Design, synthesis, and evaluation of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as antifungal agents.
A series of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols 6a-c, 7a-c, 8a, and 9a were prepared in five steps and evaluated for their antifungal activity. The most active compound 7b was docked into a home-made 3D model of the targeted enzyme confirming the importance of Tyr118, His377, and Ser378 residues in its binding mode.
Giraud
Francis
F
Université de Nantes, Nantes Atlantique Universités, Département de Pharmacochimie, Biomolécules et Cibles Thérapeutiques, BioCiT-EA 1155, UFR de Sciences Pharmaceutiques, 1 rue Gaston Veil, Nantes, F-44035 Cedex 1, France.
Logé
Cédric
C
Pagniez
Fabrice
F
Crepin
Damien
D
Le Pape
Patrice
P
Le Borgne
Marc
M
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001232:Aspergillus fumigatus / Q000187:drug effects*; D002176:Candida albicans / Q000187:drug effects*; D015195:Drug Design; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D020005:Propanols / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000935:Antifungal Agents; D020005:Propanols