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Synthesis, Characterization and Anti-HIV Activity of Polycarboxylic [60]Fullerene Derivatives Obtained in the Reaction of C60Cl6 with a Hydroquinone Ether
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2020-01-08 , DOI: 10.1016/j.tetlet.2020.151598
Ilya I. Voronov , Vyacheslav M. Martynenko , Alexander V. Chernyak , Ivan Godovikov , Alexander S. Peregudov , Jan Balzarini , Alexander F. Shestakov , Dominique Schols , Pavel A. Troshin

We report the preparation and characterization of five new [60]fullerene derivatives formed in the novel reaction of C60Cl6 with dimethyl 2,2'-(1,4-phenylenebis-(oxy))diacetate, which were isolated by preparative HPLC and characterized by APCI-MS, 1H, 13C, and 2D NMR spectroscopy. Acidic hydrolysis of the ester groups in the synthesized compounds produced a series of water-soluble fullerene derivatives, which demonstrated pronounced activities against Human Immunodeficiency Virus (HIV) replication. Correlations between the structures of the fullerene derivatives and their antiviral activity were established.



中文翻译:

C 60 Cl 6与对苯二酚醚反应获得的多元羧酸[60]富勒烯衍生物的合成,表征和抗HIV活性

我们报告了五个新的[60]富勒烯衍生物的制备和表征,这些衍生物在C 60 Cl 6与2,2'-(1,4-亚苯基双-(氧基))二乙酸二甲酯的新型反应中形成,并通过制备型HPLC进行了分离并通过APCI-MS,1 H,13 C和2D NMR光谱进行表征。合成化合物中酯基的酸性水解产生了一系列水溶性富勒烯衍生物,其表现出明显的抗人类免疫缺陷病毒(HIV)复制的活性。建立了富勒烯衍生物的结构与其抗病毒活性之间的关系。

更新日期:2020-01-09
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