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Isolation and antimicrobial evaluation of isomeric hydroxy ketones in leaf cuticular waxes of Annona squamosa
Author(s) -
Shanker K. Shiva,
Kanjilal S.,
Rao B. V. S. K.,
Kishore K. Hara,
Misra S.,
Prasad R. B. N.
Publication year - 2007
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/pca.942
Subject(s) - chemistry , wax , antimicrobial , annona squamosa , antifungal , organic chemistry , fatty acid , chromatography , botany , microbiology and biotechnology , biology
A novel natural compound, 11‐hydroxy‐16‐hentriacontanone, has been isolated from the leaf cuticular wax of Annona squamosa along with its known isomer 10‐hydroxy‐16‐hentriacontanone in a ratio of 67:33. This isomeric mixture of hydroxy ketones constituted together 16.5% of the total cuticular waxes. The new compound was characterised using spectral and chromatographic techniques. The major component was found to be 16‐hentriacontanone (palmitone), which constituted up to 48% of the total cuticular wax, together with a homologous series of hydrocarbons, fatty aldehydes, fatty alcohols, fatty acids and sterols as minor components. The antimicrobial activity of the isomeric hydroxy ketones was tested against selected Gram‐positive and Gram‐negative bacterial strains, and also some selected fungal strains, and compared with palmitone. The antibacterial activity of palmitone was significantly higher than that of the isomeric hydroxy ketones, but their antifungal activities were comparable. Copyright © 2006 John Wiley & Sons, Ltd.