title: Synthesis and pharmacological evaluation of sulfamide-based analogues of anandamide.
abstract: Arachidonyl and linoleyl sulfamide derivatives have been synthesized and their potential cannabimimetic properties evaluated in in vitro functional and binding assays. Replacement of the ethanolamide moiety of anandamide by -CH(2)NHSO(2)NH-R considerably reduces the CB1 receptor activity and only some of the compounds showed modest cannabinoid properties in binding assays. The new compounds were also tested as inhibitors of the FAAH enzyme but were inactive.
authors.affiliation: Instituto de Química Médica, CSIC, Juan de la Cierva 3, Madrid 28006, Spain.
authors.forename: Carolina
authors.initials: C
authors.lastname: Cano
authors.forename: Juan Antonio
authors.initials: JA
authors.lastname: Páez
authors.forename: Pilar
authors.initials: P
authors.lastname: Goya
authors.forename: Antonia
authors.initials: A
authors.lastname: Serrano
authors.forename: Javier
authors.initials: J
authors.lastname: Pavón
authors.forename: Fernando
authors.initials: F
authors.lastname: Rodríguez de Fonseca
authors.forename: Margarita
authors.initials: M
authors.lastname: Suardíaz
authors.forename: María Isabel
authors.initials: MI
authors.lastname: Martín
mesh_terms: D000581:Amidohydrolases / Q000037:antagonists & inhibitors; D000818:Animals; D001095:Arachidonic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D063385:Cannabinoid Receptor Modulators / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002478:Cells, Cultured; D063388:Endocannabinoids; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008297:Male; D015394:Molecular Structure; D053284:Polyunsaturated Alkamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D013449:Sulfonamides; D014649:Vas Deferens / Q000187:drug effects; D000099252:Fatty Acid Amide Hydrolases
chemical_list: D000581:Amidohydrolases; D001095:Arachidonic Acids; D063385:Cannabinoid Receptor Modulators; D063388:Endocannabinoids; D004791:Enzyme Inhibitors; D053284:Polyunsaturated Alkamides; D013449:Sulfonamides; D000099252:Fatty Acid Amide Hydrolases; C078814:anandamide