Trikentramides A鈥揇, Indole Alkaloids from the Australian Sponge Trikentrion flabelliforme

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• 作者：Shahan Khokhar ; Yunjiang Feng ; Marc R. Campitelli ; Ronald J. Quinn ; John N. A. Hooper ; Merrick G. Ekins ; Rohan A. Davis
• 刊名：Journal of Natural Products
• 出版年：2013
• 出版时间：November 22, 2013
• 年：2013
• 卷：76
• 期：11
• 页码：2100-2105
• 全文大小：254K
• 年卷期：v.76,no.11(November 22, 2013)
• ISSN：1520-6025

文摘

Chemical investigations of two specimens of Trikentrion flabelliforme collected from Australian waters have resulted in the identification of four new indole alkaloids, trikentramides A鈥揇 (9鈥?b>12). The planar chemical structures for 9鈥?b>12 were established following analysis of 1D/2D NMR and MS data. The relative configurations for 9鈥?b>12 were determined following the comparison of ¹H NMR data with data previously reported for related natural products. The application of a quantum mechanical modeling method, density functional theory, confirmed the relative configurations and also validated the downfield carbon chemical shift observed for one of the quaternary carbons (C-5a) in the cyclopenta[g]indole series. The indole-2,3-dione motif present in trikentramides A鈥揅 is rare in nature, and this is the first report of these oxidized indole derivatives from a marine sponge.