中国中药杂志

2016, v.41(16) 3084-3089

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荜茇中3种酰胺类生物碱在不同种属肝微粒体中代谢差异比较
Comparative metabolism of three amide alkaloids from Piper longum in five different species of liver microsomes

何欢;郭未蔚;陈筱清;赵海誉;吴霞;
HE Huan;GUO Wei-wei;CHEN Xiao-qing;ZHAO Hai-yu;WU Xia;Beijing Key Lab of Traditional Chinese Medicine,Collateral Disease Theory Research,School of Traditional Chinese Medicine,Capital Medical University;Institute of Chinese Materia Medica,China Academy of Chinese Medical Sciences;

摘要(Abstract):

胡椒碱、荜茇明宁碱和墙草碱是荜茇中主要的酰胺类成分,具有多种药理活性,为了阐明这3种成分在5个不同种属肝微粒体中代谢差异,应用超高效液相色谱串联双压线性离子阱静电场轨道阱质谱(UHPLC-LTQ-Orbitrap MS)采集这3种化合物的全扫描图谱及二级三级质谱图,获取碎片离子信息,结合其质谱裂解规律和代谢产物精确质谱数据,比较3种生物碱分别在人、恒河猴、比格犬、大鼠以及小鼠肝微粒体中的代谢差异,并快速鉴定出3个胡椒碱代谢产物、2个荜茇明宁碱代谢产物及1个墙草碱代谢产物。结果显示荜茇中酰胺类生物碱的主要代谢类型为苯环亚甲二氧基开环脱甲基和氧化反应,且在种属间存在代谢率差异,该研究为进一步阐明荜茇中胡椒碱类成分体内代谢途径提供了实验依据。
Piperine,piperlonguminine and pellitorine are three major amide alkaloids from Piper longum,showing a variety of pharmacological activities. In order to investigate the different metabolism pathways of these compounds in five species of liver microsomes in vitro,the data of full mass spectrum,and MS~2,MS~3 spectra of these three alkaloids were collected and analyzed by using ultra-highperformance liquid chromatography coupled with a LTQ-orbitrap mass spectrometer( UHPLC-LTQ-Orbitrap MS); gragment ion information was collected and combined with fragmentation regularities of mass spectra and accurate mass spectrometry data of metabolites,to compare the metabolism difference of three amide alkaloids in liver microsomes of human,rhesus monkey,Beagle dogs,rats and mice. 3 metabolites of piperine,2 metabolites of piperlonguminine and 1 metabolite of pellitorine were identified quickly. The results showed that the major metabolic pathways of these amide alkaloids in liver microsomes were methylenedioxy group demethylation and oxidation reaction,and metabolic rates were different between species. This study provides basis for further research on in vivo metabolism of piperine analogues from Piper longum.

关键词(KeyWords): 荜茇;酰胺类生物碱;肝微粒体;超高效液相色谱-双压线性离子阱静电场轨道阱质谱;代谢产物
Piper longum;amide alkaloids;liver microsomes;UHPLC-LTQ-orbitrap MS;metabolites

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基金项目(Foundation): 国家自然科学基金面上项目(81473333);; 首都中医药研究专项(14ZY02)

作者(Author): 何欢;郭未蔚;陈筱清;赵海誉;吴霞;
HE Huan;GUO Wei-wei;CHEN Xiao-qing;ZHAO Hai-yu;WU Xia;Beijing Key Lab of Traditional Chinese Medicine,Collateral Disease Theory Research,School of Traditional Chinese Medicine,Capital Medical University;Institute of Chinese Materia Medica,China Academy of Chinese Medical Sciences;

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