Synthesis,Characterization,Quantitative Calculation And Biological Activities Of Substituted Benzaldehyde Thiosemicarbazone Derivatives

Thiosemicarbazone derivatives and their metal complexes have attracted widespread attention due to their tremendous biological applications and structural properties.Also they are used in the development of new therapeutic agents in medicine.The existence of sulfur atoms and their ability to bind to metals in biological systems are considered to be the main reason for their biological activities such as anticancer,antitumor,antifungal,and antiviral.Based on the research status and research group preliminary study,ten novel substituted benzaldehyde thiosemicarbazone derivatives have been synthesized and their structures were characterized by elemental analysis,FT-IR and NMR spectroscopy in this paper.In addition,the crystal structure was confirmed by single crystal X-ray crystallography diffraction.Powder:(E)-N-(4-ethylphenyl)-2-(2-methylbenzylidene)thiosemicarbazone(Compound ?)(E)-N-(4-ethylphenyl)-2-(4-bromobenzylidene)thiosemicarbazone(Compound ?)(E)-N-(4-ethylphenyl)-2-(3-nitrobenzylidene)thiosemicarbazone(Compound ?)(E)-N-(4-ethylphenyl)-2-(4-chlorobenzylidene)thiosemicarbazone(Compound ?)Crystals:(E)-N-(4-ethylphenyl)-2-benzylidene thiosemicarbazone(Compound ?)(E)-N-(4-ethylphenyl)-2-(3-methylbenzylidene)thiosemicarbazone(Compound ?)(E)-N-(4-ethylphenyl)-2-(4-methylbenzylidene)thiosemicarbazone(Compound ?)(E)-N-(4-ethylphenyl)-2-(4-fluorobenzylidene)thiosemicarbazone(Compound ?)(E)-N-(4-ethylphenyl)-2-(3-fluorobenzylidene)thiosemicarbazone(Compound ?)(E)-N-(4-ethylphenyl)-2-(4-hydroxybenzylidene)thiosemicarbazone(Compound ?)The molecular configuration of the compound was optimized using the Gaussian program.The bond lengths,bond angles,and dihedral angles of the thiosemicarbazone derivatives were also analyzed and compared.Quantum chemical calculations were used to draw molecular electrostatic potentials and molecular frontier orbital diagrams to study intramolecular hydrogen bonding.At the same time,the Hirshfeld surface analysis and 2D fingerprint were introduced to analyze the weak interactions among thiosemicarbazone molecules.In order to explore the effects of different substituents on the benzene ring and the same substituents at different positions on biological activity,the antifungal activity,drug-likeness and pharmacokinetic properties,and potential antitumor activity of the compounds were investigated by antifungal activity experiments,ADME prediction,and molecular docking techniques.