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imperatorin Is Responsible for the Vasodilatation Activity of Angelica Dahurica var. Formosana Regulated by Nitric Oxide in an Endothelium-Dependent Manner

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Chinese Journal of Integrative Medicine 2009年第6期15卷 442-447页

作者：聂红孟兰贞周玖瑶樊晓峰罗勇张广文 College of Pharmacy Jinan University Guangzhou University of Chinese Medicine Research Center for Analytical Sciences of Northeastern University College of Science and Engineering Jinan University

Objective:To demonstrate the vasodilatation activity of the coumarin-containing Angelica dahurica var.formosana and to further analyze active components in the herb extracts.Methods:(1) The vasodilatation effects induced by different extracts(cyclohexane,ethyl acetate,acetone,methanol,95%ethanol and water) of Angelica dahurica var.formosana on mouse thoracic aorta pre-contracted with phenylephrine were investigated. (2) The amount of imperatorin and isoimperatorin in each extract was measured by high-performance liquid chromatography.(3) The vasodilatation effects of imperatorin and isoimperatorin on mouse thoracic aorta were compared using the same in vitro method.(4) The vasodilatation mechanism of imperatorin in the mouse thoracic aorta pre-contracted with phenylephrine was studied using the methods of denuded endothelium, NG-nitro-L-arginine methylester(L-NAME,a nitric oxide synthase inhibitor),and propranolol.Results:(1) The cyclohexane and ethyl acetate extracts of Angelica dahurica var.formosana decreased the maximal response of phenylephrine-induced mouse thoracic aorta contraction dose-dependently,with 50%inhibiting concentration (IC50) values of 35.3±12.4 mg/L and 40.5±12.0 mg/L,respectively.The vasodilatation effect of imperatorin and isoimperatorin was dose-dependent.(2) The cyclohexane extract,showing the strongest vasodilatation effect,possessed the highest contents of imperatorin(4.09%) and isoimperatorin(0.27%,w/w).There was a correlation between the vasodilatation activity and the contents of imperatorin and isoimperatorin in the extracts. (3) The vasodilatation effect of imperatorin was about 4-fold stronger than that of isoimperatorin.(4) The vasodilatation effect of imperatorin was significantly attenuated to 24.88%±4.06%in the denuded endothelium group compared with the intact endothelium group.And 1 mmol/L L-NAME reduced the imperatorin-induced vasorelaxation by 32.18%±11.29%.Conclusions:The principal effective component of Angelica dahurica var. Formosana was found to be imperatorin.Imperat

关键词： Angelica dahurica var.formosana thoracic aorta vasodilatation imperatorin isoimperatorin high-performance liquid chromatography

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Estrogenic activity of osthole and imperatorin in MCF-7 cells and their osteoblastic effects in Saos-2 cells

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Chinese Journal of Natural Medicines 2016年第6期14卷 413-420页

作者： JIA Min LI Yuan XIN Hai-Liang HOU Ting-Ting ZHANG Nai-Dai XU Hong-Tao ZHANG Qiao-Yan QIN Lu-Ping Department of Pharmacognosy School of Pharmacy Second Military Medical University

There is an increasing interest in phytoestrogens due to their potential medical usage in hormone replacement therapy(HRT). The present study was designed to investigate the in vitro effects of estrogen-like activities of two widespread coumarins, osthole and imperatorin, using the MCF-7 cell proliferation assay and their alkaline phosphatase(ALP) activities in osteoblasts Saos-2 cells. The two compounds were found to strongly stimulate the proliferation of MCF-7 cells. The estrogen receptor-regulated ERα, progesterone receptor(PR) and PS2 m RNA levels were increased by treatment with osthole and imperatorin. All these effects were significantly inhibited by the specific estrogen receptor antagonist ICI182, 780. Cell cycle analysis revealed that their proliferation stimulatory effect was associated with a marked increase in the number of MCF-7 cells in S phase, which was similar to that observed with estradiol. It was also observed that they significantly increased ALP activity, which was reversed by ICI182,780. These results suggested that osthole and imperatorin could stimulate osteoblastic activity by displaying estrogenic properties or through the ER pathway. In conclusion, osthole and imperatorin may represent new pharmacological tools for the treatment of osteoporosis.

