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基于环状亚硫酸盐的接枝法一锅合成甘草次酸多聚糖苷

One-pot synthesis of glycyrrhetic acid polyglycosides based on grafting-from method using cyclic sulfite.

作者信息

Shetty Sangeetha S, Koyama Yasuhito

机构信息

Institute for Catalysis, Hokkaido University, N21 W10, Kita-ku, Sapporo 001-0021, Japan.

Department of Biotechnology, Faculty of Engineering, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan.

出版信息

Tetrahedron Lett. 2016 Aug 10;57(32):3657-3661. doi: 10.1016/j.tetlet.2016.07.001. Epub 2016 Jul 2.

Abstract

Glycyrrhetic acid polyglycosides were synthesized in one-pot via cationic ring-opening condensation polymerization of cyclic sulfite () initiated by glycyrrhetic acid as an aglycon. Sulfite worked as a practical monomer for the preparation of (1 → 2)-linked polysaccharide skeletons. The chemical stability of was evaluated by the comparison of thermodynamic parameters with those of conventional epoxide (). The grafting reaction of from glycyrrhetic acid () was performed in the presence of TfOH and MS 3A in CHCl at room temperature. The polymerization degree was moderately controllable by the change of feed ratio of initiator.

摘要

以甘草次酸为苷元,通过环状亚硫酸酯()的阳离子开环缩聚反应一锅法合成了甘草次酸聚糖苷。亚硫酸酯作为制备(1→2)连接的多糖骨架的实用单体。通过将热力学参数与传统环氧化物()的热力学参数进行比较,评估了其化学稳定性。甘草次酸()的接枝反应在三氟甲磺酸(TfOH)和3A分子筛存在下于室温的氯仿中进行。通过改变引发剂的进料比可适度控制聚合度。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/06fc/7111874/7aa7614c9d14/fx1.jpg

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