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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
—— [(2S,5R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-4-yl] 3-phenylprop-2-enoate —— C39H32O14
[(2S,5R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-4-yl] 3-phenylprop-2-enoate
—— [3-ethyl-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl] (3S,4R,5S)-3,4,5,6-tetrahydroxy-2-oxohexanoate —— C23H22O11
[3-ethyl-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl] (3S,4R,5S)-3,4,5,6-tetrahydroxy-2-oxohexanoate
—— 5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxychromen-4-one —— C23H24O12
5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxychromen-4-one
—— N-[2-(2-methylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide —— C22H16N2O3
N-[2-(2-methylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide
—— 4-[3-Methyl-4-[2-(4-methylphenyl)ethynyl]-2-phenylchromen-2-yl]morpholine —— C29H27NO2
4-[3-Methyl-4-[2-(4-methylphenyl)ethynyl]-2-phenylchromen-2-yl]morpholine
—— N,3-dimethyl-4-[2-(4-methylphenyl)ethynyl]-2-phenylchromen-2-amine —— C26H23NO
N,3-dimethyl-4-[2-(4-methylphenyl)ethynyl]-2-phenylchromen-2-amine
—— 4a-phenylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane];ethane —— C32H52O
4a-phenylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane];ethane
—— 4-hydroxy-7-(3-oxobutan-2-yloxy)-2-phenylchromen-5-one —— C19H16O5
4-hydroxy-7-(3-oxobutan-2-yloxy)-2-phenylchromen-5-one
—— 2-(4-acetylphenyl)-5,7-dihydroxy-8-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)chromen-4-one —— C23H21NO5
2-(4-acetylphenyl)-5,7-dihydroxy-8-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)chromen-4-one
—— 7-Hydroxy-5,6-dimethoxy-3-methyl-2-phenylchromen-4-one —— C18H16O5
7-Hydroxy-5,6-dimethoxy-3-methyl-2-phenylchromen-4-one
—— [5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate —— C23H20O10
[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
—— [(2R,3S,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C30H26O14
[(2R,3S,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— 5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-phenyl-2,3-dihydrochromen-4-one —— C21H16O5
5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-phenyl-2,3-dihydrochromen-4-one
—— (3S,4S,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-[hydroxy-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]methyl]-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxane-3,4,5-triol —— C33H41O20+
(3S,4S,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-[hydroxy-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]methyl]-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxane-3,4,5-triol
—— 2-[3,4-bis(phenylmethoxy)phenyl]-4-hydroxy-5,7-bis(phenylmethoxy)-4H-chromen-3-one —— C43H36O7
2-[3,4-bis(phenylmethoxy)phenyl]-4-hydroxy-5,7-bis(phenylmethoxy)-4H-chromen-3-one
—— 2-(3,4-dimethylphenyl)-3,4,5,7-tetramethyl-3,4-dihydro-2H-chromene;2-(3,4-dimethylphenyl)-3,5,7-trimethyl-3,4-dihydro-2H-chromene —— C62H76O3
2-(3,4-dimethylphenyl)-3,4,5,7-tetramethyl-3,4-dihydro-2H-chromene;2-(3,4-dimethylphenyl)-3,5,7-trimethyl-3,4-dihydro-2H-chromene
—— (2S)-2-[2-(3,7-dimethylocta-2,6-dienyl)-3,4-bis(phenylmethoxy)phenyl]-6-(3-methylbut-2-enyl)-5,7-bis(phenylmethoxy)-2,3-dihydrochromen-4-one —— C58H60O6
