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Halophenyl furanopyrimidines as potent and selective anti-VZV agents

McGuigan, Christopher, Jukes, Alison, Blewett, Sally Ann, Barucki, H., Erichsen, Jonathan Thor, Andrei, G., Snoeck, R., De Clercq, E. and Balzarini, J. 2003. Halophenyl furanopyrimidines as potent and selective anti-VZV agents. Antiviral Chemistry & Chemotherapy 14 (3) , pp. 165-170.

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Bicyclic furano pyrimidines have been previously reported by us to be highly potent and selective inhibitors of varicella zoster virus (VZV). p-Alkyl phenyl analogues are particularly potent with EC50 values below 1nM. In this article we report the synthesis and anti-VZV activity of a series of halophenyl analogues, with variation in the nature (F, Cl, Br) and location (o, m, p) of the halogen substituent. The compounds show a range of activities from ca. 10 nM to >50 μM. In most cases, ortho substitution leads to greatest activity, meta substitution is in general poor, and the effect of psubstitution shows a marked dependence on the halogen atom. The p-fluorophenyl compound is unique amongst compounds of this class in being inactive as an antiviral. The possible origins of these marked SARs are discussed.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Pharmacy
Optometry and Vision Sciences
Systems Immunity Research Institute (SIURI)
Subjects: R Medicine > RM Therapeutics. Pharmacology
Uncontrolled Keywords: VZV, bicyclic furano pyrimidines, SARs
Publisher: International Medical Press
ISSN: 0956-3202
Last Modified: 05 Feb 2020 20:37

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