Key Laboratory of Modern Chinese Medicines, Ministry of Education, Department of Pharmacognosy, China Pharmaceutical University, Nanjing, China.
J Pharm Biomed Anal. 2011 Sep 10;56(2):165-72. doi: 10.1016/j.jpba.2011.05.004. Epub 2011 May 12.
A secondary metabolic pattern using ultra-performance liquid chromatography (UPLC)-DAD/ESI-MS was constructed to gain chemical information for authentication of Senecio scandens (SS) and Senecio vulgaris (SV), the two representative species containing hepatotoxic pyrrolizidine alkaloids (HPAs). The metabolic pattern showed three groups of bioactive constituents: phenolic/aromatic acids, flavonoid glycosides and the HPAs. 47 peaks were identified including 19 phenolic/aromatic acids, 10 flavonoid glycosides and 18 PAs by direct comparison with the available reference compounds or deduced from the UV absorption and their ESI-MS fragmentation patterns. The two species could be authenticated diagnostically by their metabolic profiling of the three chromatographic fingerprints. Although both SS and SV contain PAs as the characteristic constituents, only 2 PAs, adonifoline and adonifoline N-oxide were detected in SS, while other 16 PAs were detected in SV, including the highly toxic senecionine, retrorsine, seneciphylline and their corresponding N-oxides. The concentration of PAs in SV is also higher than that in SS. The number and concentration of the phenolic compounds in SS were higher than in SV. Jacaranone derivatives were only detected in SS and jacaranone ethyl ester was detected as the predominant constituent. In the fingerprint of the n-butanol extracts, 10 quercetin and kaempferol glycosides derivatives were detected. 9 were found in SS and only 2 in SV. PAs, jacaranone derivatives and flavonoid glycosides can serve as the metabolic markers to distinguish the Senecio plants from each other, and provide evidence for their clinical application in the consideration of safety and efficacy.
采用超高效液相色谱(UPLC)-DAD/ESI-MS 构建了次生代谢模式,以获取含有肝毒性吡咯里西啶生物碱(HPAs)的代表性物种千里光(SS)和千里光(SV)的化学信息。代谢模式显示了三组生物活性成分:酚/芳香酸、类黄酮糖苷和 HPAs。通过与现有参考化合物直接比较或根据 UV 吸收及其 ESI-MS 裂解模式推断,鉴定了 47 个峰,包括 19 个酚/芳香酸、10 个类黄酮糖苷和 18 个 PA。这两个物种可以通过它们的三种色谱指纹图谱的代谢特征来进行诊断鉴定。尽管 SS 和 SV 都含有作为特征成分的 PA,但仅在 SS 中检测到 2 种 PA,即adonifoline 和 adonifoline N-oxide,而在 SV 中检测到其他 16 种 PA,包括高度毒性的 senecionine、retrorsine、seneciphylline 和它们相应的 N-氧化物。SV 中 PA 的浓度也高于 SS。SS 中酚类化合物的数量和浓度高于 SV。Jacaranone 衍生物仅在 SS 中检测到,jacaranone 乙酯被检测为主要成分。在正丁醇提取物的指纹图谱中,检测到 10 种槲皮素和山柰酚糖苷衍生物。在 SS 中发现了 9 种,而在 SV 中仅发现了 2 种。PA、jacaranone 衍生物和类黄酮糖苷可作为代谢标志物,将千里光属植物彼此区分开来,并为其在安全性和有效性考虑下的临床应用提供证据。