Microbiological and chemical dehydrogenation of withaferin A.
Arthrobacter simplex dehydrogenated withaferin A to 4-dehydrowithaferin A but it was not able to dehydrogenate this substrate in position 27. 27-Dehydrowithaferin A was prepared chemically using pyridinium chlorochromate. Whereas 4-dehydrowithaferin A surpassed in its effect on leukemic (388 cells the original compound and all its derivates synthesized so far, 27-dehydrowithaferin A was biologically inactive.
D000818:Animals; D001173:Arthrobacter / Q000378:metabolism; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D004875:Ergosterol / Q000031:analogs & derivatives* / Q000378:metabolism / Q000494:pharmacology; D007941:Leukemia P388 / Q000473:pathology*; D007942:Leukemia, Experimental / Q000473:pathology*; D054358:Withanolides
D054358:Withanolides; C052850:27-dehydrowithaferin A; C052849:4-dehydrowithaferin A; C009684:withaferin A; D004875:Ergosterol