Qualitative screening of absorbed indoloquinazoline alkaloids and their metabolites in rat plasma after the oral administration of Wu‐Zhu‐Yu decoction by high‐resolution mass spectrometry with multiple data mining algorithms

Abstract

A rapid and sensitive liquid chromatography with high-resolution mass spectrometry method with multiple data processing algorithms was developed and applied for the metabolite profiling of evodiamine and its analogous alkaloids in rat plasma after the administration of Wu-Zhu-Yu decoction. All samples were purified using hydrophilic-lipophilic balanced solid-phase extraction cartridges and analyzed by a Sciex TripleTOF 5600(+) mass spectrometer with a 35 min liquid chromatography gradient elution. High-resolution full-scan mass spectrometry and information-dependent acquisition tandem mass spectrometry data were analyzed using multiple data processing approaches. The results indicated that the detected eight prototype alkaloids could be metabolized to 58 metabolites through both phase I and phase II reactions. Oxidation was demonstrated to be the principle metabolic pathway of the parent compounds. The study contributes to the understanding of the absorption and metabolism of the alkaloids in Wu-Zhu-Yu decoction and provides a detailed analysis of scientific data.

Integrated strategy based on high‐resolution mass spectrometry coupled with multiple data mining techniques for the metabolic profiling of Xanthoceras sorbifolia Bunge husks in rat plasma, urine, and feces

“…For example, in the MS/MS spectrum of compound M45 , the precursor ion [M+Na] + at m/z 709.4245 was yielded, 16 Da more than compound P75 (M49) . The product ions at m/z 609.3737 and 509.3213 were also produced by continuous neutral losses of 100 Da from the precursor ion, suggesting the existence of two angeloyloxy groups and oxidation site was thus speculated to be at C‐3 of aglycone instead of the substituent groups as shown in Figure D . The metabolic profile was probably as follows: Xanthoceracide ( P58 ) was first hydrolyzed by releasing the sugar group at C‐3 to produce compound P75 (M49) , and then was further oxidized to yield compound M45 .…”

“…The glycosidic bond of most saponins was reported to be easily hydrolyzed in vivo [13,19], and barrigenol type triterpenoids saponins were thus speculated to be hydrolyzed in vivo by releasing the sugar groups. The deglycosylation position of R1-barrigenol-type triterpenoids saponins was probably at C-3, where the sugar group was substituted.…”

“…In recent years, high-resolution MS has gained popularity, since it could provide exact mass information, which was very useful for the metabolites identification [14][15][16][17]. Meanwhile, several powerful data mining techniques were also developed and successfully applied to fast screen metabolites from the complex interfering substances [13,[18][19][20]. Thus, in this study, an integrated strategy based on high-resolution MS coupled with multiple data mining techniques was developed to detect and identify the metabolites in rat plasma, urine, and feces after oral administration of X. sorbifolia husks.…”

Development of a systematic strategy for the global identification and classification of the chemical constituents and metabolites of Kai‐Xin‐San based on liquid chromatography with quadrupole time‐of‐flight mass spectrometry combined with multiple data‐processing approaches

“…In recent years, hyphenated techniques are powerful tools for rapid online qualitative analysis of unknown compounds in complex matrix [5][6][7], especially LC-Q-TOF-MS because of its high resolution and sensitivity [8][9][10][11][12]. Normally, TCMs contain more than tens to hundreds or even thousands of components, and abundant information was generated by numerous MS ions from any components as well as matrix in the detection of herbal extracts.…”

“…239.0566 in the MS/MS spectrum were more abundant than the quasi-molecular ion [M-H]at m/z 681.2107. Analogously, sinapoyl (C 11 H 12 O 5 ) was linked with the glucose and fructose in 3,6 ′ -O-disinapoyl sucrose (Figure 1F), and the product ions at m/z 223.0617 [C11 H 12 O 5 -H] − , 205.0509 [C 11 H 12 O 5 -H-H 2 O] − , 190.0273 [C 11 H 12 O 5 -H-H 2 O-CH 3 ] − , and 175.0043 [C 11 H 12 O 5 -H-H 2 O-2CH 3 ]were generated in the MS/MS spectrum with very high abundance. Moreover, oligosaccharide esters could always loss glucose or fructose residual at 162 Da.…”