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狗牙花生物碱成分分析

Alkaloids from Tabernaemontana divaricata

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【作者】 刘波刘书剑李玉擒方略田兴军陈业高

【Author】 LIU Bo;LIU Shu-jian;LI Yu-qin;FANG Lue;TIAN Xing-jun;CHEN Ye-gao;School of Life Sciences,Nanjing University;School of Chemistry and Chemical Engineering,Yunnan Normal University;

【机构】 南京大学生命科学学院云南师范大学化学化工学院

【摘要】 目的:对夹竹桃科狗牙花属植物中狗牙花的生物碱类化学成分进行分离并对分离得到的化合物进行结构鉴定。方法:将干燥狗牙花3.5 kg粉碎,加甲醇室温渗漉提取,收集渗滤液,将渗滤液减压浓缩得到浸膏。浸膏用2 mol·L-1硫酸调节p H 2,加入乙酸乙酯萃取得到非碱性脂溶性成分浓缩物;萃取后的酸水液用氢氧化钠溶液调节p H 910,然后用三氯甲烷萃取,得到总生物碱10 g。通过硅胶柱色谱,小孔凝胶(MCI)柱色谱和LH-20羟丙基萄聚糖凝胶(Sephadex LH-20)柱色谱进行分离和重结晶技术纯化,应用TLC监测,分离得到纯度较高的单体化合物。利用现代波谱法结合理化分析对其化学结构进行进一步鉴定。结果:从狗牙花中共分离得到并鉴定了6个单吲哚生物碱,分别鉴定为ervaramine型:ervatamine(1),20-epiervatamine(3);vobasine型:tabernaemontanine(2),dregamine(4);aspidosperma型:(-)-mehranine(5),tetrahydroalstonine(6)。结论:化合物4,6为首次从该植物中分离得到。MTS法测定化合物的肿瘤细胞毒活性,化合物16对5种人体肿瘤细胞株(人早幼粒白血病细胞HL-60,人肝癌细胞SMMC-7721,人肺癌细胞A-549,人乳腺癌细胞MCF-7,人结肠癌细胞SW-480)未显示出细胞毒活性。

【Abstract】 Objective: To isolate alkaloids from Tabernaemontana divaricata. Method: The air-dried powdered leaves of T. divaricata were extracted with CH3 OH at room temperature. The CH3CH2 OH extract was partitioned between ethyl acetate and 2 mol·L-1H2SO4,and the acidic aqueous phase was basified with Na OH to p H 9-10 and the alkaloids were extracted with CHCl3. The crude alkaloids were subjected to silica gel chromatography,MCI chromatography, and Sephadex LH-20 column to isolate alkaloids, and their structures were established on the basis of spectroscopic methods. including NMR and mass spectrometry and comparison with literature. Cytotoxicity of the compounds was evaluated by the MTT method. Result: Six monoterpenoid indole alkaloids were isolated and their structures were elucidated as ervaramine-type: ervatamine( 1),20-epiervatamine( 3); vobasine-type: tabernaemontanine( 2),dregamine( 4),and aspidosperma-type:(-)-mehranine( 5)and tetrahydroalstonine( 6). Conclusion: Compounds 4 and 6 were isolated from T. divaricata for the first time.All the alkaloids were assessed for their cytotoxicity against five human tumour lines( HL-60, SMMC-7721,A-549,MCF-7 and SW-480),and the result showed that none had activity.

【基金】 云南省高校重点实验室计划项目(2016-5)
  • 【文献出处】 中国实验方剂学杂志 ,Chinese Journal of Experimental Traditional Medical Formulae , 编辑部邮箱 ,2017年17期
  • 【分类号】R284.1
  • 【网络出版时间】2017-06-09 15:02
  • 【下载频次】71
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