3
fpowderglycoside(无定形粉末)含糖基多的苷2Color黄酮类化合物大多为黄色,其颜色主要与分子中是否存在交叉共轭体系,助色团的种类,数目及取代位置有关。■flavo
eFlavo
ola
dtheirglycosidesshowgrayishyellow(灰黄)toyellowchalco
e(查耳酮)showyellowtoora
geforthecrossco
jugativesystem(交叉共轭体系)■Flava
o
e二氢黄酮flava
a
ol二氢黄酮醇a
disoflavo
e异黄酮arecolorlessbecausetheabse
ceofcrossco
jugativesystem■Theflavo
e(黄酮)flavo
al(黄酮醇)with7OH7OCH3or4’OH4’OCH3pπco
jugativeexte
dco
jugativesystem(共轭系统延长)deepe
thecolor■A
thocya
idi
(花色素)showdiffere
tcoloratdiffere
tPHvaluePH7redPH85紫色PH85blueⅡOpticalrotatio
旋光性■flava
o
eflava
o
olflava
ol(黄烷醇)isoflava
o
ea
dtheirderivativeshaveopticalrotatio
fortheasymmetriccarbo
atom(不对称碳原子)Otheraglyco
esofflavo
oidshave
’topticalrotatio
■Theglycosidesofflavo
oid(黄酮苷类)haveopticalrotatio
forthesaccharidelevorotatory(左旋)ⅢSolubility溶解性(1)游离黄酮类化合物①Flavo
eflavo
ola
dchalco
earepla
emoleculara
dhavebigi
termoleculartractiveforcesotheydifficultydissolvei
waterA环和B环与羰基形成一个大π键,而具有平面性。②Flava
o
eflava
o
olare
’tpla
emoleculars(非平面分子)thesolubilityi
wateri
creaseIsoflavo
eis
’tpla
emolecularforthesterichi
dra
ce(立体阻碍)ofcarbo
yl(羰基)toBcircleA
thocya
i
ca
dissolvewaterbecauseitisio
iccompou
ds(花色素能溶于水因其为离子型化合物)③The
umberofOHi
creasethehydrophilicity水溶性i
creasewhilethelipophilcity脂溶性decreaseThei
flue
ceofOCH3isreverse(羟基被甲基化后脂溶性增加)Flavo
oids,commo
lyca
’tdissolvei
peforitsmultihydroxy多羟基)Thelipophilicityi
creaseforthe(methoxypre
yl(异戊烯基)2黄酮苷类Theglycosidesofflavo
oidseasililydissolvei
hotwaterMeOHEtOHca
’tdissolveordifficultydissolvei
be
ze
eEt2OCHCl3pe一般多糖苷比单糖苷水溶性大,3羟基苷比相应的7羟基苷水溶性大H2O黄酮苷游离黄酮MeOHEtOHCHCl3Et2OOHH2O
Ⅳ酸碱性1Acidity74’OHpπco
jugative5OHhydroge
bo
di
tromolecular74’OH5NaHCO37or4’OH5Na2CO3commo
ArOH02NaOH5OH4NaOH
4
fⅤColorreactio
1Colorreactio
byreductio
(还原反应)11HClMgpowderreactio
SampleEtOHalittleMgpowdershockaddseveraldropsco
cHCl(浓盐酸)flavo
eflavo
olflava
o
eflava
o
olshowredtovioletred紫红fewshowblueorgree
chalco
eauro
ecatechi
(儿r