caa a22 4500 445878754 CHVBK 20180317145535.0 cr unu---uuuuu 170323e20111101xx s 000 0 eng 10.1007/s11030-011-9318-1 doi (NATIONALLICENCE)springer-10.1007/s11030-011-9318-1 Synthesis of novel 6-triazologlycolipids via click chemistry and their preliminary cytotoxicity assessments [Elektronische Daten] [Hai-Lin Zhang, Xiao-Peng He, Li Sheng, Yuan Yao, Wei Zhang, Xiao-Xin Shi, Jia Li, Guo-Rong Chen] Series of novel 6-triazole-linked galacto- or glucolipids were efficiently synthesized from O-benzylated sugar azides and various lipid alkynes via Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (click chemistry) followed by hydrogenolysis with PdCl2/H2. Subsequent MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) assay toward a panel of human cancer cell lines revealed that these triazologlycolipids possess low-to-modest toxicity on A549 (lung), MCF-7 (breast), HeLa (cervix), and HepG2 (liver). Furthermore, both the carbon chain length at the lipid end and the epimeric identity of the glycosyl moiety were determined to impact their corresponding bioactivity. Springer Science+Business Media B.V., 2011 Glycolipid nationallicence Click reaction nationallicence Triazole nationallicence Cytotoxicity nationallicence MTT assay nationallicence Zhang Hai-Lin Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut He Xiao-Peng Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut Sheng Li National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes of Biological Sciences, Chinese Academy of Sciences, 201203, Shanghai, People's Republic of China aut Yao Yuan Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut Zhang Wei National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes of Biological Sciences, Chinese Academy of Sciences, 201203, Shanghai, People's Republic of China aut Shi Xiao-Xin Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut Li Jia National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes of Biological Sciences, Chinese Academy of Sciences, 201203, Shanghai, People's Republic of China aut Chen Guo-Rong Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut Molecular Diversity Springer Netherlands 15/4(2011-11-01), 889-900 1381-1991 15:4<889 2011 15 11030 https://doi.org/10.1007/s11030-011-9318-1 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s11030-011-9318-1 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Zhang Hai-Lin Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut NATIONALLICENCE 700 1- He Xiao-Peng Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut NATIONALLICENCE 700 1- Sheng Li National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes of Biological Sciences, Chinese Academy of Sciences, 201203, Shanghai, People's Republic of China aut NATIONALLICENCE 700 1- Yao Yuan Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut NATIONALLICENCE 700 1- Zhang Wei National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes of Biological Sciences, Chinese Academy of Sciences, 201203, Shanghai, People's Republic of China aut NATIONALLICENCE 700 1- Shi Xiao-Xin Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut NATIONALLICENCE 700 1- Li Jia National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes of Biological Sciences, Chinese Academy of Sciences, 201203, Shanghai, People's Republic of China aut NATIONALLICENCE 700 1- Chen Guo-Rong Key Laboratory for Advanced Materials and Institute of Fine Chemicals, and School of Pharmacy, East China University of Science and Technology, 200237, Shanghai, People's Republic of China aut NATIONALLICENCE 773 0- Molecular Diversity Springer Netherlands 15/4(2011-11-01), 889-900 1381-1991 15:4<889 2011 15 11030 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer