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从澳大利亚药用和食用植物相思树中分离和结构鉴定羽扇豆烷型三萜皂苷。

Isolation and Structural Characterization of Echinocystic Acid Triterpenoid Saponins from the Australian Medicinal and Food Plant Acacia ligulata.

机构信息

Sansom Institute for Health Research, School of Pharmacy and Medical Sciences, University of South Australia , Adelaide, South Australia 5000, Australia.

Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences, Faculty of Science, University of Copenhagen , Thorvaldsensvej 40, DK-1871 Frederiksberg C, Denmark.

出版信息

J Nat Prod. 2017 Oct 27;80(10):2692-2698. doi: 10.1021/acs.jnatprod.7b00437. Epub 2017 Oct 4.

DOI:10.1021/acs.jnatprod.7b00437
PMID:28976773
Abstract

The Australian plant Acacia ligulata has a number of traditional food and medicinal uses by Australian Aboriginal people, although no bioactive compounds have previously been isolated from this species. Bioassay-guided fractionation of an ethanolic extract of the mature pods of A. ligulata led to the isolation of the two new echinocystic acid triterpenoid saponins, ligulatasides A (1) and B (2), which differ in the fine structure of their glycan substituents. Their structures were elucidated on the basis of 1D and 2D NMR, GC-MS, LC-MS/MS, and saccharide linkage analysis. These are the first isolated compounds from A. ligulata and the first fully elucidated structures of triterpenoid saponins from Acacia sensu stricto having echinocystic acid reported as the aglycone. Compounds 1 and 2 were evaluated for cytotoxic activity against a human melanoma cancer cell line (SK-MEL28) and a diploid fibroblast cell line (HFF), but showed only weak activity.

摘要

澳大利亚植物相思 Ligulata 有许多传统的食物和药用用途,由澳大利亚原住民,尽管没有生物活性化合物已从该物种分离。生物测定指导的分级分离的醇提取物的成熟豆荚相思 Ligulata 导致隔离的两个新的棘豆酸三萜皂苷,ligulatasides A (1) 和 B (2),这在他们的聚糖取代基的精细结构上有所不同。它们的结构是根据 1D 和 2D NMR、GC-MS、LC-MS/MS 和糖链连接分析来阐明的。这些是首次从相思 Ligulata 中分离出来的化合物,也是首次从严格意义上的相思属中分离出具有棘豆酸作为糖苷配基的三萜皂苷的完全阐明的结构。化合物 1 和 2 被评估对人黑色素瘤癌细胞系 (SK-MEL28) 和二倍体成纤维细胞系 (HFF) 的细胞毒性活性,但只表现出微弱的活性。

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