天然产物研究与开发 ›› 2018, Vol. 30 ›› Issue (9): 1569-1574.doi: 10.16333/j.1001-6880.2018.9.017

• 研究简报 • 上一篇    下一篇

华南胡椒的化学成分及其抗胆碱酯酶活性研究

陈琳1#,向彩朋1#,韩佳欣1,焦玉菡1,郝朝运2,杨少杰3,杨蕾3,4,郭立群3,4,李海舟1,杨崇仁1,5,许敏1*   

  1. 1昆明理工大学生命科学与技术学院,昆明650500;2中国热带农业科学院,海南兴隆100049;3云南省科学技术院;4云南现代民族药工程技术研究中心,昆明650101; 5中国科学院昆明植物研究所植物化学与西部植物资源可持续利用国家重点实验室,昆明650201;
  • 出版日期:2018-10-08 发布日期:2018-10-10
  • 基金资助:

    云南省科技厅重点新产品开发项目“云南民族民间重要芳香疗法植物资源的开发与应用”(2016BC013);昆明理工大学学术青蓝人才项目(1407840012);昆明理工大学高层次人才引进项目(10978190)

Chemical Constituents of Piper austrosinense and Their Anticholinesterase Inhibitory Activity

CHEN Lin1#,XIANG Cai-peng1#,HAN Jia-xin1,JIAO Yu-han1,HAO Chao-yu2,YANG Shao-jie3,YANG Lei3,4,GUO Li-qun3,4,LI Hai-zhou1,YANG Chong-ren1,5,XU Min1*   

  1. 1Centre for Pharmaceutical Sciences,Faculty of Life Science and Technology,Kunming University of Science and Technology,Chenggong Campus,Kunming 650500,China; 2Chinese Academy of Tropical Agricultural Sciences,Hainan 100049;3Yunnan Provincial Academy of Science and Technology; 4Yunnan Engineering Research Centre of Ethnopharmacy,Kunming 650101,China; 5China State Key Laboratory of Phytochemistry and Plant Resources of West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming 650201,China
  • Online:2018-10-08 Published:2018-10-10

摘要: 采用凝胶树脂(Toyopearl HW-40c)、正相硅胶、反相硅胶(ODS)、大孔树脂(MCI)等柱层析方法和制备液相,从胡椒科胡椒属华南胡椒(Piper austrosinense)的茎叶的70%丙酮提取物中分离得到11个化合物,包括1个苯甲醛类衍生物(1),1个苯甲酸类衍生物(2)、2个苯丙素类成分(4和5)、2个黄酮苷(5和6)、2个生物碱(7和8)、2个倍半萜(9和10)、1个紫罗兰酮类(11)。运用波谱光谱学方法分别鉴定为:原儿茶醛(1),原儿茶酸(2),4-丙烯基儿茶酚(3),咖啡醛(4),青兰苷(5),野漆树苷 (6),pipernonaline(7),吲哚-3-甲酸(8),4β,10β-二醇-香木兰烷(9)、(-)-丁香三环烷-2,9-二醇 (10)、和(3S,5R,6S,7E)-3,5,6-三羟基-7-巨豆烯-9-酮(11)。其中,化合物5~11均首次从该植物中分离得到,化合物5,6,8~11均首次从胡椒属植物中分离得到。通过改良的Ellman法测试了所有化合物对乙酰和丁酰胆碱酯酶的抑制活性,测试结果表明化合物7显示选择性抑制丁酰胆碱酯酶的活性,半数抑制浓度(IC50)为29.06 ± 0.32 μM。其余化合物在30 μM浓度下对乙酰和丁酰胆碱酯酶均不显示抑制活性。采用MTT法测试了所有化合物对肝癌细胞株(HepG2)的体外细胞毒活性,测试表明所有化合物在30 μM浓度下对所测试的细胞株未显示细胞毒活性。

关键词: 华南胡椒, 化学成分, 胡椒属, 胆碱酯酶抑制活性

Abstract: Eleven compounds were isolated from the stem and leaf of Piper austrosinense by using the method of Toyopearl HW-40c,silica gel,ODS,MCI and pre-HPLC,including one benzaldehyde derivative,one benzoic acid derivative,three phenylpropanoids,two flavonoids,two alkaloids,two sesquiterpenes,and one ionone.The compounds were identified as protocatechualdehyde (1),protocatechuate (2),4-allyl catechol (3),caffeic aldehyde (4),cynaroside (luteolin-7-O-β-D-glucoside,5),rhoifolin (apigenin-7-O-neohesperidoside,6),pipernonaline (7),indole-3-formic acid (8),aromadendrane-4β,10β-diol (9),(-)-clovane-2,9-diol (10),and (3S,5R,6S,7E)-3,5,6-trihydroxy-7-megastigmen-9-one (11).Compounds 5-11 were firstly isolated from the title plant.Among them,it is the first time to report compounds 5,6,8-11 isolated in the genus Piper.In addition,compound 7 showed selective butyrylcholinesterase inhibitory activity with IC50 value of 29.06 ± 0.32 μM,while other compounds showed no acetylcholinesterase and butyrylcholinesterase inhibitory activities at the concentration of 30 μM.The cytotoxic activities of all compounds against HepG2 cell line were tested by MTT assay.However,no compounds showed cytotoxicity at the concentration of 30 μM.

Key words: Piper austrosinense, chemical constituents, Piper, cholinesterase inhibitory activity

中图分类号: 

R285.5 Q946.9