THE REACTION OF 6,7-DICHLORO-5,8-QUINOXALINEDIONE WITH AROMATIC AND ALIPHATIC DINUCLEOPHILES AND MOLECULAR MODELING STUDY OF THEIR INTERCALATION COMPLEXES

The angular and planar heterocyclic compounds containing nitrogen, sul fur and oxygen were synthesized by reaction of 6,7-dichloro-5,8-quinox alinedione with aromatic and aliphatic dinucleophiles. Nucleophilic re activity was somewhat different between 2,3-dichloro-1, 4-naphthoquino ne and 6,7-dichloro-5,8-quinolinedione with dinucleophiles. The distri bution of electron in heterocycle appeared to contribute to this diffe rence. The intercalation comple of planar heterocyclic compound betwee n GC/GC base pairs showed the optimum intercalation but the intercalat ion of angular heterocyclic compound was not good, Thus, the planar co mpound was expected to have antitumor activity.