Synthesis, Structural Characterization, Fukui functions, DFT Calculations, Molecular docking and Biological efficiency of some novel heterocyclic systems

The electron deficient centers in α,β-unsaturated ketone 3 are C-2 and C=O of chromone moieties as well as C=O and H-β of α,β-unsaturated ketone segment. To investigate the reactivity of various electron deficient centers and to synthesize some heterocyclic systems, compound 3 was allowed to react with some binucleophilic reagents. The antimicrobial activity of some compounds showed a notable inhibitory effect on the microorganisms that were being studied. The synthesized compounds were verified by spectral and analytical data. The structure of the prepared compounds were optimized at the DFT/B3LYP level of theory employing 6-311G(d,p). Density Functional Theory (DFT) was used to compute the chemical reactivity descriptors. Compound 9 is more stable and less reactive than other compounds. MEP mapping was applied at the same computational level to identify the favored locations for electrophilic and nucleophilic assault, providing additional insight into the regioselectivity in the desired reaction. Moreover, the most reactive sites of compound 3 were investigated by Fukui function descriptor using Mulliken charges. The 13C and 1H-NMR spectra of the prepared compound were measured experimentally in DMSO, and correlated with the theoretical calculations that performed by 6-311G(d,p) of DFT-B3LYP method. All compounds met Veber's and Lipinski's requirements according to in silico predictions made with the SwissADME online server, suggesting the possibility for usage as oral active drugs. The synthesized compounds were also subjected to molecular docking studies to investigate their binding pattern and affinity for the CDKs active site and correlated with antimicrobial data.