Structure and Synthesis of a Unique Isonitrile Lipid Isolated from the Marine Mollusk Actinocyclus papillatus

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• 作者：Emiliano Manzo ; Marianna Carbone ; Ernesto Mollo ; Carlo Irace ; Antonio Di Pascale ; Yan Li ; Maria Letizia Ciavatta ; Guido Cimino ; Yue-Wei Guo ; Margherita Gavagnin
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：April 15, 2011
• 年：2011
• 卷：13
• 期：8
• 页码：1897-1899
• 全文大小：686K
• 年卷期：v.13,no.8(April 15, 2011)
• ISSN：1523-7052

文摘

The first chemical study of an Actinocyclidae nudibranch, Actinocyclus papillatus, resulted in the isolation of (鈭?-actisonitrile (1), a lipid based on a 1,3-propanediol ether skeleton. The structure was established by spectroscopic methods, whereas the absolute configuration of the chiral center was determined by comparing the optical properties of natural actisonitrile with those of (+)- and (鈭?-synthetic enantiomers, opportunely prepared. Both (鈭?- and (+)-actisonitrile were tested in preliminary in vitro cytotoxicity bioassays on tumor and nontumor mammalian cells.