Synthesis of Multivalent Glucosides with High Affinity for GLUT1 Transporter

Letters in Organic Chemistry(2012)

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摘要
The novel bifunctional compounds L1 and L2 carrying cluster glucosides as ligands for brain targeting liposomes were synthesized. 2-phenyl-1,3-dioxan-5-ol (8) and tetra-antennary alcohol (13) were used as the core scaffold to attach cholesterol derivatives by a triethylene glycol chain, while their remaining branches were linked with two or three benzylglucosides, which would be debenzvlated later to produce di-antennary glucosides L1 and tri-antennary glucosides ligand L2. This design provided an effective entry for the synthesized bifunctional compounds to cross blood brain barrier (BBB).
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关键词
Brain target,cholesterylated glucosides,GLUT1 transporter,liposome ligand,synthesis
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