Abstract:
:Biotransformation 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-inflammatory potential of resulting metabolites.
journal_name
Steroidsjournal_title
Steroidsauthors
Wajid A,Ahmad MS,Yousuf S,Atia-Tul-Wahab,Jabeen A,Atta-Ur-Rahman,Choudhary MIdoi
10.1016/j.steroids.2018.12.009subject
Has Abstractpub_date
2019-03-01 00:00:00pages
67-72eissn
0039-128Xissn
1878-5867pii
S0039-128X(19)30002-9journal_volume
143pub_type
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