Molecules
(Apr 2020)
In the Mists of a Fungal Metabolite: An Unexpected Reaction of 2,4,5-Trimethoxyphenylglyoxylic Acid
Immo Serbian,
Anne Loesche,
Sven Sommerwerk,
Phil Liebing,
Dieter Ströhl,
René Csuk
Affiliations
Immo Serbian
Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany
Anne Loesche
Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany
Sven Sommerwerk
Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany
Phil Liebing
Otto von Guericke Universität Magdeburg, Chemisches Institut, Universitätsplatz 2, D-39106 Magdeburg, Germany
Dieter Ströhl
Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany
René Csuk
Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany
DOI
https://doi.org/10.3390/molecules25081978
Journal volume & issue
Vol. 25,
no. 8
Abstract
Read online
The reactions of phenylglyoxylic acids during the synthesis and biological evaluation of fungal metabolites led to the discovery of hitherto unknown compounds with a p-quinone methide (p-QM) structure. The formation of these p-QMs using 13C-labelled starting materials revealed a key-step of this reaction being a retro-Friedel–Crafts alkylation.
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