Novel pH-sensitive chitosan-based hydrogel for encapsulating poorly water-soluble drugs
Carboxymethyl–hexanoyl chitosan (CHC) is an amphiphilic chitosan derivative with excellent swelling ability and water solubility under natural conditions. In this work, the influence of the degree of carboxymethyl and hexanoyl substitution on the pH-sensitive swelling behavior, drug release behavior...
Gespeichert in:
| Veröffentlicht in: | Acta biomaterialia 2010-04, Vol.6 (4), p.1423-1429 |
|---|---|
| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1429 |
|---|---|
| container_issue | 4 |
| container_start_page | 1423 |
| container_title | Acta biomaterialia |
| container_volume | 6 |
| creator | Liu, Tse-Ying Lin, Yi-Ling |
| description | Carboxymethyl–hexanoyl chitosan (CHC) is an amphiphilic chitosan derivative with excellent swelling ability and water solubility under natural conditions. In this work, the influence of the degree of carboxymethyl and hexanoyl substitution on the pH-sensitive swelling behavior, drug release behavior, and antiadhesion behavior of CHC hydrogels (cross-linked with genipin) were studied. It was found that the pH sensitivity was more pronounced in CHC than in N,O-carboxymethyl chitosan because the hexanoyl group altered the state of water in CHC by inhibiting intermolecular hydrogen bonding. In addition, greater pH sensitivity was observed in samples bearing longer hydrophobic chains (carboxymethyl–palmityl chitosan). Interestingly, when used with ibuprofen (a poorly water-soluble therapeutic agent used here as a model drug), the bursting release of the drug was less prominent in the CHC samples having a high degree of carboxymethyl substitution. The CHC hydrogel also demonstrated good cell compatibility and its antiadhesive ability after grafting was altered by changes in the degree of hexanoyl substitution. |
| doi_str_mv | 10.1016/j.actbio.2009.10.010 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_918054425</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S1742706109004450</els_id><sourcerecordid>733112040</sourcerecordid><originalsourceid>FETCH-LOGICAL-c393t-c1e3db775f860dc9e05a47d64a2053e001b6e76167abece370f6a32e831f826b3</originalsourceid><addsrcrecordid>eNqFkMFq3DAQhkVJadK0b1CKbzl5M2PZknwJhJA2hdBeWnoUsjTeaPFarmRv2bePll3ILTnN8PP9M_Ax9gVhhYDierMydu58WFUAbY5WgPCOXaCSqpSNUGd5l3VVShB4zj6mtAHgCiv1gZ1jq7DlTX3B_v4MOxqK6aFMNCY_-x0V9snPIZmx7EwiVzztXQzrDPUhFjRaM6VlMLMf18UUQhz2xX8zUyxTGJZuoMLFZZ0-sfe9GRJ9Ps1L9ufb_e-7h_Lx1_cfd7ePpeUtn0uLxF0nZdMrAc62BI2ppRO1qaDhBICdIClQSNORJS6hF4ZXpDj2qhIdv2RXx7tTDP8WSrPe-mRpGMxIYUm6RQVNXVfNm6TkHLGCGjJZH0kbQ0qRej1FvzVxrxH0wb3e6KN7fXB_SLP7XPt6erB0W3IvpZPsDNwcAcpCdp6iTtZnoeR8JDtrF_zrH54BKo-XyA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>733112040</pqid></control><display><type>article</type><title>Novel pH-sensitive chitosan-based hydrogel for encapsulating poorly water-soluble drugs</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals</source><creator>Liu, Tse-Ying ; Lin, Yi-Ling</creator><creatorcontrib>Liu, Tse-Ying ; Lin, Yi-Ling</creatorcontrib><description>Carboxymethyl–hexanoyl chitosan (CHC) is an amphiphilic chitosan derivative with excellent swelling ability and water solubility under natural conditions. In this work, the influence of the degree of carboxymethyl and hexanoyl substitution on the pH-sensitive swelling behavior, drug release behavior, and antiadhesion behavior of CHC hydrogels (cross-linked with genipin) were studied. It was found that the pH sensitivity was more pronounced in CHC than in N,O-carboxymethyl chitosan because the hexanoyl group altered the state of water in CHC by inhibiting intermolecular hydrogen bonding. In addition, greater pH sensitivity was observed in samples bearing longer hydrophobic chains (carboxymethyl–palmityl chitosan). Interestingly, when used with ibuprofen (a poorly water-soluble therapeutic agent used here as a model drug), the bursting release of the drug was less prominent in the CHC samples having a high degree of carboxymethyl substitution. The CHC hydrogel also demonstrated good cell compatibility and its antiadhesive ability after grafting was altered by changes in the degree of hexanoyl substitution.