CC PHNG PHP PHN TCH COUMARIN

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B mn Dc liu - i hc Dc H NiCollege of Pharmacy

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Nguyen Hoang Tuan 13:40

V. CC PHNG PHP PHN TCH COUMARIN :
1.nh tnh.
Cc dn cht coumarin c nhm OH phenol t do s cho mu xanh vi thuc th FeCl3 .
Da vo phn ng ghp i vi mui diazoni: cho vo ng nghim 1-2ml dch coumarin trong
cn, thm 3ml dung dch NaCO3 2%. un cch thy ri ngui, thm vo dung dch vi git thuc
th diazo. C th dng thuc th diazo ca paranitroanilin hoc ca acid sulfanilic. Mu bn v mu
thay i ty theo cu trc t vng, cam , cam, hng, .
Vi thng hoa coumarin bm trn lam knh ri cho tc dng vi 1 git dung dch I + KI, soi
knh hin vi s thy c to thnh tinh th iodo coumarin mu nu sm hoc tm .
Da vo tan khc nhau khi m vng v ng vng lacton: cho vo 2 ng nghim mi ng
1-2ml dch chit cn t dc liu. ng th 1 cho thm 0,5 ml NaOH 10% ri un cch thy c 2 ng
(ng c coumarin thng c mu vng xut hin). ngui, thm vo mi ng 4ml nc ct, nu ng
th 1 trong hn ng th 2 nhng sau acid ha m c hoc c kt ta nh ng th 2 th s b xc
nh c coumarin.
Da vo hunh quang tng ln mi trng kim khi soi di nh n t ngoi. Nguyn nhn
sau khi m vng lacton bng kim th coumarin to thnh dn cht hydroxycinnamic dng cis (acid
coumarinic). Cht ny di tc dng ca tia t ngoi th chuyn thnh dng trans (acid coumaric ) c
hunh quang sng hn.

Cch lm: nh mt git dung dch c coumarin ln giy thm, nh tip ln 1 git NaOH
MC LC | I CNG | CARBOHYDRAT |
GLYCOSID | GLYCOSID TIM | SAPONIN |
MONO V DITERPENOID GLYCOSID |
ANTHRANOID | FLAVONOID | COUMARIN |
GLYCOSID CYANOGENIC | TANIN | ACID HU
C | KHNG KHUN | ALCALOID | TINH DU |

5%, sy nh. Che vt vi ng xu ri chiu tia t ngoi trong vi pht sau ct ng xu i, s thy
na hnh trn khng che th sng hn na vng trn b che. Nu tip tc chiu th sng ca b che
s sng dn ln.
Chuyn coumarin thnh dn cht hydroxamic bng cch cho tc dng vi hydroxylamin v
kim, sau cho tc dng tip vi mui st III, s to phc c mu.

CHT NHA | LIPID | NG VT

Cch lm: cho vi git dung dch coumarin trong ether vo ng nghim, thm 1 git dung
dch bo ha hydroxylamin hydrochlorid trong cn v mt git KOH bo ha trong cn. Hn hp
c un trn ngn la nh cho n khi phn ng bt u, s thy c bt nh. Sau khi ngui, acid ha
hn hp vi HCl 0,5N ri thm 1 git FeCl3 1%, s c mu tm .
2.Sc k.
xc nh cc coumarin, thun tin nht l tin hnh S.K.L.M.

Dch chit chm sc k: dch chit methanol

Cht hp ph:

L.M1 = Silicagel G.
L.M2 = Silicagel G trn vi 3 phn formamid-nc (1:2).Cc bn knh trng
c lm kh 18 gi nhit thng .

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Dung mi khai trin :

Bng ghim-Bng
trng,phn

D.M1 = Toluen-ethylformat-formic acid (50:40:10)

D.M2 = Benzen- aceton (9:1)
D.M3 = Benzen -ethylacetat (9:1)

Gi hp l, cht lng, nhiu

mu Giao hng min ph
trong thnh ph

D.M4 = Dibutyl ether

Hin mu bng cch phun dung dch iod - kali iodid ( 0,2g iod v 0,4g KI trong 100ml nc ) hoc

soi di nh n t ngoi (365 nm)

Bng phn tch S.K.L.M cc coumarin (theo M. Luckner)

hRf

Hin mu

Cc cht coumarin
LM1/D.M1 LM1/D.M2 LM1/D.M3 LM2/D.M4

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Aesculetin

46

lc xn

nu

Nordalbergin

58

xanh oliu

nu
nht

Umbelliferon

59

27

xanh
sng

lc
nht

Marmezin

56

18

vng
sng

da
cam
m

Dalbergin

64

40

15

lc xm
nht

lc
nht

Xanthotoxol

63

22

lc xn

xanh
m

Psoralen

69

75

47

xanh xm
nht

tm-
gch

Bergapten

68

75

42

31

xanh
nht-lc

tm

Xanthotoxin

65

71

39

15

xanh
nht-lc

gch

Isopimpinelin

67

70

36

20

nu nht

tm
m

O-methyldalbergin

69

68

28

xanh
tri

vng
yn

Coumarin

71

78

53

Herniarin

70

74

42

Imperatorin

73

79

49

Osthol

78

82

Dc Liu
Thch
4.459 ngi thch Dc Liu.

