【作者】 田宇亮；

【导师】 单尚；

【作者基本信息】 浙江工业大学 ， 应用化学， 2007， 硕士

【摘要】 研究发现,席夫碱类化合物在医药、有机合成、分析化学以及催化等方面有着广泛的应用。其中,一些缩氨硫脲类化合物具有明显的抗肿瘤活性。本文合成了肼基二硫代甲酸苄酯席夫碱,肼基二硫代甲酸甲酯席夫碱,缩氨硫脲,苯甲酰腙等一系列席夫碱类化合物。通过正交试验优化了肼基二硫代甲酸苄酯的反应条件,得到最佳收率为77%;探讨了不同因素对肼基二硫代甲酸苄酯席夫碱合成的影响。通过红外光谱、质谱和核磁共振谱确证了部分化合物的结构;培养得到3个化合物J20,Z14和Z16的单晶,并用X射线单晶衍射仪测定了它们的晶体结构。对部分化合物进行了体外抗肿瘤活性测试。将化合物J27、J35、J700和J705对MOLT-4人白血病进行了抗肿瘤生物活性体外筛选实验,初步结果表明:从10^-8mol.L^-1到10^-5mol.L^-1的浓度范围内,四个化合物对MOLT-4人白血病癌细胞的抑制率都达到了100%,具有明显的抗肿瘤活性。对化合物J25和J600进行了体外肿瘤细胞增殖抑制试验,结果表明:J600对人肝癌SMMC7721细胞和人结直肠癌COLO205细胞具有强体外增殖抑制作用,其IC₅₀均小于1μmol/L;J25对上述两种肿瘤细胞也具有较强体外增殖抑制作用,其IC₅₀均小于10μmol/L。更多还原

【Abstract】 According to the studies,it was found that Schiff bases have a variety of use in medicine,organic synthesis,analysis chemistry and catalysis,and so on.Some thiosemicarbazones possess definite antitumor activity.A series of derivatives of Schiff bases such as sulphur-containing Schiff bases and thiosemicarbazones were synthesized.Benzyl-dithiocarbazate’s optimum parameters were established by orthogonal tests,whose optimal yield was 77%.Many conditions have been discussed about the reaction.The structures of some derivatives have been characterized by means of IR,MS and HNMR.Three crystal structures of derivatives were determined by single crystal X-ray diffraction analysis. Antitumor activity of sulphur-containing Schiff bases and thiosemicarbazones has also been investigated in vitro.The antitumor activity against man Leukemia MOLT-4 for four compounds J27,J35,J700 and J705 has been tested.The results show that all of them have excellent antitumor activity against man Leukemia MOLT-4,which keep 100 percent during the density change from 10^-8mol.L（-1）to 10（-5）mol.L（-1）.Besides,the results show that two compounds J600 and J25 have excellent inhibition effects on SMMC7721 and COLO205 cell growth.The IC₅₀（72 h）of J600 on SMMC7721 and COLO205 cells is no more than 1μmol/L,and that of J25 is no more than 10μmol/L.更多还原