Synthesis of Schiff bases based on Chitosan, thermal stability and evaluation of antimicrobial and antitumor activities

Abstract A Schiff base of Chitosan was prepared by condensing of the Chitosan (CS) with six aromatic aldehydes and confirmed by FT-IR, NMR, XRD, TGA, and DSC. XRD results showed the disappeared of peaks at 2θ = 10° for CS and appeared one peaks at around 2θ of 23° for Schiff bases, while TGA was dem...

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Main Authors: Abdullah Ali Alamri, Rita M. A. Borik, Ashraf H. F. Abd El-Wahab, Hany M. Mohamed, Khatib S. Ismail, Mohamed R. El-Aassar, Al-Anood M. Al-Dies, Ahmed M. El-Agrody
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Language:English
Published: Nature Portfolio 2025-01-01
Series:Scientific Reports
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Online Access:https://doi.org/10.1038/s41598-024-73610-6
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author Abdullah Ali Alamri
Rita M. A. Borik
Ashraf H. F. Abd El-Wahab
Hany M. Mohamed
Khatib S. Ismail
Mohamed R. El-Aassar
Al-Anood M. Al-Dies
Ahmed M. El-Agrody
author_facet Abdullah Ali Alamri
Rita M. A. Borik
Ashraf H. F. Abd El-Wahab
Hany M. Mohamed
Khatib S. Ismail
Mohamed R. El-Aassar
Al-Anood M. Al-Dies
Ahmed M. El-Agrody
author_sort Abdullah Ali Alamri
collection DOAJ
description Abstract A Schiff base of Chitosan was prepared by condensing of the Chitosan (CS) with six aromatic aldehydes and confirmed by FT-IR, NMR, XRD, TGA, and DSC. XRD results showed the disappeared of peaks at 2θ = 10° for CS and appeared one peaks at around 2θ of 23° for Schiff bases, while TGA was demonstrated that the thermal stability of CS has improved after the modification with the corresponding aldehyde. Also, DSC shows endothermal peak of CS at 100 °C due to the loss of water and second thermal event related to the decomposition of amine units with an exothermic peak at 295 °C, while Schiff bases shows endothermal peak around 70–95 °C which is related to the loss of water for all samples and the second exothermic peak around 260–280 °C is related to the decomposition of the amine group in the polymer units. The antimicrobial activities of Schiff bases were tested against + ve/ − ve Gram bacteria, and fungi, while antitumor activities were evaluated against cell lines, MCF-7, HCT-116, and HepG-2. The result shows that Schiff bases exhibited higher antimicrobial activity than Amoxycillin and Tetracycline, while Schiff bases indicated the absence of cytotoxic activity when compared to the Colchicine.
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spelling doaj-art-ad930069230744b2b8395cdbf2edd14f2025-01-12T12:15:19ZengNature PortfolioScientific Reports2045-23222025-01-0115111410.1038/s41598-024-73610-6Synthesis of Schiff bases based on Chitosan, thermal stability and evaluation of antimicrobial and antitumor activitiesAbdullah Ali Alamri0Rita M. A. Borik1Ashraf H. F. Abd El-Wahab2Hany M. Mohamed3Khatib S. Ismail4Mohamed R. El-Aassar5Al-Anood M. Al-Dies6Ahmed M. El-Agrody7Department of Physical Sciences, Chemistry Division, College of Science, Jazan UniversityDepartment of Physical Sciences, Chemistry Division, College of Science, Jazan UniversityDepartment of Physical Sciences, Chemistry Division, College of Science, Jazan UniversityDepartment of Physical Sciences, Chemistry Division, College of Science, Jazan UniversityDepartment of Biology, College of Science, Jazan UniversityDepartment of Chemistry, College of Science, Jouf UniversityChemistry Department, Umm Al-Qura University, Al-Qunfudah University CollegeDepartment of Chemistry, Faculty of Science, Al-Azhar UniversityAbstract A Schiff base of Chitosan was prepared by condensing of the Chitosan (CS) with six aromatic aldehydes and confirmed by FT-IR, NMR, XRD, TGA, and DSC. XRD results showed the disappeared of peaks at 2θ = 10° for CS and appeared one peaks at around 2θ of 23° for Schiff bases, while TGA was demonstrated that the thermal stability of CS has improved after the modification with the corresponding aldehyde. Also, DSC shows endothermal peak of CS at 100 °C due to the loss of water and second thermal event related to the decomposition of amine units with an exothermic peak at 295 °C, while Schiff bases shows endothermal peak around 70–95 °C which is related to the loss of water for all samples and the second exothermic peak around 260–280 °C is related to the decomposition of the amine group in the polymer units. The antimicrobial activities of Schiff bases were tested against + ve/ − ve Gram bacteria, and fungi, while antitumor activities were evaluated against cell lines, MCF-7, HCT-116, and HepG-2. The result shows that Schiff bases exhibited higher antimicrobial activity than Amoxycillin and Tetracycline, while Schiff bases indicated the absence of cytotoxic activity when compared to the Colchicine.https://doi.org/10.1038/s41598-024-73610-6ChitosanChloro-aromatic aldehydesThermal stabilityAntimicrobial and antitumor activities
spellingShingle Abdullah Ali Alamri
Rita M. A. Borik
Ashraf H. F. Abd El-Wahab
Hany M. Mohamed
Khatib S. Ismail
Mohamed R. El-Aassar
Al-Anood M. Al-Dies
Ahmed M. El-Agrody
Synthesis of Schiff bases based on Chitosan, thermal stability and evaluation of antimicrobial and antitumor activities
Scientific Reports
Chitosan
Chloro-aromatic aldehydes
Thermal stability
Antimicrobial and antitumor activities
title Synthesis of Schiff bases based on Chitosan, thermal stability and evaluation of antimicrobial and antitumor activities
title_full Synthesis of Schiff bases based on Chitosan, thermal stability and evaluation of antimicrobial and antitumor activities
title_fullStr Synthesis of Schiff bases based on Chitosan, thermal stability and evaluation of antimicrobial and antitumor activities
title_full_unstemmed Synthesis of Schiff bases based on Chitosan, thermal stability and evaluation of antimicrobial and antitumor activities
title_short Synthesis of Schiff bases based on Chitosan, thermal stability and evaluation of antimicrobial and antitumor activities
title_sort synthesis of schiff bases based on chitosan thermal stability and evaluation of antimicrobial and antitumor activities
topic Chitosan
Chloro-aromatic aldehydes
Thermal stability
Antimicrobial and antitumor activities
url https://doi.org/10.1038/s41598-024-73610-6
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