caa a22 4500 445328800 CHVBK 20180317142730.0 cr unu---uuuuu 170323e20111101xx s 000 0 eng 10.1007/s10953-011-9760-9 doi (NATIONALLICENCE)springer-10.1007/s10953-011-9760-9 Inclusion Complex of 4-Hydroxycoumarin with Cyclodextrins and Its Characterization in Aqueous Solution [Elektronische Daten] [Christian Folch-Cano, Claudio Olea-Azar, Eduardo Sobarzo-Sánchez, Carmen Alvarez-Lorenzo, Angel Concheiro, Francisco Otero, Carolina Jullian] The physicochemical properties of 4-hydroxy-7-methoxy-3-phenyl-2H-chromen-2-one (4HC) and β-cyclodextrins (CDs) inclusion complexes were investigated. The phase solubility profile of 4HC with β-cyclodextrin derivatives was classified as AL-type. Stability constants for complexes with 1:1 molar ratios were calculated from the phase solubility diagrams and indicate the following trend: DMβCD>HPβCD>βCD. The highest value of the binding constant was for 4HC-DMβCD; the binding association constant (K a) for this complex was determined at different temperatures and the thermodynamic data indicate that 4HC-DMβCD association is mainly an entropically driven process. 1H NMR and ROESY were carried out, revealing that 4HC is embedded in the apolar cavity of DMβCD with the 4OH group buried in the cyclodextrin cavity with the phenyl group outside, near the primary rim. These results are in agreement with ORACFL values; the decrease in the antioxidant activity of 4HC-DMβCD is explained by the effective protection of the hydroxyl group due to complexation. Springer Science+Business Media, LLC, 2011 4-Hydroxycoumarin nationallicence Cyclodextrins nationallicence Inclusion complex nationallicence 2D-ROESY nationallicence Thermodynamic study nationallicence ORACFL nationallicence Folch-Cano Christian Departamento Química Inorgánica y Analítica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago, Chile aut Olea-Azar Claudio Departamento Química Inorgánica y Analítica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago, Chile aut Sobarzo-Sánchez Eduardo Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain aut Alvarez-Lorenzo Carmen Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain aut Concheiro Angel Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain aut Otero Francisco Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain aut Jullian Carolina Departamento Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago, Chile aut Journal of Solution Chemistry Springer US; http://www.springer-ny.com 40/11(2011-11-01), 1835-1846 0095-9782 40:11<1835 2011 40 10953 https://doi.org/10.1007/s10953-011-9760-9 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10953-011-9760-9 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Folch-Cano Christian Departamento Química Inorgánica y Analítica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago, Chile aut NATIONALLICENCE 700 1- Olea-Azar Claudio Departamento Química Inorgánica y Analítica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago, Chile aut NATIONALLICENCE 700 1- Sobarzo-Sánchez Eduardo Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain aut NATIONALLICENCE 700 1- Alvarez-Lorenzo Carmen Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain aut NATIONALLICENCE 700 1- Concheiro Angel Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain aut NATIONALLICENCE 700 1- Otero Francisco Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain aut NATIONALLICENCE 700 1- Jullian Carolina Departamento Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago, Chile aut NATIONALLICENCE 773 0- Journal of Solution Chemistry Springer US; http://www.springer-ny.com 40/11(2011-11-01), 1835-1846 0095-9782 40:11<1835 2011 40 10953 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer