title: Synthesis and antifungal activities of new fluconazole analogues with azaheterocycle moiety.
abstract: 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.
authors.affiliation: Nantes University, Nantes Atlantique Universities, Pharmacochemistry Department, BioCiT UPRES EA 1155, Faculty of Pharmacy, Nantes, France.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Lebouvier
authors.forename: Fabrice
authors.initials: F
authors.lastname: Pagniez
authors.forename: Muriel
authors.initials: M
authors.lastname: Duflos
authors.forename: Patrice
authors.initials: P
authors.lastname: Le Pape
authors.forename: Young Min
authors.initials: YM
authors.lastname: Na
authors.forename: Guillaume
authors.initials: G
authors.lastname: Le Baut
authors.forename: Marc
authors.initials: M
authors.lastname: Le Borgne
mesh_terms: 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
chemical_list: D000935:Antifungal Agents; D014230:Triazoles; D015725:Fluconazole