1.Studies on chemical constitutes from callus cultures of Stellera chamaejasme.
Lirui QIAO ; Lin YANG ; Dewu ZHANG ; Jianhua ZOU ; Jungui DAI
China Journal of Chinese Materia Medica 2011;36(24):3457-3462
From callus cultures of Stellera chamaejasme, 17 compounds were isolated. Based on their physical and chemical data and spectroscopic analysis, they were identified as syringaresinol (1), medioresinol (2), pinoresinol (3), (1R, 2S, 5R, 6S)- 2-(4- hydroxyphenyl)-6-(3-methoxy-4-hydroxyphenyl)-3, 7-dioxabicyclo [3, 3, 0] octane (4), epipinoresinol (5), caruilignan D (6), 3-oxo-guai-4-ene-11, 12-diol (7), (-) -lariciresinol (8), tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxyphenyl) methyl]-3-furanmethanol (9), 5'-methoxylariciresinol (10), vladinol D (11), cyclo (L-Pro-L-Val) (12), oxomatairesinol (13), (+) -guayarol (14); acutissimalignan B (15), isolariciresinol (16), and beta-sitosterol (17), respectively. Among these compounds, 12 was a cyclodipeptide, 7 was a sesquiterpene, and the others except 17 were lignans. All compounds were first isolated from callus cultures of S. chamaejasme.
Lignans
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analysis
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Thymelaeaceae
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chemistry
2.Correlation of lignans content and antioxidant activities of Schisandra chinensis fruits by using stoichiometry method.
Zifeng PI ; Guangyue HOU ; Jun AI ; Fengrui SONG ; Zhiqiang LIU ; Shuying LIU
China Journal of Chinese Materia Medica 2012;37(8):1133-1139
OBJECTIVETo establish a quick method for evaluation of the antioxidant activities based on the correlation analysis of lignans content and antioxidant activities of Schisandra chinensis fruits.
METHODThe content of five lignans components in 37 batches of S. chinensis fruits from different regions of Jilin province were measured by HPLC. Simultaneously, the antioxidant activities of the above samples were detected, such as lipid peroxidation inhibition activity in liver (LPIL), kidney (LPIK) and brain (LPIB) and the clearance rate of DPPH (CRD). Bivariate correlation analysis and stepwise regression analysis were carried out by the software of SPSS for windows 11.5.
RESULTThe results of bivariate correlation analysis showed that deoxyschizandrin was negative correlation (P<0.01) to the activity of LPIL, LPIB, CRD. Schisandrin was positive correlation (P<0.01) to the activity of LPIL, LPIB, CRD. Schisandrol B was also positive correlation (P<0.05 or P<0.01) to the above four kinds of antioxidant activity. The results of stepwise regression analysis were mostly consistent with the bivariate correlation analysis results. For the other 10 batches of samples, the simulated antioxidant activities according to the regression equation calculated was consistent with the measured activities.
CONCLUSIONBy using the bivariate correlation analysis and linear stepwise regression analysis, the bioactive components related to the antioxidant activity of S. chinensis fruits were found. Meanwhile, the antioxidant activity of samples will be inferred according to the content of Schisandra lignans.
Antioxidants ; chemistry ; Fruit ; chemistry ; Lignans ; chemistry ; Schisandra ; chemistry
3.A new neolignan from fruit of Solanum torvum.
Jin-Sheng LI ; Guang-Yin WANG ; Fu-Jiang GUO ; Yi-Ming LI
China Journal of Chinese Materia Medica 2014;39(14):2670-2673
One new neolignan identified as 2, 3-( trans) -dihydro-2-(4-hydroxy-3-methoxyphenyl) -3-[(beta-D-glucopyranosyloxy) methyl]-7-methoxybenzofuran-5-propenoic acid (1) and five known steroidal glycosides namely torvoside A(2), torvoside C(3), torvoside H(4), solanolactoside A (5), (25S)-6alpha-hydroxy-5alpha-spirostan-3-one-6-0-[alpha-L-rhamnopyranosyl-(1-->3-beta3)-beta-D-D-quinovopyr-anoside] (6) were isolated from the fruits of Solanum torvum. Their structures were elucidated on the basis of 1D, 2D NMR and MS spectroscopic analysis.
