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

Hiroyoshi Takamura; Isao Kadota; Daisuke Uemura

doi:10.5059/yukigoseikyokaishi.72.2

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

Hiroyoshi Takamura, Isao Kadota, Daisuke Uemura

School of Science

Research output: Contribution to journal › Review article › peer-review

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 language	English
Pages (from-to)	2-13
Number of pages	12
Journal	Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume	72
Issue number	1
DOIs	https://doi.org/10.5059/yukigoseikyokaishi.72.2
Publication status	Published - 2014

Keywords

Natural product
Polyol
Stereochemistry
Structural elucidation
Symbiodinolide
Synthetic study

ASJC Scopus subject areas

Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.5059/yukigoseikyokaishi.72.2

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title = "Synthetic study of the polyol natural product symbiodinolide toward the structural elucidation",

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

PY - 2014

Y1 - 2014

N2 - 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.

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.

KW - Natural product

KW - Polyol

KW - Stereochemistry

KW - Structural elucidation

KW - Symbiodinolide

KW - Synthetic study

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DO - 10.5059/yukigoseikyokaishi.72.2

M3 - Review article

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SN - 0037-9980

VL - 72

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EP - 13

JO - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry

JF - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry

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

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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