中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
首页 机构 成果 学者
  
  1. CAS IR Grid
  2. 上海药物研究所
  3. 中国科学院上海药物研究所
Merging total synthesis and NMR technology for deciphering the realistic structure of natural 2,6-dideoxyglycosides

文献类型：期刊论文

作者Zhang, Zhaolun4,5; Wu, Renjie4,5; Cao, Shen3; Li, Jiaji4,5; Huang, Guangen1,2; Wang, Haoyu1,4; Yang, Tao1,4; Tang, Wei1,4; Xu, Peng3,4,5; Yu, Biao3,4,5
刊名SCIENCE ADVANCES
出版日期2024-04-12
卷号10期号:15页码:9
ISSN号2375-2548
DOI10.1126/sciadv.adn1305
通讯作者Tang, Wei(byu@sioc.ac.cn) ; Xu, Peng(peterxu@sioc.ac.cn) ; Yu, Biao(tangwei@simm.ac.cn)
英文摘要The structural identification and efficient synthesis of bioactive 2,6-dideoxyglycosides are daunting challenges. Here, we report the total synthesis and structural revision of a series of 2,6-dideoxyglycosides from folk medicinal plants Ecdysanthera rosea and Chonemorpha megacalyx, which feature pregnane steroidal aglycones bearing an 18,20-lactone and glycans consisting of 2,6-dideoxy-3-O-methyl-beta-pyranose residues, including ecdysosides A, B, and F and ecdysantheroside A. All the eight possible 2,6-dideoxy-3-O-methyl-beta-pyranoside stereoisomers (of the proposed ecdysantheroside A) have been synthesized that testify the effective gold(I)-catalyzed glycosylation methods for the synthesis of various 2-deoxy-beta-pyranosidic linkages and lays a foundation via nuclear magnetic resonance data mapping to identify these sugar units which occur promiscuously in the present and other natural glycosides. Moreover, some synthetic natural compounds and their isomers have shown promising anticancer, immunosuppressive, anti-inflammatory, and anti-Zika virus activities.
WOS关键词STEREOSELECTIVE-SYNTHESIS ; PREGNANE GLYCOSIDES ; CHEMICAL-SYNTHESIS ; GLYCOSYLATION ; 2-DEOXY-BETA-GLYCOSIDES ; ALKYLATION ; MECHANISM ; DIGITOXIN ; UNIT
资助项目National Natural Science Foundation of China[22031011] ; National Natural Science Foundation of China[92253301] ; National Key R&D Program of China[2022YFA1304700] ; Key Research Program of Frontier Sciences of CAS[ZDBS-LY-SLH030] ; Youth Innovation Promotion Association of CAS[2020258] ; CAS Project for Young Scientists in Basic Research[YSBR-095] ; Shanghai Municipal Science and Technology Major Project
WOS研究方向Science & Technology - Other Topics
语种英语
WOS记录号WOS:001250299500017
出版者AMER ASSOC ADVANCEMENT SCIENCE
源URL[http://119.78.100.183/handle/2S10ELR8/311941]  
专题中国科学院上海药物研究所
通讯作者Tang, Wei; Xu, Peng; Yu, Biao
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Chem Biol, Shanghai 201203, Peoples R China
2.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China
3.Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Chem & Mat Sci, 1 Sub Lane Xiangshan, Hangzhou 310024, Peoples R China
4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
5.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Chem Biol, Shanghai 200032, Peoples R China
推荐引用方式
GB/T 7714		 Zhang, Zhaolun,Wu, Renjie,Cao, Shen,et al. Merging total synthesis and NMR technology for deciphering the realistic structure of natural 2,6-dideoxyglycosides[J]. SCIENCE ADVANCES,2024,10(15):9.
APA Zhang, Zhaolun.,Wu, Renjie.,Cao, Shen.,Li, Jiaji.,Huang, Guangen.,...&Yu, Biao.(2024).Merging total synthesis and NMR technology for deciphering the realistic structure of natural 2,6-dideoxyglycosides.SCIENCE ADVANCES,10(15),9.
MLA Zhang, Zhaolun,et al."Merging total synthesis and NMR technology for deciphering the realistic structure of natural 2,6-dideoxyglycosides".SCIENCE ADVANCES 10.15(2024):9.

入库方式： OAI收割

来源：上海药物研究所

浏览0
下载0
收藏0
其他版本

除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。