Structure and Absolute Stereochemistry of Syphonoside, a Unique Macrocyclic Glycoterpenoid from Marine Organisms

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• 作者：Margherita Gavagnin ; Marianna Carbone ; Pietro Amodeo ; Ernesto Mollo ; Rosa Maria Vitale ; Vassilios Roussis ; Guido Cimino
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：July 20, 2007
• 年：2007
• 卷：72
• 期：15
• 页码：5625 - 5630
• 全文大小：195K
• 年卷期：v.72,no.15(July 20, 2007)
• ISSN：1520-6904

文摘

The glycoterpenoid syphonoside (1) is the main secondary metabolite of both the marine mollusk Syphonotageographica and the sea-grass Halophila stipulacea, two Indo-Pacific species migrated to the MediterraneanSea through the Suez Canal. The structure and the absolute stereochemistry of 1, which displays uniquestructural features, has been accomplished by using a combination of spectroscopic techniques, degradationreactions, and conformational analysis methods. Compound 1 was able to inhibit high density inducedapoptosis in a number of human and murine carcinoma cell lines.