基于UPLC-Q-TOF-MS液质联用技术对独活中的化学成分进行分析（英文）
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摘要
独活(Angelicae Pubescentis Radix)作为一种被广泛应用的中药,常用于治疗风湿性疾病。本研究通过运用UPLC-Q-TOF-MS液质联用技术定性分析独活提取物中的化学成分。独活提取物的分离通过Agilent SB-C_(18)色谱柱(1.8μm,2.1 mm×50 mm)经梯度洗脱完成,流动相由0.1%甲酸–水和乙腈组成。通过配有ESI电离源的质谱仪在m/z 100–800全扫描正离子模式下进行数据采集。通过比较一级和二级质谱数据,共鉴定出49个化合物,包括46个香豆素类和3个非香豆素类化合物。其中2个化合物被鉴定为新化合物,isoangenomalin,scoparone,4-methyl-umbelliferyl acetate,suberenol,trans-dehydroosthol和oroselone为首次在独活中发现的化合物。
Angelicae Pubescentis Radix(APR, Duhuo) is a commonly used traditional Chinese medicine and usually used for the treatments of rheumatic diseases. To assess the chemical composition of APR extract, a sensitive and reliable UPLC-Q-TOF-MS method was used for qualitative analysis. The separation was achieved on an Agilent SB-C_(18) column(1.8 μm, 2.1 mm×50 mm) with a gradient elution system consisting of acetonitrile and water containing 0.1% formic acid. An electrospray ionization(ESI) was used for mass spectrometer, and the data were collected in the positive ion mode, which was operated in a full-scan mode at m/z 100–800. A total of 49 compounds including 46 coumarins were identified according to the MS and MS/MS data. Among them, two were new compounds, and isoangenomalin, scoparone, 4-methyl-umbelliferyl acetate, suberenol, trans-dehydroosthol, and oroselone were first reported in APR.
Angelicae Pubescentis Radix(APR, Duhuo) is a commonly used traditional Chinese medicine and usually used for the treatments of rheumatic diseases. To assess the chemical composition of APR extract, a sensitive and reliable UPLC-Q-TOF-MS method was used for qualitative analysis. The separation was achieved on an Agilent SB-C_(18) column(1.8 μm, 2.1 mm×50 mm) with a gradient elution system consisting of acetonitrile and water containing 0.1% formic acid. An electrospray ionization(ESI) was used for mass spectrometer, and the data were collected in the positive ion mode, which was operated in a full-scan mode at m/z 100–800. A total of 49 compounds including 46 coumarins were identified according to the MS and MS/MS data. Among them, two were new compounds, and isoangenomalin, scoparone, 4-methyl-umbelliferyl acetate, suberenol, trans-dehydroosthol, and oroselone were first reported in APR.
引文
[1]Chinese Pharmacopoeia Commission.Pharmacopoeia of the People’s Republic of China.Volume I.Bejing,China:China Medical Science and Technology Press.2015,263.
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[3]Li,R.L.;Zhao,C.;Yao,M.N.;Song,Y.;Wu,Y.;Wen,A.D.Analgesic effect of coumarins from Radix angelicae pubescentis is mediated by inflammatory factors and TRPV1 in a spared nerve injury model of neuropathic pain.J.Ethnopharmacol.2017,195,81-88.
[4]Pei,Y.;Ma,X.D.;Yi,J.;Li,S.;Wang,S.Y.;Ma,J.Effects of Angelica pubescens coumarins on anti-oxidation function and excitatory amino acid glutamic acid content of Parkinson’s rat model.Chin.J.Gerontol.2014,34,1272-1274.
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[6]Liao,J.F.;Jan,Y.M.;Huang,S.Y.;Wang,H.H.;Yu,L.L.;Chen,C.F.Evaluation with receptor binding assay on the water extracts of ten CNS-active Chinese herbal drugs.Proc.Natl.Sci.Counc.Repub.China B.1995,19,151-158.
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[8]Hu,Y.;Zhao,D.;Zhang,X.D.;Sun,D.;Hao,H.G.;Yang,J.X.Different extracts of Angelica pubescens inhibit H2O2-induced SH-SY5Y cells injury.Chin.J.Exp.Tradit.Med.Form.2013,19,184-188.
[9]Zhu,M.D.;Cui,J.P.;Wang,C.X.The experimental study of the intervention effect of Duhuo on immune damage of model rats suffering from Alzheimer.Liaoning J.Tradit.Chin.Med.2011,38,2085-2086.
