Isolation, Synthesis, and Biological Activity of Aphrocallistin, an Adenine-Substituted Bromotyramine Metabolite from the Hexactinellida Sponge Aphrocallistes beatrix

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• 作者：Amy E. Wright ; Gregory P. Roth ; Jennifer K. Hoffman ; Daniela B. Divlianska ; Diana Pechter ; Susan H. Sennett ; Esther A. Guzmn ; Patricia Linley ; Peter J. McCarthy ; Tara P. Pitts ; Shirley A. Pomponi ; John
• 刊名：Journal of Natural Products
• 出版年：2009
• 出版时间：June 26, 2009
• 年：2009
• 卷：72
• 期：6
• 页码：1178-1183
• 全文大小：135K
• 年卷期：v.72,no.6(June 26, 2009)
• ISSN：1520-6025

文摘

A new adenine-substituted bromotyrosine-derived metabolite designated as aphrocallistin (1) has been isolated from the deep-water Hexactinellida sponge Aphrocallistes beatrix. Its structure was elucidated on the basis of spectral data and confirmed through a convergent, modular total synthetic route that is amenable toward future analogue preparation. Aphrocallistin inhibits the growth of a panel of human tumor cell lines with IC₅₀ values ranging from 7.5 to >100 μM and has been shown to induce G1 cell cycle arrest in the PANC-1 pancreatic carcinoma cell line. Aphrocallistin has been fully characterized in the NCI cancer cell line panel and has undergone in vitro ADME pharmacological profiling.