Aim To analyse the constituents of the essential oils extracted from the buds of Tussilago farfara L. in the GAP Bases of Traditional Chinese Medical Materials and provide scientific basis for quality control. Methods...Aim To analyse the constituents of the essential oils extracted from the buds of Tussilago farfara L. in the GAP Bases of Traditional Chinese Medical Materials and provide scientific basis for quality control. Methods The essential oils were extracted by water-steam distillation and separated by GC capillary column chromatography. The components were quantitatively determined by normalization, and identified by GC-MS. Results GC-MS exhibited 259 peaks and 65 compounds were identified, accounting for 84.62% of the total essential oil. Conclusion In the total essential oil contained in the buds of Tussilago farfara L., copaene （2.36%）, （ ＋ ） -Epi-bicyclosesquiphellandrene （ 3.91% ）, γ- elemene （2.18%）, fl-bisabolene （ 13.93% ）, spathulenol （ 3.44% ） as the sesquiterpenes and its derivatives, and 1-undecene （4.83%）, （ E）-cycloundecene （8.49%）, bicycle [ 10. 1.0] tridec-l-ene （ 1. 45% ）, 1-tridecene （3.44%）, （Z）-7,11-dimethyl-3-methylene-1,6,10-dodecatriene （2.66%）, 1- pentadecene （4.57%）, [ 1R-（ 1R^＊, 4Z, 9S^＊ ） ]-4,11,11-trimethyl-8-methylene-bicyclo [ 7.2.0] undec-4-ene （ 1.03% ）, 6,6-dimethyl-2-methylene-7-（ 3-oxobutylidene ）-oxepan-3-ylmethyl acetic acid ester （2.02%）, 1, E-11, Z-13-heptadecatriene （ 3.72% ）, （ Z, Z, Z） -9,12,15-octadecatrien-l-ol （ 1.85% ）, 3,7,11-trimethyl-dodeca-2,4,6,10-tetraenal （ 1.31% ）, n-hexadecanoic acid （ 3.12% ） , （Z, Z） -9,12-octadecadienoic acid （2.26%）, （ Z, Z, Z） -9,12,15-octadecatrienoic acid methyl ester （ 1.12% ） , heneicosane （ 1.82% ）, and pentacosane （ 1.03% ） are the main components.展开更多
Aim To study the chemical constituents of the flower buds of Tussilago farfara L. in the China National GAP Base of Traditional Chinese Materia Medica and provide scientific basis for quality control. Methods The cons...Aim To study the chemical constituents of the flower buds of Tussilago farfara L. in the China National GAP Base of Traditional Chinese Materia Medica and provide scientific basis for quality control. Methods The constituents were separated and purified by different chromatographic methods, and their structures were elucidated by IR, MS and NMR techniques. Results Twenty eight compounds were isolated from the flower buds of T. farfara. Their structures were identified as n- heptacosane （1）, bis（2-ethylhexyl）phthalate （2）, 7β-[3＇-ethylcrotonoyloxy]-1α-[2＇-methylbutyryloxy]-3,14-dehydro-Z-notonipetranone （3）, 7β-[3＇-ethylcrotonoyloxy]-1α-[2＇-methylbutyryloxy]-3,14-dehydro-E-notonipetranone （4）, tussilagone （5）, dibutyl phthalate （6）, bauer-7-ene-3β,16α-diol （7）, isobauerenol （8）, stigmasterol （9）, β-sitosterol （10）, 2,2-dimethyl-6-acetylchromanone （11）, n- hexadecanoic acid （12）, 7β-hydroxysitosterol （13）, 7α-hydroxysitosterol （14）, 7,14-bisdesacylnotonipetrone （15）, 2,3- dihydroxypropylpalmitate （16）, daucosterol （17）, 6-hydroxy-2,6-dimethylhept-2-en-4-one （18）, ferulic acid （19）, isoferulic acid （20）, caffeic acid （21）, α-D-glucose （22）, sucrose （23）, phthalic acid （24）, p-hydroxybenzoic acid （25）, gallic acid （26）, uridine （27）, and adenosine （28）. Conclusion Compounds 1, 12-16, 18 and 20 were obtained from the genus Tussilago for the first time.展开更多
