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Synthesis of novel 2’-methyl carbovir analogues as potent antiviral agents

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Abstract

In this study, the synthesis procedures of 2’-branched carbovir analogues were accomplished. The introduction of a methyl group in the requisite 2’-position was carried out by the addition of a carbonyl using isopropenyl magnesium bromide. The desired compound, cyclopentenol 10(β), was synthesizedvia ring-closing metathesis using a second-generation Grubbs’ catalyst. The nucleosidic bases (adenine, cytosine, thymine, uracil, 5-fluorouracil and 5-iodouracil) were efficiently coupled using a Pd (0) catalyst. When the synthesized compounds were examined for their activity against several viruses, including HIV-1, HSV-1, HSV-2 and HCMV, the 5-iodouracil analogue, 23, exhibited significant anti-HCMV activity.

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Correspondence to Joon Hee Hong.

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Hong, J.H. Synthesis of novel 2’-methyl carbovir analogues as potent antiviral agents. Arch Pharm Res 30, 131–137 (2007). https://doi.org/10.1007/BF02977684

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  • DOI: https://doi.org/10.1007/BF02977684

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