A series of hydroperoxynaphthalimides (1a-1c) and naphthaldiimide (2) that generate hydroxyl radical upon longer wavelength photoirradiation (366 nm) have been devised. They induce DNA strand break at low concentration upon photoirradiation which are inhibited in the presence of hydroxyl radical scavengers such as mannitol or sodium benzoate. The compound 2 showed a sequence specific DNA strand scission at -5'GG-sequence. The formation of 8-hydroxydeoxyguanosine (8-OHdG) is also observed on photoirradiation of 1a or 2 in the presence of dG. The antibacterial activities of these compounds will also be described.

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