Cancer chemopreventive theasaponin derivatives from the total tea seed saponin of Camellia sinensis

Cancer chemopreventive theasaponin derivatives from the total tea seed saponin of Camellia sinensis
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茶树总皂苷的癌症化学预防茶皂苷衍生物

DOI:
10.1016/j.jff.2014.11.017
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发表时间:
2015
影响因子:
5.6
通讯作者:
Yingying Si
Yingying Si
中科院分区:
农林科学2区
文献类型:
--
作者:
Xiangrong Zhang;Wenli Wang;Jiayuan Li;Yingying Si

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天然QR(奎宁氧化还原酶)诱导剂在癌症化学预防中起着关键作用。由于茶籽皂苷具有明显的QR诱导活性,本研究旨在通过糖基和酰基的结构修饰,寻找具有生物活性的茶籽皂苷衍生物。采用3种水解方法,得到7种主要的酸水解产物(1-7)、10种碱水解产物(8- 1 - 7)和2种氧化碱降解衍生物(3,18)。它们分别被鉴定为山奈酚(1)、山茶苷元B(2)、山茶苷元A(3)、21-O-当归酰小檗碱原醇C(4)、5-羟甲基糠醛(5)、16-O-当归酰小檗碱原醇(6)、23-醛-16-O-当归酰小檗碱原醇(7)、脱酰基-山茱萸皂苷D(8)、脱酰基-茶皂素A5(9)、脱酰基-山茱萸皂苷E(10)、脱酰基-茶皂素C1(11)、脱酰基-茶皂苷E(12)、脱酰基-茶皂苷E13(13)、脱酰基-茶皂苷F(14)、脱酰基-茶皂苷F1(15)、脱酰基-茶皂苷G(16)、脱酰基-茶皂苷A(17)、山茶皂苷C(18)。通过QR诱导活性测定,筛选出化合物7、12和14为潜在的QR诱导剂,IR值分别为2.87、3.02和2.33。
Natural QR (quinine oxidoreductase) inducers play critical roles in cancer chemoprevention. Because tea seed saponins ofCamellia sinensisexhibited significant QR inducing activities, this study aimed to find bioactive theasaponin derivatives by structure modification on the sugar part and acyl groups. Three kinds of hydrolysis methods were employed to afford 7 major acid hydrolysis products (1–7), 10 alkaline hydrolysates (8–17) and 2 derivatives (3, 18) by oxidative alkaline-degradation. They were elucidated as kaempferol (1), camelliagenin B (2), camelliagenin A (3), 21-O-angeloybarringtogenol C (4), 5-hydroxymethylfurfural (5), 16-O-angeloybarringtogenol (6), 23-aldehyde-16-O-angeloybarringtogenol (7), desacyl-assamsaponin D (8), desacyl-theasaponin A5(9), desacyl-assamsaponin E (10), desacyl-theasaponin C1(11), desacyl-theasaponin E (12), desacyl-theasaponin E13(13), desacyl-assamsaponin F (14), desacyl-theasaponin F1(15), desacyl-theasaponin G (16), desacyl-assamsaponin A (17), camelliagenin C (18) accordingly. By the QR inducing activity assay, compounds7, 12and14were selected as potential QR inducing agents with IR value at 2.87, 3.02 and 2.33.
DOI: --
发表时间: 2008-03
期刊: Yao xue xue bao = Acta pharmaceutica Sinica
影响因子: --
作者:
Yuan Huang;Ning Li;Xian Li;Lusha Gao;Dali Meng
通讯作者: Yuan Huang;Ning Li;Xian Li;Lusha Gao;Dali Meng
DOI: 10.1124/mol.52.5.815
发表时间: 1997-11-01
影响因子: 3.6
作者:
Chen, ZP;Malapetsa, A;Panasci, LC
通讯作者: Panasci, LC
DOI: 10.1002/hlca.200790240
发表时间: 2007-01-01
影响因子: 1.8
作者:
Morikawa, Toshio;Matsuda, Hisashi;Yoshikawa, Masayuki
通讯作者: Yoshikawa, Masayuki
DOI: 10.1248/cpb.53.1559
发表时间: 2005-12-01
影响因子: 1.7
作者:
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通讯作者: Matsuda, H
茶树总皂苷中具有细胞毒性和 QR 诱导特性的三萜类化合物的植物化学分析
DOI: 10.1016/j.fitote.2012.12.022
发表时间: 2013-01-01
期刊: FITOTERAPIA
影响因子: 3.4
作者:
Li, Ning;Ma, Zhong-jun;Li, Xian
通讯作者: Li, Xian