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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
—— [(2-{3,4-Bis[(trimethylsilyl)oxy]phenyl}-3,5-bis[(trimethylsilyl)oxy]-3,4-dihydro-2H-chromen-7-yl)oxy](trimethyl)silane —— C30H54O6Si5
[(2-{3,4-Bis[(trimethylsilyl)oxy]phenyl}-3,5-bis[(trimethylsilyl)oxy]-3,4-dihydro-2H-chromen-7-yl)oxy](trimethyl)silane
—— 2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-7-one;trihydrate —— C27H36O19
2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-7-one;trihydrate
—— 2-(3,5-dihydroxy-4-methoxyphenyl)-4-hydroxy-7-methoxychromen-5-one —— C17H14O7
2-(3,5-dihydroxy-4-methoxyphenyl)-4-hydroxy-7-methoxychromen-5-one
—— 4,5-dihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-7-one —— C18H16O8
4,5-dihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-7-one
—— 4-hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-7-methoxychromen-5-one —— C18H16O7
4-hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-7-methoxychromen-5-one
—— 2-(3,5-dihydroxy-4-methoxyphenyl)-4-hydroxy-3,6,7-trimethoxychromen-5-one —— C19H18O9
2-(3,5-dihydroxy-4-methoxyphenyl)-4-hydroxy-3,6,7-trimethoxychromen-5-one
—— [(9R,10R,25R)-3,5,15,16,20,21,22,29,31-nonahydroxy-12-oxo-9-(3,4,5-trihydroxyphenyl)-8,11,18-trioxaheptacyclo[23.7.1.16,10.113,17.02,7.019,24.027,32]pentatriaconta-2,4,6,13,15,17(34),19,21,23,27(32),28,30-dodecaen-33-yl] 3,4,5-trihydroxybenzoate —— C45H34O21
[(9R,10R,25R)-3,5,15,16,20,21,22,29,31-nonahydroxy-12-oxo-9-(3,4,5-trihydroxyphenyl)-8,11,18-trioxaheptacyclo[23.7.1.16,10.113,17.02,7.019,24.027,32]pentatriaconta-2,4,6,13,15,17(34),19,21,23,27(32),28,30-dodecaen-33-yl] 3,4,5-trihydroxybenzoate
—— 5,7-Dihydroxy-6-[(2R,3R,5S,6S)-5-hydroxy-6-methyl-4-oxo-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-2-(4-hydroxy-3-methyl-phenyl)-chromen-4-one —— C28H30O13
5,7-Dihydroxy-6-[(2R,3R,5S,6S)-5-hydroxy-6-methyl-4-oxo-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-2-(4-hydroxy-3-methyl-phenyl)-chromen-4-one
—— cassiaoccidentalin A —— C27H28O13
cassiaoccidentalin A
—— 7-demethyllaridal —— C17H14O5
7-demethyllaridal
—— (2S)-4,7-dihydroxy-5-methoxy-6-methyl-2-phenyl-chromane-8-carbaldehyde —— C18H18O5
(2S)-4,7-dihydroxy-5-methoxy-6-methyl-2-phenyl-chromane-8-carbaldehyde
—— 7-hydroxy-5-methoxy-6-methyl-8-formylflavanone —— C18H16O5
7-hydroxy-5-methoxy-6-methyl-8-formylflavanone
—— 2-(2,4-Dichlorophenyl)chromane —— C15H12Cl2O
2-(2,4-Dichlorophenyl)chromane
—— 8-[5-(4,5-dihydroxy-7-oxochromen-2-yl)-2-hydroxyphenyl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one —— C31H20O10
8-[5-(4,5-dihydroxy-7-oxochromen-2-yl)-2-hydroxyphenyl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
—— 2-(4-Carbamimidoylphenyl)chromane-6-carboxamidine —— C17H18N4O
2-(4-Carbamimidoylphenyl)chromane-6-carboxamidine
—— 4-Chroman-2-ylbenzamidine —— C16H16N2O
4-Chroman-2-ylbenzamidine
—— 4,5-dihydroxy-2-(4-hydroxyphenyl)-3-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]chromen-7-one —— C30H22O10
4,5-dihydroxy-2-(4-hydroxyphenyl)-3-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]chromen-7-one
—— 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3H-purin-6-one;6-[5-(4,5-dihydroxy-7-oxochromen-2-yl)-2-hydroxyphenyl]-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C40H33N5O13
2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3H-purin-6-one;6-[5-(4,5-dihydroxy-7-oxochromen-2-yl)-2-hydroxyphenyl]-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 2-(3,4-Dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chromenylium-4-yl]chromenylium-3,5,7-triol —— C30H20O12+2
2-(3,4-Dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chromenylium-4-yl]chromenylium-3,5,7-triol
—— alumane;2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one —— C45H39AlO21
alumane;2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
—— [4-[(2S)-5,7-diacetoxy-6-[(2S)-5,7-diacetoxy-2-(4-acetoxyphenyl)-4-oxo-chroman-8-yl]-4-oxo-chroman-2-yl]phenyl] acetate —— C42H34O16
[4-[(2S)-5,7-diacetoxy-6-[(2S)-5,7-diacetoxy-2-(4-acetoxyphenyl)-4-oxo-chroman-8-yl]-4-oxo-chroman-2-yl]phenyl] acetate
—— 4-[5-Hydroxy-4-methylene-7-(sulfomethyl)chroman-2-yl]-2-[5-hydroxy-4-methylene-7-(sulfomethyl)-2-(4-sulfophenyl)chroman-6-yl]benzenesulfonic acid —— C34H30O16S4
4-[5-Hydroxy-4-methylene-7-(sulfomethyl)chroman-2-yl]-2-[5-hydroxy-4-methylene-7-(sulfomethyl)-2-(4-sulfophenyl)chroman-6-yl]benzenesulfonic acid
—— Robustaflavon-hexaacetat 53846-41-6 C42H30O16
Robustaflavon-hexaacetat
—— Robustaflavone hexamethyl ether —— C36H34O10
Robustaflavone hexamethyl ether
