Liquid chromatography-tandem mass spectrometry for the determination of jaceosidin in rat plasma

Song, Won Young; Kim, Nam Jin; Kim, Sung Yeon; Lee, Hye Suk

doi:10.1016/j.jpba.2008.10.021

Cited by 15 publications

(7 citation statements)

References 11 publications

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“…By referring to the literature data, they were respectively identified as Chrysoeriol, Hispidulin and Diosmetin [ 16 , 18 , 19 , 20 ]. Likewise, compounds F12 , F25 , F27 ; F15 , F16 ; F17 , F21 ; F20 , F23 , F26 ; F22 , F24 and F28 , F30 were finally identified as 6,7-Dihydroxy-4’-methoxyisoflavone, Acacetin and Genkwanin [ 16 , 17 ]; Jaceosidin, 5,6,4’-Trihydroxyl-7,8-dimethoxy flavone [ 21 ]; Sideritiflavone, Thymonin [ 22 ]; Xanthomicrol, Nevadensin, 5,6-Dihydroxy-7,3’,4’-trimethoxy flavone [ 17 , 23 ]; 5,6-Dihydroxy-7,8,3’,4’-tetrame-thoxyflavone, 5,7-Dihydroxy-6,8,3’,4’-tetramethoxyflavone [ 16 ]; 5-Hydroxy-6,7,3’,4’-tetramethoxyflavones, Gardenin B [ 17 , 24 ], respectively.…”

Section: Resultsmentioning

confidence: 99%

Analysis of Non-Volatile Chemical Constituents of Menthae Haplocalycis Herba by Ultra-High Performance Liquid Chromatography-High Resolution Mass Spectrometry

Zhong

et al. 2017

Molecules

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Menthae Haplocalycis herba, one kind of Chinese edible herbs, has been widely utilized for the clinical use in China for thousands of years. Over the last decades, studies on chemical constituents of Menthae Haplocalycis herba have been widely performed. However, less attention has been paid to non-volatile components which are also responsible for its medical efficacy than the volatile constituents. Therefore, a rapid and sensitive method was developed for the comprehensive identification of the non-volatile constituents in Menthae Haplocalycis herba using ultra-high performance liquid chromatography coupled with linear ion trap-Orbitrap mass spectrometry (UHPLC-LTQ-Orbitrap). Separation was performed with Acquity UPLC® BEH C18 column (2.1 mm × 100 mm, 1.7 μm) with 0.2% formic acid aqueous solution and acetonitrile as the mobile phase under gradient conditions. Based on the accurate mass measurement (<5 ppm), MS/MS fragmentation patterns and different chromatographic behaviors, a total of 64 compounds were unambiguously or tentatively characterized, including 30 flavonoids, 20 phenolic acids, 12 terpenoids and two phenylpropanoids. Finally, target isolation of three compounds named Acacetin, Rosmarinic acid and Clemastanin A (first isolated from Menthae Haplocalycis herba) were performed based on the obtained results, which further confirmed the deduction of fragmentation patterns and identified the compounds profile in Menthae Haplocalycis herba. Our research firstly systematically elucidated the non-volatile components of Menthae Haplocalycis herba, which laid the foundation for further pharmacological and metabolic studies. Meanwhile, our established method was useful and efficient to screen and identify targeted constituents from traditional Chinese medicine extracts.

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Section: Resultsmentioning

confidence: 99%

Analysis of Non-Volatile Chemical Constituents of Menthae Haplocalycis Herba by Ultra-High Performance Liquid Chromatography-High Resolution Mass Spectrometry

Zhong

et al. 2017

Molecules

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“…Our results are consistent with a previous study that the peak tailing of jaceosidin was severe in nonpolar columns. 23 The analytical method established in this study was validated according to U.S. Food and Drug Administration guidelines for validation of bioanalytical methods. 20 Typical chromatograms of luteolin-7-O-glucoside and apigenin-7-O-glucoside (internal standard) in rat plasma after luteolin-7-O-glucoside administration (1 g/kg, po) are shown in Figure 2.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Isolation of Luteolin and Luteolin-7-O-glucoside from Dendranthema morifolium Ramat Tzvel and Their Pharmacokinetics in Rats

