桐叶千金藤中2个新的原小檗碱型生物碱  

Two new protoberberine alkaloids from Stephania hernandifolia

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作  者:代伟华 崔鑫涛 涂渝娇 蒋蕾 袁琳 DAI Wei-hua;CUI Xin-tao;TU Yu-jiao;JIANG Lei;YUAN Lin(School of Chemistry and Chemical Engineering,Kunming University,Kunming 650214,China)

机构地区:[1]昆明学院化学化工学院,云南昆明650214

出  处:《中国中药杂志》2025年第5期1231-1235,共5页China Journal of Chinese Materia Medica

基  金:云南省地方本科高校基础研究联合专项(202301BA070001-020,202301BA070001-018);云南省教育厅科学研究基金项目(2024Y755)。

摘  要:采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱、反相RP-18中压柱色谱及半制备高效液相色谱等方法对桐叶千金藤Stephania hernandifolia的95%乙醇提取物进行分离纯化,通过核磁共振和高分辨质谱等波谱技术鉴定化合物的结构,从中得到4个生物碱,分别为(-)-8-oxo-2,3,4,10,11-pentamethoxyberberine(1)、(-)-8-oxo-11-hydroxy-2,3,4,10-tetramethoxyberberine(2)、N-反式阿魏酰酪胺(3)、N-顺式阿魏酰酪胺(4)。化合物1和2为新的原小檗碱型生物碱,化合物3和4为已知酰胺类生物碱,化合物1~4均为首次从该植物中分离得到。通过酶与其底物4-nitrophenyl-α-D-glucopyranoside(PNPG)的体外酶促反应来检测化合物1、3、4对α-葡萄糖苷酶的抑制活性。结果显示化合物3和4有抑制α-葡萄糖苷酶活性,半数抑制浓度(IC_(50))分别为(7.09±0.42)、(31.25±1.14)μmol·L^(-1)。The 95% ethanol extract of Stephania hernandifolia was isolated and purified by column chromatography on silica gel and Sephadex LH-20,RP-18 medium-pressure liquid chromatography,and semi-preparative high performance liquid chromatography.The chemical structures of the compounds were identified by NMR and high-resolution mass spectrometry.Four alkaloids were isolated and identified as(-)-8-oxo-2,3,4,10,11-pentamethoxyberberine(1),(-)-8-oxo-11-hydroxy-2,3,4,10-tetramethoxyberberine(2),N-trans-feruloyl tyramine(3),and N-cis-feruloyl tyramine(4).Compounds 1 and 2 were new protoberberine alkaloids,while compounds 3 and 4 were amide alkaloids.All the four compounds were separated from this plant for the first time.The inhibitory activities of compounds 1,3,and 4 againstα-glycosidase were measured by the enzymatic reaction in vitro with 4-nitrophenyl-α-D-glucopyranoside(PNPG)as the substrate.Compounds 3 and 4 showed inhibitory activities againstα-glucosidase,with median inhibition concentration(IC_(50))values of(7.09±0.42)and(31.25±1.14)μmol·L^(-1),respectively.

关 键 词:桐叶千金藤 原小檗碱型生物碱 酰胺类生物碱 抑制α-葡萄糖苷酶活性 

分 类 号:R284.1[医药卫生—中药学]

 

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