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

^*Korrespondierende/r Autor/-in für diese Arbeit

Institut für Biochemie

65 Zitate (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.

Originalsprache	Englisch
Zeitschrift	European Journal of Medicinal Chemistry
Jahrgang	89
Seiten (von - bis)	172-178
Seitenumfang	7
ISSN	0223-5234
DOIs	https://doi.org/10.1016/j.ejmech.2014.10.042
Publikationsstatus	Veröffentlicht - 01.01.2014

Fördermittel

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

UN SDGs

Dieser Output leistet einen Beitrag zu folgendem(n) Ziel(en) für nachhaltige Entwicklung

SDG 3 – Gesundheit und Wohlergehen

Dokumente

10.1016/j.ejmech.2014.10.042

Weitere Links

Link to publication in Scopus

Zitieren

@article{9823ef71f3c44343bbc3784dd4206670,

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.",

author = "Jadav, \{Surender Singh\} and Sinha, \{Barij Nayan\} and Rolf Hilgenfeld and Boris Pastorino and \{De Lamballerie\}, Xavier and Venkatesan Jayaprakash",

year = "2014",

month = jan,

day = "1",

doi = "10.1016/j.ejmech.2014.10.042",

language = "English",

volume = "89",

pages = "172--178",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "Elsevier Masson s.r.l.",

}

TY - JOUR

T1 - Thiazolidone derivatives as inhibitors of chikungunya virus

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

Y1 - 2014/1/1

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.

UR - https://www.scopus.com/pages/publications/84908447953

U2 - 10.1016/j.ejmech.2014.10.042

DO - 10.1016/j.ejmech.2014.10.042

M3 - Journal articles

C2 - 25462237

AN - SCOPUS:84908447953

SN - 0223-5234

VL - 89

SP - 172

EP - 178

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

ER -

Thiazolidone derivatives as inhibitors of chikungunya virus

Abstract

Fördermittel

UN SDGs

Dokumente

Weitere Links

Fingerprint

Zitieren