1.A new iridoid derivative from the roots of Scrophularia buergeriana.
Xi-Min WU ; Liu-Qiang ZHANG ; Xiao-Chong CHEN ; Li FENG ; Wang-Xing XING ; Yi-Ming LI
Acta Pharmaceutica Sinica 2014;49(7):1019-1021
Phytochemical investigation of the roots of Scrophularia buergeriana Miq. (Scrophulariaceae), resulted in the isolation of a new iridoid derivative named as buergerinin (1). Its structure was elucidated as rel-(1R, 5R, 6R)-(2-oxa-bicyclo[3.3.0]oct-7-en-6, 7-diyl)dimethoxypropane based mainly on MS and 1D and 2D NMR spectroscopic analyses.
Iridoids
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chemistry
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isolation & purification
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Magnetic Resonance Spectroscopy
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Mass Spectrometry
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Plant Roots
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chemistry
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Scrophularia
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chemistry
2.Effect on quality of Scrophulariae Radix with modern drying technology.
Hui-wei LI ; Pei LIU ; Da-wei QIAN ; Xue-jun LU ; Sheng GUO ; Zhen-hua ZHU ; Jin-ao DUAN
China Journal of Chinese Materia Medica 2015;40(22):4417-4423
Modern drying technology was used to explore suitable drying process to provide scientific basis for improving drying processing methods of Scrophulariae Radix. Controlled temperature and humidity drying, vacuum drying apparatus, microwave vacuum drying apparatus, short infrared drying device were used to gain samples for analyzing. The character appearance, concentration of main components and power consumption indicators were chosen for preliminary judging. Six major components, including iridoids and phenylpropanoids were analyzed by UPLC-MS/MS method. The contents of polysaccharides were determined by UV-visible spectrophotometry. The character appearance with controlled temperature and humidity drying and short infrared drying meet the pharmacopoeia standard (Ch. p, edition 2015), while samples with vacuum and microwave vacuum drying apparatus didn't. Compared to fresh sample, concentrations of harpagide, harpagoside, aucubin and catalpol were lower in the dried samples. Angoroside-C showed no significant change before and after drying. Concentration of acteoside increased after drying. Samples with controlled temperature (70 degrees C) and humidity (15% - 10%) drying had high content and short drying time. The better drying process of Scrophulariae Radix was controlled temperature and humidity drying. The method will provide the reference for the drying technology standard of roots medicine.
Desiccation
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methods
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Drugs, Chinese Herbal
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chemistry
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Plant Roots
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chemistry
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Quality Control
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Scrophularia
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chemistry
3.Chemical constituents, pharmacological activities, processing and clinical application of traditional Chinese medicine Scrophulariae Radix: a review.
Yi-Ru LIU ; Kao-Hua LIU ; Lu-Ping QIN ; Jian-Jun WU
China Journal of Chinese Materia Medica 2023;48(16):4302-4319
Traditional Chinese medicine Scrophulariae Radix, which is also called Yuan Shen, black Shen, is the dried root of Scrophularia ningpoensis of the Scrophulariaceae family. Research has indicated that the chemical constituents of Scrophulariae Radix mainly include terpenoids, phenylpropanoids, organic acids, volatile oils, steroids, sugars, flavonoids, alkaloids and phenols, among which iridoids and phenylpropanoids were the main active constituents. It has been reported that extracts of Scrophulariae Radix or its active substances have anti-inflammatory, antioxidant, hepatoprotective, anti-tumor, anti-fatigue, uric acid-lowering, anti-depression, myocardial cell-protective and other pharmacological activities, and can regulate cardiovascular system, central nervous system and immune system. This paper reviewed the present research achievements of Scrophulariae Radix in chemical constituents, pharmacological activities, processing methods, toxicity and other aspects, and the clinical application of Scrophulariae Radix in ancient and modern times was illustrated. This paper aimed to provide reference for further research of Scrophulariae Radix and facilitated its clinical application.
