1.Chemical constituents from whole herb of Hedyotis scandens.
Yu-Jun WANG ; Ju-Min HUANG ; Chun WEN ; Zi-Shuo ZHOU ; Qiao-Qiao FENG ; Chang-Hua HU ; Pei-Fu ZHOU ; Guo-Ping YIN
China Journal of Chinese Materia Medica 2023;48(22):6082-6087
This study aimed to investigate the chemical constituents in the water extract of the whole herb of Hedyotis scandens by silica gel, ODS, and MCI column chromatographies together with preparative high-performance liquid chromatography(HPLC). The structures of isolated constituents were identified by NMR, HR-ESI-MS, etc. Thirteen compounds were isolated and identified as methyl 4-benzoyloxy-3-methoxybenzeneacetate(1), 4-benzoyloxy-3-methoxybenzeneacetic acid(2), 3-(4-hydroxy-3-methoxyphenyl)-propanoic acid(3), salicylic acid(4), 3-hydroxy-4-methoxypyridine(5), syringic acid(6), hydroxycinnamic acid(7),(R)-6-methyl-4,6-bis(4-methylpent-3-enyl)cyclohexa-1,3-dienecarbaldehyde(8), 1,2-bis(4-hydroxy-3-methoxyphenyl)-1,3-propanediol(9), 1H-indole-3-carboxaldehyde(10), isoscopoletin(11), syringaresinol(12), and pinoresinol(13). Among them, compounds 1 and 2 were new phenolic acid compounds, compounds 3-5, 8-11, and 13 were isolated from this genus for the first time, and compounds 6, 7, and 12 were obtained from H. scandens for the first time. The activity test showed that compounds 1 and 10 had a certain inhibitory effect on Mycobacterium smegmatis, with MIC_(50) values of 58.5 and 33.3 μg·mL~(-1), respectively.
Hedyotis/chemistry*
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Drugs, Chinese Herbal/chemistry*
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Magnetic Resonance Spectroscopy
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Salicylic Acid
2.An oriental melon 9-lipoxygenase gene CmLOX09 response to stresses, hormones, and signal substances.
Li-Jun JU ; Chong ZHANG ; Jing-Jing LIAO ; Yue-Peng LI ; Hong-Yan QI
Journal of Zhejiang University. Science. B 2018;19(8):596-609
In plants, lipoxygenases (LOXs) play a crucial role in biotic and abiotic stresses. In our previous study, five 13-LOX genes of oriental melon were regulated by abiotic stress but it is unclear whether the 9-LOX is involved in biotic and abiotic stresses. The promoter analysis revealed that CmLOX09 (type of 9-LOX) has hormone elements, signal substances, and stress elements. We analyzed the expression of CmLOX09 and its downstream genes-CmHPL and CmAOS-in the leaves of four-leaf stage seedlings of the oriental melon cultivar "Yumeiren" under wound, hormone, and signal substances. CmLOX09, CmHPL, and CmAOS were all induced by wounding. CmLOX09 was induced by auxin (indole acetic acid, IAA) and gibberellins (GA3); however, CmHPL and CmAOS showed differential responses to IAA and GA3. CmLOX09, CmHPL, and CmAOS were all induced by hydrogen peroxide (H2O2) and methyl jasmonate (MeJA), while being inhibited by abscisic acid (ABA) and salicylic acid (SA). CmLOX09, CmHPL, and CmAOS were all induced by the powdery mildew pathogen Podosphaera xanthii. The content of 2-hexynol and 2-hexenal in leaves after MeJA treatment was significantly higher than that in the control. After infection with P. xanthii, the diseased leaves of the oriental melon were divided into four levels-levels 1, 2, 3, and 4. The content of jasmonic acid (JA) in the leaves of levels 1 and 3 was significantly higher than that in the level 0 leaves. In summary, the results suggested that CmLOX09 might play a positive role in the response to MeJA through the hydroperoxide lyase (HPL) pathway to produce C6 alcohols and aldehydes, and in the response to P. xanthii through the allene oxide synthase (AOS) pathway to form JA.
Abscisic Acid
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Acetates/chemistry*
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Aldehyde-Lyases/metabolism*
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Aldehydes/chemistry*
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Cucurbitaceae/genetics*
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Cyclopentanes/chemistry*
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Cytochrome P-450 Enzyme System/metabolism*
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Gene Expression Profiling
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Gene Expression Regulation, Plant
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Hormones/metabolism*
;
Hydrogen Peroxide/metabolism*
;
Intramolecular Oxidoreductases/metabolism*
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Lipoxygenase/metabolism*
;
Oxylipins/chemistry*
;
Plant Leaves/genetics*
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Plant Proteins/metabolism*
;
Promoter Regions, Genetic
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Salicylic Acid/chemistry*
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Seedlings/metabolism*
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Signal Transduction
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Stress, Physiological
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Transgenes
3.Effect of salicylic acid on photosynthesis, physio-biochemistry and quality of Panax ginseng under full sun shine in spring.
Wu-lin CAO ; Xiang-cai MENG ; Wei MA
China Journal of Chinese Materia Medica 2015;40(18):3553-3559
In order to search for a new pathway to improve the yield of ginseng through growing at the full sun shine accompanied by salicylic acid (SA), the net photosynthetic rate (P(n)), superoxide dismutase (SOD), catalase (CAT), peroxidase (POD), malondialdehyde (MDA) in Panax ginseng leaves, and the content of ginsenosides in roots were compared under various concentrations of SA and full sun shine with the traditional shade shed. Under the full sun shine, 0.05, 0.2 mmol x L(-1) SA increased net photosynthetic rate to a great extent. Under the cloudy day, the average net photosynthetic rate increased by 127.8% and 155.0% over the traditional shade shed, 13.9% and 27.5% over the treatment without SA respectively; under the clear day, 23.5% and 30.4% over the traditional shade shed, 8.6% and 14.6% over the treatment without SA, particularly obvious in the morning and late afternoon. With such concentration, SA increased activities of SOD, CAT, POD, and decreased the contents of the MDA. This difference resulted from different light intensity, rise of light saturation point, and fall of compensation point. Full sun shine decreased ginsenosides contents, but with SA, the ginsenosides regained, the content of Rg1 and Re, Rb1, total six types of ginsenosides in SA 0.2 mmol x L(-1) group were higher than those in the control group (P < 0.05) and other groups. The application of 0.2 mmol x L(-1) SA under full sun shine during a short time has little threat to the P. ginseng in spring, and could enhance the resistance to the adversity, which would improve the yield of ginseng heavily.
Catalase
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analysis
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metabolism
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Ginsenosides
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analysis
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metabolism
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Light
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Malondialdehyde
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analysis
;
metabolism
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Panax
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chemistry
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drug effects
;
metabolism
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radiation effects
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Peroxidases
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analysis
;
metabolism
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Photosynthesis
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drug effects
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Plant Proteins
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analysis
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metabolism
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Salicylic Acid
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pharmacology
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Seasons
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Superoxide Dismutase
;
analysis
;
metabolism
4.Chemical constituents of Gentiana rhodantha.
Yun CHEN ; Guo-Kai WANG ; Can WU ; Min-Jian QIN
China Journal of Chinese Materia Medica 2013;38(3):362-365
OBJECTIVETo determine the chemical constituents of Gentiana rhodantha.
METHODTo isolate the constituents, column chromatography over silica gel, MCI, Sephadex LH-20 and C18 reverse-phased silica gel were used. Spectroscopic methods were used to elucidate the structures of the isolated compounds.
RESULTSixteen compounds were isolated and elucidated as ten phonemic compounds, namely 1,3,7,8-tetrahydroxylxanthone (1), rhodanthenone D (2), 1,3,6,7-tetrahydroxylxanthone (3), 1,3,7-trihydroxy-4,8-dimethoxyxanthone (4), quercetin (5), isoorientin (6), mangiferin (7), norswertianolin (8), gallic acid ethyl ester (9) and salicylic acid (10), and six triterpenes including alpha-amyrin (11), erythrodiol 3-O-palmitate (12), ursolic aldehyde (13), uvaol 3-O-acetyl (14), ursolic acid (15) and 2alpha-hydroxyursolic acid (16).
CONCLUSIONCompounds 4-6, 8, 10-12, 15 and 16 were isolated from this plant for the first time. Compounds 1 and 3 were obtained firstly from the genus Gentiana and compounds 9, 13-14 were firstly from the family Gentianaceae.
Chromatography, Gel ; Chromatography, Reverse-Phase ; Dextrans ; Gentianaceae ; chemistry ; Mass Spectrometry ; Oleanolic Acid ; analogs & derivatives ; chemistry ; isolation & purification ; Plant Extracts ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Quercetin ; chemistry ; isolation & purification ; Salicylic Acid ; chemistry ; isolation & purification ; Silica Gel ; Triterpenes ; chemistry ; isolation & purification ; Xanthones ; chemistry ; isolation & purification
5.Effect of calcium on medium alkalinization induced by salicylic acid in Salvia miltiorrhiza suspension cultures.
