Spectroscopic properties of free phenolic 4‐arylflavan‐3‐ols as models for natural condensed tannins | Zendy

Van Zyl Pieter W. | Zendy; Steynberg Jan P. | Zendy; Brandt Edward V. | Zendy; Ferreira Daneel | Zendy

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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.

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