Solubility of gallic acid, catechin, and protocatechuic acid in subcritical water from (298.75 to 415.85) K

Journal of Chemical and Engineering Data

Volumn 55, Issue 9, 2010, Pages 3101-3108

  Srinivas, Keerthi ^a   King, Jerry W ^a   Howard, Luke R ^b   Monrad, Jeana K ^b  

^a 3202 Bell Engineering Center   (United States)

^b UNIVERSITY OF ARKANSAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AQUEOUS SOLUBILITY; DYNAMIC FLOWS; EMPIRICAL CORRELATIONS; GALLIC ACIDS; MOLAR GIBBS ENERGIES; PHENOLIC COMPOUNDS; PROTOCATECHUIC ACID; SOLUBILITY DATA; STANDARD MOLAR ENTHALPY; STANDARD MOLAR ENTROPY; SUB-CRITICAL WATER; TEMPERATURE DEPENDENCE;

ACIDS; HYDRATES; HYDRATION; ORGANIC COMPOUNDS; PHENOLS; STANDARDS; TEMPERATURE;

SOLUBILITY;

EID: 77956518740     PISSN: 00219568     EISSN: 15205134     Source Type: Journal    
DOI: 10.1021/je901097n     Document Type: Article

References (40)

1. Jackman, R. L.; Smith, G. L. Anthocyanins and Betalains. In Natural Food Colorants; Hendry, G. A. F., Houghton, J. D., Eds.; Blackie Academic & Professional: Glasgow, NZ, 1996; p 244.
2. Cook, N. C.; Samman, S. J. Flavonoids-Chemistry, Metabolism, Cardioprotective Effects and Dietary Sources Nutr. Biochem. 1996, 7, 66-76
3. Hertog, M. G. L.; Kromhout, D.; Aravanis, C.; Blackburn, H.; Buzina, R.; Fidanza, F.; Giampaoli, S.; Jansen, A.; Menotti, A.; Nedeljkovic, S.; Pekkarinen, M.; Simic, B. S.; Toshima, H.; Feskens, E. J. M.; Hollman, P. C. H.; Katan, M. B. Flavonoid Intake and Long-Term Risk of Coronary Heart Disease and Cancer in the Seven Countries Study Arch. Intern. Med. 1995, 155, 381-386
4. Knekt, P.; Jarvinen, R.; Seppanen, R.; Heliovaara, M.; Teppo, L.; Pukkala, E.; Aromaa, A. Dietary Flavonoids and the Risk of Lung Cancer and Other Malignant Neoplasms Am. J. Epiderm. 1997, 146, 223-230 (Pubitemid 27329723)
5. Kawaii, S.; Tomono, Y.; Katase, E.; Ogawa, K.; Yano, M. Antiproliferative Activity of Flavonoids on Several Cancer Cell Lines Biosci. Biotechnol. Biochem. 1999, 63, 896-899 (Pubitemid 129562768)
6. Beeson, W. H.; Rockhill, A. T. Rejuvenating Skin Cream. US Patent 0153757, 2008.
7. Li, B. B.; Smith, B.; Hossain, Md. M. Extraction of Phenolics from Citrus Peels: 1. Solvent Extraction Method Sep. Purif. Technol. 2006, 48, 182-188 (Pubitemid 43133179)
8. Gao, M.; Song, B.-Z.; Liu, C.-Z. Dynamic Microwave Assisted Extraction of Flavonoids from Saussurea Medusa Maxim Cultured Cells Biochem. Eng. J. 2006, 79-83
9. Herrrera, M. C.; de Castro, M. D. L. Ultrasound-Assisted Extraction for the Analysis of Phenolic Compounds in Strawberries Anal. Bioanal. Chem. 2009, 379, 1106-1112
10. Weiss, R.; Molinelli, A.; Jakusch, M.; Mizaikoff, B. Molecular Imprinting and Solid Phase Extraction of Flavonoid Compounds Bioseparation 2001, 10, 379-387
11. Lin, M.-C.; Tsai, M.-J.; Wen, K.-C. Supercritical Fluid Extraction of Flavonoids from Scutellariae Radix J. Chromatogr. A 1999, 830, 387-395
12. Palma, M.; Taylor, L. T. Extraction of Polyphenolic Compounds from Grape Seeds with Near Critical Carbon Dioxide J. Chromatogr. A. 1999, 849, 117-124
13. Palma, M.; Taylor, L. T.; Zoecklein, B. W.; Douglas, L. S. Supercritical Fluid Extraction of Grape Glycosides J. Agric. Food Chem. 2000, 48, 775-779
14. Palma, M.; Taylor, L. T.; Varela, R. M.; Cutler, S. J.; Cutler, H. G. Fractional Extraction of Compounds from Grape Seeds by Supercritical Fluid Extraction and Analysis for Antimicrobial and Agrochemical Activities J. Agric. Food Chem. 1999, 47, 5044-5048
15. Adil, I. H.; Cetin, H. I.; Yener, M. E.; Bayindirh, A. Subcritical (Carbon Dioxide+Ethanol) Extraction of Polyphenols from Apple and Peach Pomaces, and Determination of the Antioxidant Activities of the Extracts J. Supercrit. Fluids 2007, 43, 55-63
16. Hartonen, K.; Parshintev, J.; Sandberg, K.; Bergelin, E.; Nisula, L.; Reikkola, M.-L. Isolation of Flavonoids from Aspen Knotwood by Pressurized Hot Water Extraction and Comparison with Other Extraction Techniques Talanta 2007, 74, 32-38
17. Ibanez, E.; Kubatova, A.; Senorans, F. J.; Cavero, S.; Reglero, G.; Hawthorne, S. B. Subcritical Water Extraction of Antioxidant Compounds from Rosemary Plants J. Agric. Food Chem. 2003, 51, 375-382
