Microwave-Assisted Synthesis of Modified Glycidyl Methacrylate–Ethyl Methacrylate Oligomers, Their Physico-Chemical and Biological Characteristics
In this study, well-known oligomers containing ethyl methacrylate (EMA) and glycidyl methacrylate (GMA) components for the synthesis of the oligomeric network [P(EMA)-<i>co</i>-(GMA)] were used. In order to change the hydrophobic character of the [P(EMA)-<i>co</i>-(GMA)] to a...
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MDPI AG
2022-01-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/2/337 |
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| author | Adam Chyzy Damian Pawelski Vladyslav Vivcharenko Agata Przekora Michael Bratychak Olena Astakhova Joanna Breczko Pawel Drozdzal Marta E. Plonska-Brzezinska |
| author_facet | Adam Chyzy Damian Pawelski Vladyslav Vivcharenko Agata Przekora Michael Bratychak Olena Astakhova Joanna Breczko Pawel Drozdzal Marta E. Plonska-Brzezinska |
| author_sort | Adam Chyzy |
| collection | DOAJ |
| description | In this study, well-known oligomers containing ethyl methacrylate (EMA) and glycidyl methacrylate (GMA) components for the synthesis of the oligomeric network [P(EMA)-<i>co</i>-(GMA)] were used. In order to change the hydrophobic character of the [P(EMA)-<i>co</i>-(GMA)] to a more hydrophilic one, the oligomeric chain was functionalized with ethanolamine, xylitol (Xyl), and L-ornithine. The oligomeric materials were characterized by nuclear magnetic resonance and Fourier transform infrared spectroscopy, scanning electron microscopy, and differential thermogravimetric analysis. In the final stage, thanks to the large amount of -OH groups, it was possible to obtain a three-dimensional hydrogel (HG) network. The HGs were used as a matrix for the immobilization of methylene blue, which was chosen as a model compound of active substances, the release of which from the matrix was examined using spectrophotometric detection. The cytotoxic test was performed using fluid extracts of the HGs and human skin fibroblasts. The cell culture experiment showed that only [P(EMA)-<i>co</i>-(GMA)] and [P(EMA)-<i>co</i>-(GMA)]-Xyl have the potential to be used in biomedical applications. The studies revealed that the obtained HGs were porous and non-cytotoxic, which gives them the opportunity to possess great potential for use as an oligomeric network for drug reservoirs in in vitro application. |
| first_indexed | 2024-03-10T00:52:10Z |
| format | Article |
| id | doaj.art-b98e987f06dc48d0a721b67ae3e29d2f |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T00:52:10Z |
| publishDate | 2022-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-b98e987f06dc48d0a721b67ae3e29d2f2023-11-23T14:50:28ZengMDPI AGMolecules1420-30492022-01-0127233710.3390/molecules27020337Microwave-Assisted Synthesis of Modified Glycidyl Methacrylate–Ethyl Methacrylate Oligomers, Their Physico-Chemical and Biological CharacteristicsAdam Chyzy0Damian Pawelski1Vladyslav Vivcharenko2Agata Przekora3Michael Bratychak4Olena Astakhova5Joanna Breczko6Pawel Drozdzal7Marta E. Plonska-Brzezinska8Department of Organic Chemistry, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Bialystok, Mickiewicza 2A, 15-222 Bialystok, PolandDepartment of Organic Chemistry, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Bialystok, Mickiewicza 2A, 15-222 Bialystok, PolandIndependent Unit of Tissue Engineering and Regenerative Medicine, Medical University of Lublin, Chodzki 1, 20-093 Lublin, PolandIndependent Unit of Tissue Engineering and Regenerative Medicine, Medical University of Lublin, Chodzki 1, 20-093 Lublin, PolandDepartment of Petroleum and Gas Chemistry and Technology, Lviv Polytechnic National University, 12, St. Bandera Str., 79013 