Delineating Noncovalent Interactions between the Azinomycins and Double-Stranded DNA: Importance of the Naphthalene Substitution Pattern on Interstrand Cross-Linking Efficiency

Using a series of synthetic azinomycin analogues, it is shown that the efficiency of in vitro DNA interstrand cross-linking is markedly reduced
when either the C-5‘ methyl group or both the C-5‘ methyl and C-3‘ methoxy groups are deleted from the naphthalene ring.