(+)- and (鈭?-Spiroreticulatine, A Pair of Unusual Spiro Bisheterocyclic Quinoline-imidazole Alkaloids from the South China Sea Sponge Fascaplysinopsis reticulata

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• 作者：Qi Wang ; Xuli Tang ; Xiangchao Luo ; Nicole J. de Voogd ; Pinglin Li ; Guoqiang Li
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：July 17, 2015
• 年：2015
• 卷：17
• 期：14
• 页码：3458-3461
• 全文大小：313K
• ISSN：1523-7052

文摘

A pair of novel bisheterocyclic quinoline-imidazole alkaloids, (+)- and (鈭?-spiroreticulatine (1), were isolated from the South China Sea sponge Fascaplysinopsis reticulata. The structures and absolute configurations were elucidated by comprehensive spectroscopic analysis, single-crystal X-ray diffraction, and quantum chemical calculation methods. Spiroreticulatine is the first example of a sponge-derived natural spiro quinoline-imidazole alkaloid that may derive from tryptophan and 1,3-dimethylurea. Compound 1 showed inhibitory activity on IL-2 production but inactive against normal tumor cell lines.