title: Imidazole analogues of fluoxetine, a novel class of anti-Candida agents.
abstract: Imidazole analogues of fluoxetine have been obtained by replacing the methylamino terminus of aminopropane chain with the imidazole ring. The newly designed imidazoles showed potent anti-Candida activity, superior to those of miconazole and other antifungal agents of clinical interest. 1-(4-Chlorophenyl)-1-(2,4-dichlorophenoxy)-3-(1H-imidazol-1-yl)propane (16), the most active among test imidazoles, was about 2-fold more active and as much less cytotoxic than miconazole. High increase of activity was observed with methyl, nitro, fluorine, and chlorine (Cl > F > CH(3) > NO(2) > CF(3)).
authors.affiliation: Istituto Pasteur - Fondazione Cenci Bolognetti, Dipartimento di Studi Farmaceutici, Università degli Studi di Roma La Sapienza, P.le A. Moro 5, I-00185 Roma, Italy. romano.silvestri@uniroma1.it
authors.forename: Romano
authors.initials: R
authors.lastname: Silvestri
authors.forename: Marino
authors.initials: M
authors.lastname: Artico
authors.forename: Giuseppe
authors.initials: G
authors.lastname: La Regina
authors.forename: Alessandra
authors.initials: A
authors.lastname: Di Pasquali
authors.forename: Gabriella
authors.initials: G
authors.lastname: De Martino
authors.forename: Felicia Diodata
authors.initials: FD
authors.lastname: D'Auria
authors.forename: Lucia
authors.initials: L
authors.lastname: Nencioni
authors.forename: Anna Teresa
authors.initials: AT
authors.lastname: Palamara
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D005473:Fluoxetine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
chemical_list: D000935:Antifungal Agents; D007093:Imidazoles; D005473:Fluoxetine