1.Simultaneous determination of six ingredients in Huoxiang Zhengqi oral liquid by UPLC.
Jia-Wen YU ; Kai-Ying DENG ; Tao PENG ; Bi-Yue ZHU ; Hong-Ya LIU
China Journal of Chinese Materia Medica 2013;38(14):2314-2317
OBJECTIVETo develop a UPLC method for the simultaneous determination of liquiritin, narirutin, hesperidin, ammonium glycyrrhetate, honokiol and magnolol in Huoxiang Zhengqi oral liquid.
METHODA Zorbax Eclipse C18 column was used with the mobile phase of acetonitrile and 0. 05% phosphate acid by gradient elution at the detection wavelength of 220 nm. The flow rate was 0.42 mL x min(-1) and the column temperature was 30 degrees C.
RESULTThe calibration curves were linear in the ranges of 0.001 7-0.034, 0.003 4-0.068, 0.006 4-0.128, 0.012 8-0.256, 0.003 2-0.064, 0.006 4-0.128 microg, respectively. The average recoveries were 103.3%, 98.39%, 98.29%, 102.1%, 98.45%, 102.2% with RSDs of 2.1%,1.0%, 0.50%, 2.3%, 0.9%, 2.0%, respectively.
CONCLUSIONThe UPLC method was simple, rapid and accurate, it could be used for quality control of Huoxiang Zhengqi oral liquid.
Administration, Oral ; Biphenyl Compounds ; chemistry ; Chromatography, High Pressure Liquid ; methods ; Disaccharides ; chemistry ; Drugs, Chinese Herbal ; chemistry ; Flavanones ; chemistry ; Glucosides ; chemistry ; Hesperidin ; chemistry ; Lignans ; chemistry ; Pharmaceutical Solutions ; chemistry
2.Studies on chemical constitutents in roots of Jasminum sambac.
Zheng-fu ZHANG ; Bao-lin BIAN ; Jian YANG ; Xiu-feng TIAN
China Journal of Chinese Materia Medica 2004;29(3):237-239
OBJECTIVETo isolate and identify the chemical constitutents in roots of Jasminum sambac.
METHODThe compounds were isolated by means of chromatography and the structures were identified on the basis of physical and spectral data.
RESULTDotriacontanoic acid, dotriacontanol, oleanolic acid, daucosterol and hesperidin were elucidated.
CONCLUSIONAll compounds were found in this plant for the first time.
Hesperidin ; chemistry ; isolation & purification ; Jasminum ; chemistry ; Oleanolic Acid ; chemistry ; isolation & purification ; Plant Roots ; chemistry ; Plants, Medicinal ; chemistry ; Sitosterols ; chemistry ; isolation & purification
3.Studies on chemical components of Lobelia chinensis.
Yanyan JIANG ; Renbing SHI ; Bin LIU ; Qiuying WANG ; Ying DAI
China Journal of Chinese Materia Medica 2009;34(3):294-297
OBJECTIVETo study on the chemical constituents of Lobelia chinensis.
METHODThe coloumn chromatographic techniques were applied to isolate constituents, and their structures were elucidated by means of spectral data analysis.
RESULTSixteen compounds were isolated and identified as daucosterol (1), diosmetin (2), apigenin (3), chrysoeriol (4), loteolin (5), hesperidin (6), loteolin-7-O-beta-D-glucoside (7), apigenin-7-O-beta-D-glucoside (8), linarin (9), diosmin(10), 5,7-dimethoxy-8- hydroxycoumarin (11), palmitinic acid (12), lacceroic acid (13), stearic acid (14), beta-sitosterol (15), daucosterol (16).
CONCLUSIONAll of these compouds were obtained from L. chinensis for the first time.
Apigenin ; analysis ; Cholestenones ; analysis ; Flavones ; Flavonoids ; analysis ; Glycosides ; analysis ; Hesperidin ; analysis ; Lobelia ; chemistry ; Plant Extracts ; pharmacology ; Sitosterols ; analysis
4.Determination of three chemical components in Fructus aurantii immaturus.
Zhen-Li LIU ; Zhi-Qian SONG ; Ling ZHANG ; Lin-Fu LI ; Yue-Sheng WANG
China Journal of Chinese Materia Medica 2006;31(17):1425-1427
OBJECTIVETo determine the contents of 3 kinds of components in Fructus aurantii immaturus.
METHODHPLC analysis was performed to detect the contents of hesperidin, naringin and synephrine. The content of volatile oil was detected determined following the method of Chinese pharmacopoeia.
RESULTThe contents of hesperidin, naringin, synephrine and volatile oil in ten samples are from 1.25% to 16.6%, 0% to 13.9%, 0.058 5% to 0.676% and 0.1% to 2.2%, respectively.
