β-(1→3)-和β-(1→6)-连接的葡糖寡糖的1,3-二脱氧野尻霉素-3-基糖苷

1,3-Dideoxynojirimycin-3-yl glycosides of beta-(1-->3)- and beta-(1-->6)-linked gluco-oligosaccharides.

作者信息

Blattner Regine, Furneaux Richard H, Pakulski Zbigniew

机构信息

Industrial Research Ltd, PO Box 31-310, Lower Hutt, New Zealand.

出版信息

Carbohydr Res. 2006 Sep 4;341(12):2115-25. doi: 10.1016/j.carres.2006.05.004. Epub 2006 Jun 5.

DOI:10.1016/j.carres.2006.05.004

PMID:16750183

Abstract

Standard chemical methods involving the use of O-acetylated glycosyl trichloroacetimidates as glycosylating agents were used to prepare the five 1,3-dideoxynojirimycin-3-yl beta-(1-->3)-linked oligo-glucosides (1-5) and also the beta-(1-->6)-bonded glucobiose (gentiobiose)-based analogue 6 as potential fungicides. In the course of the work, the beta-(1-->6), beta-(1-->6)-linked analogue 8 of 6 and 6-O- and 4-O-beta-glucopyranosyl-deoxynojirimycins 7 and 9, respectively, were also produced.

摘要

采用涉及使用O - 乙酰化糖基三氯乙酰亚胺酯作为糖基化剂的标准化学方法，制备了五种1,3 - 二脱氧野尻霉素 - 3 - 基β-(1→3)-连接的低聚葡萄糖苷（1 - 5）以及基于β-(1→6)-键合的葡萄糖二糖（龙胆二糖）的类似物6作为潜在的杀菌剂。在该工作过程中，还分别产生了6的β-(1→6),β-(1→6)-连接的类似物8以及6 - O - 和4 - O - β - 吡喃葡萄糖基 - 脱氧野尻霉素7和9。