Belamide A, a new antimitotic tetrapeptide from a Panamanian marine cyanobacterium

T. Luke Simmons, Kerry L. McPhail, Eduardo Ortega-Barría, Susan L. Mooberry, William H. Gerwick

Research output: Contribution to journalArticlepeer-review

61 Scopus citations

Abstract

The isolation and structure elucidation of belamide A from the marine cyanobacterium Symploca sp. is described. Belamide A is a highly methylated linear tetrapeptide with structural analogy to the important linear peptides dolastatins 10 and 15. Disruption of the microtubule network in A-10 cells was observed at 20 μM and displayed classic tubulin destabilizing antimitotic characteristics. The moderate cytotoxicity of belamide A (IC50 0.74 μM vs HCT-116 colon cancer line) provides new insights into structure-activity relationships for this drug class.

Original languageEnglish (US)
Pages (from-to)3387-3390
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number20
DOIs
StatePublished - May 15 2006
Externally publishedYes

Keywords

  • Dolastatins
  • Linear peptide
  • Marine natural products
  • Symploca sp.

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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