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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
—— 3-Hydroxy-5-methyl-7-[(3-oxo-1,2,3lambda5-oxazaphosphiridin-3-yl)methoxy]-2-phenylchromen-4-one —— C17H14NO6P
3-Hydroxy-5-methyl-7-[(3-oxo-1,2,3lambda5-oxazaphosphiridin-3-yl)methoxy]-2-phenylchromen-4-one
—— 1-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,4-dihydrochromen-3-yl]propan-1-one —— C18H18O7
1-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,4-dihydrochromen-3-yl]propan-1-one
—— 3-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one —— C34H30O5
3-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one
—— 4,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-3-one —— C25H22O10
4,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-3-one
—— 1,1-Dichloro-1a-(4-ethoxyphenyl)-7-(2-methylphenyl)-1,1a,7,7a-tetrahydrocyclopropa[b]chromene —— C25H22Cl2O2
1,1-Dichloro-1a-(4-ethoxyphenyl)-7-(2-methylphenyl)-1,1a,7,7a-tetrahydrocyclopropa[b]chromene
—— 2-(1,3-benzodioxol-5-yl)-4-methoxy-3-methyl-6-propan-2-yloxy-2H-chromene;2-(1,3-benzodioxol-5-yl)-4-methoxy-6-propan-2-yloxy-2H-chromene-3-carboxylic acid —— C42H42O12
2-(1,3-benzodioxol-5-yl)-4-methoxy-3-methyl-6-propan-2-yloxy-2H-chromene;2-(1,3-benzodioxol-5-yl)-4-methoxy-6-propan-2-yloxy-2H-chromene-3-carboxylic acid
—— 5-[1-[3-[2-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C32H29NO10S
5-[1-[3-[2-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— 2-[2-(3,4-Dimethoxy-phenyl)-4-o-tolyl-4H-chromen-3-ylmethylene]-malononitrile —— C28H22N2O3
2-[2-(3,4-Dimethoxy-phenyl)-4-o-tolyl-4H-chromen-3-ylmethylene]-malononitrile
—— N-(2,3-dimethyl-8-phenyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazol-5-yl)propanamide —— C21H23N3O2
N-(2,3-dimethyl-8-phenyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazol-5-yl)propanamide
—— [2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl] (2R)-2-amino-3-sulfanylpropanoate —— C18H15NO8S
[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl] (2R)-2-amino-3-sulfanylpropanoate
—— 5-[1-[4-[2-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C32H29NO10S
5-[1-[4-[2-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— 3,6,8-Trimethoxy-2-(4-methoxyphenyl)chromen-4-one —— C19H18O6
3,6,8-Trimethoxy-2-(4-methoxyphenyl)chromen-4-one
—— 5-(3,4-Dihydroxyphenyl)-3-hydroxy-2-phenylchromen-4-one —— C21H14O5
5-(3,4-Dihydroxyphenyl)-3-hydroxy-2-phenylchromen-4-one
—— (7-Hydroxy-4-oxo-6-pentanoyl-3-pentanoyloxy-2-phenylchromen-5-yl) pentanoate —— C30H34O8
(7-Hydroxy-4-oxo-6-pentanoyl-3-pentanoyloxy-2-phenylchromen-5-yl) pentanoate
—— 2-(3,4-dimethoxyphenyl)-N-{(E)-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}ethanamine —— C34H33NO5
2-(3,4-dimethoxyphenyl)-N-{(E)-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}ethanamine
—— {[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}propanedinitrile —— C27H20N2O3
{[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}propanedinitrile
—— 2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromene-3-carbaldehyde —— C25H22O4
2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromene-3-carbaldehyde
