| Author | Espinosa, Andres Villasenor | |
| Author | Costa, Danilo de Souza | |
| Author | Tunes, Luiza Guimarães | |
| Author | Monte Neto, Rubens Lima do | |
| Author | Grazul, Richard Michael | |
| Author | Almeida, Mauro Vieira de | |
| Author | Silva, Heveline | |
| Access date | 2020-08-10T13:28:33Z | |
| Available date | 2020-08-10T13:28:33Z | |
| Document date | 2020 | |
| Citation | ESPINOSA, Andres Villasenor et al. Anticancer and antileishmanial in vitro activity of gold(I) complexes with 1,3,4-oxadiazole-2(3H)-thione ligands derived from delta-D-gluconolactone. Chemical Biology & Drug Design, p. 1-10, 2020. | pt_BR |
| ISSN | 1747-0285 | pt_BR |
| URI | https://www.arca.fiocruz.br/handle/icict/42609 | |
| Language | eng | pt_BR |
| Publisher | John Wiley & Sons | pt_BR |
| Rights | restricted access | pt_BR |
| Title | Anticancer and antileishmanial in vitro activity of gold(I) complexes with 1,3,4-oxadiazole-2(3H)-thione ligands derived from delta-D-gluconolactone | pt_BR |
| Type | Article | |
| DOI | 10.1111/cbdd.13757 | |
| Abstract | Four gold(I) complexes conceived as anticancer agents were synthesized by reacting [Au(PEt3)Cl] and [Au(PPh3)Cl] with ligands derived from δ-d-gluconolactone. The ligands’ structure was designed to combine desired biological properties previously reported for each group. Ligands were synthesized from δ-d-gluconolactone via ketal protection and hydrazide formation followed by cyclization with CS2 to produce the novel oxadiazolidine-2-thione 7 and 8. Increasing of the ligands’ lipophilicity via ketal protection proved useful since all four gold(I) complexes showed anticancer and antileishmanial properties. The IC50 values are at low micromolar range, varying from 2 to 3 μm for the most active compounds. The free D-gluconate 1,3,4 oxadiazole-derived ligands were neither toxic nor presented anticancer or antileishmanial properties. Triethylphosphine-derived compounds 9 and 10 were more selective against B16-F10 melanoma cell line. Although similar in vitro antileishmanial activity was observed for the gold(I) precursors themselves and their derived complexes, the latter were three times less toxic for human THP-1 macrophage cell line; this result is attributed to an isomeric variation of the D-gluconate ligand and the oxadiazole portion, which was one of the key concepts behind this work. These findings should encourage further research on gold(I) complexes to develop novel compounds with potential application in cancer and leishmaniasis chemotherapy. | pt_BR |
| Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Exatas. Departamento de Química. Juiz de Fora, MG, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Exatas. Departamento de Química. Juiz de Fora, MG, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto René Rachou. Belo Horizonte, MG, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto René Rachou. Belo Horizonte, MG, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Exatas. Departamento de Química. Juiz de Fora, MG, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Exatas. Departamento de Química. Juiz de Fora, MG, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil. | pt_BR |
| Subject | Antitumor | pt_BR |
| Subject | Leishmania | pt_BR |
| Subject | Metal | pt_BR |
| Subject | Synthesis | pt_BR |
| Embargo date | 2100-01-01 | |
