Correlation of solubility and prediction of the mixing properties of ginsenoside compound K in various solvents

Industrial and Engineering Chemistry Research

Volumn 51, Issue 23, 2012, Pages 8141-8148

  Li, Runyan ^a   Yan, Hao ^a   Wang, Zhao ^a   Gong, Junbo ^a  

^a TIANJIN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

APELBLAT EQUATION; COMPOUND K; EXCESS ENTHALPIES; EXPERIMENTAL DATA; GINSENOSIDES; MIXING PROPERTY; NEGATIVE VALUES; NRTL MODEL; PURE SOLVENTS; SOLUBILITY DATA; STATIC ANALYTICAL METHODS; WATER CONCENTRATIONS; WATER MIXTURE; WATER MOLE FRACTION; WATER SYSTEM; WILSON MODEL;

ACETONE; ACETONITRILE; BINARY MIXTURES; ENTHALPY; GIBBS FREE ENERGY; METHANOL; MIXING; SOLUBILITY;

SOLVENTS;

EID: 84862206397     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie300945p     Document Type: Article

References (31)

1. Akao, T.; Kanaoka, M.; Kobashi, K. Appearance of Compound K, a major metabolite of ginsenoside Rb1 by intestinal bacterial, in Rat Plasma After Oral Administration Measurement of Compound K by Enzyme Immunoassay Biol. Pharm. Bull. 1998, 21, 245-249
2. Bae, E. A.; Choo, M. K.; Park, E. K.; Park, S. Y.; Shin, H. Y.; Kim, D. H. Metabolism of Ginsenoside Rc by Human Intestinal Bacteria and Its Related Antiallergic Activity Biol. Pharm. Bull. 2002, 25, 743-747
3. Yan, Q.; Zhou, W.; Shi, X. L.; Zhou, P.; Ju, D. W.; Feng, M. Q. Biotransformation Pathways of Ginsenoside Rb1 to Compound K by β-glucosidases in Fungus Paecilomyces Bainier sp. 229 Process Biochem. 2010, 45, 1550-1556
4. Park, E. K.; Shin, Y. M.; Lee, H. U.; Kim, S. S.; Lee, Y. C.; Lee, B. Y.; Kim, D.H.. Inhibitory Effect of Ginsenoside Rb1 and Compound K on NO and Prostaglandin E2 Biosyntheses of RAW264.7 cells induced by lipopolysaccharide Biol. Pharm. Bull. 2005, 28, 652-656
5. Lee, H. U.; Bae, E. A.; Han, M. J.; Kim, N. J.; Kim, D. H. Hepatoprotective Effect of Ginsenoside Rb1 and Compound K on Tert-butyl Hydroperoxide-induced liver injury Liver Int. 2005, 25, 1069-1073
6. Ruether, F.; Sadowski, G. Modeling the Solubility of Pharmaceuticals in Pure Solvents and Solvent Mixtures for Drug Process Design J. Pharm. Sci. 2009, 98, 4205-4215
7. Delgado, D. R.; Holguin, A. R.; Almanza, O. A.; Martinez, F.; Marcus, Y. Solubility and Preferential Solvation of Meloxicam in Ethanol + Water Mixtures Fluid Phase Equilib. 2011, 305, 88-95
8. Li, R. Y.; Dong, W. B.; He, H. N.; Yan, H.; Jiang, X. B.; Gong, J. B. Isolation, Characterization and Phase Transformation of Ginsenoside Compound K new solvates: hydrate and methanol solvate Cryst. Res. Technol. 2012, 47, 377-384
9. Aldabaibeh, N; Jones, M. J.; Myerson, A. S.; Ulrich, J. The Solubility of Orthorhombic Lysozyme Crystals Obtained at High pH Cryst. Growth Des. 2009, 9, 3313-3317
10. Seedher, N.; Bhatia, S. Solubility Enhancement of Cox-2 Inhibitors Using Various Solvent Systems. AAPS PharmSciTech 2003, 4, Article 33, 1-9.
11. Song, L. C.; Gao, Y.; Gong, J. b. Measurement and Correlation of Solubility of Clopidogrel Hydrogen Sulfate (Metastable Form) in Lower Alcohols J. Chem. Eng. Data 2011, 56, 2553-2556
