Effect of substituents on photochemical and biological properties of 13,15-N-cycloimide derivatives of chlorin p6

• Published in: Bioorganicheskaia khimiia Vol. 31; no. 5; p. 535
• Main Authors: Nazarova, A I, Feofanov, A V, Karmakova, T A, Sharonov, G V, Pliutinskaia, A D, Iakubovskaia, R I, Lebedeva, V S, Mironov, A F, Maurizot, J C, Vigny, P
• Format: Journal Article
• Language: Russian
• Published: Russia (Federation) 01-09-2005
• Subjects: Cell Line, Tumor; Cell Survival - drug effects; Drug Stability; Humans; Imides - chemistry; Photochemistry; Photosensitizing Agents - chemistry; Photosensitizing Agents - pharmacology; Photosensitizing Agents - toxicity; Porphyrins - chemistry; Porphyrins - pharmacology; Porphyrins - toxicity; Reactive Oxygen Species - metabolism; Structure-Activity Relationship; Subcellular Fractions - drug effects; Subcellular Fractions - metabolism
• ISSN: 0132-3423

The effect of electron-accepting substituents in position 3 of the chlorine p6 macrocycle in neutral and carboxyl-containing negatively charged cycloimide derivatives of chlorin p6 (CIC) on the photochemical and biological properties of these photosensitizers was studied. A relationship between the structure and properties of CICs was analyzed on the basis of information on their photoinduced cytotoxicity, efficiency of the generation of reactive oxygen species, photostability, intracellular localization, quantitative parameters of accumulation in cells, and cellular pharmacokinetics. It was shown that these compounds can be used for the development of photosensitizers with intense light absorption at 740 nm, controlled intracellular localization, and a high photodynamic activity toward tumor cells.