potent antifungal and antituberculosis agents. Arch Pharm (Weinheim) 2011; 344(12): 821-9.
[http://dx.doi.org/10.1002/ardp.201100001] [PMID: 21932255]
[151]
Ahmed S, Zayed MF, El-Messery SM, Al-Agamy MH, Abdel-Rahman HM. Design, synthesis, antimicrobial evaluation and molecular modeling study of 1,2,4-Triazole-based 4-thiazolidinones. Molecules 2016; 21(5): 568-85.
[http://dx.doi.org/10.3390/molecules21050568] [PMID: 27144547]
[152]
Pham DT, Vo TMH, Truong P, Ho PT, Nguen MQ. Antimicrobial activity of some novel 2-(2-iodophenylimino_5-arylidenethiazolidin-4-one derivatives. Asian Biomed 2017; 11(5): 405-12.
[http://dx.doi.org/10.1515/abm-2018-0015]
[153]
Miroslaw B, Plech T, Wujec M. Halogen binding in the antimicrobial 1,2,3-triazole-3-thione derivatives. Spectra properties, crystal structure and conformational analysis. J Mol Struct 2015; 1083: 187-93.
[http://dx.doi.org/10.1016/j.molstruc.2014.11.060]
[154]
Howe RA, Andrews JM. BSAC Working Party on Susceptibility Testing. BSAC standardized disc susceptibility testing method (version 11). J Antimicrob Chemother 2012; 67(12): 2783-4.
[http://dx.doi.org/10.1093/jac/dks391] [PMID: 23095231]
[155]
Molnar M, Pavic V, Sarkanj B, Cacic M, Vukovioc D, Klenkar J. Mono- and bis-dipicolinic acid heterocyclic derivatives- thiosemicarbazide, triazoles, oxadiazoles and thiazolidinones as antifungal and antioxidant agents. Heterocycl Commun 2017; 23(1): 35-42.
[http://dx.doi.org/10.1515/hc-2016-0078]
[156]
Roncero MIG, Hera C, Ruiz-Rubio M, Maceira FIG, Marti AL. Fusarium as a model for studying virulence in soilborne plant pathogens. Physiol Mol Plant Pathol 2003; 62: 87-98.
[http://dx.doi.org/10.1016/S0885-5765(03)00043-2]
[157]
Tratrat C, Haroun M, Paparisva A, et al. Synthesis and biological evaluation of new substituted 5-benzylideno-2-adamantylthiazol [3,2-b] [1,2,4] triazol-6(5H) ones. Pharmacophore models for antifungal activity. Arab J Chem 2018; 11(4): 573-90.
[http://dx.doi.org/10.1016/j.arabjc.2016.06.007]
[158]
Patel D, Kumari P, Patel N. Synthesis and biological evaluation of some thiazolidinones as antimicrobial agents. Eur J Med Chem 2012; 48: 354-62.
[http://dx.doi.org/10.1016/j.ejmech.2011.11.041] [PMID: 22182927]
[159]
Nasr T, Bondock S, Eid S. Design, synthesis, antimicrobial evaluation and molecular docking studies of some new 2,3-dihydrothiazoles and 4-thiazolidinones containing sulfisoxazole. J Enzyme Inhib Med Chem 2016; 31(2): 236-46.
[http://dx.doi.org/10.3109/14756366.2015.1016514] [PMID: 25815670]
[160]
Prabhaker W, Saundane AR. Synthesis of novel indolyl-thiazolidinone derivatives as antioxidant, antimicrobial and atitubercular agents. Pharma Chem 2015; 7(6): 131-40.
[161]
Pitta E, Tsolaki E, Geronikaki A, et al. 4-Thiazolidinone derivatives as potent antimicrobial agents: Microwave-assisted synthesis, biological evaluation and docking studies. MedChemComm 2015; 6(2): 319-26.
[http://dx.doi.org/10.1039/C4MD00399C]
[162]
Ottanà R, Maccari R, Barreca ML, et al. 5-Arylidene-2-imino-4-thiazolidinones: design and synthesis of novel anti-inflammatory agents. Bioorg Med Chem 2005; 13(13): 4243-52.
[http://dx.doi.org/10.1016/j.bmc.2005.04.058] [PMID: 15905093]
[163]
Kumar AS, Kudva J, Bharath BR, et al. Synthesis, structural, biological and in silico studies of new 50-arylidene-4-thiazolidinone derivatives as anticancer, antimicrobial and antitubercular agents. New J Chem 2019; 43: 1597-601.
[http://dx.doi.org/10.1039/C8NJ03671C]
[164]
Wu S, Guo W, Teraishi F, et al. Anticancer activity of 5-benzylidene-2-phenylimino-1, 3-thiazolidin-4-one (BPT) analogs. Med Chem 2006; 2(6): 597-605.
[http://dx.doi.org/10.2174/1573406410602060597] [PMID: 17105441]
[165]
Bagel US, Kaur H. CHawla A, Dhawan R.K. Synthesis and antimicrobial evaluation of thiadizaole derivatives. Pharma Chem 2014; 6(2): 66-9.
