Synthesis of Multivalent Glucosides with High Affinity for GLUT1 Transporter

Title:Synthesis of Multivalent Glucosides with High Affinity for GLUT1 Transporter

Volume: 9 Issue: 6

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

Affiliation:

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

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).

Cite this article as:

Qu Boyi, Li Xun, Wu Jianbo, Li Xiaolong, Hai Li and Wu Yong, Synthesis of Multivalent Glucosides with High Affinity for GLUT1 Transporter, Letters in Organic Chemistry 2012; 9 (6) . https://dx.doi.org/10.2174/157017812801322390