1.Component identification and analysis in vivo of Sanhan Huashi formula.
Xu ZHANG ; Yan-Nan KOU ; Chen-Si YAO ; Yan-Yan ZHOU ; Chun-Ying WANG ; Qiao WANG ; Shu-Yi FENG ; Wei-Hao WANG ; Bin YANG ; Min LI
China Journal of Chinese Materia Medica 2023;48(8):2126-2143
Sanhan Huashi formula(SHF) is the intermediate of a newly approved traditional Chinese medicine(TCM) Sanhan Huashi Granules for the treatment of COVID-19 infection. The chemical composition of SHF is complex since it contains 20 single herbal medicines. In this study, UHPLC-Orbitrap Exploris 240 was used to identify the chemical components in SHF and in rat plasma, lung and feces after oral administration of SHF, and heat map was plotted for characterizing the distribution of the chemical components. Chromatographic separation was conducted on a Waters ACQUITY UPLC BEH C_(18)(2.1 mm×100 mm, 1.7 μm) using 0.1% formic acid(A)-acetonitrile(B) as mobile phases in a gradient elution. Electrospray ionization(ESI) source was used to acquire data in positive and negative mode. By reference to quasi-molecular ions and MS/MS fragment ions and in combination with MS spectra of reference substances and compound information in literature reports, 80 components were identified in SHF, including 14 flavonoids, 13 coumarins, 5 lignans, 12 amino-compounds, 6 terpenes and 30 other compounds; 40 chemical components were identified in rat plasma, 27 in lung and 56 in feces. Component identification and characterization of SHF in vitro and in vivo lay foundations for disclosure of its pharmacodynamic substances and elucidation of the scientific connotation.
Rats
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Animals
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Tandem Mass Spectrometry
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Chromatography, High Pressure Liquid/methods*
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Drugs, Chinese Herbal/chemistry*
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COVID-19
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Lignans
2.Lignans from stems and leaves of Cephalotaxus fortunei (Ⅱ).
Jia-Mei TIAN ; Yi-Zhen YUAN ; Jing-Li WANG ; Da-Hong LI ; Jiao BAI ; Hui-Ming HUA
China Journal of Chinese Materia Medica 2023;48(7):1892-1898
The present study aimed to explore the chemical constituents from the stems and leaves of Cephalotaxus fortunei. Seven lignans were isolated from the 75% ethanol extract of C. fortunei by various chromatographic methods, including silica gel, ODS column chromatography, and HPLC. The structures of the isolated compounds were elucidated according to physicochemical properties and spectral data. Compound 1 is a new lignan named cephalignan A. The known compounds were identified as 8-hydroxy-conidendrine(2), isolariciresinol(3), leptolepisol D(4), diarctigenin(5), dihydrodehydrodiconiferyl alcohol 9'-O-β-D-glucopyranoside(6), and dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside(7). Compounds 2 and 5 were isolated from the Cephalotaxus plant for the first time.
Cephalotaxus
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Lignans/analysis*
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Plant Leaves/chemistry*
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Ethanol
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Chromatography, High Pressure Liquid
3.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*
4.A new lignan glucoside from stems and branches of Rhododendron ovatum.
China Journal of Chinese Materia Medica 2023;48(2):415-420
Ten lignans were isolated from the ethanol extract of stems and branches of Rhododendron ovatum through column chromatography over silica gel, ODS, Sephadex LH-20, and MCI-gel resin and semi-preparative RP-HPLC. The structures of all compounds were elucidated by extensive spectroscopic data analysis(UV, IR, HR-ESI-MS, ECD and NMR) as(-)-4-epi-lyoniresinol-9'-O-α-L-rhamnopyranoside(1),(+)-lyoniresinol-3α-O-α-L-rhamnopyranoside(2),(+)-5'-methoxyisolariciresinol-9'-O-α-L-rhamnopyranoside(3),(-)-lyoniresinol-3α-O-β-D-glucopyranoside(4),(+)-lyoniresinol-3α-O-β-D-glucopyranoside(5),(-)-4-epi-lyoniresinol-9'-O-β-D-glucopyransoide(6), racemiside(7), neociwujiaphenol(8),(+)-syringaresinol(9), and homohesperitin(10). Among them, compound 1 was a new aryltetralin-type lignan. All the isolated lignans were tested for antioxidant activities in Fe~(2+)-cysteine induced rat liver microsomal lipid peroxidation in vitro, and compounds 8 and 9 showed antioxidant activities on the formation of malondiadehyde(MDA) in rat liver microsomes at 1×10~(-5) mol·L~(-1), with significant inhibitory rates of 75.20% and 91.12%, respectively.
Animals
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Rats
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Glucosides/chemistry*
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Rhododendron
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Antioxidants/pharmacology*
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Lignans/chemistry*
;
Plant Stems
5.Bioactive neolignans and lignans from the roots of Paeonia lactiflora.
Huan XIA ; Jing-Fang ZHANG ; Ling-Yan WANG ; Gui-Yang XIA ; Ya-Nan WANG ; Yu-Zhuo WU ; Peng-Cheng LIN ; Liang XIONG ; Sheng LIN
Chinese Journal of Natural Medicines (English Ed.) 2022;20(3):210-214
Two new neolignans and one new lignan (1-3) were obtained from the roots of Paeonia lactiflora. Their structures were unambiguously elucidated based on extensive spectroscopic analysis, single-crystal X-ray crystallography, and the calculated and experimental electronic circular dichroism (ECD) spectra. Compound 1 was a racemic mixture and successfully resolved into the anticipated enantiomers via chiral-phase HPLC. Compound 3 demonstrated moderate inhibitory activity against human carboxylesterase 2A1 (hCES2A1) with an IC50 value of 7.28 ± 0.94 μmol·-1.
Chromatography, High Pressure Liquid
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Humans
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Lignans/chemistry*
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Paeonia
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Plant Roots/chemistry*
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Stereoisomerism
6.New oligomeric neolignans from the leaves of Magnolia officinalis var. biloba.
Van-Tuan VU ; Xiao-Juan XU ; Kang CHEN ; Manh-Tuyen NGUYEN ; Bich-Ngoc NGUYEN ; Giang-Nam PHAM ; Ling-Yi KONG ; Jian-Guang LUO
Chinese Journal of Natural Medicines (English Ed.) 2021;19(7):491-499
Six new oligomeric neolignans including two trimeric neolignans (1 and 2) and four dimeric neolignans (3-6) were isolated from the leaves of Magnolia officinalis var. biloba. Their structures were determined based on HR-ESIMS and NMR data, as well as electronic circular dichroism (ECD) calculations. Compound 1 is formed from two obovatol moieties directly linked to an aromatic ring of the remaining obovatol moiety, which is an unprecedented type of linkage between monomers. All isolates were assessed for their inhibitory effects on NO production in LPS-stimulated RAW 264.7 macrophage cells. Compounds 1 and 3 showed significantly inhibitory activities with IC
Animals
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Lignans/pharmacology*
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Magnolia/chemistry*
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Mice
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Molecular Structure
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Phytochemicals/pharmacology*
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Plant Extracts/pharmacology*
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Plant Leaves/chemistry*
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RAW 264.7 Cells
7.Lignans with NO inhibitory activity from Tinospora sinensis.
Jun-Sheng ZHANG ; De-Feng XU ; Xin-Xin CAO ; Yin-Yin WANG ; Hua ZHANG
Chinese Journal of Natural Medicines (English Ed.) 2021;19(7):500-504
Two new lignan glucosides, tinsinlignans A and B (1 and 2), two new oxyneolignans, tinsinlignans C and D (3 and 4), along with one known analogue (5), were isolated from the stems of Tinospora sinensis. The structures of the new compounds were elucidated based on analysis of spectroscopic data, and the absolute configuration of 1 was determined through electronic circular dichroism (ECD) calculation based on the time-dependent density functional theory (TD-DFT). Compounds 1-4 were evaluated for their inhibitory effects on nitric oxide (NO) production induced by lipopolysaccharide (LPS) in murine RAW264.7 macrophage cells and compounds 1 and 2 exhibited moderate inhibitory activities with IC
Animals
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Glucosides/pharmacology*
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Lignans/pharmacology*
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Lipopolysaccharides
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Mice
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Molecular Structure
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Nitric Oxide
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Phytochemicals/pharmacology*
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RAW 264.7 Cells
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Tinospora/chemistry*
8.Analysis of material basis of Schisandrae Chinensis Fructus in different growth stages based on chromatography.
