Literature DB >> 28976773

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

Diana Jæger1,2, Chi P Ndi1, Christoph Crocoll3, Bradley S Simpson4, Bekzod Khakimov5, Ruth Marian Guzman-Genuino1,6,7, John D Hayball1,6,7, Xiaohui Xing8,9, Vincent Bulone8,9, Philip Weinstein10, Birger L Møller2, Susan J Semple1.   

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.

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Year:  2017        PMID: 28976773     DOI: 10.1021/acs.jnatprod.7b00437

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  5 in total

1.  Disentangling the chemistry of Australian plant exudates from a unique historical collection.

Authors:  Rafaella Georgiou; Rachel S Popelka-Filcoff; Dimosthenis Sokaras; Victoria Beltran; Ilaria Bonaduce; Jordan Spangler; Serge X Cohen; Roy Lehmann; Sylvain Bernard; Jean-Pascal Rueff; Uwe Bergmann; Loïc Bertrand
Journal:  Proc Natl Acad Sci U S A       Date:  2022-05-26       Impact factor: 12.779

2.  Impact of the Hydrolysis and Methanolysis of Bidesmosidic Chenopodium quinoa Saponins on Their Hemolytic Activity.

Authors:  Philippe Savarino; Carolina Contino; Emmanuel Colson; Gustavo Cabrera-Barjas; Julien De Winter; Pascal Gerbaux
Journal:  Molecules       Date:  2022-05-17       Impact factor: 4.927

Review 3.  Unraveling Plant Natural Chemical Diversity for Drug Discovery Purposes.

Authors:  Emmanuelle Lautié; Olivier Russo; Pierre Ducrot; Jean A Boutin
Journal:  Front Pharmacol       Date:  2020-04-07       Impact factor: 5.810

4.  Echinocystic Acid Inhibits Inflammation and Exerts Neuroprotective Effects in MPTP-Induced Parkinson's Disease Model Mice.

Authors:  Dewei He; Guiqiu Hu; Ang Zhou; Yanting Liu; Bingxu Huang; Yingchun Su; Hefei Wang; Bojian Ye; Yuan He; Xiyu Gao; Shoupeng Fu; Dianfeng Liu
Journal:  Front Pharmacol       Date:  2022-01-19       Impact factor: 5.810

5.  Microwave-Assisted Desulfation of the Hemolytic Saponins Extracted from Holothuria scabra Viscera.

Authors:  Philippe Savarino; Emmanuel Colson; Guillaume Caulier; Igor Eeckhaut; Patrick Flammang; Pascal Gerbaux
Journal:  Molecules       Date:  2022-01-15       Impact factor: 4.411

  5 in total

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