Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures

Los parámetros de solvatación preferencial del tricina en mezclas {etanol (1) + agua (2)} se obtuvieron a partir de las propiedades termodinámicas de solución, mediante el método de las integrales inversas de Kirkwood-Buff. La tricina es muy sensible a los efectos de solvatación específicos, por lo...

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Autores:
Sandoval Castro, Juan José
Ortiz, Claudia Patricia
Rodríguez Rubiano, Juan Diego
Rodríguez Rodríguez, Gerson Andrés
Delgado, Daniel Ricardo
Tipo de recurso:
Article of journal
Fecha de publicación:
2018
Institución:
Universidad Cooperativa de Colombia
Repositorio:
Repositorio UCC
Idioma:
OAI Identifier:
oai:repository.ucc.edu.co:20.500.12494/32653
Acceso en línea:
https://doi.org/10.15446/rcciquifa.v47n2.73933
https://hdl.handle.net/20.500.12494/32653
Palabra clave:
Tricin
IKBI
Preferential solvation
Ethanol
ethanol
Preferential solvation
Ticin
IKBI
Rights
openAccess
License
Atribución
id COOPER2_b0258b495f0343fa831e9eaa28fa3da2
oai_identifier_str oai:repository.ucc.edu.co:20.500.12494/32653
network_acronym_str COOPER2
network_name_str Repositorio UCC
repository_id_str
dc.title.spa.fl_str_mv Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures
title Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures
spellingShingle Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures
Tricin
IKBI
Preferential solvation
Ethanol
ethanol
Preferential solvation
Ticin
IKBI
title_short Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures
title_full Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures
title_fullStr Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures
title_full_unstemmed Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures
title_sort Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures
dc.creator.fl_str_mv Sandoval Castro, Juan José
Ortiz, Claudia Patricia
Rodríguez Rubiano, Juan Diego
Rodríguez Rodríguez, Gerson Andrés
Delgado, Daniel Ricardo
dc.contributor.author.none.fl_str_mv Sandoval Castro, Juan José
Ortiz, Claudia Patricia
Rodríguez Rubiano, Juan Diego
Rodríguez Rodríguez, Gerson Andrés
Delgado, Daniel Ricardo
dc.subject.spa.fl_str_mv Tricin
IKBI
Preferential solvation
Ethanol
topic Tricin
IKBI
Preferential solvation
Ethanol
ethanol
Preferential solvation
Ticin
IKBI
dc.subject.other.spa.fl_str_mv ethanol
Preferential solvation
Ticin
IKBI
description Los parámetros de solvatación preferencial del tricina en mezclas {etanol (1) + agua (2)} se obtuvieron a partir de las propiedades termodinámicas de solución, mediante el método de las integrales inversas de Kirkwood-Buff. La tricina es muy sensible a los efectos de solvatación específicos, por lo que el parámetro de solvatación preferencial, δx 1,3 es negativo en las mezclas ricas en agua, pero positivo en todas las otras composiciones a temperaturas desde 293,15 hasta 313,15 K. Se puede establecer que en mezclas ricas en agua la hidratación hidrofóbica alrededor de los grupos aromáticos y metilo del fármaco tiene un papel relevante en la solvatación. La mayor solvatación del fármaco por etanol se presenta en mezclas de proporción intermedia y en mezclas ricas en etanol, esto podría deberse principalmente a los efectos de la polaridad. En estas mezclas, el fármaco actuaría como ácido de Lewis con las moléculas de etanol, puesto que este codisolvente es más básico que el agua.
