| Phase solubility analysis and PMR study of complexing behavior of dinoprostone with beta-cyclodextrin in water. | |
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MedLine Citation:
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PMID: 722476 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The mechanism of inclusion compound formation by dinoprostone (prostaglandin E2) with beta-cyclodextrin was studied by phase solubility analysis and PMR spectroscopy. As indicated by the linear increase of aqueous solubility of dinoprostone with beta-cyclodextrin concentration, some types of molecular interactions definitely exist between dinoprostone and the complexing ligands. The temperature dependence of a 1:1 complex formation constant yielded the following thermodynamic data at 20 degrees : deltaG degrees = -4.11 kcal/mole, deltaH degrees = 7.20 kcal/mole, and deltaS degrees = 10.5 e.u. Since water was the solvent system, these parameters appear to be largely determined by solvent reorganization through hydrogen bonding rather than solely by the binding of desolvated free dinoprostone and beta-cyclodextrin entities. PMR data indicate that dinoprostone is included within the cavity and also interacts with protons on the exterior of the beta-cyclodextrin molecule. A model consisting of a 1:1 complex, in which a dinoprostone molecule is partially included within the cavity and the remainder of the molecule extends around the edge of the opening of the cavity to the exterior of the beta-cyclodextrin molecule, is proposed as the most probable structure of this inclusion compound. |
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Authors:
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S G Frank; M J Cho |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of pharmaceutical sciences Volume: 67 ISSN: 0022-3549 ISO Abbreviation: J Pharm Sci Publication Date: 1978 Dec |
Date Detail:
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Created Date: 1979-02-12 Completed Date: 1979-02-12 Revised Date: 2008-11-21 |
Medline Journal Info:
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Nlm Unique ID: 2985195R Medline TA: J Pharm Sci Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 1665-8 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Chemical Phenomena Chemistry Dextrins* / analysis Magnetic Resonance Spectroscopy Models, Molecular Prostaglandins E* / analysis Solubility Starch* / analysis Thermodynamics |
| Chemical | |
Reg. No./Substance:
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0/Dextrins; 0/Prostaglandins E; 9005-25-8/Starch |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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