Identification of C-glycosyl flavones by high performance liquid chromatography electrospray ionization mass spectrometry and quantification of five main C-glycosyl flavones in Flickingeria fimbriata

BMC Chem. 2019 Jul 23;13(1):94. doi: 10.1186/s13065-019-0616-5. eCollection 2019 Dec.

Abstract

Flickingeria fimbriata is commonly applied in China as a traditional Chinese medicine (TCM), however the quality control of it is incomplete. In this work, we aim to identify and quantify the structures of C-glycosyl flavones in F. fimbriata. High performance liquid chromatography-diode array detector (HPLC-DAD) and High performance liquid chromatography-electrospray ionization-multiple stage tandem mass spectrometry (HPLC-ESI-MSn) methods were combined to identify C-glycosyl flavones and determine their contents. Twenty acylated C-glycosyl flavones and ten non-acylated C-glycosyl flavones were identified for the first time in F. fimbriata on systematic MSn analysis via HPLC-ESI-MSn. The aglycones of all of these compounds were apigenin or chrysoeriol and were acylated with p-coumaric, ferulic, 3,4-dimethoxycinnamic or 3,4,5-trimethoxycinnamic acids. Furthermore, the quantification result suggest that two C-glycosyl flavones (vicenin-I and vicenin-III) with relative high contents were revealed to be more strongly acylated in F. fimbriata. The method is sufficiently precise, accurate, and sensitive for the qualitative and quantitative analysis of C-glycosyl flavones, which is expected to establish a standard for quality control and identification in this plant.

Keywords: Acylated C-glycosyl flavones; Flavonoids; Flickingeria fimbriata; High-performance liquid chromatography; Isomers; Multiple stage tandem mass spectrometry; Quantitative analysis.