TANIN

V DC LIU CHA TANIN

GVHD: L Xun Tin

Sinh vin:
Cng Minh 1412257
ng Th Hin 1411220
Cao H Thnh 1413542
MT S DC LIU CHA NHIU
TANIN THNG GP

Ng bi t i
MT S DC LIU CHA NHIU TANIN
THNG GP

Mng ct Sim
I. Khi nim
Tanin l nhng hp cht polyphenol c trong thc vt, c v
cht c pht hin dng tnh vi th nghim thuc da
Tanin gp ch yu trong thc vt bc cao cy hai l mm
(thng gp nht cc h: Sim, Hoa Hng, u, Bng,...)

Hamamelitanin (Hamamelis virginiana L.)

I. Khi nim
nh ngha ny khng bao gm cc cht phenol n
gin hay gp cng tanin nh acid gallic, cc cht
catechin, Acid chlorogenic Chng c gi l
pseudotanin

Acid gallic Acid chlorogenic

I. Khi nim
Tanin c tnh cht chung sau:
- Kt hp vi protein ca da sng ng vt lm da bin thnh
da thuc bng ni hydro.
- C nhiu nhm OH phenol, to nhiu dy ni hydro vi cc
mch polypeptide ca protein

Lin kt hydro gia tannin v protein

I. Khi nim

- Phn t cng ln kt hp
vi protein cng cht
- Phn t lng nm trong
khong 500-5000

Acid chebulagic Hamamelitanin

I. Khi nim

Khi un chy vi kim sinh ra:

Pyrocatechin Acid Pyrogallol Acid gallic Phloroglucinol

pyrocatechic
II. PHN LOI

Tanin thng chia lm 2 loi chnh:

Tanin thy phn c Tanin ngng t

(Tanin pyrogallic) (Tanin pyrocatechic)

Tanin hn hp
II. PHN LOI
Tanin thy phn c (Tanin pyrogallic)

Loi ny thy phn bng acid hoc enzyme tanase th gii

phng ra phn ng (thng l glucose), v phn khng
ng (cc acid)
Phn ng v phn khng ng ni nhau theo dy ni
ester nn ngi ta gi l nhng pseudoglycosid

Hamamelitanin (Hamamelis virginiana L.)

II. PHN LOI
Tanin thy phn c (Tanin pyrogallic)

Cc c trng ca tanin loi ny l:

- Khi ct kh 180-200oC s thu c pyrogallol l
ch yu
- Khi un nng vi HCl s cho acid gallic hoc acid
ellargic
- Cho ta bng vi ch acetat 10%
- Cho ta mu xanh en vi mui st (III)
- Thng d tan trong nc
II. PHN LOI
Tanin thy phn c (Tanin pyrogallic)

Quercus spp. Rhus spp.

II. PHN LOI
Tanin thy phn c (Tanin pyrogallic)

Chi Terminalia
II. PHN LOI
Tanin ngng t (tanin pyrocatechic)

Nhng polyflavonoid thng do ngng t t cc n v flavan-3-ol hoc

flavan-3,4-diol. HO

HO HO
OH
HO HO
OH
O
HO
OH O OH

O OH HO

OH HO

n
HO

[epicatechin (4b8)]n epicatechin

II. PHN LOI
Tanin ngng t (tanin pyrocatechic)

c im:
Di tc dng ca acid hoc enzym d to thnh
cht tanin hay phlobaphen
Khi ct kh thu c pyrocatechin l chnh
Cho ta mu xanh l m vi mui st (III)
Cho ta bng vi nc brom
Kh tan trong nc hn tanin pyrogallic
II. PHN LOI
Tanin hn hp
Trong phn t c dy ni C-glycoside gia C-6 hay C-8 ca
flavonoid v C-1 ca glucose. Nhng carbon cn li ca
glucose th ni vi acid hexahydroxydiphenic theo dy ni
ester.