CONCLUSIONThe contentre are significant differences of among chemical components in from different samples of Fructus aurantii immaturus are greats.
China ; Chromatography, High Pressure Liquid ; Citrus ; chemistry ; Ecosystem ; Flavanones ; analysis ; Fruit ; chemistry ; Hesperidin ; analysis ; Oils, Volatile ; analysis ; Plants, Medicinal ; chemistry ; Quality Control ; Synephrine ; analysis
5.Study on quality control of effective fraction in qixue bingzhi decoction.
Zai-Fang HUANG ; Lian-Jun LUAN ; Qing SHAO ; Yi-Yu CHENG
China Journal of Chinese Materia Medica 2005;30(8):580-583
OBJECTIVETo develop a method for quality control of effective fraction in Qi-Xue-Bing-Zhi decoction, a traditional Chinese medicine (TCM).
METHODPF samples, effective fraction from Qi-Xue-Bing-Zhi decoction, were used as example, and a HPLC assay for chemical fingerprint and quantitative analysis was established.
RESULTThe contents range of Paeoniflorin (PE), Naringin (NG) and Neohesperidin (NH) in effective fractions were changed from 12.5%-16.0%, 8.4%-12.4%, 12.8%-15.3%, and their average contents were (14.7 +/- 1.1)%, (10.6 +/- 1.2)%, (14.2 +/- 0.8)% (n = 10), respectively. The fingerprints of PF samples showed 25 common peaks, and the fingerprint similarity for PF samples were all above 99.00% by comparing with the standard chromatogram.
CONCLUSIONThe method reported could be used effectively for the quality control of effective fraction from TCM.
Benzoates ; analysis ; Bridged-Ring Compounds ; analysis ; Chromatography, High Pressure Liquid ; methods ; Drug Combinations ; Drugs, Chinese Herbal ; analysis ; Flavanones ; analysis ; Glucosides ; analysis ; Hesperidin ; analogs & derivatives ; analysis ; Ligusticum ; chemistry ; Monoterpenes ; Paeonia ; chemistry ; Plants, Medicinal ; chemistry ; Quality Control ; Reproducibility of Results
6.Effect of different compatibility of zhizi dahuang decoction on pharmacokinetics of naringenin and hesperetin.
China Journal of Chinese Materia Medica 2014;39(13):2553-2558
An HPLC-UV method was developed for the determination of total naringenin and total hesperetin in rat plasma after oral administration of Citrus aurantium Immaturus extracts and Zhizi Dahuang decoction. Plasma samples were pretreated with liquid-liquid extraction procedure and acid hydrolysis method was used for converting conjugated naringenin and hesperetin to their respective free forms. Plasma samples were separated on a C18 column (4.6 mm x 150 mm, 5 microm), using 0.1% phosphoric acid and methanol as mobile phase at a flow rate of 1.0 mL x min(-1) with gradient elution. DAS 2.0 software was applied to calculate the pharmacokinetic parameters while the SPSS 16.0 software was used for statistical analysis. Significant differences were observed, the C(max) AUC(0-t) of total naringenin in ZS group was 73.5% and 65.9% higher than those in ZZDHD group, respectively; the C(max), AUC(0-t) of total hesperetin in ZS group was 63.5% and 119.1% higher than those in ZZDHD group, respectively. There is a obvious decrease in C(max) and AUC(0-t) of total naringenin and total hesperetin after compatibility and their pharmacokinetic characteristics changed greatly due to the combination of other herbs. The established method was rapid, sensitive, selective and accurate, and it could be applied in the determination of total naringenin and total hesperetin in rat plasma.
Animals
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Chromatography, High Pressure Liquid
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Citrus
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chemistry
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Drug Incompatibility
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Drug Interactions
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Drugs, Chinese Herbal
;
administration & dosage
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Flavanones
;
administration & dosage
;
pharmacokinetics
;
Gardenia
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chemistry
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Hesperidin
;
administration & dosage
;
pharmacokinetics
;
Rats
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Rats, Sprague-Dawley
7.Simultaneous determination and pharmacokinetic study of five compounds from total extract of Clinopodium chinense in abnormal uterine bleeding rat plasma by UPLC-MS/MS.
