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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
—— 3-(2-methoxyethyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H19NO3S2
3-(2-methoxyethyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-(6-bromo-4H-benzo[d][1,3]dioxin-8-yl)-6-methylchroman-4-one —— C18H15BrO4
2-(6-bromo-4H-benzo[d][1,3]dioxin-8-yl)-6-methylchroman-4-one
—— Wufyomnenldutf-uhfffaoysa- —— C16H13O+
Wufyomnenldutf-uhfffaoysa-
—— [2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate —— C24H13Cl2NO6
[2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate
—— [2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate —— C22H12Cl2O5
[2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate
—— [2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate —— C24H14Cl2O4
[2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate
—— [2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C26H18Cl2O6
[2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— [2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate —— C25H16Cl2O5
[2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
—— [2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate —— C24H13Cl3O4
[2-(2,4-Dichlorophenyl)-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-N-[[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]acetamide —— C34H29N3O4S2
2-(1,3-benzothiazol-2-ylsulfanyl)-N-[[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]acetamide
—— 4-({[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylene}amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one —— C36H33N3O4
4-({[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylene}amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
—— N,N-diethyl-5-nitro-2-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C25H26N4O5S
N,N-diethyl-5-nitro-2-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— Ethyl 2-[[2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C30H29NO7S
Ethyl 2-[[2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— 11-(4-bromophenyl)-4-fluoro-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 —— C25H18BrFN4O2
11-(4-bromophenyl)-4-fluoro-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
—— 6-bromo-2-(2-chlorophenyl)-3-methyl-3-piperidin-1-yl-2H-chromen-4-one —— C21H21BrClNO2
6-bromo-2-(2-chlorophenyl)-3-methyl-3-piperidin-1-yl-2H-chromen-4-one
—— (6,8-Dibromo-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl) pyrrolidine-1-carbodithioate —— C20H17Br2NO2S2
(6,8-Dibromo-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl) pyrrolidine-1-carbodithioate
—— 2-[4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl]oxyacetate —— C20H17O8-
2-[4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl]oxyacetate
—— 4-(1,3-benzothiazol-2-ylsulfanylmethyl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C30H23N3O2S2
4-(1,3-benzothiazol-2-ylsulfanylmethyl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 2-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)aniline —— C22H16ClF3N2O
2-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)aniline
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-[3-(trifluoromethyl)phenyl]azanium —— C25H21F3NO2+
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-[3-(trifluoromethyl)phenyl]azanium
—— 4-[11-(4-bromophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-9-yl]-N,N-dimethylaniline —— C26H21BrFN5O
4-[11-(4-bromophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-9-yl]-N,N-dimethylaniline
—— Ethyl 2-[[2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C31H31NO8S
Ethyl 2-[[2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— 1-[[2-(3,4-Dimethoxyphenyl)-6-methoxychromen-4-ylidene]amino]propan-2-ol —— C21H23NO5
1-[[2-(3,4-Dimethoxyphenyl)-6-methoxychromen-4-ylidene]amino]propan-2-ol
—— 2-(3,4-dimethoxyphenyl)-6-methoxy-N-(oxolan-2-ylmethyl)chromen-4-imine —— C23H25NO5
2-(3,4-dimethoxyphenyl)-6-methoxy-N-(oxolan-2-ylmethyl)chromen-4-imine
—— 8-(4-Hydroxy-4-methyl-3-oxopent-1-enyl)-7-methoxy-2-phenylchromen-4-one —— C22H20O5
8-(4-Hydroxy-4-methyl-3-oxopent-1-enyl)-7-methoxy-2-phenylchromen-4-one
—— [2-(2,6-Dimethylmorpholin-4-yl)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H25NO6
[2-(2,6-Dimethylmorpholin-4-yl)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenyl 4-bromobenzenesulfonate —— C32H35BrO6S
5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenyl 4-bromobenzenesulfonate
—— 4h-1-Benzopyran-4-one,7-methyl-2-(2-methylphenyl)- —— C17H14O2
4h-1-Benzopyran-4-one,7-methyl-2-(2-methylphenyl)-
—— 6'-Chloro-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-thione —— C20H21ClN2O2S
6'-Chloro-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-thione
—— 6-ethyl-3-(1-methyl-1H-benzimidazol-2-yl)-2-(4-nitrophenyl)-4-oxo-4H-chromen-7-yl 4-nitrobenzoate —— C32H22N4O8
6-ethyl-3-(1-methyl-1H-benzimidazol-2-yl)-2-(4-nitrophenyl)-4-oxo-4H-chromen-7-yl 4-nitrobenzoate
—— [2-(3-Methylbutylcarbamoylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H26N2O6
[2-(3-Methylbutylcarbamoylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 2-(1,3-benzodioxol-5-yl)-6-bromo-8-methoxy-3-nitro-2H-chromene —— C17H12BrNO6
2-(1,3-benzodioxol-5-yl)-6-bromo-8-methoxy-3-nitro-2H-chromene
—— 2-[3-(6-Methoxy-2-phenylchromen-4-ylidene)prop-1-enyl]-1,3,3-trimethyl-5-nitroindol-1-ium —— C30H27N2O4+
2-[3-(6-Methoxy-2-phenylchromen-4-ylidene)prop-1-enyl]-1,3,3-trimethyl-5-nitroindol-1-ium
—— 2-(4-Methoxyphenyl)chromenylium-5,7-diol —— C16H13O4+
2-(4-Methoxyphenyl)chromenylium-5,7-diol
—— 3-[(4-chlorophenyl)sulfamoyl]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C28H22ClN3O4S
3-[(4-chlorophenyl)sulfamoyl]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— [3,4-Diacetyloxy-6-[5-acetyloxy-2-(4-acetyloxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-5-(3,4,5-triacetyloxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl acetate —— C44H48O23
[3,4-Diacetyloxy-6-[5-acetyloxy-2-(4-acetyloxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxy-5-(3,4,5-triacetyloxy-6-methyloxan-2-yl)oxyoxan-2-yl]methyl acetate
—— 2-(2-morpholin-4-yl-1,3-thiazol-4-yl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C24H24N4O3S
2-(2-morpholin-4-yl-1,3-thiazol-4-yl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— N-[4-(2,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)-6-propoxychromen-4-imine —— C31H30N2O5S
N-[4-(2,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)-6-propoxychromen-4-imine
—— 2-Phenyl-3-[[4-(trifluoromethyl)phenyl]methylidene]chromen-4-one —— C23H15F3O2
2-Phenyl-3-[[4-(trifluoromethyl)phenyl]methylidene]chromen-4-one
—— N-[4-(3,4-dimethylphenyl)-5-methyl-1,3-thiazol-2-yl]-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine —— C30H28N2O3S
N-[4-(3,4-dimethylphenyl)-5-methyl-1,3-thiazol-2-yl]-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine
—— N-[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)-6-propan-2-yloxychromen-4-imine —— C29H25BrN2O3S
N-[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)-6-propan-2-yloxychromen-4-imine
—— 6-bromo-2-(3,4-diethoxyphenyl)-8-methoxy-3-nitro-2H-chromene —— C20H20BrNO6
6-bromo-2-(3,4-diethoxyphenyl)-8-methoxy-3-nitro-2H-chromene
—— N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine —— C18H17NO4
N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine
—— [(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C16H15N3OS
[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— [(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C16H15N3OS
[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline —— C21H18N2O
N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline
—— [(1R)-1-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C27H19N3O7
[(1R)-1-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C28H32O14
5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C28H32O14
5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C29H34O15
5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one