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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
—— (Z,2R)-N-morpholin-4-yl-2-phenyl-2,3-dihydrochromen-4-imine —— C19H20N2O2
(Z,2R)-N-morpholin-4-yl-2-phenyl-2,3-dihydrochromen-4-imine
—— (2-Anilino-2-oxoethyl) 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H19NO5
(2-Anilino-2-oxoethyl) 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-Oxo-2-(pentan-3-ylamino)ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H25NO5
[2-Oxo-2-(pentan-3-ylamino)ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H23NO6
[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H23NO6
[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 2-(4-Methylphenyl)-6-(2-phenoxyethoxy)chromen-4-one —— C24H20O4
2-(4-Methylphenyl)-6-(2-phenoxyethoxy)chromen-4-one
—— benzyl (2S)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate —— C26H22O5
benzyl (2S)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate
—— N-(furan-2-ylmethyl)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetamide —— C23H19NO5
N-(furan-2-ylmethyl)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetamide
—— Cyclohexyl 2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetate —— C24H24O5
Cyclohexyl 2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetate
—— 2-[2-(4-Methylphenyl)-4-oxochromen-6-yl]oxyacetate —— C18H13O5-
2-[2-(4-Methylphenyl)-4-oxochromen-6-yl]oxyacetate
—— [(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— (2R,3S,4R,5R,6R)-6-(5,8-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylate —— C21H17O11-
(2R,3S,4R,5R,6R)-6-(5,8-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylate
—— [(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] N-naphthalen-1-ylcarbamate —— C26H20N2O3
[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] N-naphthalen-1-ylcarbamate
—— 2-methyl-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline —— C22H20N2O
2-methyl-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]aniline
—— (Z,2R)-2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine —— C17H14N4O
(Z,2R)-2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine
—— N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide —— C21H17F3N4O2
N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide
—— (1aS,7S,7aR)-1,1-dichloro-7a-methyl-7-(4-methylphenyl)-1a-phenyl-7H-cyclopropa[b]chromene —— C24H20Cl2O
(1aS,7S,7aR)-1,1-dichloro-7a-methyl-7-(4-methylphenyl)-1a-phenyl-7H-cyclopropa[b]chromene
—— (1aR,7R,7aS)-1,1-dichloro-7-(4-fluorophenyl)-7a-methyl-1a-(4-methylphenyl)-7H-cyclopropa[b]chromene —— C24H19Cl2FO
(1aR,7R,7aS)-1,1-dichloro-7-(4-fluorophenyl)-7a-methyl-1a-(4-methylphenyl)-7H-cyclopropa[b]chromene
—— (1aS,7R,7aS)-1,1-dichloro-1a-(2-methoxyphenyl)-7-phenyl-7,7a-dihydrocyclopropa[b]chromene —— C23H18Cl2O2
(1aS,7R,7aS)-1,1-dichloro-1a-(2-methoxyphenyl)-7-phenyl-7,7a-dihydrocyclopropa[b]chromene
—— 4-[(4aR,9aR)-5,6-dihydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,2,3-triol —— C24H28O6
4-[(4aR,9aR)-5,6-dihydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,2,3-triol
—— 4-[(4aS,9aS)-5,6-dihydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,2,3-triol —— C24H28O6
4-[(4aS,9aS)-5,6-dihydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,2,3-triol
—— (3aR,4R,9bS)-4-(4-chlorophenyl)-2-methyl-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole —— C17H15ClN2O4
(3aR,4R,9bS)-4-(4-chlorophenyl)-2-methyl-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole
—— (2'R,4S)-6,6-dimethyl-2'-phenyl-2-prop-2-enylsulfanylspiro[1,5-dihydropyrimidine-4,4'-2,3-dihydrochromene]-7'-ol —— C23H26N2O2S
(2'R,4S)-6,6-dimethyl-2'-phenyl-2-prop-2-enylsulfanylspiro[1,5-dihydropyrimidine-4,4'-2,3-dihydrochromene]-7'-ol
—— cyclohexyl (2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxypropanoate —— C25H26O6
cyclohexyl (2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxypropanoate
—— (2S,3S,4'R)-4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
(2S,3S,4'R)-4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S,3S,4'R)-4'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H20N2O3
