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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
—— 11-(3,4-dimethoxyphenyl)-9-(2-ethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C28H26N4O4
11-(3,4-dimethoxyphenyl)-9-(2-ethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 10-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-8-phenyl-2,3-dihydropyrano[2,3-h][1,4]benzodioxin-5-one —— C25H20O8
10-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-8-phenyl-2,3-dihydropyrano[2,3-h][1,4]benzodioxin-5-one
—— 11-(4-methylphenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H20N4O
11-(4-methylphenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 9-(2,5-dimethoxyphenyl)-11-(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C28H26N4O3S
9-(2,5-dimethoxyphenyl)-11-(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— N-butan-2-yl-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetamide —— C22H23NO4
N-butan-2-yl-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetamide
—— 3-[[5-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-[4-hydroxy-2-(4-hydroxyphenyl)-5-oxochromen-7-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid —— C29H30O17
3-[[5-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-[4-hydroxy-2-(4-hydroxyphenyl)-5-oxochromen-7-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid
—— 4-chloro-9-(2-ethoxyphenyl)-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 —— C25H20ClN5O2
4-chloro-9-(2-ethoxyphenyl)-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
—— 3-Phenylbenzo[f]chromen-4-ium —— C19H13O+
3-Phenylbenzo[f]chromen-4-ium
—— 11-(4-chlorophenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19ClN4O2
11-(4-chlorophenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 6-Nitro-4'-methoxy-flavonol 132318-64-0 C16H11NO6
6-Nitro-4'-methoxy-flavonol
—— 11-(3,4-dimethoxyphenyl)-9-(2-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-(2-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-Oxo-2-phenylchromen-6-yl) 3-phenylprop-2-enoate —— C24H16O4
(4-Oxo-2-phenylchromen-6-yl) 3-phenylprop-2-enoate
—— (4-Oxo-2-phenylchromen-6-yl) 3-(3-nitrophenyl)prop-2-enoate —— C24H15NO6
(4-Oxo-2-phenylchromen-6-yl) 3-(3-nitrophenyl)prop-2-enoate
—— 6',6'-dimethyl-2-phenyl-2'-thioxo-2,2',3,3',5',6'-hexahydro-1'H-spiro[chromene-4,4'-pyrimidin]-7-yl acetate —— C22H24N2O3S
6',6'-dimethyl-2-phenyl-2'-thioxo-2,2',3,3',5',6'-hexahydro-1'H-spiro[chromene-4,4'-pyrimidin]-7-yl acetate
—— [2-(4-Methylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C27H19NO6
[2-(4-Methylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— [2-(4-Methylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)-2-phenylacetate —— C32H21NO6
[2-(4-Methylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)-2-phenylacetate
—— 6-(2-fluorophenyl)-7-(4-fluorophenyl)-7,11-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C24H16F2N4O
6-(2-fluorophenyl)-7-(4-fluorophenyl)-7,11-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— 2-(1,3-Benzothiazol-2-yl)-2-[6-hydroxy-2-(4-methoxyphenyl)chromen-4-ylidene]acetonitrile —— C25H16N2O3S
2-(1,3-Benzothiazol-2-yl)-2-[6-hydroxy-2-(4-methoxyphenyl)chromen-4-ylidene]acetonitrile
—— 3-morpholin-4-ylsulfonyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C26H25N3O5S
3-morpholin-4-ylsulfonyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 11-(4-chlorophenyl)-9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19ClN4O2
11-(4-chlorophenyl)-9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 9-(3-methoxyphenyl)-11-(4-methoxyphenyl)-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 —— C27H24N4O3
9-(3-methoxyphenyl)-11-(4-methoxyphenyl)-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
—— 9-(4-chloro-3-fluorophenyl)-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 —— C24H17ClFN5O
9-(4-chloro-3-fluorophenyl)-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
—— 9-(2,3-dimethoxyphenyl)-11-(2-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C27H24N4O3
9-(2,3-dimethoxyphenyl)-11-(2-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 4-chloro-9-(3,4-dimethoxyphenyl)-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C26H20ClFN4O3
4-chloro-9-(3,4-dimethoxyphenyl)-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 6-(3-methylphenyl)-7-(pyridin-3-yl)-7,11-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C24H19N5O
6-(3-methylphenyl)-7-(pyridin-3-yl)-7,11-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— 3-(4-Hydroxyphenyl)-1-[4-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one —— C21H22O9
3-(4-Hydroxyphenyl)-1-[4-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— 3-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one —— C35H32O5
3-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one
—— 2-[[2-(3,4-Dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]propanoate —— C21H20NO5-
2-[[2-(3,4-Dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]propanoate
—— 2-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]-2-phenylacetate —— C25H20NO4-
2-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]-2-phenylacetate
—— 2-[[2-(3,4-Dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]-2-phenylacetate —— C26H22NO5-
2-[[2-(3,4-Dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]-2-phenylacetate
—— 2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azaniumyl-2-phenylacetate —— C25H21NO4
2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azaniumyl-2-phenylacetate
—— 11-(4-bromophenyl)-9-(2-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H16BrClN4O
11-(4-bromophenyl)-9-(2-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 9-(2-chlorophenyl)-11-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19ClN4O2
9-(2-chlorophenyl)-11-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 6-Nitro-4'-hydroxy-flavonol 108061-96-7 C15H9NO6
6-Nitro-4'-hydroxy-flavonol
—— 9-(2,4-dimethoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H20N4O3S
9-(2,4-dimethoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— [2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] 2-(benzenesulfonamido)propanoate —— C27H25NO7S
[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] 2-(benzenesulfonamido)propanoate
—— 2-(4-methoxyphenyl)-5,7-dimethyl-4-oxo-4H-chromen-3-yl 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylate —— C27H22O7
2-(4-methoxyphenyl)-5,7-dimethyl-4-oxo-4H-chromen-3-yl 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylate
—— [2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate —— C29H24ClNO6
[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate
—— 2-(7-Methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C19H15O5-
2-(7-Methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— Ethyl 2-(7-methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C21H20O5
Ethyl 2-(7-methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— 2-(7-Methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoic acid —— C19H16O5
2-(7-Methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoic acid
—— Methyl 2-(7-methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C20H18O5
Methyl 2-(7-methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— 1-[[6-Methoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]propan-2-ol —— C20H21NO4
1-[[6-Methoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]propan-2-ol
—— 6-methoxy-2-(4-methoxyphenyl)-N-(oxolan-2-ylmethyl)chromen-4-imine —— C22H23NO4
6-methoxy-2-(4-methoxyphenyl)-N-(oxolan-2-ylmethyl)chromen-4-imine
—— Cyclohexyl-[3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium —— C30H30NO+
Cyclohexyl-[3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium
—— (7-Methyl-4-oxo-2-phenylchromen-3-yl) 1-(4-methylphenyl)-5-oxopyrrolidine-3-carboxylate —— C28H23NO5
(7-Methyl-4-oxo-2-phenylchromen-3-yl) 1-(4-methylphenyl)-5-oxopyrrolidine-3-carboxylate
—— 2-(4-methyl-2-propan-2-ylphenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C27H28N2O3
2-(4-methyl-2-propan-2-ylphenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— (7-Methyl-4-oxo-2-phenylchromen-3-yl) 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C25H18O6
(7-Methyl-4-oxo-2-phenylchromen-3-yl) 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— (7-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C27H22O6
(7-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— 6-ethyl-N-[(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thieno[2,3-d]pyrimidin-4-amine —— C24H22N4OS
6-ethyl-N-[(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thieno[2,3-d]pyrimidin-4-amine