Hormones and Endocrine Disorders

Biography

Biography: Mohammad Yasin Mohammad

Abstract

Microorganisms have been used extensively for hydroxylation of anabolic steroids since their enzymes can catalyze reactions with high regio- and stereospecifity. Their ability to oxidize steroidal compounds has immense synthetic and commercial importance. Selected anabolic steroids (oxandrolone (1), mestanolone (2) and 17-methyl-1-testosterone (3)) were subjected to biotransformation using the plant pathogen fungus Rhizopus stolonifer. Oxandrolone (1) and mestanolone (2) are anabolic synthetic derivatives of testosterone that act on androgen receptors [1]. 17-Methyl-1-testosterone (3) is an anabolic synthetic derivative of mestanolone (2). Incubation of oxandrolone (1) with R. stolonifer yielded metabolites 4-6 , [2]. While incubation of mestanolone (2) and 17-methyl-1-testosterone (3) with R. stolonifer produced metabolites 7, 8 and 9, 10 , [3], respectively. Structures of compounds 4-10 were deduced through comparative spectroscopic studies with substrates 1-3. The stereochemistry in compounds 4-8 and 10 were determined by NOESY spectrum and single-crystal X-ray diffraction studies for metabolite 4 (Figure-4). Compounds 1 and 5 showed a significant β-glucuronidase inhibitory activity.