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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-(2,5-dimethoxyphenyl)-9-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21FN4O3
11-(2,5-dimethoxyphenyl)-9-(4-fluorophenyl)-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-[[4-(2,4-Dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]imino]-2-(4-methoxyphenyl)chromen-6-yl]oxyacetonitrile —— C30H25N3O5S
2-[4-[[4-(2,4-Dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]imino]-2-(4-methoxyphenyl)chromen-6-yl]oxyacetonitrile
—— 2-(4-ethoxy-3-methoxyphenyl)-3-nitro-2H-chromene —— C18H17NO5
2-(4-ethoxy-3-methoxyphenyl)-3-nitro-2H-chromene
—— 2-methyl-4-(4-methylphenyl)-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole —— C18H18N2O4
2-methyl-4-(4-methylphenyl)-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole
—— 6-ethoxy-2-(4-methoxyphenyl)-N-(5-methyl-4-thiophen-2-yl-1,3-thiazol-2-yl)chromen-4-imine —— C26H22N2O3S2
6-ethoxy-2-(4-methoxyphenyl)-N-(5-methyl-4-thiophen-2-yl-1,3-thiazol-2-yl)chromen-4-imine
—— 4-chloro-11-(4-fluorophenyl)-9-(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-11-(4-fluorophenyl)-9-(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
—— N-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C26H21NO5
N-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— [2-(3,4-Dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate —— C29H25NO7
[2-(3,4-Dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate
—— 11-(4-bromophenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19BrN4O
11-(4-bromophenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 9-(4-bromophenyl)-4-chloro-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 —— C23H15BrClN5O
9-(4-bromophenyl)-4-chloro-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
—— Ethyl 2-cyano-2-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]acetate —— C23H21NO5
Ethyl 2-cyano-2-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]acetate
—— 2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methoxy-3-methyl-2,3-dihydrochromen-4-one —— C19H17ClO5
2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methoxy-3-methyl-2,3-dihydrochromen-4-one
—— (6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(4-chlorophenyl)prop-2-enoate —— C26H19ClO4
(6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(4-chlorophenyl)prop-2-enoate
—— (6-Ethyl-4-oxo-2-phenylchromen-3-yl) 2-(1,3-dioxoisoindol-2-yl)propanoate —— C28H21NO6
(6-Ethyl-4-oxo-2-phenylchromen-3-yl) 2-(1,3-dioxoisoindol-2-yl)propanoate
—— (6-Ethyl-4-oxo-2-phenylchromen-3-yl) 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C26H20O6
(6-Ethyl-4-oxo-2-phenylchromen-3-yl) 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— (6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(furan-2-yl)prop-2-enoate —— C24H18O5
(6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(furan-2-yl)prop-2-enoate
—— (6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(4-methoxyphenyl)prop-2-enoate —— C27H22O5
(6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(4-methoxyphenyl)prop-2-enoate
—— (6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(4-methylphenyl)prop-2-enoate —— C27H22O4
(6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(4-methylphenyl)prop-2-enoate
—— [2-(4-Chlorophenyl)-4-oxochromen-6-yl] 3-(3-nitrophenyl)prop-2-enoate —— C24H14ClNO6
[2-(4-Chlorophenyl)-4-oxochromen-6-yl] 3-(3-nitrophenyl)prop-2-enoate
—— [2-(4-Chlorophenyl)-4-oxochromen-6-yl] 3-phenylprop-2-enoate —— C24H15ClO4
[2-(4-Chlorophenyl)-4-oxochromen-6-yl] 3-phenylprop-2-enoate
—— [2-(3,4-Dimethoxyphenyl)-6-methylchromen-4-ylidene]-(furan-2-ylmethyl)azanium —— C23H22NO4+
[2-(3,4-Dimethoxyphenyl)-6-methylchromen-4-ylidene]-(furan-2-ylmethyl)azanium
—— [2-(3,4-Dimethoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)-2-phenylacetate —— C33H23NO8
[2-(3,4-Dimethoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)-2-phenylacetate
—— [2-(3,4-Dimethoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C28H21NO8
[2-(3,4-Dimethoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— 2-[3-(4-Azidophenyl)propanoyl]-3,5-dihydroxyphenyl beta-d-glucopyranoside —— C21H23N3O9
2-[3-(4-Azidophenyl)propanoyl]-3,5-dihydroxyphenyl beta-d-glucopyranoside
—— [2-(4-Chlorophenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate —— C24H14ClNO6
[2-(4-Chlorophenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate
