Araiosamines A鈭扗: Tris-bromoindole Cyclic Guanidine Alkaloids from the Marine Sponge Clathria (Thalysias) araiosa

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• 作者：Xiaomei Wei ; Niel M. Henriksen ; Jack J. Skalicky ; Mary Kay Harper ; Thomas E. Cheatham ; III ; Chris M. Ireland ; Ryan M. Van Wagoner
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：July 15, 2011
• 年：2011
• 卷：76
• 期：14
• 页码：5515-5523
• 全文大小：933K
• 年卷期：v.76,no.14(July 15, 2011)
• ISSN：1520-6904

文摘

Four new tris-bromoindole cyclic guanidine alkaloids, araiosamines A鈭扗, were isolated from the methanol extract of a marine sponge, Clathria (Thalysias) araiosa, collected from Vanuatu. Their carbon skeletons delineate a new class of indole alkaloids apparently derived from a linear polymerization process involving a carbon鈭抍arbon bond formation. Comparison of the structures including the relative configurations suggests a common intermediate containing a dihydroaminopyrimidine moiety capable of undergoing various modalities of conjugate addition to yield unprecedented ring systems.