CHEMISTRY OF NATURAL COMPOUNDS AND BIOORGANIC CHEMISTRY - TRANSFORMEDSTEROIDS .195. INTRODUCTION OF THE 9-ALPHA-HYDROXYGROUP INTO DELTA(5)-3-BETA-HYDROXYSTEROIDS BY CIRCINELLA SP MOLD

Authors
VOISHVILLO NE ISTOMINA ZI KAMERNITSKY AV
Citation
Ne. Voishvillo et al., CHEMISTRY OF NATURAL COMPOUNDS AND BIOORGANIC CHEMISTRY - TRANSFORMEDSTEROIDS .195. INTRODUCTION OF THE 9-ALPHA-HYDROXYGROUP INTO DELTA(5)-3-BETA-HYDROXYSTEROIDS BY CIRCINELLA SP MOLD, Russian chemical bulletin, 43(4), 1994, pp. 689-695
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
43
Issue
4
Year of publication
1994
Pages
689 - 695
Database
ISI
SICI code
1066-5285(1994)43:4<689:CONCAB>2.0.ZU;2-Y
Abstract
A preparative method for 9 alpha-hydroxylation of Delta(5)-3 beta-hydr oxysteroids using the fungi of Circinella sp. IOKh-1220 not capable of modifying the A ring has been developed. It is established that the y ields of the main and the side products greatly depend on the transfor mation conditions, mycelium age, and the structure of the steroid subs trate. Under the optimal transformation conditions novel 9 alpha-hydro xysubstituted derivatives of androstenolone, pregnenolone, 16-dehydro- 16 alpha,17 alpha-epoxy-, and-16 alpha-methoxypregnenolone have been o btained in 36-80% yields.