Generic placeholder image

Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 1871-5230
ISSN (Online): 1875-614X

Research Article

Anti-nociceptive and Anti-inflammatory Activity of Synthesized Novel Benzoxazole Derivatives

Author(s): Mansi L. Patil, Swati S. Gaikwad* and Naresh J. Gaikwad

Volume 20, Issue 4, 2021

Published on: 03 February, 2021

Page: [333 - 343] Pages: 11

DOI: 10.2174/1871523020666210203103433

Price: $65

Abstract

Introduction:Pain is an immunological response to an infection or inflammation and long-term use of pain management therapy includes the use of Nonsteroidal anti-inflammatory drugs, which is associated with the occurrence of toxicity as well as gastrointestinal bleeding. Therefore, the investigation of new analgesic and anti-inflammatory agents remains a major challenge.

Aims: The objective of this research study is to undergo the pharmacological evaluation of newly synthesized benzoxazole derivatives. These novel derivatives were evaluated for anti-nociceptive, anti-inflammatory and cytotoxic activity using various in-vivo and ex-vivo methods

Methods: The study was carried out using swiss mice (adult male) weighing between 20gm to 30gm and were divided into groups containing (n=6) six animals in each group for treatment. The anti-nociceptive activity was performed by using 0.1ml of 0.6% v/v acetic acid as nociception inducer and evaluated by the diminished number of abdominal writhes. The anti-inflammatory activity was done using 0.1 ml of 2% w/v Carrageenan induced paw edema method was observed which was evaluated by calculating the percent maximum possible effect. Histopathological evaluation and cytotoxic activity of the compounds were carried out.

Results: The results of this research study revealed that synthesized derivatives (a, b, c, d and e) showed promising anti-nociceptive and anti-inflammatory effects along significantly higher cytotoxic activity in MCF-7 cell lines.

Conclusion: It can be concluded that synthesized derivatives (a, b, c, d and e) have potential anti- nociceptive and anti-inflammatory effects along with cytotoxic activity and certain modification in structure may result in the potent activity

Keywords: Antinociceptive, cell line study, MCF-7, writhing, benzoxazole, swiss albino mice.

