A LC/QTOF–MS/MS Application to Investigate Chemical Compositions in a Fraction with Protein Tyrosine Phosphatase 1B Inhibitory Activity from <i>Rosa Rugosa</i> Flowers

Gu, Donghong; Yang, Yi; Bakri, Mahinur; Chen, Qibin; Xin, Xuelei; Aisa, Haji Akber

doi:10.1002/pca.2451

Cited by 57 publications

(56 citation statements)

References 28 publications

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“…In the present study, 25 flavonoids were identified based on previously reported MS/MS fragmentation patterns for flavonoids . The compounds constituted 19 flavonoids based on the quercetin aglycon and six flavonoids based on the kaempferol aglycon.…”

Section: Resultsmentioning

confidence: 95%

“…Compound 104 ( t R = 57.86 min) displayed an [M−H] – ion at m/z 903. This compound was tentatively identified as quercetin trigalloyl deoxyhexoside based on the MS/MS daughter ions formed by sequential losses of three galloyls and a deoxyhexose moiety at m/z 751 [M−H−152] − , m/z 599 [M−H−152−152] − , m/z 447 [M−H−152−152−152] − , and m/z 301 [M−H−152−152−152−146] − , respectively, as well as the typical daughter ions at m/z 301, 255, and 151, indicating the existence of quercetin moiety .…”

Section: Resultsmentioning

confidence: 99%

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Ultra‐fast liquid chromatography coupled with electrospray ionization time‐of‐flight mass spectrometry for the rapid phenolic profiling of red maple (Acer rubrum) leaves

Seeram

2018

J of Separation Science

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The red maple (Acer rubrum) species is economically important to North America because of its sap, which is used to produce maple syrup. In addition, various other red maple plant parts, including leaves, were used as a traditional medicine by the Native Americans. Currently, red maple leaves are being used for nutraceutical and cosmetic applications but there are no published analytical methods for comprehensive phytochemical characterization of this material. Herein, a rapid and sensitive method using liquid chromatography with electrospray ionization time-of-flight tandem mass spectrometry was developed to characterize the phenolics in a methanol extract of red maple leaves and a proprietary phenolic-enriched red maple leaves extract (Maplifa™). Time-of-flight mass spectrometry and tandem mass spectrometry experiments led to the identification of 106 phenolic compounds in red maples leaves with the vast majority of these compounds also detected in Maplifa™. The compounds included 68 gallotannins, 25 flavonoids, gallic acid, quinic acid, catechin, epicatechin, and nine other gallic acid derivatives among which 11 are potentially new and 75 are being reported from red maple for the first time. The developed method to characterize red maple leaves phenolics is rapid and highly sensitive and could aid in future standardization and quality control of this botanical ingredient.

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Section: Resultsmentioning

confidence: 95%

Section: Resultsmentioning

confidence: 99%

Ultra‐fast liquid chromatography coupled with electrospray ionization time‐of‐flight mass spectrometry for the rapid phenolic profiling of red maple (Acer rubrum) leaves

Seeram

2018

J of Separation Science

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“…[20] Benzoic Acid Derivatives A number of benzoic acid derivatives have been found in Isatis indigotica. [21,22] In this work, ten benzoic acid derivatives (compounds 15,16,17,21,23,24,30,36,41, and 60) including hydroxybenzoic acids, dihydroxybenzoic acid, dihydroxybenzoic acid glucoside, and 2-hydroxy-1,4-benzenedicarboxylic acid were detected and identified in negative ESI mode. Free benzoic acid usually detected with its [M-H] À ion, and fragmentation with loss of 44 Da (CO 2 ) was the characteristic ions.…”

Section: Aliphatic Acidsmentioning

confidence: 99%

“…For instance, the loss of 162, 132, 146, and 176 Da corresponded to hexoside, pentoside, deoxyhexoside, and glycuronide moieties, respectively. [36] Identification of the aglycone part of flavonoid-O-glycosides can be achieved by the analyses of the MS 2 spectrum of aglycone ion or by comparison with the corresponding spectra of standard references or literature data [7,23,36,37] . For the unique flavonoid 2-phenoxychromones, the characteristic fragment concerned the base peak at m=z 192 due to the cleavage of the C-O bond on the C-ring.…”

Section: Indole Type Alkaloidsmentioning

confidence: 99%

Characterization and Identification of the Chemical Compositions in a Traditional Uighur Medicine Prescription Yizhihao Granule by LC–ESI-QTOF-MS

