Abstract
Photophysical characteristics and photosensitizing activity were studied for dimethyl (DME) and trimethyl ester (TME) derivatives of chlorin e6 (Chl e6) in various solutions and liposomal forms. Incorporation in liposomes rendered the Chl e6 ester derivatives monomeric in aqueous solutions keeping intact photophysical properties and high photochemical activity. The redistribution rate of Chl e6 DME from lipid vesicles to cells was substantially higher than that of Chl e6 TME. Serum proteins affected the intracellular accumulation of liposomal forms for the DME and TME derivatives of Chl e6 differently. Cell-culture experiments showed that liposomal forms of the DME and TME derivatives of Chl e6 had significantly lower cytotoxicity, while preserving a high cytotoxic effect of photodynamic activity.
Similar content being viewed by others
Abbreviations
- Chl e6 :
-
chlorin e6;
- DME:
-
dimethyl ester
- TME:
-
trimethyl ester
- DMPC:
-
dimyristoylphosphatidylcholine
References
C. A. Robertson, D. H. Evans, and H. Abrahamse, J. Photochem. Photobiol. 96, 1 (2009).
R. R. Allison and C. H. Sibata, Photodiagn. Photodyn. Ther. 7, 61 (2010).
M. Slingerland, H. Guchelaar, and H. Gelderblom, Drug Disc. Today 17, 160 (2012).
J. Berlanda, T. Kiesslich, V. Engelhardt, et al., J. Photochem. Photobiol. B: Biol. 100, 173 (2010).
G. P. Gurinovich, T. E. Zorina, S. B. Melnov, et al., J. Photochem. Photobiol. B: Biol. 13, 51 (1992).
V. P. Zorin, V. P. Savitskiy, and M. P. Potapnev, Exp. Oncol. 24, 142 (2002).
T. E. Zorina, A. A. Dalidovich, L. Marchenko, et al., Oftal’mologiya: Vost. Evropa 4, 93 (2011).
A. A. Dalidovich, L. N. Marchenko, A. S. Fedulov, et al., Phorodynamic Therapy of Myopic Maculopathy by Photolon (Paradoks, Minsk, 2012) [in Russian].
H. Fischer and H. Orth, Die Chemie des Pyrrolis (Academia Verlag, 1937).
A. S. Stashevskii, V. A. Galievskii, and B. M. Dzhagarov, Pribory Metody Issled. 1 (2), 25 (2011).
M. G. Ormerod, Flow Cytometry: A Practical Approach (Oxford Univ. Press, Oxford, 2000).
A. P. Shpakova, K. S. Palova, and T. I. Bulycheva, Immunologiya 2, 20 (2000).
E. P. Vashkevich, Immunopatol. Allergol. Infektol. 1, 6 (2011).
V. P. Zorin, I. S. Mikhalovskii, T. E Zorina, et al., Zh. Prikl. Spektrosk. 62, 179 (1995).
V. P. Zorin, I. I. Khludeev, and T. E Zorina, Biophysics (Moscow) 45, 305 (2000).
C. M. N. Yow, J. Y. Chen, N. K. Mak, et al., Cancer Lett. 157, 123 (2000).
V. P. Zorin, I. S. Mikhalovskii, T. E Zorina, et al., Biofizika 40, 328 (1995).
V. A. Reshetov, T. E Zorina, M.-A. D’Allevan, et al., Zh. Prikl. Spektrosk. 78, 114 (2011).
V. P. Zorin., I. I. Khludeyev, T. E. Zorina, et al., Proc. SPIE. Lazer Use in Oncology II. 4059, 139 (2000).
V. P. Savitskii, V. P. Zorin, M. P. Potapnev, and A. Ya. Potapenko, Byull. Eksp. Biol. Med. 138 (8), 180 (2004).
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © T.E. Zorina, I.V. Yankovsky, I.E. Kravchenko, T.V. Shman, M.V. Belevtsev, V.P. Zorin, 2015, published in Biofizika, 2015, Vol. 60, No. 5, pp. 922–930.
Rights and permissions
About this article
Cite this article
Zorina, T.E., Yankovsky, I.V., Kravchenko, I.E. et al. Evaluation of Phototoxicity and cytotoxicity for chlorin e6 ester derivatives and their liposomal forms. BIOPHYSICS 60, 759–766 (2015). https://doi.org/10.1134/S0006350915050267
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0006350915050267