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methylcoriariin A ( 63 ), the completely methylated derivative of 62 (Fig.
6.12), was ineffective, whereas coriariin A proved to be the most potent
tannin tested at 5 mg/kg. Increases in the degree of oligomerization
didn't necessarily correlate to an increase in activity. The dimer [of
tellimagrandin I ( 64 )] oenothein B was more potent than both the trimer
oenothein A and the tetramer woodfordin F, which had no regressors at
10 mg/kg. In some cases, adding more galloyl groups led to an increase
in activity, but that trend was not general. Galloyl groups appear to be
more potent that the HHDP moiety as seen by rugosin F ( 72 , no
regressors and 35 %ILS) < rugosin D ( 71 , one regressor/6 mice and 172
%ILS), and agrimoniin < coriariin A. However, gemin A ( 70 , one
regressor/6 mice and 176 %ILS at 10 mg/kg dose) seemed to be less
potent than agrimoniin at 10 mg/kg dose. As a comparison to the
immunostimulatory effects of tannins, OK-432 (Picibanil), a whole
bacterial streptococcal preparation that is a known immunopotentiator,
cured 4 out of 12 mice and showed a 79 %ILS at a 10 mg/kg dose.
OH
G ' O
O
O
R = H, tellimagrandin I ( 64 )
R = G, tellimagrandin II ( 65 )
G ' O
OR
G =
OH
GO
OH
GO
GO
O
OH
OH
GO
OH
β -PGG ( 66 )
OG
GO
HO
G '
G '
GO
OH
( S )-HHDP
=
O
O
OH
O
HO
OH
O
O
HO
OH
OH
O
OH
O
OH
HO
GO
OH
HO
OH
O
O
O
O
HO
COOH
OH
O
rugosin A ( 68 )
HO
HO
O
OH
O
O
O
O
HO
OH
HO
O
O
O
GO
O
HO
O
O
HO
OH
O
OG
oenothein B ( 67 )
GO
OH
HO
OH
GO
OH
 
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