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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
—— 4,7-dihydroxy-8-(3-methylbut-2-enyl)-2-phenylchromen-5-one —— C20H18O4
4,7-dihydroxy-8-(3-methylbut-2-enyl)-2-phenylchromen-5-one
—— 3,4,7-trihydroxy-8-(2-methylbut-3-en-2-yl)-2-phenylchromen-5-one —— C20H18O5
3,4,7-trihydroxy-8-(2-methylbut-3-en-2-yl)-2-phenylchromen-5-one
—— 4,7-dihydroxy-3-methoxy-8-(3-methylbut-2-enyl)-2-phenylchromen-5-one —— C21H20O5
4,7-dihydroxy-3-methoxy-8-(3-methylbut-2-enyl)-2-phenylchromen-5-one
—— 3,4,5-trihydroxy-6-(3-methylbut-2-enyl)-2-phenylchromen-7-one —— C20H18O5
3,4,5-trihydroxy-6-(3-methylbut-2-enyl)-2-phenylchromen-7-one
—— 3,4,5-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-7-one —— C17H14O8
3,4,5-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-7-one
—— 3-methyl-5-[3,4,7-trihydroxy-2-(4-hydroxyphenyl)-5-oxochromen-8-yl]pyrrolidin-2-one —— C20H17NO7
3-methyl-5-[3,4,7-trihydroxy-2-(4-hydroxyphenyl)-5-oxochromen-8-yl]pyrrolidin-2-one
—— 4,5,8-trihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C15H10O6
4,5,8-trihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 4,7-dihydroxy-8-(1-methylpyrrolidin-2-yl)-2-phenylchromen-5-one —— C20H19NO4
4,7-dihydroxy-8-(1-methylpyrrolidin-2-yl)-2-phenylchromen-5-one
—— 2-(3,4-dihydroxyphenyl)-4,5,8-trihydroxychromen-7-one —— C15H10O7
2-(3,4-dihydroxyphenyl)-4,5,8-trihydroxychromen-7-one
—— 2-(3,4-dihydroxyphenyl)-3,4,5-trihydroxy-6-methylchromen-7-one —— C16H12O7
2-(3,4-dihydroxyphenyl)-3,4,5-trihydroxy-6-methylchromen-7-one
—— 3,4,7-trihydroxy-8-(3-methylbut-2-enyl)-2-phenylchromen-5-one —— C20H18O5
3,4,7-trihydroxy-8-(3-methylbut-2-enyl)-2-phenylchromen-5-one
—— 3,4-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)chromen-5-one —— C18H16O7
3,4-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)chromen-5-one
—— 3,4,5-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-7-one —— C16H12O7
3,4,5-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-7-one
—— 2-(2,5-dihydroxy-4-methoxyphenyl)-4-hydroxy-3,7-dimethoxychromen-5-one —— C18H16O8
2-(2,5-dihydroxy-4-methoxyphenyl)-4-hydroxy-3,7-dimethoxychromen-5-one
—— 2-(3,4-dihydroxyphenyl)-3,4,5-trihydroxy-6-methoxychromen-7-one —— C16H12O8
2-(3,4-dihydroxyphenyl)-3,4,5-trihydroxy-6-methoxychromen-7-one
—— 3,4,5,6-tetrahydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C15H10O7
3,4,5,6-tetrahydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 4,5-dihydroxy-2-(2,4,5-trihydroxyphenyl)chromen-7-one —— C15H10O7
4,5-dihydroxy-2-(2,4,5-trihydroxyphenyl)chromen-7-one
—— 4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-7-one —— C16H12O5
4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-7-one
—— 7-Hydroxyflavan 82925-56-2 C15H14O2
7-Hydroxyflavan
—— 8-[4,5-dihydroxy-2-(4-hydroxyphenyl)-7-oxochromen-8-yl]-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C30H18O10
8-[4,5-dihydroxy-2-(4-hydroxyphenyl)-7-oxochromen-8-yl]-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 6-Methoxytaxifolin 31076-39-8 C16H14O8
6-Methoxytaxifolin
—— Auriculoside 75871-96-4 C22H26O10
Auriculoside
—— 3-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-5-one —— C18H16O7
3-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-5-one
—— 3,5,6-Trihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C15H10O6
3,5,6-Trihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 3-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-methoxychromen-7-one —— C18H16O7
3-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-methoxychromen-7-one
