.png)
.png)
* Corresponding Author
Antifungal Activities of Phytochemicals from Annona muricate (Sour Sop): Molecular Docking and Chemoinformatics Approach
https://doi.org/10.22146/mot.77380 Misbaudeen Abdul-Hammed(1*), Ibrahim Adedotun Olaide(2), Hadijat Motunrayo Adegoke(3), Monsurat Olajide(4), Oluwasegun Johnson Osilade(5), Tolulope Irapada Afolabi(6), Adelayo Idayat Abdul-Hammed(7)
(1) Computational and Biophysical Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, LAUTECH, Ogbomoso, Oyo State
(2) Computational and Biophysical Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, LAUTECH, Ogbomoso, Oyo State
(3) 1) Computational and Biophysical Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, LAUTECH, Ogbomoso, Oyo State 2) Genomics Unit, Helix Biogen Institute, Ogbomoso, Oyo State
(4) 1) Computational and Biophysical Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, LAUTECH, Ogbomoso, Oyo State 2) Department of Chemical Sciences, Crescent University, Abeokuta, Ogun State
(5) Computational and Biophysical Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, LAUTECH, Ogbomoso, Oyo State
(6) Computational and Biophysical Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, LAUTECH, Ogbomoso, Oyo State
(7) 1) Computational and Biophysical Chemistry Unit, Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, LAUTECH, Ogbomoso, Oyo State 2) Department of Computer Science, Ladoke Akintola University of Technology, LAUTECH, Ogbomoso, Oyo State
(*) Corresponding Author
Abstract
Fungal infection has become a persistent problem in humans and is sometimes life-threatening in immune-compromised individuals. This work aims to study phytochemicals from Annona muricata (sour sop) as probable antifungal agents against Candida albicans sterol 14α-demethylase target receptor by Computer Aided-Drug Design (CADD) approach using voriconazole and fluconazole as standard drugs. A modern method of drug discovery by molecular docking and chemoinformatics was used to screen 131 isolated phytochemicals with medicinal properties from Annona muricata against Candida albicans ‘sterol 14α-demethylase, a prominent target receptor for most anti-fungal drugs, towards the development of new anti-fungal therapeutic agents and a new approach to treat patients with fungal infections. The compounds were all subjected to analyses like ADMET, drug-likeness, bioactivity, oral-bioavailability and PASS. The results of the docking simulation and chemoinformatics analyses showed that muricin M (-7.9 kcal/mol), chlorogenic acid (-8.2 kcal/mol), roseoside (-8.5 kcal/mol) and caffeoylquinic acid (-8.1 kcal/mol) are potential drug candidates for treating fungal infections due to their excellent properties such as binding affinities, ADMET profile, drug-likeness, bioactivity, binding mode and interactions with the target receptor. Thus, muricin M, chlorogenic acid, roseoside and caffeoylquinic acid are recommended for further analyses towards the development of further antifungal drugs.
Keywords
Full Text:
PDFReferences
Aanouz, I., Belhassan, A., El Khatabi, K., Lakhlifi, T., El Idrissi, M. & Bouachrine, M., 2020, ‘Moroccan Medicinal Plants as Inhibitors of COVID-19: Computational Investigations’, J. Biomol. Struct. Dyn., 39 (1), 1-12.
Abdul-Hammed, M., Adedotun, I.O, Mufutau, K., Towolawi, B., Afolabi, T. & Irabor, C., 2022, ‘Antibreast cancer activities of phytochemicals from Annona muricata using computer-aided drug design (CADD) approach’, Phys. Sci. Rev.
Abdul-Hammed, M., Adedotun, I.O, Falade, V.A, Adepoju, A.J, Olasupo, S.B. & Akinboade, M.W., 2021, ‘Target-based drug discovery, ADMET profiling and bioactivity studies of antibiotics as potential inhibitors of SARS-CoV-2 main protease (Mpro)’, Virus disease. 1-15.
Adeoye, A.O., Olanlokun, J.O., Tijani, H., Lawal, S.O., Babarinde, C.O., Akinwole, M.T. & Bewaji, C. O., 2019, ‘Molecular docking analysis of apigenin and quercetin from ethyl acetate fraction of Adansonia digitata with malaria-associated calcium transport protein: An In-silico approach’. Heliyon, 5 (9), e02248. 1
Agu, K.C. & Okolie, P. N., 2017. ‘Proximate composition, phytochemical analysis and in vitro antioxidant potentials of extracts of Annona muricata (Soursop)’, Food Sci. Nutr., 5, 1029-1036.
Al Aboody, M.S. & Mickymaray, S., 2020, ‘Anti-Fungal Efficacy and Mechanisms of Flavonoids’ Department of Biology, College of Science, Al-Zulfi, Majmaah University, Riyadh Region, Majmaah 11952, Saudi Arabia, 9 (45), 1-4.
Aucamp, M., Odendaal, R., Liebenberg, W. & Hamman, J., 2015, ‘Amorphous azithromycin with improved aqueous solubility and intestinal membrane permeability’, Drug Dev. Ind. Pharm., 41 (7), 1100-1108.
