N'-取代亚苄基-3,4,5-三甲氧基苯甲酰肼及3-乙酰基-2-取代苯基-5-(3,4,5-三甲氧基苯基)-2,3-二氢-1,3,4-恶二唑衍生物的合成、结构与生物活性
Synthesis, structure, and bioactivity of N'-substituted benzylidene-3,4,5-trimethoxybenzohydrazide and 3-acetyl-2-substituted phenyl-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,3,4-oxadiazole derivatives.
作者信息
Jin Linhong, Chen Jiang, Song Baoan, Chen Zhuo, Yang Song, Li Qianzhu, Hu Deyu, Xu Ruiqing
机构信息
Center for Research and Development of Fine Chemicals, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, Guizhou 550025, PR China.
出版信息
Bioorg Med Chem Lett. 2006 Oct 1;16(19):5036-40. doi: 10.1016/j.bmcl.2006.07.048. Epub 2006 Jul 28.
Some 3-acetyl-2-substituted phenyl-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,3,4-oxadiazole derivatives were synthesized by cyclization reaction of N'-substituted benzylidene-3,4,5-trimethoxybenzohydrazide in acetic anhydride. Their structures were verified by elemental analysis, IR, (1)H NMR, and (13)C NMR. Compound 3i was provided with X-ray crystallographic data. The compounds were evaluated for their antiproliferative activities against some cancer cells in vitro by MTT method. Among them, 2a, 2b, 2c, 2f, 3l, and 3m were highly effective against PC3 cells and 2a, 2c, and 2f showed moderate activities against Bcap37 and BGC823 cells. The IC(50) values of high active compounds 2a, 2b, 2c, 2f, 3l, and 3m against PC3 cells were 0.2, 1.8, 0.2, 1.2, 1.7, and 0.3muM, respectively.
通过N'-取代亚苄基-3,4,5-三甲氧基苯甲酰肼在乙酸酐中的环化反应合成了一些3-乙酰基-2-取代苯基-5-(3,4,5-三甲氧基苯基)-2,3-二氢-1,3,4-恶二唑衍生物。通过元素分析、红外光谱、(1)H核磁共振和(13)C核磁共振对其结构进行了验证。化合物3i提供了X射线晶体学数据。采用MTT法体外评价了这些化合物对某些癌细胞的抗增殖活性。其中，2a、2b、2c、2f、3l和3m对PC3细胞具有高效性，2a、2c和2f对Bcap37和BGC823细胞表现出中等活性。高活性化合物2a、2b、2c、2f、3l和3m对PC3细胞的IC(50)值分别为0.2、1.8、0.2、1.2、1.7和0.3μM。
Zotero 插件