Li-Li LI ; Qi HUANG ; Jia-Jia QI ; Min YAO ; Dai-Yin PENG
China Journal of Chinese Materia Medica 2022;47(18):5071-5078
Clinopodium chinense, a traditional folk medicinal herb, has been used to treat abnormal uterine bleeding(AUB) for many years. Saponins and flavonoids are the main active components in C. chinense. To study the pharmacokine-tics of multiple components from the total extract of C. chinense(TEC), we established a sensitive and rapid method of ultra-perfor-mance liquid chromatography coupled with tandem mass spectrometry(UPLC-MS/MS) for simultaneous determination of five compounds in the plasma of AUB rats. After validation, the AUB model was established with SD female rats which got pregnant on the same day by gavage with mifepristone(12.4 mg·kg~(-1)) and misoprostol(130 μg·kg~(-1)). The established method was applied to the detection of hesperidin, naringenin, apigenin, saikosaponin a, and buddlejasaponin Ⅳb in AUB rats after the administration of TEC. The pharmacokinetic parameters were calculated by DAS 2.0. The five compounds showed good linear relationship within the detection range. The specificity, accuracy, precision, recovery, matrix effect, and stability of the method all matched the requirements of biolo-gical sample detection. The above 5 compounds were detected in the plasma of AUB rats after the administration of TEC. The C_(max) va-lues of hesperidin, naringenin, apigenin, saikosaponin a, and clinoposide A were 701.6, 429.5, 860.7, 75.1, and 304.1 ng·mL~(-1), respectively. All the compounds owned short half-life and quick elimination rate in vivo, and the large apparent volume of distribution indicated that they were widely distributed in tissues. Being rapid, accurate, and sensitive, this method is suitable for the pharmacokinetic study of extracts of Chinese herbal medicines and provides a reference for the study of pharmacodynamic material basis of C. chinense in treating AUB.
Administration, Oral
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Animals
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Apigenin/analysis*
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Chromatography, High Pressure Liquid/methods*
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Chromatography, Liquid
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Drugs, Chinese Herbal/chemistry*
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Female
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Flavonoids/analysis*
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Hesperidin
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Lamiaceae
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Mifepristone
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Misoprostol
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Oleanolic Acid/analogs & derivatives*
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Plant Extracts/chemistry*
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Rats
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Saponins
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Tandem Mass Spectrometry/methods*
;
Uterine Hemorrhage
8.A novel C27-steroidal glycoside sulfate from Liriope graminifolia.
Kui-Wu WANG ; Xian-Yan JU ; Lei ZHANG ; Wei WANG ; Lian-Qing SHEN
Acta Pharmaceutica Sinica 2012;47(5):619-623
An unusual novel C27-steroidal glycoside sulfate was isolated from the underground organs of Liriope graminifolia (Linn.) Baker with three known compounds. Their chemical structures were determined by spectral analysis, including HR-MS, 1D and 2D NMR as (25S)-ruscogenin 1-sulfate-3-O-alpha-L-rhamnopyranoside (1), (25S)-ruscogenin 1-O-beta-D-xylopyranosyl-3-O-alpha-L-rhamnopyranoside (2), hesperidin (3), and 4', 7-dihydroxy-5-methoxyflavanone (4). Compound 1 has cytotoxic activities against K562 and HL60 cells with IC50 values of 18.6 microg x mL(-1) and 16.5 microg x mL(-1), respectively.
Antineoplastic Agents, Phytogenic
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chemistry
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isolation & purification
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pharmacology
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Cell Proliferation
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drug effects
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Drugs, Chinese Herbal
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chemistry
;
isolation & purification
;
pharmacology
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Glycosides
;
chemistry
;
isolation & purification
;
pharmacology
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HL-60 Cells
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Hesperidin
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chemistry
;
isolation & purification
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pharmacology
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Humans
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Inhibitory Concentration 50
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K562 Cells
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Liriope Plant
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chemistry
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Plant Tubers
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chemistry
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Plants, Medicinal
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chemistry
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Spirostans
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chemistry
;
isolation & purification
;
pharmacology
9.Enhanced water solubility, antioxidant activity, and oral absorption of hesperetin by D-α-tocopheryl polyethylene glycol 1000 succinate and phosphatidylcholine.