Ming-Jie SONG ; Xuan TENG ; Chang LIU ; Zhi-Man LI ; Yin-Shi SUN
China Journal of Chinese Materia Medica 2021;46(9):2245-2253
Schisandrae Chinensis Fructus in six growth stages was taken as materials to study the species and content changes of material basis, which were detected by UPLC, GC and MS chromatography, including lignans, nucleosides, aroma components and fatty acids. The results showed that the texture, color and taste of Schisandrae Chinensis Fructus in six growth stages were different. On the material basis, 12 lignans were detected by UPLC-MS, and the content of total lignans was higher in the samples from late August to early September, among which the highest content of schisandrin was 0.67%±0.01%, followed by schizandrol B, angeloylgomisin H and schisandrin B, and the total content increased with the maturity of Schisandrae Chinensis Fructus. Thirteen kinds of nucleosides were detected by UPLC. The total nucleoside content was the highest in late July samples, in which the contents of uridine and guanosine were higher and decreased after maturity. Aroma components and fatty acids were identified by GC-MS. A total of 53 aroma components were detected and the highest total content was appeared in late August samples, of which ylangene was higher and bergamotene was followed. A total of 24 kinds of fatty acids were detected. The fruits matured basically in August, and the content of fatty acids in the samples was the highest, among which linoleic acid content was top the list and oleic acid was the second. To sum up, the maturity of Schisandra chinensis fruit is related to the content and variety of various material bases, and the growth period has different influences on the quality of Schisandrae Chinensis Fructus. Therefore, the appropriate harvesting time should be determined according to the change law of target components. The results of this study can provide reference for the quality evaluation of Schisandrae Chinensis Fructus material basis.
Chromatography, Liquid
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Drugs, Chinese Herbal
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Fruit/chemistry*
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Lignans/analysis*
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Schisandra
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Tandem Mass Spectrometry
9.Research progress in application and mechanism of Schisandrae Chinensis Fructus for prevention and treatment of liver diseases.
Wen ZHANG ; Ya-di ZHU ; Qi-Yao ZHANG ; Li-Juan MA ; Ling YANG ; Wen-Zhi GUO ; Guang-Bo GE
China Journal of Chinese Materia Medica 2020;45(16):3759-3769
Schisandra is the mature fruit of Schisandra chinensis(known as "north Schisandra") or S. shenanthera(known as "south Schisandra"). S. chinensis contains a variety of lignans, volatile oils, polysaccharides, organic acids and other chemical constituents; among them, lignans are recognized as the characteristic active components. Clinical studies have found that Schisandra and Schisandra-related products have a better effect in the prevention and treatment of viral hepatitis, drug-induced liver injury, liver cirrhosis, liver failure and other liver diseases. Modern pharmacological studies have demonstrated that Schisandra has a variety of pharmacological activities, such as anti-inflammation, antioxidation, anticancer, regulation of nuclear receptor, antivirus, regulation of cytochrome P450 enzyme, inhibition of liver cell apoptosis and promotion of liver regeneration. This paper reviews the studies about the applications and mechanism of Schisandra in the prevention and treatment of liver diseases, in the expectation of providing guidance for the development of hepatoprotective drugs from Schisandra and the clinical applications of Schisandra-related products.
Chemical and Drug Induced Liver Injury
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Drugs, Chinese Herbal
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Fruit
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chemistry
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Humans
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Lignans
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analysis
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Protective Agents
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Schisandra
10.Research advances in chemical constituents and pharmacological activities of different parts of Eucommia ulmoides.
Cong LIU ; Fei-Fei GUO ; Jun-Ping XIAO ; Jun-Ying WEI ; Li-Ying TANG ; Hong-Jun YANG
China Journal of Chinese Materia Medica 2020;45(3):497-512
To date, 205 compounds have been identified from different medicinal parts of Eucommia ulmoides, including lignans, iridoid terpenoids, phenols, flavonoids, terpenoids and steroids, polysaccharides and others. Their pharmacological effects include blood pressure-lowering, blood sugar-lowering, blood lipids-regulating, prevention of osteoporosis, anti-inflammation, liver protection, anti-cancer and so on. Their efficacy and mechanism from different parts are slightly different. In this paper, the chemical composition, pharmacological action and mechanism of different parts of E. ulmoides were systematically summarized, as well as its quality control and processing research, to provide theoretical basis for further rational development and utilization of E. ulmoides.
Eucommiaceae/chemistry*
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Flavonoids
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Iridoids
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Lignans
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Phenols
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Phytochemicals/pharmacology*
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Plants, Medicinal/chemistry*
;
Polysaccharides
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Steroids
;
Terpenes

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