publishDate 2018
dc.date.issued.none.fl_str_mv 2018-08-01
dc.date.accessioned.none.fl_str_mv 2021-01-19T21:35:09Z
dc.date.available.none.fl_str_mv 2021-01-19T21:35:09Z
dc.type.none.fl_str_mv Artículo
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dc.type.coar.none.fl_str_mv http://purl.org/coar/resource_type/c_6501
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dc.type.driver.none.fl_str_mv info:eu-repo/semantics/article
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dc.identifier.issn.spa.fl_str_mv 19096356
dc.identifier.uri.spa.fl_str_mv https://doi.org/10.15446/rcciquifa.v47n2.73933
dc.identifier.uri.none.fl_str_mv https://hdl.handle.net/20.500.12494/32653
dc.identifier.bibliographicCitation.spa.fl_str_mv Sandoval Castro, J. J., Ortiz, C. P., Rodríguez-Rubiano, J. D., Rodríguez-Rodríguez, G. A., & Delgado, D. R. (2018). Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures. Revista Colombiana de Ciencias Químico-Farmacéuticas, 47(2), 135-148. https://doi.org/10.15446/rcciquifa.v47n2.73933
identifier_str_mv 19096356
Sandoval Castro, J. J., Ortiz, C. P., Rodríguez-Rubiano, J. D., Rodríguez-Rodríguez, G. A., & Delgado, D. R. (2018). Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures. Revista Colombiana de Ciencias Químico-Farmacéuticas, 47(2), 135-148. https://doi.org/10.15446/rcciquifa.v47n2.73933
url https://doi.org/10.15446/rcciquifa.v47n2.73933
https://hdl.handle.net/20.500.12494/32653
dc.relation.isversionof.spa.fl_str_mv https://revistas.unal.edu.co/index.php/rccquifa/article/view/73933
dc.relation.ispartofjournal.spa.fl_str_mv Revista Colombiana de Ciencias Químico-Farmacéuticas
dc.relation.references.spa.fl_str_mv H. Cai, M. Al-Fayez, R.G. Tunstall, S. Platton, P. Greaves, W.P. Steward, A.J. Gescher, The rice bran constituent tricin potently inhibits cyclooxygenase enzymes and interferes with intestinal carcinogenesis in ApcMin mice, Mol. Cancer Ther ., 4, 1287-1292 (2005).
T. Oyama, Y. Yasui, S. Sugie, M. Koketsu, K. Watanabe, T. Tanaka, Dietary tricin suppresses inflammation-related colon carcinogenesis in male Crj: CD-1 mice, Cancer Prev. Res ., 2, 1031-1038 (2009).
M. Li, Y. Pu, C.G. Yoo, A.J. Ragauskas, The occurrence of tricin and its derivatives in plants, Green Chem ., 18, 1439-1454 (2016).
V.A. Moscatelli, Química y farmacología de una planta medicinal argentina: Artemisia copa, Dominguezia, 31, 5-13 (2015).
A. Moheb, M. Grondin, R.K. Ibrahim, R. Roy, F. Sarhan, Winter wheat hull (husk) is a valuable source for tricin, a potential selective cytotoxic agent, Food Chem., 138, 931-973 (2013).
W. Lan, J. Rencoret, F. Lu, S.D. Karlen, B.G. Smith, P.J. Harris, J.C. del Rio, J. Ralph, Tricinlignins: Occurrence and quantitation of tricin in relation to phy-logeny, Plant J, 88, 1046-1057 (2016).
A. Jouyban, W.E. Acree, Mathematical derivation of the Jouyban-Acree model to represent solute solubility data in mixed solvents at various temperatures, J. Mol. Liq, 256, 541-547 (2018).
N.A. Bowden, D. Méndez-Sevillano, J.P.M. Sanders, M.E. Bruins, Modelling the effects ofethanol on the solubility ofthe proteinogenic amino acids with the NRTL, Gude and Jouyban-Acree models, Fluid Phase Equilib ., 459, 158-169 (2018).
M.A. Kalam, A.A. Khan, A. Alshamsan, A. Haque, F. Shakeel; Solubility of a poorly soluble immunosuppressant in different pure solvents: Measurement, correlation, thermodynamics and molecular interactions, J. Mol. Liq ., 249, 53-60 (2018)
E. Rahimpour, M. Barzegar-Jalali, A. Shayanfar, A. Jouyban , Generally trained models to predict drug solubility in N-methyl-2-pyrrolidone + water mixtures at various temperatures, J. Mol. Liq ., 254, 34-38 (2018).
A. Fathi-Azarbayjani, M.A. Jalil-Vaez-Gharamaleki, A. Jouyban , Measurement and correlation of deferiprone solubility: Investigation of solubility parameter and application of van't Hoff equation and Jouyban-Acree model, J. Mol. Liq ., 215, 339-344 (2016).
M.A. Ruidiaz, D.R. Delgado, C.P. Mora, A. Yurquina, F. Martínez, Estimation of the indomethacin solubility in ethanol + water mixtures by the extended Hildebrand solubility approach, Rev. Colomb. Cienc. Quím. Farm ., 39, 79-95 (2010).
