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Luotonin A 及其衍生物中环 C 的简便氧化开环。

A Facile Oxidative Opening of the C-Ring in Luotonin A and Derivatives.

机构信息

Department of Pharmaceutical Chemistry, University of Vienna, Althanstraße 14, A-1090 Vienna, Austria.

Institute of Cancer Research, Medical University of Vienna, Borschkegasse 8a, A-1090 Vienna, Austria.

出版信息

Molecules. 2017 Sep 12;22(9):1540. doi: 10.3390/molecules22091540.

Abstract

An oxidative ring opening reaction of the central ring C in the alkaloid Luotonin A and two of its derivatives was found to occur upon heating with an excess amine and potassium carbonate in dimethylsulfoxide (DMSO) solution in the presence of air oxygen. The structure of the novel amide-type products was elucidated and a possible mechanism for this reaction is proposed. Four of the new compounds show moderate in vitro anticancer activity towards human colon adenocarcinoma cells.

摘要

生物碱 Luotonin A 及其两种衍生物的中环 C 发生氧化开环反应,在空气氧存在下,用过量胺和碳酸钾在二甲基亚砜(DMSO)溶液中加热时发生该反应。阐明了新型酰胺型产物的结构,并提出了该反应的可能机制。四种新化合物对人结肠腺癌细胞显示出中等体外抗癌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83c1/6151605/b8c752f82a5b/molecules-22-01540-g001.jpg

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