—— [1-[[(2R,3S,4S,5R,6S)-6-[5-[(2S,3R,4R,5S,6R)-5-(2-carboxyacetyl)oxy-6-[(2-carboxyacetyl)oxymethyl]-3,4-dihydroxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)-7-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-(4-hydroxyphenyl)prop-2-enylidene]oxidanium —— C42H41O23+
[1-[[(2R,3S,4S,5R,6S)-6-[5-[(2S,3R,4R,5S,6R)-5-(2-carboxyacetyl)oxy-6-[(2-carboxyacetyl)oxymethyl]-3,4-dihydroxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)-7-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-(4-hydroxyphenyl)prop-2-enylidene]oxidanium
—— 3-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-5-one —— C17H14O6
3-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-5-one
—— Hirsutidin 151776-57-7 C18H17O7+
Hirsutidin
—— Delphinidin 3,3',5'-tri-O-glucoside 132548-17-5 C33H41O22+
Delphinidin 3,3',5'-tri-O-glucoside
—— 2-(3,4-Dihydroxyphenyl)-3,6,7-trihydroxychromen-5-one —— C15H10O7
2-(3,4-Dihydroxyphenyl)-3,6,7-trihydroxychromen-5-one
—— 2-(3,4-dihydroxyphenyl)-3,4,5,8-tetrahydroxychromen-7-one —— C15H10O8
2-(3,4-dihydroxyphenyl)-3,4,5,8-tetrahydroxychromen-7-one
—— 2-(3,4-dihydroxyphenyl)-3,4,5-trihydroxy-8-methoxychromen-7-one —— C16H12O8
2-(3,4-dihydroxyphenyl)-3,4,5-trihydroxy-8-methoxychromen-7-one
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O15
(2R,3S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O15
(2R,3S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O12
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— Flavonol-3-O-L-rhamnosylglucoside —— C27H32O15
Flavonol-3-O-L-rhamnosylglucoside
—— [2-hydroxy-5-(4-hydroxy-5-oxo-3,7-disulfooxychromen-2-yl)phenyl] hydrogen sulfate —— C15H10O16S3
[2-hydroxy-5-(4-hydroxy-5-oxo-3,7-disulfooxychromen-2-yl)phenyl] hydrogen sulfate
—— 4-hydroxy-2-(2,3,4,5-tetrahydroxyphenyl)chromen-7-one —— C15H10O7
4-hydroxy-2-(2,3,4,5-tetrahydroxyphenyl)chromen-7-one
—— fustin 3-O-beta-D-galactoside —— C21H22O11
fustin 3-O-beta-D-galactoside
—— (2R)-2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxy-2,3-dihydrochromen-4-one —— C15H12O8
(2R)-2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxy-2,3-dihydrochromen-4-one
—— (2S)-Flavan-4-ol —— C15H14O2
(2S)-Flavan-4-ol
—— [4,5-dihydroxy-2-(4-hydroxy-3-sulfooxyphenyl)-7-oxochromen-3-yl] hydrogen sulfate —— C15H10O13S2
[4,5-dihydroxy-2-(4-hydroxy-3-sulfooxyphenyl)-7-oxochromen-3-yl] hydrogen sulfate
—— (-)-(2R,3S)-fustin —— C15H12O6
(-)-(2R,3S)-fustin
—— [4,5-dihydroxy-2-(3-hydroxy-4-sulfooxyphenyl)-7-oxochromen-3-yl] hydrogen sulfate —— C15H10O13S2
[4,5-dihydroxy-2-(3-hydroxy-4-sulfooxyphenyl)-7-oxochromen-3-yl] hydrogen sulfate
—— 3,4-dihydroxy-2-(4-hydroxy-2-oxidophenyl)-7-oxochromen-5-olate;titanium(4+) —— C30H16O14Ti
3,4-dihydroxy-2-(4-hydroxy-2-oxidophenyl)-7-oxochromen-5-olate;titanium(4+)
—— 2-(Diethylamino)ethyl 2-(6-methoxy-4-oxo-2-phenylchromen-8-yl)acetate —— C24H27NO5
2-(Diethylamino)ethyl 2-(6-methoxy-4-oxo-2-phenylchromen-8-yl)acetate
—— 2-(Diethylamino)ethyl 2-[2-(4-chlorophenyl)-4-oxochromen-8-yl]acetate —— C23H24ClNO4
2-(Diethylamino)ethyl 2-[2-(4-chlorophenyl)-4-oxochromen-8-yl]acetate
—— [3,7-dihydroxy-2-(4-hydroxyphenyl)-2H-chromen-5-yl] benzoate —— C22H16O6
[3,7-dihydroxy-2-(4-hydroxyphenyl)-2H-chromen-5-yl] benzoate
—— 2-phenyl-3(5),6-dihydro-2<i>H</i>-2,6-methano-benzo[<i>g</i>][1,3,5]oxadiazocin-9-ol 69536-33-0 C16H14N2O2
2-phenyl-3(5),6-dihydro-2<i>H</i>-2,6-methano-benzo[<i>g</i>][1,3,5]oxadiazocin-9-ol
—— Carbamimidothioic acid, (4-oxo-2-phenyl-4H-1-benzopyran-8-yl)methyl ester, monohydrobromide —— C17H14N2O2S
Carbamimidothioic acid, (4-oxo-2-phenyl-4H-1-benzopyran-8-yl)methyl ester, monohydrobromide