Grafting of 18β-Glycyrrhetinic Acid and Sialic Acid onto Chitosan to Produce a New Amphipathic Chitosan Derivative: Synthesis, Characterization, and Cytotoxicity
Chitosan is the only cationic polysaccharide found in nature. It has broad application prospects in biomaterials, but its application is limited due to its poor solubility in water. A novel chitosan derivative was synthesized by amidation of chitosan with 18β-glycyrrhetinic acid and sialic acid. The...
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MDPI AG
2021-01-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/2/452 |
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| author | Wei-Yan Quan Song-Zhi Kong Si-Dong Li Hua-Zhong Liu Qian-Qian Ouyang Yong-Mei Huang Hui Luo |
| author_facet | Wei-Yan Quan Song-Zhi Kong Si-Dong Li Hua-Zhong Liu Qian-Qian Ouyang Yong-Mei Huang Hui Luo |
| author_sort | Wei-Yan Quan |
| collection | DOAJ |
| description | Chitosan is the only cationic polysaccharide found in nature. It has broad application prospects in biomaterials, but its application is limited due to its poor solubility in water. A novel chitosan derivative was synthesized by amidation of chitosan with 18β-glycyrrhetinic acid and sialic acid. The chitosan derivatives were characterized by Fourier transform infrared spectroscopy, thermogravimetric analysis, and measurement of the zeta potential. We also investigated the solubility, cytotoxicity, and blood compatibility of chitosan derivatives. 18β-glycyrrhetinic acid and sialic acid could be grafted onto chitosan molecular chains. The thermal stability of the synthesized chitosan derivatives was decreased and the surface was positively charged in water and phosphate-buffered saline. After chitosan had been modified by 18 β-glycyrrhetinic acid and sialic acid, the solubility of chitosan was improved greatly in water and phosphate-buffered saline, and percent hemolysis was <5%. Novel amphiphilic chitosan derivatives could be suitable polymers for biomedical purposes. |
| first_indexed | 2024-03-09T04:35:25Z |
| format | Article |
| id | doaj.art-f08094342ed64daf820efc72123535fe |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T04:35:25Z |
| publishDate | 2021-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-f08094342ed64daf820efc72123535fe2023-12-03T13:29:50ZengMDPI AGMolecules1420-30492021-01-0126245210.3390/molecules26020452Grafting of 18β-Glycyrrhetinic Acid and Sialic Acid onto Chitosan to Produce a New Amphipathic Chitosan Derivative: Synthesis, Characterization, and CytotoxicityWei-Yan Quan0Song-Zhi Kong1Si-Dong Li2Hua-Zhong Liu3Qian-Qian Ouyang4Yong-Mei Huang5Hui Luo6Department of Applied Chemistry, School of Chemistry and Environmental Science, Guangdong Ocean University, Zhanjiang 524088, ChinaDepartment of Applied Chemistry, School of Chemistry and Environmental Science, Guangdong Ocean University, Zhanjiang 524088, ChinaDepartment of Applied Chemistry, School of Chemistry and Environmental Science, Guangdong Ocean University, Zhanjiang 524088, ChinaDepartment of Applied Chemistry, School of Chemistry and Environmental Science, Guangdong Ocean University, Zhanjiang 524088, ChinaMarine Biomedical Research Institute, Guangdong Medical University, Zhanjiang 524023, ChinaMarine Biomedical Research Institute, Guangdong Medical University, Zhanjiang 524023, ChinaMarine Biomedical Research Institute, Guangdong Medical University, Zhanjiang 524023, ChinaChitosan is the only cationic polysaccharide found in nature. It has broad application prospects in biomaterials, but its application is limited due to its poor solubility in water. A novel chitosan derivative was synthesized by amidation of chitosan with 18β-glycyrrhetinic acid and sialic acid. The chitosan derivatives were characterized by Fourier transform infrared spectroscopy, thermogravimetric analysis, and measurement of the zeta potential. We also investigated the solubility, cytotoxicity, and blood compatibility of chitosan derivatives. 18β-glycyrrhetinic acid and sialic acid could be grafted onto chitosan molecular chains. The thermal stability of the synthesized chitosan derivatives was decreased and the surface was positively charged in water and phosphate-buffered saline. After chitosan had been modified by 18 β-glycyrrhetinic acid and sialic acid, the solubility of chitosan was improved greatly in water and phosphate-buffered saline, and percent hemolysis was <5%. Novel amphiphilic chitosan derivatives could be suitable polymers for biomedical purposes.https://www.mdpi.com/1420-3049/26/2/452chitosanchitosan derivatives18β-glycyrrhetinic acidsialic acidcytotoxicity |
| spellingShingle | Wei-Yan Quan Song-Zhi Kong Si-Dong Li Hua-Zhong Liu Qian-Qian Ouyang Yong-Mei Huang Hui Luo Grafting of 18β-Glycyrrhetinic Acid and Sialic Acid onto Chitosan to Produce a New Amphipathic Chitosan Derivative: Synthesis, Characterization, and Cytotoxicity Molecules chitosan chitosan derivatives 18β-glycyrrhetinic acid sialic acid cytotoxicity |
| title | Grafting of 18β-Glycyrrhetinic Acid and Sialic Acid onto Chitosan to Produce a New Amphipathic Chitosan Derivative: Synthesis, Characterization, and Cytotoxicity |
| title_full | Grafting of 18β-Glycyrrhetinic Acid and Sialic Acid onto Chitosan to Produce a New Amphipathic Chitosan Derivative: Synthesis, Characterization, and Cytotoxicity |
| title_fullStr | Grafting of 18β-Glycyrrhetinic Acid and Sialic Acid onto Chitosan to Produce a New Amphipathic Chitosan Derivative: Synthesis, Characterization, and Cytotoxicity |
| title_full_unstemmed | Grafting of 18β-Glycyrrhetinic Acid and Sialic Acid onto Chitosan to Produce a New Amphipathic Chitosan Derivative: Synthesis, Characterization, and Cytotoxicity |
| title_short | Grafting of 18β-Glycyrrhetinic Acid and Sialic Acid onto Chitosan to Produce a New Amphipathic Chitosan Derivative: Synthesis, Characterization, and Cytotoxicity |
| title_sort | grafting of 18β glycyrrhetinic acid and sialic acid onto chitosan to produce a new amphipathic chitosan derivative synthesis characterization and cytotoxicity |
| topic | chitosan chitosan derivatives 18β-glycyrrhetinic acid sialic acid cytotoxicity |
| url | https://www.mdpi.com/1420-3049/26/2/452 |
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