Synthesis, characterization, thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymers

The synthesis of glycopolymers by copolymerising an allyl glucosamine (AG) monomer with co-monomers methyl methacrylate (MMA), acrylonitrile (AN) and 2-hydroxyethyl methacrylate (HEMA) was investigated via free-radical polymerisation of 2,2-azobisisobutyronitrile (AIBN) in dimethylformamide (DMF). T...

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Main Authors: Yeliz Yıldırım, Fatma Telli, Erkan Kahraman, John M. Gardiner
Format: Article
Language:English
Published: Taylor & Francis Group 2023-12-01
Series:Designed Monomers and Polymers
Subjects:
Online Access:http://dx.doi.org/10.1080/15685551.2023.2199506
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author Yeliz Yıldırım
Fatma Telli
Erkan Kahraman
John M. Gardiner
author_facet Yeliz Yıldırım
Fatma Telli
Erkan Kahraman
John M. Gardiner
author_sort Yeliz Yıldırım
collection DOAJ
description The synthesis of glycopolymers by copolymerising an allyl glucosamine (AG) monomer with co-monomers methyl methacrylate (MMA), acrylonitrile (AN) and 2-hydroxyethyl methacrylate (HEMA) was investigated via free-radical polymerisation of 2,2-azobisisobutyronitrile (AIBN) in dimethylformamide (DMF). Three new copolymers, poly(AG-co-MMA), poly(AG-co-AN) and poly(AG-co-HEMA), were obtained. The chemical structures of the glycopolymers were analysed using 1H-NMR, 13C-NMR and FTIR. The thermal properties and degradation kinetics of the three glycopolymers were examined by thermogravimetric (TG) analysis at different heating rates. The effects of different co-monomers on the copolymerisation yield, thermal properties and biological activities of the resulting glycopolymers were investigated. The activation energies of the decomposition stages were calculated using the Flynn–Wall–Ozawa (FWO) and Kissinger methods. Furthermore, the biological activity of AG monomers and glycopolymers was studied and compared to chitosan. Poly(AG-co-HEMA) had the most significant effect on MCF-7 cell viability, and all glycopolymers have a low toxic effect profile on MCF-7 cell lines.
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spelling doaj.art-ff039db5df1e4da8b44ac78354076db52023-12-13T15:41:09ZengTaylor & Francis GroupDesigned Monomers and Polymers1385-772X1568-55512023-12-0126111713110.1080/15685551.2023.21995062199506Synthesis, characterization, thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymersYeliz Yıldırım0Fatma Telli1Erkan Kahraman2John M. Gardiner3Ege UniversityEge UniversityEge UniversityDepartment of Chemistry, School of Natural Science University of ManchesterThe synthesis of glycopolymers by copolymerising an allyl glucosamine (AG) monomer with co-monomers methyl methacrylate (MMA), acrylonitrile (AN) and 2-hydroxyethyl methacrylate (HEMA) was investigated via free-radical polymerisation of 2,2-azobisisobutyronitrile (AIBN) in dimethylformamide (DMF). Three new copolymers, poly(AG-co-MMA), poly(AG-co-AN) and poly(AG-co-HEMA), were obtained. The chemical structures of the glycopolymers were analysed using 1H-NMR, 13C-NMR and FTIR. The thermal properties and degradation kinetics of the three glycopolymers were examined by thermogravimetric (TG) analysis at different heating rates. The effects of different co-monomers on the copolymerisation yield, thermal properties and biological activities of the resulting glycopolymers were investigated. The activation energies of the decomposition stages were calculated using the Flynn–Wall–Ozawa (FWO) and Kissinger methods. Furthermore, the biological activity of AG monomers and glycopolymers was studied and compared to chitosan. Poly(AG-co-HEMA) had the most significant effect on MCF-7 cell viability, and all glycopolymers have a low toxic effect profile on MCF-7 cell lines.http://dx.doi.org/10.1080/15685551.2023.2199506glycopolymerscarbohydrate-based allyl copolymerdecomposition kineticthermal analysisbiological applications
spellingShingle Yeliz Yıldırım
Fatma Telli
Erkan Kahraman
John M. Gardiner
Synthesis, characterization, thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymers
Designed Monomers and Polymers
glycopolymers
carbohydrate-based allyl copolymer
decomposition kinetic
thermal analysis
biological applications
title Synthesis, characterization, thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymers
title_full Synthesis, characterization, thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymers
title_fullStr Synthesis, characterization, thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymers
title_full_unstemmed Synthesis, characterization, thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymers
title_short Synthesis, characterization, thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymers
title_sort synthesis characterization thermokinetic analysis and biological application of novel allyl glucosamine based glycopolymers
topic glycopolymers
carbohydrate-based allyl copolymer
decomposition kinetic
thermal analysis
biological applications
url http://dx.doi.org/10.1080/15685551.2023.2199506
work_keys_str_mv AT yelizyıldırım synthesischaracterizationthermokineticanalysisandbiologicalapplicationofnovelallylglucosaminebasedglycopolymers
AT fatmatelli synthesischaracterizationthermokineticanalysisandbiologicalapplicationofnovelallylglucosaminebasedglycopolymers
AT erkankahraman synthesischaracterizationthermokineticanalysisandbiologicalapplicationofnovelallylglucosaminebasedglycopolymers
AT johnmgardiner synthesischaracterizationthermokineticanalysisandbiologicalapplicationofnovelallylglucosaminebasedglycopolymers