INFLUENCE OF A POSITIVE CHARGE IN THE STRUCTURE OF PHOTOSENSITIZERS OF CHLORIN SERIES ON THE PHOTOINDUCED ANTICANCER ACTIVITY
A neutral photosensitizer, aminobutylamide chlorin e6 with a terminal amino group (1), and its derivative, a cationic photosensitizer with a terminal trimethylammonium group (2) were synthesized. Spectral, photophysical and photobiological properties of compounds 1 and 2 were studied. An impact of a charge in molecule 2 on a photoinduced antitumor activity was evaluated in vitro. Relative coefficients of intracellular accumulation (Krei) were determined for compounds 1 and 2 in human lung adenocarcinoma A549 and human glioblastoma U251 cells. The coefficients of intracellular accumulation of neutral chlorin 1 in both cell types are fivefold higher than those of cationic chlorin 2. As a consequence, compound 1 surpasses fifteen-fold compound 2 in photoinduced cytotoxicity.