Synthesis and antifungal properties of N-[(1,1'-biphenyl)-4-ylmethyl]-1H-imidazol-1-amine derivatives.
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.
Setzu
Maria Giovanna
MG
Dipartimento di Scienze Farmaceutiche, Università di Trieste, P.le Europa 1, 34127 Trieste, Italy.
Stefancich
Giorgio
G
La Colla
Paolo
P
Castellano
Sabrina
S
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
D000935:Antifungal Agents; D001713:Biphenyl Compounds; D007093:Imidazoles; C476015:N-((1,1'-biphenyl)-4-ylmethyl)-1H-imidazol-1-amine