title: Benzofuranones as potential antinociceptive agents: structure-activity relationships.
abstract: This work evaluates the antinociceptive properties of benzofuranones using chemically induced models of pain and the hot plate test. All the compounds exhibited significant antinociceptive activity, with 3-[2-(4-chlorophenyl)-2-oxoetil]-2-benzofuran-1(3H)-one (3d) being the most active. According to the application of the Topliss method, the 2π-π(2) parameter was the preponderant one, indicating that the hydrophobicity (π) seems to be more involved in the antinociceptive activity. Based on the table of other possible substituents proposed by Topliss, three derived from compound 3d were tested. 3-[2-(3-methoxyphenyl)-2-oxoetil]-2-benzofuran-1(3H)-one (3g) showed greater antinociceptive activity with better pharmacokinetic properties predicted. These results show the efficiency of the Topliss Method as a research tool for the discovery of potential candidate molecules for a new antinociceptive drug.
authors.affiliation: Núcleo de Investigações Químico-Farmacêuticas (NIQFAR)/CCS, Universidade do Vale do Itajaí-UNIVALI, Caixa Postal 360, CEP 88.302-202 Itajaí, Santa Catarina, Brazil.
authors.forename: Cleiton José
authors.initials: CJ
authors.lastname: Gonçalves
authors.forename: Andrey Sávio
authors.initials: AS
authors.lastname: Lenoir
authors.forename: Pâmela
authors.initials: P
authors.lastname: Padaratz
authors.forename: Rogério
authors.initials: R
authors.lastname: Corrêa
authors.forename: Rivaldo
authors.initials: R
authors.lastname: Niero
authors.forename: Valdir
authors.initials: V
authors.lastname: Cechinel-Filho
authors.forename: Fátima de
authors.initials: Fd
authors.lastname: Campos Buzzi
mesh_terms: D000700:Analgesics / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use*; D000818:Animals; D001522:Behavior, Animal / Q000187:drug effects*; D001572:Benzofurans / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use*; D004305:Dose-Response Relationship, Drug; D008297:Male; D051379:Mice; D015394:Molecular Structure; D010146:Pain / Q000139:chemically induced / Q000188:drug therapy*; D010147:Pain Measurement; D013329:Structure-Activity Relationship
chemical_list: D000700:Analgesics; D001572:Benzofurans