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

• Published in: Journal of molecular structure 2023-05, Vol.1280, p.135043, Article 135043
• Main Authors: Upendranath, K., Venkatesh, Talavara, Sukanya, S.H., Shanavaz, H.
• Format: Article
• Language: English
• Subjects: ADME; Cytotoxicity; DFT; LFPs; Optoelectronic; Pyrimidine
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2023.135043

•Facile synthesis of new 5-(4-substitutredphenyl)−7‑hydroxy-9-methyl-2-thioxo-2,3-dihydro-1H-dipyrimido[1,2-a:4′,5′-d]pyrimidin-4(5H)-one derivatives using l-Proline catalyst.•Photophysical properties have been studied in solvent media.•Experimental and theoretical FMOs have been calculated.•Clear observation of LFPs level II and III on different substrates.•in-vitro Cytotoxicity, molecular docking and ADME have been studied. 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)-one derivative (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 ̴ 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 µg/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. [Display omitted]