학술논문
13-Epi-9-Deacetylxenicin Derivatives from a Taiwanese Soft Coral Asterospicularia laurae and Treir Cytotoxic Activity.
Document Type
Article
Author
Source
Subject
*ALCYONACEA
*MASS spectrometry
*X-ray diffraction
*CELL lines
*ACYLATION
*NUCLEAR magnetic resonance spectroscopy
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Language
ISSN
0009-3130
Abstract
The xenicane-type diterpene 13-epi-9-deacetylxenicin (1) was isolated from polar extract of the soft coral Asterospicularia laurae. The structure of 13-epi-9-deacetylxenicin was determined by X-ray diffraction analysis, and the absoulte configuration was determined using the modified Mosher′s method. Eleven acylation products of 13-epi-9-deacetylxenicin were prepared: 13-epi-9-O-p-anisoylxenicin (2), 13-epi-9-O-2-furoylxenicin (3), 13-epi-9-O-2-thiophenecarbonylxenicin (4), 13-epi-9-O-2-benzoylxenicin (5), 13-epi-9-O-p-toluoylxenicin (6), 13-epi-9-O-4-chlorobenzoylxenicin (7), 13-epi-9-O-4-fluorobenzoylxenicin (8), 13-epi-9-O-4-propylbenzoylxenicin (9), 13-epi-9-O-4-nitrobenzoylxenicin (10), and 13-epi-9-O-cinnamoylxenicin (11) are new compounds, and one known compound, 13-epixenicin (12). The structures of the new metabolites were determined on the basis of extensive spectroscopic analysis, particularly mass spectroscopy and 2D NMR (1H–1H COSY, HMQC, HMBC, and NOESY) spectroscopy. The in vitro cytotoxic activities of the twelve compounds were evaluated against Molt4, K562, U937, and SUP-T1 human tumor cell lines. [ABSTRACT FROM AUTHOR]