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

作　　者：Xiao-Feng He Ji-Jun Chen Tian-Ze Li Jing Hu Xu-Ke Zhang Yuan-Qiang Guo Xue-Mei Zhang Chang-An Geng 

机构地区：[1]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Yunnan Key Laboratory of Natural Medicinal Chemistry,Kunming 650201,China [2]College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research,Nankai University,Tianjin 300071,China [3]University of Chinese Academy of Sciences,Beijing 100049,China

出　　处：《Chinese Chemical Letters》2021年第3期1202-1205,共4页中国化学快报（英文版）

基　　金：supported by the Yunnan Wanren Project(Nos.YNWR-KJLJ-2019-002 and YNWR-QNBJ-2018-061);the Yunnan Science Fund for Excellent Young Scholars(No.2019FI017);the Program of Yunling Scholar,the Youth Innovation Promotion Association,CAS(No.Y201756);the Reserve Talents of Young and Middle-aged Academic and Technical Leaders in Yunnan Province。

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 and2 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 significantα-glucosidase inhibitory activity with IC_(50)values of 18.8 and 38.6μmol/L(acarbose,IC_(50)=213μmol/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 MS^(2)experiments.

关 键 词：Amomum tsao-ko ZINGIBERACEAE Flavanol-monoterpenoid hybrids α-Glucosidase inhibitors 

分 类 号：TQ464.8[化学工程—制药化工]