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Nghiên cứu chiết tách xác định thành phần hóa học và phân lập chất trong dịch chiết của lá diếp cá houttuynia cordata thu hái tại quảng nam đà nẵng

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iii



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1.2.2. Flavonoid ....................................................................................... 7
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1.4. TÌNH HèNH 1*+,ầ1&87521*1&9ơ7
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J(Hz)

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: Retention factor

s

: Singlet (NMR)

ppm

: Parts per million

į

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CD3OD

: Methanol- D

CHCl3

: Chloroform

D

: Dichlomethane

DMSO

: Dimethyl sunfoxide

DEPT

: Distortionless enhancement by polarisation transfer

EtOAc

: Ethyl acetate

EtOH

: Ethanol

GC-MS


: Gas chromatography-Mass spectrometry

HMBC

: Heteronuclear Multiple Bond Correlation

HSQC

: Heteronuclear Single Quantum Corelation

MeOH

: Methanol

Me

: Methyl

NMR

: Nuclear magnetic resonance

SRB

: Sulforhodamine B

UV

: Ultraviolet


HC

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Trang

1.1

Vӏtrí phân loҥ
i chi Houttuynia trong giӟi thӵc vұ
t

1.2

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17

3.1

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33


3.2

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33

3.3


t quҧ[iFÿ
ӏ
QKKjPOѭ
ӧng tro trong lá diӃ
p cá

3.4

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35

3.5

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36

3.6

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-KH[DQOiGLӃSFi
37


3.7

Thành SKҫQKyDKӑFWURQJGӏFKFKLӃW
chloroform OiGLӃSFi42

3.8

7KjQKSKҫQKyDKӑFWURQJGӏFKFKLӃW
etylaxetat OiGLӃSFi 44

3.9

7KjQKSKҫQKyDKӑFWURQJGӏFKFKLӃW
metanol OiGLӃSFi 40

3.10

6ӕOLӋXSKә105FӫDKӧSFKҩW+&Yj
53

vii

5

34


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Tên hình

Trang

1.1

Cây diӃ
p cá

6

1.2

Hoa diӃ
p cá

6

2.1


ӧc liӋ
u lá DiӃ
p cá khô

20

2.2


6ѫÿ
ӗthӵc nghiӋ
m

29

2.3

6ѫÿӗFKLӃWPүXOiGLӃSFi
30

3.1

6ҳFNêÿӗ*&
-06FӫDGӏFKFKLӃWQ
-hexan trong OiGLӃSFi
37

3.2

6ҳFNêÿӗ*&
-06FӫDGӏFKFKLӃW
clorofom trong OiGLӃSFi
40

3.3

6ҳFNêÿӗ*&
-06FӫDGӏFKFKLӃW
etyaxetat trong OiGLӃS


42

3.4

6ҳFNêÿӗ*&
-06FӫDGӏFKFKLӃW
metanol trong OiGLӃSFi
44

3.5

&ӝWVҳFNê

43

3.6


c ký bҧ
n mӓ
ng cӫa HC2

45

3.7a

Phә1H-NMR cӫ
a hӧp chҩ
t HC2


48

3.7b

Phә1H-NMR cӫ
a hӧp chҩ
t HC2

49

3.7c

Phә1H-NMR cӫ
a hӧp chҩ
t HC2

50

3.8a

Phә13C-NMR cӫ
a hӧp chҩ
t HC2

51

3.8b

Phә13C-NMR cӫ

a hӧp chҩ
t HC2

52

3.8c

Phә13C-NMR cӫ
a hӧp chҩ
t HC2

52

3.9


u trúc hóa hӑc cӫa hӧp chҩ
t HC2

53

viii


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in Qj\ F

vitro, in vivo
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1


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±

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0Ө&ĈË&+1*+,Ç1&Ӭ8
- Nghiên cӭu chiӃ
WWiFK[iFÿ
ӏ
nh thành phҫ
n hóa hӑc cӫ
a mӝt sӕdӏ
ch chiӃ
t lá
diӃ
p cá.
- 7KăPGzKR
ҥ

t tính sinh h
c ca cỏc d
ch chi
t lỏ di
p cỏ.

