Coibamide A, a potent antiproliferative cyclic depsipeptide from the panamanian marine cyanobacterium Leptolyngbya sp.

Rebecca A. Medina, Douglas E. Goeger, Patrice Hills, Susan L. Mooberry, Nelson Huang, Luz I. Romero, Eduardo Ortega-Barría, William H. Gerwick, Kerry L. McPhail

Research output: Contribution to journalArticle

113 Scopus citations

Abstract

Coibamide A (1) is a new, potent antiproliferative depsipeptide which was isolated from a marine Leptolyngbya cyanobacterium collected from the Coiba National Park, Panama. The planar structure of 1 was elucidated by a combination of NMR spectroscopy and mass spectrometry. Exhaustive 1D and 2D NMR spectroscopy included natural abundance 15N and variable temperature experiments; mass spectrometry included TOF-ESI-MSn and FT-MSn experiments. Chemical degradation followed by chiral HPLC- and GC-MS analyses was used to assign the absolute configuration of 1. This highly methylated cyclized depsipeptide exhibited an unprecedented selectivity profile in the NCI 60 cancer cell line panel and appears to act via a novel mechanism.

Original languageEnglish (US)
Pages (from-to)6324-6325
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number20
DOIs
StatePublished - May 21 2008
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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    Medina, R. A., Goeger, D. E., Hills, P., Mooberry, S. L., Huang, N., Romero, L. I., Ortega-Barría, E., Gerwick, W. H., & McPhail, K. L. (2008). Coibamide A, a potent antiproliferative cyclic depsipeptide from the panamanian marine cyanobacterium Leptolyngbya sp. Journal of the American Chemical Society, 130(20), 6324-6325. https://doi.org/10.1021/ja801383f