Characterization of seventy polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata by on-line high-performance liquid chromatography coupled to photodiode array detection and electrospray tandem mass spectrometry

Zhang, Jiayu; Li, Ning; Che, Yanyun; Zhang, Yun; Liang, Shenxuan; Zhao, Ming; Jiang, Yong; Tu, Peng‐Fei

doi:10.1016/j.jpba.2011.08.019

Cited by 74 publications

(53 citation statements)

References 21 publications

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“…In order to obtain as many fragment ions as possible, the peaks detected with intensity over 10,000 were selected for identification. The chemical formulas for all parent and fragment ions of the selected peaks were calculated from the accurate mass using a formula predictor by setting the parameters as follows: C (0-30), H (0-50), O (0-20), S (0-4), N (0-4), Cl (0-4) and ring double bond (RDB) equivalent value [0][1][2][3][4][5][6][7][8][9][10][11][12][13][14][15]. Other elements such as P and Br were not considered as they are rarely present in the complex matrix.…”

Section: Data Processingmentioning

confidence: 99%

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Identification of Metabolites of 6′-Hydroxy-3,4,5,2′,4′-pentamethoxychalcone in Rats by a Combination of Ultra-High-Performance Liquid Chromatography with Linear Ion Trap-Orbitrap Mass Spectrometry Based on Multiple Data Processing Techniques

et al. 2016

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Abstract:In this study, an efficient strategy was established using ultra-high-performance liquid chromatography coupled with linear ion trap-Orbitrap mass spectrometry (UHPLC-LTQ-Orbitrap MS) to profile the in vivo metabolic fate of 6 -hydroxy-3,4,5,2 ,4 -pentamethoxychalcone (PTC) in rat urine and feces. The UHPLC-LTQ-Orbitrap method combines the high trapping capacity and MS n scanning function of the linear ion trap along with accurate mass measurements within 5 ppm and a resolving power of up to 30,000 over a wider dynamic range compared to many other mass spectrometers. In order to reduce the potential interferences of endogenous substances, the post-acquisition processing method including high-resolution extracted ion chromatogram (HREIC) and multiple mass defect filters (MMDF) were developed for metabolite detection. As a result, a total of 60 and 35 metabolites were detected in the urine and feces, respectively. The corresponding in vivo reactions such as methylation, hydroxylation, hydrogenation, decarbonylation, demethylation, dehydration, methylation, demethoxylation, sulfate conjugation, glucuronide conjugation, and their composite reactions were all detected in this study. The result on PTC metabolites significantly expanded the understanding of its pharmacological effects, and could be targets for future studies on the important chemical constituents from herbal medicines.

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Section: Data Processingmentioning

confidence: 99%

“…www.mdpi.com/journal/molecules group of flavonoids, possess a number of interesting biological properties such as anti-allergic, anti-oxidant, anti-bacterial, anti-proliferative and anti-inflammatory activities [4,5]. For example, polymethoxylated chalcones exhibited greater potential antioxidant and anti-inflammatory effects.…”

Section: Introductionmentioning

confidence: 99%

Identification of Metabolites of 6′-Hydroxy-3,4,5,2′,4′-pentamethoxychalcone in Rats by a Combination of Ultra-High-Performance Liquid Chromatography with Linear Ion Trap-Orbitrap Mass Spectrometry Based on Multiple Data Processing Techniques

et al. 2016

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“…PMFs are considered to be the representative constituents given their excellent anti-inflammatory effects. Murraya paniculata, the main ingredient of a well-known TCM preparation named San-jiuweitai, is mainly used to treat superficial gastritis and erosive gastritis (Zhang et al 2011). Some reports suggested that 5,7,3 0 ,4 0 -tetramethoxyflavone showcased good antiinflammatory activity and sorted compounds according to the extent of NO inhibition by measuring iNOS, yet failed to verify the anti-inflammatory activity on different cell lines, or assess for the treatment of the protection of gastric mucosal (Hisashi et al 2003;Chutha et al 2011).…”

Section: Introductionmentioning

confidence: 99%

The anti-inflammatory activity of several flavonoids isolated fromMurraya paniculataon murine macrophage cell line and gastric epithelial cell (GES-1)

