Selective separation of flavonoid glycosides in Dalbergia odorifera by matrix solid‐phase dispersion using titania

Abstract

Dalbergia odorifera contains high concentrations of flavonoid aglycones and trace flavonoid glycosides. In this study, trace flavonoid glycosides were separated from D. odorifera by titania with matrix solid-phase dispersion (MSPD). Before the MSPD experiment, four standards, including two isoflavone glycosides (genistin and formononetin-8-C-apiosyl (1-6)-glucoside) and their aglycones (genistein and formononetin), were used to compare their retention on a titania column. The effect of acetonitrile concentration and pH on their retention was investigated and a conclusion was drawn that high acetonitrile concentration and pH lead to the greatest difference in the retention of flavonoid as glycosides and aglycones. Besides hydrophilic interaction and ligand-exchange interaction may exist between sugar moiety of flavonoid glycoside and titania, so that flavonoid glycosides have stronger retention than that of aglycones. Based on the chromatographic rule of flavonoid as glycosides and aglycones on the titania column, the MSPD method was optimized to elute high concentration flavonoid aglycones first with 90% acetonitrile and 10% water containing 100 mM ammonium acetate buffer, and then to elute trace flavonoid glycosides with 20% acetonitrile and 80% water containing 1% trifluoroacetate (TFA). Isolated flavonoid glycosides were further analyzed by UPLC-MS/MS, and their fragmentation in MS 2 showed they are C-glycosyl flavonoids.

Preparation of 4‐butylaniline‐bonded silica gel for the solid‐phase extraction of flavone glycosides

“…7. As can be observed in the figure, the peaks of naringin and hesperidin obtained with BA-SiO 2 extraction are much larger than that with C 18 , showing that the adsorption capacity of BA-SiO 2 cartridge is more powerful than that of a conventional C 18 cartridge. The extraction yields (n = 5) of naringin and hesperidin in Simotang oral liquid were up to 91.2 ± 3.8 and 96.4 ± 4.2% for the BA-SiO 2 cartridge, and 4.8 ± 0.1 and 27.1 ± 0.9% for the C 18 cartridge, respectively.…”

“…6. From the figure, it can be clearly seen that higher extraction yields were obtained for the four flavone glycosides of naringin, rutin hydrate, puerarin, and hesperidin on BA-SiO 2 than on C 18 . Another compound with high extraction yield is quercetin, which is not a glycoside but a flavonoide.…”

“…1, in the structure of the material, there are OH and NH groups for hydrogen bonding and a butyl benzene group for -interaction and hydrophobic interaction. Tannic acid has an extraordinary extraction yield on BA-SiO 2 compared with that on C 18 . The result may be attributed to the hydrogen-bond interaction between polyphenol and BA-SiO 2 .…”

Strategies in the Analysis of Plant Flavonoids

“…The principal difference with SPE is that, in MSPD, the sample is not absorbed onto the top of the column packing material but dispersed throughout the column (Barker, 2007). Different MSPD packing materials have been used for selective extraction of flavonoids from plant samples, from classic C 18 sorbents (Visnevschi-Necrasov et al, 2009) to the novel Titania microspheres (Xu et al, 2011). In MEPS, the packing material is inserted into a syringe requiring minimum solvent volumes to eluting the analytes that are injected directly into an LC or GC system.…”

Multiwalled‐carbon‐nanotubes‐based matrix solid‐phase dispersion extraction coupled with high‐performance liquid chromatography for the determination of honokiol and magnolol in Magnoliae Cortex

“…Because of its unique properties, MSPD has attracted increasing interest and is used more and more as attractive alternative to wide range of drugs, pesticides, microcontaminants, and other compounds from a variety of complex matrices [25][26][27] and the applications of MSPD on TCM materials increase obviously [28][29][30][31][32][33][34][35]. However, to the best of our knowledge, the simultaneous extraction of major active compounds in the Magnoliae Cortex by the MSPD has not been reported.…”