Liancheng LIU ; Cong WANG ; Juan'e DONG ; Hui SU ; Zequn ZHUO ; Yaxin XUE
Chinese Journal of Biotechnology 2013;29(7):986-997
We studied medium alkalinization in Salvia miltiorrhiza suspension cultures treated with salicylic acid and the effect of Ca2+ in this process through application of calcium channel antagonists (Verapamil, LaCl3, LiCl, 2-APB) and ionophore A23187. The results show that salicylic acid could induce significant medium alkalinization in S. miltiorrhiza culture. Verapamil and LaCl3 or LiCl and 2-APB, two different groups of calcium channel antagonist, significantly inhibited the medium alkalinization induced by salicylic acid. However, the suppression effect of verapamil or LaCl3 on medium alkalinization induced by salicylic acid was higher than that of LiCl or 2-APB. When two types of calcium channel inhibitor (LaCl3 and 2-APB) were used together, the medium alkalinization induced by salicylic acid was completely suppressed and even reduced the pH in medium. On the other hand, A23187 could promote the medium alkalinization. Based on the results above, we speculated that salicylic acid could induce significant medium alkalinization in S. miltiorrhiza culture, depending on the calcium from both extracell and intracell. Moreover, calcium from extracell plays a more dominant role in this process. Reveal of relationship in this research between Ca2+ and medium alkalinization can provide theory evidence for mechanism of the plant secondary metabolism.
Calcimycin
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pharmacology
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Calcium
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chemistry
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Calcium Channel Blockers
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pharmacology
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Calcium Ionophores
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pharmacology
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Cell Culture Techniques
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Culture Media
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chemistry
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Salicylic Acid
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pharmacology
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Salvia miltiorrhiza
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metabolism
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Verapamil
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pharmacology
6.Kinetic study on dissociation of amylose/salicylic acid compound using non-isothermal method.
Qi-fang WANG ; San-ming LI ; Xin CHE ; Chao-jie LI
Acta Pharmaceutica Sinica 2010;45(7):909-913
The inclusion compound of amylose and salicylic acid (SA) was prepared by a sealed temperature control method, and the formation of the inclusion compound was confirmed by IR spectrum and powder X-ray diffraction. The kinetic parameters of dissociation of amylose/SA compound were studied by the nonisothermal method which was defined as a relationship between the dissociation ratio and time. The values of activation energy (Ea) and frequency factors (InA) were calculated by a nonlinear least-square method. In this study, the formation of the inclusion compound of amylose/SA was confirmed by IR spectrum powder X-ray diffraction. SA existed in a molecule form in the spiral stouction of amylose. The dissociation of amylose/SA compound was attributed to first order reaction. The values of Ea calculated by the nor-isothermal method were 21.71 and 22.41 kJ x mol(-1) at heating rate 5 and 10 degrees C x h(-1), respectively. The corresponding isothermal method value of Ea was 22.17 kJ x mol(-1); the calculated InA values were 9.32 and 10.08 at heating rate 5 and 10 degrees C x h(-1), respectively. The corresponding isothermal method lnA value was 9.26. The results were in good agreement with Ea values and lnA values by isothermal method. These results indicated that the non-isothermal method described in this study could be adequately used for the stability study of inclusion compound and was a rapid and accurate method for the determination of kinetic parameters.
Amylose
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chemistry
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Drug Stability
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Hot Temperature
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Kinetics
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Powder Diffraction
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Salicylic Acid
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chemistry
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Spectrophotometry, Infrared
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Thermodynamics
7.Study on hydrothermal stability of the collagen.
Yajuan WANG ; Hui CHEN ; Zhihua SHAN
Journal of Biomedical Engineering 2009;26(1):122-126
The low hydrothermal stability of the raw collagen restricts its usage. To improve the hydrothermal stability of collagen, two kinds of materials with weak astringency were used by experts. The research proved that the synergistic effect was formed during the process. In this study, by using UV, FT-IR, 13CNMR spectra and elemental analysis on the salicylic acid and metal-salicylic complexes, we could get the structural formula of every compound. And then, the hide powder was treated with the compounds. At last, the treated hide powder was tested by DSC. It could be presumed that the Rigid Matrix formed between the collagen doses can increase the hydrothermal stability of raw collagen, The result indicated that salicylic-chrome with large stable constant was better than others in improving the heat resistance of raw collagen, and the denaturalization temperature of hide powder treated with salicylic-chrome was 146.7 degrees C. Salicylic-aluminum was in the second place, the relevant temperature being 145.7 degrees C.
Aluminum
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chemistry
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Calorimetry, Differential Scanning
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Chromium
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chemistry
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Collagen
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chemistry
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Drug Stability
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Hot Temperature
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Humans
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Salicylic Acid
;
chemistry
8.Determination of salylic acid, syringic acid, benzoic acid and anthranilic acid in Radix Isatidis by HPCE.
