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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-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H23NO5
[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— N-[(2S)-2-(1,3-benzodioxol-5-yl)-4-oxo-2,3-dihydrochromen-6-yl]butanamide —— C20H19NO5
N-[(2S)-2-(1,3-benzodioxol-5-yl)-4-oxo-2,3-dihydrochromen-6-yl]butanamide
—— [(2S)-1-(tert-butylamino)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H25NO5
[(2S)-1-(tert-butylamino)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C23H23NO6
[(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 3-methyl-N-(2-methylphenyl)-4-oxo-2-phenylchromene-8-carboxamide —— C24H19NO3
3-methyl-N-(2-methylphenyl)-4-oxo-2-phenylchromene-8-carboxamide
—— N-cyclohexyl-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C23H23NO3
N-cyclohexyl-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-(1,3-benzodioxol-5-ylmethyl)-3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxamide —— C25H19NO5
N-(1,3-benzodioxol-5-ylmethyl)-3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxamide
—— (10R)-5,6-dihydroxy-2-phenyl-10-(2,3,4-trifluorophenyl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C24H13F3O6
(10R)-5,6-dihydroxy-2-phenyl-10-(2,3,4-trifluorophenyl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10S)-5-hydroxy-10-(2-oxo-1H-quinolin-3-yl)-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C27H17NO6
(10S)-5-hydroxy-10-(2-oxo-1H-quinolin-3-yl)-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-(1-methylpyrazol-4-yl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C22H16N2O7
(10R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-(1-methylpyrazol-4-yl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— methyl (3R)-3-(1,3-benzodioxol-5-yl)-3-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)propanoate —— C26H20O8
methyl (3R)-3-(1,3-benzodioxol-5-yl)-3-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)propanoate
—— (10S)-5,6-dihydroxy-10-(6-methoxy-4-oxochromen-3-yl)-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C28H18O9
(10S)-5,6-dihydroxy-10-(6-methoxy-4-oxochromen-3-yl)-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10R)-5-hydroxy-10-(4-oxochromen-3-yl)-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C27H16O7
(10R)-5-hydroxy-10-(4-oxochromen-3-yl)-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— 2-[3-[(10R)-5-hydroxy-4,8-dioxo-2-phenyl-9,10-dihydropyrano[2,3-h]chromen-10-yl]phenoxy]acetamide —— C26H19NO7
2-[3-[(10R)-5-hydroxy-4,8-dioxo-2-phenyl-9,10-dihydropyrano[2,3-h]chromen-10-yl]phenoxy]acetamide
—— (3S)-1,1-dioxo-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiolane-3-carboxamide —— C20H20N2O4S
(3S)-1,1-dioxo-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiolane-3-carboxamide
—— (3S)-1,1-dioxo-N-[[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiolane-3-carboxamide —— C20H20N2O4S
(3S)-1,1-dioxo-N-[[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiolane-3-carboxamide
—— (2,6-Dimethoxyphenyl) 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H20O6
(2,6-Dimethoxyphenyl) 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [(2R)-1-(dimethylamino)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C22H21NO5
[(2R)-1-(dimethylamino)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 2-anilino-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C23H21N3O2
2-anilino-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 3,6-Dimethyl-2-naphthalen-2-ylchromen-4-one —— C21H16O2
3,6-Dimethyl-2-naphthalen-2-ylchromen-4-one
—— 4-amino-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C22H19N3O2
4-amino-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— (2R,3E)-3-[(3-nitro-4-propan-2-ylphenyl)methylidene]-2-phenylchromen-4-one —— C25H21NO4
(2R,3E)-3-[(3-nitro-4-propan-2-ylphenyl)methylidene]-2-phenylchromen-4-one
—— 4-methyl-N-[(4E)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-ylidene]aniline —— C25H23NO4
4-methyl-N-[(4E)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-ylidene]aniline
—— N'-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxamide —— C17H15N3O3
N'-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxamide
—— 2-(2-methyl-1,3-thiazol-4-yl)-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C21H19N3O2S
