Biotransformation of anabolic drug Dianabol with Rizhopus oryzae

Siddiqui M. Atia-Tul-wahab Kudaibergenova B.M. Abilov Z.A. Choudhary M.I.
20 June 2024 al-Farabi Kazakh State National University

International Journal of Biology and Chemistry
2024 #17 Issue 1 108 - 111 pp.

Microbial biotransformation technique is an excellent approach for the synthesis of stereo-, enantio-, chemo-, and regio-selective/specific analogues of existing steroidal and non-steroidal drugs by using bacteria, fungi, algae, actinomycetes, yeast, and plants and animals cell cultures. This technique is effectively used to synthesize compounds whose structures resemble to the substrates (parent drugs) without using protecting/deprotecting steps. In the current study, an anabolic-androgenic steroid (AAS) based drug, methandienone (dianabol) (1) was incubated with the filamentous fungi Rhizopus oryzae ATCC 11145 for twelve days under ambient reaction conditions (at room temperature and neutral pH) by using aqueous media. Therefore, the present study has successfully helped to produce the structural analogues of inert steroidal anabolic drug dianabol (1) without using expensive and toxic chemicals. This yielded five known structural analogues of dianabol (1), i.e., 17β,11β-dihydroxy,17α-methyl-androsta-1,4-diene-3-one (2), 17β-hydroxy,17α-methyl-androsta-1,4-diene-3,11-dione (3), 17β,6β-dihydroxy,17α-methyl-androsta-1,4-diene-3-one (4), 17β,6β-dihydroxy,17α-methyl-androsta-4-ene-3-one (5), and 17β-hydroxy,17α-methyl-androsta-4,6-diene-3-one (6). Structures of transformed products 2-6 were determined through¹H-NMR, and FAB-MS spectroscopic techniques.

anabolic-androgenic drug , Dianabol , fungi , microbial biotransformation , Rhizopus oryzae

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H.E.J. Research Institute of Chemistry, University of Karachi, Karachi, Pakistan
Dr. Panjwani Center for Molecular Medicine and Drug Research, University of Karachi, Karachi, Pakistan
Al-Farabi Kazakh National University, Almaty, Kazakhstan

H.E.J. Research Institute of Chemistry
Dr. Panjwani Center for Molecular Medicine and Drug Research
Al-Farabi Kazakh National University

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