(2S)-2-[2-(3,7-dimethylocta-2,6-dienyl)-3,4-bis(phenylmethoxy)phenyl]-6-(3-methylbut-2-enyl)-5,7-bis(phenylmethoxy)-2,3-dihydrochromen-4-one
—— (2S)-5,7-dihydroxy-2-[4-hydroxy-3-(7-hydroxy-3,7-dimethyloct-2-enyl)phenyl]-2,3-dihydrochromen-4-one —— C25H30O6
(2S)-5,7-dihydroxy-2-[4-hydroxy-3-(7-hydroxy-3,7-dimethyloct-2-enyl)phenyl]-2,3-dihydrochromen-4-one
—— [7-Hydroxy-2-(4-hydroxyphenyl)-6-nonanoyl-3-nonanoyloxy-4-oxochromen-5-yl] nonanoate —— C42H58O9
[7-Hydroxy-2-(4-hydroxyphenyl)-6-nonanoyl-3-nonanoyloxy-4-oxochromen-5-yl] nonanoate
—— 2-phenyl-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C21H20O7
2-phenyl-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(2-hydroxypentanoyl)oxan-2-yl]oxychromen-4-one —— C25H26O11
5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(2-hydroxypentanoyl)oxan-2-yl]oxychromen-4-one
—— 4-[3-(4-Methylphenyl)-3-phenylbenzo[f]chromen-6-yl]morpholine;4-[3-phenyl-3-(4-piperidin-1-ylphenyl)benzo[f]chromen-6-yl]morpholine —— C64H61N3O4
4-[3-(4-Methylphenyl)-3-phenylbenzo[f]chromen-6-yl]morpholine;4-[3-phenyl-3-(4-piperidin-1-ylphenyl)benzo[f]chromen-6-yl]morpholine
—— 6-methoxy-2-o-tolyl-4H-chromen-4-one 374759-35-0 C17H14O3
6-methoxy-2-o-tolyl-4H-chromen-4-one
—— 3-acetyl-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-2H-chromen-4-one —— C18H16O8
3-acetyl-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-2H-chromen-4-one
—— 2-(4-Hexylphenyl)-2,3-dihydrochromen-4-one —— C21H24O2
2-(4-Hexylphenyl)-2,3-dihydrochromen-4-one
—— 2-N-[6-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]pyridin-3-yl]butane-1,2-diamine —— C24H27N3O2
2-N-[6-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]pyridin-3-yl]butane-1,2-diamine
—— 2-(2,6-dihydroxyphenyl)-2,5,7-trihydroxy-3H-chromen-4-one —— C15H12O7
2-(2,6-dihydroxyphenyl)-2,5,7-trihydroxy-3H-chromen-4-one
—— (3S)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxy-phenyl)-2-methylol-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one —— C25H22O10
(3S)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxy-phenyl)-2-methylol-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one
—— 5-[1-[4-[2-[6-fluoro-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C29H22FNO7S
5-[1-[4-[2-[6-fluoro-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— 2-(3-Chloro-4-methoxyphenyl)-3-methoxy-8-[1-(2-methoxyethyl)pyridin-1-ium-4-yl]-6-methylchromen-4-one —— C26H25ClNO5+
2-(3-Chloro-4-methoxyphenyl)-3-methoxy-8-[1-(2-methoxyethyl)pyridin-1-ium-4-yl]-6-methylchromen-4-one
—— 2-(4-Hydroxyphenyl)-7-(3-phenylpropoxy)chromen-4-one —— C24H20O4
2-(4-Hydroxyphenyl)-7-(3-phenylpropoxy)chromen-4-one
—— 3-[6-[4-(1,4-benzodioxin-3-yl)-3-(2-oxochromen-3-yl)-3,4-dihydro-2H-chromen-2-yl]-2-(2,3-dioxo-4H-quinoxalin-1-yl)-3-oxo-7-(3-oxo-4H-1,4-benzoxazin-2-yl)-4-(1-oxophthalazin-2-yl)-1,2-dihydroquinoxalin-5-yl]-2H-phthalazine-1,4-dione —— C66H41N9O13
3-[6-[4-(1,4-benzodioxin-3-yl)-3-(2-oxochromen-3-yl)-3,4-dihydro-2H-chromen-2-yl]-2-(2,3-dioxo-4H-quinoxalin-1-yl)-3-oxo-7-(3-oxo-4H-1,4-benzoxazin-2-yl)-4-(1-oxophthalazin-2-yl)-1,2-dihydroquinoxalin-5-yl]-2H-phthalazine-1,4-dione
—— 2-[bis(2-hydroxyethyl)amino]-N-[6-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]pyridin-2-yl]acetamide —— C26H29N3O5
