A facile synthesis of 4-methylumbelliferyl (1 -> 3)-beta-D-pentaglucoside

作者：Huang G L^*

来源：Letters in Drug Design and Discovery, 2008, 5(6): 362-363.

DOI：10.2174/157018008785777298

• yeast glucan
• 4-methylumbelliferyl (1 -&gt
• 3)-beta-D-pentaglucoside
• synthesis
• fungal enzymatic activity

The synthesis and stability assay of 4-methylumbelliferyl (1 -> 3)-beta-D-pentaglucoside 3 are described. The acid-solubilized (1 -> 3)-beta-D-oligoglucosides were prepared by partial acid hydrolysis of glucan. The peracetylated (1 -> 3)-beta-D-pentaglucoside 1 was obtained by isolation of peracetylated (1 -> 3)-beta-D-oligoglucoside mixture. The peracetylated 4-methylumbelliferyl (1 -> 3)-beta-D-pentaglucoside 2 was synthesized by treating compound 1 with the 4-methylumbelliferone and a Lewis acid (SnCl4) catalyst. NaOMe in dry methanol was used for the deacetylation of the blocked derivative, to give the target compound 3 in an overall yield of 35%. In the activity assays of fungal glucosidase, it indicates that compound 3 is much more stable than the corresponding pentasaccharide.

• 出版日期2008-9
• 单位重庆师范大学