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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-(4-fluorophenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C23H19FN2O3
2-(4-fluorophenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— Cyclohexyl 2-[2-(4-chlorophenyl)-6-ethyl-4-oxochromen-3-yl]oxypropanoate —— C26H27ClO5
Cyclohexyl 2-[2-(4-chlorophenyl)-6-ethyl-4-oxochromen-3-yl]oxypropanoate
—— N-[4-[[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]phenyl]acetamide —— C33H30N2O4
N-[4-[[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]phenyl]acetamide
—— 2-[2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C20H17O6-
2-[2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— Methyl 2-[2-(4-tert-butylphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C24H26O5
Methyl 2-[2-(4-tert-butylphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[[2-(3,4-Dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]-2-phenylacetic acid —— C26H23NO5
2-[[2-(3,4-Dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]-2-phenylacetic acid
—— 2-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]azaniumylpropanoate —— C21H21NO5
2-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]azaniumylpropanoate
—— 2-[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetate —— C20H17O6-
2-[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetate
—— N-butan-2-yl-6-methoxy-2-(4-methoxyphenyl)chromen-4-imine —— C21H23NO3
N-butan-2-yl-6-methoxy-2-(4-methoxyphenyl)chromen-4-imine
—— 2,6-dinitro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-4-(trifluoromethyl)aniline —— C22H15F3N4O5
2,6-dinitro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-4-(trifluoromethyl)aniline
—— N-butan-2-yl-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyacetamide —— C22H23NO5
N-butan-2-yl-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyacetamide
—— N-butan-2-yl-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxyacetamide —— C23H25NO6
N-butan-2-yl-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxyacetamide
—— 2-[5,7-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C21H19O5-
2-[5,7-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— Methyl 2-[4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl]oxypropanoate —— C22H22O8
Methyl 2-[4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl]oxypropanoate
—— 7-(4-methyl-pentyl)-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 649551-48-4 C21H22O6
7-(4-methyl-pentyl)-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— (8S,8aR)-2-(2,4-dihydroxyphenyl)-8-[2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)-4-oxochromen-8-yl]-5-hydroxy-9,9,11-trimethyl-3-(3-methylbut-2-enyl)-8,8a,10,12a-tetrahydroisochromeno[3,4-h]chromen-4-one —— C50H48O12
(8S,8aR)-2-(2,4-dihydroxyphenyl)-8-[2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)-4-oxochromen-8-yl]-5-hydroxy-9,9,11-trimethyl-3-(3-methylbut-2-enyl)-8,8a,10,12a-tetrahydroisochromeno[3,4-h]chromen-4-one
—— 4'β-(2-hydroxyethylsulfanyl)prodelphinidin B-2 —— C32H30O15S
4'β-(2-hydroxyethylsulfanyl)prodelphinidin B-2
—— 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-(4-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside —— C31H36O16
5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-(4-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
—— 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C27H30O15
3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— [(2R,3S,4S,5R,6R)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl] (E)-3-phenylprop-2-enoate —— C30H28O12
[(2R,3S,4S,5R,6R)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl] (E)-3-phenylprop-2-enoate
—— [5-hydroxy-2-[4-hydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-oxochromen-7-yl] hydrogen sulfate —— C21H20O14S
[5-hydroxy-2-[4-hydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-4-oxochromen-7-yl] hydrogen sulfate
—— (2S)-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C23H26O12
(2S)-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 2-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one —— C25H28O5
2-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-4-hydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— 7-(3-tert-Butylamino-propoxy)-2-phenyl-chromen-4-one —— C22H25NO3
7-(3-tert-Butylamino-propoxy)-2-phenyl-chromen-4-one
—— 5,6,7-Trimethoxy-2-[4-(methylamino)phenyl]chromen-4-one —— C19H19NO5
5,6,7-Trimethoxy-2-[4-(methylamino)phenyl]chromen-4-one
