高等学校化学学报 ›› 2023, Vol. 44 ›› Issue (4): 20220678.doi: 10.7503/cjcu20220678

• 分析化学 • 上一篇    下一篇

仿刺参中两种新海参烷型皂苷

孙志恒1, 刘桂英2, 王冰姿1, 陈义夫1, 冯月竹1, 金永日1, 李绪文1()   

  1. 1.吉林大学化学学院, 长春 130012
    2.辽宁省海洋水产科学研究院, 大连 116023
  • 收稿日期:2022-10-18 出版日期:2023-04-10 发布日期:2022-12-10
  • 通讯作者: 李绪文 E-mail:xwli@jlu.edu.cn
  • 基金资助:
    吉林省科技发展计划项目(20200404138YY)

Two New Holostane-type Glycosides from Apostichopus Japonicus Selenka

SUN Zhiheng1, LIU Guiying2, WANG Bingzi1, CHEN Yifu1, FENG Yuezhu1, JIN Yongri1, LI Xuwen1()   

  1. 1.College of Chemistry,Jilin University,Changchun 130012,China
    2.Liaoning Ocean and Fisheries Science Research Institute,Dalian 116023,China
  • Received:2022-10-18 Online:2023-04-10 Published:2022-12-10
  • Contact: LI Xuwen E-mail:xwli@jlu.edu.cn
  • Supported by:
    the Science and Technology Development Plan Project of Jilin Province, China(20200404138YY)

摘要:

从仿刺参(Apostichopus japonicus Selenka)乙醇提取物中分离得到2个新的海参烷型皂苷类化合物, 通 过波谱数据分析并结合理化性质鉴定其分别为3β-O-{2-O-[3-O-甲基-β-D-吡喃葡萄糖-(1→3)-β-D-吡喃木糖- (1→4)-β-D-吡喃喹诺糖]-4-O-[β-D-吡喃葡萄糖]-β-D-吡喃木糖}-海参烷-7(8),25(26)-二烯-16-酮(化合物1, 命名为Holotoxin E1)和3β-O-{2-O-[3-O-甲基-β-D-吡喃葡萄糖-(1→3)-β-D-吡喃木糖-(1→4)-β-D-吡喃葡萄糖]-4-O-[β-D-吡喃葡萄糖-(1→3)-β-D-吡喃葡萄糖]-β-D-吡喃木糖}-海参烷-7(8),25(26)-二烯-16-酮(化合物2, 命名为Holotoxin E2). 采用CCK-8法考察了包含上述2个新成分在内的共6个海参烷型皂苷对乳腺癌MDA-MB-231细胞和肝癌HepG2细胞的细胞毒活性. 结果表明, 除Holotoxin E2外, 其余5种化合物对MDA-MB-231(IC50=2.386~4.686 μmol/L)和HepG2(IC50=5.909~18.860 μmol/L)均具有较好的抑制作用.

关键词: 仿刺参, 海参烷型皂苷, 分离, 结构鉴定, 细胞毒活性

Abstract:

In this study, two new holostane-type glycosides were isolated from the ethanol extract of Apostichopus japonicus Selenka. Combined spectral data analysis with physical and chemical properties, they were identified as 3β-O-{2-O-[3-O-methyl-β-D- glucopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-β-D-quinovopyranosyl]-4-O-[β-D-glucopyranosyl]-β-D-xylopyranosyl}-holosta-7(8),25(26)-dien-16-one(compound 1, named holotoxin E1) and 3β-O-{2-O-[3-O-methyl-β-D-glucopyranosyl-(1→3)- β-D-xylopyranosyl-(1→4)-β-D-glucopyranosyl]-4-O-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl]-β-D-xylopyranosyl}-holosta-7(8),25(26)-dien-16-one(compound 2, named Holotoxin E2). Moreover, CCK-8 assay was used to determine the inhibitory activities of these two new compounds together with four known holostane-type glycosides against MDA-MB-231 cells and HepG2 cells. The results showed that the compounds except Holotoxin E2 had good inhibitory activities against MDA-MB-231(IC50= 2.386—4.686 μmol/L) and HepG2(IC50=5.909—18.860 μmol/L).

Key words: Apostichopus japonicus Selenka, Holostane-type glycosides, Separation, Structure identification, Cytotoxic activity

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