Synthesis and biological activity of a 5,6-substituted teleocidin

The synthesis of 5,6-substituted teleocidin analogue 3 is reported. Reduction of oxime 7 (obtained from indole 6) gave diastereomeric amines 8 and 9 which were cyclized to give esters 10 and 11, respectively. Reduction of 10 yielded teleocidin analogue 3, which displayed activity comparable to (−)-i...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 1992, Vol.2 (5), p.457-460
Main Authors: Webb, Robert R., Venuti, Michael C.
Format: Article
Language:English
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Summary:The synthesis of 5,6-substituted teleocidin analogue 3 is reported. Reduction of oxime 7 (obtained from indole 6) gave diastereomeric amines 8 and 9 which were cyclized to give esters 10 and 11, respectively. Reduction of 10 yielded teleocidin analogue 3, which displayed activity comparable to (−)-indolactam V in a standard 3[H]-phorbol-dibutyrate binding assay. The synthesis and biological evaluation of 5,6-substituted teleocidin 3 is reported.
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(00)80169-9