Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/244254
Type: Artigo de periódico
Title: Chiral Platinum(ii) Complexes Featuring Phosphine And Chloroquine Ligands As Cytotoxic And Monofunctional Dna-binding Agents
Author: Villarreal
Wilmer; Colina-Vegas
Legna; de Oliveira
Clayton Rodrigues; Tenorio
Juan C.; Ellena
Javier; Gozzo
Fabio C.; Cominetti
Marcia Regina; Ferreira
Antonio G.; Barbosa Ferreira
Marco Antonio; Navarro
Maribel; Batista
Alzir A.
Abstract: Chiral molecules in nature are involved in many biological events; their selectivity and specificity make them of great interest for understanding the behavior of bioactive molecules, by providing information about the chiral discrimination. Inspired by these conformational properties, we present the design and synthesis of novel chiral platinum(II) complexes featuring phosphine and chloroquine ligands with the general formula [PtCl(P)(2)(CQ)]PF6 (where (P)(2) = triphenylphosphine (PPh3) (5), 1,3-bis-(diphenylphosphine)propane (dppp) (6), 1,4-bi-s(diphenylphosphine)butane (dppb) (7), 1,1'-bis-(diphenylphosphine)ferrocene (dppf) (8), and CQ = chloroquine] and their precursors of the type [PtCl2(P)(2)] are described. The complexes were characterized by elemental analysis, absorption spectroscopy in the infrared and ultraviolet-visible (UV-vis) regions, multinudear (H-1, C-13, P-31, N-15, and Pt-195) NMR spectroscopy, cyclic voltammetry, and mass spectrometry (in the case of chloroquine complexes). The interactions of the new platinum-chloroquine complexes with both albumin (BSA), using.fluorescence spectroscopy, and DNA, by four widely reported methods were also evaluated. These experiments showed that these Pt-CQ complexes interact strongly with DNA and have high affinities for BSA, in contrast to CQ and CQDP (chloroquine diphosphate), which interact wealdy with these biomolecules. Additional assays were performed in order to investigate the cytotoxicity of the platinum complexes against two healthy cell lines (mouse fibroblasts (L929) and the Chinese hamster lung (V79-4)) and four tumor cell lines (human breast (MDA-MB-231 and MCF-7), human lung (A549), and human prostate (DU-145)). The results suggest that the Pt-CQ complexes are generally more cytotoxic than the free CO2. showing that they are promising as anticancer drugs.
Subject: Normal Mammalian-cells
Serum-albumin
In-vitro
Biological-activity
Circular-dichroism
Antitumor-activity
Tropical Diseases
Crystal-structure
Low Toxicity
Drug
Country: WASHINGTON
Editor: AMER CHEMICAL SOC
Citation: Chiral Platinum(ii) Complexes Featuring Phosphine And Chloroquine Ligands As Cytotoxic And Monofunctional Dna-binding Agents. Amer Chemical Soc, v. 54, p. 11709-11720 DEC-2015.
Rights: fechado
Identifier DOI: 10.1021/acs.inorgchem.5b01647
Address: http://pubs.acs.org/doi/abs/10.1021/acs.inorgchem.5b01647
Date Issue: 2015
Appears in Collections:Unicamp - Artigos e Outros Documentos

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