Y. Cheng, Z. Wang, S. Ding, J. Li, Determination and correlation of the solubility of tricin in water and ethanol mixtures, J. Chem. Thermodyn ., 89, 89-92 (2015).
G. Chen, J. Chen, C. Cheng, Y. Cong, C. Du, H. Zhao, Solubility and preferential solvation of econazole nitrate in binary solvent mixtures of methanol, ethanol and 1,4-dioxane in water, J. Chem. Thermodyn ., 111, 228-237 (2017).
J. Chen , G. Chen , Y. Cong , C. Du, H. Zhao, Solubility modelling and preferential solvation of paclobutrazol in co-solvent mixtures of (ethanol, n-propanol and 1,4-dioxane) + water, J. Chem. Thermodyn ., 112, 249-258 (2017).
A. Jouyban , W.E. Acree Jr. , F. Martínez , Modeling the solubility and preferential solvation of gallic acid in cosolvent + water mixtures, J. Mol. Liq ., 224, 502-506 (2016).
Y. Marcus, "Solvent Mixtures: Properties and Selective Solvation", Marcel Dekker, Inc., New York, 2002.
Y. Marcus , Preferential solvation of ibuprofen and naproxen in aqueous 1,2-pro-panediol, Acta Chim. Slov ., 56, 40-44 (2009).
Y. Marcus, On the preferential solvation of drugs and PAHs in binary solvent mixtures, J. Mol. Liq ., 140, 61-67 (2008).
D.I. Caviedes Rubio, R.G. Sotomayor, D.R. Delgado , Solvatación preferencial de la naringina en mezclas cosolventes etanol + agua mediante el método de las integrales inversas de Kirkwood-Buff, Rev. Colomb. Cienc. Quím. Farm ., 44, 220-235 (2015).
D.R. Delgado , E.F. Vargas, F. Martínez , Preferential solvation of xylitol in ethanol + water solvent mixtures according to the IKBI and QLQC methods, Rev. Colomb. Quím ., 42, 59-66 (2013).
D.R. Delgado , F. Martínez . Solubility and preferential solvation of sulfadiazine in methanol + water mixtures at several temperatures, Fluid Phase Equilib ., 379, 128-138 (2015).
D.R. Delgado , M.A. Peña, F. Martínez , Preferential solvation of some sulfon-amides in propylene glycol + water solvent mixtures according to the IKBI and QLQC methods, J. Solution Chem, 43, 360-374 (2014).
D.R. Delgado , M.Á. Peña, F. Martínez , Preferential solvation of acetaminophen in ethanol + water solvent mixtures according to the inverse Kirkwood-Buff integrals method, Rev. Colomb. Cienc. Quím. Farm ., 42, 298-314 (2013).
A.C. Gaviria-Castillo, J.D. Artunduaga-Tole, J.D. Rodríguez-Rubiano, J.A. Zúñiga-Andrade, D.R. Delgado , A. Jouyban , F. Martínez , Solution thermodynamics and preferential solvation of triclocarban in {1, 4-dioxane (1) + water (2)} mixtures at 298.15 K, Phys. Chem. Liq, Forthcoming 2018, doi: 10.1080/00319104.2017.1416613.
J.A. Lasso, D.I. Caviedes, D.R. Delgado , Preferential solvation of 4-hydroxy-2,5-dimethyl-3(2H)-furanone (DMHF) in ethanol + water mixtures according to IKBI and QLQC methods, Ingeniería y Región, 13, 139-147 (2015).
A. Jouyban , S. Nozohouri, F. Martínez , Solubility of celecoxib in {2-propanol (1) + water (2)} mixtures at various temperatures: Experimental data and ther-modynamic analysis J. Mol. Liq , 254, 1-7 (2018).
A.F.M. Barton, "Handbook of Solubility parameters and Other Cohesion Parameter", 2nd edition, CRC Press, Inc., New York, 1991.
R.F. Fedors, A method for estimating both the solubility parameters and molar volumes of liquids, Polym. Eng. Sci ., 14, 147-154 (1974).
D.M. Jimenez, Z.J. Cárdenas, D.R. Delgado , M.Á. Peña , F. Martínez , Solubility temperature dependence and preferential solvation of sulfadiazine in 1,4-dioxane + water co-solvent mixtures, Fluid Phase Equilib ., 397, 26-36 (2015).
