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Z-藁本内酯是中药川芎中主要的苯酞类化合物,具有神经保护、抗炎、抗增值及扩张血管等多种药理作用。但Z-藁本内酯在自然条件不稳定且易于降解,限制其研究和应用。本文采用HPLC-UV、UPLC-QTOF-MS和NMR对Z-藁本内酯室温自然光照下的降解行为及降解产物进行考察和鉴定,Z-藁本内酯完全降解后生成5个降解产物,2个降解产物通过与对照品对比确定为洋川芎内酯I和洋川芎内酯H,2个降解产物采用半制备HPLC分离后进行1H和13CNMR解析,确定其结构为(E)-6,7-反式-双羟基藁本内酯和(Z)-6,7-环氧藁本内酯。最后推测了Z-藁本内酯的降解途径,氧化、水解和异构化是主要的降解反应。
Z-ligustilide is the main phthalide compound in Chuanxiong. It has many pharmacological effects such as neuroprotection, anti-inflammation, anti-proliferation and vasodilation. However, Z-ligustilide is unstable and prone to degradation in natural conditions, limiting its research and application. In this paper, degradation behavior and degradation products of Z-ligustilide under natural light at room temperature were investigated and identified by HPLC-UV, UPLC-QTOF-MS and NMR. Five degradation products were produced after Z- ligustilide was completely degraded, The two degradation products were identified as Yang Chuanxiong lactone I and Yang Chuanxiong lactone H by comparison with the reference substance. The two degradation products were separated by semi-preparative HPLC and analyzed by 1H and 13CNMR. The structures of the two degradation products were (E) -6,7- Trans-bishydroxylactone and (Z) -6,7-epoxidin ligustilide. Finally, we speculated that Z-ligustilide degradation pathway, oxidation, hydrolysis and isomerization is the main degradation reaction.