Solvation, Cancer Cell Photoinactivation and the Interaction of Chlorin Photosensitizers with a Potential Passive Carrier Non-Ionic Surfactant Tween 80
Abstract
:1. Introduction
2. Results and Discussion
2.1. Partition Coefficients and PS Solvation in a Lipid-like and Aqueous Environment
2.2. Aggregation PS at Therapeutic Concentrations
2.3. Interaction with Tween 80
2.4. Spectral Characteristics and Generation of Singlet Oxygen
2.5. Photodynamic Activity and Photosensitizers Accumulation in Cancer Cells In Vitro
3. Materials and Methods
3.1. Photosensitizers and Other Chemicals
3.2. Thermodynamic and Stectroscopic Studies
3.3. Biological Assays
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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T, K | 1 | 2 | 3 | 4 2 |
---|---|---|---|---|
Partition coefficients | ||||
298.15 | 1.88 ± 0.06 1 | 20.1 ± 0.9 | 16.8 ± 0.8 | 0.97 ± 0.03 |
308.15 | 1.90 ± 0.09 | 22.7 ± 0.8 | 17.2 ± 0.9 | 1.04 ± 0.02 |
318.15 | 1.91 ± 0.10 | 24.1 ± 0.7 | 17.7 ± 0.8 | 1.11 ± 0.03 |
Standard free energies (ΔtG0) and enthalpies (ΔtH0) of transfer at 298.15 K | ||||
ΔtG0, kJ mol−1 | −0.560 ± 0.001 | −7.5 ± 0.06 | −5.00 ± 0.01 | 0.08 ± 0.001 |
ΔtH0, kJ mol−1, | 0.14 ± 0.03 | 7.1 ± 1.3 | 4.00 ± 0.2 | 5.32 ± 0.003 |
rf, kJ mol−1 | 0.003 | 0.19 | 0.03 | 0.001 |
Parameter | 1 | 2 | 3 | 4 1 |
---|---|---|---|---|
Equation (3) | ||||
mT 1, mol kg−1 | (0.23–0.88)·10−4 | (0.35–4.21)·10−4 | (0.40–1.75)·10−3 | (1.6–5.6)·10−5 |
mT 2, mol kg−1 | (1.1–7.3)·10−4 | (0.56–1.12)·10−3 | (1.75–2.50)·10−3 | (0.6–2.2)·10−4 |
n1 | 0.86 ±0.01 | 0.45 ± 0.04 | 1.43 ± 0.13 | 0.33 ± 0.03 |
n2 | 1.99 ± 0.1 | 3.58 ± 0.4 | 7.77 ± 0.7 | 3.19 ± 0.7 |
lg Kb 1 | 3.79 ± 0.03 | 2.10 ± 0.14 | 4.37 ± 0.40 | 1.44 ± 0.13 |
lg Kb 2 | 8.39 ± 0.4 | 12.48 ± 1.2 | 21.92 ± 1.7 | 14.1 ± 2.9 |
Equation (4) | ||||
KSV, kg mol−1 | 0.71 ± 0.07 (200) 2 2.62 ± 0.03 (60) | 0.73 ± 0.02 (200) | 1.25 ± 0.06 (200) | 2.39 ± 0.10 (200) 5.40 ± 0.18 (60) |
Control | 1 | 2 | 3 | 4 |
---|---|---|---|---|
Singlet oxygen quantum yield | ||||
- | 0.56 ± 0.03 1 | 0.63 ± 0.02 | 0.74 ± 0.02 | 0.53 ± 0.05 1 |
PSs accumulation in K-562 cells (integral fluorescence measurements) 2 | ||||
1.4 | 23.0 | 89.2 | 70.2 | - |
Percentage of photo-inactivated cells 2 | ||||
2.1 3 | 9.1 | 31.4 | 22.2 | 15.9 5 |
3.46 4 | 14.2 | 39.8 | 39.2 |
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Kustov, A.V.; Morshnev, P.K.; Kukushkina, N.V.; Smirnova, N.L.; Berezin, D.B.; Karimov, D.R.; Shukhto, O.V.; Kustova, T.V.; Belykh, D.V.; Mal’shakova, M.V.; et al. Solvation, Cancer Cell Photoinactivation and the Interaction of Chlorin Photosensitizers with a Potential Passive Carrier Non-Ionic Surfactant Tween 80. Int. J. Mol. Sci. 2022, 23, 5294. https://doi.org/10.3390/ijms23105294
Kustov AV, Morshnev PK, Kukushkina NV, Smirnova NL, Berezin DB, Karimov DR, Shukhto OV, Kustova TV, Belykh DV, Mal’shakova MV, et al. Solvation, Cancer Cell Photoinactivation and the Interaction of Chlorin Photosensitizers with a Potential Passive Carrier Non-Ionic Surfactant Tween 80. International Journal of Molecular Sciences. 2022; 23(10):5294. https://doi.org/10.3390/ijms23105294
Chicago/Turabian StyleKustov, Andrey V., Philipp K. Morshnev, Natal’ya V. Kukushkina, Nataliya L. Smirnova, Dmitry B. Berezin, Dmitry R. Karimov, Olga V. Shukhto, Tatyana V. Kustova, Dmitry V. Belykh, Marina V. Mal’shakova, and et al. 2022. "Solvation, Cancer Cell Photoinactivation and the Interaction of Chlorin Photosensitizers with a Potential Passive Carrier Non-Ionic Surfactant Tween 80" International Journal of Molecular Sciences 23, no. 10: 5294. https://doi.org/10.3390/ijms23105294