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Identification and quantification of the fatty acids and isolation of (+)-pinitol, liriodenine, and (-)-N-acetyl-anonaine from empty capsules of Michelia champaca fruits. Crystal structure of (-)-N-acetylanonaine

Takahashi, Jacqueline A. and Floreano, M. and Oliveira, Mariana S. and Oliveira, Thais S. and Tabudravu, Jioji N. and Wardell, James L. and Wardell, Solange M.S.V. (2015) Identification and quantification of the fatty acids and isolation of (+)-pinitol, liriodenine, and (-)-N-acetyl-anonaine from empty capsules of Michelia champaca fruits. Crystal structure of (-)-N-acetylanonaine. Monatshefte fuer Chemie: an international journal of chemistry, 146 (10). pp. 1763-1770. ISSN ‎0026-9247

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Abstract

The identity of fatty acids, as their methyl esters, present in the empty seed pods of Michelia champaca is reported as well as the characterisation of three compounds, namely (+)-pinitol, liriodenine, and (−)-N-acetylanonaine. The identification of these compounds was generally obtained by spectroscopic methods, and additionally by X-ray crystallography for N-acetylanonaine. The antimicrobial activity of the isolated compounds against the Gram-positive test strains Bacillus cereus ATCC 11778, Listeria monocitogenes ATCC 15313, and Staphylococcus aureus ATCC 29213 is described. In general (−)-N-acetylanonaine was the most active compound. However, the selectivity of liriodenine towards S. aureus suggests that further study would be worthwhile. (−)-N-Acetylanonaine crystallizes in the orthorhombic space group P212121 with a = 6.0773(2) Å, b = 11.6053(5) Å, c = 20.9906(9) (11) Å, and Z = 4.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science, Technology and Environment (FSTE) > School of Biological and Chemical Sciences
Depositing User: Fulori Nainoca
Date Deposited: 17 May 2017 15:53
Last Modified: 04 Jul 2017 09:54
URI: http://repository.usp.ac.fj/id/eprint/9894
UNSPECIFIED

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