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Cascade biotransformation of estrogens by Isaria fumosorosea KCh J2.

ABSTRACT: Estrone, 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 6?-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-?-methylglucosides.

SUBMITTER: Kozlowska E

PROVIDER: S-EPMC6656742 | biostudies-literature | 2019 Jul

REPOSITORIES: biostudies-literature

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Cascade biotransformation of estrogens by Isaria fumosorosea KCh J2.

Kozłowska Ewa E Dymarska Monika M Kostrzewa-Susłow Edyta E Janeczko Tomasz T

Scientific reports 20190724 1

Estrone, 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 ...[more]

PMID: 31341201

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