Thiazolidone derivatives as inhibitors of chikungunya virus

Surender Singh Jadav; Barij Nayan Sinha; Rolf Hilgenfeld; Boris Pastorino; Xavier De Lamballerie; Venkatesan Jayaprakash

doi:10.1016/j.ejmech.2014.10.042

Thiazolidone derivatives as inhibitors of chikungunya virus

Surender Singh Jadav, Barij Nayan Sinha, Rolf Hilgenfeld, Boris Pastorino, Xavier De Lamballerie^*, Venkatesan Jayaprakash

^*Corresponding author for this work

Institute of Biochemistry

64 Citations (Scopus)

Abstract

A series of arylalkylidene derivatives of 1,3-thiazolidin-4-one (1-20) were synthesized and tested for their antiviral activity against chikungunya virus (LR2006-OPY1) in Vero cell culture by CPE reduction assay. Five compounds (7-9, 16 and 19) were identified to have anti-ChikV activity at lower micro molar concentration. The compounds 7, 8, 9, 16 and 19 inhibited the virus at 0.42, 4.2, 3.6, 40.1 and 6.8 μM concentrations respectively. Molecular docking simulation has been carried out using the available X-ray crystal structure of the ChikV nsp2 protease, in order to elucidate the possible mechanism of action. Interaction of ligands with ChikV nsp2 protease (PDB Code: 3TRK) suggested the possible mechanism of protease inhibition to act as potent anti-ChikV agents.

Original language	English
Journal	European Journal of Medicinal Chemistry
Volume	89
Pages (from-to)	172-178
Number of pages	7
ISSN	0223-5234
DOIs	https://doi.org/10.1016/j.ejmech.2014.10.042
Publication status	Published - 01.01.2014

Funding

Authors gratefully acknowledge the financial support given by the Department of Biotechnology (DBT), Govt. of India , and the German Ministry of Education and Research/BMBF as New Indigo-Era net grant ( BT/IN/NewIndigo/14/DV/2010 dt . 4th Feb 2011). Work at Lübeck and Marseille was partly supported by the European Commission through its SILVER project (“Small-molecule Lead Compounds versus Neglected and Emerging RNA Viruses”, contract no. HEALTH-F3-2010-260644). We are also thankful to Institute of Life Sciences, Hyderabad, AP, India for providing spectral data. Appendix A

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title = "Thiazolidone derivatives as inhibitors of chikungunya virus",

abstract = "A series of arylalkylidene derivatives of 1,3-thiazolidin-4-one (1-20) were synthesized and tested for their antiviral activity against chikungunya virus (LR2006-OPY1) in Vero cell culture by CPE reduction assay. Five compounds (7-9, 16 and 19) were identified to have anti-ChikV activity at lower micro molar concentration. The compounds 7, 8, 9, 16 and 19 inhibited the virus at 0.42, 4.2, 3.6, 40.1 and 6.8 μM concentrations respectively. Molecular docking simulation has been carried out using the available X-ray crystal structure of the ChikV nsp2 protease, in order to elucidate the possible mechanism of action. Interaction of ligands with ChikV nsp2 protease (PDB Code: 3TRK) suggested the possible mechanism of protease inhibition to act as potent anti-ChikV agents.",

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AU - Jadav, Surender Singh

AU - Sinha, Barij Nayan

AU - Hilgenfeld, Rolf

AU - Pastorino, Boris

AU - De Lamballerie, Xavier

AU - Jayaprakash, Venkatesan

PY - 2014/1/1

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N2 - A series of arylalkylidene derivatives of 1,3-thiazolidin-4-one (1-20) were synthesized and tested for their antiviral activity against chikungunya virus (LR2006-OPY1) in Vero cell culture by CPE reduction assay. Five compounds (7-9, 16 and 19) were identified to have anti-ChikV activity at lower micro molar concentration. The compounds 7, 8, 9, 16 and 19 inhibited the virus at 0.42, 4.2, 3.6, 40.1 and 6.8 μM concentrations respectively. Molecular docking simulation has been carried out using the available X-ray crystal structure of the ChikV nsp2 protease, in order to elucidate the possible mechanism of action. Interaction of ligands with ChikV nsp2 protease (PDB Code: 3TRK) suggested the possible mechanism of protease inhibition to act as potent anti-ChikV agents.

AB - A series of arylalkylidene derivatives of 1,3-thiazolidin-4-one (1-20) were synthesized and tested for their antiviral activity against chikungunya virus (LR2006-OPY1) in Vero cell culture by CPE reduction assay. Five compounds (7-9, 16 and 19) were identified to have anti-ChikV activity at lower micro molar concentration. The compounds 7, 8, 9, 16 and 19 inhibited the virus at 0.42, 4.2, 3.6, 40.1 and 6.8 μM concentrations respectively. Molecular docking simulation has been carried out using the available X-ray crystal structure of the ChikV nsp2 protease, in order to elucidate the possible mechanism of action. Interaction of ligands with ChikV nsp2 protease (PDB Code: 3TRK) suggested the possible mechanism of protease inhibition to act as potent anti-ChikV agents.

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Thiazolidone derivatives as inhibitors of chikungunya virus

Abstract

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