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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
—— 9-(4-ethoxy-3-methoxyphenyl)-4-methyl-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C27H25N5O3
9-(4-ethoxy-3-methoxyphenyl)-4-methyl-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 8-(4-hydroxyimino-6,7-dimethyl-2,3-dihydrochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylic acid —— C20H19NO6
8-(4-hydroxyimino-6,7-dimethyl-2,3-dihydrochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylic acid
—— N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]cyclopropanecarboxamide —— C19H18N2O2
N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]cyclopropanecarboxamide
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-[4-(4-methylpiperidin-1-yl)phenyl]azanium —— C30H33N2O2+
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-[4-(4-methylpiperidin-1-yl)phenyl]azanium
—— 2-anilino-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C23H21N3O2
2-anilino-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 6-methyl-2-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]-1H-pyrimidin-4-one —— C20H18N4O2
6-methyl-2-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]-1H-pyrimidin-4-one
—— 3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one —— C21H24O9
3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
—— 3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one —— C21H24O9
3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
—— 11-(3,4-dimethoxyphenyl)-9-(4-ethoxyphenyl)-4-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C29H28N4O4
11-(3,4-dimethoxyphenyl)-9-(4-ethoxyphenyl)-4-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 4-chloro-9-(2-fluorophenyl)-11-(4-fluorophenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H17ClF2N4OS
4-chloro-9-(2-fluorophenyl)-11-(4-fluorophenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-[3-(trifluoromethyl)anilino]acetamide —— C24H20F3N3O2
N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-[3-(trifluoromethyl)anilino]acetamide
—— 4-chloro-9-(4-fluorophenyl)-11-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H18ClFN4O
4-chloro-9-(4-fluorophenyl)-11-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenol —— C26H32O4
5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenol
—— 1-(4-Chlorobutyl)-3-(4-methoxyphenyl)benzo[f]chromen-4-ium —— C24H22ClO2+
1-(4-Chlorobutyl)-3-(4-methoxyphenyl)benzo[f]chromen-4-ium
—— 4-chloro-11-(4-methoxyphenyl)-9-(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C27H23ClN4O2S
4-chloro-11-(4-methoxyphenyl)-9-(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— N,N-diethyl-3-nitro-4-[(2E)-2-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide —— C25H26N4O5S
N,N-diethyl-3-nitro-4-[(2E)-2-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide
—— N,N-diethyl-3-nitro-4-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide —— C25H26N4O5S
N,N-diethyl-3-nitro-4-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide
—— 4-[(4-ethoxyphenoxy)methyl]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C31H28N2O4
4-[(4-ethoxyphenoxy)methyl]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 1-Docosyl-3-(4-methoxyphenyl)benzo[f]chromen-4-ium —— C42H59O2+
1-Docosyl-3-(4-methoxyphenyl)benzo[f]chromen-4-ium
—— 9-(4-chlorophenyl)-11-(4-fluorophenyl)-4-methoxy-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H18ClFN4O2
9-(4-chlorophenyl)-11-(4-fluorophenyl)-4-methoxy-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 3-(6-Methoxynaphthalen-2-yl)-2-methylbenzo[f]chromen-4-ium —— C25H19O2+
3-(6-Methoxynaphthalen-2-yl)-2-methylbenzo[f]chromen-4-ium
—— 6-[2-(4-Methoxyphenyl)chromen-4-ylidene]-1,3,3-trimethyl-6-azoniabicyclo[3.2.1]octane —— C26H30NO2+
6-[2-(4-Methoxyphenyl)chromen-4-ylidene]-1,3,3-trimethyl-6-azoniabicyclo[3.2.1]octane
—— Ethyl 2-cyano-2-[2-(4-methoxyphenyl)chromen-4-ylidene]acetate —— C21H17NO4
Ethyl 2-cyano-2-[2-(4-methoxyphenyl)chromen-4-ylidene]acetate
—— Methyl 2-cyano-2-[2-(4-methoxyphenyl)chromen-4-ylidene]acetate —— C20H15NO4
Methyl 2-cyano-2-[2-(4-methoxyphenyl)chromen-4-ylidene]acetate
—— 1-[2-(4-Methoxyphenyl)chromen-4-ylidene]-2-methylpiperidin-1-ium —— C22H24NO2+
1-[2-(4-Methoxyphenyl)chromen-4-ylidene]-2-methylpiperidin-1-ium