2-[bis(2-hydroxyethyl)amino]-N-[6-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]pyridin-2-yl]acetamide
—— ethyl-(3-hydroxypropyl)-[4-[(E,3E)-3-[1-(3-hydroxypropyl)-3,3-dimethylindol-2-ylidene]prop-1-enyl]-2-phenylchromen-7-ylidene]azanium —— C36H41N2O3+
ethyl-(3-hydroxypropyl)-[4-[(E,3E)-3-[1-(3-hydroxypropyl)-3,3-dimethylindol-2-ylidene]prop-1-enyl]-2-phenylchromen-7-ylidene]azanium
—— N-{[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]methyl}-N,N-dimethylamine —— C25H26ClNO2
N-{[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]methyl}-N,N-dimethylamine
—— 3-[Chloro(dimethyl)silyl]propyl 2-methylprop-2-enoate;3-[[[[(2,2-diphenylbenzo[h]chromen-5-yl)methyl-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]propyl 2-methylprop-2-enoate —— C50H71ClO8Si5
3-[Chloro(dimethyl)silyl]propyl 2-methylprop-2-enoate;3-[[[[(2,2-diphenylbenzo[h]chromen-5-yl)methyl-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]propyl 2-methylprop-2-enoate
—— (2S,3S,4S,5R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-2,3,4,5-tetrahydroxy-6-oxohexanoic acid —— C21H18O12
(2S,3S,4S,5R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
—— 5-[[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C26H19NO3S2
5-[[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 5-[[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C28H23NO4S2
5-[[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-(3,4-dimethoxyphenyl)-4-(4-methylphenyl)-4H-chromene-3-carbaldehyde —— C25H22O4
2-(3,4-dimethoxyphenyl)-4-(4-methylphenyl)-4H-chromene-3-carbaldehyde
—— 2-(4-methoxyphenyl)-4-phenyl-4H-chromene-3-carbaldehyde —— C23H18O3
2-(4-methoxyphenyl)-4-phenyl-4H-chromene-3-carbaldehyde
—— 1-[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]-N,N-dimethylmethanamine —— C25H25NO2
1-[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]-N,N-dimethylmethanamine
—— 5-[[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C27H21NO4S2
5-[[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-Deuteriooxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one —— C15H10O7
3-Deuteriooxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
—— 2-methyl-2-phenylspiro[3H-chromene-4,4'-imidazole] —— C18H16N2O
2-methyl-2-phenylspiro[3H-chromene-4,4'-imidazole]
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-4-[(3R,4S,5R)-3,4,5-trihydroxyoxan-3-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C20H22O10
(2R,3R)-2-(3,4-dihydroxyphenyl)-4-[(3R,4S,5R)-3,4,5-trihydroxyoxan-3-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— 5-[1-[4-[2-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl]oxyethylamino]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C32H30N2O9S
5-[1-[4-[2-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl]oxyethylamino]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— methyl 2-(4-hydroxy-5-oxo-2-phenylchromen-7-yl)oxypropanoate —— C19H16O6
methyl 2-(4-hydroxy-5-oxo-2-phenylchromen-7-yl)oxypropanoate
—— 1,1-Dichloro-1a-(3,4-dimethoxyphenyl)-7-(4-methylphenyl)-1,1a,7,7a-tetrahydrocyclopropa[b]chromene —— C25H22Cl2O3
1,1-Dichloro-1a-(3,4-dimethoxyphenyl)-7-(4-methylphenyl)-1,1a,7,7a-tetrahydrocyclopropa[b]chromene
—— 2-(3,4-Dihydroxyphenyl)-2-(1-hydroxyethyl)-3,4-dihydrochromene-3,5,7-triol —— C17H18O7
2-(3,4-Dihydroxyphenyl)-2-(1-hydroxyethyl)-3,4-dihydrochromene-3,5,7-triol