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 journalArticle

8 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 languageEnglish
Pages (from-to)1323-1326
Number of pages4
JournalJournal of Natural Products
Volume74
Issue number5
DOIs
Publication statusPublished - 2011 May 27

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Military Personnel
Porifera
Alkaloids
Nuclear magnetic resonance
pinnaic acid
pinnarine
halichlorine

ASJC Scopus subject areas

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

Cite this

Pinnarine, another member of the halichlorine family. Isolation and preparation from pinnaic acid. / Xu, Shu; Yoshimura, Hideaki; Maru, Norihito; Ohno, Osamu; Arimoto, Hirokazu; Uemura, Daisuke.

In: Journal of Natural Products, Vol. 74, No. 5, 27.05.2011, p. 1323-1326.

Research output: Contribution to journalArticle

Xu, S, Yoshimura, H, Maru, N, Ohno, O, Arimoto, H & Uemura, D 2011, 'Pinnarine, another member of the halichlorine family. Isolation and preparation from pinnaic acid', Journal of Natural Products, vol. 74, no. 5, pp. 1323-1326. https://doi.org/10.1021/np200031d
Xu, Shu ; Yoshimura, Hideaki ; Maru, Norihito ; Ohno, Osamu ; Arimoto, Hirokazu ; Uemura, Daisuke. / Pinnarine, another member of the halichlorine family. Isolation and preparation from pinnaic acid. In: Journal of Natural Products. 2011 ; Vol. 74, No. 5. pp. 1323-1326.
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