D.R. Delgado , A.R. Holguín, O.A. Almanza, F. Martínez , Y. Marcus , Solubility and preferential solvation of meloxicam in ethanol + water mixtures, Fluid Phase Equilib , 305, 88-95 (2011).
D.R. Delgado , F. Martínez , Solubility and preferential solvation of sulfadiazine in methanol + water mixtures at several temperatures, Fluid Phase Equilib ., 379, 128-138 (2014).
D.R. Delgado , F. Martínez , Solubility and solution thermodynamics of sulfamerazine and sulfamethazine in some ethanol + water mixtures, Fluid Phase Equilib , 360, 88-96 (2013)
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dc.coverage.temporal.spa.fl_str_mv Vol. 47 N. 2
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Universidad Cooperativa de Colombia, Facultad de Ingenierías, Ingeniería Industrial, Neiva
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spelling Sandoval Castro, Juan JoséOrtiz, Claudia PatriciaRodríguez Rubiano, Juan DiegoRodríguez Rodríguez, Gerson AndrésDelgado, Daniel RicardoVol. 47 N. 22021-01-19T21:35:09Z2021-01-19T21:35:09Z2018-08-0119096356https://doi.org/10.15446/rcciquifa.v47n2.73933https://hdl.handle.net/20.500.12494/32653Sandoval Castro, J. J., Ortiz, C. P., Rodríguez-Rubiano, J. D., Rodríguez-Rodríguez, G. A., & Delgado, D. R. (2018). Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures. Revista Colombiana de Ciencias Químico-Farmacéuticas, 47(2), 135-148. https://doi.org/10.15446/rcciquifa.v47n2.73933Los parámetros de solvatación preferencial del tricina en mezclas {etanol (1) + agua (2)} se obtuvieron a partir de las propiedades termodinámicas de solución, mediante el método de las integrales inversas de Kirkwood-Buff. La tricina es muy sensible a los efectos de solvatación específicos, por lo que el parámetro de solvatación preferencial, δx 1,3 es negativo en las mezclas ricas en agua, pero positivo en todas las otras composiciones a temperaturas desde 293,15 hasta 313,15 K. Se puede establecer que en mezclas ricas en agua la hidratación hidrofóbica alrededor de los grupos aromáticos y metilo del fármaco tiene un papel relevante en la solvatación. La mayor solvatación del fármaco por etanol se presenta en mezclas de proporción intermedia y en mezclas ricas en etanol, esto podría deberse principalmente a los efectos de la polaridad. En estas mezclas, el fármaco actuaría como ácido de Lewis con las moléculas de etanol, puesto que este codisolvente es más básico que el agua.The preferential solvation parameters of tricin in {ethanol (1) + water (2)} binary mixtures were obtained from their thermodynamic properties by means of the inverse Kirkwood-Buff integrals method. Tricin is very sensitive to specific solvation effects, so the preferential solvation parameter by ethanol (1), δx 1,3 is negative in the water-rich mixtures but positive in all the other compositions at temperatures from 293.15, to 313.15 K. It is conjecturable that in water-rich mixtures the hydrophobic hydration around the aromatic and methyl groups of the drug plays a relevant role in the solvation. The higher drug solvation by ethanol in mixtures of similar solvent proportions and in ethanol-rich mixtures could be due mainly to polarity effects. In these mixtures, the drug would be acting as Lewis acid with the ethanol molecules because this co-solvent is more basic than water.Abstract. -- Keywords. -- 1. Introduction. -- 2. Experimental section. -- 3. Results and discussion. -- 4. Conclusions. -- Declaration of Competing Interest. -- Acknowledgments. -- Appendix A. Supplementary data. -- References.http://scienti.colciencias.gov.co:8081/cvlac/visualizador/generarCurriculoCv.do?cod_rh=0001402116https://orcid.org/0000-0002-4835-9739https://scienti.minciencias.gov.co/gruplac/jsp/visualiza/visualizagr.jsp?nro=00000000004151danielr.delgado@campusucc.edu.cohttps://scholar.google.es/citations?user=OW0mejcAAAAJ&hl=es135-148Universidad