Liu

Shi

2015

Pharmaceutical Biology

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ORIGINAL ARTICLEThe anti-inflammatory activity of several flavonoids isolated from Murraya paniculata on murine macrophage cell line and gastric epithelial cell (GES-1) Context Murraya paniculata (L.) Jack (Rutaceae), Qianlixiang in Chinese, is distributed in China. As an important traditional Chinese medicine (TCM), it demonstrates many bioactivities, such as febrifuge, astringent, anti-dysenteric, and tonic. Objective: The objective of this study is to evaluate the anti-inflammatory effect of three flavonoids isolated from M. paniculata in lipopolysaccharide (LPS)-activated murine macrophage cell line and ethanol-induced gastric damage on gastric epithelial cell (GES-1). Materials and methods Three identified flavonoids were isolated from stems and leaves of M. paniculata using ultra performance liquid chromatography (UPLC). Cell viability was measured with MTT, mouse peritoneal macrophages and GES-1 cells were incubated with 0, 0.01, 0.1, 1, 10, and 100 mM P1, P3 and P8 for 24, 48, and 72 h. The inhibitory effect of pretreatment with various concentrations of 5,7,3 0 ,4 0 ,5 0 -pentamethoxyflavone (P1), 5,7,3 0 ,4 0 -tetramethoxyflavone (P3), or 5-desmethylnobiletin 5-hydroxy-6,7,8,30 ,4 0 -pentameth-oxyflavone (P8) ranging from 0.03 to 30 mM on nitric oxide (NO) secretion was quantified by the Griess assay for 24 and 48 h, while interleukin-6 (IL-6) was measured by ELISA for 24 and 48 h. Results The effects of P1, P3, and P8 on mouse peritoneal macrophages and GES-1 cells were not attributable to cytotoxic effects at the doses of 0-10 mM. The IC 50 value of P1 is 53.40 mM, P3 is 120.98 mM, and P8 is 10.73 mM. The concentration of the three flavonoids had the best effects of anti-inflammation upon NO inhibition at the dose of 3 mM. P3 had the highest inhibition on IL-6 production. The GES-1 cells pretreated with three flavonoids showed a significant increase in the level of NO (P1: 7.94 ± 0.0635 mM, P3: 8.81 ± 0.0159 mM, and P8: 8.51 ± 0.0522 mM) at 24 h and a more significant increase at 48 h (P1: 9.34 ± 0.0975 mM, P3: 11.9 ± 0.0672 mM, and P8: 9.34 ± 0.0454 mM). Discussion and conclusion The current results suggested that the anti-inflammatory activity of three flavonoids was mainly manifested in the reduction of production of NO and IL-6 production. Analysis of the structure-activity relationship indicated that the double bond at C 2 -C 3 and the position of the B ring at C 2 /C 3 seemed to be indispensable for the anti-inflammatory activity.ARTICLE HISTORY

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“…Leaves of the genus Murraya have been commonly used as flavoring agents in Indian curry preparations since ancient times. On phytochemical investigation, researchers have reported that Murraya leaves contain flavonoids (Zhang et al, 2011(Zhang et al, , 2012, cinnamates, and coumarins (Aziz et al, 2010;Ito et al, 2005;Kinoshita & Shimada, 2002;Saied et al, 2008;Shabbir et al, 1997), alkaloids (Kong et al, 2007), and volatile oils (Chowdhury et al, 2008). These leaves have been found to be useful for hepatoprotective (Sathaye et al, 2011), antidiabetic (Arulselvan et al, 2006;Tembhurne & Sakarkar, 2009, 2010b, antimicrobial (Gautam et al, 2012b;Sundaram, 2011), anti-inflammatory (Gupta et al, 2010;Mathur et al, 2011), wound healing (Patidar et al, 2010), and antidiarrheal (Mandal et al, 2010) purposes.…”

Section: Introductionmentioning

confidence: 99%

Chemical composition and evaluation of acute toxicological, antimicrobial and modulatory resistance of the extract ofMurraya paniculata

Menezes

Santana

Varela

et al. 2014

Pharmaceutical Biology

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Context: Murraya paniculata (Linn) JACK (Rutaceae) is used in traditional medicine in the treatment of diabetes, inflammation, and microbial disorders. Objective: This study determined the polyphenol composition and antimicrobial and acute toxicological activity of the hydroethanolic extract of M. paniculata leaves (EEMp). Materials and methods: Chemical composition was evaluated by the Folin-Ciocalteu and AlCl 3 assays and by HPLC-DAD. Antibacterial and modulatory activity was determined by the microdilution method. Toxicity was assessed with a single dose of EEMp administered orally at doses of 2000 and 5000 mg/kg body weight/day in male and female Swiss mice. Results: Total phenolic content of the EEMp samples varied from 66.5 to 396.8 mg gallic acid equivalent/g of extract and flavonoid content varied from 0.3 to 31.1 mg quercetin equivalent/g of extract. The principal component identified by HPLC-DAD assay was ellagic acid. The results of oral acute toxicity showed no mortality, changes in hematological parameters, or CNS and ANS toxicities in rats. Biochemical analysis showed a significant increase in glucose and glutamic oxaloacetic transaminase activity and reduction in triglycerides and cholesterol for 5000 and 2000 mg/kg doses, respectively, when compared with the control group. Histopathological evaluation showed no significant microscopic changes. EEMp showed essentially no antimicrobial activity, but when aminoglycosides were combined with EEMp their MIC was reduced. Conclusions: Significant effects were observed in the acute toxicity assay, but they had no clinical relevance. The results suggest that M. paniculata could be used as a source of natural products with antibacterial resistance-modifying activity, with lower toxicity.

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Characterization of seventy polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata by on-line high-performance liquid chromatography coupled to photodiode array detection and electrospray tandem mass spectrometry

Cited by 74 publications

References 21 publications

Identification of Metabolites of 6′-Hydroxy-3,4,5,2′,4′-pentamethoxychalcone in Rats by a Combination of Ultra-High-Performance Liquid Chromatography with Linear Ion Trap-Orbitrap Mass Spectrometry Based on Multiple Data Processing Techniques

Identification of Metabolites of 6′-Hydroxy-3,4,5,2′,4′-pentamethoxychalcone in Rats by a Combination of Ultra-High-Performance Liquid Chromatography with Linear Ion Trap-Orbitrap Mass Spectrometry Based on Multiple Data Processing Techniques

The anti-inflammatory activity of several flavonoids isolated fromMurraya paniculataon murine macrophage cell line and gastric epithelial cell (GES-1)

Chemical composition and evaluation of acute toxicological, antimicrobial and modulatory resistance of the extract ofMurraya paniculata

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