Utility of cyclodextrins in the formulation of genistein Part 1. Preparation and physicochemical properties of genistein complexes with native cyclodextrins
Isoflavones are suitable guest molecules for inclusion complex formation with cyclodextrins (CDs). The molecular encapsulation with CDs results in a solid, molecularly dispersed form and in a significantly improved aqueous solubility of isoflavones. Genistein, a key isoflavone constituent of Ononidi...
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| Veröffentlicht in: | Journal of pharmaceutical and biomedical analysis 2008-11, Vol.48 (3), p.636-640 |
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| creator | DARUHAZI, Agnes Emma SZENTE, Lajos BALOGH, Balazs MATYUS, Péter BENI, Szabolcs TAKACS, Maria GERGELY, Andras HORVATH, Péter SZÖKE, Eva LEMBERKOVICS, Eva |
| description | Isoflavones are suitable guest molecules for inclusion complex formation with cyclodextrins (CDs). The molecular encapsulation with CDs results in a solid, molecularly dispersed form and in a significantly improved aqueous solubility of isoflavones. Genistein, a key isoflavone constituent of Ononidis spinosae radix was found to form a supramolecular, non-covalent inclusion complex with both beta-cyclodextrin (beta-CD) and gamma-cyclodextrin (gamma-CD), while it did not form a stable complex with alpha-CD. The guest genistein was found to spatially located in the less polar cavity of cyclodextrin. The isolated binary genistein/CD complexes appeared novel crystalline lattices. The in vitro dissolution of genistein entrapped into both beta- and gamma-CD, significantly surpassed that of the plain isoflavone. |
| doi_str_mv | 10.1016/j.jpba.2008.06.007 |
| format | Article |
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Preparation and physicochemical properties of genistein complexes with native cyclodextrins</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals</source><creator>DARUHAZI, Agnes Emma ; SZENTE, Lajos ; BALOGH, Balazs ; MATYUS, Péter ; BENI, Szabolcs ; TAKACS, Maria ; GERGELY, Andras ; HORVATH, Péter ; SZÖKE, Eva ; LEMBERKOVICS, Eva</creator><creatorcontrib>DARUHAZI, Agnes Emma ; SZENTE, Lajos ; BALOGH, Balazs ; MATYUS, Péter ; BENI, Szabolcs ; TAKACS, Maria ; GERGELY, Andras ; HORVATH, Péter ; SZÖKE, Eva ; LEMBERKOVICS, Eva</creatorcontrib><description>Isoflavones are suitable guest molecules for inclusion complex formation with cyclodextrins (CDs). The molecular encapsulation with CDs results in a solid, molecularly dispersed form and in a significantly improved aqueous solubility of isoflavones. Genistein, a key isoflavone constituent of Ononidis spinosae radix was found to form a supramolecular, non-covalent inclusion complex with both beta-cyclodextrin (beta-CD) and gamma-cyclodextrin (gamma-CD), while it did not form a stable complex with alpha-CD. The guest genistein was found to spatially located in the less polar cavity of cyclodextrin. The isolated binary genistein/CD complexes appeared novel crystalline lattices. The in vitro dissolution of genistein entrapped into both beta- and gamma-CD, significantly surpassed that of the plain isoflavone.</description><identifier>ISSN: 0731-7085</identifier><identifier>EISSN: 1873-264X</identifier><identifier>DOI: 10.1016/j.jpba.2008.06.007</identifier><identifier>PMID: 18757150</identifier><identifier>CODEN: JPBADA</identifier><language>eng</language><publisher>Amsterdam: Elsevier</publisher><subject>Analysis ; Analytical, structural and metabolic biochemistry ; beta-Cyclodextrins - chemistry ; Biological and medical sciences ; Chemical Phenomena ; Chemistry, Pharmaceutical ; Cyclodextrins - chemistry ; Fundamental and applied biological sciences. Psychology ; General pharmacology ; Genistein - chemistry ; Medical sciences ; Models, Molecular ; Molecular Structure ; Pharmacology. Drug treatments ; Solubility ; Spectrophotometry, Ultraviolet</subject><ispartof>Journal of pharmaceutical and biomedical analysis, 2008-11, Vol.48 (3), p.636-640</ispartof><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21217886$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18757150$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>DARUHAZI, Agnes Emma</creatorcontrib><creatorcontrib>SZENTE, Lajos</creatorcontrib><creatorcontrib>BALOGH, Balazs</creatorcontrib><creatorcontrib>MATYUS, Péter</creatorcontrib><creatorcontrib>BENI, Szabolcs</creatorcontrib><creatorcontrib>TAKACS, Maria</creatorcontrib><creatorcontrib>GERGELY, Andras</creatorcontrib><creatorcontrib>HORVATH, Péter</creatorcontrib><creatorcontrib>SZÖKE, Eva</creatorcontrib><creatorcontrib>LEMBERKOVICS, Eva</creatorcontrib><title>Utility of cyclodextrins in the formulation of genistein Part 1. Preparation and physicochemical properties of genistein complexes with native cyclodextrins</title><title>Journal of pharmaceutical and biomedical analysis</title><addtitle>J Pharm Biomed Anal</addtitle><description>Isoflavones are suitable guest molecules for inclusion complex formation with cyclodextrins (CDs). The molecular encapsulation with CDs results in a solid, molecularly dispersed form and in a significantly improved aqueous solubility of isoflavones. Genistein, a key isoflavone constituent of Ononidis spinosae radix was found to form a supramolecular, non-covalent inclusion complex with both beta-cyclodextrin (beta-CD) and gamma-cyclodextrin (gamma-CD), while it did not form a stable complex with alpha-CD. The guest genistein was found to spatially located in the less polar cavity of cyclodextrin. The isolated binary genistein/CD complexes appeared novel crystalline lattices. The in vitro dissolution of genistein entrapped into both beta- and gamma-CD, significantly surpassed that of the plain isoflavone.