title: Synthesis and antifungal properties of N-[(1,1'-biphenyl)-4-ylmethyl]-1H-imidazol-1-amine derivatives.
abstract: In the course of a study on 1H-imidazol-1-amine derivatives as antifungal agents, we found that N-[(1,1'-biphenyl)-4-ylmethyl]-N-[(2,4-dichlorophenyl)methyl]-1H-imidazol-1-amine (1a) exhibited promising activities. In order to explore more in detail the structure-activity relationship of this new class of antifungal agents, we report now the synthesis and the biological activity of new analogues (1b-k) of compound 1a. The synthesis was performed using N-[(1,1'-biphenyl)-4-ylmethyl]-1H-imidazol-1-amine as starting material which was reacted with the proper arylmethyl halide. Most of the newly synthesized imidazolamines exhibited both fungal growth inhibition activity and cellular selectivity.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Trieste, P.le Europa 1, 34127 Trieste, Italy.
authors.forename: Maria Giovanna
authors.initials: MG
authors.lastname: Setzu
authors.forename: Giorgio
authors.initials: G
authors.lastname: Stefancich
authors.forename: Paolo
authors.initials: P
authors.lastname: La Colla
authors.forename: Sabrina
authors.initials: S
authors.lastname: Castellano
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D001713:Biphenyl Compounds / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D008826:Microbial Sensitivity Tests; D003904:Mitosporic Fungi / Q000187:drug effects
chemical_list: D000935:Antifungal Agents; D001713:Biphenyl Compounds; D007093:Imidazoles; C476015:N-((1,1'-biphenyl)-4-ylmethyl)-1H-imidazol-1-amine