Symbiospirols: Novel long carbon-chain compounds isolated from symbiotic marine dinoflagellate Symbiodinium sp.

Yuta Tsunematsu; Osamu Ohno; Kaori Konishi; Kaoru Yamada; Masami Suganuma; Daisuke Uemura

doi:10.1021/ol900299x

Symbiospirols: Novel long carbon-chain compounds isolated from symbiotic marine dinoflagellate Symbiodinium sp.

Yuta Tsunematsu, Osamu Ohno, Kaori Konishi, Kaoru Yamada, Masami Suganuma, Daisuke Uemura

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

24 Citations (Scopus)

Abstract

Symbiospirols A, B, and C, long carbon-chain compounds with a molecular weight of 1207 were isolated from the cultured symbiotic dinoflagellate Symbiodinium sp. Their planar structures and partial relative stereochemistries were elucidated based on 1D and 2D NMR spectra and a degradation reaction. Symbiospirols consisted of a C67-linear chain with a β,β′- dihydroxyl ketone moiety, eight hydroxyl groups, one tetrahydropyran ring, and two 1,6-dioxaspiro[4,4]nonane rings. Symbiospirol A had an inhibitory effect against L-phosphatidylserine-induced PKC activation.

Original language	English
Pages (from-to)	2153-2156
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	10
DOIs	https://doi.org/10.1021/ol900299x
Publication status	Published - 2009 May 21

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol900299x

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abstract = "Symbiospirols A, B, and C, long carbon-chain compounds with a molecular weight of 1207 were isolated from the cultured symbiotic dinoflagellate Symbiodinium sp. Their planar structures and partial relative stereochemistries were elucidated based on 1D and 2D NMR spectra and a degradation reaction. Symbiospirols consisted of a C67-linear chain with a β,β′- dihydroxyl ketone moiety, eight hydroxyl groups, one tetrahydropyran ring, and two 1,6-dioxaspiro[4,4]nonane rings. Symbiospirol A had an inhibitory effect against L-phosphatidylserine-induced PKC activation.",

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AU - Tsunematsu, Yuta

AU - Ohno, Osamu

AU - Konishi, Kaori

AU - Yamada, Kaoru

AU - Suganuma, Masami

AU - Uemura, Daisuke

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AB - Symbiospirols A, B, and C, long carbon-chain compounds with a molecular weight of 1207 were isolated from the cultured symbiotic dinoflagellate Symbiodinium sp. Their planar structures and partial relative stereochemistries were elucidated based on 1D and 2D NMR spectra and a degradation reaction. Symbiospirols consisted of a C67-linear chain with a β,β′- dihydroxyl ketone moiety, eight hydroxyl groups, one tetrahydropyran ring, and two 1,6-dioxaspiro[4,4]nonane rings. Symbiospirol A had an inhibitory effect against L-phosphatidylserine-induced PKC activation.

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Symbiospirols: Novel long carbon-chain compounds isolated from symbiotic marine dinoflagellate Symbiodinium sp.

Abstract

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