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Current Drug Discovery Technologies


ISSN (Print): 1570-1638
ISSN (Online): 1875-6220

Research Article

Potential Fatty Acid as Antibacterial Agent Against Oral Bacteria of Streptococcus mutans and Streptococcus sanguinis from Basil (Ocimum americanum): In vitro and In silico Studies

Author(s): Yetty Herdiyati, Yonada Astrid, Aldina Amalia Nur Shadrina, Ika Wiani, Mieke Hemiawati Satari and Dikdik Kurnia*

Volume 18, Issue 4, 2021

Published on: 12 July, 2020

Page: [532 - 541] Pages: 10

DOI: 10.2174/1570163817666200712171652

open access plus


Background: Streptococcus mutans and Streptococcus sanguinis are Gram-positive bacteria that cause dental caries. MurA enzyme acts as a catalyst in the formation of peptidoglycan in bacterial cell walls, making it ideal as an antibacterial target. Basil (Ocimum americanum) is an edible plant that is diverse and has been used as a herbal medicine for a long time. It has been reported that basil has a pharmacological effect as well as antibacterial activity. The purpose of this study was to identify antibacterial compounds in O. americanum and analyze their inhibition activity on MurA enzyme.

Methods: Fresh leaves from O. americanum were extracted with n-hexane and purified by a combination of column chromatography on normal and reverse phases together with in vitro bioactivity assay against S. mutans ATCC 25175 and S. sanguinis ATCC 10556, respectively, while in silico molecular docking simulation of lauric acid (1) was conducted using PyRx 0.8.

Results: The structure determination of antibacterial compound by spectroscopic methods resulted in an active compound lauric acid (1). The in vitro evaluation of antibacterial activity in compound 1 showed Minimum Inhibitory Concentration (MIC) and Minimum Bactericidal Concentration (MBC) values of 78.13 and 156.3 ppm and 1250 and 2500 ppm against S. sanguinis and S. mutans, respectively. Further analysis and in silico evaluation determined lauric acid (1) as MurA Enzyme inhibitor. Lauric acid (1) showed a binding affinity of -5.2 Kcal/mol, which was higher than fosfomycin.

Conclusion: Lauric acid showed the potential as a new natural antibacterial agent through MurA inhibition in bacterial cell wall biosynthesis.

Keywords: O. americanum, antibacterial, MurA enzyme, binding affinity, dental caries, dental plaque.

