期刊
PHYTOCHEMISTRY
卷 87, 期 -, 页码 96-101出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2012.11.014
关键词
Stypopodium zonale; Cytotoxic; Meroditerpene; Zonaquinone acetate; Vibrational circular dichroism
资金
- Organization for the Prohibition of Chemical Weapons (OPCW)
- CONACyT-Mexico [152994]
The chemical investigation of specimens of the Jamaican brown alga Stypopodium zonale led to the isolation of a cytotoxic compound, zonaquinone acetate (1), along with known compounds flabellinone, not previously identified in S. zonale, stypoldione, 5',7'-dihydroxy-2'-pentadecylchromone and sargaol. The structures of the metabolites were established by analysis of the spectral data including ID and 2D NMR experiments while the stereochemistry of 1 was assessed by VCD measurements. Cytotoxic activity was reported in vitro for 1 against breast cancer and colon cancer cell lines at IC50 values of 19.22-21.62 mu M and 17.11-18.35 mu M respectively, comparing favorably with standard treatments tamoxifen (17.22-17.32 mu M) and fluorouracil (27.03-31.48 mu M). When tested with liver cancer cells (Hep G2), no activity was observed. Weak antioxidant activity was observed with 1 but sargaol exhibited high activity. (C) 2012 Elsevier Ltd. All rights reserved.
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