Stenophynin A
III. Chit xut

Tanin hu nh khng tan trong cc dung mi km

phn cc
Tan c trong acetone, cn, cn long v nc,
tt nht l nc nng.
Hiu sut chit c nng cao nu c tc ng
bng siu m
III. Chit xut

Chit bng Kt ta bng

Lc
nc (NH4)2SO4

Ha tan trong
Ra bng ether Ct n kh aceton nc
(6:1)

Chit tng
Sc k Tanin
phn on
IV. Tnh cht nh tnh nh lng

V cht.
Lm sn da.
Tan trong nc, kim long, cn, glycerin v
aceton.
Khng tan trong dung mi km phn cc
IV. Tnh cht - nh tnh - nh lng
nh tnh nh tnh ha hc

Th nghim thuc da
- Ngm da sng vo HCl 2% ri ra sch bng H2O.
- Ngm ming da vo dung dch th 5 pht sau
ra bng H2O.
- Nhng vo dung dch FeSO4 long Nu hoc nu
en.
IV. Tnh cht nh tnh nh lng
nh tnh nh tnh ha hc

Phn ng Stiasny
(Formol + HCl m c, t l 2 : 1)

- Tanin pyrocatechic to ta
- Tanin pyrogallic khng to ta

Phn bit 2 loi tanin

IV. Tnh cht nh tnh nh lng
nh tnh nh tnh ha hc

Cho mu vi thuc th Folin

(Thuc th Folin: dung dch acid phosphovolframic)
Dung dch tanin cho mu xanh vi thuc th Folin

Kt ta vi alkaloid
Tanin + alkaloid ta bng trng
gim ng c alkaloid
IV. Tnh cht nh tnh nh lng
nh tnh nh tnh ha hc

Kt ta vi gelatin
Dung dch tanin + (dung dch gelatin + mui NaCl
10%) Ta

Kt ta vi mui kim loi

(Pb2+, Fe3+, Cu2+, )
- Mui ch phc mu trng ng n vng
- Mui st phc mu xanh n xanh en
IV. Tnh cht nh tnh nh lng
nh tnh nh tnh ha hc

Kt ta vi phenazon
Dch chit + Na2HPO4 + dung dch phenazon 2% ta
Kt ta vi kali dichromat
Dung dch tanin + K2Cr2O7 m c ta
Phn ng vi kali fericyanid
Dung dch tanin + kalifericyanid/NH3 m
Pht hin cc cht catechin
Pht hin acid chlorogenic
(tham kho trong sch)
IV. Tnh cht nh tnh nh lng
nh tnh Sc k

Sc k lp mng
- Silicagel G: h dung mi toluene-chloroform-acetone
(40:25:35)
- Bt cellulose: h dung mi chloroform-acid acetic-nc
(50:45:5)
- Polyamid: cho cc vt tch r.

Thuc th pht hin: FeCl3

IV. Tnh cht nh tnh nh lng
nh lng

Phng php bt da

Nguyn tc: Cho tanin trong dch chit dc liu tc

dng vi lng tha bt da. Xc nh lng tanin
hp th vo bt quy ra lng tanin c trong dc
liu
IV. Tnh cht nh tnh nh lng
nh lng
a gam dc liu (1 gam tanin)
50 ml nc un cch thy 30 pht
ngui, b sung nc va 250 ml. Lc
dung dch th

ly chnh xc 25 ml dung dch th (25 ml) 100 ml nc ct

C v Loi b ta tanin bng bt da 6 gam bt da Lc 15 pht. Lc
cn cn C v cn cn Ly 25 ml C v cn cn
T1 (gam) T2 (gam) T0 (gam)

Cn cha loi tanin Cn loi tanin Cn do bt da tan

Hm lng tanin = (T1 T2 + T0) x 10 x (100/a) %

IV. Tnh cht nh tnh nh lng
nh lng
Phng php o mu vi thuc th phosphomolybdotungstic
(Thuc th Folin Ciocalteu)

- Nguyn tc: polyphenol + TT Folin Ciocalteu xanh (760 nm)

