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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
—— [6-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C30H26O12
[6-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— 8-[6-[2,4-Dihydroxy-5-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-3-(3,7-dimethylocta-2,6-dienyl)-5,7-dihydroxychromen-4-one —— C50H52O11
8-[6-[2,4-Dihydroxy-5-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-3-(3,7-dimethylocta-2,6-dienyl)-5,7-dihydroxychromen-4-one
—— 5,7-dihydroxy-8-(5-methyl-1-oxo-1-(piperidin-1-yl)hexan-3-yl)-2-phenyl-4H-chromen-4-one —— C27H31NO5
5,7-dihydroxy-8-(5-methyl-1-oxo-1-(piperidin-1-yl)hexan-3-yl)-2-phenyl-4H-chromen-4-one
—— 3-[4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-4,5,7-triol —— C21H24O11
3-[4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-4,5,7-triol
—— 5,7-dihydroxy-2-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)chroman-4-one —— C21H22O5
5,7-dihydroxy-2-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)chroman-4-one
—— 2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one —— C25H28O6
2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— Sudachiin A 70575-17-6 C24H26O13
Sudachiin A
—— 2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one —— C20H20O7
2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— [2-Acetyloxy-2-methyl-1-(4-oxo-2-phenyl-8,9-dihydrofuro[2,3-h]chromen-9-yl)propyl] acetate —— C25H24O7
[2-Acetyloxy-2-methyl-1-(4-oxo-2-phenyl-8,9-dihydrofuro[2,3-h]chromen-9-yl)propyl] acetate
—— 5,6-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-4-one —— C18H16O8
5,6-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-4-one
—— 5-Hydroxy-2-[4-hydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyphenyl]-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C26H28O15
5-Hydroxy-2-[4-hydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyphenyl]-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— N-[2-(4-tert-butylphenyl)-4-oxo-4H-chromen-6-yl]-2-methylbenzamide —— C27H25NO3
N-[2-(4-tert-butylphenyl)-4-oxo-4H-chromen-6-yl]-2-methylbenzamide
—— 3-(5-Cyclopentyloxy-2,4-dihydroxy-3-methoxyphenyl)-22-methoxy-11-methyl-2-oxa-7,8-dithiapentacyclo[12.9.3.05,24.015,20.021,25]hexacosa-1(23),15(20),16,18,21,24-hexaene-4,17-diol —— C37H44O8S2
3-(5-Cyclopentyloxy-2,4-dihydroxy-3-methoxyphenyl)-22-methoxy-11-methyl-2-oxa-7,8-dithiapentacyclo[12.9.3.05,24.015,20.021,25]hexacosa-1(23),15(20),16,18,21,24-hexaene-4,17-diol
—— [2-[4,5-Dihydroxy-2-[5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] acetate —— C31H36O15
[2-[4,5-Dihydroxy-2-[5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] acetate
—— Gnaphaliin 7-epoxymethylbutyl ether —— C22H22O7
Gnaphaliin 7-epoxymethylbutyl ether
—— 19-[5-Ethyl-15-hydroxy-14-(2-methylpropyl)-8,9-dithia-3-azatetracyclo[16.3.1.02,7.011,16]docosa-1(21),11,13,15,18(22),19-hexaen-12-yl]-15,20,26,33-tetrahydroxy-10-(2-hydroxyethyl)-18,24-dioxa-30,31-dithiaoctacyclo[23.8.1.13,7.02,13.04,32.014,23.017,22.011,35]pentatriaconta-2(13),3,5,7(35),11,14(23),15,17(22),19-nonaen-21-one —— C58H63NO9S4
19-[5-Ethyl-15-hydroxy-14-(2-methylpropyl)-8,9-dithia-3-azatetracyclo[16.3.1.02,7.011,16]docosa-1(21),11,13,15,18(22),19-hexaen-12-yl]-15,20,26,33-tetrahydroxy-10-(2-hydroxyethyl)-18,24-dioxa-30,31-dithiaoctacyclo[23.8.1.13,7.02,13.04,32.014,23.017,22.011,35]pentatriaconta-2(13),3,5,7(35),11,14(23),15,17(22),19-nonaen-21-one
—— 3,5-Dihydroxy-2-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one —— C22H22O11
3,5-Dihydroxy-2-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
—— 2-[4-(3,6-Dimethylhept-2-enoxy)-3-methoxyphenyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one —— C26H32O6
2-[4-(3,6-Dimethylhept-2-enoxy)-3-methoxyphenyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one
—— 5-Methoxy-10-(3-methoxyphenyl)-2-phenyl-9,10-dihydropyrano[2,3-f]chromene-4,8-dione —— C26H20O6
5-Methoxy-10-(3-methoxyphenyl)-2-phenyl-9,10-dihydropyrano[2,3-f]chromene-4,8-dione
—— [6-[[3,5-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate —— C28H32O12
[6-[[3,5-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
—— 5-[(4-fluorobenzyl)oxy]-4-oxo-2-phenyl-4H-chromen-7-yl dimethylcarbamate —— C25H20FNO5
5-[(4-fluorobenzyl)oxy]-4-oxo-2-phenyl-4H-chromen-7-yl dimethylcarbamate
—— 6-[2-Carboxy-6-[6-carboxy-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3-hydroxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C44H44O27
6-[2-Carboxy-6-[6-carboxy-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3-hydroxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— 8-(4,8-Dihydrophenaleno[2,1-b]pyrrol-4-ylmethyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one —— C32H23NO6
8-(4,8-Dihydrophenaleno[2,1-b]pyrrol-4-ylmethyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one
—— Ermanin 7-glucoside —— C23H24O11
Ermanin 7-glucoside
—— 13-[2,4-Dihydroxy-3-methoxy-5-(3-methylbutoxy)phenyl]-9-(2-hydroxyethoxy)-26-(hydroxymethyl)-12-oxa-17,18-dithiahexacyclo[13.10.3.119,23.02,7.08,27.011,28]nonacosa-2(7),3,5,8,10,27-hexaene-4,14-diol —— C41H52O10S2