Two new sesquiterpenes, named tussilagonone (1) and neotussilagolactone (2), together with two known sesquiterpenes (3) and (4) and two phthalic acid derivatives (5) and (6), were isolated from the flower buds of Tu...Two new sesquiterpenes, named tussilagonone (1) and neotussilagolactone (2), together with two known sesquiterpenes (3) and (4) and two phthalic acid derivatives (5) and (6), were isolated from the flower buds of Tussilago farfara . The structures of (1) and (2) were determined on the basis of spectroscopic analyses. Compounds (1) and (2) exhibited activities against platelet aggregation caused by platelet activating factor.展开更多
The flower bud of Tussilago farfara L.,also known as Farfarae Flos(FF),is commonly used in the traditional Chinese medicine(TCM)for the treatment of cough,bronchitis and asthmatic disorders.In this study,26 samples fr...The flower bud of Tussilago farfara L.,also known as Farfarae Flos(FF),is commonly used in the traditional Chinese medicine(TCM)for the treatment of cough,bronchitis and asthmatic disorders.In this study,26 samples from five provinces across northern China were collected,and internal transcribed spacer-polymerase chain reaction(ITS-PCR)coupled with high performance liquid chromatography(HPLC)fingerprint profiling was used for the quality evaluation of FF.The results of the ITS sequence analysis showed the high similarity values among these samples.ITS2 sequence exhibited less molecular diversity compared with ITS1,and no obvious correlation was found between the variation of ITS with the production areas or cultivation methods.The results of HPLC fingerprints in combination with the similarity analysis suggested that relative contents of phenylpropanoids and flavonoids varied among the 26 FF samples,and there was also no obvious difference among the different habitats.The phenylpropanoids and the flavonoids showed similar fluctuating patterns,and positive correlation among them was also observed.The results presented in this study suggested that FF from different habits showed high similarities,and ITS-PCR coupled with HPLC fingerprint profiling could be used as a valuable approach for the quality evaluation of FF.展开更多
Chemical fractionation of the n-BuOH partition,which was generated from the EtOH extract of the flower buds of Tussilago farfara,afforded a series of polar constituents including four new sesquiterpenoids(1-4),one new...Chemical fractionation of the n-BuOH partition,which was generated from the EtOH extract of the flower buds of Tussilago farfara,afforded a series of polar constituents including four new sesquiterpenoids(1-4),one new sesquiterpenoid glucoside(5)and one known analogue(6)of the eudesmane type,as well as five known quinic acid derivatives(7-11).Structures of the new compounds were unambiguously characterized by detailed spectroscopic analyses,with their absolute configurations being established by A-ray crystallography,electronic circular dichroism(ECD)calculation and induced ECD experiments.The inhibitory effect of all the isolates against LPS-induced NO production in murine RAW264.7 macrophages was evaluated,with isochlorogenic acid A(7)showing significant inhibitory activity.展开更多
Precision-cut liver slice has been successfully used to study the mechanism of drug-induced hepatotoxicity, the prediction of liver toxicity, the discovery of early hepatic toxicity biomarker and the metabolism of dru...Precision-cut liver slice has been successfully used to study the mechanism of drug-induced hepatotoxicity, the prediction of liver toxicity, the discovery of early hepatic toxicity biomarker and the metabolism of drug in liver. We detected the expression of CYP3A4, CYP2B1 + CYP2B2 and CYP2E1 in precision-cut liver slice after co-cultured