(2S,3S,4'R)-4'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (9S,11R)-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H18N4O
(9S,11R)-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— cyclohexyl-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]azanium —— C21H24NO2+
cyclohexyl-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]azanium
—— [(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-(2-phenylethyl)azanium —— C23H22NO2+
[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-(2-phenylethyl)azanium
—— (2S,3R,4S,5R)-2-[[(2S,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol —— C20H22O10
(2S,3R,4S,5R)-2-[[(2S,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol
—— (9S,11R)-11-(4-chlorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H17ClN4O
(9S,11R)-11-(4-chlorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (2S,3R,4R)-3-nitro-2-phenyl-3,4-dihydro-2H-chromen-4-ol —— C15H13NO4
(2S,3R,4R)-3-nitro-2-phenyl-3,4-dihydro-2H-chromen-4-ol
—— (2R,3Z)-3-[(2,4-dichlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H14Cl2O2
(2R,3Z)-3-[(2,4-dichlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3Z)-3-[(4-bromophenyl)methylidene]-2-phenylchromen-4-one —— C22H15BrO2
(2R,3Z)-3-[(4-bromophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(3-bromophenyl)methylidene]-2-phenylchromen-4-one —— C22H15BrO2
(2S,3Z)-3-[(3-bromophenyl)methylidene]-2-phenylchromen-4-one
—— (2R)-2-phenyl-3-[[4-(tetrazol-5-ylidene)cyclohexa-2,5-dien-1-ylidene]methyl]-2H-chromen-4-olate —— C23H15N4O2-
(2R)-2-phenyl-3-[[4-(tetrazol-5-ylidene)cyclohexa-2,5-dien-1-ylidene]methyl]-2H-chromen-4-olate
—— 4-[(4aS,9aS)-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,3-diol —— C24H28O4
4-[(4aS,9aS)-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,3-diol
—— ethyl N-(ethoxycarbonylamino)-N-[(2R)-2-phenyl-2H-chromen-4-yl]carbamate —— C21H22N2O5
ethyl N-(ethoxycarbonylamino)-N-[(2R)-2-phenyl-2H-chromen-4-yl]carbamate
—— 2-(3,4-dimethoxyphenyl)-6-methyl-N-[(1R,2R)-2-methylcyclohexyl]chromen-4-imine —— C25H29NO3
2-(3,4-dimethoxyphenyl)-6-methyl-N-[(1R,2R)-2-methylcyclohexyl]chromen-4-imine
—— (NZ)-N-[(2S)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine —— C18H17NO4
(NZ)-N-[(2S)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine
—— 8-[(2R)-6,7-dimethyl-4-oxo-2,3-dihydrochromen-2-yl]-4H-1,3-benzodioxine-6-carboxylate —— C20H17O6-
8-[(2R)-6,7-dimethyl-4-oxo-2,3-dihydrochromen-2-yl]-4H-1,3-benzodioxine-6-carboxylate
—— (2R)-2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C21H19O5-
(2R)-2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— (2S)-2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C21H19O5-
(2S)-2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 4-[(3aR,9aS)-6-hydroxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]benzene-1,3-diol —— C22H24O4
4-[(3aR,9aS)-6-hydroxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]benzene-1,3-diol
—— (2S,3Z)-3-[(4-methylphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O2
(2S,3Z)-3-[(4-methylphenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-(1,3-benzodioxol-5-ylmethylidene)-2-phenylchromen-4-one —— C23H16O4
(2S,3Z)-3-(1,3-benzodioxol-5-ylmethylidene)-2-phenylchromen-4-one
—— (1aR,7S,7aR)-1,1-dichloro-1a-(3,4-dimethoxyphenyl)-7a-methyl-7-(2-methylphenyl)-7H-cyclopropa[b]chromene —— C26H24Cl2O3
(1aR,7S,7aR)-1,1-dichloro-1a-(3,4-dimethoxyphenyl)-7a-methyl-7-(2-methylphenyl)-7H-cyclopropa[b]chromene
—— (1aR,7R,7aR)-1,1-dichloro-1a-(3,4-dimethoxyphenyl)-7a-methyl-7-(2-methylphenyl)-7H-cyclopropa[b]chromene —— C26H24Cl2O3
(1aR,7R,7aR)-1,1-dichloro-1a-(3,4-dimethoxyphenyl)-7a-methyl-7-(2-methylphenyl)-7H-cyclopropa[b]chromene
—— (1aR,7R,7aR)-1,1-dichloro-7a-methyl-7-(2-methylphenyl)-1a-phenyl-7H-cyclopropa[b]chromene —— C24H20Cl2O
(1aR,7R,7aR)-1,1-dichloro-7a-methyl-7-(2-methylphenyl)-1a-phenyl-7H-cyclopropa[b]chromene
—— (2R)-6-chloro-2-(4-methylsulfanylphenyl)-3-nitro-2H-chromene —— C16H12ClNO3S
(2R)-6-chloro-2-(4-methylsulfanylphenyl)-3-nitro-2H-chromene