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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]-4-(4-morpholinyl)-3-nitrobenzenesulfonamide 260063-61-4 C25H21N3O10S
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(4-morpholinyl)-3-nitrobenzenesulfonamide
—— N-[7-bromo-1-methoxy-6-[3-(trifluoromethyl)phenyl]-6H-benzo[c]chromen-8-yl]methanesulfonamide —— C22H17BrF3NO4S
N-[7-bromo-1-methoxy-6-[3-(trifluoromethyl)phenyl]-6H-benzo[c]chromen-8-yl]methanesulfonamide
—— 5-[[4-[[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxymethoxy]phenyl]methyl]-1,3-oxazolidine-2,4-dione —— C26H19NO11
5-[[4-[[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxymethoxy]phenyl]methyl]-1,3-oxazolidine-2,4-dione
—— 3-methyl-7-(2-methylprop-2-enoxy)-2-phenyl-8-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydrochromen-4-one —— C32H32O7
3-methyl-7-(2-methylprop-2-enoxy)-2-phenyl-8-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydrochromen-4-one
—— 4-chloro-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-3-nitrobenzenesulfonamide 260063-53-4 C21H13ClN2O9S
4-chloro-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-3-nitrobenzenesulfonamide
—— Eupalitin 3-galactoside —— C23H24O12
Eupalitin 3-galactoside
—— (2S,3S,4R,5S,6S)-2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C21H21O12+
(2S,3S,4R,5S,6S)-2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— (Z)-1-[(2S)-7-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-6-yl]-3-phenylprop-2-en-1-one —— C24H20O3
(Z)-1-[(2S)-7-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-6-yl]-3-phenylprop-2-en-1-one
—— (Z)-1-[(2R)-7-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-6-yl]-3-phenylprop-2-en-1-one —— C24H20O3
(Z)-1-[(2R)-7-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-6-yl]-3-phenylprop-2-en-1-one
—— [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] naphthalene-2-carboxylate —— C26H20O8
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] naphthalene-2-carboxylate
—— [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (E)-dec-8-enoate —— C25H30O8
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] (E)-dec-8-enoate
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-cyclohexylsulfamide 260064-13-9 C22H22N2O7S
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-cyclohexylsulfamide
—— 2-[(2S,3S,4S)-5,7-dimethoxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromen-2-yl]-3,5-dimethoxyphenol —— C26H36O6
2-[(2S,3S,4S)-5,7-dimethoxy-4-(2-methylpropyl)-3-propan-2-yl-3,4-dihydro-2H-chromen-2-yl]-3,5-dimethoxyphenol
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O10
5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 1-[2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(3-methylphenyl)propan-1-one —— C22H26O8
1-[2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(3-methylphenyl)propan-1-one
—— 6-Bromo-2-(3,4-dihydroxyphenyl)-3-hydroxychromen-4-one —— C15H9BrO5
6-Bromo-2-(3,4-dihydroxyphenyl)-3-hydroxychromen-4-one
—— [(Z)-[(2R)-2-(6-bromo-4H-1,3-benzodioxin-8-yl)-6-methoxy-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C19H18BrN3O4S
[(Z)-[(2R)-2-(6-bromo-4H-1,3-benzodioxin-8-yl)-6-methoxy-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— 4-oxo-2-(3-fluorophenyl)-4H-1-benzopyran-8-acetic acid 127768-49-4 C17H11FO4
4-oxo-2-(3-fluorophenyl)-4H-1-benzopyran-8-acetic acid
—— 7-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methylchromen-4-one —— C17H14O5
7-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-8-methylchromen-4-one
—— N'-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxamide —— C17H15N3O3
N'-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxamide
—— (E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazine —— C15H14N2O
(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazine
—— N-[(2R)-1-hydroxypropan-2-yl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C20H19NO4
N-[(2R)-1-hydroxypropan-2-yl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]aniline —— C23H19ClN2O3
N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]aniline
—— (NE)-N-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]hydroxylamine —— C19H19NO4
(NE)-N-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]hydroxylamine
—— (NE)-N-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]hydroxylamine —— C17H14ClNO3
(NE)-N-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]hydroxylamine
—— (NE)-N-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]hydroxylamine —— C18H16ClNO4
(NE)-N-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]hydroxylamine
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]aniline —— C24H22N2O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]aniline
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]aniline —— C25H24N2O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]aniline
—— N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]aniline —— C23H20N2O2
N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]aniline
—— N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]amino]aniline —— C24H21ClN2O3
N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]amino]aniline
—— (NZ)-N-[(2R)-2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine —— C18H16ClNO4
(NZ)-N-[(2R)-2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine
—— (E,2S)-N-methoxy-2-phenyl-2,3-dihydrochromen-4-imine —— C16H15NO2
(E,2S)-N-methoxy-2-phenyl-2,3-dihydrochromen-4-imine
—— N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]pyridine-3-carboxamide —— C21H17N3O2
N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]pyridine-3-carboxamide
—— 4-(1-benzofuran-2-yl)-N-[(Z)-(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-thiazol-2-amine —— C27H21N3O2S
4-(1-benzofuran-2-yl)-N-[(Z)-(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-thiazol-2-amine
—— 4-(4-methoxyphenyl)-N-[(Z)-(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-thiazol-2-amine —— C26H23N3O2S
4-(4-methoxyphenyl)-N-[(Z)-(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-thiazol-2-amine
—— 2-bromo-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C22H17BrN2O2
2-bromo-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-(trifluoromethyl)aniline —— C22H17F3N2O
N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-(trifluoromethyl)aniline
—— 4-chloro-3-[(4-chlorophenyl)sulfamoyl]-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C28H21Cl2N3O4S
4-chloro-3-[(4-chlorophenyl)sulfamoyl]-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 4-morpholin-4-ylsulfonyl-2-nitro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C25H24N4O6S
4-morpholin-4-ylsulfonyl-2-nitro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromene-3-carbaldehyde {2,4-bisnitrophenyl}hydrazone —— C31H26N4O7
2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromene-3-carbaldehyde {2,4-bisnitrophenyl}hydrazone
—— (E)-6-methoxy-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine —— C23H21N3O4S
(E)-6-methoxy-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C25H23BrN2O2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 2,4-difluoro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C21H16F2N2O
2,4-difluoro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide —— C21H17F3N4O2
N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide
—— 2-chloro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)aniline —— C22H16ClF3N2O
2-chloro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)aniline
—— (NE)-N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine —— C18H17NO4
(NE)-N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine
—— [(E)-[6-chloro-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C19H18ClN3O3S
[(E)-[6-chloro-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— 1-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-3-pyridin-3-ylthiourea —— C21H18N4OS
1-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-3-pyridin-3-ylthiourea
—— 4-(3,4-dimethoxyphenyl)-2-[(2Z)-2-(6-methyl-2-phenyl-2,3-dihydro-4H-chromen-4-ylidene)hydrazinyl]-1,3-thiazole —— C27H25N3O3S
4-(3,4-dimethoxyphenyl)-2-[(2Z)-2-(6-methyl-2-phenyl-2,3-dihydro-4H-chromen-4-ylidene)hydrazinyl]-1,3-thiazole
—— 4-(4-chlorophenyl)-2-[(2Z)-2-(6-methyl-2-phenyl-2,3-dihydro-4H-chromen-4-ylidene)hydrazinyl]-1,3-thiazole —— C25H20ClN3OS
4-(4-chlorophenyl)-2-[(2Z)-2-(6-methyl-2-phenyl-2,3-dihydro-4H-chromen-4-ylidene)hydrazinyl]-1,3-thiazole