Biology Reference
In-Depth Information
OH
OH
HO
OH
HO
OCH
2
O
HO
O
O
O
O
R
1
O
R
3
R
2
O
OH
O
O
O
O
O
O
O
OH
O
OH
HO
HO
O
O
O
HO
OH
OH
HO
O
OH
HO
OH
HO
(S)-Sang =
OH
OH
HO
HO
O
O
O
HO
OH
Roshenin A : R
1
= (
α
)-OG, R
2
~R
3
= (
S
)-Sang
Roshenin B : R
1
= OH, R
2
~R
3
= (
S
)-HHDP
Lambertianin A : R
1
= (
β
)-OG, R
2
~R
3
= (
S
)-HHDP
Sanguiin H-6 : R
1
= (
α
)-OG, R
2
~R
3
= (
S
)-HHDP
OH
HO
OHHO
1.3.5 Macrocyclic oligomers
Macrocyclic dimers have been isolated from plants of several families.
Oenothein B (Okuda
et al
., 1982b), often accompanied by the trimer
oenothein A (Yoshida
et al.
, 1991a), was isolated from
Oenothera
and
Epilobium
species in
Onagraceae
and
Lythrum anceps
in
Lythraceae
.
Oenothein B was also isolated from
Woodfordia fruticosa
in
Lythraceae
,
which also yields woodfordin C (Yoshida
et al
., 1990a), a galloylated
oenothein B, and woodfordin D, which is a galloylated oenothein A
(Yoshida
et al
., 1991). Camellin B, which displays an analogous
macrocyclic structure, has been isolated from several
Thea
species and
from
Schima wallichii
in
Camelliaceae
(Yoshida
et al
., 1990b). Cuphiins
D
1
(a galloylated woodfordin C) and D
2
(a regioisomer of woodfordin C)
were isolated from
Cuphea hyssopifolia
(
Lythraceae
) (Chen
et al
., 1999).
Eugeniflorins D
1
(a galloylated oenothein B) and D
2
, an analog having a
hemiacetal-forming linking unit, were obtained from
Eugenia uniflora
(
Myrtaceae
) (Lee
et al.
, 1997). These oligomers feature the
m
-DOG
linking unit. The
m-
and/or
p-
GOG-bearing dimers tamarixinin B,
hirtellin C and isohirtellin C, the structures of which are evoked in the
next section on oligomer transformations, also display macrocyclic
motifs.