[166]
Rezki N, Al-Yahyawi AM, Bardaweel SK, Al-Blewi FF, Aouad MR. Synthesis of novel 2,5-Disubstituted-1,3,4-thiadiazoles clubbed 1,2,4-triazole, 1,3,4-thiadiazole, 1,3,4-oxadiazole and/or schiff base as potential antimicrobial and antiproliferative agents. Molecules 2015; 20(9): 16048-67.
[http://dx.doi.org/10.3390/molecules200916048] [PMID: 26364633]
[167]
Upadhyaya PK, Mishra P. Synthesis, antimicrobial and anticancer activitites of 5-(4-substituted phenyl),1,3,4,-thiadiaaole -2-amines. Rasayan J Chem 2017; 10(1): 254-62.
[168]
Saeed A, Mumtaz A. Novel isochroman-triazoles and thiadiazole hybrids: Design, synthesis and antimicrobial activity. J Saudi Chem Soc 2017; 21: 186-92.
[169]
Su S, Zhou X, Liao G, Qi P, Jin L. Synthesis and antibacterial evaluation of new sulfone derivatives containing 2-aroxymethyl-1,3,4-oxadiazole/thiadiazole moiety. Molecules 2016; 22(1): 64-81.
[http://dx.doi.org/10.3390/molecules22010064] [PMID: 28042864]
[170]
Demirci S, Mermer A, Ak G, et al. Conventional and microwave-assisted total synthesis, antioxidant capacity, biological activity and molecular docking studies of new hybrid compounds. J Heterocycl Chem 2017; 54: 1785-805.
[http://dx.doi.org/10.1002/jhet.2760]
[171]
Levent S, Kaya Çavuşoğlu B, Sağlık BN, et al. Synthesis of oxadiazole-thiadiazole hybridsand their anticandidal activity. Molecules 2017; 22(11): 2004-17.
[http://dx.doi.org/10.3390/molecules22112004] [PMID: 29156575]
[172]
Fesatidou M, Zagaliotis P, Camoutsis C, et al. 5-Adamantan thiadiazole-based thiazolidinones as antimicrobial agents. Design, synthesis, molecular docking and evaluation. Bioorg Med Chem 2018; 26(16): 4664-76.
[http://dx.doi.org/10.1016/j.bmc.2018.08.004] [PMID: 30107969]
[173]
Tiwari C. Spiro heterocyclics: a convenient synthesis and antimicrobial activity of 3-(5-substituted phenyl-1,3,4-thiadiazole-2- yl)5,8-dithiasspiro [3,4] octan-2-ones and 1,4-dithia-6-azaspiro [4,4] nonan-7-one. Indian J Chem 2018; 57(B): 1416-20.
[174]
Karaburun AÇ, Acar Çevik U, Osmaniye D, et al. Synthesis and evaluation of new 1,3,4-thiadiazole derivatives as potent antifungal agents. Molecules 2018; 23(12): 3129-47.
[http://dx.doi.org/10.3390/molecules23123129] [PMID: 30501053]
[175]
Er U, Abunakhla AM, Tahtaci H, et al. An integrated approach towards the development of novel antifungal agents: synthesis and combined similarity search, homology modeling, molecular dynamics and molecular docking studies. Chem Cent J 2018; 12: 121-42.
[http://dx.doi.org/10.1186/s13065-018-0485-3] [PMID: 30470928]
[176]
Shirinzadeh H, Süzen S, Altanlar N, Westwell D. Antimicrobial activities of new indole derivatives containing 1,2,4-triazole, 1,3,4-thiadiazole and carbothioamide. Turk J Pharm Sci 2018; 15(3): 291-7.
[http://dx.doi.org/10.4274/tjps.55707]
[177]
Zhang HZ, Zhao ZL, Zhou CH. Recent advance in oxazole-based medicinal chemistry. Eur J Med Chem 2018; 144: 444-92.
[http://dx.doi.org/10.1016/j.ejmech.2017.12.044] [PMID: 29288945]
[178]
Prakash TB, Reddy LM, Padmaja A, Padmavathi V. Synthesis and antimicrobial activity of azole derivatives. Chem Pharm Bull (Tokyo) 2013; 61(5): 516-23.
[http://dx.doi.org/10.1248/cpb.c12-00975] [PMID: 23649194]
[179]
Reddy AB, Hymavathi RV, Swamy GN. A new class of multi-substituted oxazole derivatives: synthesis and antimicrobial activity. J Chem Sci 2013; 125: 495-509.
[http://dx.doi.org/10.1007/s12039-013-0417-7]
[180]
Tomi I, Tomma J, Al-Daraji A, Al-Dujaili A. Synthesis, characterization and comparative study the microbial activity of some heterocyclic compounds containing oxazole and benzothiazole moieties. J Saudi Chem Soc 2015; 19: 392-8.
