Synthesis of a C3-symmetric (1-->6)-N-acetyl-beta-D-glucosamine octadecasaccharide using click chemistry.
A C3-symmetric (1-->6)-N-acetyl-beta-D-glucosamine octadecasaccharide was convergently synthesized on the basis of a copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of azide and alkyne. The target octadecasaccharide showed good antitumor activity against H22 in the preliminary mice tests.
Chen
Qi
Q
The State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China.
Yang
Feng
F
Du
Yuguo
Y
D000480:Alkynes / Q000737:chemistry; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000627:therapeutic use; D001386:Azides / Q000737:chemistry; D002240:Carbohydrate Sequence; D002384:Catalysis; D045744:Cell Line, Tumor; D003300:Copper / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D005944:Glucosamine / Q000138:chemical synthesis* / Q000378:metabolism / Q000627:therapeutic use; D006801:Humans; D051379:Mice; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000378:metabolism / Q000627:therapeutic use
D000480:Alkynes; D000970:Antineoplastic Agents; D001386:Azides; D009844:Oligosaccharides; D003300:Copper; D005944:Glucosamine