Synthesis and antifungal activities of new fluconazole analogues with azaheterocycle moiety.
A series of fluconazole analogues 5-20 incorporating azaindole and indole moieties were prepared using oxirane intermediates synthesized under microwave irradiation. All of the compounds were evaluated in vitro against two clinically important fungi, Candida albicans and Aspergillus fumigatus. Four derivatives 6, 13, 14 and 18 exerted high antifungal activity against C. albicans with MIC(80) values 3- to 28-fold lower than that of fluconazole.
Lebouvier
Nicolas
N
Nantes University, Nantes Atlantique Universities, Pharmacochemistry Department, BioCiT UPRES EA 1155, Faculty of Pharmacy, Nantes, France.
Pagniez
Fabrice
F
Duflos
Muriel
M
Le Pape
Patrice
P
Na
Young Min
YM
Le Baut
Guillaume
G
Le Borgne
Marc
M
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D001232:Aspergillus fumigatus / Q000378:metabolism; D002176:Candida albicans / Q000378:metabolism; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D025141:Drug Resistance, Fungal; D015725:Fluconazole / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D013997:Time Factors; D014230:Triazoles / Q000737:chemistry
D000935:Antifungal Agents; D014230:Triazoles; D015725:Fluconazole