Two Cu(II) complexes containing 2,4-diamino-6-(2-pyridyl)-1,3,5-triazine and amino acids: Synthesis, crystal structures, DNA/HSA binding, molecular docking, and in vitro cytotoxicity studies
| Autor: | Bing-Feng Wang, Wei Liu, Zhi-Bin Ou, Fang Shen, Yu-Jia Liu, Xue-Yi Le, Zong-Wan Mao |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Stereochemistry chemistry.chemical_element Crystal structure 010402 general chemistry Human serum albumin 01 natural sciences Copper 0104 chemical sciences Amino acid Inorganic Chemistry chemistry.chemical_compound chemistry 1 3 5-Triazine Materials Chemistry medicine Titration Physical and Theoretical Chemistry Threonine DNA medicine.drug |
| Zdroj: | Inorganica Chimica Acta. 465:1-13 |
| ISSN: | 0020-1693 |
| DOI: | 10.1016/j.ica.2017.05.030 |
| Popis: | Two new copper(II)-amino acid complexes, [Cu(PyTA)( l -Thr)(ClO4)]2·1.5H2O (1) and [Cu(PyTA)( l -Arg)(ClO4)(H2O)]·ClO4 (2) (PyTA = 2,4-diamino-6-(2-pyridyl)-1,3,5-triazine, l -Thr = l -threonine, l -Arg = l -arginine), were successfully synthesized and characterized. The results determined by single crystal X-ray diffraction showed that the five-coordinated copper of 1 and the six-coordinated copper of 2 were located in the distorted square-pyramidal and distorted octahedral environments, respectively. Spectroscopic titrations, thermal denaturation experiments, viscosity measurements revealed that the complexes bound to DNA via a groove binding mode, with the DNA-binding constants of 6.126 × 104 M−1 for 1 and 6.464 × 104 M−1 for 2. Electrophoresis experiments revealed that the complexes cleaved pBR322 DNA by an oxidative pathway involving in the generation of superoxide free radical (O2−). Multi-spectroscopic analyses showed that the complexes bound to site I of human serum albumin (HSA) with moderate affinities. In particular, in vitro cytotoxicities of the complexes against Bel-7402 cell line showed promising anticancer effects (IC50 = 42.1 ± 1.7 μM for 1; IC50 = 36.3 ± 0.9 μM for 2). In addition, the binding mechanism and mode of the complexes with DNA/HSA were verified by molecular docking technique. |
| Databáze: | OpenAIRE |
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