Medicine, Chinese Traditional
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Drugs, Chinese Herbal/chemistry*
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Chromatography, High Pressure Liquid
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Plant Roots/chemistry*
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Scrophularia/chemistry*
4.Chemical constituents of Scrophulariae Radix and their antitumor activities in vitro.
Meng-Nan ZHOU ; Peng LIU ; Shu-Jin JING ; Meng SUN ; Xiang LI ; Wei ZHANG ; Bin LIU
China Journal of Chinese Materia Medica 2022;47(1):111-121
The present study investigated the chemical constituents of Scrophulariae Radix and their antitumor activities in vitro. The compounds in the ethyl acetate extract were separated and purified by conventional column chromatographies(such as silica gel, Sephadex LH-20, and ODS column) and semi-preparative high-performance liquid chromatography(HPLC), and their structures were identified by various spectral techniques such as nuclear magnetic resonance(NMR) and mass spectrometry(MS). Twenty-three compounds were isolated and identified as benzyl-β-D-(3',6'-di-O-acetyl) glucoside(1), 5-O-p-methoxybenzoyl kojic acid(2), 5-O-methoxybenzoyl kojic acid(3), 7-O-methylbenzoyl kojic acid(4), 5-O-benzoyl kojic acid(5), methyl ferulate ethyl ether(6), trans-ferulic acid(7), trans-isoferulic acid(8), trans-caffeic acid(9), trans-caffeic acid methyl ester(10), caffeic acid ethyl ester(11), trans-cinnamic acid(12), trans-p-methoxycinnamic acid(13), trans-p-hydroxycinnamic acid(14), trans-p-hydroxycinnamic acid methyl ester(15), 2-(3,4-dihydroxyphenethyl) alcohol(16),(p-hydroxyphenyl) propanoic acid(17), coniferaldehyde(18), sinapaldehyde(19), benzyl β-primeveroside(20), 5-(hydroxymethyl) furfural(21), furan-2-carboxylic acid(22), and decanedioic acid(23). Among them, compound 1 is a new benzyl glucoside, compounds 2-4 are new pyranone compounds, compound 5 is a new natural product of pyranone. The NMR data of compounds 5 and 6 are reported for the first time. Compounds 6 and 20 were isolated from the Scrophularia plant for the first time. Compounds 8, 11, 14, 16, 18, 19, 22, and 23 were isolated from this plant for the first time. The in vitro cytotoxic activities of these compounds against three tumor cell lines(HepG2, A549, and 4 T1) were evaluated. The results showed that compounds 10 and 15 showed cytotoxic activities against HepG2 cells with IC_(50) values of(19.46±0.48) μmol·L~(-1) and(46.10±1.21) μmol·L~(-1).
Chromatography, High Pressure Liquid
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Drugs, Chinese Herbal/chemistry*
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Mass Spectrometry
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Plant Roots/chemistry*
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Scrophularia/chemistry*
5.Quality classification standard of Scrophularia ningpoensis seedlings.
Xue ZHANG ; Da-xia CHEN ; Jun TAN ; Long-yun LI
China Journal of Chinese Materia Medica 2015;40(6):1079-1085
The morphological indexes of the Scuophularia ningpoensis seedlings including the longth, diameter and weight were measured, clustering analysis was used to set up the standard quality grading of seedlings of S. Ningpoensis by SPSS. Field experiment was carried out to measure the indicators of plants growth and development, the yield and the quality. The results showed that the growth and yield of class I seedlings were better than those of class II and III. The content of main active ingredients was affected barely by seedlings classification. To ensure the quality, class II seedlings or above should be used for plantation. The established quality classification standard of S. ningpoensis seedlings was scientific and feasible, and provides the basis for the standardized cultivation of S. ningpoensis.
Drugs, Chinese Herbal
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analysis
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standards
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Quality Control
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Scrophularia
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chemistry
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classification
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growth & development
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Seedlings
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chemistry
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growth & development
6.Grades evaluation of Scrophulariae Radix pieces based on quality constant.
