1.Analysis of four flavonoids in Lysimachia clethroides using ionic liquid-assisted extraction.
Jin-feng WEI ; Zhi-juan ZHANG ; Dong-dong LI ; Wei LIU ; Wen-yi KANG
China Journal of Chinese Materia Medica 2015;40(7):1305-1310
In order to established a method for simultaneous determination of isoquercitrin, astragaline, quercetin and kaempferol in Lysimachia clethroides, the ionic liquid 1-hexyl-3-methylimidazolium hexafluorophosphate ([HMIM]PF6) methanol was used as the ultrasound-assisted extraction solvent combing with RP-HPLC. A Purospher star RP-C1 column was used with the mobile phase of aceto- nitrile, methanol and 0. 4% phosphate acid by gradient elution at the detection wavelength of 360 nm. The flow rate was 0.7 mL x min(-1), and the column temperature was the room temperature. Under the optimized conditions, the linear ranges were 2.54 x 10(-2)-2. 54, 2.50 x 10(-2)- 2.50, 1.54 x 10(-3)-0.154, 1.49 x 10(-3)-0.149 microg for isoquercitrin, astragaline, quercetin and kaempferol, respectively. The average recoveries of the four constituents were 101.1%, 98.90%, 101.0%, 101.6%, respectively. The method was green, simple, rapid and accurate, and provided a valid method for analysis of isoquercitrin, astragaline, quercetin and kaempferol in L. clethroides.
Chemical Fractionation
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instrumentation
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methods
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Chromatography, High Pressure Liquid
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Drugs, Chinese Herbal
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analysis
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isolation & purification
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Flavonoids
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analysis
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isolation & purification
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Ionic Liquids
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chemistry
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Primulaceae
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chemistry
2.Flavonol glycosides from Lysimachia clethroides.
Dong LIANG ; Yan-Fei LIU ; Zhi-You HAO ; Huan LUO ; Yan WANG ; Chun-Lei ZHANG ; Qing-Jian ZHANG ; Ruo-Yun CHEN ; De-Quan YU
China Journal of Chinese Materia Medica 2015;40(1):103-107
Eleven flavonol glycosides were isolated from the ethanol extract of Lysimachia clethroides by a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, and reversed-phase HPLC. Their structures were identified as astragalin (1), isoquercitrin (2), isorhamnetin-3-O-β-D-glucopyranoside (3), quercetin-3-O-β-D-6"-acetylglucopyranoside (4), quercetin-7-O-β-D-glucopyranoside (5), prunin (6), 2-hydroxynaringin-5-O-β-D-glucopyranoside (7), kaempferol-3-O-rutinonoside (8), kaempferol-3-O-robinobioside (9), rutin (10) and kaempferol-3,7-di-O-β-D-glucopyranoside (11). Among them, compounds 4, 7 and 11 were obtained from the Lysimachia genus for the first time, while compounds 3, 5 and 9 were firstly reported from this plant. In the preliminary assays, compounds 2, 6 and 8 possessed significant inhibition against aldose reduc- tase, with IC50 values of 2.69, 1.00, 1.80 μmol · L(-1), respectively; none of compounds 1-11 exhibited obvious cytotoxic activity (IC50 > 10 μmol · L(-1)).
Drugs, Chinese Herbal
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chemistry
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Flavonols
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chemistry
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Glycosides
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chemistry
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Molecular Structure
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Primulaceae
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chemistry
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Spectrometry, Mass, Electrospray Ionization
3.Optimization for ISSR-PCR system of traditional Chinese medicine Lysimachia christinae by orthogonal design.
Feng-Ming REN ; Kai-Zhi HU ; Yan-Qin LIU ; Yan-Xiang JIAO ; Jie LIU ; Min LUO ; Jian QUAN
China Journal of Chinese Materia Medica 2014;39(12):2233-2238
In order to establish the stable andreliable ISSR-PCR System of Lysimachia christinae, L16 (4(5)) orthogonal design, which based on 7 levels of single factor experiment, were used in this study. The variance analysis was carried out by SPSS 19.0, and 5 main factors affecting the reaction system were optimized in 4 levels. The best annealing temperature was selected by the optimized reaction system. And the stability and reliability of this system was tested by 23 samples from different origins. The results showed that the five factors (DNA template, primer, dNTP, Mg2+ and Taq enzyme) were the most impacts on the amplified results of ISSR-PCR of L. christinae. The order of the influence was: primer > Taq enzyme > DNA template > Mg2+ > dNTP. The optimal system, which was determined by multiple comparison on different levels of each factor, was total volume of 25 microL, including DNA template 60 ng, primer 0.3 micromol x L(-1), dNTP 0.2 mmol x L(-1), Mg2+ 1.8 mmol x L(-1), Taq enzyme 1.25 U. The optimal system was stable and reliable tested by 23 samples from different origins. This study lays the foundation for genetic diversity analysis, fine varieties selection and molecular identification of L. christinae, and provides reference for optimization on ISSR-PCR system of other speciesin future.