Fruit
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chemistry
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Isomerism
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Lignans
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chemistry
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isolation & purification
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Solanum
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chemistry
4.Chemical constituents from roots of Machilus yaoshansis.
Bo LIU ; Mingtao LIU ; Maoluo GAN ; Feng ZHAO ; Xiuli WU ; Yang YU ; Zhenggang YUE ; Sheng LIN ; Sujuan WANG ; Chenggen ZHU ; Jiangong SHI
China Journal of Chinese Materia Medica 2012;37(9):1227-1231
To study chemical constituents contained in ethanol extracts from roots of Machilus yaoshansis. Fifteen compounds were separated from the roots of M. yaoshansis by using various chromatographic techniques. Their structures were identified on the basis of their physicochemical properties and spectral data as twelve lignans(+)-guaiacin (1), kadsuralignan C (2), (+)-isolariciresinol (3), 5'-methoxy-(+)-isolariciresinol (4), (7'S, 8R, 8'R)-lyoniresinol (5), meso-secoisolariciresinol (6), isolariciresinol-9'-O-beta-D-xylopyranoside (7), 5'-methoxy-isolariciresinol-9'-O-beta-D-xylopyranoside (8), lyoniresinol-9'-O-beta-D-xylopyranoside (9), (2R, 3R) -2, 3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-5-(E)-propenylbenzofuran (10), 3, 5'-dimethoxy-4', 7-epoxy-8, 3'-neolignan-4, 9, 9'-triol (11), nectandrin B (12), and three flavanes(+)-catechin (13), (-)-epicatechin (14), and bis-8, 8'-catechinylmethane (15). All of the compounds 1-15 were separated from M. yaoshansis for the first time.
Butylene Glycols
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chemistry
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Catechin
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chemistry
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Lauraceae
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chemistry
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Lignans
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chemistry
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Lignin
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chemistry
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Naphthols
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chemistry
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Plant Roots
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chemistry
5.A new lignan from stems of Sargentodoxa cuneata.
Xian-Da YUAN ; Hui-Min GAO ; Liang-Mian CHEN ; Qi-Wei ZHANG ; Zhi-Min WANG
China Journal of Chinese Materia Medica 2013;38(13):2118-2124
Sargentodoxae Caulis was prepared from the stems of Sargentodoxa cuneata. Twenty compounds from the the stems of S. cuneata collected in Huangshan Mountain, Anhui province, were isolated and purified by column chromatography on macroporous resin (HPD100), silica gel, Sephadex LH-20 and semi-preparative HPLC. Their structures were elucidated on the basis of physico-chemical properties and spectral data analyses as (7R,8S)-3,3 '-5-trimethoxy-4,9-dihydroxy-4',7-expoxy-5',8-lignan-7'-en-9'-oic acid 4-O-beta-D-glucopyranoside(1), 1-O-(vanillic acid) -6-O-vanilloyl-beta-D-glucopyranoside(2), 4-hydroxyphenylethyl-6-O-coumaroyl-beta-D-glucopyranoside(3), citrusin B(4), cinnamoside(5), (-) -isolariciresinol 4'-O-beta-D-glucopyranoside (6), (-) -isolariciresinol 4-O-beta-D-glucopyranoside (7), 1-O-(vanillic acid) -6-(3", 5"-dimethoxy-galloyl) -beta-D-glucopyranoside (8), 4-hydroxyphenyl-ethyl-6-O-(E) -caffeoyl-beta-D-glucopyranoside (9), (-)-syringaresinol 4'-O-beta-D-glucopyranoside (10), (-)-syringaresinol di-O-beta-D-glucopyranoside (11), aegineoside (12), calceolarioside B (13), 4-hydroxy-3-methoxy-acetophenone-4-O-alpha-L-rhamnopyranosyl-(1 --> 6)-beta-D-glucopyranoside (14), 4-hydroxy-3-methoxy-acetophenone-4-O-beta-D-apiofuranosyl-(1 --> 6) -beta-D-glucopyranoside (15), (-) -epicatechin (16), salidroside (17), 3,4-dihydroxy-phenyl ethyl-beta-D-glucopyranoside (18), chlorogenic acid (19) and protocatechuic acid (20). Compound 1 was a new compound and compounds 2-7 were isolated from this plant for the first time.
