Dark and Photoinduced Cytotoxicity of Cationic Chlorin e6 Derivatives with Different Numbers of Charged Groups

Y. I. Pylina,^a I. S. Khudyaeva,^b O. M. Startseva,^cD. M. Shadrin,^a O. G. Shevchenko,^a I. O. Velegzhaninov,^a N. V. Kukushkina,^d,e D. B. Berezin,^e and D. V. Belykh^b@

^aInstitute of Biology of Komi Scientific Centre of Ural Branch of Russian Academy of Sciences, 167982 Syktyvkar, Russian Federation

^bInstitute of Сhemistry of Komi Scientific Centre of Ural Branch of Russian Academy of Sciences, 167000 Syktyvkar, Russian Federation

^cPitirim Sorokin Syktyvkar State University, 167001 Syktyvkar, Russian Federation

^dG.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences, 153045 Ivanovo, Russian Federation

^eIvanovo State University of Chemistry and Technology, Institute of Macroheterocyclic Compounds, 153000 Ivanovo, Russian Federation

^@Corresponding author E-mail: belykh-dv@chemi.komisc.ru, belykh-dv@mail.ru

DOI: 10.6060/mhc210944b
Macroheterocycles 2021 14(4) 317-322

Dedicated to the memory of talented scientist Professor G.V. Ponomarev

Dark and photoinduced toxicity of several novel and previously described derivatives of chlorin e₆ with tetraalkylammonium substituents differing from each other in number of cationic groups and their location in the macrocycle were studied in HeLa cells and mammalian erythrocytes. The optimal design of cationic derivatives of chlorin e₆ that provides the most efficient photodynamic effect was shown to require the localization of cationic substituents in the same part of the molecule. In combination with the hydrophobicity of the chlorin macrocycle, it increases the amphiphilic properties of the whole molecule and enhances its interaction with biomembranes.

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Dark and Photoinduced Cytotoxicity of Cationic Chlorin e6 Derivatives with Different Numbers of Charged Groups

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