Tsaokols A and B, unusual flavanol-monoterpenoid hybrids as alpha-glucosidase inhibitors from Amomum tsao-ko

doi:10.1016/j.cclet.2020.08.050

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	Tsaokols A and B, unusual flavanol-monoterpenoid hybrids as alpha-glucosidase inhibitors from Amomum tsao-ko
	He,Xiao-Feng ; Chen,Ji-Jun; Li,Tian-Ze ; Hu,Jing ; Zhang,Xu-Ke ; Guo,Yuan-Qiang ; Zhang,Xue-Mei ; Geng,Chang-An
	2021
发表期刊	CHINESE CHEMICAL LETTERS
ISSN	1001-8417
卷号	32 期号:3 页码:1202-1205
摘要	Tsaokols A (1) and B (2), two complicated flavanol-monoterpenoid hybrids, were isolated from the dried fruits of Amomum tsao-ko under the guidance of LCMS and bioassay. Their structures were determined by extensive spectroscopic analyses and electronic circular dichroism (ECD) calculations. Compounds 1 and 2 shared a flavanol backbone fused with 5/7 and 5/6 bicyclic monoterpenoid scaffolds, which were biogenetically condensed by Michael addition and acetalization. Compounds 1 and 2 exhibited significant alpha-glucosidase inhibitory activity with IC50 values of 18.8 and 38.6 mu mol/L (acarbose, IC50 = 213 mu mol/L). Docking study supported the strong interactions of 1 and 2 bonding with enzyme by mainly hydrophobic and hydrogen-bond effects. Compounds 1 and 2 could be fast distinguished by the diagnostic ions at m/z 289 and 313 in negative MS2 experiments. (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
关键词	Amomum tsao-ko Zingiberaceae Flavanol-monoterpenoid hybrids alpha-Glucosidase inhibitors ANTIOXIDANT ACTIVITY ESSENTIAL OIL CONSTITUENTS CREVOST
DOI	10.1016/j.cclet.2020.08.050
WOS记录号	WOS:000642399500014
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/73676
专题	中国科学院昆明植物研究所
作者单位	1.[He, Xiao-Feng 2.Chen, Ji-Jun 3.Li, Tian-Ze 4.Hu, Jing 5.Zhang, Xue-Mei 6.Chinese Acad Sci, Yunnan Key Lab Nat Med Chem, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 7.[Zhang, Xu-Ke 8.Nankai Univ, Coll Pharm, Tianjin 300071, Peoples R China 9.Nankai Univ, Tianjin Key Lab Mol Drug Res, Tianjin 300071, Peoples R China 10.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	He,Xiao-Feng,Chen,Ji-Jun,Li,Tian-Ze,et al. Tsaokols A and B, unusual flavanol-monoterpenoid hybrids as alpha-glucosidase inhibitors from Amomum tsao-ko[J]. CHINESE CHEMICAL LETTERS,2021,32(3):1202-1205.
APA	He,Xiao-Feng.,Chen,Ji-Jun.,Li,Tian-Ze.,Hu,Jing.,Zhang,Xu-Ke.,...&Geng,Chang-An.(2021).Tsaokols A and B, unusual flavanol-monoterpenoid hybrids as alpha-glucosidase inhibitors from Amomum tsao-ko.CHINESE CHEMICAL LETTERS,32(3),1202-1205.
MLA	He,Xiao-Feng,et al."Tsaokols A and B, unusual flavanol-monoterpenoid hybrids as alpha-glucosidase inhibitors from Amomum tsao-ko".CHINESE CHEMICAL LETTERS 32.3(2021):1202-1205.

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