Synthesis of Multivalent Glucosides with High Affinity for GLUT1 Transporter

Author(s): Boyi Qu, Xun Li, Jianbo Wu, Xiaolong Li, Li Hai, Yong Wu.

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 6 , 2012

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Abstract:

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).

Keywords: Brain target, cholesterylated glucosides, GLUT1 transporter, liposome ligand, synthesis, blood-brain barrier, Liposome-drug, glucose, bi-functional, water-organic

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Article Details

VOLUME: 9
ISSUE: 6
Year: 2012
Page: [390 - 395]
Pages: 6
DOI: 10.2174/157017812801322390
Price: $65

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