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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
—— 8-[N-methyl-N-(2-chloroethyl)-aminomethyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 152737-48-9 C20H20ClNO2
8-[N-methyl-N-(2-chloroethyl)-aminomethyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 6-[4-(dimethylamino)butoxy]-2-phenyl-4H-benzopyran-4-one hydrochloride 139652-67-8 C21H23NO3*ClH
6-[4-(dimethylamino)butoxy]-2-phenyl-4H-benzopyran-4-one hydrochloride
—— 2-(4,5-dihydroxy-9-(2-hydroxyphenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone 1283102-48-6 C49H42O26
2-(4,5-dihydroxy-9-(2-hydroxyphenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone
—— 2-(4,5-dihydroxy-9-(3-hydroxyphenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone 1283102-50-0 C49H42O26
2-(4,5-dihydroxy-9-(3-hydroxyphenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone
—— 2-(4,5-dihydroxy-9-(4-methoxyphenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone 1283102-45-3 C50H44O26
2-(4,5-dihydroxy-9-(4-methoxyphenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone
—— 2-(4,5-dihydroxy-9-(4-nitrophenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone 1283102-51-1 C49H41NO27
2-(4,5-dihydroxy-9-(4-nitrophenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone
—— 2-(9-(2-furyl)-4,5-dihydroxy-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone 1283102-52-2 C47H40O26
2-(9-(2-furyl)-4,5-dihydroxy-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone
—— 2-(4,5-dihydroxy-9-(2-thienyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone 1283102-55-5 C47H40O25S
2-(4,5-dihydroxy-9-(2-thienyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone
—— 2-(4,5-dihydroxy-9-(4-hydroxyphenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone 1283102-47-5 C49H42O26
2-(4,5-dihydroxy-9-(4-hydroxyphenyl)-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone
—— 2-(4,5-dihydroxy-9-phenyl-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone 1283102-43-1 C49H42O25
2-(4,5-dihydroxy-9-phenyl-7-(3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4-oxo-4H-2-chromenyl)-9H-2-xanthenyl)-3,5,7-trihydroxy-8-{(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-2-pyranyl)oxy}-4H-4-chromenone
—— Artocarpanone 520-25-2 C16H14O6
Artocarpanone
—— 2-(4-methoxyphenyl)-3-methyl-4-oxo-4H-1-benzopyran-8-carboxylic acid 90101-80-7 C18H14O5
2-(4-methoxyphenyl)-3-methyl-4-oxo-4H-1-benzopyran-8-carboxylic acid
—— 2-(4-(diphenylamino)phenyl)-3-hydroxy-4H-chromen-4-one 344363-89-9 C27H19NO3
2-(4-(diphenylamino)phenyl)-3-hydroxy-4H-chromen-4-one
—— 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C29H34O15
5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— [2-(3,4-Disulfooxyphenyl)-5-[[4-[[2-(3,4-disulfooxyphenyl)-4-oxo-3,7-disulfooxychromen-5-yl]oxymethyl]phenyl]methoxy]-4-oxo-3-sulfooxychromen-7-yl] hydrogen sulfate 2079895-69-3 C38H26O38S8
[2-(3,4-Disulfooxyphenyl)-5-[[4-[[2-(3,4-disulfooxyphenyl)-4-oxo-3,7-disulfooxychromen-5-yl]oxymethyl]phenyl]methoxy]-4-oxo-3-sulfooxychromen-7-yl] hydrogen sulfate
—— (2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O11
(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one —— C20H18O11
3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one —— C26H28O14
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
—— luteolin-3'-O-α-D-glucopyranoside 5154-41-6 C21H20O11
luteolin-3'-O-α-D-glucopyranoside
—— (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C27H32O15
(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— quercetin 3-O-β-maltoside 52844-41-4 C27H30O17
quercetin 3-O-β-maltoside
—— 3-bromo-4'-methoxyflavone 73910-85-7 C16H11BrO3
3-bromo-4'-methoxyflavone
