Study of structural features and thermodynamic parameters, determining the chromatographic behaviour of drug–cyclodextrin complexes
The chromatographic behaviour of host–guest inclusion complexes was studied, in order to predict the optimal conditions for their accurate analysis and overcome the significant analytical errors generated by the presence of cyclodextrins. Complexes of tolfenamic acid and ketoprofen with β-cyclodextr...
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| Veröffentlicht in: | Journal of Chromatography A 2005-09, Vol.1087 (1), p.86-94 |
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| creator | Rozou, S. Michaleas, S. Antoniadou-Vyza, E. |
| description | The chromatographic behaviour of host–guest inclusion complexes was studied, in order to predict the optimal conditions for their accurate analysis and overcome the significant analytical errors generated by the presence of cyclodextrins. Complexes of tolfenamic acid and ketoprofen with β-cyclodextrtin (βCD), 2-hydroxypropyl-βCD (HPβCD) and methyl-βCD (MeβCD) prepared in different molar ratios, were studied. Since the drug release from cyclodextrins’ complexes is a prerequisite for its accurate quantitation, several parameters affecting the dissociation during the analysis were evaluated. In an attempt to explain the drug release mechanism from cyclodextrins, during HPLC analysis, the possible correlation of the NMR structural findings with the binding constants and the thermodynamic quantities of complexation were examined, in relation to their chromatographic behaviour. Finally, the presence of the solvation spheres around the supramolecules, which affect the complex stability, is suggested to be crucial for our chromatographic findings. Particularly, entropy change in the system is considered the most critical factor, determining the time required for dissociation of drug–cyclodextrin complexes, during drug quantitation. |
| doi_str_mv | 10.1016/j.chroma.2005.02.039 |
| format | Article |
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Complexes of tolfenamic acid and ketoprofen with β-cyclodextrtin (βCD), 2-hydroxypropyl-βCD (HPβCD) and methyl-βCD (MeβCD) prepared in different molar ratios, were studied. Since the drug release from cyclodextrins’ complexes is a prerequisite for its accurate quantitation, several parameters affecting the dissociation during the analysis were evaluated. In an attempt to explain the drug release mechanism from cyclodextrins, during HPLC analysis, the possible correlation of the NMR structural findings with the binding constants and the thermodynamic quantities of complexation were examined, in relation to their chromatographic behaviour. Finally, the presence of the solvation spheres around the supramolecules, which affect the complex stability, is suggested to be crucial for our chromatographic findings. Particularly, entropy change in the system is considered the most critical factor, determining the time required for dissociation of drug–cyclodextrin complexes, during drug quantitation.</description><identifier>ISSN: 0021-9673</identifier><identifier>DOI: 10.1016/j.chroma.2005.02.039</identifier><identifier>PMID: 16130701</identifier><identifier>CODEN: JOCRAM</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Analytical chemistry ; Binding constant ; Biological and medical sciences ; Bones, joints and connective tissue. Antiinflammatory agents ; CDs ; Chemistry ; Chromatographic methods and physical methods associated with chromatography ; Chromatography, High Pressure Liquid - methods ; Cyclodextrins - chemistry ; Dissociation ; Exact sciences and technology ; Ketoprofen ; Ketoprofen - chemistry ; Magnetic Resonance Spectroscopy ; Medical sciences ; ortho-Aminobenzoates - chemistry ; Other chromatographic methods ; Pharmacology. Drug treatments ; Solubility ; Thermodynamics ; Tolfenamic acid</subject><ispartof>Journal of Chromatography A, 2005-09, Vol.1087 (1), p.86-94</ispartof><rights>2005 Elsevier B.V.