Abstract
In this study, the complexes of β-cyclodextrin with benzoic acid and rutin were obtained in water-ethanol solvents. The yields of both complexes in binary mixtures is greater than in pure water and reached maximum values at range of 0.05–0.10 mole fraction of ethanol. The impact of water–ethanol solvent on thermodynamics of complexation between β-cyclodextrin and benzoic acid was analyzed on the base of solvation–thermodynamic approach as a model of inclusion complex formation reaction.
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REFERENCES
T. Guardia, A. E. Rotelli, A. O. Juarez, and L. E. Pelzer, Farmaco 56, 683 (2001).
Y. Kawabata, K. Wada, M. Nakatani, S. Yamada, and S. Onoue, Int. J. Pharm. 420, 1 (2011).
S. G. Mendez, F. J. Espinar, A. L. Alvarez, M. R. Longhi, M. A. Quevedo, and A. Zoppi, J. Incl. Phenom. Macrocycl. Chem. 85, 33 (48).
I. Terekhova, M. Koz’biał, R. Kumeev, and P. Gierycz, Chem. Phys. Lett. 514, 341 (2016).
S. Burda and W. Oleszek, J. Agric. Food Chem. 49, 2774 (2001).
M. E. Brewster, R. Vandecruys, J. Peeters, P. Neeskens, G. Verreck, and T. Loftsson, Eur. J. Pharm. Sci. 34, 94 (2008).
H. Yan, L. **, and H. Y. Samuel, Int. J. Pharm. 264, 25 (2003).
J. L. Soares-Sobrinho, F. L. A. Santos, M. A. M. Lyra, L. D. S. Alves, L. A. Rolim, A. A. N. Lima, L. C. C. Nunes, M. F. R. Soares, P. J. Rolim-Neto, and J. J. Torres-Labandeira, Carbohydr. Polym. 89, 323 (2012).
R. Challa, A. Ahuja, J. Ali, and R. K. Khar, AAPS Pharm. Sci. Tech. 6, 329 (2005).
J. Li and X. J. Loh, Adv. Drug Deliv. Rev. 60, 1000 (2008).
N. Bodor and P. Buchwald, J. Incl. Phenom. Macrocycl. Chem. 44, 9 (2002).
K. Bouchema, Drug Discov. Today 13, 960 (2008).
A. G. Zakharov, M. I. Voronova, D. V. Batov, and K. V. Smirnova, Newspaper KTU 2, 33 (2010).
M. Tachibana, M. Furusawa, and N. Kiba, J. Incl. Phenom. Mol. Recogn. Chem. 22, 313 (1995).
H. Fisli, N. Bensouilah, N. Dhaoui, and M. Abdaoui, J. Incl. Phemom. Macrocycl. Chem. 73, 369 (2012).
A. W. Coleman, M. Munoz, and A. K. Chatjigakis, J. Phys. Org. Chem. 6, 651 (1993).
T. R. Usacheva and V. A. Sharnin, Russ. Chem. Bull. 64, 2536 (2015).
T. R. Usacheva, V. A. Sharnin, I. V. Chernov, and E. Matteoli, J. Therm. Anal. Calorim. 112, 983 (2013).
T. R. Usacheva, L. Pham Thi, K. I. Kuzmina, and V. A. Sharnin, J. Therm. Anal. Calorim. 130, 471 (2017).
T. R. Usacheva, L. Pham Thi, I. V. Terekhova, R. S. Kumeev, and V. A. Sharnin, J. Therm. Anal. Calorim. 121, 975 (2015).
A. K. Chatjigakis, C. Donze, and A. W. Coleman, Anal. Chem. 64, 1632 (1992).
G. A. Krestov, Ionic Solvation (Ellis Horwood, New York, London, etc., 1994).
G. Al-Nasiri, M. J. Cran, A. J. Smallridge, and S. W. Bigger, J. Microencapsul. 35, 26 (2018).
K. H. Kim, M. J. Frank, and N. L. Henderson, J. Pharm. Sci. 74, 283 (1985).
T. L. Pham, T. Usacheva, T. D. Nguyen, Dz. Kabirov, and C. Giacola, in Proceedings of the Conference on Thermal Analysis and Calorimetry CEEC-TAC5 and Medicta, 2019, p. 455.
A. K. Chatjigakis, C. Donze, and A. W. Coleman, Anal. Chem. 64, 1632 (1992).
H. **ngen, L. Ruisen, and Z. Hanxing, Acta Phys. Chim. Sin. 15, 838 (1999).
T. R. Usacheva, L. Pham Thi, and V. A. Sharnin, Russ. J. Gen. Chem. 87, 591 (2017).
S. Belica, M. Sadowska, A. Stepniak, A. Graca, and B. Pałecz, J. Chem. Therm. 69, 112 (2014).
ACKNOWLEDGMENTS
The ITC measurements was carried out at the Institute of Thermodynamics and Kinetics of Chemical Processes of the Ivanovo State University of Chemistry and Technology (ISUCT) using the equipment of the Centre for Collective Use of ISUCT.
Funding
This work was funded by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant no. 104.06-2017.329, by RFBR and VAST according to the research project no. 19-53-54004. The study was carried out as a part of a State Assignment of the Ministry of Science and Higher Education and the Russian Federation (project FZZW-2020-0009).
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Lan, P., Minh, V.X., Khoa, L.H. et al. Complex Formation of β-Cyclodextrin with Benzoic Acid and Rutin in Water–Ethanol Solvents: Thermal and Thermodynamic Characteristics. Russ. J. Phys. Chem. 95, 887–893 (2021). https://doi.org/10.1134/S0036024421050113
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DOI: https://doi.org/10.1134/S0036024421050113