[10]Lyu,S.;Ji,B.;Gao,W.W.;Chen,X.Q.;Xie,X.T.;Zhou,J.J.Effects of Angelicae Pubescentis and Loranthi Decotion on repairing knee joint cartilages in rats.J.Orthop.Surg.Res.2017,12,189.
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[14]Sumiyoshi,M.;Sakanaka,M.;Taniguchi,M.;Baba,K.;Kimura,Y.Anti-tumor effects of various furocoumarins isolated from the roots,seeds and fruits of Angelica and Cnidium species under ultraviolet A irradiation.J.Nat.Med.2014,68,83-94.
[15]Hornick,A.;Lieb,A.;Vo,N.P.;Rollinger,J.M.;Stuppner,H.;Prast,H.The coumarin scopoletin potentiates acetylcholine release from synaptosomes,amplifies hippocampal long-term potentiation and ameliorates anticholinergic-and age-impaired memory.Neuroscience.2011,197,28092.
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[17]Panno,M.L.;Giordano,F.;Mastroianni,F.;Palma,M.G.;Bartella,V.;Carpino,A.;Aquila,S.;Andò,S.Breast cancer cell survival signal is affected by bergapten combined with an ultraviolet irradiation.FEBS Lett.2010,584,2321-2326.
[18]Wang,B.;Liu,X.H.;Zhou,A.;Meng,M.;Li,Q.L.Simultaneous analysis of coumarin derivatives in extracts of Radix Angelicae pubescentis(Duhuo)by HPLC-DAD-ESI-MSn technique.Anal.Methods.2014,6,7996-8002.
[19]Shipchandler,M.;Soine,T.O.Coumarins.VI.A revised structure of columbianin and pertinent mass spectral studies.J.Pharm.Sci.1968,57,747-752.
[20]Ge,A.H.;Ma,W.F.;Wang,C.P.;Li,J.;He,J.;Liu,E.W.;Adelakum,T.A.;Zhang,B.L.;Gao,X.M.;Chang,Y.X.Ultra high performance liquid chromatography with photodiode array detector and quadrupole time-of-flight tandem mass spectrometry coupled with discriminant analysis to evaluate Angelicae pubescentis radix from different regions.J.Sep.Sci.2014,37,2523-2534.
[21]Wang,X.J.;Lv,H.;Sun,H.;Liu,L.;Sun,W.J.;Cao,H.X.Development of a rapid and validated method for investigating the metabolism of scoparone in rat using ultra-performance liquid chromatography/electrospray ionization quadruple time-of-flight mass spectrometry.Rapid.Commun.Mass Spectrom.2007,21,3883-3890.
[22]Avula,B.;Chittiboyina,A.G.;Wang,Y.H.;Sagi,S.;Raman,V.;Wang,M.;Khan,I.A.Simultaneous Determination of Aegeline and Six Coumarins from Different Parts of the Plant Aegle marmelos Using UHPLC-PDA-MS and Chiral Separation of Aegeline Enantiomers Using HPLC-To F-MS.Planta.Med.2016,82,580-588.
[23]Ammar,S.;del Mar Contreras,M.;Belguith-Hadrich,O.;Segura-Carretero,A.;Bouaziz,M.Assessment of the distribution of phenolic compounds and contribution to the antioxidant activity in Tunisian fig leaves,fruits,skins and pulps using mass spectrometry-based analysis.Food Funct.2015,6,3663-3677.
[24]Gao,D.;Wang,B.J.;Huo,Z.P.;He,Y.;Polachi,N.;Lei,Z.D.;Liu,X.X.;Song,Z.H.;Qi,L.W.Analysis of chemical constituents in an herbal formula Jitong Ning Tablet.J.Pharm.Biomed.Anal.2017,140,301-312.
[25]Yang,Y.F.;Zhang,L.;Yang,X.W.Distribution Assessments of Coumarins from Angelicae Pubescentis Radix in Rat Cerebrospinal Fluid and Brain by Liquid Chromatography Tandem Mass Spectrometry Analysis.Molecules.2018,23,E225.
[26]Yang,Y.F.;Zhang,L.;Zhang,Y.B.;Yang,X.W.Simultaneous assessment of absorption characteristics of coumarins from Angelicae Pubescentis Radix:In vitro transport across Caco-2 cell and in vivo pharmacokinetics in rats after oral administration.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2017,1060,308-315.
