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Publication Type
Journal Article
Author, Analytic
Penicooke, N.; Walford, K.; Badal, S.; Delgoda, Rupika T.; Williams, L.; Joseph-Nathan, P.; Gordillo-Roman, B.; Gallimore, Winklett A.
Author Affiliation, Ana.
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Article Title
Antiproliferative activity and absolute configuration of zonaquinone acetate from the Jamaican alga Stypopodium zonale
Medium Designator
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Connective Phrase
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Journal Title
Phytochemistry
Translated Title
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Reprint Status
Refereed
Date of Publication
2013
Volume ID
87
Issue ID
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Page(s)
96-101
Language
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Connective Phrase
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Location/URL
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ISSN
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Notes
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Abstract
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 1D 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 IC(50) values of 19.22-21.62 ÁM and 17.11-18.35 ÁM respectively, comparing favorably with standard treatments tamoxifen (17.22-17.32 ÁM) and fluorouracil (27.03-31.48 ÁM). When tested with liver cancer cells (Hep G2), no activity was observed. Weak antioxidant activity was observed with 1 but sargaol exhibited high activity.....
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