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FLUORESCENCE ANALYSIS OF META-TETRA(HYDROXYPHENYL)CHLORINE COMPLEXATION WITH MONOMERIC AND POLYMERIC CYCLODEXTRINS
Abstract
Spectral methods for the analysis of equilibrium and kinetic characteristics of complexation processes of the known photosensitizer meta-tetrakis(hydroxyphenyl)chlorine (mTHPC) with monomeric and polymeric derivatives of β-cyclodextrin (β-CD) have been developed. The study of binding isotherms showed that mTHPC has a higher affinity for the polymeric derivatives of β-CD - carboxymethyl-β-cyclodextrin-polymer (CM-β-CDPD) and β-cyclodextrin-polymer (β-CDPD) – than for monomeric methyl-β-cyclodextrin (M-βCDMD). Profiles of changes in the relative content of mTHPC inclusion complexes with β-CDs in solution and in the presence of lipid vesicles were obtained, and dissociation constants of PS molecules were calculated from the composition of inclusion complexes with cyclodextrins. It was shown that the dissociation process of mTHPC from inclusion complexes with M-β-CDMPD takes 1–2 minutes, and with polymeric CDs (CM-β-CDMPD and β-CDMPD) – more than 1 hour. The results suggest that the peculiarities of complexation with polymeric and monomeric cyclodextrins may play an essential role in the delivery of the photosensitizer to cellular/tissue structures.
About the Authors
I. V. KablovBelarus
Minsk
I. E. Kravchenko
Belarus
Minsk
T. E. Zorina
Belarus
Minsk
V. Kaskeh
Belarus
Minsk
V. P. Zorin
Belarus
Minsk
References
1. D. Aebisher, J. Szpara, D. Bartusik-Aebisher. Int. J. Mol. Sci., 25, N 15 (2024)
2. A. Wiehe, M. O. Senge. Photochem. Photobiol., 99, N 2 (2023) 356—419
3. C. Hopper, C. Niziol, M. Sidhu. Oral Oncol., 40, N 4 (2004) 372—382
4. E. Gaio, D. Scheglmann, E. Reddi, F. Moret. J. Photochem. Photobiol. B: Biology, 161 (2016) 244—252
5. I. Yakavets, M. Millard, V. Zorin, H.-P. Lassalle, L. Bezdetnaya. J. Control Release, 28, N 304 (2019) 268—287
6. E. J. Mattioli, L. Ulfo, A. Marconi, V. Pellicioni, P. E. Costantini, T. D. Marforio, M. D. Giosia, A. Danielli, C. Fimognari, E. Turrini, M. Calvaresi. Biomolecules, 13, N 1 (2023)
7. Y. Liu, M. H. A. M Fens, B. Lou, N. C. H. van Kronenburg, R. F. M. Maas-Bakker, R. J. Kok, S. Oliveira, W. E. Hennink, C. F. van Nostrum. Pharmaceutics, 12, N 4 (2020) 338—364
8. G. Jeon, Y. T. Ko. J. Pharm. Invest., 49 (2019) 1—8
9. I. Yankovsky, E. Bastien, I. Yakovets, I. Khludeyev, H.-P. Lassalle, S. Gräfe, L. Bezdetnaya, V. Zorin. Eur. J. Pharm. Sci., 91 (2016) 172—182
10. I. Yakavets, H.-P. Lassalle, I. Yankovsky, F. Ingrosso, A. Monari, L. Bezdetnaya, V. Zorin. J. Photochem. Photobiol. A: Chemistry, 367 (2018) 13—21
11. M. Kryjewski, T. Goslinski, J. Mielcarek. Coord. Chem. Rev., 300 (2015) 101—120
12. A. B. Mihoub, Z. Youssef, L. Colombeau, V. Jouan-Hureaux, P. Arnoux, C. Frochot, S. Acherar. Mater. Sci. Eng., C, 109 (2019) 110604—110616
13. K. Kano, R. Nishiyabu, T. Asada, Y. Kuroda. J. Am. Chem. Soc., 124, N 33 (2002) 9937—9944
14. V. Wintgens, A. M. Layre, D. Hourdet, C. Amiel. Biomacromolecules, 13, N 2 (2012) 528—534
15. И. В. Коблов, И. Е. Кравченко, Т. Е. Зорина, В. Каскех, В. П. Зорин. Журн. Бел. гос. ун-та. Физика, № 2 (2024) 30—37
16. E. J. Mattioli, L. Ulfo, A. Marconi, V. Pellicioni, P. E. Costantini, T. D. Marforio, M. Di Giosia, A. Danielli, C. Fimognari, E. Turrini, M. Calvaresi. Biomolecules, 13, N 1 (2023)
17. B. Aslanoglu, I. Yakavets, V. Zorin, H.-P. Lassalle, F. Ingrosso, A. Monari, S. Catak. Phys. Chem. Chem. Phys., 22 (2020) 16956—16964
18. I. Yakavets, I. Yankovsky, L. Bezdetnaya, V. Zorin. Dyes and Pigments, 137 (2017) 299—306
19. B. Gidwani, A. Vyas. Drug Development and Industrial Pharmacy, 41, N 12 (2015) 1978—1988
20. С. В. Шилова, А. Я. Третьякова, В. П. Барабановa. Высокомолек. соед., А, 61, № 1 (2019) 44—51
21. C. L. Perrin. J. Chem. Education, 94, N 6 (2017) 669—672
22. I. Yakavets, I. Yankovsky, M. Millard, L. Lamy, H.-P. Lassalle, A. Wiehe, V. Zorin, L. Bezdetnaya. Int. J. Pharm., 529, N 1-2 (2017) 568—575
23. I. Yakavets, C. Guereschi, L. Lamy, I. Kravchenko, H.-P. Lassalle, V. Zorin, L. Bezdetnaya. Eur. J. Pharm. Biopharm., 154 (2020) 33—42
Review
For citations:
Kablov I.V., Kravchenko I.E., Zorina T.E., Kaskeh V., Zorin V.P. FLUORESCENCE ANALYSIS OF META-TETRA(HYDROXYPHENYL)CHLORINE COMPLEXATION WITH MONOMERIC AND POLYMERIC CYCLODEXTRINS. Zhurnal Prikladnoii Spektroskopii. 2025;92(1):13-21. (In Russ.)