Su-Fang GU ; Li-Ying WANG ; Ying-Jie TIAN ; Zhu-Xian ZHOU ; Jian-Bin TANG ; Xiang-Rui LIU ; Hai-Ping JIANG ; You-Qing SHEN
Journal of Zhejiang University. Science. B 2019;20(3):273-281
Hesperetin, an abundant bioactive component of citrus fruits, is poorly water-soluble, resulting in low oral bioavailability. We developed new formulations to improve the water solubility, antioxidant activity, and oral absorption of hesperetin. Two nano-based formulations were developed, namely hesperetin-TPGS (D-α-tocopheryl polyethylene glycol 1000 succinate) micelles and hesperetin-phosphatidylcholine (PC) complexes. These two formulations were prepared by a simple technique called solvent dispersion, using US Food and Drug Administration (FDA)-approved excipients for drugs. Differential scanning calorimetry (DSC) and dynamic light scattering (DLS) were used to characterize the formulations' physical properties. Cytotoxicity analysis, cellular antioxidant activity assay, and a pharmacokinetic study were performed to evaluate the biological properties of these two formulations. The final weight ratios of both hesperetin to TPGS and hesperetin to PC were 1:12 based on their water solubility, which increased to 21.5- and 20.7-fold, respectively. The hesperetin-TPGS micelles had a small particle size of 26.19 nm, whereas the hesperetin-PC complexes exhibited a larger particle size of 219.15 nm. In addition, the cellular antioxidant activity assay indicated that both hesperetin-TPGS micelles and hesperetin-PC complexes increased the antioxidant activity of hesperetin to 4.2- and 3.9-fold, respectively. Importantly, the in vivo oral absorption study on rats indicated that the micelles and complexes significantly increased the peak plasma concentration (Cmax) from 2.64 μg/mL to 20.67 and 33.09 μg/mL and also increased the area under the concentration-time curve of hesperetin after oral administration to 16.2- and 18.0-fold, respectively. The micelles and complexes increased the solubility and remarkably improved the in vitro antioxidant activity and in vivo oral absorption of hesperetin, indicating these formulations' potential applications in drugs and healthcare products.
Administration, Oral
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Animals
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Antioxidants/chemistry*
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Biological Availability
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Calorimetry, Differential Scanning
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Dogs
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Dose-Response Relationship, Drug
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Drug Carriers
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Female
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Hep G2 Cells
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Hesperidin/chemistry*
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Humans
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Light
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Madin Darby Canine Kidney Cells
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Micelles
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Phosphatidylcholines/chemistry*
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Polyethylene Glycols/chemistry*
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Rats
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Rats, Sprague-Dawley
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Scattering, Radiation
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Solubility
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Solvents
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Vitamin E/chemistry*
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Water/chemistry*
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alpha-Tocopherol/chemistry*
10.Synthesis and anti-inflammatory activities of methylhesperetin-7-alkyl ether analogues.
Bao-Shun ZHANG ; Xiao-Li YE ; Zhu CHEN ; Boe YAO ; Ping TAN ; Xue-Gang LI
Acta Pharmaceutica Sinica 2011;46(7):811-817
To investigate the relationship between the structures of methylhesperetin-7-alkyl ether analogues and their anti-inflammatory activities, nine new compounds, methyl-hesperetin (2), methylhesperetin-7-ethyl ether (3), 7-n-butyl ether (4), 7-n-hexyl ether (5), 7-n-octyl ether (6), 7-n-decyl ether (7), 7-n-dodecyl ether (8), 7-n-tetradecyl ether (9) and 7-n-hexadecyl ether (10), were synthesized with the lead compound of methylhesperidin (1). Their structures were confirmed by UV, 1H NMR, MS and HR-MS spectral data. The in vivo antiinflammatory activities of these compounds were tested on mouse paw edema induced by Freund's complete adjuvant (FCA) and mouse capillary permeability induced by acetic acid with po dose of 300 mg x kg(-1) x d(-1). The result indicated that the anti-inflammatory activities of the synthetic compounds increased firstly and then decreased with the elongating of the length of alkyl chain. After 25-day oral administration of compounds 6, 7 and 8, the inhibitory rates on mouse paw edema of adjuvant arthritis (AA) were 31.9%, 38.5%, 39.1%, respectively. They showed the concentrations of COX-2 in serum of AA mice respectively were 79.3, 75.4, 73.9 ng x L(-1) and the concentrations of PGE2 were in correspondence with 275.4, 258.9, 242.6 ng x L(-1). The inhibitory rates of compounds 6 and 7 on mouse capillary permeability induced by acetic acid were, respectively, 42.4% and 41.5% after 5-day oral administration. Compared with the lead compound of methylhesperidin, the anti-inflammatory activities of compounds 6, 7 and 8 were increased and showed an effective inhibition on the symptom of adjuvant arthritis and capillary permeability in mice.
Acetic Acid
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Animals
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Anti-Inflammatory Agents
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chemical synthesis
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chemistry
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pharmacology
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Arthritis, Experimental
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blood
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chemically induced
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drug therapy
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metabolism
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Capillary Permeability
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drug effects
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Cyclooxygenase 2
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blood
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Dinoprostone
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metabolism
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Edema
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chemically induced
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drug therapy
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Female
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Freund's Adjuvant
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Hesperidin
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analogs & derivatives
;
chemical synthesis
;
chemistry
;
pharmacology
;
Male
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Mice
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Molecular Structure
;
Random Allocation