Biotransformation of progestonic hormone dydrogesterone with Macrophomina phaseolina, and study of the effect of biotransformed products on phagocytes oxidative burst

Publication date: Available online 6 January 2019Source: SteroidsAuthor(s): Abdul Wajid, Malik Shoaib Ahmad, Sammer Yousuf, Atia-tul-Wahab, Almas Jabeen, Atta-ur-Rahman, M. Iqbal ChoudharyAbstractBiotransformation of a synthetic progestonic hormone dydrogesterone (1), C21H28O2, with a plant pathogenic fungus Macrophomina phaseolina yielded two new 2 and 3, and a known 4 metabolites. These analogues were identified as, 3β,11α-dihydroxy-5β,9β,10α-pregna-7-ene-6,20-dione (2), 15β-hydroxy-9β,10α-pregna-4,6-diene-3,20-dione (3), and 8α-hydroxy-9β,10α-pregna-4,6-diene-3,20-dione (4). Major structural changes were observed in metabolite 2. New metabolite 3 showed anti-inflammatory potential, and was found to be the potent inhibitor of intracellular reactive oxygen species (ROS) from whole blood phagocytes (IC50 = 4.2 ± 0.3 μg/mL), as compared to standard drug Ibuprofen (IC50 = 11.2 ± 1.9 μg/mL). The metabolites 2, 3, and 4 were found to be non-toxic to NIH-3T3 (CRL-1658) normal cell line. This indicated anti-inflamatory potential of resulting metabolites.Graphical abstract
Source: Steroids - Category: Drugs & Pharmacology Source Type: research