title: Structure-activity relationship in the 3-iodo-4-phenoxypyridinone (IOPY) series: The nature of the C-3 substituent on anti-HIV activity.
abstract: As part of a systematic SAR study on the 3-iodo-4-phenoxypyridinone 3 (IOPY) type non-nucleoside reverse transcriptase inhibitors, the analogues 4a-4z bearing different C-3 substituents were synthesized and evaluated for their anti-HIV activity against wild-type HIV-1 and four of the principal HIV mutant strains (K103N, Y181C, Y188L, and I100L). The results show that the 3-vinyl analogue 4j is the only compound which displays anti-HIV activity comparable to IOPY 3, and in this respect represents a possible back-up to this lead molecule.
authors.affiliation: UMR 176 CNRS-Institut Curie, Laboratoire de Pharmacochimie, Section de Recherche, Batiment 110, Centre Universitaire, 91405 Orsay, France. Abdellah.Benjahad@curie.u-psud.fr
authors.forename: Abdellah
authors.initials: A
authors.lastname: Benjahad
authors.forename: Said
authors.initials: S
authors.lastname: Oumouch
authors.forename: Jerôme
authors.initials: J
authors.lastname: Guillemont
authors.forename: Elisabeth
authors.initials: E
authors.lastname: Pasquier
authors.forename: Dominique
authors.initials: D
authors.lastname: Mabire
authors.forename: Koen
authors.initials: K
authors.lastname: Andries
authors.forename: Chi Hung
authors.initials: CH
authors.lastname: Nguyen
authors.forename: David S
authors.initials: DS
authors.lastname: Grierson
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D015497:HIV-1 / Q000187:drug effects / Q000235:genetics; D006801:Humans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011728:Pyridones / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D019380:Anti-HIV Agents; D007202:Indicators and Reagents; D011728:Pyridones