缩氨基硫脲类化合物的设计合成和生物活性研究

Studies on Synthesis and Bioactivity of Thiosemicarbozones

通过CS2,H2NNH2?H2O,(CH3O)2SO4反应制得肼基二硫代甲酸甲酯,肼基二硫代甲酸甲酯再与相应的醛或酮,通过缩合反应制得中间体化合物1a～1h,产率78%～96%.以乙醇作溶剂,1与吗啉、哌嗪、N-单取代哌嗪发生取代反应制得相应的目标化合物2,3,4,产率57%～84%.共计合成目标化合物16个,均为新化合物,并且有2个中间体为新化合物.以上新化合物均经熔点、质谱、元素分析、红外光谱、核磁共振氢谱确证.通过对目标化合物进行体外抗菌、抗癌活性测试表明,16个目标化合物中,化合物3f具有较强的抑菌活性,化合物4c具有一定的抗癌作用.

Sixteen thiosemicarbazones 2-4 were synthesized from following three steps： firstly hydrazine reacted with carbon disulfide and dimethyl sulfate to form methyl hydrazino-dithiocarboxylate with yield of 60%, which further reacted with ketone or aldehyde in i-PrOH to give 1a-1h with yields of 78%-96%. Treatment of compound 1 with piperazine, N-substituted piperazine or morpholine in ethanol afforded 2-4 in 57%-84% yields. All compounds were characterized by elemental analysis, MS, IR and ^1H NMR spectra. The antibacterial and anticancer activities in vitro of all compounds have been determined. The results show that compound 3f possesses strong antibacterial activity while the compound 4c possesses anticancer activity.