title: Pyridine-derived thiosemicarbazones and their tin(IV) complexes with antifungal activity against Candida spp.
abstract: [(n-Bu)Sn(2Ac4oClPh)Cl2] (1), [(n-Bu)Sn(2Ac4oFPh)Cl2] (2), [(n-Bu)Sn(2Ac4oNO2Ph)Cl2] (3), [(n-Bu)Sn(2Bz4oClPh)Cl2] (4), [(n-Bu)Sn(2Bz4oFPh)Cl2] (5) and [(n-Bu)Sn(2Bz4oNO2Ph)Cl2] (6) were obtained by reacting [(n-Bu)SnCl3] with 2-acetylpyridine-N4-orthochlorophenyl thiosemicarbazone (H2Ac4oClPh), 2-acetylpyridine-N4-orthofluorphenyl thiosemicarbazone (H2Ac4oFPh), 2-acetylpyridine-N4-orthonitrophenyl thiosemicarbazone (H2Ac4oNO2Ph), and with the corresponding 2-benzoylpyridine-derived thiosemicarbazones (H2Bz4oClPh, H2ABz4oFPh and H2Bz4oNO2Ph). The antifungal activity of the studied compounds was evaluated against several Candida species. Upon coordination of H2Bz4oNO2Ph to tin in complex (6) the antifungal activity increased three times against Candida albicans and Candida krusei and six times against Candida glabrata and Candida parapsilosis. The minimum inhibitory concentration (MIC) values of H2Ac4oNO2Ph and its complex (3) against C. albicans, C. parapsilosis and C. glabrata are similar to that of fluconazole. All studied compounds were more active than fluconazole against C. krusei.
authors.affiliation: Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, 31270-901 Belo Horizonte, MG, Brazil.
authors.forename: Gabrieli L
authors.initials: GL
authors.lastname: Parrilha
authors.forename: Jeferson G
authors.initials: JG
authors.lastname: da Silva
authors.forename: Ludmila F
authors.initials: LF
authors.lastname: Gouveia
authors.forename: Alan K
authors.initials: AK
authors.lastname: Gasparoto
authors.forename: Roberta P
authors.initials: RP
authors.lastname: Dias
authors.forename: Willian R
authors.initials: WR
authors.lastname: Rocha
authors.forename: Daniel A
authors.initials: DA
authors.lastname: Santos
authors.forename: Nivaldo L
authors.initials: NL
authors.lastname: Speziali
authors.forename: Heloisa
authors.initials: H
authors.lastname: Beraldo
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002175:Candida / Q000187:drug effects*; D018360:Crystallography, X-Ray; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013882:Thiosemicarbazones / Q000737:chemistry*; D014001:Tin / Q000737:chemistry*
chemical_list: D000935:Antifungal Agents; D009942:Organometallic Compounds; D011725:Pyridines; D013882:Thiosemicarbazones; D014001:Tin; C023666:pyridine