Complexation of morin with three kinds of cyclodextrin. A thermodynamic and reactivity study.
Properties of inclusion complexes between morin (M) and beta-cyclodextrin (betaCD), 2-hydroxypropyl-beta-cyclodextrin (HPbetaCD) and Heptakis (2,6-O-di methyl) beta-cyclodextrin (DMbetaCD) such as aqueous solubility and the association constants of this complex have been determined. The water solubility of morin was increased by inclusion with cyclodextrins. The phase-solubility diagrams drawn from UV spectral measurements are of the A(L)-type. Also ORAC(FL) studies were done. An increase in the antioxidant reactivity is observed when morin form inclusion complex with the three cyclodextrin studied. Finally, thermodynamics studies of cyclodextrin complexes indicated that for DMbetaCD the inclusion is primarily enthalpy-driven process meanwhile betaCD and HPbetaCD are entropy-driven processes. This is corroborated by the different inclusion geometries obtained by 2D-NMR.
Jullian
Carolina
C
Departamento de Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Casilla 233, Santiago 1, Chile. cjullian@uchile.cl
Orosteguis
Teresita
T
Pérez-Cruz
Fernanda
F
Sánchez
Paulina
P
Mendizabal
Fernando
F
Olea-Azar
Claudio
C
D000975:Antioxidants / Q000737:chemistry; D003505:Cyclodextrins; D004305:Dose-Response Relationship, Drug; D019277:Entropy; D005419:Flavonoids / Q000737:chemistry*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D012995:Solubility; D013053:Spectrophotometry / Q000379:methods; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature; D013816:Thermodynamics; D047392:beta-Cyclodextrins / Q000737:chemistry*; D047309:Flavones
D000975:Antioxidants; D003505:Cyclodextrins; D005419:Flavonoids; D047392:beta-Cyclodextrins; C008548:morin; D047309:Flavones; C031215:betadex