咖啡酸一氧化氮供体衍生物的合成及体外一氧化氮释放性能

Synthesis of Nitric Oxide-donating Caffeic Acid Derivatives and Nitric Oxide-releasing Activities in Vitro

【目的】设计合成一氧化氮(NO)供体型咖啡酸衍生物,测定其体外NO释放活性。【方法】以中间体3,4-二乙酰咖啡酸为基本骨架,利用侧链羧基与硝酸酯结构偶联,合成目标化合物;采用Griess法测定目标化合物的NO体外释放量。【结果】合成4个新的咖啡酸NO供体衍生物,其结构均经红外光谱(IR)、核磁共振(NMR,包括1H-NMR与13C-NMR)等波谱技术鉴定。各化合物均呈现出不同程度的体外NO释放性能,其中3,4-二乙酰基咖啡酸-2'-硝氧乙酯体外释放NO活性最强。【结论】咖啡酸NO供体衍生物合成方法可行,体外NO释放量与硝酸酯结构片段相关。

Objective To design and synthesize nitric oxide（NO）-donating caffeic acid,and to determine their NO-releasing activities in vitro. Methods NO-donating caffeic acid was synthesized by coupling 3, 4-diacetyl caffeic acid with nitrate ester through the carboxyl side chains. Griess assay was used to measure the release of nitric oxide in vitro. Results The structures of 4 new NO-donating caffeic acid derivatives were identified by the infrared radiation（IR） and nuclear magnetic resonance（NMR） methods of 1H-NMR and 13C-NMR. The compounds presented various NO-releasing activities in vitro, and 3, 4-diacetoxy caffeic acid-2＇-nitro oxyl ethyl ester had the most strongest viability. Conclusion The synthesis method for NO-donating caffeic acid derivatives is feasible,and the in-vitro NO-releasing activities are related with the fragment structure of nitrate.