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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
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-3,4-difluorobenzenesulfonamide 260063-51-2 C21H13F2NO7S
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-3,4-difluorobenzenesulfonamide
—— 5-Amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-piperidinoacetoxymethyl-4H-1-benzopyran-4-one —— C23H22F3N3O4
5-Amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-piperidinoacetoxymethyl-4H-1-benzopyran-4-one
—— 3-Bromo-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydrochromen-4-one —— C20H21BrO7
3-Bromo-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydrochromen-4-one
—— 8-[(E)-3-(3-methoxyphenyl)prop-2-enoyl]-3-methyl-2-phenyl-7-prop-2-enoxy-2,3-dihydrochromen-4-one —— C29H26O5
8-[(E)-3-(3-methoxyphenyl)prop-2-enoyl]-3-methyl-2-phenyl-7-prop-2-enoxy-2,3-dihydrochromen-4-one
—— 2-[(2R,3S,4S)-5,7-dimethoxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromen-2-yl]-3,5-dimethoxyphenol —— C26H36O6
2-[(2R,3S,4S)-5,7-dimethoxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromen-2-yl]-3,5-dimethoxyphenol
—— 2-(3,4-dihydroxyphenyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O10
2-(3,4-dihydroxyphenyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 7-hydroxy-2-phenyl-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O9
7-hydroxy-2-phenyl-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-benzamide 260064-16-2 C23H15NO6
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-benzamide
—— 2-amino-N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]acetamide —— C22H21N3O3
2-amino-N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]acetamide
—— 2-(4-Methylsulfonylphenyl)-3-(1,3-oxazol-2-yl)chromen-4-one —— C19H13NO5S
2-(4-Methylsulfonylphenyl)-3-(1,3-oxazol-2-yl)chromen-4-one
—— 2-(3,4-Dihydroxyphenyl)-2,3-dihydrobenzo[h]chromen-4-one —— C19H14O4
2-(3,4-Dihydroxyphenyl)-2,3-dihydrobenzo[h]chromen-4-one
—— 2'-(N-Ethyl-N-methylcarbamoyloxy)flavone —— C19H17NO4
2'-(N-Ethyl-N-methylcarbamoyloxy)flavone
—— 6-chloro-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-4H-chromen-4-one —— C15H9ClO6
6-chloro-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-4H-chromen-4-one
—— (1S,5R,6R,13R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol;2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propyl 2-(trimethylazaniumyl)ethyl phosphate —— C74H104NO20P
(1S,5R,6R,13R)-5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol;2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propyl 2-(trimethylazaniumyl)ethyl phosphate
—— [2-[1-[(2R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-3,4,6-trihydroxy-5-oxobenzo[7]annulen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate —— C43H32O20
[2-[1-[(2R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-3,4,6-trihydroxy-5-oxobenzo[7]annulen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
—— [(2R,3S,4S,5R,6S)-6-[2-[3-(1-benzofuran-5-yl)propanoyl]-3-hydroxy-5-methylphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl methyl carbonate;5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione —— C44H47N3O14S
[(2R,3S,4S,5R,6S)-6-[2-[3-(1-benzofuran-5-yl)propanoyl]-3-hydroxy-5-methylphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl methyl carbonate;5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
—— (2R,3S,4R,5R)-6-[[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[[(3R,4R,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]chromenylium-5-yl]oxymethyl]oxane-2,3,4,5-tetrol;chloride —— C27H31ClO16
(2R,3S,4R,5R)-6-[[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[[(3R,4R,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]chromenylium-5-yl]oxymethyl]oxane-2,3,4,5-tetrol;chloride
—— 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3,4-dihydroxy-5,6-dimethyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C29H34O15
3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3,4-dihydroxy-5,6-dimethyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-2-(2,2,2-trifluoroacetyl)-1,2,3,4-tetrahydro-7-isoquinolinesulfonamide 260063-57-8 C26H19F3N2O8S
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-2-(2,2,2-trifluoroacetyl)-1,2,3,4-tetrahydro-7-isoquinolinesulfonamide
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-bromobenzenesulfonamide 260063-95-4 C22H14BrNO7S
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-bromobenzenesulfonamide
—— 4-bromo-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]benzenesulfonamide 260063-42-1 C21H14BrNO7S
4-bromo-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]benzenesulfonamide
—— (2S)-3-(4-ethoxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-7-ol —— C31H35NO4
(2S)-3-(4-ethoxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-7-ol
—— 8-[(E)-3-(3-methoxyphenyl)prop-2-enoyl]-3-methyl-7-(2-methylprop-2-enoxy)-2-phenyl-2,3-dihydrochromen-4-one —— C30H28O5
8-[(E)-3-(3-methoxyphenyl)prop-2-enoyl]-3-methyl-7-(2-methylprop-2-enoxy)-2-phenyl-2,3-dihydrochromen-4-one