13-[2,4-Dihydroxy-3-methoxy-5-(3-methylbutoxy)phenyl]-9-(2-hydroxyethoxy)-26-(hydroxymethyl)-12-oxa-17,18-dithiahexacyclo[13.10.3.119,23.02,7.08,27.011,28]nonacosa-2(7),3,5,8,10,27-hexaene-4,14-diol
—— rhamnetin 3-monosulphate —— C16H12O10S
rhamnetin 3-monosulphate
—— 5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C22H22O12
5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(4-fluorophenyl)-4-oxo-4H-chromen-6-amine 923693-49-6 C15H10FNO2
2-(4-fluorophenyl)-4-oxo-4H-chromen-6-amine
—— methyl 3-(2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxo-4H-chromen-8-yl)-3-(pyridin-3-yl)propanoate —— C24H19NO9
methyl 3-(2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxo-4H-chromen-8-yl)-3-(pyridin-3-yl)propanoate
—— [5-[4,5-dihydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-6-[[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-chromen-3-yl]oxy]-3,4-dihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C51H54O25
[5-[4,5-dihydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxy-6-[[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-chromen-3-yl]oxy]-3,4-dihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— Disodium;[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3-sulfonatooxychromen-7-yl] sulfate —— C16H10Na2O13S2
Disodium;[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3-sulfonatooxychromen-7-yl] sulfate
—— 12-[(cyclopentylamino)methoxy]-11-(4-hydroxy-3-methoxyphenyl)-5-(hydroxymethyl)-18-(2H-indol-5-yl)-19-(methylaminomethyl)-4,10-dioxahexacyclo[15.7.1.02,15.03,8.09,14.021,25]pentacosa-1(25),2,8,14,19,21,23-heptaen-22-ol —— C47H51N3O7
12-[(cyclopentylamino)methoxy]-11-(4-hydroxy-3-methoxyphenyl)-5-(hydroxymethyl)-18-(2H-indol-5-yl)-19-(methylaminomethyl)-4,10-dioxahexacyclo[15.7.1.02,15.03,8.09,14.021,25]pentacosa-1(25),2,8,14,19,21,23-heptaen-22-ol
—— 5-(2-Carboxyacetyl)oxy-3,4-dihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C25H22O15
5-(2-Carboxyacetyl)oxy-3,4-dihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
—— 3-[4,5-Dihydroxy-6-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one —— C32H38O14
3-[4,5-Dihydroxy-6-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
—— 7-Hydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one —— C30H36O5
7-Hydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— [3-Acetyloxy-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-6-hydroperoxy-5-hydroxyoxan-4-yl] acetate —— C26H26O16
[3-Acetyloxy-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-6-hydroperoxy-5-hydroxyoxan-4-yl] acetate
—— [6-[2-[2-(3,4-Dihydroxyphenyl)-6,8-dihydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate —— C29H32O18
[6-[2-[2-(3,4-Dihydroxyphenyl)-6,8-dihydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
—— 4-bromo-N-[2-(2-fluorophenyl)-4-oxo-4H-chromen-6-yl]benzamide —— C22H13BrFNO3
4-bromo-N-[2-(2-fluorophenyl)-4-oxo-4H-chromen-6-yl]benzamide
—— 5-Hydroxy-2-(2-hydroxyphenyl)-8-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C22H22O11
5-Hydroxy-2-(2-hydroxyphenyl)-8-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— [2-[5,8-Dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate —— C32H30O15
[2-[5,8-Dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
—— [6-[[6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methoxy]-5-hydroxy-2-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate —— C48H56O27
[6-[[6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]methoxy]-5-hydroxy-2-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
—— 6-(4,5-Dihydroxy-6-methyloxan-2-yl)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C22H22O9
6-(4,5-Dihydroxy-6-methyloxan-2-yl)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— 2-(2,3-dimethoxy-phenyl)-3-hydroxy-7-methoxy-chromen-4-one 103393-12-0 C18H16O6
2-(2,3-dimethoxy-phenyl)-3-hydroxy-7-methoxy-chromen-4-one
—— 3-[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C27H30O16
3-[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— 3,7-Dihydroxy-2-(4-hydroxyphenyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one 34157-80-7 C21H20O11
3,7-Dihydroxy-2-(4-hydroxyphenyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-[[2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol —— C21H24O10
2-[[2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— [6-[5-Acetyloxy-2-[5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochromen-3-yl]oxy-3-hydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate —— C37H44O17
[6-[5-Acetyloxy-2-[5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochromen-3-yl]oxy-3-hydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
—— 6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]oxy-3,5-dihydroxy-4-sulfooxyoxane-2-carboxylic acid —— C21H18O16S
6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]oxy-3,5-dihydroxy-4-sulfooxyoxane-2-carboxylic acid
—— 5-Hydroxy-6-C-prenyl-7,3',4',5'-tetramethyoxyflavanon 74324-12-2 C24H28O7
5-Hydroxy-6-C-prenyl-7,3',4',5'-tetramethyoxyflavanon
—— 2-(3,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one 63764-79-4 C28H32O16
2-(3,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one