—— 5-Hydroxy-3-(12-hydroxydodecyl)-2-(4-hydroxyphenyl)-7-methoxychromen-4-one —— C28H36O6
5-Hydroxy-3-(12-hydroxydodecyl)-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
—— 2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromene-3-carbaldehyde —— C24H20O4
2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromene-3-carbaldehyde
—— [2-(2,4-Dihydroxyphenyl)-4-oxo-6-pentanoyl-3,5-di(pentanoyloxy)chromen-7-yl] pentanoate —— C35H42O11
[2-(2,4-Dihydroxyphenyl)-4-oxo-6-pentanoyl-3,5-di(pentanoyloxy)chromen-7-yl] pentanoate
—— 5-Fluoro-16-methyl-10-phenyl-6-propyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1,5,7,11,13,16-hexaene-4,18-dione —— C25H19FO5
5-Fluoro-16-methyl-10-phenyl-6-propyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1,5,7,11,13,16-hexaene-4,18-dione
—— [5-[4-[2-(azepan-1-yl)ethoxy]phenyl]-5-methyl-11H-chromeno[4,3-c]chromen-2-yl] 2,2-dimethylpropanoate —— C36H41NO5
[5-[4-[2-(azepan-1-yl)ethoxy]phenyl]-5-methyl-11H-chromeno[4,3-c]chromen-2-yl] 2,2-dimethylpropanoate
—— N-[[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]-2,4-dinitroaniline —— C30H24N4O7
N-[[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]-2,4-dinitroaniline
—— 1,1-Dichloro-1a-(4-ethoxyphenyl)-7-phenyl-1,1a,7,7a-tetrahydrocyclopropa[b]chromene —— C24H20Cl2O2
1,1-Dichloro-1a-(4-ethoxyphenyl)-7-phenyl-1,1a,7,7a-tetrahydrocyclopropa[b]chromene
—— 4-[3-Methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]morpholine —— C28H25NO2
4-[3-Methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]morpholine
—— 2-(4-methoxyphenyl)-3-methyl-4-(phenylethynyl)-4H-chromene —— C25H20O2
2-(4-methoxyphenyl)-3-methyl-4-(phenylethynyl)-4H-chromene
—— 2-(3,5-Dimethoxyphenyl)-3,5,6,7,8-pentamethoxychromen-4-one —— C22H24O9
2-(3,5-Dimethoxyphenyl)-3,5,6,7,8-pentamethoxychromen-4-one
—— (1S,2R)-2-amino-1-phenylpropan-1-ol;(2R)-2-(1,3-benzodioxol-5-yl)-4-methoxy-6-methyl-2H-chromene-3-carboxylic acid —— C28H29NO7
(1S,2R)-2-amino-1-phenylpropan-1-ol;(2R)-2-(1,3-benzodioxol-5-yl)-4-methoxy-6-methyl-2H-chromene-3-carboxylic acid
—— 4-[2-(4-Methoxyphenyl)-3-methyl-4-(2-phenylethynyl)chromen-2-yl]morpholine —— C29H27NO3
4-[2-(4-Methoxyphenyl)-3-methyl-4-(2-phenylethynyl)chromen-2-yl]morpholine
—— 1-[2-(4-methoxyphenyl)-3-methyl-4-(phenylethynyl)-2H-chromen-2-yl]piperidine —— C30H29NO2
1-[2-(4-methoxyphenyl)-3-methyl-4-(phenylethynyl)-2H-chromen-2-yl]piperidine
—— N-{(E)-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}-4-methylaniline —— C31H27NO3
N-{(E)-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}-4-methylaniline
—— 2-(4-methoxyphenyl)-3-methyl-4-thiophen-2-yl-4H-chromene —— C21H18O2S
2-(4-methoxyphenyl)-3-methyl-4-thiophen-2-yl-4H-chromene
—— N-[4-[[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]phenyl]acetamide —— C32H28N2O4
N-[4-[[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]phenyl]acetamide
—— 4-Ethoxy-2-(4-methoxyphenyl)benzo[h]chromen-1-ium;chloride —— C22H19ClO3
4-Ethoxy-2-(4-methoxyphenyl)benzo[h]chromen-1-ium;chloride
—— 2-[3-[[Ethoxymethoxy(propoxy)phosphoryl]methoxy]-4-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one —— C22H25O11P
