Biology Reference
In-Depth Information
Chapter 9
C
-Glycosidic Ellagitannins and Their Influence
on Wine Chemistry
Michaël Jourdes,
Dorothée Lefeuvre and Stéphane Quideau
*
Université de Bordeaux, Institut des Sciences Moléculaires (UMR-CNRS
5255), Institut Européen de Chimie et Biologie, 33607 Pessac, France;
*corresponding author:
s.quideau@iecb.u-bordeaux.fr
9.1
C
-Glycosidic Ellagitannins - A Special Subclass of Ellagitannins
9.1.1 Characteristic structural features and natural occurrence
The
C
-glycosidic ellagitannins constitute a subclass of hydrolyzable
tannins, whose remarkable structural diversity is discussed in detail in
Chapters 1 and 2 of this topic. Today, over 500 members of this family
of gallic acid-derived polyphenolic natural products have been isolated
from various plants and fully characterized (Okuda, 2005, Okuda
et al.
,
1995, Khanbabaee and van Ree, 2001, Quideau and Feldman, 1996,
Haslam and Cai, 1994, Schmidt, 1956). Among this myriad of gallic acid
metabolites, the
C
-glycosidic ellagitannins present the structural
particularity of having a highly characteristic C-C linkage between the
carbon-1 atom of an open-chain glucose core and the carbon-2' atom of a
galloyl-derived unit esterified to the 2-position of the glucose core. This
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