Microbial transformations of hypolipemic E-guggulsterone.
Biotransformation of E-guggulsterone (pregna-4,17(20)-cis-diene-3,16-dione) (1) by Aspergillus niger resulted in the formation of four new hydroxyl derivatives identified as 7 beta-hydroxypregna- 4,17(20)-trans-diene-3,16-dione (2), 7 beta-hydroxypregna-4,17(20)-cis-diene-3,16-dione (3), 7 beta- hydroxypregn-4-ene-3,16-dione (4), and 7 beta,15 beta-dihydroxypregn-4-ene-3,16-dione (5). The biotransformation of 1 with Cephalosporium aphidicola also resulted in the formation of four new steroidal derivatives as 11 alpha-hydroxypregna-4,17(20)-trans-diene-3,16-dione (6), 11 alpha- -hydroxypregna-4,17(20)-cis-diene-3,16-dione (7), 11 alpha,15 beta-dihydroxypregna-4,17(20)-trans-diene- 3,16-dione (8), and 11 alpha,15 beta-dihydroxypregna-4,17(20)-cis-diene-3,16-dione (9). The structures of these compounds were elucidated on the basis of 1D and 2D NMR spectroscopic techniques.
Atta-ur-Rahman
H.E.J. Institute of Chemistry, University of Karachi, Pakistan.
Choudhary
M I
MI
Shaheen
F
F
Ashraf
M
M
Jahan
S
S
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000378:metabolism / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects / Q000378:metabolism*; D001711:Biotransformation; D005285:Fermentation; D005658:Fungi / Q000187:drug effects / Q000378:metabolism*; D000960:Hypolipidemic Agents / Q000378:metabolism* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D011282:Pregnenediones / Q000378:metabolism* / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D000960:Hypolipidemic Agents; D011282:Pregnenediones; C023617:pregna-4,17-diene-3,16-dione