- 3KkQOSPWVKSFKWKRiKFW
[iF

QKFXWU~FKRiKFFDFK~QJJySS

KFYWKjQKSKQKyDKFQkQJFDRJLi
WKFYWQj\W
WLQ
3,71*9ơ3+09,1*+,ầ1&8
3.1.
LW
ng nghiên cӭu
/iGLӃS

FiÿѭӧFWKXKiLWҥL4XҧQJ1DP
-Ĉj1ҹQJ
3.2. Phҥ
m vi nghiên cӭu
- Thành phҫ
n hóa hӑ
c cӫa mӝt sӕdӏ
ch chiӃ
t lá diӃ
p cá.


- 3KkQÿRҥQGӏFKFKLӃWGѭӧFOLӋXOiGL

- &iFKӧSFKҩWSKkQOұSWӯGӏFKFKLӃW
.
3+ѬѪ
1*3+È31*+,Ç1&Ӭ8
4.1. Nghiên cӭu lí thuyӃ
t

- Thu thұ
p, tә
ng hӧp, phân tích các tài liӋ
XWѭOL
Ӌ
XWURQJYjQJRjL
ӟc vӅÿ
һ
c
ÿL
Ӈ
m hình thái thӵc vұ
t, thành phҫ
n hóa hӑc, tác dөQJGѭ
ӧc lý cӫa cây diӃ
p cá.

- Tә
ng hӧp tài liӋ
u vӅSKѭѫQJSKiSQJKLrQF

ӭu chiӃ
WWiFKYj[iFÿ
ӏ
nh các hӧp
chҩ
t thiên nhiên.
4.2. Nghiên cӭu thӵc nghiӋ
m
- 3KѭѫQJSKiSO
ҩ
y mү
u, thu hái và xӱlý mү
u.

2


- 3KѭѫQJSKiS
trӑQJOѭ
ӧQJÿ
Ӈ[iFÿ
ӏ
nh các thơng sӕhóa lí.
- 3KѭѫQJSKiSSKkQK
ӫy mү
u phân tích (tro hoá mү
u).

- 3KѭѫQJSKiSFKL
Ӄ

t: ngâm chiӃ
t WURQJGXQJP{L0H2+VD
Ӄ
t lҥ
i trong
FiFGXQJP{LFyÿ
ӝphân cӵFWăQJG
ҫ
n: n-hexan, clorofom, ethyl acetate, metanol.
- 3KѭѫQJSKiSY
ұ
t lý: quang phәhҩ
p thөnguyên tӱ(AAS) ÿ
Ӈ[iFÿ
ӏ
nh hàm

ӧng các kim loҥ
i nһ
ng; sҳ
c ký khí ghép phәkhӕi (GC-MS) nhҵ
m [iFÿ
ӏ
nh thành

phҫ
Q
ӏ
nh ÿ
danh các cҩ

u tӱtrong mӛ
i dӏ
ch chiӃ
W FiF SKѭѫQJ
әIR, 1H- SKiS
NMR, 13C-NMR, DEPT, 06[iFÿ
ӏ
nh cҩ
u trúc cӫa cҩ
u tӱtinh khiӃ
t phân lұ
Sÿѭ
ӧc.

- PKѭѫQJSKiSWK
ӱhoҥ
t tính sinh hӑc: SKѭѫQJSKiSWK{QJTX
ҧ
n ӭng bao
vây gӕc tӵdo(DPPH).

é1*+Ƭ$.+2$+Ӑ&9¬7+Ӵ&7,ӈ1&Ӫ$Ĉӄ
éQJKƭDNKRDK
ӑc
- Cung cҩ
p nhӳng thơng tin khoa hӑc vӅquy trình chiӃ
WWiFK[iFÿ
ӏ
nh thành
phҫ

n hóa hӑ
c, hoҥ
t tính sinh hӑ
c cӫa mӝt sӕdӏ
ch chiӃ
t lá diӃ
p cá, góp phҫ
n khai
thác sӱdөng hiӋ
u quҧcây thuӕc cәtruyӅ
n này.
- Tҥ
o tiӅ
Qÿ
Ӆcho nhӳng nghiên cӭXVkXKѫQY
Ӆcây diӃ
p cá ӣViӋ
t Nam.
éQJKƭDWK
ӵc tiӉ
n
- Sӱdөng cây diӃ
p cá chӳa bӋ
nh mӝt cách khoa hӑc, khơng chӍhҥ
n chӃtrong
y hӑc cәtruyӅ
n mà cịn có thӇmӣrӝng nghiên cӭu nhiӅ
XKѫQÿ
ӇchӃtҥ
o các dҥ