with monocrotaline or Tussilago farfara alkaloids to investigate the hepatotoxicity mechanism of those drugs. After co-culturing with monocrotaline or Tussilago farfara alkaloids for 6 hours, the expression of CYP3A4 in the microsome of precision-cut liver slices was detected by Western blot, and the expressions of CYP2B1 + CYP2B2 and CYP2E1 were detected by immunofluorescence. The results showed that monocrotaline induced the expression of CYP3A4 and CYP2B1 + CYP2B2, and Tussilago farfara alkaloids obviously up-regulated the expression of CYP2E1 and CYP3A4. Thus, we conclude that the up-regulation of CYP3A4, CYP2B1 + CYP2B2 and CYP2E1 may be one of the toxic mechanisms of liver injury of those drugs.展开更多
Objective： To investigate the effects of the flower buds extract of Tussilago farfara Linné（Farfarae Flos; FF） on focal cerebral ischemia through regulation of inflammatory responses in activated microglia. Me...Objective： To investigate the effects of the flower buds extract of Tussilago farfara Linné（Farfarae Flos; FF） on focal cerebral ischemia through regulation of inflammatory responses in activated microglia. Methods： Brain ischemia was induced in Sprague-Dawley rats by a transient middle cerebral artery occlusion（t MCAO） for 90 min and reperfusion for 24 h. Twenty rats were randomly divided into 4 groups（n=5 per group）： normal, t MCAO-induced ischemic control, t MCAO plus FF extract 300 mg/kg-treated, and t MCAO plus MK-801 1 mg/kg-treated as reference drug. FF extract（300 mg/kg, p.o.） or MK-801（1 mg/kg, i.p.） was administered after reperfusion. Brain infarction was measured by 2,3,5,-triphenyltetrazolium chloride staining. Neuronal damage was observed by haematoxylin eosin, Nissl staining and immunohistochemistry using anti-neuronal nuclei（Neu N）, anti-glial fibril ary acidic protein（GFAP）, and antiCD11 b/c（OX42） antibodies in ischemic brain. The expressions of inducible nitric oxide synthase（i NOS）, tumor necrosis factor（TNF-α）, and hypoxia-inducible factor-1 a（HIF-1α） were determined by Western blot. BV2 microglial cel s were treated with FF extract or its main bioactive compound, tussilagone with or without lipopolysaccharide（LPS）. Nitric oxide（NO） production was measured in culture medium by Griess assay. The expressions of i NOS, COX-2 and pro-inflammatory cytokines mRNA were analyzed by reverse transcription-polymerase chain reaction. The expression of i NOS, and COX-2 proteins, the phosphorylation of ERK1/2, JNK, and p38 MAPK and the nuclear expression of NF-κB p65 in BV2 cells were determined by Western blot. Results： FF extract significantly decreased brain infarctions in ischemic rats（P〈0.01）. The neuronal death and the microglia/astrocytes activation in ischemic brains were inhibited by FF extract. FF extract also suppressed i NOS, TNF-α, and HIF-1α expression in ischemic brains. FF extract（0.2 and 0.5 mg/m L, P〈0.01） and tussilagone 20 and 50 μmol/L, P〈0.01） significantly decreased LPS-induced NO production in BV2 microglia through downregulation of i NOS m RNA and protein expression. FF extract and tussilagone significantly inhibited LPS-induced expression of TNF-α, IL-1β, and IL-6 m RNA, and also suppressed the phosphorylation of ERK1/2, JNK and p38 MAPK and the nuclear expression of NF-κB in a dosedependent manner. Conclusion： FF extract has a neuroprotective effect in ischemic stroke by the decrease of brain infarction, and the inhibition of neuronal death and microglial activation-mediated inflammatory responses.展开更多
