Leontopodic acid—a novel highly substituted glucaric acid derivative from Edelweiss (Leontopodium alpinum Cass.) and its antioxidative and DNA protecting properties |
| |
Authors: | Stefan Schwaiger Christoph Seger Nancy About Céline Godenir Frank Gafner |
| |
Institution: | a Institut für Pharmazie, Abteilung Pharmakognosie, Leopold-Franzens-Universität Innsbruck, Innrain 52, A-6020 Innsbruck, Austria b Dipartimento di Chimica “G. Ciamican”, Universitá di Bologna, Via Selmi 2, I-40126 Bologna, Italy c Institut für Organische Chemie, Leopold-Franzens-Universität Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria d Laboratoires Actifs, Biologie et Cosmétique, LVMH R&D, F-45800 Saint Jean de Braye, France e AlpaflorLtd./Pentapharm, Engelgasse 109, CH-4002 Basel, Switzerland |
| |
Abstract: | Leontopodic acid—a novel full substituted hexaric acid derivative, was isolated from the aerial parts of Edelweiss (Leontopodium alpinum Cass.) as one of the major compounds. The complex structure of leontopodic acid-2-(3S)-3-hydroxybutanoate]-3,4,5-tris-(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]-d-glucaric acid—was elucidated by mass spectrometry, 1D- and 2D NMR spectroscopy and HPLC monitored transesterification. Leontopodic acid exhibited pronounced antioxidative effects in the Briggs-Rauscher (BR) model (r.a.c.)m 3.4±0.5] and the trolox equivalent antioxidant capacity (TEAC) method (TEAC value of 1.53±0.11). The antioxidative properties of this compound were confirmed by the 3D method, an in vitro assay evaluating DNA protection against oxidative damage (IC50: 1.89 μM). |
| |
Keywords: | Leontopodium alpinum Asteraceae Glucaric acid Caffeic acid Briggs-Rauscher reaction TEAC 3D Leontopodic acid |
本文献已被 ScienceDirect 等数据库收录! |
|