4.8 Article

Bisebromoamide, a Potent Cytotoxic Peptide from the Marine Cyanobacterium Lyngbya sp.: Isolation, Stereostructure, and Biological Activity

Journal

ORGANIC LETTERS
Volume 11, Issue 21, Pages 5062-5065

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9020546

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Funding

  1. Ministry of Education, Culture, Sports, Science and Technology, Japan
  2. Suntory Institute for Bioorganic Research
  3. Naito Foundation

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A novel cytotoxic peptide, termed bisebromoamide (1), has been isolated from the marine cyanobacterium Lyngbya sp. Its planar structure was determined by 1D and 2D NMR spectroscopy. The absolute stereostructure of 1 was determined by chemical degradation followed by chiral HPLC analysis. Bisebromoamide (1) exhibited potent protein kinase inhibition: the phosphorylation of ERK in NRK cells by PDGF-stimulation was selectively inhibited by treatment with 10-0.1 mu M of 1.

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