title: Azide-enolate 1,3-dipolar cycloaddition in the synthesis of novel triazole-based miconazole analogues as promising antifungal agents.
abstract: Seven miconazole analogs involving 1,4,5-tri and 1,5-disubstituted triazole moieties were synthesized by azide-enolate 1,3-dipolar cycloaddition. The antifungal activity of these compounds was evaluated in vitro against four filamentous fungi, including Aspergillus fumigatus, Trichosporon cutaneum, Rhizopus oryzae, and Mucor hiemalis as well as three species of Candida spp. as yeast specimens. These pre-clinical studies suggest that compounds 4b, 4d and 7b can be considered as drug candidates for future complementary biological studies due to their good/excellent antifungal activities.
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: María G
authors.initials: MG
authors.lastname: Mejía-Dionicio
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: Marco A
authors.initials: MA
authors.lastname: Morales-Reza
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 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: 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: Eduardo
authors.initials: E
authors.lastname: Díaz-Torres
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 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 / Q000737:chemistry* / Q000494:pharmacology*; D001232:Aspergillus fumigatus / Q000187:drug effects; D001386:Azides / Q000138:chemical synthesis / Q000737:chemistry; D002175:Candida / Q000187:drug effects; D061565:Cycloaddition Reaction; D005658:Fungi / Q000187:drug effects*; D006801:Humans; D008825:Miconazole / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D009181:Mycoses / Q000188:drug therapy; D012233:Rhizopus / Q000187:drug effects; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000935:Antifungal Agents; D001386:Azides; D014230:Triazoles; D008825:Miconazole
keywords: 1,2,3-Triazole derivatives; Antifungal activity; Azide-enolate cycloaddition; Miconazole analogs