دراسة نمذجة جزيئية لتأثير مجموعة من المركبات المستحصلة لبعض الزيوت العطرية على إنزيم KAS I في جراثيم السّل

هاني  سليم; ثناء  مراد; رغد  التركماني; ليلاس عروب

doi:10.5281/zenodo.20252507

Authors

Prof. Dr. Hani salim Al Wataniya Private University
Thanaa Mourad Al Wataniya Private University
Raghad Al Trkmany Al Wataniya Private University
Lilas Arroub Al Wataniya Private University

DOI:

https://doi.org/10.5281/zenodo.20252507

Keywords:

Molecular Modeling, Mycobacterium Tuberculosis, Mycolic Acid, KAS I, Aromatic Oils

Abstract

Objective: Procedure a molecular modeling study on a group of compounds extracted from aromatic oils in order to discover natural compounds that are anti-Tuberculosis bacilli.Materials and Methods: Molecular modeling was done by iGemdock software using Standard Docking. It required downloading the structure of the target enzyme KAS I from the Protein Data Bank website, and then the chemical compound formulas for 89 compounds extracted from essential oils were collected from the pubchem website. The formulas were drawn with the chemdraw program, and then the docking process was completed between the target enzyme KAS I and the studied compounds. In addition, the Applying Lepinski and Weber's rules to the group of studied compounds in order to predict the bioavailability of these compounds. Data for these two rules were collected from the Pubchem website..Results: The results showed that 19 compounds achieved a higher binding energy than the standard compound. These results indicate that it is possible to formulate these compounds as anti-Tuberculosis drugs.Conclusion: This theoretical study shed light on some natural compounds, including Apiginin, Stearic acid, Oleic Acid, and Arachidic Acid found in some essential oils, which had high binding energies compared to the standard ones, as their energy reached -78.1 KJ/mol and reached the binding energies of the compounds are respectively (-104.81,-90.23, -89.62, -89.38) and therefore they can beconsidered as new substrates in targeting bacilli and reducing their high resistance to the antibiotics used.

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References

[1] M. A. Behr, P. H. Edelstein, and L. Ramakrishnan, “Is Mycobacterium tuberculosis infection lifelong?,” BMJ, vol. 367, Art. no. l5770, 2019, doi: 10.1136/bmj.l5770.

[2] A. Bhatt, V. Molle, G. S. Besra, W. R. Jacobs Jr., and L. Kremer, “The Mycobacterium tuberculosis FAS-II condensing enzymes: Their role in mycolic acid biosynthesis, acid-fastness, pathogenesis and in future drug development,” Mol. Microbiol., vol. 64, no. 6, pp. 1442–1454, 2007, doi: 10.1111/j.1365-2958.2007.05761.x.

[3] H. N. Bhatti, S. S. Khan, A. Khan, M. Rani, V. U. Ahmad, and M. I. Choudhary, “Biotransformation of monoterpenoids and their antimicrobial activities,” Phytomedicine, vol. 21, no. 12, pp. 1597–1626, 2014.

[4] U. N. Das, “Arachidonic acid and other unsaturated fatty acids and some of their metabolites function as endogenous antimicrobial molecules: A review,” J. Adv. Res., vol. 11, pp. 57–66, 2018.

[5] A. L. de Almeida et al., “Eugenol and derivatives activity against Mycobacterium tuberculosis, nontuberculous mycobacteria and other bacteria,” Future Microbiol., vol. 14, no. 4, pp. 331–344, 2019.

[6] F. de Sousa Oliveira et al., “Evaluation of the antibacterial and modulatory potential of α-bisabolol, β-cyclodextrin and α-bisabolol/β-cyclodextrin complex,” Biomed. Pharmacother., vol. 92, pp. 1111–1118, Aug. 2017, doi: 10.1016/j.biopha.2017.06.020.

[7] D. J. Doukas, L. B. McCullough, and S. Wear, “Re-visioning Flexner: Educating physicians to be clinical scientists and humanists,” Am. J. Med., vol. 123, no. 12, pp. 1155–1156, 2010.

[8] H. Ekiert et al., “Significance of Artemisia vulgaris L. (common mugwort) in the history of medicine and its possible contemporary applications substantiated by phytochemical and pharmacological studies,” Molecules, vol. 25, no. 19, Art. no. 4415, 2020.

[9] H. S. Elshafie and I. Camele, “An overview of the biological effects of some Mediterranean essential oils on human health,” Biomed Res. Int., vol. 2017, Art. no. 9268468, 2017.

[10] A. Gallardo, M. I. Picollo, P. Gonzalez-Audino, and G. Mougabure-Cueto, “Insecticidal activity of individual and mixed monoterpenoids of geranium essential oil against Pediculus humanus capitis (Phthiraptera: Pediculidae),” J. Med. Entomol., vol. 49, no. 2, pp. 332–335, 2012.