Yang

Hang

et al. 2014

Journal of Liquid Chromatography & Related Technologies

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An efficient method was developed and established for the rapid analysis of a traditional Uighur medicinal prescription, Yizhihao granule, by liquid chromatography-Quadrupole time-of-flight tandem mass spectrometry. HPLC was performed with a Poroshell 120-EC18 column with 2.7 mm particle size using A gradient elution system. A quadrupole time-of-flight analyzer was used for the determination of accurate mass of the protonated or deprotonated molecules and fragment ions. Sixty-six constituents including amino acids, organic acids (aliphatic acids, benzoic acid derivatives, and chlorogenic acids), alkaloids (indole and quinazolinone type), flavonoids (C,O-glycoside, C-glycosides, O-glycosides, and aglycone), sesquiterpenoids (rupestonic acid derivatives), and other compounds were identified or tentatively characterized in Yizhihao granule as a presented application of prescription according to the accurate mass, MS=MS data, and relevant literature. Additionally, the fragmentation pathways of two rupestonic acid derivatives were proposed. The relationship between structure features and fragmentation patterns were investigated thoroughly and applied in the on-line analysis to deduce the composition of traditional Uighur herbal prescription. The present method and results should be beneficial in the development of traditional Uighur herbal prescription.

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“…The preparation of Rosa rugosa ( Rosa rugosa Thunb. The ministry of health of the People's Republic of China pharmaceutical standards: the archies of Uighur medicine), a Uighur medicine, has long been used in clinic for prevention and treatment of coronary artery disease (CAD) in Xinjiang province . It has been identified that the main effective constituents of Rosa rugosa are flavonoids .…”

Section: Introductionmentioning

confidence: 99%

Rosa rugosa flavonoids alleviate myocardial ischemia reperfusion injury in mice by suppressing JNK and p38 MAPK

et al. 2017

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Objective: Although Rosa rugosa has been applied for preventing coronary artery disease, the pharmacological mechanism is little explored. In this study, the effects and mechanisms of Rosa rugosa flavonoids (RRF) on myocardial ischemia reperfusion injury (MIRI) were investigated. Methods:Mice were pretreated by intragastric administration of 600 mg/kg RRF for 7 days. Then MIRI was induced by 45 minutes coronary artery ligation and 3 hours reperfusion. Myocardial infarct size (MIS) and histopathology, activities of myocardial enzymes, and effects of RRF on inflammation and apoptosis were evaluated.Results: Pretreating the mice with RRF significantly reduced MIS and inhibited activity of plasma myocardial enzymes. Activity of the enzymes associated with anti-oxidation, SOD, and TEAC, and mRNA expression of NOX2 were significantly elevated. RRF pretreatment significantly decreased the translocation of p65 from the cytoplasm into the nucleus and reduced the expression of the pro-inflammatory cytokines, IL-6 and IL-1β. RRF pretreatment also significantly prevented the expression of caspase-3 and Bax, and increased the expression of Bcl-2. And RRF inhibited the phosphorylation of JNK and p38 MAPK.Conclusions: RRF significantly inhibited MIRI through anti-oxidative, anti-inflammatory, and anti-apoptosis effects, and mechanisms were associated with its inhibition on phosphorylation of JNK and p38 MAPK. K E Y W O R D Santi-apoptosis, anti-inflammation, anti-oxidation, mitogen-activated protein kinase, myocardial ischemia reperfusion injury, rosa rugosa flavonoids

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A LC/QTOF–MS/MS Application to Investigate Chemical Compositions in a Fraction with Protein Tyrosine Phosphatase 1B Inhibitory Activity from Rosa Rugosa Flowers

Abstract: The results suggest that this fraction is a source of PTP1B inhibitory activity with a potential for treating diabetes.

Cited by 57 publications

References 28 publications

Ultra‐fast liquid chromatography coupled with electrospray ionization time‐of‐flight mass spectrometry for the rapid phenolic profiling of red maple (Acer rubrum) leaves

Ultra‐fast liquid chromatography coupled with electrospray ionization time‐of‐flight mass spectrometry for the rapid phenolic profiling of red maple (Acer rubrum) leaves

Characterization and Identification of the Chemical Compositions in a Traditional Uighur Medicine Prescription Yizhihao Granule by LC–ESI-QTOF-MS

Rosa rugosa flavonoids alleviate myocardial ischemia reperfusion injury in mice by suppressing JNK and p38 MAPK

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