Synthesis, characterization, cytotoxic and antitubercular activities of new gold(I) and gold(III) complexes containing ligands derived from carbohydrates

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...

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Veröffentlicht in:Biometals 2015-10, Vol.28 (5), p.845-860
Hauptverfasser: Chaves, Joana Darc Souza, Damasceno, Jaqueline Lopes, Paula, Marcela Cristina Ferreira, de Oliveira, Pollyanna Francielli, Azevedo, Gustavo Chevitarese, Matos, Renato Camargo, Lourenço, Maria Cristina S., Tavares, Denise Crispim, Silva, Heveline, Fontes, Ana Paula Soares, de Almeida, Mauro Vieira
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Sprache:eng
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Zusammenfassung: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 (MIC 90 ) 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.
ISSN:0966-0844
1572-8773
DOI:10.1007/s10534-015-9870-8