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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
—— leucodelphinidin 126721-84-4 C15H14O8
leucodelphinidin
—— 9,19-Dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,8,10,15(20),16,18-hexaen-17-ol —— C33H30O6
9,19-Dimethoxy-18-methyl-5,13-diphenyl-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,8,10,15(20),16,18-hexaen-17-ol
—— 3,4,5-Trihydroxy-6-[5-hydroxy-2-[3-methoxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphenyl]-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C28H30O16
3,4,5-Trihydroxy-6-[5-hydroxy-2-[3-methoxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphenyl]-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
—— 3,5,7-Trihydroxy-4'-methoxy-8-(1,1-dimethylprop-2-en-1-yl)flavone —— C21H20O6
3,5,7-Trihydroxy-4'-methoxy-8-(1,1-dimethylprop-2-en-1-yl)flavone
—— 2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-3-(3,4,5-trihydroxyoxan-2-yl)oxychromen-4-one —— C24H26O11
2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-3-(3,4,5-trihydroxyoxan-2-yl)oxychromen-4-one
—— 3-[3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one —— C39H50O27
3-[3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
—— 7-Methoxy-8-(3-methoxy-3-methylbut-1-enyl)-2-phenylchromen-4-one —— C22H22O4
7-Methoxy-8-(3-methoxy-3-methylbut-1-enyl)-2-phenylchromen-4-one
—— 6-[3,5-Dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C27H30O14
6-[3,5-Dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 3-(1-(5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-8-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl)-7-methoxy-1-methylquinolin-2(1H)-one —— C34H33N3O7
3-(1-(5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-8-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl)-7-methoxy-1-methylquinolin-2(1H)-one
—— 5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-6,7-diyl diacetate 731817-58-6 C19H14O7
5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-6,7-diyl diacetate
—— 2-(2,6-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-2,3-dihydrochromen-4-one —— C19H20O7
2-(2,6-Dimethoxyphenyl)-5-hydroxy-7,8-dimethoxy-2,3-dihydrochromen-4-one
—— 5,7,3',4'-tetrahydroxyflavanone tetraacetate 6599-89-9 C23H20O10
5,7,3',4'-tetrahydroxyflavanone tetraacetate
—— 10-Cyclohexyl-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-9,10-dihydropyrano[2,3-f]chromene-4,8-dione —— C24H22O8
10-Cyclohexyl-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-9,10-dihydropyrano[2,3-f]chromene-4,8-dione
—— 6-Hydroxy-8,8-dimethyl-2-phenyl-4H,8H-pyrano[2,3-f]chromen-4-one —— C20H16O4
6-Hydroxy-8,8-dimethyl-2-phenyl-4H,8H-pyrano[2,3-f]chromen-4-one
—— Amyrisin A —— C21H20O6
Amyrisin A
—— Wogonin, TMS —— C22H28O5Si2
Wogonin, TMS
—— 4',5'-Dihydroxy-6,7-dimethoxyflavone —— C17H14O6
4',5'-Dihydroxy-6,7-dimethoxyflavone
—— 3,4,5-Trihydroxy-6-{[5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxane-2-carboxylic acid —— C23H22O12
3,4,5-Trihydroxy-6-{[5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxane-2-carboxylic acid
—— 6-[2-[4-[4-[7-(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy-5-hydroxy-4-oxochromen-2-yl]-2-methoxyphenoxy]phenyl]-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C43H36O22
6-[2-[4-[4-[7-(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy-5-hydroxy-4-oxochromen-2-yl]-2-methoxyphenoxy]phenyl]-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— [2-[1-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-3,4,5-trihydroxy-6-oxobenzo[7]annulen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate 30462-35-2 C43H32O20
[2-[1-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-3,4,5-trihydroxy-6-oxobenzo[7]annulen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
—— 5-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-2,3,4,5-tetrahydroxypentanal —— C20H18O11
5-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-2,3,4,5-tetrahydroxypentanal
—— [2-[5,7-Dihydroxy-2-(4-methoxyphenyl)-4-oxo-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate —— C30H34O16
[2-[5,7-Dihydroxy-2-(4-methoxyphenyl)-4-oxo-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
—— 7-(2-(4-ethylpiperazin-1-yl)-2-oxoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one —— C23H24N2O5
7-(2-(4-ethylpiperazin-1-yl)-2-oxoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— Calomelanol I —— C24H18O6
Calomelanol I
—— 3',4'-dihydroxy-5,6,7,8-tetramethoxyflavone 80140-31-4 C19H18O8
