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Colopsinol A, a Novel Polyhydroxyl Metabolite from Marine Dinoflagellate Amphidinium sp
Jun'ichi Kobayashi1, Takaaki Kubota, Miho Takahashi
1Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan, and Suntory Institute for Bioorganic Research, Shimamoto-cho, Mishima-gun, Osaka 618-8503, Japan.
Abstract:
Colopsinol A (1), a novel polyhydroxyl compound, has been isolated from the cultured marine dinoflagellate Amphidinium sp., from which a number of cytotoxic macrolides, amphidinolides, have been obtained to date, and the gross structure of 1 was elucidated on the basis of extensive spectroscopic analyses including recent 2D NMR techniques of CH(2)-selected editing HSQC as well as FABMS/MS experiments and chemical means. Colopsinol A (1), C(71)H(119)O(25)SNa, is the first member of a new class of polyketide natural products possessing a gentiobioside moiety and a sulfate ester. The polyketide aglycon consisted of a C(56)-linear aliphatic chain with one exo-methylene and two methyl branches as well as two ketones, five hydroxyl groups, and a tetrahydropyran and two epoxide rings.