—— 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C22H22O11
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— 2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(E)-3-methylbut-1-enyl]-3-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one —— C26H30O6
2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(E)-3-methylbut-1-enyl]-3-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— 2-(3-Cyclopentyloxy-4-methoxyphenyl)-5-hydroxy-7-(2-oxopropoxy)chromen-4-one —— C24H24O7
2-(3-Cyclopentyloxy-4-methoxyphenyl)-5-hydroxy-7-(2-oxopropoxy)chromen-4-one
—— 6-fluoro-2-(4-(methylsulfonyl)phenyl)-3-(3-pyridinyl)-4H-1-benzopyran-4-one —— C21H14FNO4S
6-fluoro-2-(4-(methylsulfonyl)phenyl)-3-(3-pyridinyl)-4H-1-benzopyran-4-one
—— 2-[4-(Dimethylamino)phenyl]-5,6,7-trimethoxychromen-4-one —— C20H21NO5
2-[4-(Dimethylamino)phenyl]-5,6,7-trimethoxychromen-4-one
—— 7,8-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one —— C16H12O6
7,8-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-2H-1-benzopyran-3,4-dione —— C15H10O8
2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-2H-1-benzopyran-3,4-dione
—— [(2R,3S,4S,5R,6S)-6-[2-[3-(1-benzofuran-5-yl)propanoyl]-3-hydroxy-5-methylphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl methyl carbonate;(5Z)-5-[[3-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)-4-(trifluoromethoxy)phenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C52H54F3NO14S
[(2R,3S,4S,5R,6S)-6-[2-[3-(1-benzofuran-5-yl)propanoyl]-3-hydroxy-5-methylphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl methyl carbonate;(5Z)-5-[[3-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)-4-(trifluoromethoxy)phenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 5-hydroxy-2-[4-methoxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C34H44O20
5-hydroxy-2-[4-methoxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— [2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl] hexacosanoate —— C41H60O8
[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl] hexacosanoate
—— 3-methyl-4-oxo-2-phenyl-8-{3-[4-(2-trifluoromethanesulphonyloxyphenyl)-1-piperazinyl]-propylcarbamoyl}-4H-1-benzopyran 335087-82-6 C31H30F3N3O6S
3-methyl-4-oxo-2-phenyl-8-{3-[4-(2-trifluoromethanesulphonyloxyphenyl)-1-piperazinyl]-propylcarbamoyl}-4H-1-benzopyran
—— [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (6E,9E,12E)-octadeca-6,9,12-trienoate —— C33H42O8
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (6E,9E,12E)-octadeca-6,9,12-trienoate
—— 5-[[4-[3-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxypropoxy]phenyl]methyl]-1,3-oxazolidine-2,4-dione —— C28H23NO11
5-[[4-[3-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxypropoxy]phenyl]methyl]-1,3-oxazolidine-2,4-dione
—— [5,7-Dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-3-yl] 3,4,5-trihydroxybenzoate —— C22H16O12
[5,7-Dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-3-yl] 3,4,5-trihydroxybenzoate
—— N-[7-ethenyl-1-methoxy-6-[3-(trifluoromethyl)phenyl]-6H-benzo[c]chromen-8-yl]methanesulfonamide —— C24H20F3NO4S
N-[7-ethenyl-1-methoxy-6-[3-(trifluoromethyl)phenyl]-6H-benzo[c]chromen-8-yl]methanesulfonamide
—— 6-Chloro-2-[4-[di(propan-2-yloxy)phosphorylmethyl]phenyl]chromen-4-one —— C22H24ClO5P
6-Chloro-2-[4-[di(propan-2-yloxy)phosphorylmethyl]phenyl]chromen-4-one
—— N-[2-(3,4-dihydroxyphenyl)-4-oxochromen-3-yl]-2,3-dihydroxybenzamide —— C22H15NO7
N-[2-(3,4-dihydroxyphenyl)-4-oxochromen-3-yl]-2,3-dihydroxybenzamide
—— (2R,3S,4R)-4-benzyl-3-ethyl-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-6-ol —— C24H24O3
(2R,3S,4R)-4-benzyl-3-ethyl-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-6-ol
—— 2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-5-methoxy-chromen-4-one 260063-24-9 C17H12O6
2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-5-methoxy-chromen-4-one
—— 2-(2,4,5-trihydroxyphenyl)-4H-chromene-4,5,7-triol —— C15H12O7
2-(2,4,5-trihydroxyphenyl)-4H-chromene-4,5,7-triol
—— 7-dihydroxyphosphoryl-5-hydroxy-2-phenyl-4-oxo-4H-chromene —— C15H11O6P
7-dihydroxyphosphoryl-5-hydroxy-2-phenyl-4-oxo-4H-chromene
—— 8-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-4H-chromen-4-one —— C17H14O6
8-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-4H-chromen-4-one
—— (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromene-3,4-dione —— C15H10O7
(2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromene-3,4-dione
—— 8-amino-2-(4-aminophenyl)-3-hydroxy-6-methyl-4H-chromen-4-one 372102-20-0 C16H14N2O3
8-amino-2-(4-aminophenyl)-3-hydroxy-6-methyl-4H-chromen-4-one
—— 2-(4-fluoro-3-hydroxyphenyl)-7,8-dihydroxy-4H-chromen-4-one —— C15H9FO5
2-(4-fluoro-3-hydroxyphenyl)-7,8-dihydroxy-4H-chromen-4-one
—— 2-(4-fluorophenyl)-7,8-dihydroxy-4H-chromen-4-one —— C15H9FO4
2-(4-fluorophenyl)-7,8-dihydroxy-4H-chromen-4-one
—— [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate;[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] propanoate —— C44H50O14
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate;[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] propanoate