天然产物研究与开发 ›› 2024, Vol. 36 ›› Issue (9): 1528-1536.doi: 10.16333/j.1001-6880.2024.9.008

• 研究简报 • 上一篇    下一篇

天茄子乙酸乙酯部位化学成分研究

李敏1,池军1,张伟进1,王智民1,2*,代丽萍1*   

  1. 1河南中医药大学 豫药全产业链研发河南省协同创新中心,郑州 450046;2中国中医科学院中药研究所 中药质量控制技术国家工程实验室,北京 100700
  • 出版日期:2024-09-25 发布日期:2024-09-25
  • 基金资助:
    2023年度河南省高校科技创新团队(23IRTSTHN028);河南省科技研发计划联合基金重点项目(222301420023);河南省省级重大科技专项(221100310400)

Study on the chemical constituents from ethyl acetate extract of Ipomoea turbinata seeds

 LI Min1,CHI Jun1,ZHANG Wei-jin1,WANG Zhi-min1,2*,DAI Li-ping1*   

  1. 1Henan Collaborative Innovation Center for Research and Development on the Whole Industry Chain of Yu-Yao,Henan University of Chinese Medicine,Zhengzhou 450046,China;2National Engineering Laboratory of Traditional Chinese Medicine Quality Control Technology,Institute of Traditional Chinese Medicine,Chinese Academy of Traditional Chinese Medicine,Beijing 100700,China
  • Online:2024-09-25 Published:2024-09-25

摘要:

采用脂多糖诱导小鼠单核巨噬细胞RAW 264.7炎症模型导向研究天茄子(Ipomoea turbinata seeds)的抗炎活性成分。采用硅胶、Sephadex LH-20、MCI、ODS柱色谱及半制备型高效液相等方法对乙酸乙酯活性部位进行分离纯化,结合现代波谱技术与理化性质确定化合物结构。从中共分离鉴定了15个化合物,分别为华佗豆甲碱(1)、华佗豆丙碱-4′-O-β-D-(6-O-反式香豆酰基)葡萄糖苷(2)、1,8,15,22-四氮杂环二十八烷-2,9,16,23-四酮(3)、1,8,15,22,29-五氮杂环三十五烷-2,9,16,23,30-五酮(4)、绿原酸甲酯(5)、绿原酸(6)、3,5-二咖啡酰基奎宁酸(7)、3,4-二咖啡酰基奎宁酸(8)、咖啡酸(9)、3,5-二羟基桂皮酸(10)、4-甲氧基肉桂酸(11)、6-氧-(E)-对羟基桂皮酰基-1-β-乙基-葡萄糖甙(12)、E-3-(3,4-二羟基苯亚甲基)-5-(3,4-二羟基苯基)二羟基呋喃-2-酮(13)、丁香脂素-4-O-β-D-吡喃葡萄糖苷(14)和松脂素-4-O-β-D-葡萄糖苷(15)。化合物3~810~15为首次从该植物中分离得到,其中8个化合物(3~510~1315)为首次从旋花科中分离得到。活性筛选结果表明,咖啡酰奎宁酸类(5~8)和苯丙酸类成分(9~12)显示有较好的抑制NO释放活性,在50 μmol/L浓度下抑制率为29.07%~40.30%。

关键词: 天茄子, 乙酸乙酯部位, 化学成分, 生物碱, 抗炎

Abstract:

The anti-inflammatory constituents from ethyl acetate extract of Ipomoea turbinata seeds were studied on the basis of lipopolysaccharide-induced mouse mononuclear macrophage RAW 264.7 cell model.Fifteen compounds were isolated from active EtOAc extract by silica gel,Sephadex LH-20,MCI,ODS column chromatography and semi-preparative high performance liquid chromatography (HPLC),and their structures were confirmed by modern spectral techniques and physicochemical properties,as ipalbidine (1),ipalbidinium-4′-O-β-D-(6-O-trans-coumaroyl)-glucoside (2),1,8,15,22-tetraazacyclooctacosane-2,9,16,23-tetraketone (3),1,8,15,22,29-pentaaza-pentadecane-2,9,16,23,30-pentanone (4),methyl chlorogenate (5),chlorogenic acid (6),3,5-dicaffeoylquinic acid (7),3,4-dicaffeoylquinic acid (8),caffeic acid (9),3,5-dihydroxycinnamic acid (10),4-methoxy-cinnamic acid (11),6-O-(E)-p-hydroxycinnamoyl-1-β-ethyl-glucopyranoside (12),E-3-(3,4-dihydroxy benzylidene)-5-(3,4-dihydroxy phenyl)dihydrofuran-2-one (13),yringaresinol-4-O-β-D-glucopyranoside (14) and pinoresinol 4-O-β-D-glucopyranoside (15).Compounds 3-8 and 10-15 were isolated from this species for the first time,in which eight compounds (3-5,10-13 and 15) were isolated from the Convolvulaceae family for the first time.Bioassay results showed that caffeoylquinic acids (5-8) and phenylpropionic acids (9-12) showed relatively good NO inhibitory activities,with the inhibition rate of 29.07%-40.30% at 50 μmol/L.

Key words: Ipomoea turbinata seeds, ethyl acetate extract, chemical compositions, alkaloids, anti-inflammatory

中图分类号:  R284.2