</rights><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c390t-e27e7dd0d7982faac244d6163f868ca8491787dbd40a552d9cd845dd2163df223</citedby><cites>FETCH-LOGICAL-c390t-e27e7dd0d7982faac244d6163f868ca8491787dbd40a552d9cd845dd2163df223</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.chroma.2005.02.039$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>310,311,315,782,786,791,792,3552,23937,23938,25147,27931,27932,46002</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17053203$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16130701$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Rozou, S.</creatorcontrib><creatorcontrib>Michaleas, S.</creatorcontrib><creatorcontrib>Antoniadou-Vyza, E.</creatorcontrib><title>Study of structural features and thermodynamic parameters, determining the chromatographic behaviour of drug–cyclodextrin complexes</title><title>Journal of Chromatography A</title><addtitle>J Chromatogr A</addtitle><description>The chromatographic behaviour of host–guest inclusion complexes was studied, in order to predict the optimal conditions for their accurate analysis and overcome the significant analytical errors generated by the presence of cyclodextrins. Complexes of tolfenamic acid and ketoprofen with β-cyclodextrtin (βCD), 2-hydroxypropyl-βCD (HPβCD) and methyl-βCD (MeβCD) prepared in different molar ratios, were studied. Since the drug release from cyclodextrins’ complexes is a prerequisite for its accurate quantitation, several parameters affecting the dissociation during the analysis were evaluated. In an attempt to explain the drug release mechanism from cyclodextrins, during HPLC analysis, the possible correlation of the NMR structural findings with the binding constants and the thermodynamic quantities of complexation were examined, in relation to their chromatographic behaviour. Finally, the presence of the solvation spheres around the supramolecules, which affect the complex stability, is suggested to be crucial for our chromatographic findings. Particularly, entropy change in the system is considered the most critical factor, determining the time required for dissociation of drug–cyclodextrin complexes, during drug quantitation.</description><subject>Analytical chemistry</subject><subject>Binding constant</subject><subject>Biological and medical sciences</subject><subject>Bones, joints and connective tissue. Antiinflammatory agents</subject><subject>CDs</subject><subject>Chemistry</subject><subject>Chromatographic methods and physical methods associated with chromatography</subject><subject>Chromatography, High Pressure Liquid - methods</subject><subject>Cyclodextrins - chemistry</subject><subject>Dissociation</subject><subject>Exact sciences and technology</subject><subject>Ketoprofen</subject><subject>Ketoprofen - chemistry</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>ortho-Aminobenzoates - chemistry</subject><subject>Other chromatographic methods</subject><subject>Pharmacology. Drug treatments</subject><subject>Solubility</subject><subject>Thermodynamics</subject><subject>Tolfenamic acid</subject><issn>0021-9673</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kL-O1DAQh1OAuOPgDRBKAxUbxs4fJw0SOsGBdBIFUFuznsmuV0m82M7ptqPhCXhDnuQcZaXrqGaKb376zZdlrwQUAkTz_lCYvXcjFhKgLkAWUHZPsksAKTZdo8qL7HkIBwChQMln2YVoRAkKxGX253uc6ZS7Pg_RzybOHoe8Z0wLhxwnyuOe_ejoNOFoTX5EjyNH9uFdTssc7WSn3ULla4fodh6P-8RueY931s1-iSc_7_79_mtOZnDE99HbKTduPA58z-FF9rTHIfDL87zKfn7-9OP6y-b2283X64-3G1N2EDcsFSsiINW1skc0sqqoEU3Zt01rsK06oVpFW6oA61pSZ6itaiKZEOqlLK-yt2vu0btfM4eoRxsMDwNO7Oagm7YupShVAqsVNN6F4LnXR29H9CctQC_K9UGv7-pFuQapk_J09vqcP29Hpsejs-8EvDkDGAwOvcfJ2PDIKUgFoEzch5XjZOPOstfBWJ4Mk_VsoiZn_9_kAUnoqEQ</recordid><startdate>20050916</startdate><enddate>20050916</enddate><creator>Rozou, S.</creator><creator>Michaleas, S.</creator><creator>Antoniadou-Vyza, E.</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><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></search><sort><creationdate>20050916</creationdate><title>Study of structural features and thermodynamic parameters, determining the chromatographic behaviour of drug–cyclodextrin complexes</title><author>Rozou, S. ; Michaleas, S. ; Antoniadou-Vyza, E.