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Flavoalkaloids with a Pyrrolidinone Ring from Chinese Ancient Cultivated Tea Xi-Gui
Cheng, Jian1; Wu, Fei-Hua3; Wang, Pu3; Ke, Jia-Ping1; Wan, Xiao-Chun1; Qiu, Ming-Hua2; Bao, Guan-Hu1
2018-08-01
发表期刊JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
ISSN0021-8561
卷号66期号:30页码:7948-7957
摘要Chinese Xi-Gui tea is one ancient cultivated variety of Camellia sinensis var. assamica. At present, it is used for producing expensive and elite tea in China. Five new flavoalkaloids, (-)-6-(5 ''' S)-N-ethyl-2-pyrrolidinone-epicatechin-3-O-gallate (ester-type catechins pyrrolidinone E, etc-pyrrolidinone E, 1), (-)-6-(5 ''' R)-N-ethyl-2-pyrrolidinone-epicatechin-3-O-gallate (etc-pyrrolidinone F, 2) (-)-8-(5 ''' S)-N-ethyl-2-pyrrolidinone-epicatechin-3-O-gallate (etc-pyrrolidinone G, 3a), (-)-8(5 ''' S)-N-ethyl-2-pyrrolidinone-catechin-3-O-gallate (etc-pyrrolidinone I, 4a), (-)-8-(5 ''' R)-N-ethyl-2-pyrrolidinone-catechin-3-O-gallate (etc-pyrrolidinone J, 4b), and one new naturally occurring natural product (-)-8-(5 ''' R)-N-ethyl-2-pyrrolidinoneepicatechin-3-O-gallate (etc-pyrrolidinone H, 3b) together with the known flavoalkaloids etc-pyrrolidinones A-D (5, 6, 7a, and 7b) were detected and isolated from Xi-Gui green tea. Their structures were identified by comprehensive NMR spectroscopic analyses. Absolute configurations of 1-3 were established by comparison of the CD analyses with epicatechin-3-O-gallate (ECG). Compounds 1-4 were evaluated for their protection against high glucose induced cell senescence on human umbilical vein endothelia cells (HUVECs) and showed significant protection effects (p < 0.01) at both 1.0 and 10 mu M. A discussion on the possible evolution of tea plants divergent from related food plants on the basis of phytochemical view is also provided.
关键词etc-pyrrolidinone (-)-epicatechin-O-gallate (ECG) Camellia sinensis (-)-catechin-O-gallate (CG) human umbilical vein endothelia cells (HUVECs)
资助信息The Open Fund of State Key Laboratory of Tea Plant Biology and Utilization; National Modern Agriculture Technology System Grant
DOI10.1021/acs.jafc.8b02266
语种英语
资助项目The Open Fund of State Key Laboratory of Tea Plant Biology and Utilization[SKLTOF20160108] ; National Modern Agriculture Technology System Grant[CARS-23]
WOS研究方向Agriculture ; Chemistry ; Food Science & Technology
WOS类目Agriculture, Multidisciplinary ; Chemistry, Applied ; Food Science & Technology
WOS记录号WOS:000440876900012
出版者AMER CHEMICAL SOC
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/62069
专题中国科学院昆明植物研究所
通讯作者Qiu, Ming-Hua; Bao, Guan-Hu
作者单位1.Anhui Agr Univ, Nat Prod Lab, Int Joint Lab Tea Chem & Hlth Effects, State Key Lab Tea Plant Biol & Utilizat, Hefei 230036, Anhui, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
3.China Pharmaceut Univ, Sch Tradit Chinese Pharm, Nanjing 211198, Jiangsu, Peoples R China
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Cheng, Jian,Wu, Fei-Hua,Wang, Pu,et al. Flavoalkaloids with a Pyrrolidinone Ring from Chinese Ancient Cultivated Tea Xi-Gui[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,2018,66(30):7948-7957.
APA Cheng, Jian.,Wu, Fei-Hua.,Wang, Pu.,Ke, Jia-Ping.,Wan, Xiao-Chun.,...&Bao, Guan-Hu.(2018).Flavoalkaloids with a Pyrrolidinone Ring from Chinese Ancient Cultivated Tea Xi-Gui.JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,66(30),7948-7957.
MLA Cheng, Jian,et al."Flavoalkaloids with a Pyrrolidinone Ring from Chinese Ancient Cultivated Tea Xi-Gui".JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 66.30(2018):7948-7957.
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