[http://dx.doi.org/10.1016/j.jscs.2012.04.010]
[181]
Wales SM, Hammer KA, Somphol K, et al. Synthesis and antimicrobial activity of binaphthyl-based, functionalized oxazole and thiazole peptidomimetics. Org Biomol Chem 2015; 13(44): 10813-24.
[http://dx.doi.org/10.1039/C5OB01638J] [PMID: 26349598]
[182]
Fernández LR, Svetaz L, Butassi E, Zacchino SA, Palermo JA, Sánchez M. Synthesis and antifungal activity of bile acid-derived oxazoles. Steroids 2016; 108: 68-76.
[http://dx.doi.org/10.1016/j.steroids.2016.01.014] [PMID: 26827629]
[183]
Rawat BS, Shukla SK. Synthesis and evaluation of some new thiazole/oxazole derivatives for their biological activity. WJPPS 2016; 5(8): 1473-82.
[184]
Ragavendra B, Divya KG, Padmaja A, Padmavathi V. Synthesis and antimicrobial activity of bisazolylsulfonyl amines. Indian J Chem 2016; 55(B): 1376-83.
[185]
Singh R, Bhatt A, Chauhan P, Kant R. Antimicrobial and antimalarial evaluation of some novel 1,3-oxazole derivatives. Chem Biol Interact 2017; 7(2): 116-23.
[186]
Jiang Y, Jia S, Li X, et al. Design, synthesis, and antifungal evaluation of novel benzoxazole derivatives containing a 1,2,3-triazole moiety. J Chin Chem Soc (Taipei) 2017; 64: 1197-202.
[http://dx.doi.org/10.1002/jccs.201700129]
[187]
Liao J, Yang F, Zhang L, et al. Synthesis and biological evaluation of novel fluconazole analogues bearing 1,3,4-oxadiazole moiety as potent antifungal agents. Arch Pharm Res 2015; 38(4): 470-9.
[http://dx.doi.org/10.1007/s12272-014-0378-5] [PMID: 24838380]
[188]
Suresh Kumar GV, Rajendraprasad Y, Mallikarjuna BP, Chandrashekar SM, Kistayya C. Synthesis of some novel 2-substituted-5-[isopropylthiazole] clubbed 1,2,4-triazole and 1,3,4-oxadiazoles as potential antimicrobial and antitubercular agents. Eur J Med Chem 2010; 45(5): 2063-74.
[http://dx.doi.org/10.1016/j.ejmech.2010.01.045] [PMID: 20149496]
[189]
Liu F, Luo XQ, Song BA, et al. Synthesis and antifungal activity of novel sulfoxide derivatives containing trimethoxyphenyl substituted 1,3,4-thiadiazole and 1,3,4-oxadiazole moiety. Bioorg Med Chem 2008; 16(7): 3632-40.
[http://dx.doi.org/10.1016/j.bmc.2008.02.006] [PMID: 18329885]
[190]
Kalam Khan FA, Sangshetti JM. Design, synthesis and molecular docking study of hybrid quinoline-4-yl-oxadiazoles/oxathiadiazoles as potent antifungal agents. Int J Pharm Pharm Sci 2015; 7(4): 223-9.
[191]
He X, Jiang Y, Zhang Y, et al. Discovery of highly potent triazole antifungal agents with piperdine-oxadiazole side chains. MedChemComm 2015; 4: 1-41.
[192]
Khalilullah H, Khan S, Nomani MS, Ahmed B. Synthesis, characterization and antimicrobial activity of benzodioxane ring containing1,3,4-oxadiazole derivatives. Arab J Chem 2016; 9: S1029-35.
[193]
Kadi AA, El-Brollosy NR, Al-Deeb OA, Habib EE, Ibrahim TM, El-Emam AA. Synthesis, antimicrobial, and anti-inflammatory activities of novel 2-(1-adamantyl)-5-substituted-1,3,4-oxadiazoles and 2-(1-adamantylamino)-5-substituted-1,3,4-thiadiazoles. Eur J Med Chem 2007; 42(2): 235-42.
[http://dx.doi.org/10.1016/j.ejmech.2006.10.003] [PMID: 17129641]
[194]
Ozbek N, Katircioğlu H, Karacan N, Baykal T. Synthesis, characterization and antimicrobial activity of new aliphatic sulfonamide. Bioorg Med Chem 2007; 15(15): 5105-9.
[http://dx.doi.org/10.1016/j.bmc.2007.05.037] [PMID: 17544281]
[195]
Nimbalkar UD, Tupe SG, Seijas Vazquez JA, Khan FAK, Sangshetti JN, Nikalje AP. Nikalje APG. Ultrasound- and molecular sieves-assisted synthesis, molecular docking and antifungal evaluation of5-(4-(benzyloxy)-substituted phenyl)-3-((phenylamino)methyl)-1,3,4-oxadiazole-2(3h)-thiones. Molecules 2016; 21(5): 484-93.
[http://dx.doi.org/10.3390/molecules21050484] [PMID: 27171073]
[196]
Clinical and laboratory standards institute. M38-A2, reference method for broth dilution antifungal susceptibility testing of filamentous fungi approved standard.2nd ed.. Wayne, PA, USA: Clinical and laboratory standardsinstitute 2008.
[197]
Behalo MS. An efficient one-pot catalyzed synthesis of 2,5-disubstituted-1,3,4-oxadiazoles and evaluation of their antimicrobial activities. RSCAdv 2016; 6 103132
[198]
Leifert C, Li H, Chidburee S, et al. Antibiotic production and biocontrol activity by Bacillus subtilis CL27 and Bacillus pumilus CL45. J Appl Bacteriol 1995; 78(2): 97-108.
[http://dx.doi.org/10.1111/j.1365-2672.1995.tb02829.x] [PMID: 7698955]
[199]
Rao NK, Babu MS, Rao VB. Keshavi |R, Rao NS, Murthy Y. L. N., Lakshman S. Synthesis and characterization of 1,3,4-oxadiazolesderivatives from 1,2,3,4-tetrahydroisoquinoline and their bioevalution (antibacterial & antifungal). Chem Sci Trans 2017; 6(3): 485-91.
[200]
Zhang T-T, Pei-Yi Wang P-Y, Zhou J, et al. Antibacterial and antifungal activities of 2-(substituted ether)-5-(1-phenyl-5-(trifluoromethyl)-1h-pyrazol-4-yl)-1,3,4-oxadiazole derivatives. J Heterocycl Chem 2017; 54: 2319-21325.
[http://dx.doi.org/10.1002/jhet.2820]
[201]
Wu Z, Hu D, Kuang J, Cai H, Wu S, Xue W. Synthesis and antifungal activity of N-(substituted pyridinyl)-1-methyl(phenyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives. Molecules 2012; 17(12): 14205-18.
[http://dx.doi.org/10.3390/molecules171214205] [PMID: 23201640]
[202]
Wu ZB, Wu SX, Ye YQ, et al. Synthesis and bioactivities of novel 1-(3-Chloropyridin-2-yl)-N-substituted-5-(Trifluoromethyl)-pyrazole carboxamide derivatives. J Heterocycl Chem 2017; 54(1): 325-30.
[http://dx.doi.org/10.1002/jhet.2587]
[203]
Wang X, Yin J, Shi L, Zhang G, Song B. Design, synthesis, and antibacterial activity of novel Schiff base derivatives of quinazolin-4(3H)-one. Eur J Med Chem 2014; 77: 65-74.
[http://dx.doi.org/10.1016/j.ejmech.2014.02.053] [PMID: 24607590]
[204]
Li P, Shi L, Gao M, et al. Design, synthesis, and antibacterial activity against rice bacterial leaf blight and leaf streak of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivative. Bioorg Med Chem Lett 2015; 25: 481.
[http://dx.doi.org/10.1016/j.bmcl.2014.12.038] [PMID: 25563889]
[205]
Chen Y, Yang X, Gu CY, et al. Activity of a novel bactericide, zinc thiazole against Xanthomonas oryzae pv. oryzae in Anhui Province of China. Ann Appl Biol 2015; 166: 129-35.
[http://dx.doi.org/10.1111/aab.12170]
[206]
Çavuşoğlu BK, Yurttaş L, Cantürk Z. The synthesis, antifungal and apoptotic effects of triazole-oxadiazoles against Candida species. Eur J Med Chem 2018; 144: 255-61.
[http://dx.doi.org/10.1016/j.ejmech.2017.12.020] [PMID: 29274492]
[207]
Karaca Gençer H, Acar Çevik U, Levent S, et al. Oztürk new benzimidazole-1,2,4-triazole hybrid compounds: synthesis, anticandidal activity and cytotoxicity evaluation. Molecules 2017; 22(4): 507.
[http://dx.doi.org/10.3390/molecules22040507] [PMID: 28346364]
[208]
Vijesh AM, Isloor AM, Shetty P, Sundershan S, Fun HK. New pyrazole derivatives containing 1,2,4-triazoles and benzoxazoles as potent antimicrobial and analgesic agents. Eur J Med Chem 2013; 62: 410-5.
[http://dx.doi.org/10.1016/j.ejmech.2012.12.057] [PMID: 23385092]
[209]
Ahsan MJ, Samy JG, Khalilullah H, et al. Molecular properties prediction and synthesis of novel 1,3,4-oxadiazole analogues as potent antimicrobial and antitubercular agents. Bioorg Med Chem Lett 2011; 21(24): 7246-50.
[http://dx.doi.org/10.1016/j.bmcl.2011.10.057] [PMID: 22071303]
[210]
Bhat K, Sufeera K, Chaitanya SK, Kumar S. Synthesis, characterization and biological activity studies of 1,3,4-oxadiazole analogs. J Young Pharm 2011; 3(4): 310-4.