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c390t-e27e7dd0d7982faac244d6163f868ca8491787dbd40a552d9cd845dd2163df223</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Analytical chemistry</topic><topic>Binding constant</topic><topic>Biological and medical sciences</topic><topic>Bones, joints and connective tissue. Antiinflammatory agents</topic><topic>CDs</topic><topic>Chemistry</topic><topic>Chromatographic methods and physical methods associated with chromatography</topic><topic>Chromatography, High Pressure Liquid - methods</topic><topic>Cyclodextrins - chemistry</topic><topic>Dissociation</topic><topic>Exact sciences and technology</topic><topic>Ketoprofen</topic><topic>Ketoprofen - chemistry</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>ortho-Aminobenzoates - chemistry</topic><topic>Other chromatographic methods</topic><topic>Pharmacology. Drug treatments</topic><topic>Solubility</topic><topic>Thermodynamics</topic><topic>Tolfenamic acid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rozou, S.</creatorcontrib><creatorcontrib>Michaleas, S.</creatorcontrib><creatorcontrib>Antoniadou-Vyza, E.</creatorcontrib><collection>Pascal-Francis</collection><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><jtitle>Journal of Chromatography A</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rozou, S.</au><au>Michaleas, S.</au><au>Antoniadou-Vyza, E.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Study of structural features and thermodynamic parameters, determining the chromatographic behaviour of drug–cyclodextrin complexes</atitle><jtitle>Journal of Chromatography A</jtitle><addtitle>J Chromatogr A</addtitle><date>2005-09-16</date><risdate>2005</risdate><volume>1087</volume><issue>1</issue><spage>86</spage><epage>94</epage><pages>86-94</pages><issn>0021-9673</issn><coden>JOCRAM</coden><abstract>The chromatographic behaviour of host–guest inclusion complexes was studied, in order to predict the optimal conditions for their accurate analysis and overcome the significant analytical errors generated by the presence of cyclodextrins. Complexes of tolfenamic acid and ketoprofen with β-cyclodextrtin (βCD), 2-hydroxypropyl-βCD (HPβCD) and methyl-βCD (MeβCD) prepared in different molar ratios, were studied. Since the drug release from cyclodextrins’ complexes is a prerequisite for its accurate quantitation, several parameters affecting the dissociation during the analysis were evaluated. In an attempt to explain the drug release mechanism from cyclodextrins, during HPLC analysis, the possible correlation of the NMR structural findings with the binding constants and the thermodynamic quantities of complexation were examined, in relation to their chromatographic behaviour. Finally, the presence of the solvation spheres around the supramolecules, which affect the complex stability, is suggested to be crucial for our chromatographic findings. Particularly, entropy change in the system is considered the most critical factor, determining the time required for dissociation of drug–cyclodextrin complexes, during drug quantitation.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>16130701</pmid><doi>10.1016/j.chroma.2005.02.039</doi><tpages>9</tpages></addata></record> |
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| subjects | Analytical chemistry Binding constant Biological and medical sciences Bones, joints and connective tissue. Antiinflammatory agents CDs Chemistry Chromatographic methods and physical methods associated with chromatography Chromatography, High Pressure Liquid - methods Cyclodextrins - chemistry Dissociation Exact sciences and technology Ketoprofen Ketoprofen - chemistry Magnetic Resonance Spectroscopy Medical sciences ortho-Aminobenzoates - chemistry Other chromatographic methods Pharmacology. Drug treatments Solubility Thermodynamics Tolfenamic acid |
| title | Study of structural features and thermodynamic parameters, determining the chromatographic behaviour of drug–cyclodextrin complexes |
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