Modification and Study Biological Activity of Chitosan with Compounds Containing Azo Group
DOI:
https://doi.org/10.21123/bsj.2024.9453Keywords:
Azo compounds, Chitosan, Diazonium salt, FESEM study, MCF-7, Schiff bases.Abstract
In the present research synthesis and study of biological activity a series of new polymers modified of chitosan with compounds containing azo group. Beginning diazonium salt produced from 3,3'-dimethyl-[1,1'-biphenyl]-4,4'-diamine reacted with concentrated HCl acid and sodium nitrite. The coupling reaction between diazonium salt with substituted aromatic aldehyde to produce Azo derivatives )1-6(. Azo Schiff bases Chitosan )7-12( were synthesized by condensation of Chitosan with Azo derivatives )1-6( in ethanol with some drops of glacial acetic acid. The structural modifications of Chitosan ring (linked to a bioactive azo moiety) were expected to give new derivatives )7-12( with a diverse range of biological functions. These compounds' structures have been determined using FT-IR, 1H-NMR spectroscopic and Field Emission Scanning Electron Microscopy studies. Additionally, two other kinds of bacteria: Staphlococcus aureus and E. coli were tested for possible antibacterial properties utilizing some new compounds. Modified Chitosan (7-10) showed high activity comparable to a penicillin (used as the reference antibiotic), Especially the modified polymer(7), which showed high inhibition against both types of bacteria. The anticancer activity of modified chitosan (7) against MCF-7 (human breast carcinoma cells) using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay was employed to determine and compare with normal cells WRL-68(the human hepatic cell line). Polymer (7) exhibited a high cancer cell inhibition rate and less toxicity to normal cells.
Received 11/09/2023,
Revised 21/12/2023
Accepted 28/12/2023
Published Online First 20/08/2024
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