Synthesis of a steroidal A ring aromatic sulfonic acid as an inhibitor of steroid Sa-reductase

The synthesis of 17β-(N, N-diisopropylcarbamoyl)estra-1,3,5(10)-triene-3-sulfonic acid (3) has been accomplished. Sulfonate 3 was designed as a novel inhibitor of human steroid 5 α-reductase based on considerations of enzyme mechanisms, and exhibits an inhibition constant in the low nanomolar range....

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Bibliographic Details
Published inSteroids Vol. 56; no. 1; pp. 4 - 7
Main Authors Holt, Dennis A., Oh, Hye-Ja, Levy, Mark A., Metcalf, Brian W.
Format Journal Article
LanguageEnglish
Published Elsevier Inc 1991
Subjects
benign prostatic hyperplasia
enzyme inhibition
steroid 5α-reductase
Steroids
sulfonic acid
steroid 5α-reductase
enzyme inhibition
benign prostatic hyperplasia
Steroids
sulfonic acid
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Summary:The synthesis of 17β-(N, N-diisopropylcarbamoyl)estra-1,3,5(10)-triene-3-sulfonic acid (3) has been accomplished. Sulfonate 3 was designed as a novel inhibitor of human steroid 5 α-reductase based on considerations of enzyme mechanisms, and exhibits an inhibition constant in the low nanomolar range.
ISSN:0039-128X
1878-5867
DOI:10.1016/0039-128X(91)90106-6