The ammosamides: Structures of cell cycle modulators from a marine-derived Streptomyces species

Chambers C. Hughes, John B. MacMillan, Susana P. Gaudêncio, Paul R. Jensen, William Fenical

Research output: Contribution to journalArticle

109 Scopus citations

Abstract

(Chemical Equation Presented) 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.

Original languageEnglish (US)
Pages (from-to)725-727
Number of pages3
JournalAngewandte Chemie - International Edition
Volume48
Issue number4
DOIs
StatePublished - Jan 12 2009

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Keywords

  • Actinomycetes
  • Alkaloids
  • Natural products
  • Quinolines
  • Thiolactams

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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