—— Myristinis B & Myristinis C —— C66H80O14
Myristinis B & Myristinis C
—— 4,8-Bis(3,4-dihydroxyphenyl)-6,9-dihydroxy-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromen-2-one —— C24H20O9
4,8-Bis(3,4-dihydroxyphenyl)-6,9-dihydroxy-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromen-2-one
—— 4-hydroxy-2-phenyl-5,6-bis(phenylmethoxy)chromen-7-one —— C29H22O5
4-hydroxy-2-phenyl-5,6-bis(phenylmethoxy)chromen-7-one
—— [(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-(5,6-dibenzyloxy-4-oxo-2-phenyl-chromen-7-yl)oxy-tetrahydropyran-2-yl]methyl acetate —— C43H40O14
[(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-(5,6-dibenzyloxy-4-oxo-2-phenyl-chromen-7-yl)oxy-tetrahydropyran-2-yl]methyl acetate
—— [(2R,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(5,6-dibenzyloxy-4-oxo-2-phenyl-chromen-7-yl)oxy-tetrahydropyran-2-yl]methyl acetate —— C43H40O14
[(2R,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(5,6-dibenzyloxy-4-oxo-2-phenyl-chromen-7-yl)oxy-tetrahydropyran-2-yl]methyl acetate
—— [(2R,3R,4S,5S,6S)-3,4,5-triacetoxy-6-(5,6-dibenzyloxy-4-oxo-2-phenyl-chromen-7-yl)oxy-tetrahydropyran-2-yl]methyl acetate —— C43H40O14
[(2R,3R,4S,5S,6S)-3,4,5-triacetoxy-6-(5,6-dibenzyloxy-4-oxo-2-phenyl-chromen-7-yl)oxy-tetrahydropyran-2-yl]methyl acetate
—— 6-benzyloxy-5-hydroxy-2-phenyl-7-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one —— C28H26O10
6-benzyloxy-5-hydroxy-2-phenyl-7-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
—— 6-benzyloxy-5-hydroxy-2-phenyl-7-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one —— C28H26O10
6-benzyloxy-5-hydroxy-2-phenyl-7-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
—— 6-benzyloxy-5-hydroxy-2-phenyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one —— C28H26O10
6-benzyloxy-5-hydroxy-2-phenyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
—— 6-benzyloxy-7-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-5-hydroxy-2-phenyl-chromen-4-one —— C27H24O9
6-benzyloxy-7-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-5-hydroxy-2-phenyl-chromen-4-one
—— [7-Fluoro-2-(4-methoxyphenyl)-4-oxo-chromen-3-yl] acetate —— C18H13FO5
[7-Fluoro-2-(4-methoxyphenyl)-4-oxo-chromen-3-yl] acetate
—— (2R,3R,8R,14S,15R)-2,8-Bis(3,4-dihydroxyphenyl)-10-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol —— C45H36O18
(2R,3R,8R,14S,15R)-2,8-Bis(3,4-dihydroxyphenyl)-10-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol
—— 5,7,4'-Trihydroxy-6-methyl-8-prenylflavanone —— C21H22O5
5,7,4'-Trihydroxy-6-methyl-8-prenylflavanone
—— 5,7,4'-Trihydroxy-8-methyl-6-prenylflavanone —— C21H22O5
5,7,4'-Trihydroxy-8-methyl-6-prenylflavanone
—— [2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] hexadecanoate —— C31H40O8
[2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] hexadecanoate
—— [2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] dodecanoate —— C27H32O8
[2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] dodecanoate
—— [2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] butanoate —— C19H16O8
[2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] butanoate
—— [2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] 2-methylpropanoate —— C19H16O8
[2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] 2-methylpropanoate
—— [2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] decanoate —— C25H28O8
[2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] decanoate
—— [2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] hexanoate —— C21H20O8
[2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] hexanoate
—— [2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] tetradecanoate —— C29H36O8
[2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] tetradecanoate
—— [2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] acetate —— C17H12O8
[2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-7-oxochromen-3-yl] acetate
—— 8-[3-(4-Oxochromen-2-yl)phenyl]-2-phenylchromen-4-one —— C30H18O4
8-[3-(4-Oxochromen-2-yl)phenyl]-2-phenylchromen-4-one
—— 6-[2-(5,7-Dimethoxy-4-oxochromen-2-yl)-5-methoxyphenyl]-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one —— C36H30O10
6-[2-(5,7-Dimethoxy-4-oxochromen-2-yl)-5-methoxyphenyl]-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
—— 2-(3-Nitrophenyl)-3-[4-(4-oxochromen-2-yl)phenoxy]chromen-4-one —— C30H17NO7
2-(3-Nitrophenyl)-3-[4-(4-oxochromen-2-yl)phenoxy]chromen-4-one
—— 7-Methoxy-3-(7-methoxy-4-oxo-2-phenylchroman-3-yl)-2-phenylchromen-4-one —— C32H24O6
7-Methoxy-3-(7-methoxy-4-oxo-2-phenylchroman-3-yl)-2-phenylchromen-4-one