Graphical Abstract
Metwalli KH, Khan SA, Krom BP, Jabra-Rizk MA. Streptococcus mutans, Candida albicans, and the human mouth: a sticky situation. PLoS Pathog 2013; 9(10): e1003616.
[] [PMID: 24146611]
Forssten SD, Björklund M, Ouwehand AC. Streptococcus mutans, caries and simulation models. Nutrients 2010; 2(3): 290-8.
[] [PMID: 22254021]
Tjaturina PH. Streptococcus sanguinis as an opportunistic species in the human oral cavity: adherence, colonization, and invasion. Padjadjaran J Dentistry 2016; pp. 1-16.
Zhu B, Macleod LC, Kitten T, Xu P. Streptococcus sanguinis biofilm formation & interaction with oral pathogens. Future Microbiol 2018; 13: 915-32.
[] [PMID: 29882414]
Moon MS. Essential basic bacteriology in managing musculoarticuloskeletal infection: Bacterial anatomy, Their behaviour, Host pathogenic activity, Immune system, Nutrition, and Antibiotics. Asian Spine J 2019; 13(2): 343-56.
[] [PMID: 30669823]
Isa MA, Majumdar RS, Haider S, Kandasamy S. Molecular modeling and dynamic simulation of UDP-N-acetylglucosamine-1-carboxy vinyl transferase (MurA) from Mycobacterium tuberculosis using in silico approach. Informatics Med Unlocked 2018; 12: 56-66.
Rayamajhi N, Cha S. Bin, Yoo HS. Antibiotics resistance: Past, Present, and Future. J Biomed Res 2010; 11(2): 65-80.
Yoon BK, Jackman JA, Valle-González ER, Cho NJ. Antibacterial free fatty acids and monoglycerides: Biological activities, experimental testing, and therapeutic applications. Int J Mol Sci 2018; 19(4): 2-40.
[] [PMID: 29642500]
Featherstone JD, Evans RW, Kleinberg I, et al. Dental caries: a dynamic disease process. Aust Dent J 2008; 53(3): 286-91.
[] [PMID: 18782377]
Siddiqui FZ, Khan ME, Millia J, Delhi N. Landfill gas recovery and its utilization in India: Current status, potential prospects and policy implications. J Chem Pharm Res 2011; 3(5): 174-83.
Raseetha VS, Cheng SF, Chuah CH. Comparative study of volatile compounds from genus Ocimum. Am J Appl Sci 2009; 6(3): 523-8.
da Costa AS, Arrigoni-Blank MD, Carvalho Filho JL, et al. Chemical diversity in Basil (Ocimum sp.) Germplasm. Sci World J 2015; 1-9.
Hakim L, Batoro J, Sukenti K. Etnobotani rempah-rempah di Dusun Kopen Dukuh, Kabupaten Banyuwangi. Jurnal Pembangunan Dan Alam Lestari 2015; 6(2): 133-42.
Dibala CI, Konate K, Diao M, Ouedraogo M, Dicko MH. Chemical composition, antioxidant and antibacterial properties of extracts from Ocimum americanum L. against multi-resistant food bacteria. World J Pharm Pharm Sci 2016; 5(12): 1549-67.
Akono Ntonga P, Baldovini N, Mouray E, Mambu L, Belong P, Grellier P. Activity of Ocimum basilicum, Ocimum canum, and Cymbopogon citratus essential oils against Plasmodium falciparum and mature-stage larvae of Anopheles funestus s.s. Parasite 2014; 21(33): 33.
[] [PMID: 24995776]
Mueller M, Puttipan R, Janngeon K, Unger FM, Viernstein H, Okonogi S. Bioactivities of the Thai medicinal and edible plants C. cajan, M. citrifolia and O. americanum. Int J Pharm Pharm Sci 2015; 7(10): 237-40.
Kapitan OB, Ambasari L, Falah S. Inhibition docking simulation of zerumbone, gingerglycolypid B, and curzerenone compound of zingiber zerumber from timor island against MurA enzyme. J Applied Chem Sci 2016; 3: 279-88.
Shah RS, Shah RR, Pawar RB, Gayakar PP. UV-Visible spectroscopy - A review. Int J Institut Pharm Life Sci 2015; 5: 490-505.
Sahil K, Prashant B, Akanksha M, Premjeet S, Devashish R. Interpretation of infra-red spectra. Int J Pharm Chem Sci 2012; 1(1): 174-200.
Coates J. Interpretation of infrared spectra, a practical approach. Encyc Analytical Chem 2015; 1: 1-23.
Nitbani FO. Jumina, Siswanta D, Solikhah EN. Isolation and antibacterial activity test of lauric acid from crude coconut cil (Cocos nucifera L.). Procedia Chem 2016; 18: 132-40.
Alexandri E, Ahmed R, Siddiqui H, Choudhary MI, Tsiafoulis CG, Gerothanassis IP. High-resolution NMR spectroscopy as a structural and analytical tool for unsaturated lipids in solution. Molecules 2017; 22(10): 1-71.
[] [PMID: 28981459]
Zghari B, Doumenq P, Romane A, Boukir AGC-MS. FTIR and 1H, 13C NMR structural analysis and identification of phenolic compounds in olive mill wastewater extracted from Oued oussefrou effluent (Beni Mellal-Morocco). J Mater Environ Sci 2017; 8(12): 4496-509.
Vasavi YN, Parthiban D, Sathis KD, Banji N, Srisytherson S. Ghosh, Chakravanthy K. Multi bond correlation spectroscopy - An overview. Int J Pharm Tech Res 2011; 3(3): 1410-22.
Nitbania FO, Jumina DS, Solikhah EN. Isolation and antibacterial activity test of lauric acid from crude coconut oil (Cocos nucifera L.). Procedia Chem 2016; 18: 132-40.
Clinical and laboratory standards institute CLSI-formerly NCCLS Performance standards for antimicrobial disk susceptibility tests; Approved Standard, Clinical and Laboratory Standards Institute. 11th ed. Wayne P.A. 2012.
Clinical and laboratory standards institute document M7-A8 Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically; Approved Standard, Clinical and Laboratory Standards Institute. 9th ed. Wayne P.A. 2012.
Thaweboon S, Thaweboon B. Ocimum Americanum L. essential oil exhibits antimicrobial activity against oral bacteria related to periodontal disease. Adv Mat Res 2014; 1025-1026: 755-9.
Anzaku AA, Akyala JI, Juliet A, Obianuju EC. Antibacterial activity of lauric acid on some selected clinical isolates. Ann Clin Lab Res 2017; 5: 1-5.
Nagase S, Matsue M, Mori Y, et al. Comparison of the antimicrobial spectrum and mechanisms of organic virgin coconut oil and lauric acid against bacteria. J Wellness Health Care 2017; 41(1): 87-95.
Kurnia D, Sumiarsa D, Dharsono HAD, Satari MH. Bioactive compounds isolated from Indonesian epiphytic plant of Sarang Semut and their antibacterial activity against pathogenic oral bacteria. Nat Prod Commun 2017; 12(8): 1201-4.
Kurnia D, Apriyanti E, Soraya C, Satari MH. Antibacterial flavonoids against oral bacteria of Enterococcus faecalis ATCC 29212 from Sarang Semut (Myrmecodia pendans) and its Inhibitor activity against enzyme MurA. Curr Drug Discov Technol 2019; 16(3): 290-6.
[] [PMID: 30152286]
Ferenz L, Muntean DL. Identification of new superwarfarin-type rodenticides by structural similarity. The docking of ligands on the vitamin K epoxide reductase enzyme’s active site. Acta Universitatis Sapientiae Agriculture and Environment 2015; 7: 108-22.

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