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.Investigation of the hepato - protective activity of lignane from Phyllanthus niruri L. on the hepato - toxic model by D-GaLN/TNF - ?
Pharmaceutical Journal 2005;0(8):10-11
Liver protective achivity of Lignan from Phyllanthus niruri on experimantal model of D.GaIN/TNF. Alpha induced intoxication on liver cells. Phyllanthus niruri is planted in Tuy Hoa in June and harvested in Octorber 2000. Main lignan compronents exerted liver protective activity on experimental model. From these components, nirathin with the lowest concentration had manifested the highest activity
Lignans
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Liver
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Medicine, Traditional
3.Anticholinesterase and Anti-inflammatory Constituents from Beilschmiedia pulverulenta Kosterm.
Wan Mohd Nuzul Hakimi Wan SALLEH ; Farediah AHMAD ; Khong Heng YEN ; Razauden Mohamed ZULKIFLI
Natural Product Sciences 2016;22(4):225-230
Phytochemical investigation from the stem bark of Beilschmiedia pulverulenta resulted in the isolation of five lignans, (+)-yangambin (1), (+)-sesartemin (2), (+)-excelsin (3), (+)-sesamin (4), and (+)-syringaresinol (5), together with lupeol (6), lupenone (7), β-sitosterol (8), and β-sitostenone (9). Their structures were established by the analysis of their spectroscopic (1D and 2D NMR) and spectrometric (MS) data, as well as by comparison with those reported in the literature. The isolated lignans were tested for their anticholinesterase (AChE: acetylcholine esterase and BChE: butyryl cholineesterase) and anti-inflammatory (COX-2: cyclooxygenase-2 and LOX: lipoxygenase) activities. All the isolated lignans (1 – 5) exhibited significant inhibition activities in AChE/BChE and COX-2/LOX assays with IC50 values ranging from 168.8 – 504.2 µM and 21.0 – 59.4 µM, respectively.
Acetylcholine
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Cyclooxygenase 2
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Inhibitory Concentration 50
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Lignans
4.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
5.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
6.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
7.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
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 from Euscaphis konishii.
Jing-Xin CHEN ; Lin NI ; Yao ZHANG ; Jia-Rui FU ; Wei HUANG ; Shuang-Quan ZOU
China Journal of Chinese Materia Medica 2021;46(8):2072-2078
The chemical constituents from the extract of the twigs of Euscaphis konishii with anti-hepatoma activity were investigated, twelve compounds by repeated chromatography with silica gel, Sephadex LH-20 and preparative-HPLC. The structures of the chemical components were elucidated by spectroscopy methods, as konilignan(1),(7R, 8S)-dihydrodehydrodico-niferylalcohol-9-O-β-D-glucopyranoside(2),illiciumlignan B(3),threo-1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1,3-panediol(4),erythro-1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1,3-panediol(5), matairesinol(6), wikstromol(7), isolariciresinol(8),(+)-lyoniresinol(9), 4-ketopinoresinol(10), syringaresin(11), and vladinol D(12). Among them, compound 1 is a new lignan. Compounds 10 and 12 had moderate inhibitory activity on HepG2 cells, with IC_(50) values of 107.12 μmol·L~(-1) and 183.56 μmol·L~(-1), respectively.
Chromatography, High Pressure Liquid
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Lignans/pharmacology*
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Plant Extracts/pharmacology*
10.One new coumarin from seeds of Herpetospermum pedunculosum.
Dan HUANG ; Ying-Xiong MA ; Lin WEI ; Yan SUN ; Qing-Hong ZENG ; Xiao-Zhong LAN ; Zhi-Hua LIAO ; Min CHEN
China Journal of Chinese Materia Medica 2021;46(10):2514-2518
This paper aims to investigate the chemical constituents of the seeds of Herpetospermum pedunculosum. One new coumarin and two known lignans were isolated from the ethanolic extract of the seeds of H. pedunculosum with thin layer chromatography(TLC), silica gel column chromatography, Sephedax LH-20 chromatography, Semi-preparative high performance liquid chromatography and recrystallization, etc. Their structures were elucidated as herpetolide H(1), phyllanglaucin B(2), and buddlenol E(3) by analysis of their physicochemical properties and spectral data. Among them, compound 1 was a new compound, and compounds 2 and 3 were isolated from this genus for the first time. In vitro anti-inflammatory activity test showed that herpetolide H had certain NO inhibitory activity for LPS-induced RAW 264.7 cells, with its IC_(50) value of(46.57±3.28) μmol·L~(-1).
Chromatography, High Pressure Liquid
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Coumarins/pharmacology*
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Cucurbitaceae
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Lignans
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Seeds