Literature DB >> 24485585

Balsacones D-I, dihydrocinnamoyl flavans from Populus balsamifera buds.

François Simard1, Jean Legault1, Serge Lavoie1, André Pichette2.   

Abstract

A phytochemical investigation of an ethanolic extract from Populus balsamifera L. buds resulted in the isolation and characterization of twelve new flavan derivatives consisting of six pairs of enantiomers. Structures of (+) and (-)-balsacones D-I were elucidated based on spectroscopic data (1D and 2D NMR, MS) and their absolute configurations were established using X-ray single crystal diffraction analysis and ECD computational calculations. Antibacterial activity and cytotoxicity of all purified enantiomers were evaluated in vitro against Staphylococcus aureus and human skin fibroblast cells, respectively. Crown
Copyright © 2014. Published by Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Antibacterial activity; Balsacone; Bud; Chiral separation; Circular dichroism; Computational calculations; Dihydrochalcone; Flavan; Populus balsamifera L.; Salicaceae; Staphylococcus aureus

Mesh:

Substances:

Year:  2014        PMID: 24485585     DOI: 10.1016/j.phytochem.2013.12.018

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.072


  5 in total

1.  Deciphering composition and connectivity of a natural product with the assistance of MS and 2D NMR.

Authors:  Anastasiya I Vinokur; Paul B White; Maurice Tagatsing Fotsing; Charmaine Arderne; Derek Tantoh Ndinteh; Martha M Vestling; Ilia A Guzei
Journal:  Acta Crystallogr C Struct Chem       Date:  2017-10-24       Impact factor: 1.172

2.  Synthesis of Asebogenin and Balsacone A Precursor by a Novel Synthetic Strategy: Recent Opportunities for and Challenges of Total Synthesis of Balsacone A.

Authors:  M Fatih Polat
Journal:  Molecules       Date:  2022-05-30       Impact factor: 4.927

3.  Precursor-Directed Combinatorial Biosynthesis of Cinnamoyl, Dihydrocinnamoyl, and Benzoyl Anthranilates in Saccharomyces cerevisiae.

Authors:  Aymerick Eudes; Veronica Teixeira Benites; George Wang; Edward E K Baidoo; Taek Soon Lee; Jay D Keasling; Dominique Loqué
Journal:  PLoS One       Date:  2015-10-02       Impact factor: 3.240

4.  Hemisynthesis and Biological Evaluation of Cinnamylated, Benzylated, and Prenylated Dihydrochalcones from a Common Bio-Sourced Precursor.

Authors:  Anne Ardaillou; Jérôme Alsarraf; Jean Legault; François Simard; André Pichette
Journal:  Antibiotics (Basel)       Date:  2021-05-22

5.  Dihydrochalcone Derivatives from Populus balsamifera L. Buds for the Treatment of Psoriasis.

Authors:  Audrey Bélanger; Alexe Grenier; François Simard; Isabelle Gendreau; André Pichette; Jean Legault; Roxane Pouliot
Journal:  Int J Mol Sci       Date:  2019-12-30       Impact factor: 5.923

  5 in total

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