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Reduction of saturated derivatives of testosterone by a strain of Aphanocladium album
Author(s) -
DmochowskaGladysz Jadwiga
Publication year - 1991
Publication title -
journal of basic microbiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.58
H-Index - 54
eISSN - 1521-4028
pISSN - 0233-111X
DOI - 10.1002/jobm.3620310511
Subject(s) - strain (injury) , testosterone (patch) , chemistry , alcohol , ring (chemistry) , reduction (mathematics) , stereochemistry , carbonyl group , ring strain , medicinal chemistry , organic chemistry , biology , endocrinology , anatomy , geometry , mathematics
A strain of Aphanocladium album was found to reduce carbonyl group at C‐3 in 5α‐ and 5β‐dihydroderivatives of testosterone and androstendione. Stereochemistry of this reduction depends on the geometry of ring junction as well as on the presence of substituents (CH 3 at C‐4, OAc at C‐17, or OH at C‐19). The simultaneous presence of both CH 3 at C‐4 and OAc at C‐17 inhibits the reduction totally in both 5α‐ and 5β‐isomer. The substrates containing a carbonyl group at C‐17 were reduced to 17β‐alcohol.