Novel imidazo[1,2-c]pyrimidine base-modified nucleosides: synthesis and antiviral evaluation

Kifli, Nurolaini ORCID: https://orcid.org/0000-0002-8817-7956, De Clercq, Erik, Balzarini, J. and Simons, Claire ORCID: https://orcid.org/0000-0002-9487-1100 2004. Novel imidazo[1,2-c]pyrimidine base-modified nucleosides: synthesis and antiviral evaluation. Bioorganic & Medicinal Chemistry 12 (15) , pp. 4245-4252. 10.1016/j.bmc.2004.05.017

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Abstract

The preparation of a series of novel 6-(β-D-ribofuranosyl)-2-alkyl/aryl-6H-imidazo[1,2-c]pyrimidin-5-one nucleosides and the 2-nitrile nucleosides, 6-(β-D-ribofuranosyl)-5-oxo-5,6-dihydro-imidazo[1,2-c]pyrimidine-2-carbonitrile and 2R and 2S isomers of 6-(β-D-ribofuranosyl)-5-oxo-2,3,5,6-tetrahydro-imidazo[1,2-c]pyrimidine-2-carbonitrile, is described using two synthetic approaches. The nucleoside mimetics described were evaluated against a wide range of viral types and strains in cell culture. With the exception of one nucleoside, which displayed anti-CMV activity at toxic concentrations, none of the compounds showed antiviral activity most likely due to a lack of substrate recognition by viral and/or cellular nucleoside kinases.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Pharmacy
Subjects:	R Medicine > RS Pharmacy and materia medica
Uncontrolled Keywords:	Imidazo[1,2-c]pyrimidine-5-one; Imidazo[1,2-c]pyrimidine-2-carbonitrile; Base-modified nucleosides; Antiviral activity
Last Modified:	19 Oct 2022 09:03
URI:	https://orca.cardiff.ac.uk/id/eprint/19826

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