title: Synthesis, biological evaluation, and docking studies of N-substituted acetamidines as selective inhibitors of inducible nitric oxide synthase.
abstract: New acetamidines structurally related to N-(3-(aminomethyl)benzyl)acetamidine (1, W1400) were designed as inhibitors of inducible nitric oxide synthase (iNOS). Six compounds were found to be selective for iNOS over endothelial nitric oxide synthase (eNOS), and among them, the most active and selective compound was the N-benzylacetamidine 2. A docking study was also performed to shed light on the effects of the structural modifications on the interaction of the designed inhibitors with the NOS.
authors.affiliation: Dipartimento di Scienze del Farmaco, Universita G. d'Annunzio, Chieti, Italy.
authors.forename: Cristina
authors.initials: C
authors.lastname: Maccallini
authors.forename: Antonia
authors.initials: A
authors.lastname: Patruno
authors.forename: Neva
authors.initials: N
authors.lastname: Besker
authors.forename: Jamila Isabella
authors.initials: JI
authors.lastname: Alì
authors.forename: Alessandra
authors.initials: A
authors.lastname: Ammazzalorso
authors.forename: Barbara
authors.initials: B
authors.lastname: De Filippis
authors.forename: Sara
authors.initials: S
authors.lastname: Franceschelli
authors.forename: Letizia
authors.initials: L
authors.lastname: Giampietro
authors.forename: Mirko
authors.initials: M
authors.lastname: Pesce
authors.forename: Marcella
authors.initials: M
authors.lastname: Reale
authors.forename: Maria L
authors.initials: ML
authors.lastname: Tricca
authors.forename: Nazzareno
authors.initials: N
authors.lastname: Re
authors.forename: Mario
authors.initials: M
authors.lastname: Felaco
authors.forename: Rosa
authors.initials: R
authors.lastname: Amoroso
mesh_terms: D000578:Amidines / Q000138:chemical synthesis* / Q000737:chemistry; D001596:Benzylamines / Q000138:chemical synthesis* / Q000737:chemistry; D001665:Binding Sites; D008958:Models, Molecular; D052247:Nitric Oxide Synthase Type II / Q000037:antagonists & inhibitors*; D011485:Protein Binding; D013329:Structure-Activity Relationship
chemical_list: C550369:1-(benzylamino)ethaniminium; D000578:Amidines; D001596:Benzylamines; D052247:Nitric Oxide Synthase Type II