Luận văn Thạc sĩ Khoa học: Nghiên cứu các xanthanolid và các thành phần hóa học khác của cây Ké đầu ngựa (Xanhthium strumarium L., Asteraceae) mọc ở Hà Nội
5,975
410
93
Lu
n v
n Tha
Khoa Hoá h
c
13
Trâ
50
45-
-kappaB-
].
.
O
.
O
OH
.
39
quiterpen lacton
Xanthium sibiricum 7,11-2-
hydroxyeremophila-1(10)-en-12,8-olid (40), 7,11-2-hydroxyeremophila-
1(10)-en-12,8-olid (41), 7,11-eremophila-1(10)-en-12,8-olid (42),
7,11-eremophila-1(10),11(13)-dien-12,8-olid (43), 8-epi-xanthatin-1,5-
epoxid (17 tomentosin
(18).
;43, 17
18
50
].
O
R
1
O
.
.
R
2
40
R
1
= OH, H
R
2
= CH
3
41
R
1
= OH, H
R
2
= CH
3
42
R
1
= CH
2
R
2
= CH
3
43
R
1
= CH
2
R
2
= CH
2
Lu
n v
n Tha
Khoa Hoá h
c
14
Trâ
,9-dihydroxy-8-epi-xanthatin (44) [35] -
hydroxytomentosin-1,5-epoxit (45) [28]
Xanthium
strumarium (1993).
.
O
.
O
O
.
OH
OH
44
O
O
.
.
.
O
O
OH
45
Xanthium strumarium
n- cây Xanthium strumarium
10].
y Xanthium strumarium
X.
strumarium
7]. Trong m
Lu
n v
n Tha
Khoa Hoá h
c
15
Trâ
Xanthium spinosum
-LOX (IC
50
COX-1 (IC
50
-LOX (IC
50
(46-kappaB [11].
O
H
O
.
.
H
46
dion
(7-hydroxymethyl-8,8-dimethyl-4,8-dihydro-
benzo[1,4]thiazin-3,5-dion) (47)
-(2-O-caffeoyl)--D-glucopyranosid
(48) Xanthium strumarium
32, 42].
S
N
H
O
O
.
.
OH
47
O
OH
OH
OH
O
O
O
OH
OH
S
N
H
O
O
.
.
48
Lu
n v
n Tha
Khoa Hoá h
c
16
Trâ
(49)Xanthium pungens [8].
O
S
OH
O
OH
CH
3
49
-)-xanthienopyran (49
Xanthium strumarium. H
49
formyl-L-methionyl-L-leucyl-L-phenylalanin
IC
50
µg/ml [26].
7-hydroxymetyl-8,8-
dimetyl-4,8-dihydrobenzo[1,4]thiazin-3,5-dion-11-O-[-D-apiofuranosyl-(1->6)-O-
-D-glucopyranosid] (50). C 50
apisose].
(51Xanthium sibiricum
Patr. [20].
Lu
n v
n Tha
Khoa Hoá h
c
17
Trâ
50
O
O
O
OH
OH
O
OH
S
N
H
O
O
.
.
OH
OH
OH
51
O
OH
OH
O
OH
S
N
H
O
O
.
.
OH
axit caffeic (52
Xanthium strumarium2) [32].
OH
O
OH
OH
52
Axit 1,3,5-tri-O-caffeoylquinic (53) axit 3,5-di-O-
Xanthium strumarium A.
[22]. cây Xanthium strumarium kali-3-
O-caffeoyl quinat (54) axit 1,5-di-O-caffeoyl quinic (55)
[13].53
9].
Lu
n v
n Tha
Khoa Hoá h
c
18
Trâ
OH
OH
O
O
OH
HOOC
OR
O
O
OH
OH
53 R = Caffeoyl
OR
3
OH
OR
4
O
R
1
O
OR
2
R
1
R
2
R
3
R
4
54 K H caffeoyl H
55 H caffeoyl H caffeoyl
O
OH
OH
.
caffeoyl
. Y.
Xanthium strumarium
-tri-O-caffeoylquinic (53), axit
1,5-di-O-caffeoylquinic
axit (55), metyl 3,5-di-O-caffeoylquinat (56), axit 3,5-di-O-caffeoylquinic
(57), axit
1,3-di-O-caffeoyl quinic (58), axit chlorogenic (59) meth
neochlorogenic (60) 3-hydroxy-1-(4-hydroxy-
phenyl)-propan-1-on (61), axit protocatechuic (62) e (63)
56
cho
50
[19].
Lu
n v
n Tha
Khoa Hoá h
c
19
Trâ
OR
2
OR
3
OR
4
O
R
5
O
OR
1
R
1
R
2
R
3
R
4
R
5
56 H caffeoyl H caffeoyl OCH
3
57 H caffeoyl H caffeoyl OH
58 caffeoyl caffeoyl H H OH
59 H caffeoyl H H OH
60 H caffeoyl H H OCH
3
O
OH
OH
.
caffeoyl
OH
O
OH
61
OH
O
OH
OH
62
O
OH
OH
OH
OH
O
O
OH
OH
OH
O
OH
OH
OH
OH
63
2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-propan-1-on (64)
Xanthium sibiricum Patr. [19].
H
3
CO
O
OH
OH
OH
64
Lu
n v
n Tha
Khoa Hoá h
c
20
Trâ
glycosid
kauren glycosid (65
Xanthium pungens [22].
O
ROCO
O
OH
OH
OH
.
OH
.
COOH
HOOC
65 R = CH
2
CH(CH
3
)CH
2
)CH
3
, ba kauren glycosid axit -O--D-glucopyranosyl-15-
hydroxy-kaur-16-en-18,19-dicarboxylic (66), 4ʹ-desulphated-carboxyatractylosid
(68) ʹ-desulphated-atractylosid (70) ʹ,4ʹ-didesulphated-
carboxyatractylosid (67) ʹ,4ʹ-didesulphated-atractylosid (69)
phân cây Xanthium spinosum [36].
O
R''O
O
R'O
OH
OH
.
OH
.
COOH
R
R R' R''
66 COOH H H
67 COOH H -COCH
2
CH(Me)
2
68 COOH SO
3
2-
-COCH
2
CH(Me)
2
69 H H -COCH
2
CH(Me)
2
70 H SO
3
2-
-COCH
2
CH(Me)
2
Lu
n v
n Tha
Khoa Hoá h
c
21
Trâ
H. 3-
norpinan-2-on 3-O--D-apiofuranosyl---D-glucopyranosid (71), (6Z)-3-
hydroxymethyl-7-methylocta-1,6-dien-3-ol 8-O--D-glucopyranosid (72), (6E)-3-
hydroxymethyl-7-methylocta-1,6-dien-3-ol 8-O--D-glucopyranosid (73), 7-[(-D-
apiofuranosyl---D-glucopyranosyl)oxymethy]-8,8-dimethyl-4,8-
dihydrobenzo[1,4]thiazin-3,5-dion (50 (74
Xanthium
sibiricum Patr. [20].
O
O
OH
OH
OH
O
OH
OH
OH
O
.
.
O
71
O
OH
OH
OH
OH
O
.
OH
.
OH
72
73
O
OH
OH
OH
OH
OH
.
OH
O
.
N
N
N
N
O
OH
OH
OH
NH
2
H
74
Lu
n v
n Tha
Khoa Hoá h
c
22
Trâ
1.3Xanthium strarium L.)
1.3
a (Xanthium strumarium L.) -,
Xanthium canadense, X. chinense, X. glabratum
aceae).
1.2: Xanthium strumarium L.)
-120 cm , thân
nh.