目的预测款冬花止咳化痰主要活性成分的作用靶点,探讨其多成分-多靶点-多通路的作用机制。方法采用网络药理学方法针对已报道的款冬花中酚酸类、苯丙素类及倍半萜类主要成分(绿原酸、3,5-二咖啡酰基奎尼酸、3,4-二咖啡酰基奎尼酸、4,5-...目的预测款冬花止咳化痰主要活性成分的作用靶点,探讨其多成分-多靶点-多通路的作用机制。方法采用网络药理学方法针对已报道的款冬花中酚酸类、苯丙素类及倍半萜类主要成分(绿原酸、3,5-二咖啡酰基奎尼酸、3,4-二咖啡酰基奎尼酸、4,5-二咖啡酰基奎尼酸、芦丁、咖啡酸、槲皮素、金丝桃苷、山柰酚、β-谷甾醇、款冬酮、款冬素酯),依据反向药效团匹配方法预测款冬花活性成分靶点。通过Coo LGe N数据库中已批准的止咳化痰药物靶基因的比对筛选,借助MAS 3.0生物分子功能软件进行靶点信息注释,通过Systems Dock Web Site软件将款冬花成分与靶点进行分子对接,采用Cytoscape软件构建款冬花成分-靶点-通路网络。结果网络分析表明款冬花活性成分涉及白细胞介素-2(IL-2)、环氧合酶-2(COX-2)、人核糖核酸酶A3(RNASE3)等18个靶点及信号转导-炎症-能量代谢等相关生物过程和代谢通路。结论款冬花止咳化痰作用体现了中药多成分、多靶点、多途径的作用特点,该研究为深入阐释款冬花止咳化痰作用机制提供科学依据。展开更多
文摘Aim To analyse the constituents of the essential oils extracted from the buds of Tussilago farfara L. in the GAP Bases of Traditional Chinese Medical Materials and provide scientific basis for quality control. Methods The essential oils were extracted by water-steam distillation and separated by GC capillary column chromatography. The components were quantitatively determined by normalization, and identified by GC-MS. Results GC-MS exhibited 259 peaks and 65 compounds were identified, accounting for 84.62% of the total essential oil. Conclusion In the total essential oil contained in the buds of Tussilago farfara L., copaene （2.36%）, （ ＋ ） -Epi-bicyclosesquiphellandrene （ 3.91% ）, γ- elemene （2.18%）, fl-bisabolene （ 13.93% ）, spathulenol （ 3.44% ） as the sesquiterpenes and its derivatives, and 1-undecene （4.83%）, （ E）-cycloundecene （8.49%）, bicycle [ 10. 1.0] tridec-l-ene （ 1. 45% ）, 1-tridecene （3.44%）, （Z）-7,11-dimethyl-3-methylene-1,6,10-dodecatriene （2.66%）, 1- pentadecene （4.57%）, [ 1R-（ 1R^＊, 4Z, 9S^＊ ） ]-4,11,11-trimethyl-8-methylene-bicyclo [ 7.2.0] undec-4-ene （ 1.03% ）, 6,6-dimethyl-2-methylene-7-（ 3-oxobutylidene ）-oxepan-3-ylmethyl acetic acid ester （2.02%）, 1, E-11, Z-13-heptadecatriene （ 3.72% ）, （ Z, Z, Z） -9,12,15-octadecatrien-l-ol （ 1.85% ）, 3,7,11-trimethyl-dodeca-2,4,6,10-tetraenal （ 1.31% ）, n-hexadecanoic acid （ 3.12% ） , （Z, Z） -9,12-octadecadienoic acid （2.26%）, （ Z, Z, Z） -9,12,15-octadecatrienoic acid methyl ester （ 1.12% ） , heneicosane （ 1.82% ）, and pentacosane （ 1.03% ） are the main components.
基金The National High-Tech"863"Project(Grant No.2004AA2Z3730-07)State Projects of the Tenth-Five-year Plan(Grant No.2001-BA701A62-11).
文摘Aim To study the chemical constituents of the flower buds of Tussilago farfara L. in the China National GAP Base of Traditional Chinese Materia Medica and provide scientific basis for quality control. Methods The constituents were separated and purified by different chromatographic methods, and their structures were elucidated by IR, MS and NMR techniques. Results Twenty eight compounds were isolated from the flower buds of T. farfara. Their structures were identified as n- heptacosane （1）, bis（2-ethylhexyl）phthalate （2）, 7β-[3＇-ethylcrotonoyloxy]-1α-[2＇-methylbutyryloxy]-3,14-dehydro-Z-notonipetranone （3）, 7β-[3＇-ethylcrotonoyloxy]-1α-[2＇-methylbutyryloxy]-3,14-dehydro-E-notonipetranone （4）, tussilagone （5）, dibutyl phthalate （6）, bauer-7-ene-3β,16α-diol （7）, isobauerenol （8）, stigmasterol （9）, β-sitosterol （10）, 2,2-dimethyl-6-acetylchromanone （11）, n- hexadecanoic acid （12）, 7β-hydroxysitosterol （13）, 7α-hydroxysitosterol （14）, 7,14-bisdesacylnotonipetrone （15）, 2,3- dihydroxypropylpalmitate （16）, daucosterol （17）, 6-hydroxy-2,6-dimethylhept-2-en-4-one （18）, ferulic acid （19）, isoferulic acid （20）, caffeic acid （21）, α-D-glucose （22）, sucrose （23）, phthalic acid （24）, p-hydroxybenzoic acid （25）, gallic acid （26）, uridine （27）, and adenosine （28）. Conclusion Compounds 1, 12-16, 18 and 20 were obtained from the genus Tussilago for the first time.
