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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
—— 2-(4-Methoxyphenyl)-5,7-dimethyl-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethoxy]chromen-4-one —— C25H29N2O5+
2-(4-Methoxyphenyl)-5,7-dimethyl-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethoxy]chromen-4-one
—— N-butan-2-yl-2-[2-(4-methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetamide —— C24H27NO5
N-butan-2-yl-2-[2-(4-methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetamide
—— Ethyl 2-[2-(4-methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate —— C23H24O6
Ethyl 2-[2-(4-methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate —— C21H19O6-
2-[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoic acid —— C21H20O6
2-[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoic acid
—— 1-(2-Methoxyethyl)-3-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea —— C19H21N3O2S
1-(2-Methoxyethyl)-3-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea
—— 6,8-Dichloro-2-(3-propan-2-yloxyphenyl)-2,3-dihydrochromen-4-one —— C18H16Cl2O3
6,8-Dichloro-2-(3-propan-2-yloxyphenyl)-2,3-dihydrochromen-4-one
—— 9-phenyl-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 —— C22H16N4OS
9-phenyl-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
—— 4-(6-hydroxy-5-methyl-1,2,3,9a-tetrahydro-3aH-spiro[cyclopenta[b]chromene-9,1'-cyclopentan]-3a-yl)-2-methylbenzene-1,3-diol —— C24H28O4
4-(6-hydroxy-5-methyl-1,2,3,9a-tetrahydro-3aH-spiro[cyclopenta[b]chromene-9,1'-cyclopentan]-3a-yl)-2-methylbenzene-1,3-diol
—— 1-(4-Methylphenyl)-3-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea —— C23H21N3OS
1-(4-Methylphenyl)-3-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea
—— N-[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]-6-methoxy-2-(4-methoxyphenyl)chromen-4-imine —— C27H21BrN2O3S
N-[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]-6-methoxy-2-(4-methoxyphenyl)chromen-4-imine
—— 3-Methoxy-2-(4-methoxyphenyl)chromenylium-5,7-diol —— C17H15O5+
3-Methoxy-2-(4-methoxyphenyl)chromenylium-5,7-diol
—— 4-chloro-9-(3-fluorophenyl)-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 —— C23H15ClFN5O
4-chloro-9-(3-fluorophenyl)-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
—— 6-methoxy-2-(4-methoxyphenyl)-N-(5-methyl-4-thiophen-2-yl-1,3-thiazol-2-yl)chromen-4-imine —— C25H20N2O3S2
6-methoxy-2-(4-methoxyphenyl)-N-(5-methyl-4-thiophen-2-yl-1,3-thiazol-2-yl)chromen-4-imine
—— 1-[4-[[2-(Furan-2-yl)-7,8-dihydroxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]phenyl]-3-phenylprop-2-en-1-one —— C26H24O8
1-[4-[[2-(Furan-2-yl)-7,8-dihydroxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]phenyl]-3-phenylprop-2-en-1-one
—— 6-[2-carboxy-6-[2-(3,4-dihydroxyphenyl)-4-hydroxy-5-oxochromen-7-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C27H26O18
6-[2-carboxy-6-[2-(3,4-dihydroxyphenyl)-4-hydroxy-5-oxochromen-7-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— 3-Hydroxy-2-(4-nitrophenyl)-2,3-dihydrochromen-4-one —— C15H11NO5
3-Hydroxy-2-(4-nitrophenyl)-2,3-dihydrochromen-4-one
—— [8-chloro-2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl]acetic acid —— C18H13ClO5
[8-chloro-2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl]acetic acid
—— 1-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]propan-1-ol —— C27H28O4
1-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]propan-1-ol
—— 9-(3-bromo-4-methoxyphenyl)-11-(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 —— C26H21BrN4O3
9-(3-bromo-4-methoxyphenyl)-11-(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-bromo-4-methoxyphenyl)-11-(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 —— C25H18BrFN4O2
9-(3-bromo-4-methoxyphenyl)-11-(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
—— 9-(3-bromo-4-methoxyphenyl)-4-chloro-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 —— C26H20BrClN4O2
9-(3-bromo-4-methoxyphenyl)-4-chloro-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
—— 6-chloro-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine —— C22H18ClN3O3S
6-chloro-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine
—— 2-Phenyl-4-[2-(3,4,5-trimethoxyphenyl)chromen-4-ylidene]-1,3-oxazol-5-one —— C27H21NO6
