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Safflower Red and Yellow pigments fromCarthamus tinctorius. L.
Young-Sook Paik*
Man-Ho Cho, Ji-Eun Pak, Yun-Hee Kim, Tae-Hee Shin
Procedure
Safflower 200g - MeOH extraction (O/N)
↓
Washing with MeOH & Extraction with 1% TFA-Aceton (400ml/200g)
↓
Filtering & Solution Evaporation
↓
20% Acetonitrile(1% TFA)
( min. volume, H2O + 20% Acetonitrile + 1% TFA )
↓
Sephadex LH-20 column loading
↓
Stepwise elution ( Eluted with 20% ∼ 80% Acetonitrile )
↓
Elution Fraction TLC ( Eluent : BEW 4:1:2 )
↓
Fraction Evaporation
↓
HPLC Preparation
( HPLC Solvent : H2O/MeOH/CH3CN/TFA = 59/10/30/1 : Solvent Degasing )
↓
Precarthamin, Yellow A, Yellow B
Isolation of Carthamin from the petals of safflower
UV/Vis spectrum of Carthamin from the petals of safflower in MeOH
1H NMR(DMSO)
13C NMR(DMSO)
OOH
O
OO
OH
HOO OH
OHOHHO
OHO
HOHO
HOHO
HO
OH
O
OH
Carthamin
Isolation of safflower yellow A from the petals of safflower
O
O
HOO OH
OHOHHO
OH
OHO
O
CH2OHHO
HO
Safflower yellow A
UV/Vis spectrum of safflower yellow A
from the petals of safflower in MeOH
1H NMR(D2O)
13C NMR(D2O)
Isolation of safflower yellow B from the petals of safflower
UV/Vis spectrum of safflower yellow B
from the petals of safflower in MeOH1H NMR(CD3OD)
13C NMR(CD3OD)
HOO
O
OOH
OH
HOO OH
OHOHHO
OHO
HOHO
HOHO
HO
OH
O
OH
Safflower yellow B
H
H OHHO HH OH
OHCH2OH
H
Isolation of safflower New Red from the petals of safflower
1H NMR(DMSO)
13C NMR(DMSO)
UV/Vis spectrum of safflower New Red
from the petals of safflower in MeOH
Isolation of safflower Orange from the petals of safflower
UV/Vis spectrum of safflower orange
from the petals of safflower in MeOH
1H NMR(DMSO)
13C NMR(DMSO)
Isolation of Precarthamin from the petals of safflower
UV/Vis spectrum of Precarthamin
from the petals of safflower in MeOH
1H NMR(DMSO)
13C NMR(DMSO)
OH
O
OO
OH
HOO OH
OHOHHO
OHO
HOHO
HOHO
HO
OH
O
OH
Precarthamin
COOH
HO
Proposed BiosynthesisL-Phenylalanine
PAL
C4H
4CL
p-Coumaroyl CoA
CHS3 Malonyl CoA
OH O
OHHO
OH
2',4',6',4-Tetrahydroxychalcone
Glucose O
O
HOO OH
OHOHHO
OH
OHO
O
CH2OHHO
HO
Safflower yellow A
HOO
O
OOH
OH
HOO OH
OHOHHO
OHO
HOHO
HOHO
HO
OH
O
OH
Safflower yellow B
H
H OHHO H
H OHOH
CH2OHH
OH
O
OO
OH
HOO OH
OHOHHO
OHO
HOHO
HOHO
HO
OH
O
OH
Precarthamin
COOH
HO
Precarthamindecarboxylase
OOH
O
OO
OH
HOO OH
OHOHHO
OHO
HOHO
HOHO
HO
OH
O
OH
Carthamin
