Synthesis and antimetastatic properties of stereoisomeric tricyclic bis(dioxopiperazine) analogs in a B16 melanoma model

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Abstract
The synthesis of cis- and trans-tetrahydrodipyrazino[1,2-a:2'',1''-c]pyrazine-1,3,10,12(2H,4H,9H,11H)-tetrone from pyrazine-2,3-dicarboxamide is described. Stereoselective antimetastatic activity differences for these analogs were observed following pretreatment of B16-F10 melanoma cells in vitro. Activities for these isomers were compared with selected intermediates, and the data are discussed in relation to previous results obtained with cis- and trans-cyclopropane analogs.

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