环丙基螺环硫巴比妥衍生物的合成、表征及抗惊厥活性

Synthesis,Characterization and Anticonvulsion Activity of Two Novel Cyclopropyl Spiro thiobarbitur Derivatives

设计合成了2个刚性很强的结构对称性巴比妥酸类化合物———环丙基螺环硫巴比妥酸化合物。通过红外、核磁对其结构进行了表征。其中化合物1a和1b活泼氢(N—H)的化学位移有明显区别。利用二维氢氢相关谱观察到了化合物1a结构中,环丙烷上氢质子与酰胺环上氢质子由于螺环刚性屏蔽影响使其2个环上同侧较近质子之间存在相关性,异侧较远质子之间无相关性。初步测试了2个化合物的抗小鼠电击惊厥活性:化合物1a和1b的惊厥抑制率分别为50%和70%。

Two cyclopropyl spiro thiobarbiturs with rigid configurations were designed, synthesized and characterized by IR and NMR. The difference in the chemical shift of N-H between compounds la and lb was observed. The rigid structure was also proved by the relation between the proton （-CH2-） in the cyclopropane ring and the nearest proton （N-H） in the bartitur ring on ^1H-^1H COSY map due to the shielding effect of the two rings. The anticonvulsion activities of the two novel compounds la and lb were also tested and the restrain ratio was 50% and 70% respectively.