4.8 Article

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

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 20, Pages 6324-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja801383f

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Funding

  1. FIC NIH HHS [U01 TW006634-01, U01 TW006634, TW006634] Funding Source: Medline
  2. NCI NIH HHS [U19 CA052955, U19 CA052955-13S10002, CA52955] Funding Source: Medline
  3. NIEHS NIH HHS [P30 ES000210, P30 ES00210] Funding Source: Medline

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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 I was elucidated by a combination of NMR spectroscopy and mass spectrometry. Exhaustive 1 D and 2D NMR spectroscopy included natural abundance (15)N and variable temperature experiments; mass spectrometry included TOF-ESI-MS(n) and FT-MS(n) 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 NCl 60 cancer cell line panel and appears to act via a novel mechanism.

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