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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
—— (2R,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O12
(2R,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (2R,3S,4R,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O12
(2R,3S,4R,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (E,2R)-2-phenyl-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine —— C30H24N2O2
(E,2R)-2-phenyl-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine
—— 4-methyl-2-[(2E)-2-[(2R)-6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]-N-(3-nitrophenyl)-1,3-thiazole-5-carboxamide —— C27H23N5O4S
4-methyl-2-[(2E)-2-[(2R)-6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]-N-(3-nitrophenyl)-1,3-thiazole-5-carboxamide
—— (2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O12
(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (E,2S)-2-phenyl-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine —— C30H24N2O2
(E,2S)-2-phenyl-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine
—— (E,2S)-2-phenyl-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine —— C30H24N2O2
(E,2S)-2-phenyl-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine
—— [2-(Cyclopentylcarbamoylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H24N2O6
[2-(Cyclopentylcarbamoylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 8-(7-methyl-4-oxochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylate —— C19H13O6-
8-(7-methyl-4-oxochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylate
—— (Z,2S)-2-phenyl-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine —— C30H24N2O2
(Z,2S)-2-phenyl-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine
—— 1-(4-methylphenyl)-3-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C23H21N3OS
1-(4-methylphenyl)-3-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— 2-chloro-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-5-(trifluoromethyl)aniline —— C22H16ClF3N2O
2-chloro-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-5-(trifluoromethyl)aniline
—— 2,4-difluoro-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline —— C21H16F2N2O
2,4-difluoro-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline
—— N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide —— C21H17F3N4O2
N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide
—— N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-(trifluoromethyl)aniline —— C22H17F3N2O
N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-(trifluoromethyl)aniline
—— N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-4-[(5-phenyltetrazol-2-yl)methyl]benzamide —— C30H24N6O2
N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-4-[(5-phenyltetrazol-2-yl)methyl]benzamide
—— 1-(4-methylphenyl)-3-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C23H21N3OS
1-(4-methylphenyl)-3-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— (Z,2S)-2-phenyl-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine —— C30H24N2O2
(Z,2S)-2-phenyl-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2,3-dihydrochromen-4-imine
—— N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-(trifluoromethyl)aniline —— C22H17F3N2O
N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-(trifluoromethyl)aniline
—— N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide —— C21H17F3N4O2
N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide
—— 2-morpholin-4-ylsulfonyl-4-nitro-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline —— C25H24N4O6S
2-morpholin-4-ylsulfonyl-4-nitro-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline
—— 2,4-difluoro-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline —— C21H16F2N2O
2,4-difluoro-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline
—— (2R,3S,4R,5S,6R)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O12
(2R,3S,4R,5S,6R)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (2R,3S,4R,5S,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O12
(2R,3S,4R,5S,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— 3-(4-ethoxy-3-methoxyphenyl)-2-nitro-3H-benzo[f]chromene —— C22H19NO5
3-(4-ethoxy-3-methoxyphenyl)-2-nitro-3H-benzo[f]chromene
—— [2-[(1,1-Dioxothiolan-3-yl)-methylamino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H23NO7S
[2-[(1,1-Dioxothiolan-3-yl)-methylamino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 9-(2-methoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H20N4O2
9-(2-methoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— methyl (2S)-2-[2-(4-chlorophenyl)-3-methoxy-4-oxochromen-6-yl]butanoate —— C21H19ClO5
methyl (2S)-2-[2-(4-chlorophenyl)-3-methoxy-4-oxochromen-6-yl]butanoate
—— [(2R)-4-piperidin-1-ylbutan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C26H29NO4
[(2R)-4-piperidin-1-ylbutan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [(2S)-4-piperidin-1-ylbutan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C26H29NO4
[(2S)-4-piperidin-1-ylbutan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— N,N-diethyl-2-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxyethanamine —— C21H26N2O2
N,N-diethyl-2-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxyethanamine
—— N,N-diethyl-2-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxyethanamine —— C21H26N2O2
N,N-diethyl-2-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxyethanamine
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-4-[(5-phenyltetrazol-2-yl)methyl]benzamide —— C30H24N6O2
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-4-[(5-phenyltetrazol-2-yl)methyl]benzamide
—— (2R)-Eriodictyol-7-O-beta-D-glucopyranoside —— C21H22O11
(2R)-Eriodictyol-7-O-beta-D-glucopyranoside
—— 4-[(2R)-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C16H12O4
4-[(2R)-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— (2R)-8-iodo-5,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C18H17IO5
(2R)-8-iodo-5,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— 4-[(2S)-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C16H12O4
4-[(2S)-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— (2S)-7-bromo-2-phenyl-2,3-dihydrochromen-4-one —— C15H11BrO2
(2S)-7-bromo-2-phenyl-2,3-dihydrochromen-4-one
—— [2-(2-Ethylpiperidin-1-yl)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C26H27NO5
[2-(2-Ethylpiperidin-1-yl)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— (2R)-6-fluoro-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C16H13FO3
(2R)-6-fluoro-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— (2S)-6-fluoro-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C16H13FO3
(2S)-6-fluoro-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— N-[4-(3,4-dimethylphenyl)-5-methyl-1,3-thiazol-2-yl]-6-methoxy-2-(4-methoxyphenyl)chromen-4-imine —— C29H26N2O3S
N-[4-(3,4-dimethylphenyl)-5-methyl-1,3-thiazol-2-yl]-6-methoxy-2-(4-methoxyphenyl)chromen-4-imine
—— (E)-2-cyano-N-(4-methylphenyl)-3-[(2S)-2-phenyl-2H-chromen-3-yl]prop-2-enamide —— C26H20N2O2
(E)-2-cyano-N-(4-methylphenyl)-3-[(2S)-2-phenyl-2H-chromen-3-yl]prop-2-enamide
—— 2-methyl-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline —— C22H20N2O
2-methyl-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline
—— N,N-diethyl-3-nitro-4-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C25H26N4O5S
N,N-diethyl-3-nitro-4-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— 3-Methyl-8-[4-(4-nitrophenyl)piperazine-1-carbonyl]-2-phenylchromen-4-one —— C27H23N3O5
3-Methyl-8-[4-(4-nitrophenyl)piperazine-1-carbonyl]-2-phenylchromen-4-one
—— [2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl] 2-(2,4-dichlorophenoxy)propanoate —— C26H20Cl2O6
[2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl] 2-(2,4-dichlorophenoxy)propanoate
—— 2-(4-methyl-2-propan-2-ylphenoxy)-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C27H28N2O3
2-(4-methyl-2-propan-2-ylphenoxy)-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 2,6-dinitro-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-4-(trifluoromethyl)aniline —— C22H15F3N4O5
2,6-dinitro-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-4-(trifluoromethyl)aniline
—— 2-(4-methyl-2-propan-2-ylphenoxy)-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C27H28N2O3
2-(4-methyl-2-propan-2-ylphenoxy)-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide