109924-50-7Relevant academic research and scientific papers
Amino substituted benzimidazo[1,2-a]quinolines: Antiproliferative potency, 3D QSAR study and DNA binding properties
Perin, Nata?a,Nhili, Raja,Cindri?, Maja,Berto?a, Branimir,Vu?ak, Darko,Martin-Kleiner, Irena,Laine, William,Karminski-Zamola, Grace,Kralj, Marijeta,David-Cordonnier, Marie-Hélène,Hranjec, Marijana
, p. 530 - 545 (2016)
We describe the synthesis, 3D-derived quantitative structure-activity relationship (QSAR), antiproliferative activity and DNA binding properties of a series of 2-amino, 5-amino and 2,5-diamino substituted benzimidazo[1,2-a]quinolines prepared by environme
Synthesis, antiproliferative activity and DNA binding properties of novel 5-Aminobenzimidazo[1,2-a]quinoline-6-carbonitriles
Perin, Nata?a,Nhili, Raja,Ester, Katja,Laine, William,Karminski-Zamola, Grace,Kralj, Marijeta,David-Cordonnier, Marie-Hélène,Hranjec, Marijana
, p. 218 - 227 (2014/05/20)
The synthesis of 5-amino substituted benzimidazo[1,2-a]quinolines prepared by microwave assisted amination from halogeno substituted precursor was described. The majority of compounds were active at micromolar concentrations against colon, lung and breast carcinoma cell lines in vitro. The N,N-dimethylaminopropyl 9 and piperazinyl substituted derivative 19 showed the most pronounced activity towards all of the three tested tumor cell lines, which could be correlated to the presence of another N heteroatom and its potential interactions with biological targets. The DNA binding studies, consisting of UV/Visible absorbency, melting temperature studies, and fluorescence and circular dichroism titrations, revealed that compounds 9, 19 and 20 bind to DNA as strong intercalators. The cellular distribution analysis, based on compounds' intrinsic fluorescence, showed that compound 20 does not enter the cell, while compounds 9 and 19 do, which is in agreement with their cytotoxic effects. Compound 9 efficiently targets the nucleus whereas 19, which also showed DNA intercalating properties in vitro, was mostly localised in the cytoplasm suggesting that the antitumor mechanism of action is DNA-independent.
