Synthetic study of the polyol natural product symbiodinolide toward the structural elucidation

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1 Citation (Scopus)

Abstract

Symbiodinolide is a polyol marine natural product isolated from dinoflagellate Symbiodinium sp. This natural product exhibits voltage-dependent N-type Ca2+ channel-opening activity at 7 nM and COX-1 inhibition activity at 2 μM. The planar structure of symbiodinolide was elucidated by the detailed 2D NMR analysis. However, the huge and complex molecular structure of this molecule featuring a molecular weight of 2,860 and the presence of 61 chiral centers has hampered the complete stereochemical determination. Herein, we report our synthetic study of symbiodinolide toward the structural elucidation.

Original languageEnglish
Pages (from-to)2-13
Number of pages12
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume72
Issue number1
DOIs
Publication statusPublished - 2014

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Biological Products
Molecular structure
Molecular weight
Nuclear magnetic resonance
Molecules
Electric potential
symbiodinolide
polyol

Keywords

  • Natural product
  • Polyol
  • Stereochemistry
  • Structural elucidation
  • Symbiodinolide
  • Synthetic study

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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abstract = "Symbiodinolide is a polyol marine natural product isolated from dinoflagellate Symbiodinium sp. This natural product exhibits voltage-dependent N-type Ca2+ channel-opening activity at 7 nM and COX-1 inhibition activity at 2 μM. The planar structure of symbiodinolide was elucidated by the detailed 2D NMR analysis. However, the huge and complex molecular structure of this molecule featuring a molecular weight of 2,860 and the presence of 61 chiral centers has hampered the complete stereochemical determination. Herein, we report our synthetic study of symbiodinolide toward the structural elucidation.",
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AU - Takamura, Hiroyoshi

AU - Kadota, Isao

AU - Uemura, Daisuke

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AB - Symbiodinolide is a polyol marine natural product isolated from dinoflagellate Symbiodinium sp. This natural product exhibits voltage-dependent N-type Ca2+ channel-opening activity at 7 nM and COX-1 inhibition activity at 2 μM. The planar structure of symbiodinolide was elucidated by the detailed 2D NMR analysis. However, the huge and complex molecular structure of this molecule featuring a molecular weight of 2,860 and the presence of 61 chiral centers has hampered the complete stereochemical determination. Herein, we report our synthetic study of symbiodinolide toward the structural elucidation.

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