2-Phenyl-4-[2-(3,4,5-trimethoxyphenyl)chromen-4-ylidene]-1,3-oxazol-5-one
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(1-phenylethyl)acetamide —— C29H28ClNO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(1-phenylethyl)acetamide
—— [3-(4-hydroxy-7-methoxy-3,4-dihydro-2H-chromen-2-yl)phenyl] acetate —— C18H18O5
[3-(4-hydroxy-7-methoxy-3,4-dihydro-2H-chromen-2-yl)phenyl] acetate
—— 2-(4-Heptylphenyl)-6-methoxy-4-methylchromenylium —— C24H29O2+
2-(4-Heptylphenyl)-6-methoxy-4-methylchromenylium
—— 2-(8-Chloro-4-oxo-2-phenylchromen-6-yl)acetic acid —— C17H11ClO4
2-(8-Chloro-4-oxo-2-phenylchromen-6-yl)acetic acid
—— 9-(3-fluorophenyl)-4-methyl-11-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 —— C25H19FN4O
9-(3-fluorophenyl)-4-methyl-11-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
—— 4-chloro-11-(4-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-(4-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
—— 5,7-bis[(2-fluorobenzyl)oxy]-2-phenyl-4H-chromen-4-one —— C29H20F2O4
5,7-bis[(2-fluorobenzyl)oxy]-2-phenyl-4H-chromen-4-one
—— [2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate —— C30H25Cl2NO5
[2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate
—— [2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate —— C29H25ClO5
[2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
—— [2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl] 3-(4-methylphenyl)prop-2-enoate —— C29H25ClO4
[2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl] 3-(4-methylphenyl)prop-2-enoate
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2,3-dimethylphenyl)propanamide —— C27H24ClNO4
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2,3-dimethylphenyl)propanamide
—— N-(3-chloro-4-methylphenyl)-2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanamide —— C26H21Cl2NO4
N-(3-chloro-4-methylphenyl)-2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanamide
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2,4,6-trimethylphenyl)propanamide —— C28H26ClNO4
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2,4,6-trimethylphenyl)propanamide
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(4-methoxyphenyl)propanamide —— C26H22ClNO5
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(4-methoxyphenyl)propanamide
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(4-fluorophenyl)propanamide —— C25H19ClFNO4
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(4-fluorophenyl)propanamide
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2-ethoxyphenyl)propanamide —— C27H24ClNO5
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2-ethoxyphenyl)propanamide
—— 5-Carboxypentyl-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium;perchlorate —— C23H26NO4+
5-Carboxypentyl-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium;perchlorate
—— 4-chloro-9-(4-chlorophenyl)-11-(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 —— C26H20Cl2N4OS
4-chloro-9-(4-chlorophenyl)-11-(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
—— 4-ethoxy-N-[(2-phenyl-3,4-dihydro-2H-1-benzopyran-4-ylidene)amino]benzenesulfonamide —— C23H22N2O4S
4-ethoxy-N-[(2-phenyl-3,4-dihydro-2H-1-benzopyran-4-ylidene)amino]benzenesulfonamide
—— 2-{3-[(1H-benzimidazol-2-ylsulfanyl)methyl]-4-methoxyphenyl}-2,3-dihydro-4H-chromen-4-one —— C24H20N2O3S
2-{3-[(1H-benzimidazol-2-ylsulfanyl)methyl]-4-methoxyphenyl}-2,3-dihydro-4H-chromen-4-one
—— [2-(3,4-Dimethoxyphenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate —— C26H20O6
[2-(3,4-Dimethoxyphenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate
—— 11-(4-bromophenyl)-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 —— C25H19BrN4O2
11-(4-bromophenyl)-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
—— Eriodictyol-6-C-glucoside —— C21H22O11
Eriodictyol-6-C-glucoside
—— (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one —— C21H22O11
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one
—— (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one —— C21H22O11
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one
—— [2-(4-Methoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C27H19NO7
[2-(4-Methoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate