Biology Reference
In-Depth Information
HHDP (or galloyl) unit with an additional galloyl (or ellagic acid) group
cannot be ruled out. Similarly, some ellagitannins with a digalloyl group,
represented by agrimonic acid A (
17
, Okuda
et al.
, 1984b), have been
obtained from species of the
Rosaceae
,
Coriariaceae
and
Tamaricaceae
plant families.
Table 2.1 Plant sources of primary ellagitannins
Compound
Plant source
Family
Tellimagrandin II (
1
)
Tellima grandiflora
Saxifragaceae
Tellimagrandin I (
114
)
Tellima grandiflora
Saxifragaceae
Strictinin (
2
)
Casuarina stricta
Casuarinaceae
Gemin D (
3
)
Geum japonicum
Rosaceae
Casuarictin (
4
)
Casuarina stricta
Casuarinaceae
Pedunculagin (
5
)
Casuarina stricta
Casuarinaceae
Isostrictinin (
6
)
Psidium guajava
Myrtaceae
Nupharin A (
7
)
Nuphar japonicum
Nymphaeaceae
Corilagin (
8
)
Terminalia chebula
Combretaceae
Rugosin A (
10
)
Rosa rugosa
Rosaceae
Rugosin B (
11
)
Rosa rugosa
Rosaceae
Tirucallin A (
12
)
Euphorbia tirucalli
Euphorbiaceae
Cornusiin B (
13
)
Cornus officinalis
Cornaceae
Praecoxin C (
14
)
Stachyurus praecox
Stachyuraceae
Praecoxin D (
15
)
Stachyurus praecox
Stachyuraceae
Tergallagin (
16
)
Terminalia catappa
Combretaceae
Agrimonic acid A (
17
)
Agrimonia pilosa
Rosaceae
As already mentioned in Chapter 1, combined chemical and circular
dichroism (CD) spectroscopic data on the atropisomerism of the HHDP
unit (Okuda
et al
., 1982a, 1982b) have revealed that the 2,3-, 4,6-, and
1,6-HHDP units on the
4
C
1
glucose core in ellagitannins have the (
S
)-
configuration with only a few exceptions, exemplified by the 3,6-HHDP
unit on
1
C
4
glucose core that has the (
R
)-configuration. Table 2.1 lists the
plants from which the aforementioned primary ellagitannins were first
isolated; these include a wide variety of dicotyledonous species.
Ellagitannins possessing a gluconic acid as the central polyalcohol
core instead of glucose, as exemplified by punigluconin (
18
), have been
found in plant species of the
Punicaceae
(Tanaka
et al.
, 1986b),
Elaeagnaceae
(Yoshida
et al
., 1991a, 1996, Ito
et al
., 1999b) and
Lythraceae
(Tanaka
et al.
, 1992b) families.