文摘Two new sesquiterpenes, named tussilagonone (1) and neotussilagolactone (2), together with two known sesquiterpenes (3) and (4) and two phthalic acid derivatives (5) and (6), were isolated from the flower buds of Tussilago farfara . The structures of (1) and (2) were determined on the basis of spectroscopic analyses. Compounds (1) and (2) exhibited activities against platelet aggregation caused by platelet activating factor.
基金National Natural Science Foundation China(Grant No.31270008 and 81973466)National Standardization Program of Traditional Chinese Medicine(Grant No.ZYBZH-Y-JIN-34)。
文摘The flower bud of Tussilago farfara L.,also known as Farfarae Flos(FF),is commonly used in the traditional Chinese medicine(TCM)for the treatment of cough,bronchitis and asthmatic disorders.In this study,26 samples from five provinces across northern China were collected,and internal transcribed spacer-polymerase chain reaction(ITS-PCR)coupled with high performance liquid chromatography(HPLC)fingerprint profiling was used for the quality evaluation of FF.The results of the ITS sequence analysis showed the high similarity values among these samples.ITS2 sequence exhibited less molecular diversity compared with ITS1,and no obvious correlation was found between the variation of ITS with the production areas or cultivation methods.The results of HPLC fingerprints in combination with the similarity analysis suggested that relative contents of phenylpropanoids and flavonoids varied among the 26 FF samples,and there was also no obvious difference among the different habitats.The phenylpropanoids and the flavonoids showed similar fluctuating patterns,and positive correlation among them was also observed.The results presented in this study suggested that FF from different habits showed high similarities,and ITS-PCR coupled with HPLC fingerprint profiling could be used as a valuable approach for the quality evaluation of FF.
基金This work was supported by the Natural Science Foundation of Shandong Province(No.JQ201721)the Young Taishan Scholars Program(No.tsqn20161037)Innovation Team Project of Jinan Science&Technology Bureau(No.2018GXRC003).
文摘Chemical fractionation of the n-BuOH partition,which was generated from the EtOH extract of the flower buds of Tussilago farfara,afforded a series of polar constituents including four new sesquiterpenoids(1-4),one new sesquiterpenoid glucoside(5)and one known analogue(6)of the eudesmane type,as well as five known quinic acid derivatives(7-11).Structures of the new compounds were unambiguously characterized by detailed spectroscopic analyses,with their absolute configurations being established by A-ray crystallography,electronic circular dichroism(ECD)calculation and induced ECD experiments.The inhibitory effect of all the isolates against LPS-induced NO production in murine RAW264.7 macrophages was evaluated,with isochlorogenic acid A(7)showing significant inhibitory activity.
文摘Precision-cut liver slice has been successfully used to study the mechanism of drug-induced hepatotoxicity, the prediction of liver toxicity, the discovery of early hepatic toxicity biomarker and the metabolism of drug in liver. We detected the expression of CYP3A4, CYP2B1 + CYP2B2 and CYP2E1 in precision-cut liver slice after co-cultured with monocrotaline or Tussilago farfara alkaloids to investigate the hepatotoxicity mechanism of those drugs. After co-culturing with monocrotaline or Tussilago farfara alkaloids for 6 hours, the expression of CYP3A4 in the microsome of precision-cut liver slices was detected by Western blot, and the expressions of CYP2B1 + CYP2B2 and CYP2E1 were detected by immunofluorescence. The results showed that monocrotaline induced the expression of CYP3A4 and CYP2B1 + CYP2B2, and Tussilago farfara alkaloids obviously up-regulated the expression of CYP2E1 and CYP3A4. Thus, we conclude that the up-regulation of CYP3A4, CYP2B1 + CYP2B2 and CYP2E1 may be one of the toxic mechanisms of liver injury of those drugs.
基金Supported by the grant from Ministry of Food and Drug Safety in 2014(No.12172MFDS989)Republic of Korea
文摘Objective： To investigate the effects of the flower buds extract of Tussilago farfara Linné（Farfarae Flos; FF） on focal cerebral ischemia through regulation of inflammatory responses in activated microglia. Methods： Brain ischemia was induced in Sprague-Dawley rats by a transient middle cerebral artery occlusion（t MCAO） for 90 min and reperfusion for 24 h. Twenty rats were randomly divided into 4 groups（n=5 per group）： normal, t MCAO-induced ischemic control, t MCAO plus FF extract 300 mg/kg-treated, and t MCAO plus MK-801 1 mg/kg-treated as reference drug. FF extract（300 mg/kg, p.o.） or MK-801（1 mg/kg, i.p.） was administered after reperfusion. Brain infarction was measured by 2,3,5,-triphenyltetrazolium chloride staining. Neuronal damage was observed by haematoxylin eosin, Nissl staining and immunohistochemistry using anti-neuronal nuclei（Neu N）, anti-glial fibril ary acidic protein（GFAP）, and antiCD11 b/c（OX42） antibodies in ischemic brain. The expressions of inducible nitric oxide synthase（i NOS）, tumor necrosis factor（TNF-α）, and hypoxia-inducible factor-1 a（HIF-1α） were determined by Western blot. BV2 microglial cel s were treated with FF extract or its main bioactive compound, tussilagone with or without lipopolysaccharide（LPS）. Nitric oxide（NO） production was measured in culture medium by Griess assay. The expressions of i NOS, COX-2 and pro-inflammatory cytokines mRNA were analyzed by reverse transcription-polymerase chain reaction. The expression of i NOS, and COX-2 proteins, the phosphorylation of ERK1/2, JNK, and p38 MAPK and the nuclear expression of NF-κB p65 in BV2 cells were determined by Western blot. Results： FF extract significantly decreased brain infarctions in ischemic rats（P〈0.01）. The neuronal death and the microglia/astrocytes activation in ischemic brains were inhibited by FF extract. FF extract also suppressed i NOS, TNF-α, and HIF-1α expression in ischemic brains. FF extract（0.2 and 0.5 mg/m L, P〈0.01） and tussilagone 20 and 50 μmol/L, P〈0.01） significantly decreased LPS-induced NO production in BV2 microglia through downregulation of i NOS m RNA and protein expression. FF extract and tussilagone significantly inhibited LPS-induced expression of TNF-α, IL-1β, and IL-6 m RNA, and also suppressed the phosphorylation of ERK1/2, JNK and p38 MAPK and the nuclear expression of NF-κB in a dosedependent manner. Conclusion： FF extract has a neuroprotective effect in ischemic stroke by the decrease of brain infarction, and the inhibition of neuronal death and microglial activation-mediated inflammatory responses.
文摘目的预测款冬花止咳化痰主要活性成分的作用靶点,探讨其多成分-多靶点-多通路的作用机制。方法采用网络药理学方法针对已报道的款冬花中酚酸类、苯丙素类及倍半萜类主要成分(绿原酸、3,5-二咖啡酰基奎尼酸、3,4-二咖啡酰基奎尼酸、4,5-二咖啡酰基奎尼酸、芦丁、咖啡酸、槲皮素、金丝桃苷、山柰酚、β-谷甾醇、款冬酮、款冬素酯),依据反向药效团匹配方法预测款冬花活性成分靶点。通过Coo LGe N数据库中已批准的止咳化痰药物靶基因的比对筛选,借助MAS 3.0生物分子功能软件进行靶点信息注释,通过Systems Dock Web Site软件将款冬花成分与靶点进行分子对接,采用Cytoscape软件构建款冬花成分-靶点-通路网络。结果网络分析表明款冬花活性成分涉及白细胞介素-2(IL-2)、环氧合酶-2(COX-2)、人核糖核酸酶A3(RNASE3)等18个靶点及信号转导-炎症-能量代谢等相关生物过程和代谢通路。结论款冬花止咳化痰作用体现了中药多成分、多靶点、多途径的作用特点,该研究为深入阐释款冬花止咳化痰作用机制提供科学依据。