—— 2-(2-Methoxy-phenyl)-6,7-dimethyl-4-oxo-4H-chromene-8-carboxylic acid amide —— C19H17NO4
2-(2-Methoxy-phenyl)-6,7-dimethyl-4-oxo-4H-chromene-8-carboxylic acid amide
—— 2-(2-propan-2-yl-3H-benzimidazol-5-yl)chromen-4-one —— C19H16N2O2
2-(2-propan-2-yl-3H-benzimidazol-5-yl)chromen-4-one
—— 4,4-Dimethoxy-2-phenyl-2,3-dihydrochromene —— C17H18O3
4,4-Dimethoxy-2-phenyl-2,3-dihydrochromene
—— N-[(6S)-1-methoxy-6-phenyl-6H-benzo[c]chromen-8-yl]methanesulfonamide —— C21H19NO4S
N-[(6S)-1-methoxy-6-phenyl-6H-benzo[c]chromen-8-yl]methanesulfonamide
—— (3R)-4-[(2-fluorophenyl)methyl]-2-(4-hydroxyphenyl)-3-methyl-3,4-dihydro-2H-chromen-6-ol —— C23H21FO3
(3R)-4-[(2-fluorophenyl)methyl]-2-(4-hydroxyphenyl)-3-methyl-3,4-dihydro-2H-chromen-6-ol
—— 2-(3-amino-4-hydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one 372102-04-0 C16H13NO4
2-(3-amino-4-hydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one
—— (2S)-2-phenylchromene-3,4-dione —— C15H10O3
(2S)-2-phenylchromene-3,4-dione
—— (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol —— C33H41O20+
(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(4-methyl-1-piperazinyl)-3-nitrobenzenesulfonamide 260064-15-1 C27H24N4O9S
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(4-methyl-1-piperazinyl)-3-nitrobenzenesulfonamide
—— [2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl] octadecanoate —— C33H44O8
[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl] octadecanoate
—— 5-[[4-[4-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxybutoxy]phenyl]methyl]-1,3-oxazolidine-2,4-dione —— C29H25NO11
5-[[4-[4-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxybutoxy]phenyl]methyl]-1,3-oxazolidine-2,4-dione
—— N-[7-bromo-6-(3,5-dimethylphenyl)-1-methoxy-6H-benzo[c]chromen-8-yl]methanesulfonamide —— C23H22BrNO4S
N-[7-bromo-6-(3,5-dimethylphenyl)-1-methoxy-6H-benzo[c]chromen-8-yl]methanesulfonamide
—— 8-[1-Hydroxy-2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-3-methyl-2-phenylchromen-4-one —— C29H30N2O4
8-[1-Hydroxy-2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-3-methyl-2-phenylchromen-4-one
—— 3-(1-benzofuran-5-yl)-1-[2-[(2S,3R,4R,5R,6R)-5-fluoro-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-4-methylphenyl]propan-1-one —— C24H25FO8
3-(1-benzofuran-5-yl)-1-[2-[(2S,3R,4R,5R,6R)-5-fluoro-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxy-4-methylphenyl]propan-1-one
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-fluorobenzenesulfonamide 260063-56-7 C21H14FNO7S
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-fluorobenzenesulfonamide
—— 7-Hydroxy-2-[3-(3-piperidin-1-ylpropoxy)phenyl]-8-propylchromen-4-one —— C26H31NO4
7-Hydroxy-2-[3-(3-piperidin-1-ylpropoxy)phenyl]-8-propylchromen-4-one
—— (+)-trans-2-(2-chloro-phenyl)-5,7-dihydroxy-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-chromen-4-one —— C21H20ClNO5
(+)-trans-2-(2-chloro-phenyl)-5,7-dihydroxy-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-chromen-4-one
—— [4-(5,6,7-Trimethoxy-4-oxochromen-2-yl)phenyl] acetate —— C20H18O7
[4-(5,6,7-Trimethoxy-4-oxochromen-2-yl)phenyl] acetate
—— N-(2-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl)acetamide 109565-48-2 C18H13NO6
N-(2-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl)acetamide
—— (2S,3aS,4R,9bR)-4-(4-hydroxy-phenyl)-2-methyl-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol —— C19H20O3
(2S,3aS,4R,9bR)-4-(4-hydroxy-phenyl)-2-methyl-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol
—— 2-(2,4-dimethoxyphenyl)-7,8-dimethoxy-4H-chromen-4-one —— C19H18O6
2-(2,4-dimethoxyphenyl)-7,8-dimethoxy-4H-chromen-4-one
—— 2-(3,4-Dimethoxyphenyl)-5,7-dihydroxychromene-3,4-dione —— C17H14O7
2-(3,4-Dimethoxyphenyl)-5,7-dihydroxychromene-3,4-dione
—— [3-(4-oxochromen-2-yl)phenyl] N-ethyl-N-methylcarbamate —— C19H17NO4
[3-(4-oxochromen-2-yl)phenyl] N-ethyl-N-methylcarbamate
—— (2R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol —— C15H14O5
(2R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— tetradecaaluminum;[(2S,3R,4S,5R,6R)-2-[5-hydroxy-2-(4-methoxy-3-sulfonatooxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-trisulfonatooxyoxan-2-yl]oxymethyl]-3,5-disulfonatooxyoxan-4-yl] sulfate;octacosahydroxide;heptahydrate —— C28H67Al14O71S7+7
tetradecaaluminum;[(2S,3R,4S,5R,6R)-2-[5-hydroxy-2-(4-methoxy-3-sulfonatooxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-trisulfonatooxyoxan-2-yl]oxymethyl]-3,5-disulfonatooxyoxan-4-yl] sulfate;octacosahydroxide;heptahydrate