Graphical Abstract
[1]
Seenaiah, D.; Reddy, P.R.; Reddy, G.M.; Padmaja, A.; Padmavathi, V.; Krishna, N.S. Synthesis, antimicrobial and cytotoxic activities of pyrimidinyl benzoxazole, benzothiazole and benzimidazole. Eur. J. Med. Chem., 2014, 77, 1-7.
[http://dx.doi.org/10.1016/j.ejmech.2014.02.050] [PMID: 24607584]
[2]
Garrepali, S.; Sarangapani, M.; Garapalli, P.; Chilukala, S.D. Design, synthesis and biological evaluation of benzoxazole derivatives as cyclo-oxygenase-2 inhibitors. Der Pharmacia Letters., 2011, 3(2), 427-432.
[3]
Patil, S. T.; Bhatt, P. Synthesis and pharmacological screening of some benzoxazole derivatives as an anti-inflammatory agent. IJPRD, 2010, 2, 0974-9446.
[4]
Kumar, D.; Jacob, M.R.; Reynolds, M. B.; Kerwin Synthesis, S. M. Med. Chem. (N.Y.), 2002, 10, 3997-4004.
[5]
Kamal, A.; Reddy, K.S.; Khan, M.N.; Shetti, R.V.; Ramaiah, M.J.; Pushpavalli, S.N.; Srinivas, C.; Pal-Bhadra, M.; Chourasia, M.; Sastry, G.N.; Juvekar, A.; Zingde, S.; Barkume, M. Synthesis, DNA-binding ability and anticancer activity of benzothiazole/benzoxazole-pyrrolo[2,1-c][1,4]benzodiazepine conjugates. Bioorg. Med. Chem., 2010, 18(13), 4747-4761.
[http://dx.doi.org/10.1016/j.bmc.2010.05.007] [PMID: 20627593]
[6]
Ertan, T.; Yildiz, I.; Tekiner-Gulbas, B.; Bolelli, K.; Temiz-Arpaci, O.; Ozkan, S.; Kaynak, F.; Yalcin, I.; Aki, E. Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents. Eur. J. Med. Chem., 2009, 44(2), 501-510.
[http://dx.doi.org/10.1016/j.ejmech.2008.04.001] [PMID: 18524419]
[7]
Kumar, D.; Jacob, M.R.; Reynolds, M.B.; Kerwin, S.M. Synthesis and evaluation of anticancer benzoxazoles and benzimidazoles related to UK-1. Bioorg. Med. Chem., 2002, 10(12), 3997-4004.
[http://dx.doi.org/10.1016/S0968-0896(02)00327-9] [PMID: 12413851]
[8]
Mokale, S.N.; Elgire, R.D.; Sakle, N.; Shinde, D.B. Synthesis, hypolipidemic and hypoglycemic activity of some novel 2-(4-(2-substituted aminothiazole-4-yl) phenoxy)-2-methyl propanoic acid derivatives. Bioorg. Med. Chem. Lett., 2011, 21(2), 682-685.
[http://dx.doi.org/10.1016/j.bmcl.2010.12.011] [PMID: 21193309]
[9]
Kim, B.J.; Kim, Y.K.; Choi, Y.; Choo, H.P. Synthesis of benzoxazole amides as novel antifungal agents. Bull. Korean Chem. Soc., 2010, 31(5), 1270-1274.
[http://dx.doi.org/10.5012/bkcs.2010.31.5.1270]
[10]
Boyd, G.; Brown, D.W.; Fanghänel, E.; Gudat, D.; Kikelj, D.; Klenke, C.; Pedersen, C. Th.; Perst, H.; Pfeiffer, W.-D.; Sainsbury, M.; Schukat, G.; Smalley, R. K.; Ulrich, H.; Urleb, U.; Wakefield, B. J. Benzoxazoles and Other Annulated Oxazoles. In: Science of Synthesis; Schnurch, M.; Hammerle, J.; Stanetty, P. Thieme Verlagsgruppe, Stuttgart, New York, Delhi, Rio, 2010; 11, pp. 1-49.
[11]
Iyer, V.B.; Gurupaddya, B.M.; Venkata, K.; Inturi, B. anti-inflammatory activity of 1, 3, 4 oxadiazoles derived from benzoxazoles. J. Pharm. Sci. Pharmacol., 2015, 2, 233-241.
[http://dx.doi.org/10.1166/jpsp.2015.1071]
[12]
Asante, D.B.; Henneh, I.T.; Acheampong, D.O.; Kyei, F.; Adokoh, C.K.; Ofori, E.G.; Domey, N.K.; Adakudugu, E.; Tangella, L.P.; Ameyaw, E.O. Anti-inflammatory, anti-nociceptive and antipyretic activity of young and old leaves of Vernonia amygdalina. Biomed. Pharmacother., 2019, 111, 1187-1203.
[http://dx.doi.org/10.1016/j.biopha.2018.12.147] [PMID: 30841432]
[13]
de Meneses Santos, R.; Barros, P.R.; Bortoluzzi, J.H.; Meneghetti, M.R.; da Silva, Y.K.C.; da Silva, A.E.; da Silva Santos, M.; Alexandre-Moreira, M.S. Synthesis and evaluation of the anti-nociceptive and anti-inflammatory activity of 4-aminoquinoline derivatives. Bioorg. Med. Chem., 2015, 23(15), 4390-4396.
[http://dx.doi.org/10.1016/j.bmc.2015.06.029] [PMID: 26116178]
[14]
A.F Cicada P.A Vasconcelos, D.P Silva, I.F Florentino, G.A Vasconcelos, B. G Vaz, L.M liao. Eur. J. Pharmacol., 2016, 291, 195-204.
[15]
Agnel, N.; John, A.; Shobana, G. Anti-inflammatory activity of talinum fructosum L. on formalin induced paw edema in albino rats. J. Appl. Pharm. Sci., 2012, 2, 123-127.
[16]
Russo, F.; Romeo, G.; Santagati, N.A.; Caruso, V. Cutuli and D. Amore Synthesis of new thienopyrimido benzothiazoles with analgesic and anti-inflammatory properties. Eur. J. Chem., 1994, 29, 569-578.
[http://dx.doi.org/10.1016/0223-5234(94)90149-X]
[17]
Evans, D.; Smith, C.E.; Williamson, W.R.N. Synthesis and antiinflammatory activity of some 2-substituted 4- and 7-benzoxazoleacetic and alpha-methylacetic acids. J. Med. Chem., 1977, 20(1), 169-171.
[http://dx.doi.org/10.1021/jm00211a039] [PMID: 833819]
[18]
Rangel, M.; Martins, J.C.G.; Garcia, A.N.; Conserva, G.A.A.; Costa-Neves, A.; Sant’Anna, C.L.; de Carvalho, L.R. Analysis of the toxicity and histopathology induced by the oral administration of Pseudanabaena galeata and Geitlerinema splendidum (cyanobacteria) extracts to mice. Mar. Drugs, 2014, 12(1), 508-524.
[http://dx.doi.org/10.3390/md12010508] [PMID: 24451192]
[19]
Sadeghi, H.; Zarezade, V.; Sadeghi, H.; Toori, M.A.; Barmak, M.J.; Azizi, A. M. Ghavamizadeh M. Mostafazadeh. Anti-inflammatory Activity of Stachys Pilifera Benth. Iran. Red Crescent Med. J., 2014, 16, 1-8.
[http://dx.doi.org/10.5812/ircmj.19259]
[20]
Oladokun, B.O.; Omisoreb, O.N.; Osukoya, O.A.; Kuku, A. Anti-nociceptive and anti-inflammatory activities of Tetracarpidium conophorum seed lectin. Scientific African, 2019, 2, 1-9.
[http://dx.doi.org/10.1016/j.sciaf.2019.e00073]
[21]
Ahmed, A.; Elhenawya, L.M. M.A. AL-Harbi, El-Gazzar, M. M. Khowdiary, Naproxenylamino acid derivatives: Design, synthesis, docking, QSAR andanti-inflammatory and analgesic activity. Saudi J. Biol. Sci., 2017, 24, 1933-1938.
[22]
Antonisamy, P.; Dhanasekaran, M. Ha-Rim Kim, Sung-Gang Jo, P. Agastian, K.B Kwon. Anti-inflammatory and analgesic activity of ononitol monohydrate isolated from Cassia tora L. in animal models. Biomed. Pharmacother., 2019, 116, 1-12.
[23]
Khairul, W.M.; Goh, Y.P.; Daud, A.I.; Nakisah, M.A. Cytotoxicity effects of alkoxy substituted thiourea derivatives towards Acanthamoeba sp. Arab. J. Chem., 2017, 10, 532-538.
[http://dx.doi.org/10.1016/j.arabjc.2015.05.011]
[24]
Arif, I.A.; Ahamed, A.; Kumar, R.S.; Idhayadhulla, A.; Manilal, A. Cytotoxic, larvicidal, nematicidal, and antifeedant activities of piperidin-connected 2-thioxoimidazolidin-4-one derivatives. Saudi J. Biol. Sci., 2019, 26(4), 673-680.
[http://dx.doi.org/10.1016/j.sjbs.2017.12.007] [PMID: 31048991]
[25]
Piplani, M.; Rajak, H.; Sharma, P.C. Synthesis and characterization of N-Mannich based prodrugs of ciprofloxacin and norfloxacin: In vitro anthelmintic and cytotoxic evaluation. J. Adv. Res., 2017, 8(4), 463-470.
[http://dx.doi.org/10.1016/j.jare.2017.06.003] [PMID: 28721301]
[26]
Jha, M.; Shimpi, N.G Green synthesis of zero valent colloidal nanosilver targeting A549 lung cancer cell: In vitro Cytotoxicity. J. Genetic Eng. Biot., 2018, 16, 115-124.
[27]
Sakonjan Treesinchai, S.P. Development of curcumin floating tablets based on low density foam powder. Asian J. Pharm. Sci., 2016, 11, 130-131.
[28]
Adedayo, L.D.; Olawuyi, D.A.; Ojo, A.O.; Bamidele, O.; Onasanwo, S.A.; Ayoka, A.O. The role of aripriprazole (an anti-psychotic drug) in the resolution of acute peripheral inflammation in male wistar rats. J. Pharm. Res. Int., 2017, 17(6), 1-8.
[http://dx.doi.org/10.9734/JPRI/2017/32601]
[29]
Adedayo, L.D.; Ojo, A.O.; Awobajo, F.O.; Adeboye, B.A.; Adebisi, J.A.; Bankole, T.J.; Ayilara, G.O.; Bamidele, O.; Aitokhuehi, N.G.; Onasanwo, S.A. Methanol extract of Cola nitida ameliorates inflammation and nociception in experimental animals. Neurobiol Pain, 2019, 5, 100027.
[http://dx.doi.org/10.1016/j.ynpai.2019.100027] [PMID: 31194116]
[30]
Siegmund, E.; Cadmus, R.; Lu, G. A method for evaluating both non-narcotic and narcotic analgesics. Proc. Soc. Exp. Biol. Med., 1957, 95(4), 729-731.
[http://dx.doi.org/10.3181/00379727-95-23345] [PMID: 13465785]

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