Iriomoteolide-1a, a potent cytotoxic 20-membered macrolide from a benthic dinoflagellate amphidinium species

Masashi Tsuda; Keiko Oguchi; Rie Iwamoto; Yumiko Okamoto; Jun'ichi Kobayashi; Eri Fukushi; Jun Kawabata; Tomoko Ozawa; Atsunori Masuda; Yoshiaki Kitaya; Kenji Omasa

doi:10.1021/jo070414b

Iriomoteolide-1a, a potent cytotoxic 20-membered macrolide from a benthic dinoflagellate amphidinium species

J Org Chem. 2007 Jun 8;72(12):4469-74. doi: 10.1021/jo070414b. Epub 2007 May 15.

Authors

Masashi Tsuda¹, Keiko Oguchi, Rie Iwamoto, Yumiko Okamoto, Jun'ichi Kobayashi, Eri Fukushi, Jun Kawabata, Tomoko Ozawa, Atsunori Masuda, Yoshiaki Kitaya, Kenji Omasa

Affiliation

¹ Center for Advanced Marine Core Research, Kochi University, Kochi 783-8502, Japan. mtsuda@kochi-u.ac.jp

PMID: 17500570
DOI: 10.1021/jo070414b

Abstract

A potent cytotoxic 20-membered macrolide, iriomoteolide-1a (1), has been isolated from a benthic dinoflagellate Amphidinium sp. (strain HYA024), and the structure was elucidated on the basis of detailed analyses of 2-D NMR data. The relative and absolute stereochemistries were assigned by the combination of conformational analyses using NMR data and modified Mosher's method of 1.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Dinoflagellida / chemistry*
Macrolides / chemical synthesis*
Macrolides / chemistry
Macrolides / isolation & purification
Models, Molecular
Molecular Conformation
Nuclear Magnetic Resonance, Biomolecular

Substances

Macrolides
iriomoteolide-1a