LC-IT-TOF-MS~n快速鉴别沉香中2-(2-苯乙基)色酮类成分
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摘要
目的:基于LC-MS技术对沉香中2-(2-苯乙基)色酮类成分进行快速鉴别与分析。方法:通过LC-IT-TOF-MS~n对31个对照品进行多级质谱采集,确定2-(2-苯乙基)色酮类成分的裂解规律,利用其裂解规律对沉香中的色酮类成分进行分析。结果:在沉香药材中发现了4个三元氧环四氢色酮,18个四羟基四氢色酮,4个氯代四氢色酮和51个简单2-(2-苯乙基)色酮。结论:本研究采用的方法快速高效,可为沉香中2-(2-苯乙基)色酮类成分的分析和鉴定提供基础。
Objective:To establish a rapid method for analysis of 2-(2-phenylethyl)chromones(PECs)in Chinese eaglewood by HPLC combined with hybrid ion trap/time-of-flight mass spectrometry.Methods:Thirty-one standards of PECs were used to summarize the mass fragmentation patterns and then Chinese eaglewood was analyzed by LC-IT-TOF-MS~n.Results:77 PECs,including 4 diepoxy tetrahydrochromones,18 tetrahydro-2-(2-phenylethyl)chromones,4 chloro-substituted-tetrahydro-2-(2-phenylethyl)chromones,and 51 other 2-(2-phenylethyl)chromones were identified preliminarily in Chinese eaglewood.Conclusion:The established method is rapid and effective.It will be helpful for analysis and quality control of 2-(2-phenylethyl)chromones in Chinese eaglewood.
Objective:To establish a rapid method for analysis of 2-(2-phenylethyl)chromones(PECs)in Chinese eaglewood by HPLC combined with hybrid ion trap/time-of-flight mass spectrometry.Methods:Thirty-one standards of PECs were used to summarize the mass fragmentation patterns and then Chinese eaglewood was analyzed by LC-IT-TOF-MS~n.Results:77 PECs,including 4 diepoxy tetrahydrochromones,18 tetrahydro-2-(2-phenylethyl)chromones,4 chloro-substituted-tetrahydro-2-(2-phenylethyl)chromones,and 51 other 2-(2-phenylethyl)chromones were identified preliminarily in Chinese eaglewood.Conclusion:The established method is rapid and effective.It will be helpful for analysis and quality control of 2-(2-phenylethyl)chromones in Chinese eaglewood.
引文
[1] HARA H,ISE Y,MORINOTO N,et al.Laxative effect of agarwood leaves and its mechanism[J].Biosci Biotechnol Biochem,2008,72(2):335-345.
[2] KAKINO M,IZUTA H,ITO T,et al.Agarwood induced laxative effects via acetylcholine receptors on loperamide-induced constipation in mice[J].Biosci Biotechnol Biochem.2010,74(8):1550-1555.
[3] 周永标.沉香对肠平滑肌的药理作用[J].中国中药杂志,1988,13(6):40-42.
[4] UEDA J,IMAMURA L,TEZUKA Y,et al.New sesquiterpene from Vietnamese agarwood and its induction effect on brain-derived neurotrophic factor mRNA expression in vitro[J].Bioorg Med Chem,2006,14(10):3571-3574.
[5] 王灿红,王帅,彭德乾,等.沉香醇提物对四氯化碳致小鼠急性肝损伤的保护作用[J].中国现代中药,2017,19(8):1091-1096.
[6] 刘洋洋,杨云,魏建和,等.不同产地通体香沉香药材的质量[J].中国现代中药,2014,16(3):183-186.
[7] YANG J S.Survey in study on chemical constituents from Chinese Eaglewood[J].Nat Prod Res Dev,1998,10(1):99-103.
[8] CHEN H Q,WEI J H,YANG J S,et al.Chemical constituents of agarwood originating from the endemic genus aquilaria plants[J].Chem Biodiv,2012,9(2):236-250.
[9] CHEN D,XU Z R,CHAI X Y,et al.Nine 2-(2-phenylethyl)chromone derivatives from the resinous wood of aquilaria sinensis and their inhibition of LPS-Induced NO production in RAW 264.7 cells[J].Eur J Org Chem,2012,2012(27):5389-5397.
