New oxandrolone derivatives by biotransformation using Rhizopus stolonifer.
Structural transformation of the steroidal lactone, oxandrolone (1), by suspended-cell cultures of the plant pathogen fungus Rhizopus stolonifer, resulted in the production of three new metabolites. These metabolites were identified as 11alpha-hydroxyoxandrolone (2), 6alpha-hydroxyoxandrolone (3) and 9alpha-hydroxyoxandrolone (4), by different spectroscopic methods and single-crystal X-ray diffraction analysis for metabolite 2. Compounds 1 and 3 showed a significant beta-glucuronidase inhibitory activity.
Choudhary
M Iqbal
MI
H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, Pakistan. hej@cyber.net.pk
Mohammad
Mohammad Yasin
MY
Musharraf
Syed Ghulam
SG
Parvez
Masood
M
Al-Aboudi
Amal
A
Atta-ur-Rahman
D001711:Biotransformation; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D005966:Glucuronidase / Q000037:antagonists & inhibitors*; D010074:Oxandrolone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D012233:Rhizopus / Q000378:metabolism*; D013056:Spectrophotometry, Ultraviolet; D014961:X-Ray Diffraction
C546980:11-hydroxyoxandrolone; C546981:6-hydroxyoxandrolone; C546982:9-hydroxyoxandrolone; D004791:Enzyme Inhibitors; D010074:Oxandrolone; D005966:Glucuronidase