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黄酮类化合物

黄酮类化合物 定义与结构特征

黄酮类化合物是一大类天然存在的有机化合物,属于酚类衍生物。它们的分子结构通常包含两个苯环(A和B环)和一个三碳环(C环),形成一个基本骨架。该骨架由多个亚结构组成,包括黄烷醇、黄酮、黄酮醇等。

生物来源

黄酮类化合物广泛存在于植物界中,常见于许多蔬菜、水果及中药中。例如,在大豆、柑橘、茶叶和甘草中都可以找到它们的身影。

化学性质 亲水性与溶解度

由于其分子结构中含有多个酚羟基,因此具有一定的亲水性和良好的溶解性,这使得黄酮类化合物在药物设计中扮演重要角色。

稳定性与光敏性

大多数黄酮类化合物相对稳定,在适宜条件下不易发生降解。但某些类型的黄酮对光照比较敏感,容易被氧化,导致颜色变化。

生理活性与药用价值

黄酮类化合物因其丰富的生理活性而备受关注,主要包括:

  • 抗氧化作用:可有效清除体内自由基,保护细胞免受损伤。
  • 抗炎效应:有助于减轻炎症反应,缓解症状。
  • 心血管保护:可能通过多种机制改善心脑血管健康。
  • 抗癌潜力:研究表明某些黄酮类物质具有抑制肿瘤生长的能力。
应用领域 食品工业