Jia SHI ; Li SHEN ; Zhe DENG ; Shu-Hui WANG ; Wen-Jin CUI ; Jun ZHANG ; An LIU
China Journal of Chinese Materia Medica 2019;44(9):1744-1749
The quality constant evaluation method was applied in the grade evaluation of Scrophulariae Radix pieces. Nineteen batches of Scrophulariae Radix were measured for the appearance index. Harpagide and harpagoside were taken as index components for the content determination. The traditional grading standard and the modern quality control index were combined to calculate the quality constant and grade Scrophulariae Radix pieces. The results showed that the quality constants ranged between 156. 75 and 491. 65; according to the percentage mass constants,more than 80% were graded as first-class pieces,50%-80% were graded as second-class pieces,and the rest were graded as third-class pieces. The quality constants of first-class Scrophulariae Radix were >393. 32,that of second-class Scrophulariae Radix was between 245. 83 and 393. 32,and that of third-class Scrophulariae Radix was < 245. 83. The study shows that this method can objectively,reasonably and effectively classify Scrophulariae Radix pieces,and further promote and apply the evaluation method of slice model quality constant to prove the rationality,scientificity and practicability.
Drugs, Chinese Herbal
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standards
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Plant Roots
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chemistry
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Quality Control
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Scrophularia
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chemistry
7.Preparation and quality standard of standard decoction of Scrophulariae Radix pieces.
Hong-Bo XU ; Chun-Hui GAO ; Xing-Hang CAI ; Kang YANG ; Yu ZHANG ; Juan-Juan WANG ; Huai-Li XU ; Lu ZHANG ; Su-Yun CHEN ; Zhi-Shu TANG
China Journal of Chinese Materia Medica 2019;44(12):2493-2498
The standard decoction of Chinese herbal decoction pieces is a standard reference substance to measure whether different dosage forms of Chinese medicine are basically consistent with those of clinical decoction,and provides new ideas and methods for effectively solving the problems of uneven quality in Chinese medicine dispensing granules. In this study,a systematic method for evaluating the quality of Scrophulariae Radix decoction was established from the perspective of " standard decoction",providing reference for the quality control of the Scrophulariae Radix dispensing granules. 15 batches of Scrophulariae Radix decoction pieces from different origins were collected,and 15 batches of standard decoctions were prepared according to the standardized process with water as solvent.Harpagide and harpagoside were used as quantitative detection indicators to determine the content,calculate the transfer rates and determine the extraction rate. The high performance liquid chromatography( HPLC) was used to establish a standard decoction fingerprint analysis method. The results showed that the transfer rates of harpagide and harpagoside in 15 batches of Scrophulariae Radix pieces standard decoction were( 70. 84±13. 39) % and( 48. 56±6. 40) % respectively; the extraction rate was( 57. 47±5. 89) %. Nine peaks were identified in the HPLC fingerprint,and the similarity was higher than 0. 97 between the fingerprints of 15 batches of standard decoction and the control fingerprint. In this study,the preparation process of standard decoction of Scrophulariae Radix pieces conformed to the traditional decoction preparation method. The sources of the samples were representative,and the established fingerprint method was stable and feasible,which can provide reference for the preparation and quality control of Scrophulariae Radix dispensing granules.
Chromatography, High Pressure Liquid
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Drugs, Chinese Herbal
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standards
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Plant Roots
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chemistry
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Quality Control
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Scrophularia
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chemistry
8.A new triterpenoid tetrasaccharide from the root of Scrophularia ningpoensis.
Liu-qiang ZHANG ; Fu-jiang GUO ; Shun-chun WANG ; Yi-ming LI
Acta Pharmaceutica Sinica 2012;47(10):1358-1362
A new oleanane-type triterpenoid glycoside, 3beta-O-(f-D-xylopyranosyl-(1-->2)-[beta-D-glucopyranosyl (1-->4)-beta-D-glucopyranosyl-(1 -->3)]-beta-D-fucopyranosyl-11, 13(18) diene-olean-23alpha, 28 diol (1), along with three known phenylethyl glycosides (2-4), was isolated from the root of traditional Chinese medicine Scrophularia ningpoensis. Among them, compounds 2 and 3 were obtained from Scrophularia genus for the first time. The structure of compound 1 was elucidated on the basis of spectroscopic method including 1D, 2D NMR and HR-ESI-MS.
