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.
Keiko Kumagai  1 ,  Mika Minamida  2 ,  Mai Akakabe  1 ,  Masayuki Tsuda  1 ,  Yuko Konishi  1 ,  Akira Tominaga  3 ,  Masashi Tsuda  4 ,  Eri Fukushi  5 ,  Jun Kawabata  5
Affiliations
  • 1. Science Research Center, Kochi University, Kochi 783-8505, Japan.
  • 2. Department of Applied Science, Kochi University, Kochi 783-8502, Japan.
  • 3. Graduate School of Kuroshio Science and Kochi Medical School, Kochi University, Kochi 783-8505, Japan.
  • 4. Center for Advanced Marine Core Research, Kochi University, Kochi 783-8502, Japan. Electronic address: [email protected].
  • 5. Research Faculty of Agriculture, Hokkaido University, Sapporo, Hokkaido 060-8589, Japan.
PMID: 25534608 DOI: 10.1016/j.bmcl.2014.12.003
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.