Radical-initiated DNA cleavage is an important mechanism in cancer therapy.  When exposed to ultraviolet light, aryl sulfoxides have the ability to cleave DNA by means of carbon or oxygen centered radicals.  Four aryl sulfoxides containing polyaromatic ring systems, 1-methylsulfinylanthracene, 9-methylsulfinylphenanthrene, 1-methylsulfinylnaphthalene and 2-methylsulfinylnaphthalene, were synthesized.  Using an ethidium bromide displacement assay, the DNA binding affinities of these compounds were determined.  DNA cleavage assays were performed on 1-methylsulfinylnaphthalene and 2-methylsulfinylnaphthalene. These compounds exhibited greater DNA binding affinity and cleavage than phenyl sulfoxide and methyl phenyl sulfoxide. <br/>

DNA binding affinity and cleavage of aryl sulfoxides

249th National Meeting (2015)

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