title: Antileishmanial activity of quinazoline derivatives: synthesis, docking screens, molecular dynamic simulations and electrochemical studies.
abstract: A series of quinazoline-2,4,6-triamine were synthesized and evaluated in vitro against Leishmania mexicana. Among them, N(6)-(ferrocenmethyl)quinazolin-2,4,6-triamine (H2) showed activity on promastigotes and intracellular amastigotes, as well as low cytotoxicity in mammalian cells. Docking and electrochemical studies showed the importance of both the ferrocene and the heterocyclic nucleus to the observed activity. H2 is readily oxidized electrochemically, indicating that the mechanism of action probably involves redox reactions.
authors.affiliation: Programa de Maestría y Doctorado en Ciencias Químicas, Universidad Nacional Autónoma de México, México, DF 04510, Mexico; Departamento de Farmacia, Universidad Nacional Autónoma de México, México, DF 04510, Mexico.
authors.forename: Cesar
authors.initials: C
authors.lastname: Mendoza-Martínez
authors.affiliation: Departamento de Infectología, Instituto Nacional de Perinatología, México, DF 11000, Mexico.
authors.forename: Norma
authors.initials: N
authors.lastname: Galindo-Sevilla
authors.affiliation: Escuela Superior de Medicina, Instituto Politécnico Nacional, México, DF 11340, Mexico.
authors.forename: José
authors.initials: J
authors.lastname: Correa-Basurto
authors.affiliation: Departamento de Química Inorgánica y Nuclear, Universidad Nacional Autónoma de México, México, DF 04510, Mexico.
authors.forename: Victor Manuel
authors.initials: VM
authors.lastname: Ugalde-Saldivar
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México, México, DF 04510, Mexico.
authors.forename: Rosa Georgina
authors.initials: RG
authors.lastname: Rodríguez-Delgado
authors.affiliation: Departamento de Infectología, Instituto Nacional de Perinatología, México, DF 11000, Mexico.
authors.forename: Jessica
authors.initials: J
authors.lastname: Hernández-Pineda
authors.affiliation: Laboratorio de Especialidades Inmunológicas S.A. de C.V., México, DF 07580, Mexico.
authors.forename: Cecilia
authors.initials: C
authors.lastname: Padierna-Mota
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México, México, DF 04510, Mexico.
authors.forename: Marcos
authors.initials: M
authors.lastname: Flores-Alamo
authors.affiliation: Departamento de Farmacia, Universidad Nacional Autónoma de México, México, DF 04510, Mexico. Electronic address: franher@unam.mx.
authors.forename: Francisco
authors.initials: F
authors.lastname: Hernández-Luis
mesh_terms: D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D055664:Electrochemical Techniques; D007894:Leishmania mexicana / Q000166:cytology / Q000187:drug effects*; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D008807:Mice, Inbred BALB C; D062105:Molecular Docking Simulation; D056004:Molecular Dynamics Simulation; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D012995:Solubility; D013329:Structure-Activity Relationship
chemical_list: D000981:Antiprotozoal Agents
keywords: Antiprotozoan activity; Leishmania mexicana; Quinazoline