- Lp ng chun cho dy acid gallic + TT Folin Ciocalteu
- Chia dung dch mu lm 2 phn:
Phn 1: tc dng thuc th/kim hm lng polyphenol
ton phn (P1)
Phn 2: loi b tanin ri cho tc dng thuc th/kim hm
lng polyphenol khng phi tanin (P2)
- Hm lng tanin trong dung dch mu = (P1 P2)
IV. Tnh cht nh tnh nh lng
nh lng

Phng php o mu vi thuc th Folin

(acid phosphovolframic)
- Tanin + TT Folin phc xanh
- o mt quang xc nh hm lng tanin.
- Thc hin vi 2 mu trnh sai s tha:
Mt mu khng loi tanin.
Mt mu loi tanin.
IV. Tnh cht nh tnh nh lng
nh lng

Phng php oxy ha (Phng php Lwenthal)

- Chit tanin trong dc liu bng nc.

- Pha long ri chun bng KMnO4 0,1N.
- Cht ch th mu: dung dch sulfo-indigo.
- 1 ml KMnO4 tng ng 4,157 mg tanin.
IV. Tnh cht nh tnh nh lng
nh lng

Phng php to ta vi ng acetat

- Chit tanin bng cn 600.
- Kt ta tanin bng lng tha ng acetat.
- Lc ta ng tanat, sy v cn M1
- Nung ta c CuO M2
- Lng tanin = (M1 M2)
IV. Tnh cht nh tnh nh lng
nh lng

Phng php to ta vi ng acetat

kt hp phng php o iod
- Chit tanin bng nc, loi pectin bng cn (nu
c).
- Tanin + dd ng acetat ( bit chun) ta
ng tanat
- Lc b ta.
- ng acetat/dch lc + KI/H2SO4 Iod
- Chun Iod mi sinh bng dung dch Na2S2O3.
IV. Tnh cht nh tnh nh lng
nh lng

Phng php sc k lng cao p

- Pha tnh: RP-18
- Pha ng: hn hp nc-methanol-acetonitrile (c th
b sung cht iu chnh pH)
- Detector: UV
Sc k ct ry phn t (Sephadex LH-20)
- Tanin ra khi ct trc (M ln).
- Cc hp cht khc ra khi ct sau (M nh).
V. Tc dng v cng dng

i thc vt, tanin tham gia vo qu trnh trao i cht, cc

qu trnh oxy ha kh. L cht bo v cho cy chng li s
xm hi ca vi khun, nm mc gy bnh, cn trng v cc
gia sc n c.
Lm thuc sn da, thuc sc ming, cha vim rut, cha
tiu chy
Cha ng c thc phm do kim loi nng vi alkaloid
Dng cm mu, cha tr, r hu mn
Tc dng chng oxy ha, loi gc t do, lm chm qu trnh
lo ha
Dng trong cng nghip thuc da
VI. Dc liu cha tanin
 NG BI T- Galla
C hai loi ng bi t u v ng
bi t .

Ng bi t u do loi cn trng
cnh mng - Cynips gallae
tinctoriae Olivier to ra cy sn -
Quercus lusitanica Lamk.
var. infectoriaOlivier.

Ng bi t do loi
su Schlechtendalia chinensis Bell.
to trn cy mui - Rhus
chinensis Mill. (= Rhus
semialata Murr.).
 NG BI T- Galla

Cynips gallae tinctoriae Olivier

 NG BI T- Galla

Schlechtendalia chinensis Bell Rhus chinensis

 NG BI T- Galla
Thnh phn ha hc
Thnh phn ng bi t

acid ellagic

tannin galic acid khc

acid gallic
pentagalloyl-b-D-glucose
 NG BI T- Galla
Tc dng v cng dng

-c ch peroxide ha lipid trn chut

-Dng cha vim rut mn tnh,
-Gii c alcaloid, kim loi nng bng ng ung
-Dng ngoi bi cha nhim trng da, vt thng chy
mu.
-Cha lot ming trong ng y
I- Turio Psidii
 I- Turio Psidii
Thnh phn ha hc
Bp v l non cha tanin khong 10%.