18. Rodriguez-Meizoso, I.; Marin, F. R.; Herrero, M.; Senorans, F. J.; Reglero, G.; Cifuentas, A.; Ibanez, E. Subcritical Water Extraction of Nutraceuticals with Antioxidant Activity from Oregano. Chemical and Functional Characterization J. Pharm. Biomed. Anal. 2006, 41, 1560-1565
19. Chen, C.-R.; Lee, Y.-N.; Chang, C-M. J.; Lee, M.-R.; Wei, I.-C. Hot Pressurized Fluid Extraction of Flavonoids and Phenolic Acids from Brazilian Propolis and their Cytotoxic Assay In Vitro J. Chin. Inst. Chem. Eng. 2007, 38, 191-196
20. King, J. W.; Grabiel, R. D.; Wightman, J. D. Subcritical Water Extraction of Anthocyanins from Berry Substrates. Proceedings of the 6th International Symposium on Supercritical Fluids -Tome 1, Versailles, France, April 28-30, 2003, 409 - 418.
21. Miller, D. J.; Hawthorne, S. B.; Gizir, A. M.; Clifford, A. A. Solubility of Polycyclic Aromatic Hydrocarbons in Subcritical Water from 298 to 498 K J. Chem. Eng. Data 1998, 43, 1043-1047
22. Srinivas, K.; King, J. W.; Monrad, J. K.; Howard, L. R.; Hansen, C. M. Optimization of Subcritical Fluid Extraction of Bioactive Compounds using Hansen Solubility Parameters J. Food Sci. 2009, 74 E342-E354
23. Yilmaz, Y.; Toldeo, R. T. Major Flavonoids in Grape Seeds and Skins: Antioxidant Capacity of Catechin, Epicatechin and Gallic acid J. Agric. Food Chem. 2004, 52, 255-260
24. Lu, L.-L.; Lu, X.-Y. Solubilities of Gallic Acid and its Esters in Water J. Chem. Eng. Data 2007, 52, 37-39
25. Noubigh, A.; Cherif, M.; Provost, E.; Abderrabba, M. Solubility of Gallic Acid, Vanillin, Syringic Acid, and Protocatechuic Acid in Aqueous Sulfate Solutions from (293.15 to 318.15) K J. Chem. Eng. Data 2008, 53, 1675-1678
26. Mota, F. L.; Queimada, A. J.; Pinho, S. P.; Macedo, E. A. Aqueous Solubility of Some Natural Phenolic Compounds Ind. Eng. Chem. Res. 2008, 47, 5182-5189
27. Daneshfar, A.; Ghaziaskar, H. S.; Homayoun, N. Solubility of Gallic Acid in Methanol, Ethanol, Water, and Ethyl Acetate J. Chem. Eng. Data 2008, 53, 776-778
28. Queimada, A. J.; Mota, F. L.; Pinho, S. P.; Macedo, E. A. Solubilities of Biologically Active Phenolic Compounds: Measurements and Modeling J. Phys. Chem. B 2009, 113, 3469-3476
29. Noubigh, A.; Abderrabba, M.; Provost, E. Temperature and Salt Addition Effects on the Solubility Behavior of Some Phenolic Compounds in Water J. Chem. Thermodyn. 2007, 39, 297-303
30. Noubigh, A.; Mgaidi, A.; Abderrabba, M.; Provost, E.; Furst, W. Effect of Salts on the Solubility of Phenolic Compounds: Experimental Measurements and Modeling J. Sci. Food Agric. 2007, 87, 783-788
31. Noubigh, A.; Cherif, M.; Provost, E.; Abderrabba, M. Solubility of Some Phenolic Compounds in Aqueous Alkali Metal Nitrate Solutions from (293.15 to 318.15) K J. Chem. Thermodyn. 2008, 40, 1612-1616
32. Marche, C.; Ferronato, C.; Jose, J. Solubilities of Alkylcyclohexanes in Water from 30°C to 180°C J. Chem. Eng. Data 2004, 49, 937-940
33. Curren, M. S. S.; King, J. W. Solubility of Triazine Pesticides in Pure and Modified Subcritical Water Anal. Chem. 2001, 73, 740-745
34. Prausnitz, J. M.; Lichtenthaler, R. N.; de Azevedo, E. G. Molecular Thermodynamics of Fluid-Phase Equilibria, 3rd ed.; Prentice Hall; New York, 1999; p 641.
35. Miller, D. J.; Hawthorne, S. B. Method for Determining the Solubilities of Hydrophobic Organics in Subcritical Water Anal. Chem. 1998, 70, 1618-1621
36. Schieber, A.; Keller, P.; Carle, R. Determination of Phenolic Acids and Flavonoids of Apple and Pear by High-Performance Liquid Chromatography J. Chromatogr. 2001, 910, 265-273
37. Kumoro, A. C.; Retnowati, D. S.; Budiyati, C. S. Solubility of Delphinidin in Water and Various Organic Solvents between (298.15 and 343. 15) K. J. Chem. Eng. Data 2010, DOI: 10.1021/je900851k.
38. Heidman, J. L.; Tsonopoulos, C.; Brady, C. J.; Wilson, G. M. High Temperature Mutual Solubilities of Hydrocarbons and Water AIChE J. 1985, 31, 376-384
39. Graziano, G.; Barone, G. Group Additivity Analysis of Heat Capacity Changes Associated with the Dissoluton into Water of Different Organic Compounds J. Am. Chem. Soc. 1996, 118, 1831-1835
40. Gantiva, M.; Yurquina, A.; Martinez, F. Solution Thermodynamics of Ketoprofen in Ethanol + Water Cosolvent Mixtures J. Chem. Eng. Data 2010, 55, 113-118