In Silico Interactions of Steviol with Monoamine Oxidase Enzymes


  • Kun Harismah Department of Chemical Engineering, Faculty of Engineering, Universitas Muhammadiyah Surakarta, Surakarta, Indonesia
  • Mahmoud Mirzaei Biosensor Research Center, School of Advanced Technologies in Medicine, Isfahan University of Medical Sciences, Isfahan, Iran



Steviol, Monoamine oxidase, Enzyme, Docking, Simulation


Interactions of steviol with each of monoamine oxidase A and B (MAO-A and MAO-B) enzymes were investigated by the in silico approach. Molecular Docking simulations (MDs) were performed explore the interacting ligand…target complex formations of steviol…MAO-A and steviol…MAO-B complex systems. The results indicated better formation of steviol…MAO-A complex than steviol…MAO-B complex in both of quantitative and qualitative aspects. The values of binding energy (BE) and inhibition constant (KI) indicated stronger steviol…MAO-A complex than steviol…MAO-B complex. Moreover, MAO enzyme contains Flavin group in the active site, in which steviol interacted with the Flavin of MAO-A only not with that of MAO-B proposing steviol as a possible inhibitor of MAO-A enzyme activity. Based on the employed in silico approach, the mechanism of action of steviol…MAO interactions were clarified very well.


Shih JC, Chen K, Ridd MJ. Monoamine oxidase: from genes to behavior. Ann Rev Neurosci. 1999;22:197-217.

Westlund KN, Denney RM, Rose RM, Abell CW. Localization of distinct monoamine oxidase A and monoamine oxidase B cell populations in human brainstem. Neurosci. 1988;25:439-456.

Tong J, Rathitharan G, Meyer JH, Furukawa Y, Ang LC, Boileau I, Guttman M, Hornykiewicz O, Kish SJ. Brain monoamine oxidase B and A in parkinsonian dopamine deficiency disorders. Brain. 201;140:2460-2474.

Gillman PK. Monoamine oxidase inhibitors: a review concerning dietary tyramine and drug interactions. PsychoTrop Comment. 2016;16:1-97.

Esfahani AN, Mirzaei M. Flavonoid derivatives for monoamine oxidase-A inhibition. Adv J Chem B. 2019;1:17-22.

Müller T, Möhr JD. Pharmacokinetics of monoamine oxidase B inhibitors in Parkinson’s disease: current status. Exp. Opin. Drug Metabol Toxicol. 2019;15:429-435.

Rouhani M. Full structural analysis of steviol: A DFT study. J Mol Struct. 2018;1173:679-689.

Harismah K, Mirzaei M, Fuadi AM. Stevia rebaudiana in food and beverage applications and its potential antioxidant and antidiabetic: mini review. Adv Sci Lett. 2018;24:9133-9137.

Harismah K. Pembuatan yogurt susu sapi dengan pemanis stevia sebagai sumber kalsium untuk mencegah osteoporosis. J Teknol Bahan Alam. 2017;1:29-34.

Harismah K, Sarisdiyanti M, Azizah S, Fauziyah RN. Pembuatan sirup rosela rendah kalori dengan pemanis daun stevia (stevia rebaudiana bertoni). Simpo Nas Teknol Terapan. 2014;2:44-47.

Toskulkao C, Sutheerawattananon M, Piyachaturawat P. Inhibitory effect of steviol, a metabolite of stevioside, on glucose absorption in everted hamster intestine in vitro. Toxicol Lett. 1995;80:153-159.

Panagiotou C, Mihailidou C, Brauhli G, Katsarou O, Moutsatsou P. Effect of steviol, steviol glycosides and stevia extract on glucocorticoid receptor signaling in normal and cancer blood cells. Mol Cell Endocrinol. 2018;460:189-199.

Mirzaei M. Science and engineering in silico. Adv J Sci Eng. 2020;1:1-2.

Mirzaei M, Harismah K, Da'i M, Salarrezaei E, Roshandel Z. Screening efficacy of available HIV protease inhibitors on COVID-19 protease. J Mil Med. 2020;22:100-107.

Faramarzi R, Falahati M, Mirzaei M. Interactions of fluorouracil by CNT and BNNT: DFT analyses. Adv J Sci Eng. 2020;1:62-66.

Gunaydin S, Ozkendir OM. Synchrotron facilities for advanced scientific oriented research. Adv J Sci Eng. 2020;1:3-6.

Ozkendir OM. Electronic structure study of Sn-substituted InP semiconductor. Adv J Sci Eng. 2020;1:7-11.

Mirzaei M. Effects of carbon nanotubes on properties of the fluorouracil anticancer drug: DFT studies of a CNT-fluorouracil compound. Int J Nano Dimens. 2013;3:175-179.

March-Vila E, Pinzi L, Sturm N, Tinivella A, Engkvist O, Chen H, Rastelli G. On the integration of in silico drug design methods for drug repurposing. Front Pharmacol. 2017;8:298.

Pence HE, Williams A. ChemSpider: an online chemical information resource. J Chem Edu. 2010;87:1123-1124.

Burley SK, Berman HM, Bhikadiya C, Bi C, Chen L, Di Costanzo L, Christie C, Dalenberg K, Duarte JM, Dutta S, Feng Z. RCSB Protein Data Bank: biological macromolecular structures enabling research and education in fundamental biology, biomedicine, biotechnology and energy. Nucl Acids Res. 2019;47:464-474.

Morris GM, Huey R, Lindstrom W, Sanner MF, Belew RK, Goodsell DS, Olson AJ. AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility. J Comput Chem. 2009;30:2785-2791.

Harismah K, Sadeghi M, Baniasadi R, Mirzaei M. Adsorption of vitamin C on a fullerene surface: DFT studies. J Nanoanalys. 2017;4:1-7.

Harismah K, Ozkendir OM, Mirzaei M. Explorations of crystalline effects on 4-(benzyloxy) benzaldehyde properties. Z Naturforsch A. 2015;70:1013-1018.

Mirzaei M. Lab-in-Silico: an international journal. Lab-in-Silico. 2020;1:1-2.

Mirzaei M. Formation of a peptide assisted bi-graphene and its properties: DFT studies. Superlat Microstruct. 2013;54:47-53.



How to Cite

Harismah, K., & Mirzaei, M. (2020). In Silico Interactions of Steviol with Monoamine Oxidase Enzymes. Lab-in-Silico, 1(1), 3-6.



Original Research Article