作为一种天然色素和抗氧化剂,被广泛应用于食品加工中以提高其保质期及营养价值。

化妆品行业

利用其良好的生物相容性和抗衰老特性,在化妆品配方中应用广泛。

药物开发

由于黄酮类化合物展现出广泛的药理活性,已成为新药研发的重要候选目标之一。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 3,3'-Bis-<2,3-dihydro-chromen-4-on-2-yl>-4,4',6,6'-tetramethoxy-biphenyl 15837-56-6 C34H30O8
3,3'-Bis-<2,3-dihydro-chromen-4-on-2-yl>-4,4',6,6'-tetramethoxy-biphenyl
—— 4-Hydroxy-2'-phenyl-3',4'-dihydro-2'H-[3,4']bichromenyl-2-one 56073-17-7 C24H18O4
4-Hydroxy-2'-phenyl-3',4'-dihydro-2'H-[3,4']bichromenyl-2-one
—— 3-Methoxy-5-hydroxy-6-allyl-7-(p-toluolsulfonyloxy)-flavon 17915-42-3 C26H22O7S
3-Methoxy-5-hydroxy-6-allyl-7-(p-toluolsulfonyloxy)-flavon
—— 1-[(Z)-2-(2-Phenyl-2-piperidin-1-yl-2H-chromen-4-yl)-3-piperidin-1-yl-allylidene]-piperidinium 47788-01-2 C33H42N3O
1-[(Z)-2-(2-Phenyl-2-piperidin-1-yl-2H-chromen-4-yl)-3-piperidin-1-yl-allylidene]-piperidinium
—— 6-allyl-5,7-dihydroxy-2-(3-carboxymethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-11-2 C21H18O8
6-allyl-5,7-dihydroxy-2-(3-carboxymethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 8-Chlor-6-fluor-4'-hydroxyflavanon 3967-84-8 C15H10ClFO3
8-Chlor-6-fluor-4'-hydroxyflavanon
—— 2',6-Dichlor-4'-methyl-flavonol 3412-21-3 C16H10Cl2O3
2',6-Dichlor-4'-methyl-flavonol
—— 4'-7-di-O-benzylquercet-3-yl 2,3,4-tri-O-acetyl-α-L-rhamnopranoside 130999-26-7 C41H38O14
4'-7-di-O-benzylquercet-3-yl 2,3,4-tri-O-acetyl-α-L-rhamnopranoside
—— 2-(4-tert-butylphenyl)-4-methyl-2,3-dihydrofuro[3,2-c]pyridine 1401693-69-3 C18H21NO
2-(4-tert-butylphenyl)-4-methyl-2,3-dihydrofuro[3,2-c]pyridine
—— 2',3-dimethylflavone-8-carboxylic acid N,N-diethylamide 90102-14-0 C22H23NO3
2',3-dimethylflavone-8-carboxylic acid N,N-diethylamide
—— 3'-Aethoxy-5,7-dihydroxy-flavanon 26324-71-0 C17H16O5
3'-Aethoxy-5,7-dihydroxy-flavanon
—— N-[4-(6,8-Dibromo-4-oxo-4H-chromen-2-yl)-phenyl]-acetamide 153450-11-4 C17H11Br2NO3
N-[4-(6,8-Dibromo-4-oxo-4H-chromen-2-yl)-phenyl]-acetamide
—— 6,8-Dibromo-2-(4-hydrazino-phenyl)-chromen-4-one 153450-09-0 C15H10Br2N2O2
6,8-Dibromo-2-(4-hydrazino-phenyl)-chromen-4-one
—— 2,2,3,3-Tetraphenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan 1488-29-5 C35H28O
2,2,3,3-Tetraphenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan
—— 2,3-trans-3,4-cis-7-Benzyloxy-4-ethoxy-3',4'-dimethoxy-3-hydroxyflavan 16881-97-3 C26H28O6
2,3-trans-3,4-cis-7-Benzyloxy-4-ethoxy-3',4'-dimethoxy-3-hydroxyflavan
—— Acetic acid 5-acetoxy-4-oxo-2-phenyl-8-((Z)-1-phenyl-propenyl)-4H-chromen-7-yl ester 130592-48-2 C28H22O6
Acetic acid 5-acetoxy-4-oxo-2-phenyl-8-((Z)-1-phenyl-propenyl)-4H-chromen-7-yl ester
—— 2-(4-Benzyloxy-phenyl)-3,8-dimethoxy-chromen-4-one 111391-66-3 C24H20O5
2-(4-Benzyloxy-phenyl)-3,8-dimethoxy-chromen-4-one
—— 1-(2-methoxyphenyl)-3-[[2-[2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyacetyl]amino]thiourea 113495-07-1 C26H23N3O6S
1-(2-methoxyphenyl)-3-[[2-[2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyacetyl]amino]thiourea
—— 7-((3-cyanobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1160162-47-9 C27H19NO7
7-((3-cyanobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 1,3,7,9-tetramethyl-5-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-yl)-2,8-dithioxo-2,3,5,7,8,9-hexahydro-1<i>H</i>-pyrano[2,3-<i>d</i>;6,5-<i>d</i>']dipyrimidine-4,6-dione 37042-17-4 C28H22N4O5S2
1,3,7,9-tetramethyl-5-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-yl)-2,8-dithioxo-2,3,5,7,8,9-hexahydro-1<i>H</i>-pyrano[2,3-<i>d</i>;6,5-<i>d</i>']dipyrimidine-4,6-dione
—— 8-Allyl-2-(2,4-dimethoxy-phenyl)-chromen-4-one 198351-03-0 C20H18O4
8-Allyl-2-(2,4-dimethoxy-phenyl)-chromen-4-one
—— 7-Acetoxy-3,5-dimethoxy-2-<3.4.5-triacetoxy-phenyl>-4H-chromen-4-on 1592-69-4 C25H22O12
7-Acetoxy-3,5-dimethoxy-2-<3.4.5-triacetoxy-phenyl>-4H-chromen-4-on
—— 1-(4-β-D-Glucopyranosyloxy-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-propenon 6802-20-6 C22H24O11
