title: A facile synthesis of novel miconazole analogues and the evaluation of their antifungal activity.
abstract: Four novel miconazole analogues (8-11) were synthetized and evaluated for activity against four filamentous fungi (Mucor hiemalis, Aspergillus fumigatus, Trichosporon cutaneum, and Rhizopus oryzae) and eight species of Candida as yeast specimens. Compounds 9 and 10 showed very good activity when evaluated in yeast (MIC 0.112 and 0.163 μg/mL) compared to the reference compound, itraconazole (MIC 0.067 μg/mL). The best antifungal activity in filamentous strains was shown by compound 9. Hence compounds 9 and 10 represent new leads for further pharmacomodulation in this series.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad Autónoma del Estado de México, Paseo Colón/Paseo Tollocan s/n, Toluca, Estado de México 50120, Mexico.
authors.forename: Alejandra
authors.initials: A
authors.lastname: Ramírez-Villalva
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad Autónoma del Estado de México, Paseo Colón/Paseo Tollocan s/n, Toluca, Estado de México 50120, Mexico. Electronic address: qfb_dgonzalez@yahoo.com.mx.
authors.forename: Davir
authors.initials: D
authors.lastname: González-Calderón
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad Autónoma del Estado de México, Paseo Colón/Paseo Tollocan s/n, Toluca, Estado de México 50120, Mexico.
authors.forename: Carlos
authors.initials: C
authors.lastname: González-Romero
authors.affiliation: Departamento de Microbiología, Facultad de Química, Universidad Autónoma del Estado de México, Paseo Colón/Paseo Tollocan s/n, Toluca, Estado de México 50120, Mexico.
authors.forename: Macario
authors.initials: M
authors.lastname: Morales-Rodríguez
authors.affiliation: Departamento de Microbiología, Facultad de Química, Universidad Autónoma del Estado de México, Paseo Colón/Paseo Tollocan s/n, Toluca, Estado de México 50120, Mexico.
authors.forename: Bertha
authors.initials: B
authors.lastname: Jauregui-Rodríguez
authors.affiliation: Centro Conjunto de Investigación en Química Sustentable UAEM-UNAM, Carretera Toluca-Atlacomulco Km 14.5, Toluca, Estado de México 50200, Mexico.
authors.forename: Erick
authors.initials: E
authors.lastname: Cuevas-Yáñez
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad Autónoma del Estado de México, Paseo Colón/Paseo Tollocan s/n, Toluca, Estado de México 50120, Mexico. Electronic address: mpagfuentesb@uaemex.mx.
authors.forename: Aydeé
authors.initials: A
authors.lastname: Fuentes-Benítes
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001565:Benzoates / Q000138:chemical synthesis* / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D005658:Fungi / Q000187:drug effects*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D000432:Methanol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D008825:Miconazole / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D009181:Mycoses / Q000188:drug therapy* / Q000382:microbiology
chemical_list: C000605577:(4-((1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethoxy)methyl)phenyl)methanol; D000935:Antifungal Agents; D001565:Benzoates; D007093:Imidazoles; C000605576:methyl 4-((1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethoxy)methyl)benzoate; D008825:Miconazole; D000432:Methanol
keywords: Antifungal activity; Miconazole derivatives; Minimum inhibitory concentration