Phototoxicity of (1H-indenyl)thiophenes

The (1H-indenyl)thiophene derivatives 2 and 3 were recently reported to be excellent singlet oxygen sensitizers, comparable to alpha-terthienyl (1). The phototoxicity of these compounds was compared, using human erythrocytes, Aedes aegypti mosquito larvae, Daphnia magna, and fish (fathead minnows, Pimephales promelas). The known ranking of the photooxidation properties was found to be a good predictor of phototoxic properties in erythrocytes and mosquito larvae but not in daphnias. All three compounds photosensitized the cleavage of supercoiled pBR322 DNA to the same extent.