Lin

Pai²,

Tsai³

2015

J. Agric. Food Chem.

192

112

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Luteolin and luteolin-7-O-glucoside were isolated from the ethanolic extract of Dendranthema morifolium Ramat Tzvel. The structures of these analytes were identified by nuclear magnetic resonance ((1)H and (13)C NMR) and mass spectrometry. Ethanolic and water extracts contained luteolin-7-O-glucoside at 4.19 and 6.56%, respectively. However, the level of luteolin was only 0.19% in the ethanolic extract, and luteolin was not detected in the water extract. To examine the pharmacokinetics and bioavailability of luteolin and luteolin-7-O-glucoside in rats, parallel studies of luteolin (10 mg/kg, iv; and 100 mg/kg, po) and luteolin-7-O-glucoside (10 mg/kg, iv; and 1 g/kg, po) were conducted. The analytes were detected by high-performance liquid chromatography coupled with a photodiode array detector. A phenyl-hexyl (150 × 4.6 mm iv; 5.0 μm) column was used to separate the analytes from the biological samples. The pharmacokinetic data demonstrate that the areas under the concentration curves (AUCs) of luteolin were 261 ± 33 and 611 ± 89 (min μg/mL) after luteolin administration (10 mg/kg, iv; and 100 mg/kg, po, respectively). The oral bioavailability of luteolin was 26 ± 6%. The AUCs of luteolin-7-O-glucoside were 229 ± 15 and 2109 ± 350 (min μg/mL) after administration of luteolin-7-O-glucoside (10 mg/kg, iv; and 1 g/kg, po, respectively). The oral bioavailability of luteolin-7-O-glucoside was approximately 10 ± 2%. In the group that received luteolin-7-O-glucoside orally, a biotransformed luteolin product was detected, but this product was not detected in the group that received luteolin-7-O-glucoside intravenously. The biotransformation ratio of luteolin to luteolin-7-O-glucoside (the AUC ratio of metabolite/parent compound) was approximately 48.78 ± 0.12%. These results demonstrate that luteolin-7-O-glucoside is primarily hydrolyzed to luteolin in the gastrointestinal tract and then absorbed into the systemic circulation.

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“…The percentage of jaceosidin excreted in the urine for 24 h as an intact drug was 2.3 ± 2.3% of the dose and the renal clearance of jaceosidin was 4.0 ± 3.4 mL/min/kg. Nonrenal clearance of jaceosidin was 215.9 ± 85.6 mL/min/kg, which indicated that jaceosidin may be extensively metabolized in rats (Song et al, 2009).…”

Section: Introductionmentioning

confidence: 90%

“…After intravenous administration at a dose of 2 mg/ kg to male Sprague-Dawley rats, jaceosidin exhibited a high systemic clearance (219.9 ± 84.7 mL/min/kg), short terminal elimination half-life (35.9 ± 12.0 min), and mean residence time of 5.7 ± 2.0 min (Song et al, 2009). The percentage of jaceosidin excreted in the urine for 24 h as an intact drug was 2.3 ± 2.3% of the dose and the renal clearance of jaceosidin was 4.0 ± 3.4 mL/min/kg.…”

Section: Introductionmentioning

confidence: 99%

In Vitro metabolism of Jaceosidin and characterization of cytochrome P450 and UDP-glucuronosyltransferase enzymes in human liver microsomes

Song

Baek

et al. 2010

Arch. Pharm. Res.

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Jaceosidin is an active component in Artemisia species as well as Eupatorium species and it exhibits antiallergic, anticancer, antioxidant, anti-inflammatory, and antimutagenic activities. Jaceosidin was metabolized to jaceosidin glucuronide, 6-O-desmethyljaceosidin, hydroxyjaceosidin, 6-O-desmethyljaceosidin glucuronide, and hydroxyjaceosidin glucuronide in human liver microsomes. This study characterized the human liver cytochrome P450 (CYP) and UDPglucuronosyltransferase (UGT) enzymes responsible for the metabolism of jaceosidin. CYP1A2 was identified as the major enzyme responsible for the formation of 6-O-desmethyljaceosidin and hydroxyjaceosidin from jaceosidin on the basis of a combination of correlation analysis and experiments including immuno-inhibition, chemical inhibition in human liver microsomes, and metabolism by human cDNA-expressed CYP enzymes. Jaceosidin glucuronidation was catalyzed by UGT1A1, UGT1A3, UGT1A7, UGT1A8, UGT1A9, and UGT1A10. These results suggest that the pharmacokinetics of jaceosidin may be dramatically affected by polymorphic CYP1A2, UGT1A1, and UGT1A7 responsible for the metabolism of jaceosidin or by the coadministration of relevant CYP1A2 or UGT inhibitors or inducers.

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Liquid chromatography-tandem mass spectrometry for the determination of jaceosidin in rat plasma

Cited by 15 publications

References 11 publications

Analysis of Non-Volatile Chemical Constituents of Menthae Haplocalycis Herba by Ultra-High Performance Liquid Chromatography-High Resolution Mass Spectrometry

Analysis of Non-Volatile Chemical Constituents of Menthae Haplocalycis Herba by Ultra-High Performance Liquid Chromatography-High Resolution Mass Spectrometry

Isolation of Luteolin and Luteolin-7-O-glucoside from Dendranthema morifolium Ramat Tzvel and Their Pharmacokinetics in Rats

In Vitro metabolism of Jaceosidin and characterization of cytochrome P450 and UDP-glucuronosyltransferase enzymes in human liver microsomes

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