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Synthesis of novel heterocyclic compounds based on dialdehyde cellulose: characterization, antimicrobial, antitumor activity, molecular dynamics simulation and target identification
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Synthesis of novel heterocyclic compounds based on dialdehyde cellulose: characterization, antimicrobial, antitumor activity, molecular dynamics simulation and target identification
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Journal Article
Synthesis of novel heterocyclic compounds based on dialdehyde cellulose: characterization, antimicrobial, antitumor activity, molecular dynamics simulation and target identification
2021
Overview
In this study, new amino heterocyclic cellulose derivatives were prepared. Dialdehyde cellulose was functionalized by Schiff base reaction with (E)-2-(4-(dimethylamino) benzylidene)-4-oxo-4-phenylbutanehydrazide, (E)-2-((1,3-diphenyl-1H-pyrazol-4-yl)-4-oxo-4-phenylbutane hydrazide, and thiophene-2-carbohydrazide. The prepared derivatives were characterized and confirmed by Fourier-transform infrared spectroscopy, scanning electron microscopy, energy-dispersive X-ray, and Thermo gravimetric analysis. Additionally, antimicrobial activity of all derivatives was assessed as well as antitumor activity. Results revealed that, all derivatives have potential antimicrobial activity against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Bacillus subtilis, Candida albicans, Cryptococcus neoformance, Aspergillus niger, A. fumigatus. Additionally, (E)-2-(4-(dimethylamino) benzylidene)-4-oxo-4-phenylbutanehydrazide and (E)-2-((1,3-diphenyl-1H-pyrazol-4-yl)-4-oxo-4-phenylbutanehydrazide cellulose compounds have good antitumor activities against Hep G2 and MCF7 cancerous cell lines without any effects on Wi38 normal cell line. Molecular dynamics study revealed that (E)-2-(4-(dimethylamino) benzylidene)-4-oxo-4-phenylbutanehydrazide and (E)-2-((1,3-diphenyl-1H-pyrazol-4-yl)-4-oxo-4-phenylbutanehydrazide cellulose derivatives have selectively target the ATP binding pocket residues. Identification of these ATP binding site residues and their crucial roles could provide the structure basis for understanding c-Kit kinase auto-inhibition
