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dc.contributor.authorEchezarreta López, María Magdalena 
dc.contributor.authorOtero-Mazoy, Iria
dc.contributor.authorRamírez, Héctor Luís
dc.contributor.authorVillalonga, Reynaldo
dc.contributor.authorTorres-Labandeira, Juan José
dc.contributor.otherIngeniería Química y Tecnología Farmacéutica
dc.date.accessioned2024-04-29T20:06:03Z
dc.date.available2024-04-29T20:06:03Z
dc.date.issued2008
dc.identifier.urihttp://riull.ull.es/xmlui/handle/915/37318
dc.description.abstractThe aim of this work is to analyze the effect of cyclodextrin (CD) complexation on the solubilization and stabilization of sodium dicloxacillin in acid aqueous solutions. The effect of four cyclodextrins -, -, - and hydroxypropyl--CD was studied. Phase solubility diagrams obtained are AL or BS type, depending on the cyclodextrin used and on the pH of the solution. The highest stability constants of the inclusion complexes are obtained with -CD at pH 1 and 2 and HP-CD at pH 3. The structure of the inclusion complex in solution is characterized by nuclear magnetic resonance (1H-NMR). This study suggests that the 7-oxo-4-thia-1-azabicyclo group is located in the CD cavity. Nevertheless, molecular modelling calculations predict two different orientations of dicloxacillin in the -CD cavity in vacuum and in aqueous solution. In vacuum, the results predict the inclusion of the dichlorophenyl ring of dicloxacillin instead of 7-oxo-4-thia-1-azabicyclo group into the -CD cavity. However, the results are different in aqueous solution and this conformation is confirmed by the NMR study. The effect of -CD and HP-CD in the stability of the drug in solution was studied. The degradation of sodium dicloxacillin in solution follows a pseudo-first-order kinetics and the cyclodextrin do not change this fact. Both cyclodextrins increase the stability of the drug but the efficacy is higher with -CDen
dc.description.sponsorshipFinanciado por Xunta de Galicia (PGIDT07CSA002203PR) y Ministerio de Educación y Ciencia, FEDER (SAF 2005-01930.)es_ES
dc.format.mimetypeapplication/pdf
dc.language.isoen
dc.relation.ispartofseriesCurrent Drug Discovery Technologies, 2008, 5, 140-145
dc.rightsLicencia Creative Commons (Reconocimiento-No comercial-Sin obras derivadas 4.0 Internacional)
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/deed.es_ES
dc.titleSolubilization and stabilization of sodium dicloxacillin by cyclodextrin inclusionen
dc.typeinfo:eu-repo/semantics/article
dc.subject.keywordBenzylpenicillinen
dc.subject.keywordcyclodextrinen
dc.subject.keywordsolubilityen
dc.subject.keyworddrug stabilityen
dc.subject.keywordmolecular modelingen


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Licencia Creative Commons (Reconocimiento-No comercial-Sin obras derivadas 4.0 Internacional)
Except where otherwise noted, this item's license is described as Licencia Creative Commons (Reconocimiento-No comercial-Sin obras derivadas 4.0 Internacional)