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

9 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

ASJC Scopus subject areas

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

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