Pinnarine, another member of the halichlorine family. Isolation and preparation from pinnaic acid

Shu Xu; Hideaki Yoshimura; Norihito Maru; Osamu Ohno; Hirokazu Arimoto; Daisuke Uemura

doi:10.1021/np200031d

Pinnarine, another member of the halichlorine family. Isolation and preparation from pinnaic acid

Shu Xu, Hideaki Yoshimura, Norihito Maru, Osamu Ohno, Hirokazu Arimoto, Daisuke Uemura

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

10 Citations (Scopus)

Abstract

Pinnarine (1), a new macrocyclic alkaloid, was isolated from the black marine sponge Halichondria okadai. The structure was elucidated on the basis of 2D NMR and comparison with the spectra of the co-isolated known halichlorine. Further confirmation of the structure and the absolute configuration was validated by a synthetic method from authentic pinnaic acid and CD analysis. The isolation of pinnarine also suggested a biogenetic pathway from pinnaic acid to halichlorine. (Chemical Equation Presented).

Original language	English
Pages (from-to)	1323-1326
Number of pages	4
Journal	Journal of Natural Products
Volume	74
Issue number	5
DOIs	https://doi.org/10.1021/np200031d
Publication status	Published - 2011 May 27
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

UN SDGs

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

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10.1021/np200031d

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AU - Xu, Shu

AU - Yoshimura, Hideaki

AU - Maru, Norihito

AU - Ohno, Osamu

AU - Arimoto, Hirokazu

AU - Uemura, Daisuke

PY - 2011/5/27

Y1 - 2011/5/27

N2 - Pinnarine (1), a new macrocyclic alkaloid, was isolated from the black marine sponge Halichondria okadai. The structure was elucidated on the basis of 2D NMR and comparison with the spectra of the co-isolated known halichlorine. Further confirmation of the structure and the absolute configuration was validated by a synthetic method from authentic pinnaic acid and CD analysis. The isolation of pinnarine also suggested a biogenetic pathway from pinnaic acid to halichlorine. (Chemical Equation Presented).

AB - Pinnarine (1), a new macrocyclic alkaloid, was isolated from the black marine sponge Halichondria okadai. The structure was elucidated on the basis of 2D NMR and comparison with the spectra of the co-isolated known halichlorine. Further confirmation of the structure and the absolute configuration was validated by a synthetic method from authentic pinnaic acid and CD analysis. The isolation of pinnarine also suggested a biogenetic pathway from pinnaic acid to halichlorine. (Chemical Equation Presented).

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Pinnarine, another member of the halichlorine family. Isolation and preparation from pinnaic acid

Abstract

ASJC Scopus subject areas

UN SDGs

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