—— [2-(4-Chlorophenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate —— C24H15ClO4
[2-(4-Chlorophenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate
—— Ethyl 2-cyano-2-[2-(3,4-dimethoxyphenyl)chromen-4-ylidene]acetate —— C22H19NO5
Ethyl 2-cyano-2-[2-(3,4-dimethoxyphenyl)chromen-4-ylidene]acetate
—— (4-Oxo-2-phenylchromen-3-yl) 3-phenylprop-2-enoate —— C24H16O4
(4-Oxo-2-phenylchromen-3-yl) 3-phenylprop-2-enoate
—— 1-[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]-3-methylpiperidin-1-ium —— C23H26NO3+
1-[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]-3-methylpiperidin-1-ium
—— 6-[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]-1,3,3-trimethyl-6-azoniabicyclo[3.2.1]octane —— C27H32NO3+
6-[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]-1,3,3-trimethyl-6-azoniabicyclo[3.2.1]octane
—— [2-(4-Methylphenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate —— C25H18O4
[2-(4-Methylphenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate
—— Benzyl-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C24H22NO2+
Benzyl-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 1-[[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]amino]propan-2-ol —— C20H21NO4
1-[[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]amino]propan-2-ol
—— 2-(3,4-dimethoxyphenyl)-N-(oxolan-2-ylmethyl)chromen-4-imine —— C22H23NO4
2-(3,4-dimethoxyphenyl)-N-(oxolan-2-ylmethyl)chromen-4-imine
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-fluoro-2,3-dihydro-4H-chromen-4-one —— C18H15FO4
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-fluoro-2,3-dihydro-4H-chromen-4-one
—— 1-[(4-ethoxy-2-phenyl-2H-chromen-3-yl)methyl]piperidine —— C23H27NO2
1-[(4-ethoxy-2-phenyl-2H-chromen-3-yl)methyl]piperidine
—— 1-[(4-ethoxy-2-phenyl-2H-chromen-3-yl)methyl]piperidinium —— C23H28NO2+
1-[(4-ethoxy-2-phenyl-2H-chromen-3-yl)methyl]piperidinium
—— 2-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]azaniumyl-3-methylbutanoate —— C24H27NO5
2-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]azaniumyl-3-methylbutanoate
—— 2-[[2-(3,4-Dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]-3-methylbutanoate —— C24H26NO5-
2-[[2-(3,4-Dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]-3-methylbutanoate
—— Ethyl 2-cyano-2-(6-hydroxy-2-phenylchromen-4-ylidene)acetate —— C20H15NO4
Ethyl 2-cyano-2-(6-hydroxy-2-phenylchromen-4-ylidene)acetate
—— 9-(3,4-dimethoxyphenyl)-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 —— C27H24N4O4
9-(3,4-dimethoxyphenyl)-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
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-[2-chloro-5-(trifluoromethyl)phenyl]propanamide —— C26H18Cl2F3NO4
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-[2-chloro-5-(trifluoromethyl)phenyl]propanamide
—— (6-Methyl-4-oxo-2-phenylchromen-8-yl)methyl carbamimidothioate —— C18H16N2O2S
(6-Methyl-4-oxo-2-phenylchromen-8-yl)methyl carbamimidothioate
—— 2-[[6-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxymethyl]-6-methyloxane-3,4,5-triol —— C28H34O15
2-[[6-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxymethyl]-6-methyloxane-3,4,5-triol
—— 3-[(2-methoxyphenyl)sulfamoyl]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C29H25N3O5S
3-[(2-methoxyphenyl)sulfamoyl]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 4-(4-chlorophenyl)-N-[(Z)-[(2R)-6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-thiazol-2-amine —— C25H20ClN3OS
4-(4-chlorophenyl)-N-[(Z)-[(2R)-6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-thiazol-2-amine
—— 4-(4-chlorophenyl)-N-[(Z)-[(2S)-6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-thiazol-2-amine —— C25H20ClN3OS
4-(4-chlorophenyl)-N-[(Z)-[(2S)-6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-thiazol-2-amine
—— 4-chloro-11-(2,4-dichlorophenyl)-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 —— C25H17Cl3N4O2
4-chloro-11-(2,4-dichlorophenyl)-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
—— 2-(4-Chlorophenyl)-3-(imidazo[2,1-b][1,3]thiazol-6-ylmethoxy)-6,7-dimethylchromen-4-one —— C23H17ClN2O3S
2-(4-Chlorophenyl)-3-(imidazo[2,1-b][1,3]thiazol-6-ylmethoxy)-6,7-dimethylchromen-4-one
—— Methyl 2-[[2-(6,7-dimethyl-4-oxo-2-phenylchromen-3-yl)oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C30H29NO6S
Methyl 2-[[2-(6,7-dimethyl-4-oxo-2-phenylchromen-3-yl)oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate