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

[ Vol. 11 , Issue. 13 ]

Author(s):

Z. Li, P. Zhan and X. Liu   Pages 1130 - 1142 ( 13 )

Abstract:


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.

Keywords:

1, 3, 4-Oxadiazole, privileged structure, solid-phase synthesis, antiviral activity, structural modification, molecule modeling, scaffold, Microwave-Assisted, NNRTIs, alkenyldiarylmethanes, Protease Inhibitors, Integrase Inhibitors

Affiliation:

Department of Medicinal Chemistry, School of Pharmaceutical Sciences, Shandong University, 44, West Culture Road, 250012, Jinan, Shandong, P.R. China.



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