2-(2-methyl-1,3-thiazol-4-yl)-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— (2R,3E)-3-[(3-bromophenyl)methylidene]-2-phenylchromen-4-one —— C22H15BrO2
(2R,3E)-3-[(3-bromophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3E)-3-[(5-bromo-2-fluorophenyl)methylidene]-2-phenylchromen-4-one —— C22H14BrFO2
(2S,3E)-3-[(5-bromo-2-fluorophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3E)-3-[(4-ethylphenyl)methylidene]-2-phenylchromen-4-one —— C24H20O2
(2S,3E)-3-[(4-ethylphenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3E)-3-[[4-(difluoromethoxy)phenyl]methylidene]-2-phenylchromen-4-one —— C23H16F2O3
(2S,3E)-3-[[4-(difluoromethoxy)phenyl]methylidene]-2-phenylchromen-4-one
—— (2S,3E)-3-[(4-methylsulfanylphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O2S
(2S,3E)-3-[(4-methylsulfanylphenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3E)-3-[(3-bromophenyl)methylidene]-2-phenylchromen-4-one —— C22H15BrO2
(2S,3E)-3-[(3-bromophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3E)-3-[(2,5-dimethylphenyl)methylidene]-2-phenylchromen-4-one —— C24H20O2
(2R,3E)-3-[(2,5-dimethylphenyl)methylidene]-2-phenylchromen-4-one
—— (2R)-3-[(5-methylthiophen-2-yl)methylidene]-2-phenylchromen-4-one —— C21H16O2S
(2R)-3-[(5-methylthiophen-2-yl)methylidene]-2-phenylchromen-4-one
—— (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S)-8-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-5-yl]oxy]oxane-2-carboxylic acid —— C21H20O11
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S)-8-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-5-yl]oxy]oxane-2-carboxylic acid
—— (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2R)-8-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-5-yl]oxy]oxane-2-carboxylic acid —— C21H20O11
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2R)-8-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-5-yl]oxy]oxane-2-carboxylic acid
—— 2''-O-beta-L-galactopyranosylorientin —— C27H30O16
2''-O-beta-L-galactopyranosylorientin
—— 6-[(3R)-2-acetyl-3-(3,4-dimethoxyphenyl)-3,4-dihydropyrazol-5-yl]-2-(3,4-dimethoxyphenyl)chromen-4-one —— C30H28N2O7
6-[(3R)-2-acetyl-3-(3,4-dimethoxyphenyl)-3,4-dihydropyrazol-5-yl]-2-(3,4-dimethoxyphenyl)chromen-4-one
—— 6-[(3S)-2-acetyl-3-(3,4-dimethoxyphenyl)-3,4-dihydropyrazol-5-yl]-2-(3,4-dimethoxyphenyl)chromen-4-one —— C30H28N2O7
6-[(3S)-2-acetyl-3-(3,4-dimethoxyphenyl)-3,4-dihydropyrazol-5-yl]-2-(3,4-dimethoxyphenyl)chromen-4-one
—— (2S,3S)-2-methoxy-3-methyl-2-phenyl-3H-chromen-4-one —— C17H16O3
(2S,3S)-2-methoxy-3-methyl-2-phenyl-3H-chromen-4-one
—— (2R,3R)-2-methoxy-3-methyl-2-phenyl-3H-chromen-4-one —— C17H16O3
(2R,3R)-2-methoxy-3-methyl-2-phenyl-3H-chromen-4-one
—— (2R,3S)-2-methoxy-3-methyl-2-phenyl-3H-chromen-4-one —— C17H16O3
(2R,3S)-2-methoxy-3-methyl-2-phenyl-3H-chromen-4-one
—— (2S,3R)-2-methoxy-3-methyl-2-phenyl-3H-chromen-4-one —— C17H16O3
(2S,3R)-2-methoxy-3-methyl-2-phenyl-3H-chromen-4-one
—— (2S,3R,4R)-2-(3,4-dihydroxyphenyl)-2-[[(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4-dihydrochromene-3,4,5,7-tetrol —— C30H26O13
(2S,3R,4R)-2-(3,4-dihydroxyphenyl)-2-[[(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4-dihydrochromene-3,4,5,7-tetrol
—— 4-bromo-N-[(Z)-[2-(4-methoxyphenyl)-6-methyl-3H-chromen-1-ium-4-ylidene]amino]benzamide —— C24H20BrN2O3+
4-bromo-N-[(Z)-[2-(4-methoxyphenyl)-6-methyl-3H-chromen-1-ium-4-ylidene]amino]benzamide
—— (2S,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C27H31O15+
(2S,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— (2R,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C27H31O15+
(2R,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— 7-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C27H30O15
7-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 2,4-dimethyl-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C24H22N2O2
2,4-dimethyl-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]cyclopropanecarboxamide —— C19H18N2O2
N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]cyclopropanecarboxamide
—— 2-(4-cyanophenoxy)-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C24H19N3O3
2-(4-cyanophenoxy)-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide