新型含卤噻唑类酰腙化合物的合成及其与小牛胸腺DNA的相互作用  

Synthesis of Novel Thiazole Acylhydrazone Compounds Containing Halogen Atoms and Their Interaction with CT-DNA

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作  者:刘萌[1] 刘向荣[1] 王鲁[1] 杨再文[1] 代爱萍[1] 赵顺省[1] 

机构地区:[1]西安科技大学化学与化工学院,陕西西安710054

出  处:《合成化学》2017年第5期376-383,共8页Chinese Journal of Synthetic Chemistry

基  金:国家自然科学基金资助项目(21073139;21103135;21301139)

摘  要:以2-氨基噻唑-4-甲酸乙酯和水合肼为原料,制得2-氨基噻唑-4-甲酰肼(2);2与卤代(F,Cl,Br)对苯甲醛反应,合成了3种新型的含卤噻唑类酰腙化合物[C_(11)H_9N_4OSF(3a),C_(11)H_9N_4OSCl(3b)和C_(11)H_9N_4OSBr(3c)],其结构和性能经元素分析,XRD和TG-DTG表征。结果表明:3a和3c属于三斜晶系,Pī空间群;3b属于单斜晶系,P2(1)/c空间群。3a^3c的热稳定性均较好,最大热分解过程的表观活化能均大于100 k J·mol^(-1)。采用UV-Vis研究了3a^3c与小牛胸腺DNA(CT-DNA)的相互作用。结果表明:3a^3c与CT-DNA均以插入方式相互作用。2-Aminothiazole-4-formylhydrazine (2)was obtained by the reaction of 2-aminothiazole-4- methylformate with hydrazine hydrate. Three novel thiazole acylhydrazone compounds containing halo- gen atoms[CllHgN4OSF(3a), C11HgN4OSCI(3b) and CllHgN4OSBr(3c) ] were synthesized by the reaction of 2 with halogenated benzaldehydes(F, Cl, Br). The structures and properties were charac- terized by elemental analysis, XRD and TG-DTG. The results showed that 3a and 3c belong to triclinie, space group Pi, and 3b belongs to monoclinic, space group P2 ( 1 )/c. 3a - 3c exhibited good thermal stabilities with apparent activation energies above 100 kJ mo1-1 during the maximum thermal decomposition processes. The interaction of 3a -3c with CT-DNA were investigated by UV-Vis. The results indicated that 3a - 3c interact with CT-DNA by the mode of insert.

关 键 词:2-氨基噻唑-4-甲酸乙酯 酰腙化合物 合成 晶体结构 相互作用 

分 类 号:O626.2[理学—有机化学] O623.7[理学—化学]

 

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