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
Mini-Reviews in Medicinal Chemistry
Title: 1,3,4-Oxadiazole: A Privileged Structure in Antiviral Agents
Volume: 11 Issue: 13
Author(s): Z. Li, P. Zhan and X. Liu
Affiliation:
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
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.
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Cite this article as:
Li Z., Zhan P. and Liu X., 1,3,4-Oxadiazole: A Privileged Structure in Antiviral Agents, Mini-Reviews in Medicinal Chemistry 2011; 11 (13) . https://dx.doi.org/10.2174/138955711797655407
DOI https://dx.doi.org/10.2174/138955711797655407 |
Print ISSN 1389-5575 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5607 |
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