1

i v 
hu (Glycomis petelotii) Phm Th Thu Huyn i hc Khoa hc T 
Lu ThS.  ; : 60 44 27
ng dn: PGS.TS. Nguyn Mng
o v: 2012 Abstract.      hc c  c vt -   u
p ch
sinh h hing cha bnh tim m

 .
Vi  n lc ngu    c   
quc t trong ving sinh h sinh hc hii. 
































 


 



.










 , 















 , 







 



Glycosmis petelotii.
Nhm mu  v  ha
a ch 
"Đo
́
ng go
́
p mơ
́
i vê
̀
nghiên cư
́
u tha
̀
nh phâ
̀
n ho
́
a ho
̣
c loa
̀
i Cơm rươ
THỰC NGHIỆM

1.1. Đối tượng
Mi rng Cc Pc th, Vit
nh bc vt hi- Vin
c liu. Mn s C-i Vip chn
Khoa h Vit Nam. Mu ly v c ra sch, loi b n
y  nhi 40
0
n nh ng bt, bo qu

n nh 

 nhi 
t lt b hexan, chlo
cn ching.
 chiy s
khan, lt lc khi s dng.
Cc cp chp  nh bt h
c, s d  khng (ESI-
MS), ph khi cao (HR-ESI-MS), ph cng t ht chi
chiu (1D, 2D-NMR).
 ch
1.2. Xử lý mẫu thực vật và chiết tách
/3) G. petelotii ghin nh t vi
35  nhi t trong n cn metanol (1,27 kg)
n MeOH - H
2

, 125 MHz)  (ppm): 167 (s; C- u); 137,7 (s; C-8);
128,5 (s; C-9); 123,4 (d; C-2); 122,1 (d; C-6); 119,4 (d; C-5); 119,2 (d; C-4); 113,1 (s; C-3);
112,1 (d; C-7); 42,7 (t; C---
 Ph HR-ESI-MS: 235,09017 ([M+H]
+
); 187,08677 ([M+H-CH
3
SH]
+
)
3

 

: 3420,99 cm
-1


N  H
( 





: N  

, 



-1

Hằng số vật lý và các dữ kiện phổ của hợp chất MC-339 ( trng MC-308)
MC-339 (-308):


: glypetelotine
 S-methyl N,N-2-[(1H)-indol-3-ethyl]-methyl-thiocarbamate,
CTPT: C
13
H
16
N
2
OS
 Tinh th            c trong
clorofom, axeton.
 Ph ESI-MS (+): 272.1 ([M+Na]
+
); HR-ESI-MS (+): 272.09019 ([M+Na]
+
),
201.10204 ([M-CH
3
SH]
+
).
 Ph
1
H-NMR (Axeton-d






140  145
o
C
 


1
H  NMR (500MHz, CDCl
3
)  (ppm): 0,68 (3H; s; CH
3
-18); 1,01 (3H; s; CH
3
-
19); 0,81 (3H; d;7,7 Hz;CH
3
-26); 0,88 (3H;d; 7,7Hz; CH
3
-27); 0,84 (3H; t; 7,3 Hz; CH
3
-29);
0,92 (3H; d; 10Hz; CH
3
-21); 3,53 (1H; m; H-3); 5,35 (1H, d, 5,5 Hz, H -6 )
Hằng số vật lý và các dữ kiện phổ của hợp chất GPH

H  NMR ( 500 MHz, CDCl
3
) :  (ppm): 0,88 (3H;t; CH
3
-18); 1,63 (2H; m; H -
17); 2,00 2,01 (2x2H; d; H-8 -11); 2,34 (2H; t; H-2); 5,34 (2H, m, H -9, H-10 ) KẾT QUẢ

T (Glycosmis petelotii) 



GPH
1
( -Sitosterol) ,
GPH
2
( Axit oleic) 

 -Hexan, MC340
(DemethylGlypetelotine) 



1 308 (MC339)
(Glypetelotine)
Hợp chất MC- 340 :


1

10,02 (1H; s)


2
123,4 (d)
7,17 (1H; br.s)
C-3; C-8; C-9

3
113,1 (s)



4
119,2 (d)
7,60 (1H; d; 8,0 Hz)
C-3; C-6; C-8
H-6
5
119,4 (d)
7,02 (1H; t; 7,5 Hz)
C-7; C-9

6
122,1 (d)
7,09 (1H; t; 7,5 Hz)
C-4; C-8
H-4


4’
167 (s)
(yu)



5’




6’
11,9 (q)
2,27 (3H; s)
C-








(



1'
2'
3'
4'
5'
6'













2 



:
5

N
CH
2
CH
















, h-340 


, , 

: S-
methyl N,N-2-[(1H)-indol-3-ethyl]-thiocarbamate. H




Glycosmis petelotii.










90% 


1



13
C  NMR. nh MC  308  339 
1 
 c trong
clorofom, axeton.

-339 (308)
Vị
trí
δ
C
(ppm)
δ
H
(ppm)
HMBC
(HC)

119,5 (d)
7,04 (1H; t; 7,5
Hz)
C-7; C-9
H-4, H-6
H-4, H-6
6
122,2 (d)
7,11 (1H; t; 7,5
Hz)
C-4; C-8
H-5, H-7
H-5, H-7
7
112,2 (d)
7,39 (1H; d; 8,0
Hz)
C-5; C-9
H-6
H-6
8
137,7 (s)




9
128,5 (s)







6’
12.8 (q)
2,29 (3H; s)
C-4
-

7’
35,2
2,88(3H; s)
C  
-

6

+ 





, COSY, NOESY, 



, 




.
N
CH
2
H
2
C
N
S
H
3
C
CH
3
O
H
H
H
H
H
H
1
2
3
4
5
6
7

H
H
H
1
2
3
4
5
6
7
8
9
1
'
2
'
3
'
4
'
5
'
6
'
7
'
NH
CH
2
CH

'
6
'
7
'
HMBC
COSY
NOESYKê
́
t luâ
̣
n: 







308, MC340 

Hơ
̣
p châ
́
t GPH
1








-Hexan.























Sitosterol ( 





)
Kê
́
t luâ
̣
n: GPH
1
   Sitosterol :
HO
2
3
4
5
6
7
8
9
10
1
19
11
12
13
14










, , , 



2


axit Oleic 












-Hexan.








.




















axit
oleic

(K60) (n 3-7).
Nhng hot chch chi 
tr Emax c tip tc th  
nng  c ch 50%. 




VIP 11 E
max
(%) , 

IC
50
 .
.5.b th hin s ch
ph thuc n ct th 
Emax  ng mch chut loi lp t 
c bng dung dch PSS cha 60mM KCl (K60) (n =4-7). Tt c t chch chit
th nghi IC
50
trong khong 13  63 g/ml.
0.1 1 10 100
0
50
100
05
[VIP] (g/ml)
10
14

VIP0019
VIP0020
VIP0024
VIP0027
VIP0026
VIP0002
VIP0025
VIP0021
VIP0028
VIP0015
VIP0022
VIP0029
VIP009
[drug] g/ml
Risposta (%)
8

Ảnh hưởng của các chất khảo sát tác dụng gây giãn mạch động mạch chuột đã loại bỏ
lớp tế bào nội mô (-EC) và gây co nhờ dung dịch phenylephrine
VIP11 

nhng dch chich cao nhng mch
ch i b lp n t qu th
nghic  H.c ng 3.3
0.1 1 10 100
0
50
100
[VIP] (g/ml)
10



 chit VIP 11  hiu qu ch cao, th hin   
3.1 
50
38.1 
Ảnh hưởng của các dịch chiết khảo sát tác dụng gây giãn mạch động mạch chuột, còn
lớp tế bào nội mô (+EC) và gây co nhờ dung dịch phenylephrine
VIP11 

nhng dch chich cao nhng mch
ch p vp t  t qu th
nghi3.5.d ng 3.3.
0.1 1 10 100
0
50
100
[VIP] (g/ml)
10
06
11
14
Risposta (% di fenilefrina)

.d. ng biu din s ch ph thuc n ct th 
ng mch chup t c bng
- ng  e.s. (n = 3-6). Ti
tr
9


11W
14
14B
14C
14E
14W
Risposta (% di K60)

3.5.e. ng biu din s ch ph thuc n cn 
ng mch chut loi lp t -c bng
 ng  e.s. (n =1-2). Ti tri
K60 

Kt qu cho thn chloroform ca dch chi ch
hiu qu nha, kh a dch chi
dch chit tng methanol VIP11.
Kt qu u su cho thy dch chit VIP11 t Glycosmis
petelotii ng mch chu i K60 hoc phenylephrine
 thuc n
 thuc n-independent vasodilato
d ng thuc ch
 u 
ch  thun th (voltage-dependent Ca2+ channels
u khin th th (Receptor-m
n n t

Kết quả sàng lọc trên dòng ung thư gan ngươ
̀
i SK-Hep-1 và ung thư vú MCF-7
  bic hot cht ch

cytotoxicity
(CI%)
MCF-7
cytotoxicity
ug/ml
CI%
ug/ml
CI%
glypetelotin
Glycosmis
petelotii
0.1
7.606
0.1
-1.71
1
9.975
1
-0.18
10
12.54
10
8.166
 Kt qu cho th c ch 8-12% c hai loi ph.
Sàng lọc trên phép thử Wnt
 hii nhc hot cht ch
u protein Wnt. Kt qu cho thy:
3.5
Stt
Code










 , 




. 



 Sitosterol, Axit
oleic.








t kh , 




Glycosmis petelotii , 








Clorofom.
 hot 



 ch chi
- gan (SK-Hep-1)  

. Th s/b-catenin
signalling pathway.

11

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