Amphirionin-2, a novel linear polyketide with potent cytotoxic activity from a marine dinoflagellate Amphidinium species

Bioorg Med Chem Lett. 2015 Feb 1;25(3):635-8. doi: 10.1016/j.bmcl.2014.12.003. Epub 2014 Dec 8.

Abstract

A novel linear polyketide, amphirionin-2 (1), with two unique hexahydrofuro[3,2-b]furan moieties has been isolated from the cultivated algal cells of a benthic dinoflagellate Amphidinium sp. (strain KCA09051). The structure was elucidated on the basis of detailed analyses of 2D NMR data, and the absolute configuration of C-5 was determined by using modified Mosher's method. Amphirionin-2 (1) exhibited potent cytotoxic activity against human colon carcinoma Caco-2 cells and human lung adenocarcinoma A549 cells.

Keywords: Amphidinium; Cytotoxic activity; Dinoflagellate; Hexahydrofuro[32-b]furan; Polyketide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actins / antagonists & inhibitors
  • Actins / metabolism
  • Caco-2 Cells
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Dinoflagellida / chemistry*
  • Dinoflagellida / metabolism
  • Furans / chemistry*
  • Furans / isolation & purification
  • Furans / toxicity
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Polyketides / chemistry*
  • Polyketides / isolation & purification
  • Polyketides / toxicity
  • Stereoisomerism

Substances

  • Actins
  • Furans
  • Polyketides
  • amphirionin-2