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oligomers are formed mostly through intermolecular C-O oxidative
coupling between ellagitannin monomers was recently obtained with the
enzymatic formation of cornusiin E from tellimagrandin II ( 1 ) (Niemetz
and Gross, 2003). Oligomers of diverse structures are classified
according to the coupling mode between the monomers involved, as
described in Chapter 1.
2.2.1 Oligomers linked with a dehydrodigalloyl group
GOG-type oligomers with a dehydrodigalloyl (DHDG) unit have been
found in the Rosaceae , Coriariaceae , Nymphaeaceae , and
Tamaricaceae . Of these, the dimers from rosaceous and coriariaceous
plants, for example, agrimoniin, gemin A, and coriariin A (see Chapter
1), have an m -GOG unit produced by intermolecular C-O coupling
between the O-1-linked galloyl group of each monomer, while the
dimers found in the Nymphaeaceae and Tamaricaceae have the m -GOG
unit connected between the O-1 position of one monomer and the O-2
position of the other monomer, as exemplified in nupharin E ( 61 )
(Ishimatsu et al. , 1989b) and hirtellin A ( 62 ) (Yoshida et al. , 1991c).
OH HO
OH
HO
OH
HO
O
O
OH
OH
HO
OH
HO
O
O
HO
HO
O
O
O
OH
OH
HO
HO
HO
O
O
O
2
O
O
O
O
O
HO
O
O
O
OH HO
OH
HO
2
OH
HO
O
O
OH
O
HO
OH
OH
O
OH
m -GOG
HO
O
OH
O
O
OH
OH
O
O
HO
OH
OH
HO
OH
O
O
O
1
HO
m -GOG
O
OH
HO
O
OH
O
HO
HO
O
O
O
OH
HO
O
HO
O
O
1
O
O
O
O
O
HO
O
HO
Nupharin E ( 61 )
O
OH
OH
OH
OH
Hirtellin A ( 62 )
HO
OH
HO
OH
 
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