Identification of an unexpected shunt pathway product provides new insights into tirandamycin biosynthesis

[摘要] Tirandamycin K (7), the first linear 7,13;9,13-diseco-tirandamycin derivative, was isolated from the tamI (encoding the TamI P450 monooxygenase) disruption mutant strain (Delta tamI) of marine Streptomyces sp. 307-9. Its chemical structure with relative and absolute configurations was elucidated by a combination of extensive spectroscopic analyses and biosynthetic inferences. Structural elucidation of this unusual compound provides new insights into tirandamycin biosynthesis. Moreover, examination of the biological activity of 7 confirms the essential function of the bicyclic ketal ring for antibiotic activities of tirandamycins. (C) 2016 Published by Elsevier Ltd.

[发布日期] 2016-12-28

[关键词] Tirandamycin;Natural product;Tetramic acid;Biosynthesis;Streptomyces