Premium
Spectroscopic properties of free phenolic 4‐arylflavan‐3‐ols as models for natural condensed tannins
Author(s) -
Van Zyl Pieter W.,
Steynberg Jan P.,
Brandt Edward V.,
Ferreira Daneel
Publication year - 1993
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260311206
Subject(s) - phloroglucinol , chemistry , diastereomer , resorcinol , phenols , circular dichroism , stereochemistry , proanthocyanidin , nuclear magnetic resonance spectroscopy , organic chemistry , polyphenol , antioxidant
A unique range of free phenolic 4‐arylflavan‐3‐ols consisting of four sets (3′,4′,5,7‐tetrahydroxyflavan‐3‐ol or its 5‐deoxy analogue coupled to phloroglucinol or resorcinol), each composed of three diastereomers (2,3‐ trans ‐3,4‐ trans , 2,3‐ trans ‐3,4‐ cis and 2,3‐ cis ‐3,4‐ trans ) were synthesized to assess their spectroscopic properties. 1 H and 13 C NMR and circular dichroism data are related to selected structural and stereochemical features with a view to modelling natural phenolic oligoflavanoids.