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抗糖尿病先导化合物Fla—CN的合成工艺研究
引用本文:岳小龙,陈家浩,秦楠,段宏泉. 抗糖尿病先导化合物Fla—CN的合成工艺研究[J]. 天津医科大学学报, 2014, 0(1): 68-70,F0003
作者姓名:岳小龙  陈家浩  秦楠  段宏泉
作者单位:天津医科大学药学院 基础医学研究中心 天津市临床药物关键技术重点实验室,天津300070
基金项目:基金项目国家自然科学基金面上项目(81373297)
摘    要:目的:对抗糖尿病先导化合物Fla—CN(3-O-[(E)-4-(4-氰基苯基)-3-烯-2-酮丁基]山萘酚)的合成工艺进行研究。方法:以对氰基苯甲醛和山萘酚为合成起始原料,先后经过Claisen—Schimidt反应,a,β-不饱和酮的a位溴代反应和醚化反应得到目标化合物Fla—CN.并从反应温度、底物浓度、反应物当量比以及催化剂等方面进行单因素考察试验,摸索最佳反应条件,建立合成工艺,提高反应总收率。结果:通过单因素考察等方法,建立了Fla—CN的合成工艺,目标产物的总收率显著提高,达到50%。结论:该工艺采用价廉易得的原料.简便的合成工艺与纯化手段,提高了反应收率,降低了生产成本。

关 键 词:抗糖尿病先导化合物  黄酮衍生物Fla—CN  合成工艺  单因素考察

Study on the synthesis process of anti-diabetic lead compound FIa-CN
YUE Xiao-long,CHEN Jia-hao,QIN Nan,DUAN Hong-quan. Study on the synthesis process of anti-diabetic lead compound FIa-CN[J]. Journal of Tianjin Medical University, 2014, 0(1): 68-70,F0003
Authors:YUE Xiao-long  CHEN Jia-hao  QIN Nan  DUAN Hong-quan
Affiliation:(School of Pharmacy, Research Center of Basic Medical Sciences, Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics, Tianjin Medical University, Tianjin 300070, China)
Abstract:Objective: To explore the synthesis process of anti-diabetic lead compound Fla-CN (3-O-[(E)-4-(4-Cyanophenyl)-2-oxobut- 3-en-1-yl] kaempferol). Methods: The target compound Fla-CN was prepared from 4-eyano benzaldehyde and kaempferol via Claisen- Schimidt condensation, a-bromination of the a, β-unsaturated ketone, and etherification reaction. To establish a suitable synthesis process for a high yield. The preferred reaction conditions including reaction temperature, substrate concentration, reactants proportion and the catalyst were explored by single-factor experiments. Results: The synthesis process of Fla-CN was established by single-factor experiments. The total yield hacl significantly increased to 50%. Conclusion: The preferred synthesis process could increase the total yield and reduce costs using cheap raw materials, convenient preparation and purification methods.
Keywords:anti-diabetes lead compound  flavonoid derivative Fla-CN  synthesis process  single-factor experiment
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