ng
thuӕ
c trong y hӑ
c hiӋ
Qÿ
ҥ
i.
- Giҧ
i thích mӝt cách khoa hӑc mӝt sӕcông dө
ng chӳa bӋ
nh theo kinh nghiӋ
m
dân gian cӫa cây diӃ
p cá.
- Mӣrӝng phҥ
m vi khai thác cây diӃ
p cá, khơng chӍcó lá mà các bӝphұ
n khác
cӫDFk\FNJQJ
có thӇcó tác dө
QJGѭ
ӧc lý.
6. BӔCӨC CӪA LUҰ19Ă1

/XұQYăQEDRJӗP
59 trang, 12 EҧQJ
18 hình, 26 WjLOLӋXWKDPNKҧ
&ҩXWU~FOXұQYăQQKѭVDX
MӣÿҫX
4 trang)

&KѭѫQJ
7әQJTXDQ
(15 trang)

&KѭѫQJ
. NJX\rQOLӋXYjSKѭѫQJSKiSQJKLr
(13 trang)

3


&KѭѫQJ
3.ӃWTXҧYjWKҧROXұQ
(22 trang)
.ӃWOXұQYjNLӃQQJKӏ 
trang)
7jLOLӋXWKDPNKҧR 
trang)
3KөOөF
(14 trang)

4


&+ѬѪ1*
7Ә1*48$1
7¬,/,ӊ8
1.1. MƠ TҦTHӴC VҰT
1.1.1. Tên gӑi


'LӃSFiKD\FzQFyWrQNKiF&k\OiJ

JLҩ\Fi5DXGLӃS

WKҧR 74
5kXWUҫX +¶0{QJ
&KӡPӡPt

+HDUWOHDI+RXWWX\QLD+HUE $QK
OjGѭ

7rQNKRDKӑFOj
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DFHDHÿѭӧF

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±

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WKҫ\ WKXӕF

Yj Q
/DQFKX\rQYӅ5rXYj4X\ӃWWKӵFYұW>
8].
1.1.2. Vӏtrí phân loҥ
i

Chi Houttuynia WKXӝFKӑ6DXUXUDFHDH9ӏWUtF
LWURQJJLӟLWKӵ
6].


9ӏWUt
SKkQORҥLFKL+RXWWX\QLDWURQJJLӟ

%̫QJ
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*LӟL

Plantae

Ngành

Magnoliophyta

/ӟS

Magnoliopsida



Piperales



Saururaceae

Chi

Houttuynia


1.1.3. Mơ tҧcây

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-8.

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iL[RDQQKҹQ0DTXҧ
±10.

5


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dLӃ
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Hình 1.1&k\GL͇SFi Hình 1.2. Hoa dL͇SFi
1.1.4. 3KkQEӕVLQKWKiL

Chi Houttuynia FKӍFyPӝWORjL'LӃSFiSKkQ

FұQQKLӋWÿӟL
&KkXÈWӯ1KұW%ҧQ7UXQJ4XӕFÿ

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JҫQ QKѭ TXDQK QăP PҥQK QKҩW WURQJ P

QKӳQJ Fk\ NK{QJ Eӏ QJҳW QJӑQL
Yj
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KiLFK
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ÿӃQPӭFҧQKKѭӣQJÿӃQFiFORjLFk\NKiF
1].

