Phytochemical study of Juglans regia L. leaves

Schwindl, Sebastian and Kraus, Birgit and Heilmann, Jorg (2017) Phytochemical study of Juglans regia L. leaves. PHYTOCHEMISTRY, 144. pp. 58-70. ISSN 0031-9422,

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Abstract

A methanolic extract of Juglans regia L leaves was fractioned by various chromatographic techniques yielding a total of 40 metabolites belonging to megastigmane, tetralone, phenylpropanoid, neolignane and juglone glycosides. Ten unknown megastigmane glucoside derivatives (juglanionosides A-K, 1-10) and six unknown tetralone glucoside derivatives (juglanosides J-O, 11-16) together with 24 known compounds - among them 16 described for the first time in Juglans - were isolated. As characteristic structural feature, the previously undescribed compounds showed acylation of the sugar units with sinapic, ferulic, coumaric, benzoic or salicylic acid. Their chemical structures were elucidated on the basis of 1D and 2D NMR techniques, HRESIMS as well as CD spectroscopy. Absolute stereochemistry was revealed by mild alkaline hydrolysis and comparison of CD and polarimetric data to literature values. (C) 2017 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: NITRIC-OXIDE PRODUCTION; MEGASTIGMANE GLYCOSIDES; A-C; CONSTITUENTS; GLUCOSIDES; MANDSHURICA; IDENTIFICATION; EUGENOL; IONONE; CELLS; Juglans regia; Juglandaceae; Megastigmane; Tetralone; Neolignan; Phenylpropanoid; Actinidioionoside; Kiwiionoside; Juglanionoside; Juglanoside
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann)
Depositing User: Dr. Gernot Deinzer
Date Deposited: 14 Dec 2018 13:19
Last Modified: 19 Feb 2019 13:48
URI: https://pred.uni-regensburg.de/id/eprint/1735

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