[http://dx.doi.org/10.4103/0975-1483.90243] [PMID: 22224038]
[211]
Yurttas L, Ozkay Y, Duran M, et al. Synthesis and antimicrobial activity evaluationof new dithiocarbamate derivatives bearing thiazole/benzothiazole rings. Phosphorus Sulfur Silicon Relat Elem 2016; 191(8): 1166-73.
[212]
Singh MK, Tilak R, Nath G, Awasthi SK, Agarwal A. Design, synthesis and antimicrobial activity of novel benzothiazole analogs. Eur J Med Chem 2013; 63: 635-44.
[http://dx.doi.org/10.1016/j.ejmech.2013.02.027] [PMID: 23567952]
[213]
Kumar S, Srivastava PK. Syntheses, characterization and biological evaluation of a series of 2-Phenylamino-5-(2-Chlorophenyl)-1,3,4-oxadiazole derivatives. Dhaka Univ J Pharm Sci 2019; 18(1): 75-83.
[http://dx.doi.org/10.3329/dujps.v18i1.41894]
[214]
Shi J, Luo N, Ding M, Bao X. Synthesis, in vitro antibacterial and antifungal evaluation of novel 1,3,4-oxadiazole thioether derivatives bearing the 6-fluoroquinazolinylpiperidinyl moiety. Chin Chem Lett 2020; 31(2): 434-8.
[http://dx.doi.org/10.1016/j.cclet.2019.06.037]
[215]
Wang J, Sánchez-Roselló M, Aceña JL, et al. Fluorine in pharmaceutical industry: fluorine-containing drugs introduced to the market in the last decade (2001-2011). Chem Rev 2014; 114(4): 2432-506.
[http://dx.doi.org/10.1021/cr4002879] [PMID: 24299176]
[216]
Gillis EP, Eastman KJ, Hill MD, Donnelly DJ, Meanwell NA. Applications of fluorine in medicinal chemistry. J Med Chem 2015; 58(21): 8315-59.
[http://dx.doi.org/10.1021/acs.jmedchem.5b00258] [PMID: 26200936]
[217]
Zhou S, Zhou S, Xie YT. Synthesis, insecticidal activities and SAR studies of novel anthranilic diamides containing trifluoroethoxyl substituent and chiral amino acid moieties. Chin Chem Lett 2018; 29: 1254-6.
[http://dx.doi.org/10.1016/j.cclet.2017.10.022]
[218]
Wu CC, Wang BL, Liu JB. Design, synthesis and insecticidal activities of novel anthranilic diamides containing fluorinated groups as potential ryanodine receptors activitors. Chin Chem Lett 2017; 28: 1248-51.
[http://dx.doi.org/10.1016/j.cclet.2017.01.019]
[219]
Zhang L-Y, Wang B-L, Zhan Y-Z, Zhang Y, Zhang X, Li Z-M. Synthesis and biological activities of some fluorine- and piperazine-containing 1,2,4-triazole thione derivatives. Chin Chem Lett 2016; 27: 163-7.
[http://dx.doi.org/10.1016/j.cclet.2015.09.015]
[220]
Lan Yang L, Bao X-P. Synthesis of novel 1,2,4-triazole derivatives containing the quinazolinylpiperidinyl moiety and N-(substituted phenyl)acetamide group as efficient bactericides against the phytopathogenic bacterium Xanthomonas oryzae pv. Oryzae. RCS Adv 2017; 54: 34005-11.
[221]
Gao F, Wang T, Xiao J, Huang G. Antibacterial activity study of 1,2,4-triazole derivatives. Eur J Med Chem 2019; 173: 274-81.
[http://dx.doi.org/10.1016/j.ejmech.2019.04.043] [PMID: 31009913]
[222]
Srinivas B, Srinivas P, Kavitha S, Kavithaand M. Synthesis and anti-microbial activity of novel coumarins containing sunstituted-1,3,4-oxadiazole derivatives. WJPR 2019; 8(8): 674-81.
[223]
Karaburun AC, Kaya Çavuşoğlu B, Acar Çevik U, et al. Synthesis and antifungal potential of some novel benzimidazole-1,3,4-oxadiazole compounds. Molecules 2019; 24(1): 191-205.
[http://dx.doi.org/10.3390/molecules24010191] [PMID: 30621357]
[224]
Can NÖ, Acar Çevik U, Sa ̆glık BN, et al. Synthesis, molecular docking studies, and antifungal activity evaluation of new benzimidazole-triazoles aspotential lanosterol 14α-demethylase inhibitors. J Chem 2017; 2017: 15.
[http://dx.doi.org/10.1155/2017/9387102]
[225]
Karaca Gençer H, Acar Çevik U, Levent S, et al. New benzimidazole-1,2,4-triazole hybrid compounds: synthesis, anticandidal activity and cytotoxicity evaluation. Molecules 2017; 22: 507.
[http://dx.doi.org/10.3390/molecules22040507]
[226]
Kaplancıklı ZA, Levent S, Osmaniye D, et al. Synthesis and anticandidal activity evaluation of new benzimidazole-thiazole derivatives. Molecules 2017; 22: 2051.
