Synthesis and antiviral activity of camphor-based 1,3-thiazolidin-4-one and thiazole derivatives as Orthopoxvirus-reproduction inhibitors

Synthesis and antiviral activity of camphor-based 1,3-thiazolidin-4-one and thiazole derivatives as Orthopoxvirus-reproduction inhibitors Full article

Journal

MedChemComm
ISSN: 2040-2503 , E-ISSN: 2040-2511

Output data

Year: 2018, Volume: 9, Number: 10, Pages: 1746-1753 Pages count : 8 DOI: 10.1039/c8md00347e

Authors

Sokolova Anastasiya S. ¹ , Yarovaya Olga I. ^1,2 , Bormotov Nikolay I. ³ , Shishkina Larisa N. ³ , Salakhutdinov Nariman F. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Novosibirsk Inst Organ Chem, Siberian Branch, Lavrentjev Ave 9, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Pirogova St 2, Novosibirsk 630090, Russia
3	(Данные Web of science) State Res Ctr Virol & Biotechnol VECTOR, Koltsov 630559, Novosibirsk Reg, Russia

The Orthopoxvirus genus belongs to the Poxviridae family and includes variola virus (smallpox), cowpox virus, monkeypox virus and vaccinia virus (VV). Smallpox is considered one of the great epidemic disease scourges in human history. It has currently been eradicated; however, it remains a considerable threat as a biowarfare or bioterrorist weapon. The poxvirus, VV, serves as a model virus from which new antiviral therapies against Orthopoxviruses can be identified. Here, a series of nitrogen-sulphur containing heterocycles such as 1,3-thiazolidin-4-one and thiazoles containing a 1,7,7-trimethylbicyclo[2.2.1]heptan scaffold were synthesized and screened for their antiviral activity. The bioassay results showed that the 4b, 4c and 4e thiazoles, which contained a substituted benzene ring, were able to inhibit VV reproduction with IC50 values in the 2.4-3.7 micromolar range whilst exhibiting moderate cytotoxicity. Among the thiazolidin-4-one derivatives, compound 8b, which contained a 4-methylbenzylidene group, displayed good inhibitory activity (IC50 = 9.5 M) and moderate toxicity.

Sokolova A.S. , Yarovaya O.I. , Bormotov N.I. , Shishkina L.N. , Salakhutdinov N.F.
Synthesis and antiviral activity of camphor-based 1,3-thiazolidin-4-one and thiazole derivatives as Orthopoxvirus-reproduction inhibitors

MedChemComm. 2018. V.9. N10. P.1746-1753. DOI: 10.1039/c8md00347e WOS Scopus РИНЦ

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