2-[3-[[Ethoxymethoxy(propoxy)phosphoryl]methoxy]-4-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one
—— 6-[4-(Methoxymethyl)phenyl]-2',3'-dimethyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C27H26N2O3
6-[4-(Methoxymethyl)phenyl]-2',3'-dimethyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— (2R)-2-methyl-6-(3-methylsulfonylphenyl)-2-phenylspiro[3H-chromene-4,4'-imidazole]-2'-amine —— C25H23N3O3S
(2R)-2-methyl-6-(3-methylsulfonylphenyl)-2-phenylspiro[3H-chromene-4,4'-imidazole]-2'-amine
—— tert-butyl 2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy-pyridin-3-ylcarbamoyl]pyrrolidine-1-carboxylate —— C30H33N3O5
tert-butyl 2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy-pyridin-3-ylcarbamoyl]pyrrolidine-1-carboxylate
—— 3,5,6-trihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(2-hydroxypropanoyl)oxan-2-yl]oxychromen-4-one —— C23H22O13
3,5,6-trihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(2-hydroxypropanoyl)oxan-2-yl]oxychromen-4-one
—— 2'-methyl-2'-phenylspiro[1H-imidazole-4,4'-3H-chromene]-5-one —— C18H16N2O2
2'-methyl-2'-phenylspiro[1H-imidazole-4,4'-3H-chromene]-5-one
—— 2-(3-bromo-4,5-dimethoxyphenyl)-4H-furo[2,3-h]chromene —— C19H15BrO4
2-(3-bromo-4,5-dimethoxyphenyl)-4H-furo[2,3-h]chromene
—— 2-(2,3-dimethoxyphenyl)-3-nitro-2H-chromene —— C17H15NO5
2-(2,3-dimethoxyphenyl)-3-nitro-2H-chromene
—— 6,8-dibromo-2-(2,6-dichlorophenyl)-3-nitro-2H-chromene —— C15H7Br2Cl2NO3
6,8-dibromo-2-(2,6-dichlorophenyl)-3-nitro-2H-chromene
—— 2'-Amino-6-hepta-1,3,5-trien-3-yl-3'-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C25H25N3O2
2'-Amino-6-hepta-1,3,5-trien-3-yl-3'-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— (2'R)-6'-bromo-2'-(2-fluorophenyl)-2'-methyl-2-methylsulfanylspiro[1H-imidazole-4,4'-3H-chromene]-5-one —— C19H16BrFN2O2S
(2'R)-6'-bromo-2'-(2-fluorophenyl)-2'-methyl-2-methylsulfanylspiro[1H-imidazole-4,4'-3H-chromene]-5-one
—— 2-[2-chloro-5-(dimethylamino)phenyl]-5,7-dihydroxy-8-[(2S,3R)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]chromen-4-one —— C23H25ClN2O5
2-[2-chloro-5-(dimethylamino)phenyl]-5,7-dihydroxy-8-[(2S,3R)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]chromen-4-one
—— (3S,3aR,6R,6aR)-3,6-dimethyl-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan;4-(4-acetylphenoxy)butyl prop-2-enoate;(2S,3S)-2-(3,4-dimethylphenyl)-3,5,7-trimethyl-3,4-dihydro-2H-chromene —— C58H74O11
(3S,3aR,6R,6aR)-3,6-dimethyl-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan;4-(4-acetylphenoxy)butyl prop-2-enoate;(2S,3S)-2-(3,4-dimethylphenyl)-3,5,7-trimethyl-3,4-dihydro-2H-chromene
—— (3-Acetyloxy-5-methoxy-4-oxo-2-phenylchromen-6-yl) acetate —— C20H16O7
(3-Acetyloxy-5-methoxy-4-oxo-2-phenylchromen-6-yl) acetate
—— 1-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,4-dihydrochromen-3-yl]ethanone —— C17H16O7
1-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,4-dihydrochromen-3-yl]ethanone
—— 5,6,7,8-Tetraethoxy-2-(3-ethoxy-4-hydroxyphenyl)chromen-4-one —— C25H30O8
5,6,7,8-Tetraethoxy-2-(3-ethoxy-4-hydroxyphenyl)chromen-4-one