Bisebromoamide, a potent cytotoxic peptide from the marine cyanobacterium lyngbya sp. Isolation, stereostructure, and biological activity

Toshiaki Teruya, Hiroaki Sasaki, Hidesuke Fukazawa, Kiyotake Suenaga

Research output: Contribution to journalArticle

88 Citations (Scopus)

Abstract

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 PDGFstimulation was selectively Inhibited by treatment with 10-0.1 μM of 1.

Original languageEnglish
Pages (from-to)5062-5065
Number of pages4
JournalOrganic Letters
Volume11
Issue number21
DOIs
Publication statusPublished - 2009 Nov 5

Fingerprint

phosphorylation
planar structures
Cyanobacteria
activity (biology)
Bioactivity
peptides
isolation
degradation
proteins
Peptides
nuclear magnetic resonance
Phosphorylation
cells
Protein Kinases
spectroscopy
Nuclear magnetic resonance spectroscopy
Magnetic Resonance Spectroscopy
High Pressure Liquid Chromatography
Degradation
bisebromoamide

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Bisebromoamide, a potent cytotoxic peptide from the marine cyanobacterium lyngbya sp. Isolation, stereostructure, and biological activity. / Teruya, Toshiaki; Sasaki, Hiroaki; Fukazawa, Hidesuke; Suenaga, Kiyotake.

In: Organic Letters, Vol. 11, No. 21, 05.11.2009, p. 5062-5065.

Research output: Contribution to journalArticle

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