一氧化氮供体型阿司匹林和水杨酸甲酯的合成及其生物活性测定

Synthesis and Biological Activities of Derivatives of Aspirin and Methyl Salicylate

目的合成一氧化氮(NO)供体型阿司匹林和水杨酸甲酯,并检测其体外释放NO的能力和抗炎活性。方法通过酯键和醚键将阿司匹林和水杨酸甲酯分别与NO供体结构偶联,利用Griess试剂检测其释放NO的活性,并用二甲苯致小鼠耳肿胀模型初步研究其抗炎活性。结果合成了6种化合物,其中4种在体外具有良好的NO释放能力,6种化合物均保持有抗炎活性。结论所有化合物的结构均经MS1、H-NMR确证,呋咱环型化合物体外能有效释放NO,NO供体结构的引入对其母体化合物的抗炎活性影响甚微。

Objective To synthesize nitric oxide （NO）-releasing aspirin and methyl salicylate, and detect their NO-releasing ability in vitro and anti-inflammatory activities. Methods Aspirin and methyl salicylate were coupled with NO-releasing groups through ester and ether bonds. NO-releasing ability was tested by Griess regent. Xylene-induced mice ear edema model was used to study their anti-inflammatory activities. Results Six compounds were synthesized and confirmed by MS,^1 H- NMR. Four of these compounds had good ability to release NO in vitro. All compounds maintained their anti-inflammatory activities. Conclusion All compounds were confirmed by MS and ^1H-NMR. Furoxan-type compounds could release NO effectively, and NO-donor group had little effect on their anti-inflammatory activities.