Properties of the Novel Photosensitizer β,β,β′,β′-Tetramethyltribenzotetraazachlorin

• Published in: Pharmaceutical chemistry journal Vol. 48; no. 2; pp. 77 - 81
• Main Authors: Lastovoi, A. P., Ignatova, A. A., Feofanov, A. V., Machinskaya, E. A., Ivanova-Radkevich, V. I.
• Format: Journal Article
• Language: English
• Published: Boston Springer US 01.05.2014; Springer
• Subjects: Analysis; Chemical properties; Medicine; Organic Chemistry; Pharmacology/Toxicology; Pharmacy; Surface active agents; intracellular distribution; solubilizer; photodynamic therapy (PDT); singlet oxygen; tetramethyltribenzotetraazachlorin; photosensitizer
• ISSN: 0091-150X; 1573-9031
• DOI: 10.1007/s11094-014-1051-5

The abilities of solubilizers Cremophor EL, Tween 80, Emuxol 3, and Pluronic F-68 to deliver the novel promising photosensitizer β,β,β′,β′-tetramethyltribenzotetraazachlorin (H 2 TBTAC) into A549 human lung adenocarcinoma cells in vitro were compared. It was found that the number of H 2 TBTAC monomers in the solubilizer solutions correlated with the amount of fluorescent monomer accumulated in the cells. The H 2 TBTAC monomer showed significantly higher ability to generate singlet oxygen than H 2 TBTAC aggregates. It was established that Cremophor EL provided the maximum amount of H 2 TBTAC monomers in solution and the best stability during storage of the composition. Cremophor EL improved the accumulation of H 2 TBTAC monomer in A549 cell cytoplasm (reaching saturation after incubation for 2 h) and gave the maximum H 2 TBTAC accumulation coefficient (0.7 ± 0.1). Experiments in vivo showed therapeutically significant antineoplastic activity for photodynamic therapy with H 2 TBTAC stabilized in Cremophor EL solution (10%).