Determination and characterisation of cyclodimers of naturally occurring phenolic acids

I.M. Morrison, G.W. Robertson, D. Stewart, F. Wightman

    Research output: Contribution to journalArticle

    Abstract

    The phenylpropenoic acids, cinnamic, p-coumaric, ferulic, sinapic and caffeic, were photodimerized either singly or in pairs and were subjected to gas chromatographic and mass spectrometric analyses of their trimethylsilyl derivatives. Sinapic acid and five combinations of pairs gave only a single peak when analysed on two gas chromatographic columns, while all the rest gave two peaks. Mass spectrometric analysis showed that, for most combinations, a dimer in the head-to-tail configuration was the major product but significant amounts of some dimers in the head-to-head configuration were produced. For most dimers, the molecular ion was evident in the spectrum while the configuration of the cyclobutane ring was established by the fragments formed from symmetrical and asymmetrical splitting.
    Copyright © 1991, Elsevier
    Original languageEnglish
    Pages (from-to)2007-2011
    Number of pages5
    JournalPhytochemistry
    Volume30
    Issue number6
    DOIs
    Publication statusPublished - 1991

    Keywords

    • phenylpropenoic acids
    • cinnamic acid
    • p-coumaric acid
    • ferulic acid
    • sinapic acid
    • caffeic acid
    • dimerization
    • cyclodimers

    Fingerprint Dive into the research topics of 'Determination and characterisation of cyclodimers of naturally occurring phenolic acids'. Together they form a unique fingerprint.

    Cite this