Drugs, Chinese Herbal
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chemistry
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isolation & purification
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Glycosides
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chemistry
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isolation & purification
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Molecular Structure
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Plant Roots
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chemistry
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Plants, Medicinal
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chemistry
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Scrophularia
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chemistry
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Triterpenes
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chemistry
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isolation & purification
9.Determination of five compounds in Scrophularia ningpoensis by HPLC-UV-ELSD.
Xian YANG ; Shuiping YANG ; Xue ZHANG ; Longyun LI
China Journal of Chinese Materia Medica 2009;34(1):68-71
OBJECTIVETo develop an HPLC-UV-ELSD method for the determination of aucubi, harpagide, harpagoside, angoroside C and cinnamic acid in Scrophularia ningpoensis.
METHODThe analytical column was SHIMADZU C18 (4.6 mm x 250 mm, 5 microm). The mobile phase was acetonirile-0.4% acetic acid in a gradient elution. Initial conditions was 5% A; 0-20 min, changed to 10% A; 20-50 min, to 55% A. The flow rate was 0.8 mL x min(-1) and the column temperature was 30 degrees C. The UV detector wavelength was set at 280 nm for harpagoside, angoroside C and cinnamic acid, and the evaporative light-scattering detector (ELSD) drift tube temperature was 105 degrees C, the flow rate of nebulizer gas was 1.2 L x min(-1) for aucubi and harpagide.
RESULTAucubi, harpagide, harpagoside, angoroside C and cinnamic acid was separated well. The linear calibration curves were obtained over of 0.752-13.536 microg for aucubi (r=0.9993, n=6), 0.8280-14.90 microg for harpagide (r=0.9994, n=6), 0.6360-11.45 microg for harpagoside (r=0.9997, n=6), 0.5440- 9.792 microg for angoroside C, (r=0.9997, n=6) and 0.0108-0.1939 microg for cinnamic acid (r=0.9999, n=6). The mean recovers of five compounds were 98.12%, 99.14%, 100.21%, 98.17% and 100.35% with RSD of 2.3%, 1.5%, 1.9%, 1.7% and 0.5%.
CONCLUSIONThis method could simultaneously determinate the content of the five compounds in the S. ningpoensis.
Chromatography, High Pressure Liquid ; Linear Models ; Organic Chemicals ; analysis ; Reproducibility of Results ; Scrophularia ; chemistry ; Sensitivity and Specificity ; Ultraviolet Rays
10.Structural characterization and identification of major constituents in radix scrophulariae by HPLC coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry.
You-Hua CHEN ; Jin QI ; Jing HUA ; Bo-Yang YU
Chinese Journal of Natural Medicines (English Ed.) 2014;12(1):47-54
AIM:
To analyze the major constituents in Radix Scrophulariae (Scrophularia ningpoensis).
METHOD:
Radix Scrophulariae was analyzed by HPLC coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (ESI-Q-TOF MS/MS). Compounds were separated by HPLC using a C18 column and gradient elution of acetonitrile and 0.1 % (V/V) acetic acid-water. Negative ion mode was employed.
RESULTS:
A total of thirty-six compounds, including fourteen iridoid glycosides, nineteen phenylpropanoid glycosides, and three organic acids, were identified from Radix Scrophulariae based on the accurate mass measurement of precursor and product ions. Twenty-one of the constituents were identified by comparing their retention times (tR) and ESI-MS/MS data with those of reference standards and/or previous publications, while another fifteen compounds were tentatively identified or deduced according to their Q-TOF MS/MS data which afforded sufficient structural information.
CONCLUSION
It is believed that this study is useful for the identification of constituents in Radix Scrophulariae, as well as related plants and complex prescriptions.
Chromatography, High Pressure Liquid
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Drugs, Chinese Herbal
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chemistry
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Molecular Structure
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Plant Roots
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chemistry
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Scrophularia
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chemistry
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Spectrometry, Mass, Electrospray Ionization
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Tandem Mass Spectrometry