Lignans
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isolation & purification
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Plant Stems
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chemistry
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Ranunculaceae
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chemistry
6.Changes of lignans' content in stems of Schisandra chinensis.
Junlin YU ; Renshuang SUN ; Yanwu HU ; Jing ZHOU
China Journal of Chinese Materia Medica 2009;34(24):3239-3241
OBJECTIVETo determine lignan content in the vine stem of Schisandra chinensis during 12 months and provide the scientific basis for the development and utilization of the resources.
METHODAnalysis was carried out on an Eclipse XDB C18 column eluted with a mixture of methanol-acetonitrile-water (43: 28: 29) as the mobile phase. The flowrate was 1.0 mL x min(-1), and the detection wavelength was set at 250 nm. Schisandrin, deoxyschizandrin and schisandrin B were used as reference substance, and the external standard method was used.
RESULTThe content of three constituents in the vine stem varied under different months. Schisandrin's maximum is 2.3 mg x g(-1) in December, minimum is 1.4 mg x g(-1) in April. A Deoxyschizandrin's maximum is 0.8 mg x g(-1) in November, minimum is 0.4 mg x g(-1) in March; Schisandrin B's maximum is 3.0 mg x g(-1) in January, minimum is 1.1 mg x g(-1) in April.
CONCLUSIONThe collection seasons for the vine stem of S. chinensis are autumn and winter.
Chromatography, High Pressure Liquid ; Cyclooctanes ; chemistry ; Lignans ; chemistry ; Plant Stems ; chemistry ; Polycyclic Compounds ; chemistry ; Schisandra ; chemistry
7.Quantitative determination of pinoresinol diglucoside in Eucommiae unloads by NIRS.
Wei LI ; Suqin SUN ; Jieping QIN ; Yanhong YI ; Meihua YANG
China Journal of Chinese Materia Medica 2010;35(24):3318-3321
OBJECTIVETo establish a rapid determination method of pinoresinol diglucoside in Eucommiae unloads by near-infrared reflectance spectroscopy (NIRS).
METHODForty-one samples of E. unloads were collected from three different producing areas and their main component, namely pinoresinol diglucoside, was determined by HPLC. Corresponding data of samples were collected from 12 000 to 4 000 cm(-1) by near-infrared reflectance spectroscopy. The spectral pretreatment was optimized by OPUS software and the calibration equations between the content of pinoresinol diglucoside and spectrum data were constructed by partial least squares regression.
RESULTAvailable information could be extracted from spectra in the range from 7 502 to 4 597.6 cm(-1) after corrected by applying second derivative transformation and subtract a linear correction. Cross validation was used to prevent over-fitting. Good correlation existed between pinoresinol diglucoside content and NIR spectra ( R2 = 0.926 4, SEC = 0.029 and SEP = 0.066 2).
CONCLUSIONNIRS calibration equations developed in this study could be applied to the rapid analysis of the pinoresinol diglucoside content.
Eucommiaceae ; chemistry ; Lignans ; analysis ; Spectrophotometry, Infrared ; methods ; Time Factors
8.HPLC determination of six lignans in different parts of Schisandra chinensis.
Pu DING ; Bing WANG ; Xin SONG ; Xian-Kuan LI ; Ting CHEN ; Cong LIU
China Journal of Chinese Materia Medica 2013;38(13):2078-2081
OBJECTIVETo compare the content of six lignans of different parts of Schisandra chinensis.
