Characterization and Quantification by LC-MS/MS of the Chemical Components of the Heating Products of the Flavonoids Extract in Pollen Typhae for Transformation Rule Exploration

Abstract

Abstract:The Traditional Chinese Medicine herbs Pollen Typhae and Pollen Typhae Carbonisatus have been used as a hemostatic medicine promoting blood clotting for thousands of years. In this study, a reliable, highly sensitive method based on LC-MS/MS has been developed for differentiation of the heating products of total flavonoids in Pollen Typhae (FPT-N). Twenty three peaks were detected and 18 peaks have been structurally identified by comparing retention times, high resolution mass spectrometry data, and fragment ions with those of the reference substances and/or literature data. Additionally, 15 compounds have been quantified by multiple reaction monitoring in the negative ionization mode. It was found that the contents of the characterized compounds differed greatly from each other in FPT-N samples. Among them, the content of huaicarbon B OPEN ACCESSMolecules 2015, 20 18353 significantly increased at first, while it decreased after heating for 25 min, which could be considered as the characteristic component for distinguishing FPT-N. The present study provided an approach to rapidly distinguish the differences of FPT-N samples. In addition, the actively summarized characteristic fragmentation might help deducing the structure of unknown flavonols compounds. Furthermore, transformation rules of flavonoids during the heating process in carbonisatus development could contribute to hemostatic therapeutic component exploration.

Flavonoid Constituents of Phlomis (Lamiaceae) Species Using Liquid Chromatography Mass Spectrometry

“…17) (Fig. 2C) and 281,226.1,217,194.3,156.8,124.9,119.9,104.8 (RT = 4.94) consistent with reference standards, Sanchez-Rabaneda et al (2003) and Chen et al (2015). It is assigned to be kaempferol in structure.…”

“…In the MS/MS spectra, this compound showed base peak ions at m / z 315.2 (−308 Da), 478.4 and 316.4 (RT = 17.316; peak no. 49) which corresponds to that of isorhamnetin‐3‐ O ‐rutinoside (Figures E, B, B) (Krasteva and Nikolov, ; Lin et al ., ; Vagiri et al ., ; Brito et al ., ; Chen et al ., ). The structure of this compound was assigned based on interpretation of their fragmentation pathways observed in MS/MS spectra.…”

“…The fragment ions at m / z 177, 119 (RT = 42.081), 119.3, 118.7 (RT = 20.256), 271, 227, 229, 119, 108,107, 93.9 (RT = 21.115), 178.7, 153.3, 119, 69.2 (RT = 40.092) and 119.5 (RT = 40.101) were also detected. Based on these fragment ions and reference standards, this was identified as naringenin; one of the flavanone compounds (Fabre and Rustan, ; Sanchez‐Rabaneda et al ., ; Vallverdu‐Queralt et al ., ; Wojakowska et al ., ; Brito et al ., ; Chen et al ., ). The fragment ions at m / z 271 and 151 were characterised as naringenin (Wang et al ., ; Vallverdu‐Queralt et al ., ).…”

“…persica and Ph. elliptica based on reference standards (Sanchez‐Rabaneda et al ., ; Vallverdu‐Queralt et al ., ; Wojakowska et al ., ; Brito et al ., ; Chen et al ., ).…”

Syzygium cuminiseed exhibits antidiabetic potential via multiple pathways involving inhibition of α‐glucosidase, DPP‐IV, glycation, and ameliorating glucose uptake in L6 cell lines

“…Ethyl acetate and 70% methanol fractions showed [M–H] – ion at m / z 372 with fragment ions at m / z 153, 182, 138, and 167, and this fragmentation pattern was consistent with ferulic acid (Hossain, Dilip, Brunton, Martin‐Diana, & Barry‐Ryan, ) (Table and http://onlinelibrary.wiley.com/doi/10.1111/jfpp.13464/suppinfo). Ethyl acetate fraction also showed [M–H] – ion at m / z 147 with MS/MS ion characteristic of cinnamic acid at m / z 134 (Table and http://onlinelibrary.wiley.com/doi/10.1111/jfpp.13464/suppinfo); in addition, we observed [M–H] – ion at m / z 301 with MS/MS ions characteristic of quercetin at m / z 151, 121, and 179 (Chen et al, ) (Table and http://onlinelibrary.wiley.com/doi/10.1111/jfpp.13464/suppinfo). Methanol and 70% methanol fractions showed [M–H] – ion at m / z 353 and was detected as chlorogenic acid due to the presence of fragment ions at m / z 153, 182, 138, and 167 (Ibrahim et al, ) (Table and http://onlinelibrary.wiley.com/doi/10.1111/jfpp.13464/suppinfo).…”