14α-Hydroxylation of steroids by mycelium of the mold fungus Curvularia lunata (VKPM F-981) to produce precursors for synthesizing new steroidal drugs

Five 14α-hydroxylated derivatives of androstane and pregnane steroids were obtained using mycelium of the mold fungus Curvularia lunata (VKPM F-981). The conditions for microbiological transformation of androst-4-en-3,17-dione that enabled its 14α-hydroxy analog to be obtained in yields up to 60% wi...

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Bibliographic Details
Published in:Pharmaceutical chemistry journal 2013-05, Vol.47 (2), p.103-108
Main Authors: Andryushina, V. A., Voishvillo, N. E., Druzhinina, A. V., Stytsenko, T. S., Yaderets, V. V., Petrosyan, M. A., Zeinalov, O. A.
Format: Article
Language:English
Subjects:
Contraceptives
Contraceptives industry
Corticosteroids
Fungi
Hormones, Sex
Hydroxylation
Medicine
Organic Chemistry
Pharmacology/Toxicology
Pharmacy
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Summary:Five 14α-hydroxylated derivatives of androstane and pregnane steroids were obtained using mycelium of the mold fungus Curvularia lunata (VKPM F-981). The conditions for microbiological transformation of androst-4-en-3,17-dione that enabled its 14α-hydroxy analog to be obtained in yields up to 60% with substrate loading 6 g/L were determined. The 21-acetoxy analog of proligestone was synthesized from 14α-hydroxycortexolone that was formed simultaneously with hydrocortisone during hydroxylation of cortexolone by C. lunata . The resulting 14α- and 14α,21-hydroxysteroids could be used as precursors for the synthesis of new drugs.
ISSN:0091-150X
1573-9031
DOI:10.1007/s11094-013-0905-6