Rapid qualitative and quantitative analyses of flavanone aglycones in Fructus aurantii by HPLC ion‐trap MS

Abstract

IT-MS operated in the positive mode was applied for the rapid characterization/quantification of the flavanones in extracts from Fructus aurantii. APCI-MS and CID MS/MS provide unequivocal molecular weight (MW) data of these compounds and useful information about their structures (diagnostic fragment ions). Main fragment pathways include neutral losses of H2O, C2H2O, and B-ring as well as a retro-Diels-Alder (RDA) fragment giving rise to [1,3A + H], [1,3B+H]+, and [1,4B-H2 + H]+ ions, which form the characteristic MS/MS "fingerprint" of flavanone aglycones. When screening extracts of F. aurantii for flavanone aglycones, eight target compounds were characterized using this fingerprint. Meanwhile, ESI-MS in full-scan mode was developed and validated for the quantification of the main flavanone aglycones in F. aurantii. This method is simple, accurate, fast and requires only 16 min per sample for direct detection and quantification of naringenin and hesperetin. All the results and these characteristic fragments showed that the IT-MS is a powerful tool for the structural characterization and quantitative determination offlavanone aglycones.

Simultaneous qualitative and quantitative evaluation of Toddalia asiatica root by using HPLC‐DAD and UPLC‐QTOF‐MS/MS

“…For the flavone reference compound of hesperidin (13 c ), the hesperetin ion at m/z 303 (aglycone ion) was obtained after eliminating the (‐rha‐glu) residue, which further fragmented into product ions m/z 153 ([C 7 H 5 O 4 ] + ) and 177 ([C 10 H 9 O 3 ] + ), consistent with the typical 1,3 A+ and 1,4 B+ fragments, respectively. A series of regular neutral losses, such as 18 Da and 28 Da, and the observation that flavones with multi‐hydroxy substitution could yield ions like [M + H‐C 2 H 2 O] + contributed to confirmation of the components . The fragmentation pathways of hesperidin (13 c ) is proposed in Figure C.…”

“…31 to confirmation of the components. 34 The fragmentation pathways of hesperidin (13 c ) is proposed in Figure 4C.…”

The influence of compatibility of traditional Chinese medicine on the pharmacokinetic of main components in Fructus Aurantii

“…As for the main constituents, numerous pharmacokinetics researches on flavones were performed for better understanding the course in vivo. The contents of naringin and neohesperidin were higher than that of other constituents in ZQ (Zhou et al, 2007). In order to obtain the pharmacokinetic information of naringin, the determinations of the component in human plasma and urine were performed after oral administration of pure monomer (Kazuo et al, 1996(Kazuo et al, , 1997.…”

Chemomic and chemometric approach based on ultra-fast liquid chromatography with ion trap time-of-flight mass spectrometry to reveal the difference in the chemical composition between Da-Cheng-Qi decoction and its three constitutional herbal medicines

“…The extract rate of rhein, an acidic chemical, might be affected by the existence of acidic lignanoids in HP and salt effect caused by MX. ZS, containing alkaloid and acidic flavonoids , was less effective. The levels of naringin and hesperitin glucoside in DH‐free decoction and HP‐free decoction are much higher than that in DCQT, which may have relationship with inhibitory caused by acidic anthraquinones from DH and acidic lignanoids from HP.…”