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Solid–liquid equilibria of chrysin in six pure solvents and in aqueous methanol mixtures: temperature dependence and thermodynamics

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Abstract

Using a UV spectrophotometric method, the solubility of chrysin, a bioactive compound, in six pure solvents (water, methanol, ethanol, butan-1-ol, butan-2-ol, and ethylene glycol) and various water + methanol mixtures was measured at atmospheric pressure 0.1 MPa. The measurements were carried out over the temperature range from 288.15 to 328.15 K at 5 K intervals. It was found that the solubility of chrysin in the pure solvents increases with increasing the temperature, while, in methanol + water binary solvents, the solubility positively correlates with temperature and the mole fraction of methanol. Experimental solubility data were correlated with the van’t Hoff equation, modified Apelblat equation, Yaws equation, and λh equation, which were thermodynamic models. Results showed that the four models could predict with the solubility data of chrysin in pure solvents and in methanol + water mixtures. Furthermore, the dissolution thermodynamic parameters of chrysin were calculated. The positive estimations of enthalpies revealed that the dissolution of the compound in the studied systems was an endothermic process.

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References

  1. Hamad I, AbdElgawad H, Al Jaouni S, Zinta G, Asard H, Hassan S, Hegab M, Hagagy N, Selim S (2015) Molecules 20:13620

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. Feizi S, Jabbari M, Farajtabar A (2016) J Mol Liq 220:478

    Article  CAS  Google Scholar 

  3. El Rayes DA (2009) JKAU: Met Env Arid Land Agric Sci 20:3

    Google Scholar 

  4. Malarvili T, Veerappan RM (2014) Int J Nutr Pharmacol Neurol Dis 4:112

    Article  CAS  Google Scholar 

  5. Pearce FL, Befus AD, Bienenstock J (1984) J Allergy Clin Immunol 73:819

    Article  CAS  PubMed  Google Scholar 

  6. Persson I (2013) Int J Nutr Pharmacol Neurol Dis 3:17

    Article  Google Scholar 

  7. Habtemariam S (1997) J Nat Prod 60:775

    Article  CAS  PubMed  Google Scholar 

  8. Kao YC, Zhou C, Sherman M, Laughton CA, Chen S (1998) Environ Health Perspect 106:85

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  9. Wolfman C, Viola H, Paladini A, Dajas F, Medina JH (1994) Pharmacol Biochem Behav 47:1

    Article  CAS  PubMed  Google Scholar 

  10. Villar IC, Jiménez R, Galisteo M, Garcia-Saura MF, Zarzuelo A, Duarte J (2002) Planta Med 68:847

    Article  CAS  Google Scholar 

  11. Zhou L, Zhang P, Yang G, Lin R, Wang W, Liu T, Zhang L, Zhang J (2014) J Chem Eng Data 59:2215

    Article  CAS  Google Scholar 

  12. Chebil L, Humeau C, Anthoni J, Dehez F, Engasser JM, Ghoul M (2007) J Chem Eng Data 52:1552

    Article  CAS  Google Scholar 

  13. Noubigh A, Akermi A (2017) J Chem Eng Data 62:3274

    Article  CAS  Google Scholar 

  14. Li Y, Wang F, Xu L, Hai-hong J, Bao-zeng Ren R (2010) Fluid Phase Equilib 298:246

    Article  CAS  Google Scholar 

  15. Xiao M, Shao Y, Yan W, Zhang Z (2011) J Chem Thermodyn 43:240

    Article  CAS  Google Scholar 

  16. Apelblat A, Manzurola E (1997) J Chem Thermodyn 29:1527

    Article  CAS  Google Scholar 

  17. Apelblat A, Manzurola E (1999) J Chem Thermodyn 31:85

    Article  CAS  Google Scholar 

  18. Apelblat A, Manzurola E (2002) J Chem Thermodyn 34:1127

    Article  CAS  Google Scholar 

  19. Yaws CL (1999) Chemical properties handbook. McGraw-Hill Book Co, New York

    Google Scholar 

  20. Yang D, Fu L, Shi D, Li J, Zhang Q (2016) J Chem Eng Data 61:3277

    Article  CAS  Google Scholar 

  21. Ksiazczak A, Kosinski J (1988) Fluid Phase Equilib 44:211

    Article  CAS  Google Scholar 

  22. Ksiazczak A, Moorthi K, Nagata I (1994) Fluid Phase Equilib 95:15

    Article  CAS  Google Scholar 

  23. Ruidiaz MA, Delgado DR, Martínez F, Marcus Y (2010) Fluid Phase Equilib 299:259

    Article  CAS  Google Scholar 

  24. Holguín AR, Rodríguez GA, Cristancho DM, Delgado DR, Martínez F (2012) Fluid Phase Equilib 314:134

    Article  CAS  Google Scholar 

  25. Delgado DR, Martínez F (2013) Fluid Phase Equilib 360:88

    Article  CAS  Google Scholar 

  26. Delgado DR, Holguin AR, Almanza OA, Martinez F, Marcus Y (2011) Fluid Phase Equilib 305:80

    Article  CAS  Google Scholar 

  27. Holguin AR, Delgado DR, Martinez F, Marcus Y (2011) J Solution Chem 40:1987

    Article  CAS  Google Scholar 

  28. Noubigh A, Aydi A, Abderrabba M (2015) J Chem Eng Data 60:514

    Article  CAS  Google Scholar 

  29. Noubigh A, Akrmi A (2016) J Mol Liq 220:277

    Article  CAS  Google Scholar 

  30. Noubigh A, Abderrabba M (2016) J Mol Liq 223:261

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors wish to acknowledge the approval and the support of this research study by the Grant no. SCI-2017-1-7-F-6948 from the Deanship of the Scientific Research in Northern Border University (N.B.U), Arar, KSA.

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Correspondence to Adel Noubigh.

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Noubigh, A., Akremi, A. Solid–liquid equilibria of chrysin in six pure solvents and in aqueous methanol mixtures: temperature dependence and thermodynamics. Monatsh Chem 150, 1215–1224 (2019). https://doi.org/10.1007/s00706-019-02386-7

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  • DOI: https://doi.org/10.1007/s00706-019-02386-7

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