1,3,4-Oxadiazole: A Privileged Structure in Antiviral Agents

被引:109
|
作者
Li, Z. [1 ]
Zhan, P. [1 ]
Liu, X. [1 ]
机构
[1] Shandong Univ, Sch Pharmaceut Sci, Dept Med Chem, Jinan 250012, Shandong, Peoples R China
基金
高等学校博士学科点专项科研基金; 中国国家自然科学基金;
关键词
1,3,4-Oxadiazole; privileged structure; solid-phase synthesis; antiviral activity; structural modification; molecule modeling; ONE-POT SYNTHESIS; REVERSE-TRANSCRIPTASE INHIBITORS; HIV-1 INTEGRASE INHIBITORS; PROTEASE INHIBITORS; ANTIINFLAMMATORY ACTIVITY; BIOLOGICAL EVALUATION; CARBOXYLIC-ACIDS; RESISTANT HIV-1; VIRUS AGENTS; DERIVATIVES;
D O I
10.2174/138955711797655407
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
1,3,4-oxadiazole, a privileged structure, endows its derivatives with broad and potent biological functions, especially in antiviral activities, including anti-HIV, anti-HCV, anti-HBV, anti-HSV activities, etc. Molecular modeling and pharmacokinetic studies have demonstrated that the introduction of 1,3,4-oxadiazole ring to the inhibitors can change their polarity, flexibility as well as metabolic stability, and 1,3,4-oxadiazole scaffold can also act as acceptors of hydrogen bonds formation, which make it possible to be used as a isosteric substituent for amide or ester groups. This review focuses on the recent advances in the synthesis of 1,3,4-oxadiazole ring and mainly the discovery, biological activities investigations and structural modifications of several distinct classes of 1,3,4-oxadiazoles as potent antiviral agents. In addition, the binding models of some representative 1,3,4-oxadiazoles were also discussed, which provide rational explanation for their interesting antiviral activities, and also pave the way for further optimization of 1,3,4-oxadiazole based antiviral agents.
引用
收藏
页码:1130 / 1142
页数:13
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