【作者】 史海波；

【导师】 胡惟孝；

【作者基本信息】 浙江工业大学 ， 生物化工， 2005， 硕士

【摘要】 为了研究3,6—二取代苯基—S—四嗪类化合物的构效关系,合成了一系列S—四嗪类衍生物,利用核磁共振氢谱,红外,质谱和元素分析及X—光晶体结构测定确证化合物结构。 酰氯或醛与取代肼反应,再经氯化制得后不同的N—取代基—α-氯代取代苯腙衍生物与三乙胺作用,得到目标产物:(1)摸索成功通过N—甲酸甲酯—α-氯代苯腙衍生物,合成了2个3,6—二取代苯基—1,4—二氢—S—四嗪—1,4—二甲酸甲酯,打通了合成1,4—位甲酸甲酯的路线。(2)通过N—取代苯基—α-氯代苯腙衍生物合成了6个3,6—二取代苯基—1,4—二氢—S—四嗪—1,4—二取代苯基化合物,其中2个为新化合物。(3)通过N—取代苯磺酰基—α-氯代苯腙衍生物合成了7个3,6—二取代苯基—1,4—二氢—S—四嗪—1,4—二取代苯砜基化合物,其中5个为新化合物,并通过晶体结构分析证明化合物结构与命名相符。新化合物分别用核磁共振氢谱,红外,质谱和元素分析表征结构。 由中国科学院上海药物研究所对上述化合物进行体外小鼠白血病细胞P—388和人肺癌细胞A—549抗癌活性的测定。但这此化合物的抗肿瘤活性并不理想,只有在高浓度时有一定的抗肿瘤抑制作用。更多还原

【Abstract】 In order to study on the structure-activity relationship of 3,6-disubstitutedphenyl-s-tetrazine, we have synthesized a series of 1,4-hydro-S-tetrazine derivatives. Their structures were confirmed by 1HNMR, IR, MS and elemental analysis and X-ray diffraction. The antitumor activities of those compounds in vitro were tested.The target compounds were obtained via different N-substituent- α -Chloro-phenylhydrazone derivatives reaction of triethylamine in THF solvent. N-substituent- α -Chloro-phenylhydrazone derivatives were prepared from substituted benzoyl chloride or substituted benzaldehyde with substituted hydrazine. (1) two compounds of 3,6-disubstituted phenyl-S-tetrazine-l,4-dihydro-l,4-dicarboxylic acid dimethyl ester were synthesized by N-substituent phenyl carboxylic acid methyl ester- α -Chloro-phenylhydrazone derivatives, and both were new compounds. (2) Six compounds of 3,6-disubsitituedphenyl-S-tetrazine-1, 4-dihydro-1, 4-disubstituted phenyl were prepared by N-substituted phenyl- α -Chloro-phenylhydrazone derivatives, and two were novel compounds. (3) Seven compounds of 3,6-disubstituted phenyl-1,4- dihydro-S-tetrazine-1,4-substituted benzenesulfonyl were obtained by N-substituent更多还原