METHODAgilent TC-C18 (4.6 mm x 250 mm, 5 microm) was used with acetonitrile-water gradient system as mobile phase. Wave length was 250 nm. The flow rate was 1 mL x min(-1). Column temperature was 30 degrees C.
RESULTThe total lignans content of wild Schisandra chinensis was higher than that of the cultivated varieties. The total lignans content of different parts varied significantly, wherein the root > main branch > side branches > leaf.
CONCLUSIONThis method is stable, reliable, can be used for the quality evaluation of different parts of Schisandra.
Chromatography, High Pressure Liquid ; methods ; Lignans ; analysis ; Schisandra ; chemistry
9.A new lignan glycoside from Forsythia suspensa.
Chang LI ; Yi DAI ; Ying-Hui DUAN ; Ming-Li LIU ; Xin-Sheng YAO
Chinese Journal of Natural Medicines (English Ed.) 2014;12(9):697-699
Phytochemical investigation on Forsythia suspensa (Thunb.) Vahl afforded ten compounds, including five lignan glycosides and five phenylethanoid glycosides. The compounds were isolated by using HP-20 macroporous resin, silica gel, octadecyl silica gel (ODS), size exclusion chromatography resin HW-40 chromatography, and preparative HPLC. The structures were established through application of extensive spectroscopic methods, including ESI-MS, 1D-and 2D-NMR spectroscopy. They were identified as forsythialanside E (1), 8'-hydroxypinoresinol-4'-O-β-D-glucoside (2), 8'-hydroxypinoresinol (3), lariciresinol-4'-O-β-D-glucoside (4), lariciresinol-4-O-β-D-glucoside (5), forsythoside H (6), forsythoside I (7), forsythoside F (8), plantainoside B (9), and plantainoside A (10). Compound 1 was a new lignan glycoside.
Forsythia
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chemistry
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Glycosides
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chemistry
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isolation & purification
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Lignans
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chemistry
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isolation & purification
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Molecular Structure
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Plant Extracts
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chemistry
10.Processing Magnoliae Officinalis Cortex with ginger juice: process optimization based on AHP-CRITIC weighting method and composition changes after processing.
Yu-Fang QI ; Xing-Chen FAN ; Si-Chen WANG ; Yu-An SU ; Ke-Wei ZHANG ; Chun-Qin MAO ; Tu-Lin LU
China Journal of Chinese Materia Medica 2023;48(14):3806-3814
The weight coefficients of appearance traits, extract yield of standard decoction, and total content of honokiol and magnolol were determined by analytic hierarchy process(AHP), criteria importance though intercrieria correlation(CRITIC), and AHP-CRITIC weighting method, and the comprehensive scores were calculated. The effects of ginger juice dosage, moistening time, proces-sing temperature, and processing time on the quality of Magnoliae Officinalis Cortex(MOC) were investigated, and Box-Behnken design was employed to optimize the process parameters. To reveal the processing mechanism, MOC, ginger juice-processed Magnoliae Officinalis Cortex(GMOC), and water-processed Magnoliae Officinalis Cortex(WMOC) were compared. The results showed that the weight coefficients of the appearance traits, extract yield of standard decoction, and total content of honokiol and magnolol determined by AHP-CRITIC weighting method were 0.134, 0.287, and 0.579, respectively. The optimal processing parameters of GMOC were ginger juice dosage of 8%, moistening time of 120 min, and processing at 100 ℃ for 7 min. The content of syringoside and magnolflorine in MOC decreased after processing, and the content of honokiol and magnolol followed the trend of GMOC>MOC>WMOC, which suggested that the change in clinical efficacy of MOC after processing was associated with the changes of chemical composition. The optimized processing technology is stable and feasible and provides references for the modern production and processing of MOC.
Ginger
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Magnolia/chemistry*
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Drugs, Chinese Herbal/chemistry*
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Biphenyl Compounds/chemistry*
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Lignans/chemistry*