title: Synthesis, characterization, cytotoxic and antitubercular activities of new gold(I) and gold(III) complexes containing ligands derived from carbohydrates.
abstract: Novel gold(I) and gold(III) complexes containing derivatives of D-galactose, D-ribose and D-glucono-1,5-lactone as ligands were synthesized and characterized by IR, (1)H, and (13)C NMR, high resolution mass spectra and cyclic voltammetry. The compounds were evaluated in vitro for their cytotoxicity against three types of tumor cells: cervical carcinoma (HeLa) breast adenocarcinoma (MCF-7) and glioblastoma (MO59J) and one non-tumor cell line: human lung fibroblasts (GM07492A). Their antitubercular activity was evaluated as well expressed as the minimum inhibitory concentration (MIC90) in μg/mL. In general, the gold(I) complexes were more active than gold(III) complexes, for example, the gold(I) complex (1) was about 8.8 times and 7.6 times more cytotoxic than gold(III) complex (8) in MO59J and MCF-7 cells, respectively. Ribose and alkyl phosphine derivative complexes were more active than galactose and aryl phosphine complexes. The presence of a thiazolidine ring did not improve the cytotoxicity. The study of the cytotoxic activity revealed effective antitumor activities for the gold(I) complexes, being more active than cisplatin in all the tested tumor cell lines. Gold(I) compounds (1), (2), (3), (4) and (6) exhibited relevant antitubercular activity even when compared with first line drugs such as rifampicin.
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Juiz de Fora, MG, 36036-330, Brazil.
authors.forename: Joana Darc Souza
authors.initials: JD
authors.lastname: Chaves
authors.affiliation: Departamento de Pesquisas com Produtos Naturais, Universidade de Franca, Franca, SP, 14406-600, Brazil.
authors.forename: Jaqueline Lopes
authors.initials: JL
authors.lastname: Damasceno
authors.affiliation: Departamento de Pesquisas com Produtos Naturais, Universidade de Franca, Franca, SP, 14406-600, Brazil.
authors.forename: Marcela Cristina Ferreira
authors.initials: MC
authors.lastname: Paula
authors.affiliation: Departamento de Pesquisas com Produtos Naturais, Universidade de Franca, Franca, SP, 14406-600, Brazil.
authors.forename: Pollyanna Francielli
authors.initials: PF
authors.lastname: de Oliveira
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Juiz de Fora, MG, 36036-330, Brazil.
authors.forename: Gustavo Chevitarese
authors.initials: GC
authors.lastname: Azevedo
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Juiz de Fora, MG, 36036-330, Brazil.
authors.forename: Renato Camargo
authors.initials: RC
authors.lastname: Matos
authors.affiliation: Instituto de Tecnologia em Fármacos-Far Manguinhos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ, 21041-250, Brazil.
authors.forename: Maria Cristina S
authors.initials: MC
authors.lastname: Lourenço
authors.affiliation: Departamento de Pesquisas com Produtos Naturais, Universidade de Franca, Franca, SP, 14406-600, Brazil.
authors.forename: Denise Crispim
authors.initials: DC
authors.lastname: Tavares
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Juiz de Fora, MG, 36036-330, Brazil.
authors.forename: Heveline
authors.initials: H
authors.lastname: Silva
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Juiz de Fora, MG, 36036-330, Brazil.
authors.forename: Ana Paula Soares
authors.initials: AP
authors.lastname: Fontes
authors.affiliation: Departamento de Química, ICE, Universidade Federal de Juiz de Fora, Juiz de Fora, MG, 36036-330, Brazil. mauro.almeida@ufjf.edu.br.
authors.forename: Mauro Vieira
authors.identifier: http://orcid.org/0000-0003-1112-0801
authors.initials: MV
authors.lastname: de Almeida
mesh_terms: D002241:Carbohydrates / Q000008:administration & dosage / Q000138:chemical synthesis / Q000737:chemistry*; D049109:Cell Proliferation / Q000187:drug effects*; D002945:Cisplatin / Q000008:administration & dosage; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D005347:Fibroblasts / Q000187:drug effects / Q000473:pathology; D006046:Gold / Q000008:administration & dosage / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D008024:Ligands; D008168:Lung / Q000187:drug effects / Q000473:pathology; D061986:MCF-7 Cells; D009682:Magnetic Resonance Spectroscopy; D012293:Rifampin / Q000008:administration & dosage; D013329:Structure-Activity Relationship
chemical_list: D002241:Carbohydrates; D056831:Coordination Complexes; D008024:Ligands; D006046:Gold; D002945:Cisplatin; D012293:Rifampin
keywords: Antitubercular activity; Carbohydrates; Cytotoxic activity; Gold complexes