Facile synthesis and in-vitro cytotoxicity study of some 5-(4-substituted phenyl)-7-hydroxy-9-methyl-2-thioxo-2,3-dihydro-1H-dipyrimido[ 1,2-a:4',5'-d]pyrimidin-4(5H)-one derivative and their Optoelectronic, DFT, and LFPs applications

A some new 5-(4-Substituted phenyl)-7-Hydroxy-9-methyl-2-thioxo-2,3-dihydro-1H-dipyrimido[1,2-a:4',5'- d]pyrimidin-4(5H)-onederivative (4a-c) have been synthesized through multicomponent reaction using L-Proline as a catalyst and the structures were confirmed by analytical and spectroscopic techniques. Optical properties were studied in solvent media, absorption and emission bands appeared at similar to 290 nm to 370 nm of longer wavelength. A cyclic voltammogram was used to study the redox behavior and estimation of experimental HOMO-LUMO of targeted compounds. DFT studies reveal compounds are better photoactivity and kinetic stability at the gaseous phase. Further, LFPs have been developed and visualized by powder dusting method on selected surfaces and clear observation of II and III of LFPs features under UV-Light. In addition, compounds are screened for cytotoxicity study against the A549 cell line, and compound 4c exhibits better selectivity against the cell line with a noticeable IC50 value of 16.74 +/- 0.23 mu g/mL. As well compounds were analyzed for in-silico docking studies against the target enzyme EGFR Kinase protein and ADME toxicology studies reveal that obtained compounds are nontoxic. From these findings, we conclude that our obtained targets have better optoelectronic behavior and good anti-cancer agents. (c) 2023 Elsevier B.V. All rights reserved.

Automated summary

A series of new 5-(4-substituted phenyl)-7-hydroxy-9-methyl-2-thioxo-2,3-dihydro-1H-dipyrimido[1,2-a:4',5'-d]pyrimidin-4(5H)-one derivatives (4a-c) were synthesized using L-Proline as a catalyst and their structures were confirmed by analytical and spectroscopic techniques. The compounds showed absorption and emission bands in the range of approximately 290 nm to 370 nm. Cyclic voltammetry was used to study their redox behavior and determine the HOMO-LUMO levels. DFT studies demonstrated that the compounds exhibited better photoactivity and kinetic stability in the gaseous phase.