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Cascade biotransformation of estrogens by Isaria fumosorosea KCh J2
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AbstractEstrone, estradiol, ethynylestradiol and estrone 3-methyl ether underwent a biotransformation process in the submerged culture of Isaria fumosorosea KCh J2. Estrone was transformed into seven metabolites, four of which were glycosylated. Estradiol was selectively glycosylated at C-3 and then transformed to D-ring lactone. Ethynylestradiol was coupled with methylglucoside and 6β-hydroxyderivative was obtained. Estrone 3-methyl ether was not transformed indicating that a free hydroxyl group at C-3 is necessary for glycosylation. Baeyer–Villiger oxidation combined with hydroxylation and glycosylation was observed. All glycosides obtained in this study are 3-O-β-methylglucosides.
Springer Science and Business Media LLC
Title: Cascade biotransformation of estrogens by Isaria fumosorosea KCh J2
Description:
AbstractEstrone, estradiol, ethynylestradiol and estrone 3-methyl ether underwent a biotransformation process in the submerged culture of Isaria fumosorosea KCh J2.
Estrone was transformed into seven metabolites, four of which were glycosylated.
Estradiol was selectively glycosylated at C-3 and then transformed to D-ring lactone.
Ethynylestradiol was coupled with methylglucoside and 6β-hydroxyderivative was obtained.
Estrone 3-methyl ether was not transformed indicating that a free hydroxyl group at C-3 is necessary for glycosylation.
Baeyer–Villiger oxidation combined with hydroxylation and glycosylation was observed.
All glycosides obtained in this study are 3-O-β-methylglucosides.
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