Lviv, UkraineDepartment of Petroleum and Gas Chemistry and Technology, Lviv Polytechnic National University, 12, St. Bandera Str., 79013 Lviv, UkraineFaculty of Chemistry, University of Bialystok, Ciolkowskiego 1K, 15-245 Bialystok, PolandDepartment of Structural Biology of Prokaryotic Organisms, Institute of Bioorganic Chemistry, Polish Academy of Sciences, Z. Noskowskiego St. 12/14, 61-704 Poznan, PolandDepartment of Organic Chemistry, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Bialystok, Mickiewicza 2A, 15-222 Bialystok, PolandIn this study, well-known oligomers containing ethyl methacrylate (EMA) and glycidyl methacrylate (GMA) components for the synthesis of the oligomeric network [P(EMA)-<i>co</i>-(GMA)] were used. In order to change the hydrophobic character of the [P(EMA)-<i>co</i>-(GMA)] to a more hydrophilic one, the oligomeric chain was functionalized with ethanolamine, xylitol (Xyl), and L-ornithine. The oligomeric materials were characterized by nuclear magnetic resonance and Fourier transform infrared spectroscopy, scanning electron microscopy, and differential thermogravimetric analysis. In the final stage, thanks to the large amount of -OH groups, it was possible to obtain a three-dimensional hydrogel (HG) network. The HGs were used as a matrix for the immobilization of methylene blue, which was chosen as a model compound of active substances, the release of which from the matrix was examined using spectrophotometric detection. The cytotoxic test was performed using fluid extracts of the HGs and human skin fibroblasts. The cell culture experiment showed that only [P(EMA)-<i>co</i>-(GMA)] and [P(EMA)-<i>co</i>-(GMA)]-Xyl have the potential to be used in biomedical applications. The studies revealed that the obtained HGs were porous and non-cytotoxic, which gives them the opportunity to possess great potential for use as an oligomeric network for drug reservoirs in in vitro application.https://www.mdpi.com/1420-3049/27/2/337microwave-assisted synthesishydrogelglycidyl methacrylateethyl methacrylate<i>co</i>-oligomerbiomedicine |
| spellingShingle | Adam Chyzy Damian Pawelski Vladyslav Vivcharenko Agata Przekora Michael Bratychak Olena Astakhova Joanna Breczko Pawel Drozdzal Marta E. Plonska-Brzezinska Microwave-Assisted Synthesis of Modified Glycidyl Methacrylate–Ethyl Methacrylate Oligomers, Their Physico-Chemical and Biological Characteristics Molecules microwave-assisted synthesis hydrogel glycidyl methacrylate ethyl methacrylate <i>co</i>-oligomer biomedicine |
| title | Microwave-Assisted Synthesis of Modified Glycidyl Methacrylate–Ethyl Methacrylate Oligomers, Their Physico-Chemical and Biological Characteristics |
| title_full | Microwave-Assisted Synthesis of Modified Glycidyl Methacrylate–Ethyl Methacrylate Oligomers, Their Physico-Chemical and Biological Characteristics |
| title_fullStr | Microwave-Assisted Synthesis of Modified Glycidyl Methacrylate–Ethyl Methacrylate Oligomers, Their Physico-Chemical and Biological Characteristics |
| title_full_unstemmed | Microwave-Assisted Synthesis of Modified Glycidyl Methacrylate–Ethyl Methacrylate Oligomers, Their Physico-Chemical and Biological Characteristics |
| title_short | Microwave-Assisted Synthesis of Modified Glycidyl Methacrylate–Ethyl Methacrylate Oligomers, Their Physico-Chemical and Biological Characteristics |
| title_sort | microwave assisted synthesis of modified glycidyl methacrylate ethyl methacrylate oligomers their physico chemical and biological characteristics |
| topic | microwave-assisted synthesis hydrogel glycidyl methacrylate ethyl methacrylate <i>co</i>-oligomer biomedicine |
| url | https://www.mdpi.com/1420-3049/27/2/337 |
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