[10] YANG L,QIAO L,XIE D,et al.2-(2-phenylethyl)chromones from Chinese eaglewood[J].Phytochem,2012,76:92-97.
[11] LI J,WU J,ZHAO Y X,et al.A new cytotoxic 2-(2-phenylethyl)chromone from Chinese eaglewood[J].Chinese Chemical Letters,2008,19(8):934-936.
[12] LI J,CHEN D,JIANG Y,et al.Identification and quantification of 5,6,7,8-tetrahydro-2-(2-phenylethyl)chromones in Chinese eaglewood by HPLC with diode array detection and MS[J].J Sep Sci,2013,36(23):3733-3740.
[13] XIA B,LI J R,MEI W L,et al.Tandem mass spectrometry fragmentation of the protonated 2-(2-phenylethyl)chromones from agarwood:radical ions versus non-radical ions[J].J Mass Spectrom,2013,48(8):979-982.
[14] XIA B,LI J,YANG D,et al.A rapid and highly specific method to evaluate the presence of 2-(2-phenylethyl)chromones in agarwood by supercritical fluid chromatography-mass spectrometry[J].Eur J Mass Spectrom(Chichester,Eng),2014,20(5):395-402.
[2] KAKINO M,IZUTA H,ITO T,et al.Agarwood induced laxative effects via acetylcholine receptors on loperamide-induced constipation in mice[J].Biosci Biotechnol Biochem.2010,74(8):1550-1555.
[3] 周永标.沉香对肠平滑肌的药理作用[J].中国中药杂志,1988,13(6):40-42.
[4] UEDA J,IMAMURA L,TEZUKA Y,et al.New sesquiterpene from Vietnamese agarwood and its induction effect on brain-derived neurotrophic factor mRNA expression in vitro[J].Bioorg Med Chem,2006,14(10):3571-3574.
[5] 王灿红,王帅,彭德乾,等.沉香醇提物对四氯化碳致小鼠急性肝损伤的保护作用[J].中国现代中药,2017,19(8):1091-1096.
[6] 刘洋洋,杨云,魏建和,等.不同产地通体香沉香药材的质量[J].中国现代中药,2014,16(3):183-186.
[7] YANG J S.Survey in study on chemical constituents from Chinese Eaglewood[J].Nat Prod Res Dev,1998,10(1):99-103.
[8] CHEN H Q,WEI J H,YANG J S,et al.Chemical constituents of agarwood originating from the endemic genus aquilaria plants[J].Chem Biodiv,2012,9(2):236-250.
[9] CHEN D,XU Z R,CHAI X Y,et al.Nine 2-(2-phenylethyl)chromone derivatives from the resinous wood of aquilaria sinensis and their inhibition of LPS-Induced NO production in RAW 264.7 cells[J].Eur J Org Chem,2012,2012(27):5389-5397.
[10] YANG L,QIAO L,XIE D,et al.2-(2-phenylethyl)chromones from Chinese eaglewood[J].Phytochem,2012,76:92-97.
[11] LI J,WU J,ZHAO Y X,et al.A new cytotoxic 2-(2-phenylethyl)chromone from Chinese eaglewood[J].Chinese Chemical Letters,2008,19(8):934-936.
[12] LI J,CHEN D,JIANG Y,et al.Identification and quantification of 5,6,7,8-tetrahydro-2-(2-phenylethyl)chromones in Chinese eaglewood by HPLC with diode array detection and MS[J].J Sep Sci,2013,36(23):3733-3740.
[13] XIA B,LI J R,MEI W L,et al.Tandem mass spectrometry fragmentation of the protonated 2-(2-phenylethyl)chromones from agarwood:radical ions versus non-radical ions[J].J Mass Spectrom,2013,48(8):979-982.
[14] XIA B,LI J,YANG D,et al.A rapid and highly specific method to evaluate the presence of 2-(2-phenylethyl)chromones in agarwood by supercritical fluid chromatography-mass spectrometry[J].Eur J Mass Spectrom(Chichester,Eng),2014,20(5):395-402.