</description><subject>Analysis</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>beta-Cyclodextrins - chemistry</subject><subject>Biological and medical sciences</subject><subject>Chemical Phenomena</subject><subject>Chemistry, Pharmaceutical</subject><subject>Cyclodextrins - chemistry</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General pharmacology</subject><subject>Genistein - chemistry</subject><subject>Medical sciences</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>Pharmacology. Drug treatments</subject><subject>Solubility</subject><subject>Spectrophotometry, Ultraviolet</subject><issn>0731-7085</issn><issn>1873-264X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpVkE1LAzEQhoMotlb_gAfJxeOuSfYjm6MUv6BgDxa8lexs1k3Zj5Ck2v0v_lgjrULnMjDzzMv7DkLXlMSU0PxuE29MKWNGSBGTPCaEn6ApLXgSsTx9P0VTwhMacVJkE3Th3IYQklGRnqNJgDJOMzJF3yuvW-1HPNQYRmiHSu281b3Duse-UbgebLdtpddD_8t8qF47r8JyKa3HNMZLq4y0e0D2FTbN6DQM0KhOg2yxsYNR1mvlju9h6EyrdmH8pX2D-6DwqY49XKKzWrZOXR36DK0eH97mz9Hi9ellfr-IDEuEjypCeZGXTABwUUICLMtJDYWADEqRpaGSkFjVAlJGKCtlXvEqTSHjXAhaJzN0s9c127JT1dpY3Uk7rv_eFIDbAyBdyFRb2YN2_xyjLDgo8uQHySl8bQ</recordid><startdate>20081104</startdate><enddate>20081104</enddate><creator>DARUHAZI, Agnes Emma</creator><creator>SZENTE, Lajos</creator><creator>BALOGH, Balazs</creator><creator>MATYUS, Péter</creator><creator>BENI, Szabolcs</creator><creator>TAKACS, Maria</creator><creator>GERGELY, Andras</creator><creator>HORVATH, Péter</creator><creator>SZÖKE, Eva</creator><creator>LEMBERKOVICS, Eva</creator><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope></search><sort><creationdate>20081104</creationdate><title>Utility of cyclodextrins in the formulation of genistein Part 1. Preparation and physicochemical properties of genistein complexes with native cyclodextrins</title><author>DARUHAZI, Agnes Emma ; SZENTE, Lajos ; BALOGH, Balazs ; MATYUS, Péter ; BENI, Szabolcs ; TAKACS, Maria ; GERGELY, Andras ; HORVATH, Péter ; SZÖKE, Eva ; LEMBERKOVICS, Eva</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p239t-d01786b29cc79bc3c2560fc89c5cb9544443187ef9c42012ba6d7d44c577991f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Analysis</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>beta-Cyclodextrins - chemistry</topic><topic>Biological and medical sciences</topic><topic>Chemical Phenomena</topic><topic>Chemistry, Pharmaceutical</topic><topic>Cyclodextrins - chemistry</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>Genistein - chemistry</topic><topic>Medical sciences</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Pharmacology. 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Preparation and physicochemical properties of genistein complexes with native cyclodextrins</atitle><jtitle>Journal of pharmaceutical and biomedical analysis</jtitle><addtitle>J Pharm Biomed Anal</addtitle><date>2008-11-04</date><risdate>2008</risdate><volume>48</volume><issue>3</issue><spage>636</spage><epage>640</epage><pages>636-640</pages><issn>0731-7085</issn><eissn>1873-264X</eissn><coden>JPBADA</coden><abstract>Isoflavones are suitable guest molecules for inclusion complex formation with cyclodextrins (CDs). The molecular encapsulation with CDs results in a solid, molecularly dispersed form and in a significantly improved aqueous solubility of isoflavones. Genistein, a key isoflavone constituent of Ononidis spinosae radix was found to form a supramolecular, non-covalent inclusion complex with both beta-cyclodextrin (beta-CD) and gamma-cyclodextrin (gamma-CD), while it did not form a stable complex with alpha-CD. The guest genistein was found to spatially located in the less polar cavity of cyclodextrin. The isolated binary genistein/CD complexes appeared novel crystalline lattices. The in vitro dissolution of genistein entrapped into both beta- and gamma-CD, significantly surpassed that of the plain isoflavone.</abstract><cop>Amsterdam</cop><pub>Elsevier</pub><pmid>18757150</pmid><doi>10.1016/j.jpba.2008.06.007</doi><tpages>5</tpages></addata></record> |
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| subjects | Analysis Analytical, structural and metabolic biochemistry beta-Cyclodextrins - chemistry Biological and medical sciences Chemical Phenomena Chemistry, Pharmaceutical Cyclodextrins - chemistry Fundamental and applied biological sciences. Psychology General pharmacology Genistein - chemistry Medical sciences Models, Molecular Molecular Structure Pharmacology. Drug treatments Solubility Spectrophotometry, Ultraviolet |
| title | Utility of cyclodextrins in the formulation of genistein Part 1. Preparation and physicochemical properties of genistein complexes with native cyclodextrins |
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