Fragmentation study of iridoid glycosides and phenylpropanoid glycosides in Radix Scrophulariae by rapid resolution liquid chromatography with diode‐array detection and electrospray ionization time‐of‐flight mass spectrometry

Abstract

Rapid resolution liquid chromatography (RRLC) coupled with diode array detection (DAD) and electrospray ionization time-of-flight mass spectrometry (ESI-TOF MS) method was applied to the mass spectral study of a series of naturally occurring iridoid glycosides and phenylpropanoid glycosides in Radix Scrophulariae, which provides higher speed and increased sensitivity without loss of resolution. With dynamic adjustment as the key role of the fragmentor voltage and confirmed with authentic standards, valuable structural information regarding the nature of both the glycoside skeletons was thus obtained. Most compositions were found to possess organic acid moiety such as cinnamoyl, caffeoyl and ferulyol. Besides extensive fragmentation of the carbohydrate moiety, losses of the hydroxyl and glucose residue units showed in the spectra, permitting the exploration of the skeleton and the identity of substituents in the molecule. Ten major iridoid glycosides and 10 phenylpropanoid glycosides were identified or tentatively characterized based on their retention times, UV and TOF MS data. The major fragmentation pathways of PGs in Radix Scrophulariae obtained through the MS data was schemed systematically for the first time, which provides a reference for other PGs derivatives.

Identification of chemical constituents in two traditional Chinese medicine formulae by liquid chromatography–mass spectrometry and off-line nuclear magnetic resonance

“…Iridoids and its glycosides were the main chemical constituents in Gardeniae fructus [24][25][26][27]. (Table S4) validated that compound 17 was shanzhiside [24,28].…”

“…Compounds 62, 68, 93, and 97 had the same deprotonated molecules at m/z 549 and same molecular formulae of C 26 . In their MS 3 spectra, two fragment ions at m/z 135 (base peak) and m/z 119 were observed, which were produced by the RDA cleavage of precursor ion at m/z 255.…”

Ardipusilloside-I Metabolites from Human Intestinal Bacteria and Their Antitumor Activity

“…According to the literature reports, triple quadrupole (QQQ) mass spectrometers can provide relatively abundant fragment ions by appropriately adjusting the fragmentor voltage [17][18][19]. In this study, we used ESI-MS and set a high fragmentor voltage (F = 380 V) to analyse the human intestinal bacteria metabolites of ADS-I in both positive and negative ionization modes.…”

Rapid and undamaged analysis of crude and processed Radix Scrophulariae by Fourier transform infrared spectroscopy coupled with soft independent modeling of class analogy

“…It is commonly used to treat various diseases such as including anti-chronic inflammatory, antihypertensive, abirritative, antispasmodic, anti-hepatitis B virus and immunological enhancement. [78] The crude Radix Scrophulariae and its processed products of zheng zhi pin (ZZP) are used clinically. The crude Radix Scrophulariae was used to treat pathogenic toxic of heat, swelling and pain of eye, superficial and swelling infection syndromes.…”