HO
OH
HO
HO
HO OH

HO O
O O OH
HO OH O O
O OH
O O
O HO
HO OH O O O O OH
O O O HO O O
O
HO O O OH
HO OH
OH
HO OH
HO OH HO OH

HO OH HO OH

Casuarinin Casuarictin
 I- Turio Psidii
Thnh phn ha hc
Bp v l non cha tanin khong 10% ( c 3 loi tannin).
HO
HO
OH
OH
HO O
HO O OH

OH HO
OH
OH HO OH
HO
OH
HO O
O OH
OH

OH
HO HO
HO

Procyanidin B1 Prodelphinidin B1
 I- Turio Psidii
Thnh phn ha hc
Cc flavonoid (quercetin, leucocyanidin, avicularin, guajaverin).

quercetin
leucocyanidin

avicularin guajaverin
 I- Turio Psidii
Cng dng v tc dng
-flavonoid khng khun mnh.
-Casuarinin v casuarictin (ellagitanin) c ch s peroxid ha lipid gan
v khng s oxy ha mt s thnh phn ca mng hng cu trn sc vt
th nghim .
- Dch chit aceton v cc phenylethanoid glycosid c ch trung bnh cc
dng t bo ung th nh Leukemia P-388 , Carcinoma u bng Ehrlich
(EAC).
- Bp v l i c dng nhiu ni trn th gii cha i lng, l , tiu
ng.
- Nc sc dng ra cc vt lot, vt thng .
 MNG CT
Pericarpium Garciniae mangostanae
Dc liu l v qu ca cy mng ct -
Garcinia mangostana L., h Ba
Clusiaceae.
c im thc vt
Cy to.
V cha mt cht gm mu vng.
L dai, hoa n tnh hay lng tnh 4 l i,
4 cnh hoa, nhiu nh. Bu 5 - 8 , mi
cha mt non.
Qu mng c v qu dy khi chn mu tm
v mang i tn ti gc.
Ht c o ht dy trng, ngt, n c.
 MNG CT
Thnh phn ha hc
V qu cha 8% tanin, cht nha v cc dn cht xanthon.
Xanthon ch yu l dn cht prenyl ha, ch yu l -mangostin.
 MNG CT
Thnh phn ha hc
V qu cha 8% tanin, cht nha v cc dn cht xanthon.

procyanidin B2

procyanidin A2
(-)-epicatechin
 MNG CT
Tc dng v cng dng

-Xanthon ca mng ct: chng vim, khng nm, khn khun, c bit
l khng Staphyloccus aureus (chng khng methicillin).

-Xanthon trong v: chng oxy ha ( mnh nht l -mangostin). Cc

mangostin c ch s oxy ha cc lipoprotein.

-Garcinnon B v -mangostin tc dng mnh trn t bo ung th CEM-

SS.
-Dng cha bnh l, tiu chy.
CH
Camellia sinensis (L.)D. Kuntze (=Thea
chinennsis Sm), h Ch Theaceae
 CH
Thnh phn ha hc

8 12 % 3-6 %
(-) Epigallocatechin gallate EGCG (-) Epicatechin gallate

3-6 % 3-4 %
(-) Epigallo catechin (EGC) (+) Gallocatechin
 CH
Thnh phn ha hc

1-2%
3-4%
Caffeine (+) Catechin

Theophylline
 CH
Tc dng v cng dng

Caffein v theophylli: kch thch no, tim v h hp., tng cng sc lm

vic ca tr c v ca c, iu ho nhp p ca tim.

Cc flavonol v polyphenol lm cho ch c tnh cht chng oxy ha.

-Cng dng: tnh mt; c tc dng thanh nhit gii kht, li tiu, nh
thn lm cho u no c th thi, da tht mt m, khi chng mt xy
xm v cm t l