DNA Primers
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genetics
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DNA, Plant
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genetics
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Drugs, Chinese Herbal
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chemistry
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classification
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Microsatellite Repeats
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Polymerase Chain Reaction
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methods
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Primulaceae
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classification
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genetics
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Quality Control
4.Phenolic constituents from Lysimachia patungensis.
Peng ZENG ; Yong ZHANG ; Chen PAN ; Qi JIA ; Fu-Jiang GUO ; Wei-Liang ZHU ; Yi-Ming LI ; Kai-Xian CHEN
Acta Pharmaceutica Sinica 2013;48(3):377-382
To study the chemical constituents of Lysimachia patungensis Hand.-Mazz., silica gel column chromatography, reverse phase ODS column chromatography, MCI and Sephadex LH-20, were used to separate the 95% EtOH extract of the whole plant of Lysimachia patungensis Hand.-Mazz.. The structures of the isolated compounds have been established on the basis of chemical and NMR spectroscopic evidence as well as ESI-MS in some cases. Twelve phenolic compounds were obtained and identified as quercetin-3, 3'-di- O-alpha-L-rhamnoside (1), myricetrin (2), quercitrin (3), rutin (4), 2-hydroxynaringenin-4'-O-glucopyranoside (5), naringenin 7-O-glucopyranoside (6), liquiritin apioside (7), licochalcone B (8), tetrahydroxymethoxy chalcone (9), methyl-p-coumarate (10), 2, 4, 6-trihydroxy acetophenone-2-O-glucopyranoside (11) and vaccihein A (12). Among them, compound 1 is a new compound, and compounds 5, 11 and 12 are isolated from the genus Lysimachia L. for the first time, and the others are isolated from the plant for the first time.
Chalcones
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chemistry
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isolation & purification
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Cinnamates
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chemistry
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isolation & purification
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Molecular Structure
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Phenols
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chemistry
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isolation & purification
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Plants, Medicinal
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chemistry
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Primulaceae
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chemistry
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Quercetin
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analogs & derivatives
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chemistry
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isolation & purification
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Rutin
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chemistry
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isolation & purification
5.Flavonoid glycosides from Androsace umbellata.
Jun LEI ; Yunchuan XIAO ; Wenjing WANG ; Zhen XI ; Min YU ; Jing HUANG
China Journal of Chinese Materia Medica 2011;36(17):2353-2357
OBJECTIVETo study the chemical constituents of Androsace umbellata.
METHODMany chromatography means were used in separation and purification, and the structures of all compounds were identified by the means of spectroscopic analysis and physico-chemical properties.
RESULT10 compounds were elucidated as kaempferol 3-O-(3-O-acetyl-)-alpha-L-rhamnopyranoside(1), kaempferol 3-O-(2-O-acetyl-)-alpha-L-rhamnopyranoside(2), kaempferol 7-O-alpha-L-rhamnopyranoside(3), kaempferol 3-O-alpha-L- rhamnopyranoside(4), kaempferol 3-O-beta-D-glucopyranoside(5), kaempferol 3-O-(3-O-acetyl-)-a-L-rhamnopyranosyl-7-O-alpha-L- rhamnopyranoside(6), kaempferml 3-O-(4-O-acetyl-)-alpha-L-rhamnopyranosyl-7-O-alpha-L-rhamnopyranoside(7), quercetin 3-O-alpha-L- rhamnopyranoside(8), quercetin 3-O-beta-D-glucopyranoside(9) and myricetin 3-O-beta-D-glucopyranoside (10), respectively.
CONCLUSIONAll compounds were obtained from the title plant for the first time.
Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Flavonoids ; chemistry ; isolation & purification ; Glycosides ; chemistry ; isolation & purification ; Molecular Structure ; Primulaceae ; chemistry
6.Anti-obesity effects of Lysimachia foenum-graecum characterized by decreased adipogenesis and regulated lipid metabolism.
