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The Ammosamides: Structures of Cell Cycle Modulators from a Marine‐Derived Streptomyces Species
Author(s) -
Hughes Chambers C.,
MacMillan John B.,
Gaudêncio Susana P.,
Jensen Paul R.,
Fenical William
Publication year - 2009
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.200804890
Subject(s) - streptomyces , stereochemistry , cytotoxicity , chemistry , sponge , ring (chemistry) , biochemistry , biology , in vitro , bacteria , botany , organic chemistry , genetics
From the ocean : Ammosamides A ( 1 ) and B ( 2 ) were isolated from a marine‐derived Streptomyces species collected in the Bahamas. The structures of these chlorinated tricyclic pyrroloquinoline alkaloids were solved using X‐ray crystallographic techniques. Ammosamide A ( 1 ) was shown to contain an unusual thio‐γ‐lactam ring. Both metabolites show specific nanomolar cytotoxicity against selected cancer cell lines.