[http://dx.doi.org/10.3390/molecules22122051]
[227]
Vijesh AM, Arun M. Isloorb AM, Telkarc S, Arulmolid T, Fun H-K. Molecular docking studies of some new imidazole derivatives for antimicrobial properties. Arab J Chem 2013; 6: 197-204.
[http://dx.doi.org/10.1016/j.arabjc.2011.10.007]
[228]
Ahsan I, Chandrul KK. Antimicrobial and antifungal evaluation of newly synthesized oxadiazole derivatives bearing 2, 4, 5-triphnenyl imidazole moiety. IJPSR 2015; 6(11): 4753-9.
[229]
Burungale S, Patil RN. Synthesis of n-substituted imidazole derivatives and evaluation for its antimicrobial actvitiy. World J Pharm Pharm Sci 2016; 6(1): 1325-31.
[230]
Idrees M, Nasare RD, Siddiqui NJ. Synthesis and antibacterial screening of 4-arylidene-5-oxo-imidazoles having carboxamide linkage with 5-(benzofuran-2-yl)-1-phenylpyrazole moiety. Chem Sci Trans 2016; 5(4): 1090-5.
[231]
Sumiya T, Ishigaki M, Oh K. Synthesis of imidazole and indole hybrid molecules and antifungal activity against rice blast. Int J Chem Eng Appl 2017; 8(3): 233-6.
[http://dx.doi.org/10.18178/ijcea.2017.8.3.662]
[232]
Sharma S, Sharma V, Singh G, Kaur H, Srivastava S, Ishar MPS. 2-(chromon-3-yl)imidazole derivatives as potential antimicrobial agents: synthesis, biological evaluation and molecular docking studies. J Chem Biol 2016; 10(1): 35-44.
[http://dx.doi.org/10.1007/s12154-016-0162-8] [PMID: 28101253]
[233]
Raj T, Bhatia RK, Sharma RK, Gupta V, Sharma D, Ishar MPS. Mechanism of unusual formation of 3-(5-phenyl-3H-[1,2,4] dithiazol-3-yl)chromen-4-ones and 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides and their antimicrobial evaluation. Eur J Med Chem 2019; 22: 3209-321.
[234]
Verma BK, Kapoor S, Kumar U, Pandey S, Arya P. Synthesis of new imidazole derivatives as effective antimicrobial agents. Indian J Pharm Biol Res 2017; 5(1): 1-9.
[235]
Navidpour L, Shadnia H, Shafaroodi H, Amini M, Dehpour AR, Shafiee A. Design, synthesis, and biological evaluation of substituted 2-alkylthio-1,5-diarylimidazoles as selective COX-2 inhibitors. Bioorg Med Chem 2007; 15(5): 1976-82.
[http://dx.doi.org/10.1016/j.bmc.2006.12.041] [PMID: 17258905]
[236]
Schiaffella F, Macchiarulo A, Milanese L, Vecchiarelli A, Fringuelli R. Novel ketoconazole analogues based on the replacement of 2,4-dichlorophenyl group with 1,4-benzothiazine moiety: design, synthesis, and microbiological evaluation. Bioorg Med Chem 2006; 14(15): 5196-203.
[http://dx.doi.org/10.1016/j.bmc.2006.04.004] [PMID: 16650767]
[237]
Zhan P, Liu X, Zhu J, et al. Synthesis and biological evaluation of imidazole thioacetanilides as novel non-nucleoside HIV-1 reverse transcriptase inhibitors. Bioorg Med Chem 2009; 17(16): 5775-81.
[http://dx.doi.org/10.1016/j.bmc.2009.07.028] [PMID: 19643613]
[238]
Zampieri D, Mamolo MG, Laurini E, Scialino G, Banfi E, Vio L. Antifungal and antimycobacterial activity of 1-(3,5-diaryl-4,5-dihydro-1H-pyrazol-4-yl)-1H-imidazole derivatives. Bioorg Med Chem 2008; 16(8): 4516-22.
[http://dx.doi.org/10.1016/j.bmc.2008.02.055] [PMID: 18321714]
[239]
Gupta S, Verma P, Singh V. Synthesis and antimicrobial study of 2-amino-imidazole derivatives. Indian J Chem 2018; 57(B): 679-86.
[240]
Al-Saadi ZN. Al- Jorani KRH. Synthesis, characterization and anti-methicillin resistant Staphylococcus aureus (MRSA) evaluation of 4-bromo-2-(4,5-diphenyl-1H-imidazol-2-yl) phenol [Br-HPI] and its complexes with CoII, CuII metal ions. J Pharm Sci & Res 2018; 10(11): 2866-71.
[241]
Odžak R, Skočibušić M, Maravić A. Synthesis and antimicrobial profile of N-substituted imidazolium oximes and their monoquaternary salts against multidrug resistant bacteria. Bioorg Med Chem 2013; 21(23): 7499-506.