[27]Li,J.;Chan,W.Investigation of the biotransformation of osthole by liquid chromatography/tandem mass spectrometry.J.Pharm.Biomed.Anal.2013,74,156-161.
[28]Liu,J.H.;Zschocke,S.;Reininger,E.;Bauer,R.Comparison of Radix Angelicae pubescentis and SubstitutesConstituents and Inhibitory Effect on 5-lipoxygenase and Cyclooxygenase.Pharmaceutical.Biology.1998,36,207-216.
[29]Liu,J.H.;Xu,S.X.;Yao,X.S.;Kobayashi,H.Angelol-type coumarins from Angelica pubescence F.biserrata and their inhibitory effect on platelet aggregation.Phytochemistry.1995,39,1099-1101.
[30]Liu,Z.G.;Jiang,M.Y.;Lu,X.M.;Qin,F.;Song,Y.;Wen,J.;Li,F.M.Simultaneous determination of pimpinellin,isopimpinellin and phellopterin in rat plasma by a validated UPLC-MS/MS and its application to a pharmacokinetic study after administration of Toddalia asiatica extract.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2012,891-892,102-108.
[31]Smyth,T.J.;Ramachandran,V.;Brooks,P.;Smyth,W.F.Investigation of antibacterial phytochemicals in the bark and leaves of Ficus coronata by high-performance liquid chromatography-electrospray ionization-ion trap mass spectrometry(HPLC-ESI-MSn)and ESI-MS(n).Electrophoresis.2012,33,713-718.
[32]Lee,M.K.;Ling,J.H.;Chun,M.H.;Jeong,J.H.;Na,Y.C.;Lee,K.W.;Jung,J.H.;Hong,J.Simultaneous determination of biological marker compounds in Ostericum koreanum by HPLC method and discrimination by principal component analysis.Bull Korean Chem.Soc.2008,29,2465-2470.
[33]Chen,Y.;Fan,G.;Zhang,Q.;Wu,H.;Wu,Y.Fingerprint analysis of the fruits of Cnidium monnieri extract by high-performance liquid chromatography-diode array detection-electrospray ionization tandem mass spectrometry.J.Pharm.Biomed.Anal.2007,43,926-936.
[34]Chen,Y.;Fan,G.R.;Zhang,Q.Y.;Wu,H.L.;Wu,Y.T.Determination of volatile flavor components in danggui cultivars by solvent free injection and hydrodistillation followed by gas chromatographic-mass spectrometric analysis.J.Chromatogr.A.2006,1116,259-264.
[35]Song,G.S.;Jin,M.M.;Du,Y.F.;Cao,L.;Xu,H.UPLC-QTOF-MS/MS based screening and identification of the metabolites in rat bile after oral administration of imperatorin.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2016,1022,21-29.
[36]Ngo,L.;Tran,P.;Ham,S.H.;Cho,J.H.;Cho,H.Y.;Lee,Y.B.Simultaneous determination of imperatorin and its metabolite xanthotoxol in rat plasma and urine by LC-MS/MS and its application to pharmacokinetic studies.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2017,1044-1045,30-38.
[37]Huo,H.L.;Jia,P.P.;Zhang,X.X.;Zhang,Z.Y.;Yang,H.T.;Zhang,Q.Y.;Shi,H.;Zhang,L.T.Tentative identification of new metabolites of cnidilin by liquid chromatography-mass spectrometry.J.Chromatogr.BAnalyt.Technol.Biomed.Life Sci.2015,995-996,85-92.
[38]Yang,X.W.;Liu,Y.F.;Tao,H.Y.;Yang,Z.;Xiao,S.Y.GC-MS analysis of essential oils from Radix Angelicae Pubescentis.China J.Chin.Mater.Med.2006,31,663-666.
[39]Yang,X.W.;Zhang,P.;Tao,H.Y.;Jiang,S.Y.;Zhou,Y.GC-MS analysis of essential oil constituents from Rhizome and Root of Notopterygium incisum.J.Chin.Pharm.Sci.2006,15,172-177.
[40]Wu,X.W.;Zhang,Y.B.;Zhang,L.;Yang,X.W.Simultaneous quantification of 33 active components in Notopterygii Rhizoma et Radix using ultra high performance liquid chromatography with tandem mass spectrometry.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2018,1092,244-251.
