Literature DB >> 19834815

The influence of cosolvent on the complexation of HP-beta-cyclodextrins with oleanolic acid and ursolic acid.

Rui Li1, Peng Quan, Dong-Fei Liu, Fang-Di Wei, Qing Zhang, Qun-Wei Xu.   

Abstract

The present work was aimed at the influence of ethanol on the complex formation of hydroxypropyl-beta-cyclodextrin (HP-beta-CD) with oleanolic acid (OA) and ursolic acid (UA), two insoluble isomeric triterpenic acids. Phase solubility studies were carried out to evaluate the solubilizing power of HP-beta-CD, in association with ethanol, toward OA and UA. A mathematical model was applied to explain and predict the solubility of OA and UA influenced by HP-beta-CD and ethanol. The solid complexes were prepared by evaporating the filtrate of samples which was prepared in different complexing media. The solubility of OA is much higher than that of UA in all the tested aqueous solutions. The solubility of OA and UA can be increased over 900 and 200 times, respectively, by forming complex with HP-beta-CD. Ethanol (0.5%, v/v) can help the formation of OA-HP-beta-CD complex, but is harmful to the formation of UA-HP-beta-CD complex. Increasing solubility in water can be achieved by adding ethanol into the complexing media, but the concentration of ethanol should be optimized. The ring E of the chemical compounds has a great influence on the complexing process.

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Year:  2009        PMID: 19834815      PMCID: PMC2799583          DOI: 10.1208/s12249-009-9317-z

Source DB:  PubMed          Journal:  AAPS PharmSciTech        ISSN: 1530-9932            Impact factor:   3.246


  20 in total

1.  Cyclodextrin-based controlled drug release system.

Authors: 
Journal:  Adv Drug Deliv Rev       Date:  1999-03-01       Impact factor: 15.470

2.  The interaction of charged and uncharged drugs with neutral (HP-beta-CD) and anionically charged (SBE7-beta-CD) beta-cyclodextrins.

Authors:  K Okimoto; R A Rajewski; K Uekama; J A Jona; V J Stella
Journal:  Pharm Res       Date:  1996-02       Impact factor: 4.200

3.  Salt and solvent effects on the kinetics and thermodynamics of the inclusion of the ruthenium complex [Ru(NH3)5(4,4'-bpy)]2+ in beta-cyclodextrin.

Authors:  C Martin; F Sanchez; R Jimenez; R Prado; P Perez-Tejeda; P Lopez-Cornejo
Journal:  J Phys Chem B       Date:  2006-07-06       Impact factor: 2.991

4.  Enhanced bioavailability of a new thiazolidine derivative FPFS-410, an antidiabetic and lipid-lowering drug, after oral administration of its hydroxypropyl-beta-cyclodextrin complex to bile duct-cannulated rats.

Authors:  Takumi Hara; Hidetoshi Arima; Fumitoshi Hirayama; Kaneto Uekama
Journal:  J Pharm Sci       Date:  2006-08       Impact factor: 3.534

5.  Evaluation of cyclodextrin solubilization of drugs.

Authors:  Thorsteinn Loftsson; Dagný Hreinsdóttir; Már Másson
Journal:  Int J Pharm       Date:  2005-09-30       Impact factor: 5.875

Review 6.  Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization.

Authors:  T Loftsson; M E Brewster
Journal:  J Pharm Sci       Date:  1996-10       Impact factor: 3.534

7.  Effect of cyclodextrins on the solubility and stability of a novel soft corticosteroid, loteprednol etabonate.

Authors:  N Bodor; J Drustrup; W Wu
Journal:  Pharmazie       Date:  2000-03       Impact factor: 1.267

8.  Complexation of tanshinone IIA with 2-hydroxypropyl-beta-cyclodextrin: effect on aqueous solubility, dissolution rate, and intestinal absorption behavior in rats.

Authors:  Ling Wang; Xuehua Jiang; Weijuan Xu; Chenrui Li
Journal:  Int J Pharm       Date:  2007-04-05       Impact factor: 5.875

Review 9.  Self-association of cyclodextrins and cyclodextrin complexes.

Authors:  Thorsteinn Loftsson; Már Másson; Marcus E Brewster
Journal:  J Pharm Sci       Date:  2004-05       Impact factor: 3.534

10.  Evidence for complexes of different stoichiometries between organic solvents and cyclodextrins.

Authors:  L García-Río; P Hervés; J R Leis; J C Mejuto; J Pérez-Juste; P Rodríguez-Dafonte
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  6 in total

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2.  Immediate Release Formulation of Inhaled Beclomethasone Dipropionate-Hydroxypropyl-Beta-Cyclodextrin Composite Particles Produced Using Supercritical Assisted Atomization.

Authors:  Hsien-Tsung Wu; Yao-Hsiang Chuang; Han-Cyuan Lin; Tzu-Chieh Hu; Yi-Jia Tu; Liang-Jung Chien
Journal:  Polymers (Basel)       Date:  2022-05-23       Impact factor: 4.967

3.  Impact of Mistletoe Triterpene Acids on the Uptake of Mistletoe Lectin by Cultured Tumor Cells.

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Journal:  PLoS One       Date:  2016-04-18       Impact factor: 3.240

4.  Effect of Cyclodextrin Types and Co-Solvent on Solubility of a Poorly Water Soluble Drug.

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Journal:  Sci Pharm       Date:  2016-10-18

5.  A Natural Combination Extract of Viscum album L. Containing Both Triterpene Acids and Lectins Is Highly Effective against AML In Vivo.

Authors:  Catharina I Delebinski; Monika Twardziok; Susann Kleinsimon; Florian Hoff; Katharina Mulsow; Jana Rolff; Sebastian Jäger; Angelika Eggert; Georg Seifert
Journal:  PLoS One       Date:  2015-08-05       Impact factor: 3.240

6.  Co-solvation effect on the binding mode of the α-mangostin/β-cyclodextrin inclusion complex.

Authors:  Thanyada Rungrotmongkol; Uracha Ruktanonchai; Chompoonut Rungnim; Sarunya Phunpee; Manaschai Kunaseth; Supawadee Namuangruk; Kanin Rungsardthong
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  6 in total

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