[http://dx.doi.org/10.1016/j.bmc.2013.09.041] [PMID: 24126094]
[242]
Skočibušić M, Odžak R, Ramić A, Smolić T, Hrenar T, Primožić I. Novel imidazole aldoximes with broad-spectrum antimicrobial potency against multidrug resistant gram-negative bacteria. Molecules 2018; 23(5): 1212-25.
[http://dx.doi.org/10.3390/molecules23051212] [PMID: 29783685]
[243]
Shobhashana PG, Prasad P, Kalola AG, Patel MP. Synthesis of imidazole derivatives bearing quinoline nucleus catalysed by can and their antimicrobial, antitubercular and molecular docking studies. RJLBPCS 2018; 4(3): 175-86.
[244]
Mungra DC, Kathrotiya HG, Ladani NK, Patel MP, Patel RG. Molecular iodine catalyzed synthesis of tetrazolo [1, 5-a]-quinoline based imidazoles as a new class of antimicrobial and antituberculosis agents. Chin Chem Lett 2012; 23: 1367-70.
[http://dx.doi.org/10.1016/j.cclet.2012.11.007]
[245]
Gadhave PP, Dighe NS, Pattan SR, Deotarse P, Musmade DS, Shete R. Current biological and synthetic profile of triazoles. A review. Ann Biol Res 2010; 1: 81-9.
[246]
Aouad MR, Mayaba MM, Naqvi A, et al. Design, synthesis, in silico and in vitro antimicrobial screenings of novel 1,2,4-triazoles carrying 1,2,3-triazole scaffold with lipophilic side chain tether. Chem Cent J 2017; 11(1): 117-20.
[http://dx.doi.org/10.1186/s13065-017-0347-4] [PMID: 29159721]
[247]
Aouad MR, Messali M, Rezki N, Ali AASh, Lesimple A. Syntthesis and characterization of some novel 1,2,3-triazoles and Schiff bases incorporating imidazole moiety as potential antimicrobial agents. Acta Pharm 2015; 65: 117-32.
[http://dx.doi.org/10.1515/acph-2015-0011] [PMID: 26011929]
[248]
Rezki N. A green ultrasonic synthesis, characterization and antibacterial evaluation of 1,4-disabstituted 1,2,3,-triazoles thethering bioactive benzothiazole nucleus. Molecules 2016; 21(4): 505-17.
[http://dx.doi.org/10.3390/molecules21040505] [PMID: 27096862]
[249]
Aouad MR. Synthesis and antimicrobial screening of novel thioglycosides and acylonucleoside analogs carruing 1,2,3,-triazole and 1,3,4-oxadiazole moieties. Nucleosides Nucleotides Nucleic Acids 2016; 35(1): 1-15.
[http://dx.doi.org/10.1080/15257770.2015.1109098] [PMID: 26810028]
[250]
Aouad MR, Al-Saedi AMH, Ali AA, Rezki N, Messali M. Preparation of novel 3-fluorophenyl triazolothiadiazoles and triazolothiadiazines. Org Prep Proced Int 2016; 48: 355-70.
[http://dx.doi.org/10.1080/00304948.2016.1194134]
[251]
Duan J-R, Liu H-B, Jeyakkumar P, et al. Design, synthesis and biological evaluation of novel Schiff base-bridged tetrahydroprotoberberine triazoles as a new type of potential antimicrobial agents. MedChemComm 2017; 8(5): 907-16.
[http://dx.doi.org/10.1039/C6MD00688D] [PMID: 30108806]
[252]
Wen SQ, Jeyakkumar P, Avula SR, Zhang L, Zhou C-H. Discovery of novel berberine imidazoles as safe antimicrobial agents by down regulating ROS generation. Bioorg Med Chem Lett 2016; 26(12): 2768-73.
[http://dx.doi.org/10.1016/j.bmcl.2016.04.070] [PMID: 27156777]
[253]
Zhang L, Chang JJ, Zhang SL, Damu GLV, Geng RX, Zhou CH. Synthesis and bioactive evaluation of novel hybrids of metronidazole and berberine as new type of antimicrobial agents and their transportation behavior by human serum albumin. Bioorg Med Chem 2013; 21(14): 4158-69.
[http://dx.doi.org/10.1016/j.bmc.2013.05.007] [PMID: 23743440]
[254]
Zhang L, Chang J-J, Zhang S-L, Damu GLV, Geng R-X, Zhou C-H. Synthesis and bioactive evaluation of novel hybrids of metronidazole and berberinne as new tpe of antimicrobial agents and their behavior by human serum album. Bioorg Med Chem 2013; 21: 4158-69.
[http://dx.doi.org/10.1016/j.bmc.2013.05.007] [PMID: 23743440]
[255]
Hakan B, Nesrin K, Deniz SAD, Sengul AK, Nesihan D. Synthesis and antimicrobial activities of some new 1,2,4-triazole derivative. Molecules 2010; 15: 2427-38.
[http://dx.doi.org/10.3390/molecules15042427] [PMID: 20428053]
[256]
Rajasekumar A, Sivakumar KK, Sureshkumar MM. Design, synthesis, characterization and in vitro antimicrobial activity of some hybridized scaffolds. Future J Pharm Sci 2017; 3: 1-10.
[http://dx.doi.org/10.1016/j.fjps.2016.09.003]
[257]
Shirinzadeh H, Suzen S, Altanlar N, Westwell A. Antimicrobial activityof new indole derivatives containing,1,2,4,-triazole, 1,3,4-thiadiazoleand carbothioamide. Turk J Pharm Sci 2018; 15(6): 291-7.
[258]
Ezelarab HAA, Hasan HA, Abbas SH, Abd El-Baky RM. Design, synthesis and antifungal activity of 1,2,4-triazole and 1,3,4-oxadiazole ciprofloxacin hybrids. J Adv Biomed & Pharm Sci 2018; 1: 78-84.
[http://dx.doi.org/10.21608/jabps.2018.3774.1013]
[259]
Sasaki E, Maesaki S, Miyazaki Y, et al. Synergistic effect of ofloxacin and fluconazole against azole-resistant Candida albicans. J Infect Chemother 2000; 6(3): 151-4.
[http://dx.doi.org/10.1007/s101560070014] [PMID: 11810556]
[260]
Musiol R, Serda M, Hensel-Bielowka S, Polanski J. Quinoline-based antifungals. Curr Med Chem 2010; 17(18): 1960-73.
[http://dx.doi.org/10.2174/092986710791163966] [PMID: 20377510]
[261]
World Health Organization (WHO). Antimicrobial resistance: Global report on surveillance. Geneva, Switzerland: WHO 2014 Available at:. https://www.who.int/antimicrobial-resistance/ publications/surveillancereport/en/
[262]
López-Rojas P, Janeczko M. Kubiński K, Amesty Á, Masłyk M, Estévez-Braun A. Synthesis and antimicrobial activity of 4-substituted 1,2,3-triazole-coumatin derivatives. Molecules 2018; 23(1): 199-217.
[http://dx.doi.org/10.3390/molecules23010199] [PMID: 29346325]
[263]
Karegoudar KB, Karabasanagoud T, Gani R. Synthsis, characterization and antimicrobial activity of some shiff and mannich bases derived from 1,2,4-triazoles. Int Res J Pharm Sci 2019; 10: 2-8.
[264]
Bhagat K, Bhagat J, Gupta MK, et al. Design, synthesis, antimicrobial evaluation and molecular modeling studies of new indolinedion-coumarin molecula hybrids. ACS Omega 2019; 4(5): 8720-30.
[http://dx.doi.org/10.1021/acsomega.8b02481] [PMID: 31459961]
[265]
Singh H, Kumar M, Nepali K, et al. Triazole tethered C5-curcuminoid-coumarin based molecular hybrids as novel antitubulin agents: Design, synthesis, biological investigation and docking studies. Eur J Med Chem 2016; 116: 102-15.
[http://dx.doi.org/10.1016/j.ejmech.2016.03.050] [PMID: 27060762]
[266]
Chopra R, Chibale K, Singh K. Pyrimidine-chloroquinoline hybrids: Synthesis and antiplasmodial activity. Eur J Med Chem 2018; 148: 39-53.
[http://dx.doi.org/10.1016/j.ejmech.2018.02.021] [PMID: 29454189]
[267]
Naveen, Titall PK, Vadav P, Lal K, Ghule Vika D. Synthesis, molecular docking and DFT studies on biologically acgive 1,4-disabstituted 1,2,3-triazole semicarbazon hybrid molecules. New J Chem 2019; 43: 8052-8.
[http://dx.doi.org/10.1039/C9NJ00473D]
[268]
Lipeeva AV, Zakharov DO, Burova LG, et al. Design, synthesis and antimicrobial activity of coumarin-1,2,3-triazole hybrids obtained from natural furocoumarin Peucedanin. Molecules 2019; 24(11): 2126-48.
[http://dx.doi.org/10.3390/molecules24112126] [PMID: 31195697]
[269]
Nalawade J, Shinde A, Chavan A, et al. Synthesis of new thiazolyl-pyrazolyl-1,2,3-triazole derivatives as potential antimicrobial agents. Eur J Med Chem 2019; 179: 649-59.
[http://dx.doi.org/10.1016/j.ejmech.2019.06.074] [PMID: 31279297]
[270]
Shinde V, Mhulikar P, Mhaske PC, Nalawade J, Sakar D. Synthesis and biological evaluation of new 2-aryl-4(4-aryl-1H-1,2,3-triazol-1-yl)methyl) thiazole derivatives. Res Chem Intermed 2018; 44: 1247-60.
[http://dx.doi.org/10.1007/s11164-017-3164-4]
[271]
Emami S, Ghobadi E, Saednia S, Hashemi SM. Current advances of triazole alcohols derived from fluconazole: Design, in vitro and in silico studies. Eur J Med Chem 2019; 170: 173-94.
[http://dx.doi.org/10.1016/j.ejmech.2019.03.020] [PMID: 30897396]

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy