Guo Xi-Xi, Bi Qi-Rui, Wang Zhe, Tan Ning-Hua
School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, China.
Zhongguo Zhong Yao Za Zhi. 2018 Oct;43(19):3887-3892. doi: 10.19540/j.cnki.cjcmm.20180724.001.
The root bark of Dictamnus dasycarpus is one of common traditional Chinese medicines (TCMs). Quinoline alkaloids are one of the main active substances in this TCM and possess many biological activities including anti-titumor, anti-inflammation, anti-bacteria, anti-oxidation, and anti-platelet aggregation activities. In this study, eight quinoline alkaloids 1-8 were firstly separated from the root barks of D. dasycarpus. It was difficult to isolate more quinoline alkaloids from the remaining fraction 8 in D. dasycarpus by this conventional chemical separation, so the target analysis method combined LC-MS guided-separation of quinoline alkaloids from fraction 8 was established. MS/MS fragmentation patterns of eight quinoline alkaloids reference standard compounds 1-8 were studied by ultra-performance liquid chromatography-electrospary ionization-mass spectrometry (UPLC-ESI-MS/MS). Based on the feature fragment ion 200, the parent ion scan mode was established for the target analysis of quinoline alkaloids in fraction 8. Finally, 8-methoxyflindersine (9) and N-metilatanina (10) were discovered and isolated quickly from fraction 8 guided by LC-MS, and their structures were identified by NMR and MS. Among them, compound 10 was isolated from the genus Dictamnus for the first time. These results indicated that this method is not only quick and sensitive for analyzing the quinoline alkaloids, but also to effectively guided-separate this kind of alkaloids in the root barks of D. dasycarpus.
白鲜皮是常见的传统中药之一。喹啉生物碱是这种中药的主要活性物质之一,具有多种生物活性,包括抗肿瘤、抗炎、抗菌、抗氧化和抗血小板聚集活性。在本研究中,首次从白鲜皮的根皮中分离出8种喹啉生物碱1-8。通过这种传统的化学分离方法,很难从白鲜皮的剩余馏分8中分离出更多的喹啉生物碱,因此建立了结合LC-MS引导从馏分8中分离喹啉生物碱的目标分析方法。采用超高效液相色谱-电喷雾电离-质谱联用(UPLC-ESI-MS/MS)研究了8种喹啉生物碱对照品1-8的MS/MS裂解模式。基于特征碎片离子200,建立了母离子扫描模式用于馏分8中喹啉生物碱的目标分析。最后,在LC-MS引导下,从馏分8中快速发现并分离出8-甲氧基弗林德辛(9)和N-甲基塔纳宁(10),并通过NMR和MS对其结构进行了鉴定。其中,化合物10首次从白鲜属植物中分离得到。这些结果表明,该方法不仅对喹啉生物碱的分析快速、灵敏,而且能有效地引导分离白鲜皮根皮中的这类生物碱。