Xiaoxue WANG ; Wenjie ZHENG ; Guoxiang XIE ; Mingfeng QIU ; Wei JIA
China Journal of Chinese Materia Medica 2009;34(2):189-192
OBJECTIVETo develop a simple and rapid capillary electrophoresis (CE) method for the separation and determination of four active organic acids including salicylic acid, syringic acid, benzoic acid, and anthranilic acid in Radix Isatidis.
METHODThe HPCE system consisted of a fused-silica capillary column of 47.3 cm (38.3 cm to the detector) x50 microm i.d. and a mixture ofacetonitrile-borate buffer (15% acetonitrile, 25 mmol L(-1) borate, 15 mmol L(-1) beta-CD, pH 9.10) solution as the operating buffer. The applied voltage was 11.5 kV and the UV detection was set at 220 nm. The effects of the applied voltage, detection wavelength, and the pH of buffer, the concentration of buffer, acetonitrile and beta-CD were investigated.
RESULTThe linear calibration rang was 3.0-90 mg L(-1) (r=0.9994) for salylic acid, 4.0-120 mg L(-1) (r=0.9995) for syringic acid, 2.0-60 mg L(-1) (r=0.9998) for benzoic acid and 5.0-100 mg L(-1) (r=0.9992) for anthranilic acid. The recoveries of salylic acid, syringic acid, benzoic acid and anthranilic acid were 95.9%-102.6%, 98.6%-103.4%, 98.7%-104.1%, 96.1%-104.3% respectively. The detection limits of salylic acid, syringic acid, benzoic acid and anthranilic acid were 0.7, 1.1, 1.2 and 1.5 mg L(-1), respectively.
Benzoic Acid ; analysis ; Electrophoresis, Capillary ; Gallic Acid ; analogs & derivatives ; analysis ; Isatis ; chemistry ; Linear Models ; Reproducibility of Results ; Salicylic Acid ; analysis ; Sensitivity and Specificity ; ortho-Aminobenzoates ; analysis
9.Microcalorimetric studies of the action on four organic acids in Radix isatidis on the growth of microorganisms.
Weijun KONG ; Yanling ZHAO ; Limei SHAN ; Xiaohe XIAO ; Weiying GUO
Chinese Journal of Biotechnology 2008;24(4):646-650
The actions of four organic acids in Radix isatidis, a traditional Chinese medicinal (TCM) herb, on Escherichia coli, Staphylococcus aureus and Shigella dysenteriae growth were investigated by microcalorimetry. The four organic acids were syringic acid, 2-amino-benzoic acid, salicylic acid and benzoic acid. The power-time curves of Escherichia coli, Staphylococcus aureus and Shigella dysenteriae growth with and without organic acids were acquired, meanwhile the extent and duration of inhibitory effects on the metabolism were evaluated by growth rate constants (k1, k2), maximum heat-output[0] power (P(m)) and peak time (t(m)). The inhibitory activity varied with different drugs. The sequences of anti-microbial activity of the four organic acids on Escherichia coli, Staphylococcus aureus and Shigella dysenteriae were all: syringic acid > 2-amino-benzoic acid > salicylic acid > benzoic acid. And benzoic acid promoted the growth of Staphylococcus aureus and Shigella dysenteriae. This study provides a basis for the further study on Radix Isatidis.
Anti-Bacterial Agents
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isolation & purification
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pharmacology
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Benzoic Acid
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isolation & purification
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pharmacology
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Calorimetry
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methods
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Drugs, Chinese Herbal
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chemistry
;
pharmacology
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Escherichia coli
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drug effects
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Gallic Acid
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analogs & derivatives
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isolation & purification
;
pharmacology
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Microbial Sensitivity Tests
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Salicylic Acid
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isolation & purification
;
pharmacology
;
Shigella dysenteriae
;
drug effects
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Staphylococcus aureus
;
drug effects
10.Determination of total organic acids and salicylic acid in extract of Radix isatidis.
Li MA ; Jian-yuan TANG ; Zu-lun LU ; Qing-wen LIAO ; Xiao-he XIAO ; Xiang-jun ZHAO ; Cheng JIN
China Journal of Chinese Materia Medica 2006;31(10):804-806
OBJECTIVETo develop a quantitative method for determination of the total organic acids and salicyclic acid in the extract of Radix Isatidis.
METHODThe total organic acids were determined by acid-base titration and the salicylic acid was determined by HPLC.
RESULTIt was shown that contents of total organic acids and salicylic acid in the extract of Radix Isatidis were 13.0% and 0.22%, respectively.
CONCLUSIONThe method can control the quality of this extract effectively and accurately.
Carboxylic Acids ; analysis ; Chromatography, High Pressure Liquid ; methods ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Isatis ; chemistry ; Plant Roots ; chemistry ; Plants, Medicinal ; chemistry ; Quality Control ; Salicylic Acid ; analysis ; Technology, Pharmaceutical

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