H3c

reductases through the standard mechanism, involving the formation of 6.23 and subsequent DNA alkylation by a mechanism related to that proposed for the case of mitomycin. On the other hand, in vitro studies have shown that 6.22 exists predominantly as its spiro isomer 6.24; this intermediate is proposed to react with intracellular thiols to give 6.25, thus providing an alternative route for hydroqui-none generation that is not dependent on reductase activity.44 Due to this mechanism, KW-2149 is active in non-hypoxic tumor cells and in cell lines that express low levels DT-diaphorase and are therefore resistant to mitomycin.45

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