Synthesis of cluster mannosides via a Ugi four-component reaction and their inhibition against the binding of yeast mannan to concanavalin A.
The Ugi four-component reaction (U-4CR) was utilized to prepare divalent and trivalent cluster mannosides with different scaffolds. The glycoclusters obtained were tested for their relative inhibitory potency against the binding of yeast mannan to concanavalin A by solid-phase enzyme-linked lectin assays (ELLA) using methyl alpha-D-mannopyranoside as a standard. Among them, a divalent mannoside containing aromatic groups showed the strongest binding affinity to concanavalin A.
Li
Yingxia
Y
Marine Drug and Food Institute, Ocean University of China, Qingdao 266003, China. liyx417@ouc.edu.cn
Zhang
Xiaoru
X
Chu
Shidong
S
Yu
Kunyu
K
Guan
Huashi
H
D003208:Concanavalin A / Q000037:antagonists & inhibitors* / Q000378:metabolism; D008351:Mannans / Q000037:antagonists & inhibitors* / Q000378:metabolism; D008362:Mannosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D011485:Protein Binding / Q000187:drug effects; D015003:Yeasts / Q000737:chemistry*
D008351:Mannans; D008362:Mannosides; D003208:Concanavalin A