Jong Bae SEO ; Sung Sik CHOE ; Hyun Woo JEONG ; Sang Wook PARK ; Hyun Jung SHIN ; Sun Mi CHOI ; Jae Young PARK ; Eun Wook CHOI ; Jae Bum KIM ; Dong Seung SEEN ; Jae Yeon JEONG ; Tae Gyu LEE
Experimental & Molecular Medicine 2011;43(4):205-215
Lysimachia foenum-graecum has been used as an oriental medicine with anti-inflammatory effect. The anti-obesity effect of L. foenum-graecum extract (LFE) was first discovered in our screening of natural product extract library against adipogenesis. To characterize its anti-obesity effects and to evaluate its potential as an anti-obesity drug, we performed various obesity-related experiments in vitro and in vivo. In adipogenesis assay, LFE blocked the differentiation of 3T3-L1 preadipocyte in a dose-dependent manner with an IC50 of 2.5 microg/ml. In addition, LFE suppressed the expression of lipogenic genes, while increasing the expression of lipolytic genes in vitro at 10 microg/ml and in vivo at 100 mg/kg/day. The anti-adipogenic and anti-lipogenic effect of LFE seems to be mediated by the inhibition of PPARgamma and C/EBPalpha expression as shown in in vitro and in vivo, and the suppression of PPARgamma activity in vitro. Moreover, LFE stimulated fatty acid oxidation in an AMPK-dependent manner. In high-fat diet (HFD)-induced obese mice (n = 8/group), oral administration of LFE at 30, 100, and 300 mg/kg/day decreased total body weight gain significantly in all doses tested. No difference in food intake was observed between vehicle- and LFE-treated HFD mice. The weight of white adipose tissues including abdominal subcutaneous, epididymal, and perirenal adipose tissue was reduced markedly in LFE-treated HFD mice in a dose-dependent manner. Treatment of LFE also greatly improved serum levels of obesity-related biomarkers such as glucose, triglycerides, and adipocytokines leptin, adiponectin, and resistin. All together, these results showed anti-obesity effects of LFE on adipogenesis and lipid metabolism in vitro and in vivo and raised a possibility of developing LFE as anti-obesity therapeutics.
3T3-L1 Cells
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Adipogenesis/*drug effects
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Adipose Tissue/drug effects/metabolism
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Adipose Tissue, White
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Animals
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Anti-Obesity Agents/administration & dosage/pharmacology/*therapeutic use
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Body Weight/drug effects
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CCAAT-Enhancer-Binding Protein-alpha/genetics
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Cell Differentiation/drug effects
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Eating/drug effects
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Fatty Acids/metabolism
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Gene Expression/drug effects
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Lipid Metabolism/*drug effects
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Lipids
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Lipogenesis/drug effects
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Mice
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Mice, Inbred C57BL
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Obesity/prevention & control
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PPAR gamma/antagonists & inhibitors/genetics
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Plant Extracts/*pharmacology
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Plants, Medicinal
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Primulaceae/*chemistry
7.Flavonoids of Lysimachia paridiformis var. stenophylla.
Yuanhu ZHANG ; Li HE ; Huanyu GUAN ; Jiming ZHANG ; Xiaosheng YANG
China Journal of Chinese Materia Medica 2010;35(14):1824-1826
Nine flavonoids were isolated and identified as luteolin (1), luteolin-4'-O-beta-D-glucoside (2), acacetin-7-O-beta-D-glucoside (3), rutin (4), acacetin (5), quercetin (6), quercetin-3-O-beta-D-glucoside (7), kaempferol-3-O-beta-D-glucoside (8), Isorhamnetin-3-O-beta-D-glucoside(9) from Lysimachia paridiformis var. stenophylla, and all these compounds were isolated from this plant for the first time.
Antioxidants
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analysis
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isolation & purification
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Drugs, Chinese Herbal
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analysis
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isolation & purification
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Flavonoids
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analysis
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isolation & purification
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Primulaceae
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chemistry
8.Phytochemical investigation on Lysimachia fortunei.
Xin-An HUANG ; Jia-Zhong CAI ; Ying-Jie HU ; Yu-Hu ZHANG
China Journal of Chinese Materia Medica 2007;32(7):596-599
OBJECTIVETo investigate the chemical constituents in the ethyl acerate extract of Lysimachia fortunei.
METHODThe compounds were isolated by silica gel chromatography, and their structures were elucidated by NMR data and references.