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Acanthaceae (16)
Amaranthaceae (14)
Annonaceae

Apocynaceae (49)
Araliaceae

(11)

(20)

Apiaceae

Araceae (14)

Arecaceae

(23)

Asclepiadaceae
Asparagaceae

(11)

(14)

(18)

Asteraceae (85)

Brassicaceae (11)

(8)
(9)

Capparaceae (10) Caprifoliaceae

Celastraceae

Clusiaceae (12)
Combretaceae (12)
Convallariaceae
Convolvulaceae
(17)

(7)

Cucurbitaceae (21)

Cyperaceae (25)
Dioscoreaceae (12)

Euphorbiaceae (78) Fabaceae

(149)

Sphondin

22

da

vng lc*

tm

xanh

vng
nht-lc

vng
cam

60

tm sng

da
cam
m

17

xanh

63

Angelicin

63

vng-lc*

Isobergapten

46

vng nht

Pimpinellin

47

vng

Phellopterin

70

nu

* Hunh quang sau khi phun dung dch KOH trong ethanol
Nhng thuc th khc cng c s dng pht hin coumarin trong sc k nh KOH
trong methanol, thuc th diazo, thuc th chlorosulphonic acid.

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3. Quang ph.
Ph t ngoi ca coumarin nhm 1 thng c mt bng rng hp th trong vng 320-340 nm
vi log e trong khong 4,0. Bng hp thu ny gy ra l do hiu ng lin hip ca nhm carbonyl vng
lacton vi nhn benzen v mt bng hp thu hp trong vng 250-260 nm c cng hp thu thp

Lamiaceae (44) Lauraceae (15)

Liliaceae (12)
Malvaceae (16)
Meliaceae (7) Menispermaceae

(23)

Moraceae

(30)

Myrsinaceae (17) Myrtaceae (13)

Orchidaceae (38)

hn mt cht. Sau y l mt s v d :
Aesculin

227 (4,2) 251s(3,7) 298(3,8) 338(4,1)

Coumarin -7-OCH 3

243 (3,3) 253(3,3) 323(4,1)

Coumarin 5,7-dimethoxy

220s(4,1) 250(3,8) 260(3,8) 330(4,2)

Coumarin 5,7-dihydroxy

263 (3,9) 329(4,1)

Daphnetin

258 (3,8) 335(4,1)

Osthenol

250s(3,6) 260(3,69) 330(4,19)

Scopoletin

229 (4,2) 254(3,7) 299( 3,7) 346(4,1)

Skimmin

237s (3,5) 253s(3,3) 300s(4,0) 319(4,1)

Passifloraceae (9)

Poaceae
(31)

Dung mi o: EtOH
Ph t ngoi ca cc furanocoumarin thng xut hin 1 bng rng c hp thu trong vng 300
-310 nm, mt bng hp trong vng 250-270, cn c th c 1 bng hp na vng 220. Cng hp

Polygonaceae (10)

thu cc nh cao dn v pha sng ngn. Sau y l mt s v d:

Primulaceae (15)

Pimpenellin
Rhamnaceae (7)

Rubiaceae

Rosaceae (11)

(69) Rutaceae (35)

257 (4,3) 305 (4,0) 365s(3,1)

Angelicin

253 (4,3) 300 (3,9) 330(3,6)

Psoralen

245 (4,3) 250 (4,3) 290(4,0)

Dung mi o:Dioxan

Sapindaceae (13)
4. nh lng:
Scrophulariaceae
(15)
Smilacaceae
(12)

Solanaceae

- Da vo phng php oxy ha bng KMnO4 0,1N sau khi ct ko bng hi nc p sut gim .
- ng dng phng php o mu sau khi lm cc phn ng mu ,v d phn ng kt hp vi cc mui

(26)
Sterculiaceae

(10)
Symplocaceae (9)

diazoni.
- Da vo ph U.V hoc ph hunh quang (sau khi tch cc vt bng S.K.L.M)
- Da vo sc k lng cao p.

www.duoclieu.org

Tiliaceae (12)
TI LIU THAM KHO

Verbenaceae (28) Violaceae (8)

Vitaceae (17)

Zingiberaceae (8)

Ng Vn Thu (2011), Bi ging dc liu, tp I. Trng i hc Dc H Ni

Phm Thanh K (1998), Bi ging dc liu, tp II. Trng i hc Dc H Ni
Tt Li (2004), Nhng cy thuc v v thuc Vit Nam, Nh xut bn Y hc
Vin dc liu (2004), Cy thuc v ng vt lm thuc Vit Nam, tp I, Nh xut bn khoa hoc k
thut.
Vin Dc liu (2004), Cy thuc v ng vt lm thuc Vit Nam, tp II, Nh xut bn Khoa hc k
thut

SnBenzo-Sn St M Km

Hng SnBenzo - Nh SX sn du, sn Epoxy

cht lng,Gi cnh tranh

ABCDEGHI KL MT RUV
Bi vit lin quan:

A BC D E GHI K L MNOP QR S T UV X Y

MC LC

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MC LC

MC LC

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COUMARIN, DC LIU HC,

ABCDEFGHI J KLM

0 nhn xt:
ng nhn xt

BO CH NG DC
CY THUC V THUC
DC LIU

Nhn xt vi tn:

DC LIU HC
Xut bn

Herbs A - Z
HNH NH T LIU
KIM NGHIM DC LIU
K Thut Chit Xut Dc Liu
THC HNH DC LIU
THC VT

Bi ng Mi hn

Trang ch

Bi ng C hn

TIN TC Y DC
NG Y

B mn Dc liu - i hc Dc H Ni- College of Pharmacy |Tel: 0989965603 ; Email: tuannh@hup.edu.vn

2/25/2015 8:50 AM