1-(4-β-D-Glucopyranosyloxy-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-propenon
—— 7-phenylethyoxyflavone 95225-98-2 C23H18O3
7-phenylethyoxyflavone
—— Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester 209746-65-6 C31H36O12
Carbonic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 2-methoxy-ethyl ester
—— 6-bromo-2-(2-ethyl-phenyl)-chroman-4-one 1426899-95-7 C17H15BrO2
6-bromo-2-(2-ethyl-phenyl)-chroman-4-one
—— 4-chlorophenyl (5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl) bis(2-chloroethyl)phosphoramidate 1254975-87-5 C25H21Cl3NO6P
4-chlorophenyl (5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl) bis(2-chloroethyl)phosphoramidate
—— 3-iodo-5,7,4'-trimethoxyflavone 82517-06-4 C18H15IO5
3-iodo-5,7,4'-trimethoxyflavone
—— 2-(4-Benzyloxy-phenyl)-3-hydroxy-8-methoxy-chromen-4-one 111391-51-6 C23H18O5
2-(4-Benzyloxy-phenyl)-3-hydroxy-8-methoxy-chromen-4-one
—— 2-(2-(4-methoxyphenyl)-4H-chromen-4-ylidene)-1-(p-tolyl)ethan-1-one 1374022-10-2 C25H20O3
2-(2-(4-methoxyphenyl)-4H-chromen-4-ylidene)-1-(p-tolyl)ethan-1-one
—— 2-(4-acetoxy-3-methoxyphenyl)-7-(2-methylbut-3-en-2-yloxy)-4-oxo-4H-chromene-3,5-diyl diacetate 1383545-62-7 C27H26O10
2-(4-acetoxy-3-methoxyphenyl)-7-(2-methylbut-3-en-2-yloxy)-4-oxo-4H-chromene-3,5-diyl diacetate
—— 7-O-(heptaacetyl-β-D-cellobiosyl)-5,4'-diacetylapigenin 1381874-73-2 C45H48O24
7-O-(heptaacetyl-β-D-cellobiosyl)-5,4'-diacetylapigenin
—— 7-carboxymethoxy-5-hydroxy-2-[2-(3-methyl-n-butyl)-5-hydroxy-4-meth-oxyphenyl]-4H-1-benzopyran-4-one 198886-13-4 C23H24O8
7-carboxymethoxy-5-hydroxy-2-[2-(3-methyl-n-butyl)-5-hydroxy-4-meth-oxyphenyl]-4H-1-benzopyran-4-one
—— 2',5'-diisopropyloxy-4',5,6,7,-tetramethoxyflavone 96410-27-4 C25H30O8
2',5'-diisopropyloxy-4',5,6,7,-tetramethoxyflavone
—— 2-(2-fluoro-3-methoxy-phenyl)-chroman-6-ol 1426900-11-9 C16H15FO3
2-(2-fluoro-3-methoxy-phenyl)-chroman-6-ol
—— 7,4'-dihydroxy-5,8-dimethoxyflavanone 54121-33-4 C17H16O6
7,4'-dihydroxy-5,8-dimethoxyflavanone
—— (4S)-5-(4-fluorophenyl)-6-{(S)-hydroxy[4-(trifluoromethoxy)phenyl]methyl}-7-isopropyl-3,4-di-hydrospiro[chromen-2,1'-cyclobutan]-4-ol 950673-96-8 C29H28F4O4
(4S)-5-(4-fluorophenyl)-6-{(S)-hydroxy[4-(trifluoromethoxy)phenyl]methyl}-7-isopropyl-3,4-di-hydrospiro[chromen-2,1'-cyclobutan]-4-ol
—— 5-hydroxy-7-hexyloxyflavone 1620790-17-1 C21H22O4
5-hydroxy-7-hexyloxyflavone
—— 3,4'-Diacetoxy-6-methyl-flavon 2755-89-7 C20H16O6
3,4'-Diacetoxy-6-methyl-flavon
—— 8-Chlor-6-fluor-2'-hydroxy-flavonol 4257-56-1 C15H8ClFO4
8-Chlor-6-fluor-2'-hydroxy-flavonol
—— 3,5,3',4'-Tetraacetoxy-7-allyloxy-flavon 2181-09-1 C26H22O11
3,5,3',4'-Tetraacetoxy-7-allyloxy-flavon
—— 8-Chlor-6-fluor-flavonol 4257-61-8 C15H8ClFO3
8-Chlor-6-fluor-flavonol
—— 3',4'-Di-O-methyl-quercetin-triacetat 3306-24-9 C23H20O10
3',4'-Di-O-methyl-quercetin-triacetat
—— 6-chloro-2-(3-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-4-yl)-4H-chromen-4-one 1253513-71-1 C24H13Cl2FN2O2
6-chloro-2-(3-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-4-yl)-4H-chromen-4-one
—— (2R,3R)-3'-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzyl-3-acetylepicatechin 1390643-87-4 C44H48O7Si
(2R,3R)-3'-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzyl-3-acetylepicatechin
—— 7-(2-oxocyclohexyloxy)-5-methoxy-2-phenyl-4H-1-benzopyran-4-one 112664-28-5 C22H20O5
7-(2-oxocyclohexyloxy)-5-methoxy-2-phenyl-4H-1-benzopyran-4-one
—— 3-(3,4-difluoro-5-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-64-2 C30H31F2NO4*ClH
3-(3,4-difluoro-5-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-chromen-4-one 113058-29-0 C24H20O5
2-(4-benzyloxy-3-methoxy-phenyl)-7-methoxy-chromen-4-one
—— Acetic acid 5-acetoxy-8-benzhydryl-4-oxo-2-phenyl-4H-chromen-7-yl ester 98498-18-1 C32H24O6
Acetic acid 5-acetoxy-8-benzhydryl-4-oxo-2-phenyl-4H-chromen-7-yl ester
—— 7-(3-bromopropoxy)-5-methoxy-2-phenyl-4H-chromen-4-one 1489101-75-8 C19H17BrO4
7-(3-bromopropoxy)-5-methoxy-2-phenyl-4H-chromen-4-one