title: New 2-arylnaphthalenediols and triol inhibitors of HIV-1 integrase--discovery of a new polyhydroxylated antiviral agent.
abstract: A series of 13 hydroxylated 2-arylnaphthalenes have been synthesized and evaluated as HIV-1 integrase inhibitors. 7-(3,4,5-trihydroxyphenyl)naphthalene-1,2,3-triol 1c revealed chemical instability upon storage, leading to the isolation of a dimer 5c which was also tested. In the 2-arylnaphthalene series, all compounds were active against HIV-1 IN with IC50's within the 1-10 microM range, except for 1c and 5c which displayed submicromolar activity. Antiviral activity against HIV-1 replication was measured on 1b-c and 5c. Amongst the tested molecules, only 5c was found to present antiviral properties with a low cytotoxicity on two different cell lines.
authors.affiliation: Laboratoire de Chimie Organique et Macromoléculaire, UMR CNRS 8009, Université des Sciences et Technologies de Lille, 59655 Villeneuve d'Ascq, France.
authors.forename: Cédric
authors.initials: C
authors.lastname: Maurin
authors.forename: Cédric
authors.initials: C
authors.lastname: Lion
authors.forename: Fabrice
authors.initials: F
authors.lastname: Bailly
authors.forename: Nadia
authors.initials: N
authors.lastname: Touati
authors.forename: Hervé
authors.initials: H
authors.lastname: Vezin
authors.forename: Gladys
authors.initials: G
authors.lastname: Mbemba
authors.forename: Jean François
authors.initials: JF
authors.lastname: Mouscadet
authors.forename: Zeger
authors.initials: Z
authors.lastname: Debyser
authors.forename: Myriam
authors.initials: M
authors.lastname: Witvrouw
authors.forename: Philippe
authors.initials: P
authors.lastname: Cotelle
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D015658:HIV Infections / Q000188:drug therapy*; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015497:HIV-1 / Q000187:drug effects* / Q000201:enzymology; D006801:Humans; D009281:Naphthalenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D019380:Anti-HIV Agents; D019428:HIV Integrase Inhibitors; D009281:Naphthalenes