Photosensitization with etiobenzochlorins and octaethylbenzochlorins

The photophysical and photobiological properties of a series of etiobenzochlorins were evaluated in cell culture using murine leukemia L1210 cells. In the series of agents tested, the chlorin-(mono)sulfonate was the most efficacious, the tin chlorin somewhat less so and the tin chlorin-sulfonate much less active. The parent chlorin was essentially inactive at the limit of solubility. Photodamage was assessed by measuring alterations in surface hydrophobicity (via a two-phase partitioning procedure), amino acid transport and membrane potential. Additional information was provided from fluorescence microscopy, which was used to identify sites of sensitizer binding and effects of photodamage on the binding patterns of fluorescent probes specific for mitochondria, lysosomes and plasma membranes. Effects of photodamage on fluorescence lifetime distribution of the membrane probe trimethylaminodiphenyl hexatriene were examined. The data obtained were consistent with localization of the parnet etiobenzochlorin and tin derivative at lysosomal loci, the chlorin-sulfonate at plasma and mitochondrial membranes and tin-sulfonate at the cell surface.