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.Preparation and in vitro anti-hepatic fibrosis evaluation of herpetone nanosuspensions.
Jie-Jie ZUO ; Cheng-Ying SHEN ; Bao-de SHEN ; Yuan LIU ; Rui-Na ZHONG ; Xiao LIU ; Xiao-Han WANG ; Hai-Long YUAN
China Journal of Chinese Materia Medica 2019;44(6):1164-1169
Herpetone( HPT) is a bioactive lignan extracted from Herpetospermum pedunculosum,which can protect liver,lower aminotransferase and inhibit hepatitis B virus. However,HPT has a poor oral bioavailability due to its poor water solubility. And there is no report about whether HPT has an anti-hepatic fibrosis activity. To improve the dissolution of HPT and study its anti-hepatic fibrosis activity and mechanism,the study group prepared herpetone nanosuspensions( HPT-NS) by the miniaturized media milling method. The formulation and process of HPT-NS were optimized by the single factor experiment. Scanning electron microscopy was used to observe morphology of HPT-NS. Dialysis method was used to study dissolution of HPT-NS in vitro. CCK8 method was used to assess the effect of HPT-NS on proliferation of the rat hepatic stellate cells( HSC-T6). Flow cytometry was used to assess the effect of HPT-NS on apoptosis and cell cycle of HSC-T6. The mean particle size of optimized HPT-NS was( 196±7) nm with a polydispersity index of 0.279±0.009.SEM showed that HPT-NS was in a regular rod shape. The cumulative dissolution rate of HPT-NS reached 93% in 18 h,and was higher than that of herpetone coarse suspensions( HPT-CS,28%). CCK8 experiment showed that the inhibition rate of HPT-NS on HSC-T6 was higher than that of HPT-CS. Flow cytometry showed that HPT-NS could block HSC-T6 cells in G2/M phase and induce apoptosis of HSC-T6 cells,with a significantly stronger effect than HPT-CS. The results revealed that HPT-NS significantly increased the in vitro dissolution of HPT,and enhanced the inhibitive effect on HSC-T6 cell proliferation by blocking cells in the G2/M phase and inducing late apoptosis.
Animals
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Cell Line
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Hepatic Stellate Cells
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Lignans
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Liver Cirrhosis
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Rats
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.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
10.A new lignan glucoside from root of Paeonia lactiflora.
Wan-Chao ZHONG ; Rui LI ; Huan XIA ; Gui-Yang XIA ; Jing-Fang ZHANG ; Gui-Hua TIAN ; Sheng LIN
China Journal of Chinese Materia Medica 2020;45(12):2903-2906
A new lignan glucoside,(+)-fragransin A_2-4-O-β-D-glucopyranoside(1), has been isolated from the dry root of Paeonia lactiflora by column chromatography on silica gel, Sephadex LH-20, and MCI-gel resin, as well as preparative RP-HPLC. The structure of the new compound was elucidated by spectroscopic data analysis(MS, UV, IR, CD, 1 D and 2 D NMR) and chemical method. Compound 1 showed moderate inhibition against lipopolysaccharide induced nitric oxide production in RAW264.7 macrophages, with an IC_(50) value of 21.3 μmol·L~(-1).
Chromatography, High Pressure Liquid
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Glucosides
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Lignans
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Paeonia
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Plant Extracts