关键词： Osthole imperatorin MCF-7 Estrogenic activity Estrogen receptors Osteoblasts Alkaline phosphatase

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Mechanisms of imperatorin on regulating Pglycoprotein in blood-brain barrier based on network pharmacology and in vitro experiment

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中国药理学与毒理学杂志 2023年第S1期37卷 17-18页

作者： SONG Yizhen YIN Wanxin MA Yicong AN Yufan HUANG Jiaqi YAN Zhongjie WU Xiuwen WANG Yuanyu School of Pharmaceutical Sciences Hebei Medical UniversityShijiazhuang 050017China Department of Neurosurgery the Second Hospital of Hebei Medical UniversityShijiazhuang 050000China

OBJECTIVE To explore mecha⁃nisms of imperatorin on regulating P-glycoprotein(P-gp)in blood-brain barrier(BBB)based on net⁃work pharmacology combined with in vitro experi⁃ment.METHODS Drug targets were predicted using the Pharmapper and Swiss targets data⁃bases;disease targets were obtained through the Genecards database;intersections between drugs and disease targets were screened by Cytoscape software;the obtained core targets were used to construct protein-protein interaction(PPI)network,gene ontology(GO)functions,and Kyoto encyclopedia of genes and genomes(KEGG)pathway enrichment analysis.The effects of imperatorin(20,50,100μmol·L^(-1))on P-gp activity were monitored in hCMEC/D3 in vitro BBB model,and the effects of imperatorin on the expression of target proteins were verified using Western blot method.RESULTS 55 drug targets and 3102 disease targets were obtained from the network pharmacology screening,and 37 core targets were obtained after the combination.Enrichment analysis showed that core targets were closely related to chemical synaptic trans⁃mission regulation,neurotransmitter receptor activity,protein kinase regulation activity,G proteincoupled receptor signaling pathway,neural active ligand receptor interaction pathway,PI3K-Akt sig⁃naling pathway,VEGF signaling pathway,etc..In vitro experimental validation suggested that all tested concentration groups of imperatorin signifi⁃cantly reduced the activity and expression of P-gp,which were achieved by significantly downregu⁃lating the phosphorylation levels of PI3K and Akt,and repressing the expression of VEGFR2 pro⁃tein.CONCLUSION Network pharmacology was used to predict the core targets and signaling pathways of imperatorin on regulating P-gp in BBB and relevant validation was conducted through in vitro experiments,providing a refer⁃ence basis for further exploration of the mecha⁃nisms of imperatorin on regulating P-gp in BBB.

关键词： imperatorin blood-brain barrier P-glycoprotein network pharmacology in vitro experiment

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Identification of Herbal Compound imperatorin with Adverse Effects on ANO1 and CFTR Chloride Channels

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Chemical Research in Chinese Universities 2011年第3期27卷 461-463页

作者： HAO Feng YI Fei ZHANG Di N1NG Yan SU Wei-heng FENG Xue-chao YANG Hong MA Tong-hui Membrane Channel Research Laboratory Northeast Normal University Changchun 130024 P. R. China School of Life Sciences Liaoning Normal University Dalian 116029 P. R. China

Calcium-activated chloride channels（CaCCs） are the crucial regulators of transepithelial fluid secretion, smooth muscle contraction and sensory transduction. Recently, compelling evidence has indicated that TMEM16A（ANO1 or anoctamin-1） is a bona fide calcium-acvtivated chloride channel. A few small molecule CaCCs regulators are available for functional and therapeutic studies. We screened 126 natural compounds from Chinese herbs. Screening was performed with an iodide influx assay in Fischer rat thyroid epithelial cells to coexpress ANO1 and an iodide-sensitive fluorescent indicator（EYFP-H148Q/I152L）. imperatorin, a coumarin compound, was identified to inhibit ANO1-mediated chloride transport activated by multiple calcium-elevating agonists. The inhibitory effect is dose-dependent with IC50～14.63 μmol/L. Interestingly, imperatorin activated CFTR chloride channel with EC50～35.52 μmol/L. The adverse effects of imperatorin on CaCC and CFTR chloride channels will make it useful in pharmacological dissection of chloride transport in airway and intestinal epithelium. Further studies are required to evaluate the therapeutic effects of imperatorin on hypertension, asthma and certain tumors.

关键词： Calcium-acvtivated chloride channel（CaCC） ANO1 imperatorin Cystic fibrosis transmembrane conductance regulator（CFTR）

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imperatorin alleviates Aβ-induced spatial learning memory impairment and neuroinflam⁃mation in model mice of Alzheimer disease

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中国药理学与毒理学杂志 2021年第9期35卷 642-643页

作者： WAN Hang-juan LUO Li LIU Xin HE Wei Department of Pharmacology Gannan Medical UniversityKey Laboratory of Cerebrovascular Pharmacology of Jiangxi ProvinceKey Laboratory of Prevention and Treatment of Cardiovascular and Cerebrovascular Diseases of Ministry of Edu-cationGanzhou 341000China

OBJECTIVE To investigate the effects of imperatorin on the spatial learning memory impairment and neuroinflammation in model mice of Alzheimer disease(AD)induced by intracerebroventricular injection of Aβ1-42.METHODS Mouse model of AD was established by injection of Aβ1-42 into the lateral ventricles.Im⁃peratorin(2.5 and 5.0 mg·kg-1,daily)was inject⁃ed by intraperitoneally 1 h after intracerebroven⁃tricular injection for 13 d.The effect of imperato⁃rin on the spatial learning and memory impair⁃ment was assessed by eight arm maze tests.The levels of cytokines TNF-α,IL-1β,IL-6,IL-18 and chemokines MCP-1 in mouse cortex and hip⁃pocampus were detected by ELISA.The protein expression of NF-κB P65,TLR4,MyD88,p-P38,p-ERK,and p-JNK were detected by Western blotting.RESULTS As compared with the AD model group,imperatorin treatment significantly attenuated Aβ1-42-induced spatial learning and memory impairment assessed by eight arm maze tests.In addition,imperatorin significantly reduced the levels of cytokines TNF-α,IL-1β,IL-6,IL-18 and chemokines MCP-1 in the cerebral cortex and hippocampus.Meanwhile,Western blotting results showed that imperatorin treat⁃ment significantly down-regulated the protein expression of NF-κB P65,TLR4,MyD88,p-P38,p-ERK,and p-JNK.CONCLUSION imperatorin has neuroprotective effects in the Aβ1-42 induced AD model mice and its mechanism may be partially associated with the inhibition of inflam⁃matory response in the cortex and hippocampus.

关键词： imperatorin Alzheimer disease Aβ1-42 learning and memory impairment inflam⁃matory response

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Effects of Angelica dahurica on obesity and fatty liver in mice

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Chinese Journal of Natural Medicines 2016年第9期14卷 641-652页

作者： LU Xi YUAN Zhi-Yi YAN Xiao-Jin LEI Fan JIANG Jing-Fei YU Xuan YANG Xiu-Wei XING Dong-Ming DU Li-Jun MOE Key Laboratory of Protein Sciences Laboratory of Molecular Pharmacology and Pharmaceutical Sciences School of Life Sciences Tsinghua University Department of Pharmacology and Pharmaceutical Sciences School of Medicine Tsinghua University School of Pharmaceutical Sciences Beijing University

Angelica dahurica(A. dahurica) is a traditional Chinese medicinal plant being used in clinical practice. The present study demonstrated that A. dahurica could reduce white-fat weight in high-fat-diet hyperlipidemic mice, decrease total cholesterol and triglyceride concentrations in the livers of both high-fat-diet and Triton WR1339 induced hyperlipidemic mice, and enhance the total hepatic lipase activities of them. These findings were further supported by the results derived from the experiments with Hep G2 cells in vitro. In addition, the proteins related to lipids metabolism were investigated using LC-MS/MS, indicating that genes of lipid metabolism and lipid transport were regulated by A. dhurica. The results from LC-MS/MS were further conformed by Western blot and real time PCR assays. A. dahurica could down-regulate the expression of catalase(CAT) and sterol carrier protein2(SCP2) and up-regulate the expression of lipid metabolism related genes-lipase member C(LIPC) and peroxisome proliferator-activated receptor gamma(PPARγ). In the Triton WR1339 mouse liver and Hep G2 cells in vitro, A. dahurica was able to increase the expression of LIPC and PPARγ, confirming the results from in vivo experiments. imperatorin showed the same activity as A. dahurica, suggesting it was one of the major active ingredients of the herb. In conclusion, our work represented a first investigation demonstrating that A. dahurica was able to regulate lipid metabolism and could be developed as a novel approach to fighting against fatty liver and obesity.

关键词： Angelica dahurica imperatorin Hepatic lipases Mouse

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Aflatoxin B1： Toxicity, bioactivation and detoxification in the polyphagous caterpillar Trichoplusia ni

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Insect Science 2013年第3期20卷 318-328页

作者： Ren Sen Zeng Zhimou Wen Guodong Niu R. Berenbaum State Key Laboratory of Conservation and Utilization of Subtropical Agricultural Bio-resources South China Agricultural University Guangzhou China Department of Entomology University of Illinois Urbana Department of Cell and Developmental Biology University of Illinois Urbana Illinois United States

Trichoplusia ni caterpillars are polyphagous foliage-feeders and rarely likely to encounter aflatoxin B1 （AFB1）, a mycotoxin produced by Aspergillus flavus and A. parasiticus, in their host plants. To determine how T. ni copes with AFB 1, we evaluated the toxicity ofAFB 1 to T. ni caterpillars at different developmental stages and found that AFB 1 tolerance significantly increases with larval development. Diet incorporation of AFB 1 at 1μg/g completely inhibited larval growth and pupation of newly hatched larvae, but 3μg/g AFB 1 did not have apparent toxic effects on larval growth and pupation of caterpillars that first consume this compound 10 days after hatching. Piperonyl butoxide, a general inhibitor of cytochrome P450 monooxygenases （P450s）, reduced the toxicity of AFB 1, suggesting that AFB1 is bioactivated in T. ni and this bioactivation is mediated by P450s. Some plant allelochemicals, including flavonoids such as fiavones, furanocoumarins such as xanthotoxin and imperatorin, and furanochromones such as visnagin, that induce P450s in other lepidopteran larvae ameliorated AFBI toxicity, suggesting that P450s are also involved in AFB 1 detoxification in T. ni.

关键词： aflatoxin allelochemical bioactivation cytochrome P450 monooxygenase,flavone Helicoverpa zea imperatorin mycotoxin piperonyl butoxide Trichoplusia ni,visnagin xanthotoxin

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Physicochemical characterization of Baizhi particles by ultrafine pulverization

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International Journal of Minerals,Metallurgy and Materials 2011年第2期18卷 247-251页

作者： Lian-wei Yang Peng Sun Guo-sheng Gai Yu-fen Yang Yu-rong Wang Department of Material Science and Technology Tsinghna University Beijing 100084 China Department of Material Science and Technology Northeastern University at Qinhuangdao Branch Qinlauangdao 066004 China School of Chinese Pharmacy Beijing University of Chinese Medicine Beijing 100029 China

Baizhi, as a medicinal plant, has been demonstrated to be useful for the treatment of aches and pains in China. The physicochemical characterization of Baizhi particles is greatly influenced by ultrafine pulverization. To study the physicochemical characterization of Baizhi, the raw plant material of Baizhi was ground to 6 μm particles by a high speed centrifugal sheering （HSCS） pulverizer. The micron particles were characterized by optical microscopy and scanning electron microscopy （SEM）. imperatorin is one of the active ingredients of Baizhi, and its extraction yield is determined to evaluate the chemical characterization of Baizhi powder. imperatorin was analyzed by high performance liquid chromatography （HPLC）. The results show that after ultrafine pulverization, the plant cell walls are broken into pieces and the extraction yield of imperatorin is increased by 11.93% compared with the normal particles.

关键词： Baizhi physicochemical characterization pulverization imperatorin extraction

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An LC-MS/MS Method for Determination of imperatorin and Isoimperatorin in Rat Plasma and Application to a Pharmacokinetic Study

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Pharmacology & Pharmacy 2013年第5期4卷 417-424页

作者： Junbo Xing Hong Cao Yumin Chen Caihong Shui Tingting Shan Dan Hu Department of Traditional Chinese Medicine Institute for Drug and Instrument Control of Health Department GLD of PLA Beijing China.

A highly sensitive liquid chromatography-tandem mass spectrometric (LC-MS/MS) method was developed for the de-termination of imperatorin and isoimperatorin in rat plasma using psoralen as internal standard. Analyses were performed on a Shimadzu HPLC system using a Shimadzu C18 column eluted with a mobile phase of methanol-water (25:75), containing 0.1% formic acid at a flow rate of 0.4 ml/min. The detection was performed by positive ion elec-trospray ionization in multiple reactions monitoring mode, monitoring the transitions m/z 203→147 and m/z 203→159 for imperatorin and isoimperatorin, respectively. The method was validated over the concentration range of 2.5 -1000.0 ng/mL for imperatorin and isoimperatorin. The limits of detection and quantification were 1.0 and 3.0 ng/mL, repectively for both analytes. The intra-day and inter-day accuracy and precision of the assay were less than 10.9%. This method has been applied successfully to a pharmacokinetic study involving the intragastric administration of extract of Angelicae Dahuricae Radix to rats.

关键词： imperatorin Isoimperatorin LC-MS/MS Pharmacokinetic

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Protective effects of imperatorin against cerebral ischemia/reperfusion-induced oxidative stress through Nrf2 signaling pathway in rats

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中国药理学与毒理学杂志 2017年第10期31卷 988-988页

作者： Wei HE Wei-wei CHEN Xian-hua HUANG Yu-mei ZHOU Fang LIAO Department of Pharmacology Gannan Medical UniversityKey Laboratory of Cerebrovascular Pharmacology of Jiangxi Province

OBJECTIVE To investigates the effects of imperatorin on the oxidative stress in the cerebral cortex and hippocampus after focal cerebral ischemia/reperfusion injury.METHODS Transient focal cerebral ischemia/reperfusion model in male Sprague-Dawley rats was induced by 2 h middle cerebral artery occlusion followed by 24 h reperfusion.imperatorin(1.25 and 2.5 mg·kg-1)or vehicle were administered intraperitoneally at 1,5 and 9 h after the onset of ischemia.At 24 h after reperfusion,the biomarkers of oxidative stress such as the levels of reactive oxygen species(ROS),lipid peroxidation products malondialdehyde(MDA),nitric oxide(NO)and total antioxidant capacity(T-AOC),the activities of inducible nitric oxide synthase(iN OS),superoxide dismutase(SOD)and catalase(CAT)in the cerebral cortex and hippocampus were observed.We also assessed the nuclear factor erythroid 2-related factor 2(Nrf2),heme oxygenase-1(HO-1),and the NAD(P)H-quinone oxidoreductase 1(NQO-1)protein expression by Western blot.RESULTS As compared to vehicle-treated animals,imperatorin treatment significantly reduced the ROS,MDA,NO levels and i NOS activity,increased T-AOC and the activities of SOD and CAT.Furthermore,imperatorin treatment also significantly induced the nuclear translocation of Nrf2,enhanced the protein expression of HO-1 and NQO-1 in the cerebral cortex and hippocampus.CONCLUSION Our findings indicate that imperatorin can protect the brain against the excessive oxidative stress induced by cerebral ischemia/reperfusion through activation of Nrf2 signaling pathway.

关键词： imperatorin cerebral ischemia/reperfusion reactive oxygen species nuclear factor erythroid 2-related factor 2

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