—— 1-[2-chloro-5-(trifluoromethyl)phenyl]-3-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C23H17ClF3N3OS
1-[2-chloro-5-(trifluoromethyl)phenyl]-3-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— 2-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]azaniumyl-4-methylpentanoate —— C25H29NO5
2-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]azaniumyl-4-methylpentanoate
—— 2-[[2-(3,4-Dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]-4-methylsulfanylbutanoate —— C24H26NO5S-
2-[[2-(3,4-Dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]-4-methylsulfanylbutanoate
—— 2-[[2-(4-Methoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]-3-methylbutanoate —— C23H24NO4-
2-[[2-(4-Methoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]-3-methylbutanoate
—— 2-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]azaniumyl-4-methylsulfanylbutanoate —— C24H27NO5S
2-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]azaniumyl-4-methylsulfanylbutanoate
—— 2-[[2-(3,4-Dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]-4-methylpentanoate —— C25H28NO5-
2-[[2-(3,4-Dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]-4-methylpentanoate
—— 2-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]azaniumyl-3-methylbutanoate —— C23H25NO4
2-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]azaniumyl-3-methylbutanoate
—— 4-methyl-11-(4-methylphenyl)-14-methylsulfanyl-9-(4-methylsulfanylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C28H26N4OS2
4-methyl-11-(4-methylphenyl)-14-methylsulfanyl-9-(4-methylsulfanylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 4-chloro-11-(4-fluorophenyl)-9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H18ClFN4O2
4-chloro-11-(4-fluorophenyl)-9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— Ethyl 2-(6,7-dimethyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C22H22O5
Ethyl 2-(6,7-dimethyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— Methyl 2-(6,7-dimethyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C21H20O5
Methyl 2-(6,7-dimethyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— 2-(6,7-Dimethyl-4-oxo-2-phenylchromen-3-yl)oxypropanoic acid —— C20H18O5
2-(6,7-Dimethyl-4-oxo-2-phenylchromen-3-yl)oxypropanoic acid
—— 2-(6,7-Dimethyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C20H17O5-
2-(6,7-Dimethyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— 4-chloro-11-(2-fluorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H16ClFN4O
4-chloro-11-(2-fluorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— (2R,4R)-6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-chromen-4-ol —— C15H12Cl2O2
(2R,4R)-6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-chromen-4-ol
—— (2R,4S)-6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-chromen-4-ol —— C15H12Cl2O2
(2R,4S)-6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-chromen-4-ol
—— (2S,4S)-6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-chromen-4-ol —— C15H12Cl2O2
(2S,4S)-6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-chromen-4-ol
—— (2R)-2-phenyl-3,4-dihydro-2H-chromene-6-carbaldehyde —— C16H14O2
(2R)-2-phenyl-3,4-dihydro-2H-chromene-6-carbaldehyde
—— (2S,4R)-6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-chromen-4-ol —— C15H12Cl2O2
(2S,4R)-6-chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-chromen-4-ol
—— (2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O11
(2R,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C22H23O12+
(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— (2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C22H23O11+
(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— (2R,3R,4R,5S,6S)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C22H23O12+
(2R,3R,4R,5S,6S)-2-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— (2S)-N-[2-(dimethylamino)ethyl]-5-(3-methyl-4-oxochromen-2-yl)-1,3-benzodioxole-2-carboxamide —— C22H22N2O5
(2S)-N-[2-(dimethylamino)ethyl]-5-(3-methyl-4-oxochromen-2-yl)-1,3-benzodioxole-2-carboxamide
—— (2R)-N-[2-(dimethylamino)ethyl]-5-(3-methyl-4-oxochromen-2-yl)-1,3-benzodioxole-2-carboxamide —— C22H22N2O5
(2R)-N-[2-(dimethylamino)ethyl]-5-(3-methyl-4-oxochromen-2-yl)-1,3-benzodioxole-2-carboxamide