[11] J. N. Haro-González et al., “Clove essential oil (Syzygium aromaticum L., Myrtaceae): Extraction, chemical composition, food applications, and essential bioactivity for human health,” Molecules, vol. 26, no. 21, Art. no. 6387, 2021.

[12] B. Horrigan, S. Lewis, D. I. Abrams, and C. Pechura, “Integrative medicine in America—how integrative medicine is being practiced in clinical centers across the United States,” Glob. Adv. Health Med., vol. 1, no. 3, pp. 18–52, 2012.

[13] F. Kanetsuna, “Bactericidal effect of fatty acids on mycobacteria, with particular reference to the suggested mechanism of intracellular killing,” Microbiol. Immunol., vol. 29, no. 2, pp. 127–141, 1985.

[14] S. D. Lawn and A. I. Zumla, “Tuberculosis,” Lancet, vol. 378, no. 9785, pp. 57–72, 2011.

[15] X.-C. Liu, L.-G. Zhou, Z.-L. Liu, and S.-S. Du, “Identification of insecticidal constituents of the essential oil of Acorus calamus rhizomes against Liposcelis bostrychophila Badonnel,” Molecules, vol. 18, no. 5, pp. 5684–5696, 2013.

[16] A. Marchese et al., “Antimicrobial activity of eugenol and essential oils containing eugenol: A mechanistic viewpoint,” Crit. Rev. Microbiol., vol. 43, no. 6, pp. 668–689, 2017.

[17] A. Narayanankutty et al., “Chemical composition of Cinnamomum verum leaf and flower essential oils and analysis of their antibacterial, insecticidal, and larvicidal properties,” Molecules, vol. 26, no. 20, Art. no. 6303, 2021.

[18] National Center for Biotechnology Information, “PubChem compound summary for CID 137523337, 4-fluoro-N-(3-methyl-1H-indazol-5-yl)butane-1-sulfonamide,” PubChem, [Online]. Available: https://pubchem.ncbi.nlm.nih.gov/compound/137523337.

[19] F. Ooms, “Molecular modeling and computer aided drug design: Examples of their applications in medicinal chemistry,” Curr. Med. Chem., vol. 7, no. 2, pp. 141–158, 2000.

[20] World Health Organization Regional Office for Europe and European Centre for Disease Prevention and Control, Tuberculosis Surveillance and Monitoring in Europe 2021: 2019 Data. 2021.

[21] R. Pereira da Cruz et al., “Effect of α-bisabolol and its β-cyclodextrin complex as TetK and NorA efflux pump inhibitors in Staphylococcus aureus strains,” Antibiotics, vol. 9, no. 1, Art. no. 28, 2020, doi: 10.3390/antibiotics9010028.

[22] A. A. Rabaan et al., “Promising antimycobacterial activities of flavonoids against Mycobacterium sp. drug targets: A comprehensive review,” Molecules, vol. 27, no. 16, Art. no. 5335, 2022.

[23] J. Sharifi-Rad et al., “Plants of the Melaleuca genus as antimicrobial agents: From farm to pharmacy,” Phytother. Res., vol. 31, no. 10, pp. 1475–1494, 2017.

[24] M. Shegaze, T. Adal, D. Mesfin, and T. Shibiru, “The burden of cancer in Ethiopia, 2000–2016: Analysis of evidence from the Global Burden of Disease study and Global Health Estimate,” Med. Stud./Studia Medyczne, vol. 36, no. 2, pp. 83–89, 2020.

[25] S. Singh, D. Singh, S. Hameed, and Z. Fatima, “An overview of mycolic acids: Structure–function–classification, biosynthesis, and beyond,” in Biology of Mycobacterial Lipids, pp. 1–25, 2022.

[26] S. Sinha and D. Vohora, “Drug discovery and development: An overview,” in Pharmaceutical Medicine and Translational Clinical Research, pp. 19–32, 2018.

[27] N. Sreenivasa et al., “Antimicrobial and enzymatic potential of Streptomyces sp. KAS-1 isolated from the microbiologically unexplored estuary of Kali river ecosystem,” Int. J. Res. Pharm. Sci., vol. 11, no. 2, pp. 1655–1666, 2020.

[28] K. Takayama, C. Wang, and G. S. Besra, “Pathway to synthesis and processing of mycolic acids in Mycobacterium tuberculosis,” Clin. Microbiol. Rev., vol. 18, no. 1, pp. 81–101, 2005.

[29] H. Zhao et al., “Peppermint essential oil: Its phytochemistry, biological activity, pharmacological effect and application,” Biomed. Pharmacother., vol. 154, Art. no. 113559, 2022.