Bongomin, F., Gago, S., Oladele, R.O. & Denning, D.W., 2017, ‘Global and Multi-National Prevalence of Fungal Diseases-Estimate Precision’, J. fungal, 3 (4), 57 1-29.
Brustle, M., Beck, B., Schindler, T., King, W., Mitchell, T. & Clark, T., 2002, ‘Descriptors, Physical Properties, and Drug-Likeness’, J. Med. Chem., 45, (16), 3345-3355.
Coria-Téllez, A.V., Montalvo-Go´nzalez, E., Yahia, E. M. & Obledo-Vázquez, E. N., 2016, ‘Annona muricata: A comprehensive review on its traditional medicinal uses, phytochemicals, pharmacological activities, mechanisms of action and toxicity’, Arab. J. Chem., 11, 662–691.
Daina, A., Michielin, O. & Zoete, V., 2017, ‘SwissADME: a free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules’, Sci. Rep., 7, 1-13
Dallakyan, S. & Olson, A.J., 2015, ‘Small Molecule Library Screening by Docking with PyRx’, Research gate, 1-12
Dong, Y., Liu, M., Wang, J., Ding, Z. & Sun, B., 2019, ‘Construction of antifungal dual-target (SE, CYP51) Pharmacophore models and the discovery of novel antifungal inhibitors’, The Royal Society of Chemistry, 9, 26302-26314.
El-Hachem, N., Haibe-Kains, B., Khalil, A., Kobeissy, F. H. & Nemer, G., 2017, ‘AutoDock and AutoDock Tools for Protein-Ligand Docking: Beta-Site Amyloid Precursor Protein Cleaving Enzyme 1(BACE1) as a Case Study’, Springer Science Business Media, 1598, 1-13.
Falade,V.A., Adelusi,T.I., Adedotun, I.O., Abdul-Hammed, M., Lawal, T.A., Agboluaje, S.A., 2021, ‘In-silico investigation of saponins and tannins as potential inhibitors of SARS‑CoV‑2 main protease (Mpro)’, In Silico Pharmacol., 9 (1), 9.
Ferreira, T.M., Costa A.A., Vicenta, R. & Varum, H., 2015, ‘A simplified four-branch model for the analytical study of the out-of-plane performance of regular stone URM walls’ Eng. Struct., 83, 140-153.
Hargrove, T. Y., Friggeri, L., Wawrzak,Z., Qi, A., Hoekstra, W. J., Schotzinger, R. J., York, J. D., Guengerich, F. P. & Lepesheva, G. I., 2017, ‘Structural analyses of Candida albicans sterol 14α-demethylase complexed with Azole drugs address the molecular basis of azole-mediated inhibition of fungal sterol biosynthesis’, The American Society for Biochemistry and Molecular Biology, 292 (16) 6728-6743.
Kohler, J.R., Casadevall, A. & Perfect, J., 2015, ‘The Spectrum of Fungi That Infects Humans, ‘Cold Spring Harb. perspect. med., 1-14.
Moghadamtousi, S.Z., Fadaeinasab, M., Nikzad, S., Mohan, G., Ali, H.M. & Habsah Abdul Kadir., 2015, ‘Annona muricata (Annonaceae): A Review of Its Traditional Uses, Isolated Acetogenins and Biological Activities’, Int. J. Mol. Sci., 16, 15625-15658.
Sanguinetti, M.C. & Tristani-firouzi M., 2006, ‘hERG potassium channels and cardiac arrhythmia,’ Nature, 440, 463-469.
Sheng, C., Miao, Z., Ji, H., Yao J., Wang, W., Che, X., Dong, G. Lu, J., Guo, W. & Zhang W., 2009, ‘Three-dimensional model of lanosterol 14α-demethylase from cryptococcus neoformans: Active-site characterization and insights into Azole binding, ‘Antimicrob. Agents Chemother., 53 (8), 3487-3495.
Tian, W., Chen, C., Lei, X., Zhao J. & Liang, J., 2018, ‘CASTp 3.0: computed atlas of surface topography of proteins, ‘Nucleic Acids Res., 46, 363-368.
Tsaioun, K. & Kates, S.A., 2010, ‘ADMET for medicinal chemists: A practical guide’, John Wiley and Sons, Singapore, 145-200.
Tudela, J.L.R. & Denning, D.W., 2017, ‘Recovery from serious fungal infections should be realizable for everyone’, Global Action Fund for Fungal Infections, 1211 Geneva 1, Switzerland (JLRT, DWD) and The National Aspergillosis Centre, University Hospital of South Manchester, The University of Manchester, Manchester Academic Health Science Centre, Manchester, UK (DWD):1-3.
DOI: https://doi.org/10.22146/mot.77380
Article Metrics
Abstract views : 1868
| 
views : 1478
Refbacks
- There are currently no refbacks.
Copyright (c) 2022 Majalah Obat Tradisional
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
Faculty of Pharmacy
Universitas Gadjah Mada