Ahmed  Kamal,Burri  Nagaraju,C. Ganesh  Kumar,Jeshma Kovvuri ,Jitendra  Gour,Kishore  Mullagiri,Narayana  Nagesh,Sunitha Rani  Routhu,
Amberlite IR-120H Catalyzed Synthesis of 1,3-Diphenylpyrazolechromenoquinolin-6-one Compounds and Their Biological Evaluation
American Journal of Medicinal Chemistry
2020
2733-2519
http://dx.doi.org/10.31487/j.AJMC.2020.01.05
https://www.sciencerepository.org/amberlite-ir-120h-catalyzed-synthesis_AJMC-2020-1-105 
Abstract: A series of 1,3-diphenylpyrazole-chromenoquinolin-6-one compounds were designed and synthesized by
using a greener and recyclable heterogeneous Amberlite IR-120H resin as a catalyst, in the presence of
ethanol reflux conditions. Interestingly, the catalyst can be recovered after completion of the reaction and
can be reused without loss of catalytic property. Therefore, this method provides a green and
environmentally benign much improved protocol for the synthesis of 1,3-diphenylpyrazolechromenoquinolin-6-one compounds. The synthesized library of thirty compounds were tested against their
cytotoxicity; moreover, the compounds 5s and 5t exhibited potential cytotoxic activity with IC50 values of
1.22 and 1.64 µM, respectively, on MCF-7 cancer cells. The biophysical studies such as UV-visible,
fluorescence and circular dichroism studies indicate that these compounds possess good DNA intercalation
ability. In addition, these compounds efficiently inhibit topoisomerase I activity. Molecular docking and
viscosity studies support that these compounds exhibited intercalative mode of binding with DNA.Keywords: Amberlite IR-120H, pyrazoles, DNA binding, anticancer, topoisomerase I, intercalation, chromenoquinoline-6-one