12. Mirmehrabi, M.; Rohani, S.; Murthy, K. S. K.; Radatus, B. Solubility, Dissolution Rate and Phase Transition Studies of Ranitidine Hydrochloride Tautomeric Forms Int. J. Pharm. 2004, 282, 73-85
13. Buchowski, H.; Ksiazczak, A.; Pietrzyk, S. Solvent Activity along a Saturation Line and Solubility of Hydrogen-Bonding Solids J. Phys. Chem. 1980, 84, 975-979
14. Chen, J.; Zeng, Z. X; Xue, W. Lan.; Wang, D.; Huang, Y. Determination and Correlation of Solubility of Decahydropyrazino[2,3-b]pyrazine in Methanol, Ethanol, and 2-Propanol Ind. Eng. Chem. Res. 2011, 50, 11755-11762
15. Apelblat, A.; Manzurola, E. Solubilities of o-acetylsalicylic, 4-aminosalic, 3,5-dinitrosalicylic, and p -toluic acid, and magnesium- dl -aspartate in water from T = (278 to 348) K J. Chem. Thermodyn. 1999, 31, 85-91
16. Wei, D. W.; Pei, Y. H. Solubility of Diphenyl Carbonate in Pure Alcohols from 283 to 333 K J. Chem. Eng. Data 2008, 53, 2710-2711
17. Prausnitz, J. M.; Lichtenthaler, R. N.; Azevedo, E. G. Molecular Thermodynamics of Fluid Phase Equilibria, 3 rd ed.; Prentice Hall: Englewood Cliffs, NJ, 1999.
18. Long, B. W.; Li, J.; Song, Y. H.; Du, J. Q. Temperature Dependent Solubility of α-Form L-Glutamic Acid in Selected Organic Solvents: Measurements and Thermodynamic Modeling Ind. Eng. Chem. Res. 2011, 50, 8354-8360
19. Manifar, T; Rohani, S. Measurement and Development of Solubility Correlations for Tritolylamine in Twelve Organic Solvents Ind. Eng. Chem. Res. 2005, 44, 970-976
20. Wilson, G. M. Vapor-liquid Equilibrium. XI. A New Expression for the Excess Free Energy of Mixing J. Am. Chem. Soc. 1964, 86, 127-130
21. Renon, H.; Prausnitz, J. M. Local Compositions in Thermodynamic Excess Functions for Liquid Mixtures AIChE J. 1968, 14, 135-144
22. Wei, D. W.; Pei, Y. H. Measurement and Correlation of Solubility of Diphenyl Carbonate in Alkanols Ind. Eng. Chem. Res. 2008, 47, 8953-8956
23. Marina, J. M.; Tassios, D. P. Effective Local Compositions in Phase Equilibrium Correlations Ind. Eng. Chem. Process Des. Dev. 1973, 12, 67-71
24. Nordstrom, F. L.; Rasmuson, C. Prediction of Solubility Curves and Melting Properties of Organic and Pharmaceutical Compounds Eur. J. Pharm. Sci. 2009, 36, 330-344
25. Smith, J. M.; Ness, H. C. V.; Abbott, M. M. Introduction to Chemical Engineering Thermodynamics; McGraw-Hill: New York, 2001.
26. Kondepudi, D. K. Introduction to Modern Thermodynamics; John Wiley & Sons, Ltd: Chichester, England, 2008.
27. Yan, H.; Wang, Z.; Wang, J. K. Correlation of Solubility and Prediction of the Mixing Properties of Capsaicin in Different Pure Solvents. Ind. Eng. Chem. Res. 2012, 51, 2808-2813.
28. Gow, A. S. Calculation of Vapor-Liquid Equilibria from Infinite-Dilution Excess Enthalpy Data using the Wilson or NRTL Equation Ind. Eng. Chem. Res. 1993, 32, 3150-3161
29. Chaudhari, P.; Sharma, P.; Barhate, N.; Kulkarni, P.; Mistry, C. Solubility enhancement of hydrophobic drugs using synergistically interacting cyclodextrins and cosolvent Curr. Sci. 2007, 92, 1586-1591
30. Granberg, R. A.; Rasmuson, K. C. Solubility of Paracetamol in Binary and Ternary Mixtures of Water + Acetone + Toluene J. Chem. Eng. Data 2000, 45, 478-483
31. Blandamer, M. J.; Burgess, J. Kinetic reactions in aqueous mixtures Chem. Soc. Rev. 1975, 4, 55-75