[41]Yang,Y.F.;Xu,W.;Song,W.;Ye,M.;Yang,X.W.Transport of Twelve Coumarins from Angelicae Pubescentis Radix across a MDCK-p Ha MDR Cell Monolayer-An in Vitro Model for Blood-Brain Barrier Permeability.Molecules.2015,20,11719-11732.
[42]Dresler,S.;Bogucka-Kocka,A.;Ková?ik,J.;Kubrak,T.;Strzemski,M.;Wójciak-Kosior,M.;Rysiak,A.;Sowa,I.Separation and determination of coumarins including furanocoumarins using micellar electrokinetic capillary chromatography.Talanta.2018,187,120-124.
[43]Deng,G.G.;Yang,X.W.;Zhang,Y.B.;Xu,W.;Wei,W.;Chen,T.L.Chemical constituents from lipophilic parts in roots of Angelica dahurica var.formosana cv.Chuanbaizhi.China J.Chin.Mater.Med.2015,40,2148-2156.
[2]Li,X.R.;Wang,J.N.;Gao,L.Anti-inflammatory and analgesic activity of R.A.P.(Radix Angelicae Pubescentis)ethanol extracts.Afr.J.Tradit.Complement.Altern.Med.2013,10,422-426.
[3]Li,R.L.;Zhao,C.;Yao,M.N.;Song,Y.;Wu,Y.;Wen,A.D.Analgesic effect of coumarins from Radix angelicae pubescentis is mediated by inflammatory factors and TRPV1 in a spared nerve injury model of neuropathic pain.J.Ethnopharmacol.2017,195,81-88.
[4]Pei,Y.;Ma,X.D.;Yi,J.;Li,S.;Wang,S.Y.;Ma,J.Effects of Angelica pubescens coumarins on anti-oxidation function and excitatory amino acid glutamic acid content of Parkinson’s rat model.Chin.J.Gerontol.2014,34,1272-1274.
[5]Liu,J.H.;Zschocke,S.;Reininger,E.;Bauer,R.Inhibitory effects of Angelica pubescens f.biserrata on 5-lipoxygenase and cyclooxygenase.Planta Med.1998,64,525-529.
[6]Liao,J.F.;Jan,Y.M.;Huang,S.Y.;Wang,H.H.;Yu,L.L.;Chen,C.F.Evaluation with receptor binding assay on the water extracts of ten CNS-active Chinese herbal drugs.Proc.Natl.Sci.Counc.Repub.China B.1995,19,151-158.
[7]Pei,Y.;Li,D.X.;Sun,S.H.Experimental study on the effect of Radix Angelicae Pubescentis and its alcohol extract on apoptosis of brain cells in nature aging mice.Chin.J.Gerontol.2005,8,959.
[8]Hu,Y.;Zhao,D.;Zhang,X.D.;Sun,D.;Hao,H.G.;Yang,J.X.Different extracts of Angelica pubescens inhibit H2O2-induced SH-SY5Y cells injury.Chin.J.Exp.Tradit.Med.Form.2013,19,184-188.
[9]Zhu,M.D.;Cui,J.P.;Wang,C.X.The experimental study of the intervention effect of Duhuo on immune damage of model rats suffering from Alzheimer.Liaoning J.Tradit.Chin.Med.2011,38,2085-2086.
[10]Lyu,S.;Ji,B.;Gao,W.W.;Chen,X.Q.;Xie,X.T.;Zhou,J.J.Effects of Angelicae Pubescentis and Loranthi Decotion on repairing knee joint cartilages in rats.J.Orthop.Surg.Res.2017,12,189.
[11]Liu,J.H.;Zschocke,S.;Bauer,R.A Polyacetylenic acetate and a coumarin from Angelica pubescens f.biserrata.Phytochemistry.1998,49,211-213.
[12]Mirunalini,S.;Krishnaveni,M.Coumarin:a plant derived polyphenol with wide biomedical applications.Int.J.Pharm.Technol.Res.2011,3,1693-1696.
[13]Kao,S.J.;Su,J.L.;Chen,C.K.;Yu,M.C.;Bai,K.J.;Chang,J.H.;Bien,M.Y.;Yang,S.F.;Chien,M.H.Osthole inhibits the invasive ability of human lung adenocarcinoma cells via suppression of NF-κB-mediated matrix metalloproteinase-9 expression.Toxicol.Appl.Pharmacol.2012,261,105-115.
[14]Sumiyoshi,M.;Sakanaka,M.;Taniguchi,M.;Baba,K.;Kimura,Y.Anti-tumor effects of various furocoumarins isolated from the roots,seeds and fruits of Angelica and Cnidium species under ultraviolet A irradiation.J.Nat.Med.2014,68,83-94.
[15]Hornick,A.;Lieb,A.;Vo,N.P.;Rollinger,J.M.;Stuppner,H.;Prast,H.The coumarin scopoletin potentiates acetylcholine release from synaptosomes,amplifies hippocampal long-term potentiation and ameliorates anticholinergic-and age-impaired memory.Neuroscience.2011,197,28092.
[16]Jeong,H.J.;Na,H.J.;Kim,S.J.;Rim,H.K.;Myung,N.Y.;Moon,P.D.;Han,N.R.;Seo,J.U.;Kang,T.H.;Kim,J.J.;Choi,Y.;Kang,I.C.;Hong,S.H.;Kim,Y.A.;Seo,Y.W.;Kim,H.M.;Um,J.Y.Anti-inflammatory effect of Columbianetin on activated human mast cells.Biol.Pharm.Bull.2009,32,1027-1031.
[17]Panno,M.L.;Giordano,F.;Mastroianni,F.;Palma,M.G.;Bartella,V.;Carpino,A.;Aquila,S.;Andò,S.Breast cancer cell survival signal is affected by bergapten combined with an ultraviolet irradiation.FEBS Lett.2010,584,2321-2326.
[18]Wang,B.;Liu,X.H.;Zhou,A.;Meng,M.;Li,Q.L.Simultaneous analysis of coumarin derivatives in extracts of Radix Angelicae pubescentis(Duhuo)by HPLC-DAD-ESI-MSn technique.Anal.Methods.2014,6,7996-8002.
[19]Shipchandler,M.;Soine,T.O.Coumarins.VI.A revised structure of columbianin and pertinent mass spectral studies.J.Pharm.Sci.1968,57,747-752.
[20]Ge,A.H.;Ma,W.F.;Wang,C.P.;Li,J.;He,J.;Liu,E.W.;Adelakum,T.A.;Zhang,B.L.;Gao,X.M.;Chang,Y.X.Ultra high performance liquid chromatography with photodiode array detector and quadrupole time-of-flight tandem mass spectrometry coupled with discriminant analysis to evaluate Angelicae pubescentis radix from different regions.J.Sep.Sci.2014,37,2523-2534.
[21]Wang,X.J.;Lv,H.;Sun,H.;Liu,L.;Sun,W.J.;Cao,H.X.Development of a rapid and validated method for investigating the metabolism of scoparone in rat using ultra-performance liquid chromatography/electrospray ionization quadruple time-of-flight mass spectrometry.Rapid.Commun.Mass Spectrom.2007,21,3883-3890.
[22]Avula,B.;Chittiboyina,A.G.;Wang,Y.H.;Sagi,S.;Raman,V.;Wang,M.;Khan,I.A.Simultaneous Determination of Aegeline and Six Coumarins from Different Parts of the Plant Aegle marmelos Using UHPLC-PDA-MS and Chiral Separation of Aegeline Enantiomers Using HPLC-To F-MS.Planta.Med.2016,82,580-588.
[23]Ammar,S.;del Mar Contreras,M.;Belguith-Hadrich,O.;Segura-Carretero,A.;Bouaziz,M.Assessment of the distribution of phenolic compounds and contribution to the antioxidant activity in Tunisian fig leaves,fruits,skins and pulps using mass spectrometry-based analysis.Food Funct.2015,6,3663-3677.
[24]Gao,D.;Wang,B.J.;Huo,Z.P.;He,Y.;Polachi,N.;Lei,Z.D.;Liu,X.X.;Song,Z.H.;Qi,L.W.Analysis of chemical constituents in an herbal formula Jitong Ning Tablet.J.Pharm.Biomed.Anal.2017,140,301-312.
[25]Yang,Y.F.;Zhang,L.;Yang,X.W.Distribution Assessments of Coumarins from Angelicae Pubescentis Radix in Rat Cerebrospinal Fluid and Brain by Liquid Chromatography Tandem Mass Spectrometry Analysis.Molecules.2018,23,E225.
[26]Yang,Y.F.;Zhang,L.;Zhang,Y.B.;Yang,X.W.Simultaneous assessment of absorption characteristics of coumarins from Angelicae Pubescentis Radix:In vitro transport across Caco-2 cell and in vivo pharmacokinetics in rats after oral administration.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2017,1060,308-315.
