五、醌类化合物

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五五五五五五、五五五五五—五五五五五五五五五五—五五五五五五五五五五五五五五五五，。五五—五五五五五五五五五； -- 五五五五五五五五体。

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五、醌类化合物. 醌类化合物 — 具有不饱和酮结构分布 — 分子中连接助色团，作为色素而存在。应用 — 抗菌抗癌等生理活性； -- 染料和指示剂的母体。. 结构类型 : 四种类型基母核. 主要有苯醌萘醌菲醌蒽醌。. 苯醌类 (benzoquinones). 对苯醌 P-quinone 邻苯醌 O-quinone. 辅酶 Q 10. 信筒子醌. 萘醌类(naphthoquinones). α -(1,4) 萘醌 β -(1,2) 萘醌 amphi-(2,6) 萘醌. - PowerPoint PPT Presentation

Transcript of 五、醌类化合物

--
:
(benzoquinones) P-quinone O-quinone
Q10
(naphthoquinones)-(1,4) -(1,2) amphi-(2,6)
juglon
(phenanthraquinones)
I
(anthraquinones)
1.-OH-OH-OH
2.
3.
A
Bornatragers0.1g2-3ml
a- b-
PPCTLC
a-Pb+Mg2+Pb+pH1a-1b-OH-1a-OHOH---0.5%905
~~~~
C77-
(furocoumarins) ()7-

6,7-7,8-
(pyranocoumarins) ()C-6C-82,2---6,7-7,8-
(psolalen)(osthole)(HBsAg)(scoparon)(callophylloide)
(365nm)
(flavonoids) 2-2-phenyl-chromone
C6-C3-C6 2- C6-C3-C6
2000-OH-OCH3
B-2-3- (flavones) (flavonol) (flavanones) (flavanonols) (anthocyanidins) (xanthones) -3- (flavan-3-ols) (isoflavones) (isoflavanones) (chalcones) (dihydrochalcones) (aurones)
CCCOC
(-OH-CH3);;
(hesperidin)P(ginkgetin)(puerarin)(rutin)(kaempferol)
(baicalin)(silybin)(isoliquiritigenin)daidzein
Verbena littoralis H. B. K. verbenachalconeC-O-C(NGF)
verbenachalcone
1.- ~
2
(terpenoids)(isoprene)(mevalonic acid)(C5H8)n22000
C5H8n5101520253040n=1n=2n=3n=4n=5n=6n=8
1. (monoterpenes)C10H162
l- l-
N-(N-hydroxycantharidimide)
2. (sesquiterpenes) C15H243
a-
Artemisia annua L.(qinghaosu, arteannin, artemisinin)(dihydroqinghaosu)(artemether)(artesunate)Artemisia cina Berg.-(-santonin)
3.(diterpenes)C20H324(camphorene)
A(taxol)
(volatile oils)(essential oils)
56136300
0.8501.070+97-1171.4301.610
10%--GC-MS
:
(lignans)
(podophyllotoxin)(schisantherin A)(schisanhenol) (magnolol)(honokiol)(arctiin)
R=CH3 R=H
(iridoids)10(iridoid)(secoiridoid)
(gentiopicrin)(gardenoside)(geniposide)
AzulenoidsSaussurea involucrate(involucratolactone)Eupatorium rotundifolium(euparotin)
(amino acids)(peptides)22020(proteins) 20
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Taxusbrevifolia
15

2090

1958 1967 1968 1971 1979 1983 1985 II 1991 III 1992 FDA
TaxolTaxol:0.00001-0.069% 3000=10=1kg Taxol=500
, 1994 10-DABBaccatin
: 10
(building block)(precursor)
(bigenesis):, (biosynthesis):
WallachRuzicka WintersteinTrier -
biomimeticsynthesis
14C3H13C15N18O2H
3H14C
13C1.12H0.01515N0.3618O0.2
: ,
:C2(),,C5()C6
(shikimicacid)(polyketides)(mevalonicacid, MVA)
(shikimicacid)
4-7-5-5--
----b-
A
56
(polyketides)AA
AA
(mevalonicacid, MVA)
(mevalonicacid pathway)
:
(amino acid pathway)
1. 2.
3. 4.