3',4'-dihydroxy-5,6,7,8-tetramethoxyflavone
—— 2-(3,4-Dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one —— C25H26O6
2-(3,4-Dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one
—— [3,4,5-trihydroxy-6-[[7-hydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-chromen-1-ium-5-yl]oxy]oxan-2-yl]methyl acetate —— C29H35O16+
[3,4,5-trihydroxy-6-[[7-hydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-chromen-1-ium-5-yl]oxy]oxan-2-yl]methyl acetate
—— 6-(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C27H26O17
6-(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
—— Catechin 5-glucoside 88126-53-8 C21H24O11
Catechin 5-glucoside
—— 5,7-Dihydroxy-3-[5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one —— C39H50O24
5,7-Dihydroxy-3-[5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one
—— Kaempferol-7-O-neohesperidoside —— C27H30O15
Kaempferol-7-O-neohesperidoside
—— 2-(2,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman-4-one 110048-36-7 C19H20O6
2-(2,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman-4-one
—— Bartramia-triluteolin —— C45H26O18
Bartramia-triluteolin
—— 2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl decanoate 306732-02-5 C26H30O5
2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl decanoate
—— 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-6-[(2,6,6-trimethylcyclohex-2-en-1-yl)methyl]chromen-4-one —— C25H26O6
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-6-[(2,6,6-trimethylcyclohex-2-en-1-yl)methyl]chromen-4-one
—— 2-[2,2-Dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]-8,8-dimethyl-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one —— C30H36O4
2-[2,2-Dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromen-6-yl]-8,8-dimethyl-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one
—— quercetagetin 3,3-dimethyl ether 36034-36-3 C17H14O8
quercetagetin 3,3-dimethyl ether
—— 3,5,7-Trihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-8-methoxychromen-4-one —— C18H16O9
3,5,7-Trihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-8-methoxychromen-4-one
—— 3-[4,5-Dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one —— C32H38O17
3-[4,5-Dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
—— 3-[3,4-Dihydroxy-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C26H28O15
3-[3,4-Dihydroxy-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-10-(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)-9,10-dihydropyrano[2,3-f]chromene-4,8-dione —— C28H19NO9
2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-10-(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)-9,10-dihydropyrano[2,3-f]chromene-4,8-dione
—— Albanin C 73343-43-8 C25H26O7
Albanin C
—— (5,7-Dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl) 2-methylbutanoate —— C20H20O6
(5,7-Dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl) 2-methylbutanoate
—— 2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol —— C21H22O11
2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— 7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-3-(hydroxymethyl)chromen-4-one —— C33H40O17
7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-3-(hydroxymethyl)chromen-4-one
—— 7-Methoxy-8-[2-methoxy-5-(7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)phenyl]-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C34H30O8
7-Methoxy-8-[2-methoxy-5-(7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)phenyl]-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— 5-Hydroxy-8-methoxy-2-(2-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C23H26O11
5-Hydroxy-8-methoxy-2-(2-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— [3,4-dihydroxy-6-[[7-hydroxy-2-(4-hydroxyphenyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-chromen-1-ium-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate —— C43H51O23+
[3,4-dihydroxy-6-[[7-hydroxy-2-(4-hydroxyphenyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-chromen-1-ium-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
—— methyl 3-(1-isobutyl-6-methoxy-2-oxo-1,2-dihydroquinolin-3-yl)-3-(5,6,7-trihydroxy-4-oxo-2-phenyl-4H-chromen-8-yl)propanoate —— C33H31NO9
methyl 3-(1-isobutyl-6-methoxy-2-oxo-1,2-dihydroquinolin-3-yl)-3-(5,6,7-trihydroxy-4-oxo-2-phenyl-4H-chromen-8-yl)propanoate
—— 3-[3,4-Dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C27H30O15
3-[3,4-Dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one