Nacional de ColombiaUniversidad Cooperativa de Colombia, Facultad de Ingenierías, Ingeniería Industrial, NeivaIngeniería IndustrialNeivahttps://revistas.unal.edu.co/index.php/rccquifa/article/view/73933Revista Colombiana de Ciencias Químico-FarmacéuticasH. Cai, M. Al-Fayez, R.G. Tunstall, S. Platton, P. Greaves, W.P. Steward, A.J. Gescher, The rice bran constituent tricin potently inhibits cyclooxygenase enzymes and interferes with intestinal carcinogenesis in ApcMin mice, Mol. Cancer Ther ., 4, 1287-1292 (2005).T. Oyama, Y. Yasui, S. Sugie, M. Koketsu, K. Watanabe, T. Tanaka, Dietary tricin suppresses inflammation-related colon carcinogenesis in male Crj: CD-1 mice, Cancer Prev. Res ., 2, 1031-1038 (2009).M. Li, Y. Pu, C.G. Yoo, A.J. Ragauskas, The occurrence of tricin and its derivatives in plants, Green Chem ., 18, 1439-1454 (2016).V.A. Moscatelli, Química y farmacología de una planta medicinal argentina: Artemisia copa, Dominguezia, 31, 5-13 (2015).A. Moheb, M. Grondin, R.K. Ibrahim, R. Roy, F. Sarhan, Winter wheat hull (husk) is a valuable source for tricin, a potential selective cytotoxic agent, Food Chem., 138, 931-973 (2013).W. Lan, J. Rencoret, F. Lu, S.D. Karlen, B.G. Smith, P.J. Harris, J.C. del Rio, J. Ralph, Tricinlignins: Occurrence and quantitation of tricin in relation to phy-logeny, Plant J, 88, 1046-1057 (2016).A. Jouyban, W.E. Acree, Mathematical derivation of the Jouyban-Acree model to represent solute solubility data in mixed solvents at various temperatures, J. Mol. Liq, 256, 541-547 (2018).N.A. Bowden, D. Méndez-Sevillano, J.P.M. Sanders, M.E. Bruins, Modelling the effects ofethanol on the solubility ofthe proteinogenic amino acids with the NRTL, Gude and Jouyban-Acree models, Fluid Phase Equilib ., 459, 158-169 (2018).M.A. Kalam, A.A. Khan, A. Alshamsan, A. Haque, F. Shakeel; Solubility of a poorly soluble immunosuppressant in different pure solvents: Measurement, correlation, thermodynamics and molecular interactions, J. Mol. Liq ., 249, 53-60 (2018)E. Rahimpour, M. Barzegar-Jalali, A. Shayanfar, A. Jouyban , Generally trained models to predict drug solubility in N-methyl-2-pyrrolidone + water mixtures at various temperatures, J. Mol. Liq ., 254, 34-38 (2018).A. Fathi-Azarbayjani, M.A. Jalil-Vaez-Gharamaleki, A. Jouyban , Measurement and correlation of deferiprone solubility: Investigation of solubility parameter and application of van't Hoff equation and Jouyban-Acree model, J. Mol. Liq ., 215, 339-344 (2016).M.A. Ruidiaz, D.R. Delgado, C.P. Mora, A. Yurquina, F. Martínez, Estimation of the indomethacin solubility in ethanol + water mixtures by the extended Hildebrand solubility approach, Rev. Colomb. Cienc. Quím. Farm ., 39, 79-95 (2010).Y. Cheng, Z. Wang, S. Ding, J. Li, Determination and correlation of the solubility of tricin in water and ethanol mixtures, J. Chem. Thermodyn ., 89, 89-92 (2015).G. Chen, J. Chen, C. Cheng, Y. Cong, C. Du, H. Zhao, Solubility and preferential solvation of econazole nitrate in binary solvent mixtures of methanol, ethanol and 1,4-dioxane in water, J. Chem. Thermodyn ., 111, 228-237 (2017).J. Chen , G. Chen , Y. Cong , C. Du, H. Zhao, Solubility modelling and preferential solvation of paclobutrazol in co-solvent mixtures of (ethanol, n-propanol and 1,4-dioxane) + water, J. Chem. Thermodyn ., 112, 249-258 (2017).A. Jouyban , W.E. Acree Jr. , F. Martínez , Modeling the solubility and preferential solvation of gallic acid in cosolvent + water mixtures, J. Mol. Liq ., 224, 502-506 (2016).Y. Marcus, "Solvent Mixtures: Properties and Selective Solvation", Marcel Dekker, Inc., New York, 2002.Y. Marcus , Preferential