作为研究酯皂苷中酰基迁移工具的电子结构计算

Electronic structure calculations as a tool for investigating acyl migrations in ester saponins.

作者信息

Apers Sandra, Everaert Gert, van der Veken Benjamin J, Vlietinck Arnold J, Pieters Luc A C

机构信息

Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, B-2610 Antwerp, Belgium.

出版信息

Phytochem Anal. 2002 Sep-Oct;13(5):262-5. doi: 10.1002/pca.653.

DOI:10.1002/pca.653

PMID:12918870

Abstract

The possibility of acyl migrations in ester saponins from Maesa lanceolata was investigated by molecular mechanics and electronic structure calculations carried out on the major constituent maesasaponin IV3 (3beta-O-[[alpha-L-rhamnopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-[beta-D-galactopyranosyl-(1-->2)]-beta-D-gluco-pyranuronyl]-21beta-angeloyloxy-22alpha-propanoyloxy-13beta,28-oxido-olean-16alpha, 28alpha-diol). It was confirmed that acyl migrations could occur in rings D and E of maesasaponins.

摘要

通过对主要成分披针叶杜茎山皂甙IV3（3β - O - [[α - L - 鼠李吡喃糖基 - (1→2) - [β - D - 半乳吡喃糖基 - (1→3)] - [β - D - 半乳吡喃糖基 - (1→2)] - β - D - 葡萄糖醛酸吡喃糖基] - 21β - 当归酰氧基 - 22α - 丙酰氧基 - 13β,28 - 环氧 - 齐墩果 - 16α,28α - 二醇）进行分子力学和电子结构计算，研究了披针叶杜茎山酯皂苷中酰基迁移的可能性。结果证实，酰基迁移可能发生在杜茎山皂甙的D环和E环中。