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

Org Lett. 2009 May 21;11(10):2153-6. doi: 10.1021/ol900299x.

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 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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Dinoflagellida / chemistry*
  • Inflammation / drug therapy
  • Marine Biology
  • Molecular Structure
  • Protein Kinase C / drug effects
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry
  • Spiro Compounds / pharmacology

Substances

  • Spiro Compounds
  • symbiospirol A
  • symbiospirol B
  • symbiospirol C
  • Protein Kinase C