7KX KiL FjQK Oi TXDQK QăP WKѭӡQJ G
dùQJGҫQ

6


1.2.
7+ơ1+3+1+ẽ$+&
VL DIP C

7KjQKSKQFK\XFD'LSFiJPWL
EpRô
1.2.1 Tinh d
u

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FHWRQ QK
-QRQ\O
PHWK\O
FHWRQ
\ Oj
Q
FKW
k
OjP FKR- 'LS

decanal, 1-GRGHFDQDO Oj QKӳQJ FKҩW NK{QJ NKiQ
NKXҭQOj
-oxododecanal.
1KyPWHUSHQEDRJӗPFiFFKҩW
Į-pinen, camphen, myrcen, limonen, linalol,

bornyl acetat, geraniol. Ngoài ra tinh GҫX FzQ FKӭD DFLG FDSU
benzamid,acid hexadecanoic, acid decanoic, acid palmitic, acid linoleic, acid oleic,
acid stearic, aldehyd capric, acid chlorogenic, lipid và vitamin K [1].
1.2.2. Flavonoid
- quercetin-3-O-beta-D-galactosid-7-O-beta-D-glucosid
- kaempferol-3-O-alpha-L-rhamnopyranosyl-(1-6)-beta-D-glucopyranosid
- quercitrin
- quercetin-3-O- ȕ-D-galactopyranosid (hyperin)
- quercetin-3-O-alpha-L-rhamnopyranosyl-7-O-beta-D-glucopyranosid
- phloretin-¶
-O-ȕ-D-glucopyranosid (phloridzin)
- quercetin-3-O-Į-L-arabinofuranosid (avicularin)
- isoquercitrin


&iF IODYRQRLG ÿiQJ FK~ ê WURQJ GL

LVRTXHUFLWULQK\SHULQYjSKORUHWLQ
jQKӳQJKӧS

FyWiFGөQJNKiQJXQJWKѭYjWiFGөQJ

WUӏQKӳQJEӋQKOLrQTXDQÿӃQJӕFWӵGR
15] , [16], [18].

7


OH

OH

HO
O

HO

O

HO

OH

HO


OH

O

OH

O

OH

OH

O

OH

O

O

OH
OH

HO

O

O

OH


HO

OH

O

HO

OH

Quercetin

Quercitrin

Hyperin

CTPT: C15H10O7

CTPT: C21H20O11

CTPT: C21H20O12

KLPT: 302.24

KLPT: 448.38

KLPT: 464.38

OH

O

HO

OH

OH

O

O
OH

O

OH

O

HO

OH

OH
OH

OH

Isoquercitrin


Phloretin

CTPT: C21H20O12

CTPT: C15H14O5

KLPT: 464.38

KLPT: 274

8

OH


Ngồi ra diӃSFi1KұWFzQFKӭD
afzelin [23]

OH
HO

O
O
OH

O
HO

O


HO

OH
OH

ĈӕLYӟL'LӃSFiPӑFӣ9LӋW
NamFyWjLOLӋXF{QJEӕW

LVRTXHUFLWULQ QKѭQJ NK{QJ Fy TXHUFLWU
(0,2%), mà khơng có isoquercitrin [7], [10].
1.2.3. Alkaloid

0ӝW Vӕ DONDORLG Fy KRҥW WtQK VLQK K

piperolactam A, norcepharadion B, cepharadion, spleQGLGLQ ÿѭӧF WuP

GӏFKFKLӃWPHWKDQROFӫDFk\'LӃSFiF

QJѭӡL $
-549, Sk-MEL-2, XF-489, HCT-15) [19@1JRjLUDFzQFy
dioxo aporphin [20].

O

O

O

H


O
N

O

O
O

O

H

N

H
H

O

N
O

H

O

Aristolactam A

Aristolactam B


9

Norcepharadion B


O

N

H

H

N
O

H

O

H

O

O

O

O
O


O

H

H

O
H

N

O

O

cepharadion A

cepharadion B

plendidin

1.2.4. Dү
n chҩ
WWKѫPÿѫQJL
ҧ
n
- Chlorogenic methyl ester
- (E)-4-Hydroxy-4->¶ EHWD
-D-glucopyranosyloxy) butyliden]-3, 5,

5-trimethyl-2-cyclohexan-1-on
- 2-(3,4-dihydroxyphenyl) ethyl-beta-D-glucopyranosid
- p-hydroxyphenethyl-beta-D-glucosid
- 4-(beta-D-glucopyranosyloxy)-3-hydroxy-Benzoic acid
1.2.5. Thành phҫ
n khác

7KjQK SKҫQ WURQJ
nѭӟF
Fk\

GLӃS Fi
SURWLG
FzQ Fy


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