Novel 2-phenyl-5-[(E)-2-(thiophen-2-yl)ethenyl]-1,3,4-oxadiazole and 3-phenyl-5-[(E)-2-(thiophen-2-yl)ethenyl]-1,2,4-oxadiazole derivatives as dengue virus inhibitors targeting NS5 polymerase

European Journal of Medicinal Chemistry
Fatiha BenmansourKarine Barral

Abstract

Using a functional high-throughput screening (HTS) and subsequent SAR studies, we have discovered a novel series of non-nucleoside dengue viral polymerase inhibitors. We report the elaboration of SAR around hit compound 1 as well as the synthesis and antiviral evaluation of 3-phenyl-5-[(E)-2-(thiophen-2-yl)ethenyl]-1,2,4-oxadiazole and 5-phenyl-2-[2-(2-thienyl)ethenyl]-1,3,4-oxadiazole analogues derived from a rapid and easily accessible chemical pathway. A large number of compounds prepared by this method were shown to possess in vitro activity against the polymerase of dengue virus. The most potent inhibitors were tested against Dengue virus clinical isolates on infected cells model and exhibit submicromolar activity on the four dengue virus serotypes.

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Citations

Oct 18, 2016·European Journal of Medicinal Chemistry·Fatiha BenmansourKarine Barral
Dec 20, 2017·Journal of Biomolecular Structure & Dynamics·Shanmugam Anusuya, M Michael Gromiha
Feb 13, 2019·Organic & Biomolecular Chemistry·Nikhil R TaskerPeter Wipf
Oct 17, 2018·Mini Reviews in Medicinal Chemistry·Garima VermaMohammad Shaquiquzzaman
Oct 28, 2018·European Journal of Medicinal Chemistry·Jessica HernandezKarine Barral
May 24, 2020·Current Pharmaceutical Design·Venkatanarayana C MaddipatiRambabu Gundla
Nov 10, 2020·Journal of Virological Methods·Cecilia EydouxJean-Claude Guillemot
May 1, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Lamya H Al-WahaibiAli A El-Emam
Jul 3, 2021·International Journal of Molecular Sciences·Teresa Glomb, Piotr Świątek
Jul 19, 2021·European Journal of Medicinal Chemistry·Igor José Dos Santos NascimentoEdeildo Ferreira da Silva-Júnior
Nov 24, 2018·The Journal of Organic Chemistry·Fábio S FernandesFernando Coelho
Jul 21, 2020·Journal of Natural Products·Laure-Anne PeyratDidier Stien
Jan 1, 2019·Antiviral Research·Siew Pheng Lim

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