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On the basis of spectroscopic and chemical evidence, the structures of WS-9659 A and B isolated as inhibitors of testosterone 5 alpha-reductase from a Streptomyces have been established as 1 and 2, respectively. The reductase inhibitory activities of the derivatives 5 and 6, and degradation products 3 and 8 were considerably less active and substantially inactive, respectively.

WS-9659 A and B, novel testosterone 5.ALPHA.-reductase inhibitors isolated from a Streptomyces. II. Structural elucidation of WS-9659 A and B.