4.8 Article

Symbiospirols: Novel Long Carbon-Chain Compounds Isolated from Symbiotic Marine Dinoflagellate Symbiodinium sp.

Journal

ORGANIC LETTERS
Volume 11, Issue 10, Pages 2153-2156

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol900299x

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Funding

  1. Ministry of Education, Culture, Sports, Science and Technology of Japan [16GS0206, 20611.006]
  2. Mitsubishi Foundation

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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 beta,beta'-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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