Structural Stabilities and Transformation Mechanism of Rhynchophylline and Isorhynchophylline by Ultra  Performance Liquid Chromatography/Time-of-Flight Mass Spectrometry (UPLC/Q-TOF-MS)

Wu, Zhenfeng; Wang, Yaqi; Wan, Na; Ke, Gang; Yue, Pengfei; Chen, Hao; Zhan, Juan-Juan; Yang, Ming

doi:10.3390/molecules200814849

Cited by 15 publications

(12 citation statements)

References 10 publications

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“…MS E mode was selected for the acquisition: collision ramp energy from 15 to 45 V was used . Analysis was carried out in full scan mode, and the scan time was set to 0.2 s …”

Section: Methodssupporting

confidence: 68%

Identification of chemical ingredients of peanut stems and leaves extracts using UPLC‐QTOF‐MS coupled with novel informatics UNIFI platform

et al. 2016

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Peanut stems and leaves have been used traditionally as both herbal medicines and special food in Asia. In this study, the main functional compounds of peanut stems and leaves extracts were identified using UPLC separation coupled to high resolution mass spectrometry (QTOF-MS), and a traditional medicine library. Three different extraction solvents (ethyl acetate, petroleum ether and n-butanol) were evaluated to prepare the extracts of peanut stems and leaves. A total of 283 chemical compounds were identified in peanut stems and leaves extracts, of which 207 compounds are tentatively new identifications in Genus Arachis. The integration of data acquisition and processing with the traditional medicine library provides a simple, efficient process to effectively facilitate the identification of chemical ingredients in complex natural product extracts. The integrated workflow for separation, detection and identification of functional compounds in natural products using UPLC/QTOF-MS greatly improves productivity for development of traditional herbal medicines. Copyright © 2016 John Wiley & Sons, Ltd.

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“…MS E mode was selected for the acquisition: collision ramp energy from 15 to 45 V was used . Analysis was carried out in full scan mode, and the scan time was set to 0.2 s …”

Section: Methodssupporting

confidence: 68%

Identification of chemical ingredients of peanut stems and leaves extracts using UPLC‐QTOF‐MS coupled with novel informatics UNIFI platform

et al. 2016

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“…To characterize the chemical constituents in STP, HPLC-Q-TOF-MS/MS method was established. As shown in Table 1, a total of 41 components were initially identified or characterized, and 15 of those were identified unambiguously by comparing their retention times, mass accuracy, and fragmentation behaviors with data from the corresponding reference standards [37,39,44]. The remaining compounds were tentatively characterized based on MS data, and reference to available literature data.…”

Section: Resultsmentioning

confidence: 99%

“…High performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry (HPLC-Q-TOF-MS/MS) has become one of the most powerful analytical tools due to its high resolution and accurate mass measurements [29,30,31,32,33,34,35,36,37,38,39]. By comparing multiple-stage mass spectra with those of reference compounds and literatures, the unknown constituents can be identified.…”

Section: Introductionmentioning

confidence: 99%

Qualitative and Quantitative Analysis of the Major Constituents in Shexiang Tongxin Dropping Pill by HPLC-Q-TOF-MS/MS and UPLC-QqQ-MS/MS

Chen

Lin

et al. 2015

Molecules

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Shexiang Tongxin dropping pill (STP) is a traditional Chinese medicine formula that consists of total saponins of ginseng, synthetic Calculus bovis, bear gall, Venenum bufonis, borneol and Salvia miltiorrhiza. STP has been widely used in China and Southeast Asia for the treatment of cardiovascular diseases. In this study, a qualitative analytical method using high performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry was developed for identification of the major constituents in STP. Based on the retention time and MS spectra, 41 components were identified by comparison with reference compounds and literature data. Moreover, using ultra-performance liquid chromatography coupled with triple-quadrupole tandem mass spectrometry in multiple-reaction monitoring mode, we quantified 13 of the identified constituents (ginsenoside Rg1, ginsenoside Rk3, cinobufagin, arenobufagin, bufalin, resibufogenin, tanshinone IIA, taurine, tauroursodeoxycholic acid, taurocholic acid, cholic acid, deoxycholic acid, and chenodeoxycholic acid). These results suggest that this new approach is applicable for the OPEN ACCESSMolecules 2015, 20 18598 routine analysis and quality control of STP products and provides fundamental data for further in vivo pharmacokinetical studies.

