title: Regioselective synthesis of 6-substituted-2-amino-5-bromo-4(3H)-pyrimidinones and evaluation of their antiviral activity.
abstract: A series of 2-amino-5-bromo-4(3H)-pyrimidinone derivatives bearing different substituents at the C-6 position were synthesized using a highly regioselective lithiation-substitution protocol, and the effect of structural variation at the C-6 position on their antiviral activity in cell culture was evaluated. Although some of the derivatives were found to be active against various virus strains, they were effective only close to their toxicity threshold.
authors.affiliation: Department of Chemistry, UGC-Centre of Advance Study-I, Guru Nanak Dev University, Amritsar 143005, India. Electronic address: kamaljit19in@yahoo.co.in.
authors.forename: Kamaljit
authors.initials: K
authors.lastname: Singh
authors.forename: Kawaljit
authors.initials: K
authors.lastname: Singh
authors.forename: Jan
authors.initials: J
authors.lastname: Balzarini
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002478:Cells, Cultured; D002522:Chlorocebus aethiops; D004285:Dogs; D004305:Dose-Response Relationship, Drug; D006367:HeLa Cells; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011744:Pyrimidinones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014709:Vero Cells; D014780:Viruses / Q000187:drug effects*
chemical_list: C587515:2-amino-5-bromo-4(3H)-pyrimidinone; D000998:Antiviral Agents; D011744:Pyrimidinones
keywords: Antiviral; Cytotoxicity; Interferon inducers; Lithiation; Pyrimidinone; Regioselectivity
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