solvation of ibuprofen and naproxen in aqueous 1,2-pro-panediol, Acta Chim. Slov ., 56, 40-44 (2009).Y. Marcus, On the preferential solvation of drugs and PAHs in binary solvent mixtures, J. Mol. Liq ., 140, 61-67 (2008).D.I. Caviedes Rubio, R.G. Sotomayor, D.R. Delgado , Solvatación preferencial de la naringina en mezclas cosolventes etanol + agua mediante el método de las integrales inversas de Kirkwood-Buff, Rev. Colomb. Cienc. Quím. Farm ., 44, 220-235 (2015).D.R. Delgado , E.F. Vargas, F. Martínez , Preferential solvation of xylitol in ethanol + water solvent mixtures according to the IKBI and QLQC methods, Rev. Colomb. Quím ., 42, 59-66 (2013).D.R. Delgado , F. Martínez . Solubility and preferential solvation of sulfadiazine in methanol + water mixtures at several temperatures, Fluid Phase Equilib ., 379, 128-138 (2015).D.R. Delgado , M.A. Peña, F. Martínez , Preferential solvation of some sulfon-amides in propylene glycol + water solvent mixtures according to the IKBI and QLQC methods, J. Solution Chem, 43, 360-374 (2014).D.R. Delgado , M.Á. Peña, F. Martínez , Preferential solvation of acetaminophen in ethanol + water solvent mixtures according to the inverse Kirkwood-Buff integrals method, Rev. Colomb. Cienc. Quím. Farm ., 42, 298-314 (2013).A.C. Gaviria-Castillo, J.D. Artunduaga-Tole, J.D. Rodríguez-Rubiano, J.A. Zúñiga-Andrade, D.R. Delgado , A. Jouyban , F. Martínez , Solution thermodynamics and preferential solvation of triclocarban in {1, 4-dioxane (1) + water (2)} mixtures at 298.15 K, Phys. Chem. Liq, Forthcoming 2018, doi: 10.1080/00319104.2017.1416613.J.A. Lasso, D.I. Caviedes, D.R. Delgado , Preferential solvation of 4-hydroxy-2,5-dimethyl-3(2H)-furanone (DMHF) in ethanol + water mixtures according to IKBI and QLQC methods, Ingeniería y Región, 13, 139-147 (2015).A. Jouyban , S. Nozohouri, F. Martínez , Solubility of celecoxib in {2-propanol (1) + water (2)} mixtures at various temperatures: Experimental data and ther-modynamic analysis J. Mol. Liq , 254, 1-7 (2018).A.F.M. Barton, "Handbook of Solubility parameters and Other Cohesion Parameter", 2nd edition, CRC Press, Inc., New York, 1991.R.F. Fedors, A method for estimating both the solubility parameters and molar volumes of liquids, Polym. Eng. Sci ., 14, 147-154 (1974).D.M. Jimenez, Z.J. Cárdenas, D.R. Delgado , M.Á. Peña , F. Martínez , Solubility temperature dependence and preferential solvation of sulfadiazine in 1,4-dioxane + water co-solvent mixtures, Fluid Phase Equilib ., 397, 26-36 (2015).D.R. Delgado , A.R. Holguín, O.A. Almanza, F. Martínez , Y. Marcus , Solubility and preferential solvation of meloxicam in ethanol + water mixtures, Fluid Phase Equilib , 305, 88-95 (2011).D.R. Delgado , F. Martínez , Solubility and preferential solvation of sulfadiazine in methanol + water mixtures at several temperatures, Fluid Phase Equilib ., 379, 128-138 (2014).D.R. Delgado , F. Martínez , Solubility and solution thermodynamics of sulfamerazine and sulfamethazine in some ethanol + water mixtures, Fluid Phase Equilib , 360, 88-96 (2013)TricinIKBIPreferential solvationEthanolethanolPreferential solvationTicinIKBIPreferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperaturesArtículohttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionAtribucióninfo:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2PublicationLICENSElicense.txtlicense.txttext/plain; charset=utf-84334https://repository.ucc.edu.co/bitstreams/d6dbb012-abd1-4b21-bdd6-0acc99a296a6/download3bce4f7ab09dfc588f126e1e36e98a45MD5220.500.12494/32653oai:repository.ucc.edu.co:20.500.12494/326532024-08-10 21:01:33.977metadata.onlyhttps://repository.ucc.edu.coRepositorio Institucional Universidad Cooperativa de 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