</description><identifier>ISSN: 1742-7061</identifier><identifier>EISSN: 1878-7568</identifier><identifier>DOI: 10.1016/j.actbio.2009.10.010</identifier><identifier>PMID: 19819354</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Animals ; Calorimetry, Differential Scanning ; Cell Adhesion - drug effects ; Cell compatibility ; Cell Death - drug effects ; Cell Shape - drug effects ; Chitosan - analogs & derivatives ; Chitosan - chemistry ; Chitosan derivatives ; Controlled release ; Fibroblasts - cytology ; Fibroblasts - drug effects ; Hydrogel, Polyethylene Glycol Dimethacrylate - chemistry ; Hydrogen-Ion Concentration - drug effects ; Ibuprofen - chemistry ; Ibuprofen - pharmacology ; Iridoid Glycosides ; Iridoids - chemistry ; Iridoids - pharmacology ; Kinetics ; Magnetic Resonance Spectroscopy ; Mice ; pH-sensitive hydrogel ; Solubility - drug effects ; Solutions ; Spectroscopy, Fourier Transform Infrared ; Temperature ; Water - chemistry</subject><ispartof>Acta biomaterialia, 2010-04, Vol.6 (4), p.1423-1429</ispartof><rights>2009 Acta Materialia Inc.</rights><rights>Copyright 2009 Acta Materialia Inc. Published by Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c393t-c1e3db775f860dc9e05a47d64a2053e001b6e76167abece370f6a32e831f826b3</citedby><cites>FETCH-LOGICAL-c393t-c1e3db775f860dc9e05a47d64a2053e001b6e76167abece370f6a32e831f826b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S1742706109004450$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3536,27903,27904,65309</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19819354$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Tse-Ying</creatorcontrib><creatorcontrib>Lin, Yi-Ling</creatorcontrib><title>Novel pH-sensitive chitosan-based hydrogel for encapsulating poorly water-soluble drugs</title><title>Acta biomaterialia</title><addtitle>Acta Biomater</addtitle><description>Carboxymethyl–hexanoyl chitosan (CHC) is an amphiphilic chitosan derivative with excellent swelling ability and water solubility under natural conditions. In this work, the influence of the degree of carboxymethyl and hexanoyl substitution on the pH-sensitive swelling behavior, drug release behavior, and antiadhesion behavior of CHC hydrogels (cross-linked with genipin) were studied. It was found that the pH sensitivity was more pronounced in CHC than in N,O-carboxymethyl chitosan because the hexanoyl group altered the state of water in CHC by inhibiting intermolecular hydrogen bonding. In addition, greater pH sensitivity was observed in samples bearing longer hydrophobic chains (carboxymethyl–palmityl chitosan). Interestingly, when used with ibuprofen (a poorly water-soluble therapeutic agent used here as a model drug), the bursting release of the drug was less prominent in the CHC samples having a high degree of carboxymethyl substitution. The CHC hydrogel also demonstrated good cell compatibility and its antiadhesive ability after grafting was altered by changes in the degree of hexanoyl substitution.</description><subject>Animals</subject><subject>Calorimetry, Differential Scanning</subject><subject>Cell Adhesion - drug effects</subject><subject>Cell compatibility</subject><subject>Cell Death - drug effects</subject><subject>Cell Shape - drug effects</subject><subject>Chitosan - analogs & derivatives</subject><subject>Chitosan - chemistry</subject><subject>Chitosan derivatives</subject><subject>Controlled release</subject><subject>Fibroblasts - cytology</subject><subject>Fibroblasts - drug effects</subject><subject>Hydrogel, Polyethylene Glycol Dimethacrylate - chemistry</subject><subject>Hydrogen-Ion Concentration - drug effects</subject><subject>Ibuprofen - chemistry</subject><subject>Ibuprofen - pharmacology</subject><subject>Iridoid Glycosides</subject><subject>Iridoids - chemistry</subject><subject>Iridoids - pharmacology</subject><subject>Kinetics</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mice</subject><subject>pH-sensitive hydrogel</subject><subject>Solubility - drug effects</subject><subject>Solutions</subject><subject>Spectroscopy, Fourier Transform Infrared</subject><subject>Temperature</subject><subject>Water - chemistry</subject><issn>1742-7061</issn><issn>1878-7568</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkMFq3DAQhkVJadK0b1CKbzl5M2PZknwJhJA2hdBeWnoUsjTeaPFarmRv2bePll3ILTnN8PP9M_Ax9gVhhYDierMydu58WFUAbY5WgPCOXaCSqpSNUGd5l3VVShB4zj6mtAHgCiv1gZ1jq7DlTX3B_v4MOxqK6aFMNCY_-x0V9snPIZmx7EwiVzztXQzrDPUhFjRaM6VlMLMf18UUQhz2xX8zUyxTGJZuoMLFZZ0-sfe9GRJ9Ps1L9ufb_e-7h_Lx1_cfd7ePpeUtn0uLxF0nZdMrAc62BI2ppRO1qaDhBICdIClQSNORJS6hF4ZXpDj2qhIdv2RXx7tTDP8WSrPe-mRpGMxIYUm6RQVNXVfNm6TkHLGCGjJZH0kbQ0qRej1FvzVxrxH0wb3e6KN7fXB_SLP7XPt6erB0W3IvpZPsDNwcAcpCdp6iTtZnoeR8JDtrF_zrH54BKo-XyA</recordid><startdate>20100401</startdate><enddate>20100401</enddate><creator>Liu, Tse-Ying</creator><creator>Lin, Yi-Ling</creator><general>Elsevier Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20100401</creationdate><title>Novel pH-sensitive chitosan-based hydrogel for encapsulating poorly water-soluble drugs</title><author>Liu, Tse-Ying ; Lin, Yi-Ling</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c393t-c1e3db775f860dc9e05a47d64a2053e001b6e76167abece370f6a32e831f826b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Animals</topic><topic>Calorimetry, Differential Scanning</topic><topic>Cell Adhesion - drug effects</topic><topic>Cell compatibility</topic><topic>Cell Death - drug effects</topic><topic>Cell Shape - drug effects</topic><topic>Chitosan - analogs & derivatives</topic><topic>Chitosan - chemistry</topic><topic>Chitosan derivatives</topic><topic>Controlled release</topic><topic>Fibroblasts - cytology</topic><topic>Fibroblasts - drug effects</topic><topic>Hydrogel, Polyethylene Glycol Dimethacrylate - chemistry</topic><topic>Hydrogen-Ion Concentration - drug effects</topic><topic>Ibuprofen - chemistry</topic><topic>Ibuprofen - pharmacology</topic><topic>Iridoid Glycosides</topic><topic>Iridoids - chemistry</topic><topic>Iridoids - pharmacology</topic><topic>Kinetics</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mice</topic><topic>pH-sensitive hydrogel</topic><topic>Solubility - drug effects</topic><topic>Solutions</topic><topic>Spectroscopy, Fourier Transform Infrared</topic><topic>Temperature</topic><topic>Water - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Tse-Ying</creatorcontrib><creatorcontrib>Lin, Yi-Ling</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Acta biomaterialia</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Tse-Ying</au><au>Lin, Yi-Ling</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel pH-sensitive chitosan-based hydrogel for encapsulating poorly water-soluble drugs</atitle><jtitle>Acta biomaterialia</jtitle><addtitle>Acta Biomater</addtitle><date>2010-04-01</date><risdate>2010</risdate><volume>6</volume><issue>4</issue><spage>1423</spage><epage>1429</epage><pages>1423-1429</pages><issn>1742-7061</issn><eissn>1878-7568</eissn><abstract>Carboxymethyl–hexanoyl chitosan (CHC) is an amphiphilic chitosan derivative with excellent swelling ability and water solubility under natural conditions. In this work, the influence of the degree of carboxymethyl and hexanoyl substitution on the pH-sensitive swelling behavior, drug release behavior, and antiadhesion behavior of CHC hydrogels (cross-linked with genipin) were studied. It was found that the pH sensitivity was more pronounced in CHC than in N,O-carboxymethyl chitosan because the hexanoyl group altered the state of water in CHC by inhibiting intermolecular hydrogen bonding. In addition, greater pH sensitivity was observed in samples bearing longer hydrophobic chains (carboxymethyl–palmityl chitosan). Interestingly, when used with ibuprofen (a poorly water-soluble therapeutic agent used here as a model drug), the bursting release of the drug was less prominent in the CHC samples having a high degree of carboxymethyl substitution. The CHC hydrogel also demonstrated good cell compatibility and its antiadhesive ability after grafting was altered by changes in the degree of hexanoyl substitution.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>19819354</pmid><doi>10.1016/j.actbio.2009.10.010</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1742-7061 |
| ispartof | Acta biomaterialia, 2010-04, Vol.6 (4), p.1423-1429 |
| issn | 1742-7061 1878-7568 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_918054425 |
| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Animals Calorimetry, Differential Scanning Cell Adhesion - drug effects Cell compatibility Cell Death - drug effects Cell Shape - drug effects Chitosan - analogs & derivatives Chitosan - chemistry Chitosan derivatives Controlled release Fibroblasts - cytology Fibroblasts - drug effects Hydrogel, Polyethylene Glycol Dimethacrylate - chemistry Hydrogen-Ion Concentration - drug effects Ibuprofen - chemistry Ibuprofen - pharmacology Iridoid Glycosides Iridoids - chemistry Iridoids - pharmacology Kinetics Magnetic Resonance Spectroscopy Mice pH-sensitive hydrogel Solubility - drug effects Solutions Spectroscopy, Fourier Transform Infrared Temperature Water - chemistry |
| title | Novel pH-sensitive chitosan-based hydrogel for encapsulating poorly water-soluble drugs |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-25T13%3A30%3A29IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Novel%20pH-sensitive%20chitosan-based%20hydrogel%20for%20encapsulating%20poorly%20water-soluble%20drugs&rft.jtitle=Acta%20biomaterialia&rft.au=Liu,%20Tse-Ying&rft.date=2010-04-01&rft.volume=6&rft.issue=4&rft.spage=1423&rft.epage=1429&rft.pages=1423-1429&rft.issn=1742-7061&rft.eissn=1878-7568&rft_id=info:doi/10.1016/j.actbio.2009.10.010&rft_dat=%3Cproquest_cross%3E733112040%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=733112040&rft_id=info:pmid/19819354&rft_els_id=S1742706109004450&rfr_iscdi=true |