Isolation of aureol from Smenospongia sp. and cytotoxic activity of some aureol derivatives

Author: Shen Ya-Ching  

Publisher: Taylor & Francis Ltd

ISSN: 1478-6419

Source: Natural Product Research, Vol.20, Iss.6, 2006-05, pp. : 578-585

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Abstract

The sesquiterpene aureol (1) was isolated by chromatographic fractionation of a non-polar extract from Smenospongia sp. Methylation of aureol yielded 5′- O -methyl-aureol (2) while the prepared acylation products of aureol were 5′- O -acetyl-aureol (3), 5′- O -benzoyl-aureol (4), 5′- O -(4-fluoro-benzoyl)-aureol (5), 5′- O -(4-chlorobenzoyl)-aureol (6), 5′- O -(4-methylbenzoyl)-aureol (7), 5′- O -nicotinoyl-aureol (8), aureol- N,N -dimethylthiocarbamate (9), 5′- O -(2-furoylcarbonyl)-aureol (10), 5′- O -(2-thienoylcarbonyl-aureol (11). The structures of aureol as well as its ten derivatives were established through spectral analysis. The in vitro cytotoxic activities of the eleven compounds were evaluated against Hepa59T/VGH, KB and Hela tumor cell lines.