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Benzopyrenomycin, a Cytotoxic Bacterial Polyketide Metabolite with a Benzo[ a ]pyrene‐Type Carbocyclic Ring System
Author(s) -
Huang Xueshi,
He Jian,
Niu Xuemei,
Menzel KlausDieter,
Dahse HansMartin,
Grabley Susanne,
Fiedler HansPeter,
Sattler Isabel,
Hertweck Christian
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200800083
Subject(s) - polyketide , metabolite , stereochemistry , streptomyces , chemistry , secondary metabolite , fermentation , ring (chemistry) , biology , bacteria , biochemistry , gene , biosynthesis , organic chemistry , genetics
A natural benzopyren : The title compound 1 was discovered by chemical metabolite profiling of a large‐scale fermentation of Streptomyces lavendulae. Biological evaluation of the peri ‐fused pentacyclic compound revealed antitumor activity against several cell lines. The co‐occurrence of an angucyclic polyketide with an identical ring‐substitution pattern suggests that 1 is biosynthesized from an angular decaketide and a C 3 building block.