RESULTNine natural constituents were isolated, and their structures were identified as 9, 19-cyclolanost-24-en-3-one (1), 24-ethyl-5alpha-cholesta-7, 22(E)-dien-3-one (2), 1-pentatriacontanol (3), beta-stigmasterol (4), 24-ethyl-5alpha-cholesta-7, 22(E)-dien-3beta-ol (5), palmitic acid (6), isorhamnetin (7), kaempferol (8) and quercetin (9) respectively.
CONCLUSIONAll compounds mentioned above were isolated from this plant for the first time, and compound 1, 2 and 5 were obtained from the genus for the first time.
Cholestadienes ; chemistry ; isolation & purification ; Flavonols ; chemistry ; isolation & purification ; Kaempferols ; chemistry ; isolation & purification ; Palmitic Acid ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Primulaceae ; chemistry ; Quercetin ; analogs & derivatives ; Triterpenes ; chemistry ; isolation & purification
9.A new flavonoid from Lysimachia foenum-graecum.
Xiang-ri LI ; Zhi-meng LI ; Shu-shan DU ; Rui-chao LIN
Acta Pharmaceutica Sinica 2007;42(7):747-749
The aim of the study was to look for the chemical constituents of the herb of Lysimachia foenum-graecum. The herb of Lysimachia foenum-graecum was extracted with 70% EtOH. The isolation and purification was performed with a combination of multi-column chromatography and the structure was determined by spectral analysis. The flavonoid compound was obtained and elucidated as kaempferol-7-O(4"-(E)-p-coumaroyl-)-alpha-L-rhmanopyranosyl)-3-O-beta-D-glucopyranosyl (1-->4)-alpha-L-rhmanopyranosyl (1-->2)-beta-D-glucopyranoside. It is a new flavonoid compound.
Flavonoids
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chemistry
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isolation & purification
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Glucosides
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chemistry
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isolation & purification
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Molecular Conformation
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Molecular Structure
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Plant Components, Aerial
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chemistry
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Plants, Medicinal
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chemistry
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Primulaceae
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chemistry
10.Experimental study on the antiviral mechanism of Ceratostigma willmattianum against herpes simplex virus type 1 in vitro.
Tian CHEN ; Wen-xiang JIA ; Fa-long YANG ; Yi XIE ; Wei-qing YANG ; Wei ZENG ; Zai-rong ZHANG ; Hui LI ; Si-ping JIANG ; Zhen YANG ; Jin-rui CHEN
China Journal of Chinese Materia Medica 2004;29(9):882-886
OBJECTIVETo study the antiviral effect and mechanisms of the liquid extract from Ceratostigma willmattianum against herpes simplex virus type 1 (HSV-1) in vitro.
METHODC. willmattianum in various concentration was applied to different steps of HSV-1 replication cycle. 50% Tissue culture infective dose (TCID50), cytopathic effect (CPE), MTT staining method, dot blotting and Northern blotting analysis were used to estimate index of antiviral activity.
RESULT50% Toxic concentration (TC50) was 1077 mg x L(-1), IC50 29.46 mg x L(-1) and therapeutic index (TI) 36.56 in C. willmattianum. TC50 330 mg x L(-1), 50% Inhibiting concentration (IC50) 9.12 mg x L(-1) and TI 36.18 in ACV by MTT staining method. The liquid extract from C. willmattianum had remarkable effect on inhibiting HSV-1 in vitro. Ceratostigma could interfere absorption of HSV-1 to Vero cells to prevent HSV-1 infectivity, inhibit HSV-1 gD DNA replication and HSV-1 gD mRNA expression.
CONCLUSIONC. willmattianum possesses strong anti-HSV-1 activity in vitro. The antiviral mechanisms are related to inhibiting virus absorption, HSV-1 gD gene replication and HSV-1 gD gene transcription.
Animals ; Antiviral Agents ; pharmacology ; Cell Adhesion ; Cercopithecus aethiops ; DNA Replication ; drug effects ; Dose-Response Relationship, Drug ; Drugs, Chinese Herbal ; administration & dosage ; isolation & purification ; pharmacology ; Glycoproteins ; biosynthesis ; genetics ; Herpesvirus 1, Human ; drug effects ; physiology ; Plants, Medicinal ; chemistry ; Primulaceae ; chemistry ; RNA, Messenger ; biosynthesis ; genetics ; Vero Cells ; drug effects ; virology ; Virus Replication ; drug effects

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