[27]Li,J.;Chan,W.Investigation of the biotransformation of osthole by liquid chromatography/tandem mass spectrometry.J.Pharm.Biomed.Anal.2013,74,156-161.
[28]Liu,J.H.;Zschocke,S.;Reininger,E.;Bauer,R.Comparison of Radix Angelicae pubescentis and SubstitutesConstituents and Inhibitory Effect on 5-lipoxygenase and Cyclooxygenase.Pharmaceutical.Biology.1998,36,207-216.
[29]Liu,J.H.;Xu,S.X.;Yao,X.S.;Kobayashi,H.Angelol-type coumarins from Angelica pubescence F.biserrata and their inhibitory effect on platelet aggregation.Phytochemistry.1995,39,1099-1101.
[30]Liu,Z.G.;Jiang,M.Y.;Lu,X.M.;Qin,F.;Song,Y.;Wen,J.;Li,F.M.Simultaneous determination of pimpinellin,isopimpinellin and phellopterin in rat plasma by a validated UPLC-MS/MS and its application to a pharmacokinetic study after administration of Toddalia asiatica extract.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2012,891-892,102-108.
[31]Smyth,T.J.;Ramachandran,V.;Brooks,P.;Smyth,W.F.Investigation of antibacterial phytochemicals in the bark and leaves of Ficus coronata by high-performance liquid chromatography-electrospray ionization-ion trap mass spectrometry(HPLC-ESI-MSn)and ESI-MS(n).Electrophoresis.2012,33,713-718.
[32]Lee,M.K.;Ling,J.H.;Chun,M.H.;Jeong,J.H.;Na,Y.C.;Lee,K.W.;Jung,J.H.;Hong,J.Simultaneous determination of biological marker compounds in Ostericum koreanum by HPLC method and discrimination by principal component analysis.Bull Korean Chem.Soc.2008,29,2465-2470.
[33]Chen,Y.;Fan,G.;Zhang,Q.;Wu,H.;Wu,Y.Fingerprint analysis of the fruits of Cnidium monnieri extract by high-performance liquid chromatography-diode array detection-electrospray ionization tandem mass spectrometry.J.Pharm.Biomed.Anal.2007,43,926-936.
[34]Chen,Y.;Fan,G.R.;Zhang,Q.Y.;Wu,H.L.;Wu,Y.T.Determination of volatile flavor components in danggui cultivars by solvent free injection and hydrodistillation followed by gas chromatographic-mass spectrometric analysis.J.Chromatogr.A.2006,1116,259-264.
[35]Song,G.S.;Jin,M.M.;Du,Y.F.;Cao,L.;Xu,H.UPLC-QTOF-MS/MS based screening and identification of the metabolites in rat bile after oral administration of imperatorin.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2016,1022,21-29.
[36]Ngo,L.;Tran,P.;Ham,S.H.;Cho,J.H.;Cho,H.Y.;Lee,Y.B.Simultaneous determination of imperatorin and its metabolite xanthotoxol in rat plasma and urine by LC-MS/MS and its application to pharmacokinetic studies.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2017,1044-1045,30-38.
[37]Huo,H.L.;Jia,P.P.;Zhang,X.X.;Zhang,Z.Y.;Yang,H.T.;Zhang,Q.Y.;Shi,H.;Zhang,L.T.Tentative identification of new metabolites of cnidilin by liquid chromatography-mass spectrometry.J.Chromatogr.BAnalyt.Technol.Biomed.Life Sci.2015,995-996,85-92.
[38]Yang,X.W.;Liu,Y.F.;Tao,H.Y.;Yang,Z.;Xiao,S.Y.GC-MS analysis of essential oils from Radix Angelicae Pubescentis.China J.Chin.Mater.Med.2006,31,663-666.
[39]Yang,X.W.;Zhang,P.;Tao,H.Y.;Jiang,S.Y.;Zhou,Y.GC-MS analysis of essential oil constituents from Rhizome and Root of Notopterygium incisum.J.Chin.Pharm.Sci.2006,15,172-177.
[40]Wu,X.W.;Zhang,Y.B.;Zhang,L.;Yang,X.W.Simultaneous quantification of 33 active components in Notopterygii Rhizoma et Radix using ultra high performance liquid chromatography with tandem mass spectrometry.J.Chromatogr.B Analyt.Technol.Biomed.Life Sci.2018,1092,244-251.
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