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对于安托芬来说,D环和E环可能并非不可或缺:基于安托芬与烟草花叶病毒(TMV)RNA的相互作用,发现含菲和烷基胺链的安托芬衍生物作为抗烟草花叶病毒(TMV)的新型抗病毒剂。

D and E rings may not be indispensable for antofine: discovery of phenanthrene and alkylamine chain containing antofine derivatives as novel antiviral agents against tobacco mosaic virus (TMV) based on interaction of antofine and TMV RNA.

作者信息

Wang Ziwen, Wei Peng, Liu Yuxiu, Wang Qingmin

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.

出版信息

J Agric Food Chem. 2014 Oct 29;62(43):10393-404. doi: 10.1021/jf5028894. Epub 2014 Oct 17.

DOI:10.1021/jf5028894
PMID:25154018
Abstract

On the basis of the interaction of antofine and tobacco mosaic virus (TMV) RNA, a series of phenanthrene and alkylamine chain containing antofine derivatives 1-41 were designed, synthesized, and systematically evaluated for their antiviral activity against TMV. The results showed that most of these compounds exhibited good to excellent anti-TMV activity, which indicated that the D and E rings of antofine may not be indispensable. Phenanthrene is important for these compounds, but not the more the better. Phenanthrene, benzene rings, and alkylamine chain containing compounds exhibited good antiviral activity. The optimum compounds, 10, 18, and 19, displayed higher activity than precursor antofine and commercial ribavirin, thus emerging as new lead compounds. The novel concise structure provides another new template for antiviral studies.

摘要

基于安托菲宁与烟草花叶病毒(TMV)RNA的相互作用,设计、合成了一系列含有菲和烷基胺链的安托菲宁衍生物1-41,并对其抗TMV的抗病毒活性进行了系统评价。结果表明,这些化合物大多表现出良好至优异的抗TMV活性,这表明安托菲宁的D环和E环可能不是必需的。菲对这些化合物很重要,但并非越多越好。含菲、苯环和烷基胺链的化合物表现出良好的抗病毒活性。最佳化合物10、18和19显示出比前体安托菲宁和市售利巴韦林更高的活性,从而成为新的先导化合物。这种新颖简洁的结构为抗病毒研究提供了另一种新的模板。

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