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Convergent Synthesis and Anti-Pancreatic Cancer Cell Growth Activity of a Highly Branched Heptadecasaccharide from Carthamus tinctorius

文献类型：期刊论文

作者Hu, Chaoyu2,3; Wu, Shengjie2; He, Fei2; Cai, Deqin2; Xu, Zhuojia2; Ma, Wenjing2; Liu, Yating2; Wei, Bangguo3; Li, Tiehai2; Ding, Kan1,2
刊名ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
出版日期2022-07-04
页码9
ISSN号1433-7851
关键词Antitumor Agents Carbohydrates Glycosylation Oligosaccharides Total Synthesis
DOI10.1002/anie.202202554
通讯作者Wei, Bangguo(bgwei1974@fudan.edu.cn) ; Li, Tiehai(tiehaili@simm.ac.cn) ; Ding, Kan(dingkan@simm.ac.cn)
英文摘要Bioactive polysaccharides from natural resources target various biological processes and are increasingly used as potential target molecules for drug development. However, the accessibility of branched and long complex polysaccharide active domains with well-defined structures remains a major challenge. Herein we describe an efficient first total synthesis of a highly branched heptadecasaccharide moiety of the native bioactive galectin-3-targeting polysaccharide from Carthamus tinctorius L. as well as shorter fragments of the heptadecasaccharide. The key feature of the approach is that a photo-assisted convergent [6+4+7] one-pot coupling strategy enables rapid assembly of the heptadecasaccharide, whereby a photoremovable o-nitrobenzyl protecting group is used to generate the corresponding acceptor for glycosylation in situ upon ultraviolet radiation. Biological activity tests suggest that the heptadecasaccharide can target galectin-3 and inhibit pancreatic cancer cell growth.
WOS关键词POT ; CHEMISTRY
资助项目Shanghai Municipal Science and Technology Major Project, New Drug Creation and Manufacturing Program[2019ZX09735001] ; National Natural Science Foundation of China[31670814] ; National Natural Science Foundation of China[31870801] ; National Natural Science Foundation of China[22077130] ; Shanghai Pujiang Program[20PJ1415800]
WOS研究方向Chemistry
语种英语
出版者WILEY-V C H VERLAG GMBH
WOS记录号WOS:000820405000001
源URL[http://119.78.100.183/handle/2S10ELR8/301762]  
专题新药研究国家重点实验室
通讯作者Wei, Bangguo; Li, Tiehai; Ding, Kan
作者单位1.Chinese Acad Sci, Zhongshan Inst Drug Discovery, Shanghai Inst Mat Med, Zhongshan 528400, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Med, Carbohydrate Based Drug Res Ctr, CAS Key Lab Receptor Res,State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Fudan Univ, Sch Pharm, Dept Med Chem, Shanghai 201203, Peoples R China
推荐引用方式
GB/T 7714		 Hu, Chaoyu,Wu, Shengjie,He, Fei,et al. Convergent Synthesis and Anti-Pancreatic Cancer Cell Growth Activity of a Highly Branched Heptadecasaccharide from Carthamus tinctorius[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2022:9.
APA Hu, Chaoyu.,Wu, Shengjie.,He, Fei.,Cai, Deqin.,Xu, Zhuojia.,...&Ding, Kan.(2022).Convergent Synthesis and Anti-Pancreatic Cancer Cell Growth Activity of a Highly Branched Heptadecasaccharide from Carthamus tinctorius.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,9.
MLA Hu, Chaoyu,et al."Convergent Synthesis and Anti-Pancreatic Cancer Cell Growth Activity of a Highly Branched Heptadecasaccharide from Carthamus tinctorius".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022):9.

入库方式： OAI收割

来源：上海药物研究所

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