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one —— C26H28O14
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
—— (2S,3R,4S,5S,6R)-2-[3-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C32H39O20+
(2S,3R,4S,5S,6R)-2-[3-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— 2-(4-acetamidophenyl)-4H-1-benzopyran-4-one 146273-19-0 C17H13NO3
2-(4-acetamidophenyl)-4H-1-benzopyran-4-one
—— 2-(4-acetylamino-3-nitrophenyl)-4H-1-benzopyran-4-one 170804-62-3 C17H12N2O5
2-(4-acetylamino-3-nitrophenyl)-4H-1-benzopyran-4-one
—— 2-(4-aminophenyl)-3-bromo-4H-chromen-4-one 153450-04-5 C15H10BrNO2
2-(4-aminophenyl)-3-bromo-4H-chromen-4-one
—— 2-(4-{[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-chromen-4-one 146273-20-3 C22H14N2O4
2-(4-{[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-chromen-4-one
—— 2-(4-{[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-chromen-4-one 146273-21-4 C22H14ClNO2
2-(4-{[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-chromen-4-one
—— 2-(4-{[1-p-Tolyl-meth-(E)-ylidene]-amino}-phenyl)-chromen-4-one 146273-22-5 C23H17NO2
2-(4-{[1-p-Tolyl-meth-(E)-ylidene]-amino}-phenyl)-chromen-4-one
—— 4'-Aminoflavone 19093-64-2 C15H11NO2
4'-Aminoflavone
—— 2-<4-(2-chloroacetamido)phenyl>-4H-1-benzopyran-4-one 146273-26-9 C17H12ClNO3
2-<4-(2-chloroacetamido)phenyl>-4H-1-benzopyran-4-one
—— 2-(4-{[1-Phenyl-meth-(E)-ylidene]-amino}-phenyl)-chromen-4-one 146273-23-6 C22H15NO2
2-(4-{[1-Phenyl-meth-(E)-ylidene]-amino}-phenyl)-chromen-4-one
—— N-[2-Amino-4-(4-oxo-4H-chromen-2-yl)-phenyl]-acetamide 1026970-49-9 C17H14N2O3
N-[2-Amino-4-(4-oxo-4H-chromen-2-yl)-phenyl]-acetamide
—— 3-Bromolinarin 827346-51-0 C28H31BrO14
3-Bromolinarin
—— 8-C-β-D-glucosyl-5,7,4'-O-trimethyl flavone 18469-71-1 C24H26O10
8-C-β-D-glucosyl-5,7,4'-O-trimethyl flavone
—— 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-8-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one 1154756-98-5 C70H62O10
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-8-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
—— [(4aR,6S,7R,8S,8aS)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-8-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl] hydrogen sulfate 1233717-62-8 C28H24O13S
[(4aR,6S,7R,8S,8aS)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-8-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl] hydrogen sulfate
—— vitexin-4',7-di-O-methyl ether 20943-11-7 C23H24O10
vitexin-4',7-di-O-methyl ether
—— vitexin 2"-O-sulfate 1173925-24-0 C21H20O13S
vitexin 2"-O-sulfate
—— 4H-1-Benzopyran-4-one,8-b-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)- 3681-93-4 C21H20O10
4H-1-Benzopyran-4-one,8-b-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-
—— 8-[(4aR,6S,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one 1233717-61-7 C28H24O10
8-[(4aR,6S,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— Vitexin 3681-93-4 C21H20O10
Vitexin
—— apigenin-8-C-glucoside 3681-93-4 C21H20O10
apigenin-8-C-glucoside
—— 5,7-dimethoxy-2-(4-methoxy-phenyl)-8-methyl-chromen-4-one 5559-28-4 C19H18O5
5,7-dimethoxy-2-(4-methoxy-phenyl)-8-methyl-chromen-4-one
—— chafuroside B 866737-00-0 C21H18O9
chafuroside B
—— [6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate 142750-32-1 C30H26O13
[6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— 7-hydroxy-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one 673475-82-6 C16H9F3O3
7-hydroxy-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— Delphinidin 3-rhamnoside 5-glucoside 53925-31-8 C27H31O16+
Delphinidin 3-rhamnoside 5-glucoside
—— 7-Methoxymethoxy-5-(3-methyl-but-2-enyloxy)-2-phenyl-chromen-4-one 290348-68-4 C22H22O5
7-Methoxymethoxy-5-(3-methyl-but-2-enyloxy)-2-phenyl-chromen-4-one