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“…macrophylla materials. Besides, RIN and IRN is a pair of diastereoisomers that can transform mutually [ 14 , 15 ]. The content ratio of RIN and IRN was positively correlated with the January precipitation, implying that January may be the key period for conversion of the two compounds.…”

Section: Discussionmentioning

confidence: 99%

“…Previous studies had shown that the targets and strength of pharmacological effect differ between RIN and IRN in Gou-teng: IRN has a relatively strong antihypertensive effect, while RIN has relatively strong effects on the nervous system [ 16 – 18 ]. The two isomers can transform into each other under certain conditions [ 14 , 15 ]. Our determination of the compounds contents in 200 individuals indicated that RIN content had a significant positive correlation with that of IRN; moreover the proportion of RIN had a significant negative correlation with the summed amount of the two alkaloids, while the proportion of IRN had a significant positive correlation with the sum.…”

Section: Discussionmentioning

confidence: 99%

The effects of genetic variation and environmental factors on rhynchophylline and isorhynchophylline in Uncaria macrophylla Wall. from different populations in China

Song

Guan

et al. 2018

PLoS ONE

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Uncaria macrophylla Wall. is an important Chinese medicinal herb. Rhynchophylline (RIN) and isorhynchophylline (IRN) are its major active compounds. We investigated the influence of genetic differentiation and environmental factors on the RIN and IRN to find the main influencing factors of their contents and lay the foundation for the following cultivation and breeding. We used inter-simple sequence repeat (ISSR) markers to investigate the genetic diversity, and high-performance liquid chromatography (HPLC) to measure the contents of RIN and IRN in 200 samples of U. macrophylla obtained from nine natural populations, and then to analyze the correlation between genetic differentiation, environmental factors of sampling sites and the contents of RIN and IRN. We found that High intra-population (80.05%) and low inter-population (19.95%) genetic diversity existed in the samples of U. macrophylla. To some extent, genetic differentiation and the contents of RIN and IRN had correlation in individual populations (such as JH, MH, XM, and ML). The RIN and IRN contents were significant negatively correlated with the precipitation in May (RIRN = -0.771, p = 0.015) and June (RRIN = -0.814, p = 0.008; RIRN = -0.921, p = 0.000), indicating that precipitation was the main affecting factor of their contents. Interestingly, the analysis results showed that the RIN content had a significant positive correlation (r = 0.585, p = 0.000) with the IRN content (they are isomers); the proportion of RIN had a significant negative correlation with the sum of the two (r = –0.390, p<0.0001), while the proportion of IRN had a significant positive correlation (r = 0.390, p<0.0001). It meant that, with the total quantity of the two compounds increased, the proportion of RIN decreased and the proportion of IRN increased, illustrating that their conversion exist some regularity. Moreover, the content ratio of RIN and IRN was significant positively correlated with the January precipitation (r = 0.716, p = 0.030), implying that January may be the key period for the mutual transformation of RIN and IRN.

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Structural Stabilities and Transformation Mechanism of Rhynchophylline and Isorhynchophylline by Ultra Performance Liquid Chromatography/Time-of-Flight Mass Spectrometry (UPLC/Q-TOF-MS)

Cited by 15 publications

References 10 publications

Identification of chemical ingredients of peanut stems and leaves extracts using UPLC‐QTOF‐MS coupled with novel informatics UNIFI platform

Identification of chemical ingredients of peanut stems and leaves extracts using UPLC‐QTOF‐MS coupled with novel informatics UNIFI platform

Qualitative and Quantitative Analysis of the Major Constituents in Shexiang Tongxin Dropping Pill by HPLC-Q-TOF-MS/MS and UPLC-QqQ-MS/MS

The effects of genetic variation and environmental factors on rhynchophylline and isorhynchophylline in Uncaria macrophylla Wall. from different populations in China

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