complexation of both enantiomers of 2-phenylpropionic acid with cyclodextrin determination of binding constant, stoichiometry, bioavailability and co-conformation络合与环糊精2-phenylpropionic酸测定的两个对映体结合常数,化学计量学、生物利用度和co-conformation.pdfVIP

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complexation of both enantiomers of 2-phenylpropionic acid with cyclodextrin determination of binding constant, stoichiometry, bioavailability and co-conformation络合与环糊精2-phenylpropionic酸测定的两个对映体结合常数,化学计量学、生物利用度和co-conformation.pdf

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complexation of both enantiomers of 2-phenylpropionic acid with cyclodextrin determination of binding constant, stoichiometry, bioavailability and co-conformation络合与环糊精2-phenylpropionic酸测定的两个对映体结合常数,化学计量学、生物利用度和co-conformation

Journal of Encapsulation and Adsorption Sciences, 2012, 2, 48-59 / 10.4236/jeas.2012.23008 Published Online September 2012 (http://www.SciRP.org/journal/jeas) Complexation of Both Enantiomers of 2-Phenylpropionic Acid with Cyclodextrin: Determination of Binding Constant, Stoichiometry, Bioavailability and Co-Conformation * Ali Aboel Dahab , Norman W. Smith Pharmaceutical Sciences Research Division, King’s College, London, UK * Email: ali.aboel_dahab@kcl.ac.uk Received June 14, 2012; revised July 20, 2012; accepted August 16, 2012 ABSTRACT Although enantiomers of 2-phenylpropionic acids (2-PPAs), or profens are important group of nonsteroidal anti-in- flammatory drugs (NSAIDs) and have been in clinical use for many years, there is no literature covering its binding interaction in particular with cyclodextrins. NSAIDs are marketed as racemates, chiral discrimination and knowledge of enantiomeric bioavailability is essential. Circular dichroism (CD) spectroscopy is the technique of choice for elucidat- ing chirality and monitoring and characterizing molecular recognition phenomena in solution. Methods employing the fundamentals of the simultaneous measurements of absorbance and CD and a novel efficient titration method have been developed to study the binding of β-Cyclodextrin (β-CyD) and the two enantiomers of 2-PPA as a function of pH. The effect on physicochemical properties and bioavailability was investigated. The binding constant, stoichiometry and pKa for both the free and the bound drugs were determined using a Levenburg-Marqua