DC LIU CHA COUMARIN

KHI NIM V COUMARIN

Coumarin l nhng dn cht -pyron c cu trc C6-C3 Coumarin n gin nht l benzo -pyron (Dipteryx odorata Willd., Fabaceae) Benzo -pyron c mi thm, d chu, dng lm hng liu. -pyron l mt lacton (ester ni) ca acid hydroxy cinnamic.
OH H
O O OH COO

PHN LOI COUMARIN

1. COUMARIN N GIN

COUMARIN (200 CHT)

2. FURANOCOUMARIN

3. PYRANOCOUMARIN

1. COUMARIN N GIN
5 6 7 8
O

4 3 2 1
O
HO

5 6 7 8

4 3 2
O

Coumarin

Umbelliferon

2. FURANOCOUMARIN
2.1. Nhm 6,7 furanocoumarin (Psoralen)
6 7 O O O

2.2. Nhm dihydro 6,7 furanocoumarin

O

7 O O

2.3. Nhm 7,8 furanocoumarin

(Angelicin)
O

7 8 O O

3. PYRANOCOUMARIN
3.1. Nhm 6,7 pyranocoumarin (Xanthyletin) 3.2. Nhm dihydro 6,7 furanocoumarin 3.3. Nhm 7,8 pyranocoumarin (Seselin)
6 7 O O O

3.4. Nhm dihydro 7,8 pyranocoumarin

3.5. Nhm 5,6 pyranocoumarin

C IM CU TRC COUMARIN
Hu ht cc coumarin u c Oxy C7 cc dn cht

coumarin u xut pht t umbelliferon.

Coumarin thuc nhm hp cht phenol, nhng phn ln nhm OH phenol c ether ha bng CH3 hoc mch terpenoid. Coumarin t tn ti dng glycosid, nu c thng l ng n gin, hay gp Glc. Dn cht 6 hay 8 isoprenyl coumarin c th ng vng vi OH C7 to dn cht pyranocoumarin hoc furanocoumarin.

TNH CHT
1. L tnh

2. -

Coumarin l cht kt tinh, khng mu

d thng hoa, c mi thm Tnh tan : glycosid v aglycon C hunh quang di nh sng t ngoi Ha tnh Vng lacton (ester ni) Hiu ng lin hip ca dy ni i Vng benzen

PHNG PHP PHN TCH COUMARIN

1. nh tnh

OH phenol t do : mu xanh FeCl3

Phn ng diazo ha Vi thng hoa (I2+ KI) M, ng vng lacton Hin tng hunh quang tng trong mt kim (UV)

2. Sc k : SKLM (UV, hin mu = dd I2-KI) 3. Chit xut: 4. nh lng : phng php o mu, UV, hunh quang

TC DNG V CNG DNG

Tc dng chng co tht, lm gin n ng mch vnh (vi c ch

tc dng tng t nh papaverin). Lin quan gia cu trc v tc

dng chng co tht. Tc dng chng ng mu (OH C4)

Tc dng nh vitamin P lm bn bo v thnh mch

Tc dng cha bnh bch bin, lang trng hoc bnh vy nn (furanocoumarin)

Tc dng khng khun

Tc dng chng vim Cht aflatoxin l nhng coumarin c c trong mc gy ung th.

DC LIU CHA COUMARIN

1. 2. 3. Ba dt Mn ti Bch ch

4.
5. 6.

Tin h
Si t M u

BCH CH
Angelica dahurica, h Hoa tn Apiaceae.

Cy tho, thn rng. L gc to, c b m ly thn, phin l

2-3 ln x lng chim. Cm hoa tn kp. B phn dng: r c, thu vo thng 7-8. Dc liu hnh c c rt, di 10-15cm, d= 3cm. Bt mu trng ng, thm, v hi cay.

 Thnh phn ha hc:

H3CO

coumarin
Coumarin n gin: Scopoletin (C7=OH v
HO O O

Scopoletin
R

C6=OCH3)
6,7 furanocoumarin
O

O R1