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1. 广西大学 化学化工学院,广西 南宁,530004
2. 广西医科大学 第一附属医院,广西 南宁,530021
3. 南宁市化工研究设计院,广西 南宁,530022
4. 广西高校应用化学技术与资源开发重点实验室,广西 南宁,530004
纸质出版日期:2016-4-5,
收稿日期:2015-11-26,
修回日期:2016-1-12,
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杜传荣, 林发全, 逯东伟等. 香草酸酰胺衍生物的制备及其止血活性的动力学法研究[J]. 发光学报, 2016,37(4): 487-497
DU Chuan-rong, LIN Fa-quan, LU Dong-wei etc. Synthesis of Vanillylamide Derivatives and Their Hemostatic Activity <em>in Vitro</em> by Kinetics Methods[J]. Chinese Journal of Luminescence, 2016,37(4): 487-497
杜传荣, 林发全, 逯东伟等. 香草酸酰胺衍生物的制备及其止血活性的动力学法研究[J]. 发光学报, 2016,37(4): 487-497 DOI: 10.3788/fgxb20163704.0487.
DU Chuan-rong, LIN Fa-quan, LU Dong-wei etc. Synthesis of Vanillylamide Derivatives and Their Hemostatic Activity <em>in Vitro</em> by Kinetics Methods[J]. Chinese Journal of Luminescence, 2016,37(4): 487-497 DOI: 10.3788/fgxb20163704.0487.
以香草酸为母体
分别与6-氨基己酸(EACA)、止血芳酸(AMBA)和止血环酸(AMCA)反应
合成3种未见文献报道的香草酸酰胺衍生物
并采用IR、ESI-MS、
1
H NMR和
13
C NMR进行结构鉴定。以传统方法、荧光动力学法和紫外动力学法测定其对血浆复钙时间(PRT)的影响。为了研究衍生物在血液中的稳定性
在模拟生理条件下
运用荧光光谱、紫外光谱及分子对接技术研究了它分别与人血清白蛋白(HSA)的结合。结果表明
3种衍生物在一定浓度范围内都可以有效缩短PRT
具有显著的止血活性。新的动力学测定方法
不仅有效避免了传统方法引入的人为误差
重现性良好
而且判断标准更加科学
并可以获得更多血浆凝结过程中的信息。3种衍生物均主要通过氢键和范德华力与HSA结合形成稳定的复合物
表明它可通过HSA在血液中传递并运输到相应部位而发生药理作用。
Three novel amide derivatives were designed and prepared by the reaction of vanillic acid with 6-aminocaproic acid (EACA)
p-aminomethylbeozoic acid (AMBA) or tranexamic acid (AMCA)
respectively. The structures were identified by IR
ESI-MS
1
H NMR and
13
C NMR. In order to study their hemostatic activity
in vitro
the plasma recalcification time (PRT) was determined by traditional method
fluorescence kinetics method and UV kinetics method
respectively. In order to study the stability of derivatives in blood
the interaction between derivatives and human serum albumin (HSA) was investigated under imitated physiological condition by fluorescence spectroscopy
UV-visible absorption spectroscopy and molecular docking
respectively. The results stated clearly that derivatives could reduce PRT significantly and exhibit obvious procoagulant effect
in vitro.
Moreover
in some concentrations
the hemostatic activity of derivative Ⅱ was better than AMBA. The results obtained by three different methods were in correspondence. New kinetics methods not only avoided artificial error effectually but also had good repeatability. In addition
more reasonable and credible information could be obtained in the process of serum agglutination. On the other hand
the spectra experiments showed that three derivatives could all form stable complexes with HSA respectively. The binding types between derivatives and HSA were all van der Waals force and hydrogen bonds. The results were accordant with molecular docking. It indicates that all the derivatives can be transferred and delivered by HSA to play pharmacological effects at corresponding site. Consequently
there is a strong possibility that the three vanillylamide derivatives can be applied to practice.
香草酸酰胺衍生物止血人血清白蛋白(HSA)光谱法
vanillic acidamide derivativeshemostasiahuman serum albumin (HSA)spectroscopic methodology
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