It is well-established that nitric oxide (NO), a gaseous free radical participates in cellular signaling events. Among other NO donors, S-nitrosothiols have been implicated as major transducers of NO bioactivity, acting as both potent vasodilators and inhibitors of platelet aggregation. However, the mechanisms by which these reactive nitrogen species affect cellular functions are not fully established. S-nitroso-N-acetyl-penicillamine (SNAP) is a widely characterized nitrosothiol whose functionality and unique aqueous stability suggest that penicillamine derivatives are good substrates for the synthesis of novel and stable S-nitrosothiols. Recently we synthesized a series of S-nitroso-arylamides (1 -4 ) derivatives of penicillamine that are fairly water soluble and therefore suitable for biological testing.  The use of other classes of NO donors as potential cancer chemotherapeutic agents is fairly documented. However, the use of S-nitrosothiols for this purpose has not been explored.In this communication we determine the potential anticancer activity of S-nitroso-aryl-amides (1 -4 ) by assaying the cytotoxic effects of these compounds (Figure 1). MCF-7 breast cancer cells and normal human mammary fibroblasts were exposed to increasing concentrations of the S-nitroso-arylamides. Increasing concentrations of the compounds were increasingly cytotoxic to MCF-7 cells. Furthermore, the 2  and 3  compounds were preferentially cytotoxic to MCF-7 cells as compared to normal human mammary fibroblasts.

Differential loss of cell viability after exposure of MCF-7 breast cancer cells and normal human mammary fibroblast to <i>S</i>-nitroso-arylamides

246th National Meeting (2013)

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Differential loss of cell viability after exposure of MCF-7 breast cancer cells and normal human mammary fibroblast to S-nitroso-arylamides