Synthesis, structural characterization, DNA/protein binding and in vitro cytotoxicity of three structurally different organoruthenium metallates from single pot
| Autor: | Karuppannan Natarajan, Rathinasabapathi Prabhakaran, P. Kalaivani, Kittusamy Senthilkumar |
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| Rok vydání: | 2016 |
| Předmět: |
Denticity
Quenching (fluorescence) biology 010405 organic chemistry Chemistry Stereochemistry Ligand Monobasic acid Organic Chemistry One-pot synthesis chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Ruthenium Inorganic Chemistry Materials Chemistry biology.protein Chelation Physical and Theoretical Chemistry Bovine serum albumin |
| Zdroj: | Journal of Organometallic Chemistry. :83-99 |
| ISSN: | 0022-328X |
| DOI: | 10.1016/j.jorganchem.2016.10.033 |
| Popis: | One pot synthesis of three structurally different ruthenium(II) carbonyl complexes [Ru(N,S-H-Nap-mtsc)(CO)Cl(PPh3)2](1a), [Ru(N,N,S-H-Nap-mtsc)(CO)Cl(PPh3)2](1b) and [Ru(Nap-mtsc)(CO)(PPh3)2] (1c) were prepared from a reaction of 2-hydroxy-1-naphthaldehyde-4(N)-methylthiosemicarbazone and [RuHCl(CO)(PPh3)3] in benzene. However, the same reaction in ethanol, methanol and DMF afforded only 1a and 1c. The new complexes were characterized by various spectro analytical techniques. The structure of the complexes 1a and 1c were solved by X-ray crystallography. In 1a the ligand behaved as bidentate monobasic by forming an unusual four member chelate ring. However, in 1c the ligand behaved as tridentate bibasic (ONS) donor by forming five and six member chelate rings. Attempts to crystallize 1b were unsuccessful due to the structural conversion of 1b to 1c. DFT studies were carried out to know more on the structural aspects of these new complexes. From the results, it is inferred that ONS chelate (1c) has comparatively lesser energy than NS five (1b) and four (1a) member chelates. The structural conversion of 1b to 1c in polar solvents at room temperature prevents 1b to introduce for biological investigation. From the DNA binding studies, it is found that the complexes 1a and 1c bind through intercalative mode. In addition, they had a strong binding affinity with bovine serum albumin (BSA) through static quenching. The complexes 1a and 1c were subjected to in vitro cytotoxicity studies against human lung cancer cells (A549) and liver cancer cells (HepG2). The IC50 values of the complexes 1a and 1c were found to be lower than cisplatin in A549 cell line. However, in HepG2 cell line; IC50 values were found in the following order 1c |
| Databáze: | OpenAIRE |
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