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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
—— 4-chloro-9,11-bis(2-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H15Cl3N4O
4-chloro-9,11-bis(2-chlorophenyl)-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-[2-(2-Phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]ethanol —— C17H18N2O2
2-[2-(2-Phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]ethanol
—— 2-(1H-benzimidazol-2-yl)-2-[2-(4-methoxyphenyl)chromen-4-ylidene]acetonitrile —— C25H17N3O2
2-(1H-benzimidazol-2-yl)-2-[2-(4-methoxyphenyl)chromen-4-ylidene]acetonitrile
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C25H23BrN2O2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 4-[4-chloro-9-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-11-yl]-N,N-dimethylaniline —— C26H21Cl2N5O
4-[4-chloro-9-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-11-yl]-N,N-dimethylaniline
—— Ethyl 9-phenyl-11-sulfanylidene-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6-triene-13-carboxylate —— C19H18N2O3S
Ethyl 9-phenyl-11-sulfanylidene-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6-triene-13-carboxylate
—— 2-(6-bromo-4H-1,3-benzodioxine-8-yl)-3-amino-6-methoxy-4H-chromen-4-one 314247-31-9 C18H14BrNO5
2-(6-bromo-4H-1,3-benzodioxine-8-yl)-3-amino-6-methoxy-4H-chromen-4-one
—— (4-Ethoxyphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C25H24NO3+
(4-Ethoxyphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 2-(3,4-dimethoxyphenyl)-4-(4-fluorophenyl)-4H-chromene —— C23H19FO3
2-(3,4-dimethoxyphenyl)-4-(4-fluorophenyl)-4H-chromene
—— 9-(2-chlorophenyl)-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 —— C25H19ClN4O
9-(2-chlorophenyl)-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
—— 9,11-bis(4-chlorophenyl)-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 —— C25H18Cl2N4O
9,11-bis(4-chlorophenyl)-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
—— Furan-2-ylmethyl-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C22H20NO3+
Furan-2-ylmethyl-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 1-(7-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-phenylprop-2-en-1-one —— C24H20O3
1-(7-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-phenylprop-2-en-1-one
—— Methyl 2-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxypropanoate —— C20H18O6
Methyl 2-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxypropanoate
—— [2-(4-Methoxyphenyl)-4-oxochromen-6-yl] 3-(3-nitrophenyl)prop-2-enoate —— C25H17NO7
[2-(4-Methoxyphenyl)-4-oxochromen-6-yl] 3-(3-nitrophenyl)prop-2-enoate
—— Benzyl 2-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxypropanoate —— C26H22O6
Benzyl 2-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxypropanoate
—— 1-[3-[(4-Aminophenyl)methyl]-2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one —— C28H31NO10
1-[3-[(4-Aminophenyl)methyl]-2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
—— 2-morpholin-4-ylsulfonyl-4-nitro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C25H24N4O6S
2-morpholin-4-ylsulfonyl-4-nitro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 2-[2-(4-Chlorophenyl)-4-oxochromen-3-yl]oxypropanoic acid —— C18H13ClO5
2-[2-(4-Chlorophenyl)-4-oxochromen-3-yl]oxypropanoic acid
—— 2-[2-(4-Chlorophenyl)-4-oxochromen-3-yl]oxypropanoate —— C18H12ClO5-
2-[2-(4-Chlorophenyl)-4-oxochromen-3-yl]oxypropanoate
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-benzodioxole-5-carboxamide —— C23H18N2O4
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-benzodioxole-5-carboxamide
—— 7-(4-methoxyphenyl)-6-(3-nitrophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C25H19N5O4
7-(4-methoxyphenyl)-6-(3-nitrophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— 4-(2H-benzo[3,4-d]1,3-dioxolen-5-yl)-2-methyl-3a-nitro-1H,9bH-chromano[4,3-d]1,2-oxazolidine —— C18H16N2O6
4-(2H-benzo[3,4-d]1,3-dioxolen-5-yl)-2-methyl-3a-nitro-1H,9bH-chromano[4,3-d]1,2-oxazolidine
—— [4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] pyridin-1-ium-3-carboxylate —— C29H23N2O4+
[4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] pyridin-1-ium-3-carboxylate
—— 11-(3-methoxyphenyl)-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 —— C26H22N4O2
11-(3-methoxyphenyl)-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-(3-fluorophenyl)-11-(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 —— C25H19FN4O
9-(3-fluorophenyl)-11-(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
—— N-[2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine —— C18H16ClNO4
N-[2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine
—— 2,4-difluoro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C21H16F2N2O
2,4-difluoro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— N-(2-methoxyphenyl)-5-nitro-2-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C28H24N4O6S
N-(2-methoxyphenyl)-5-nitro-2-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate —— C23H15ClO5
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C27H18ClNO6
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-tert-butylphenyl)prop-2-enoate —— C29H25ClO4
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-tert-butylphenyl)prop-2-enoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate —— C25H16Cl2O4
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate —— C26H19ClO5
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C27H21ClO6
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)-3-methylbutanoate —— C29H22ClNO6
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)-3-methylbutanoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 2-(2,4-dichlorophenoxy)propanoate —— C25H17Cl3O5
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 2-(2,4-dichlorophenoxy)propanoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C25H17ClO6
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate —— C25H16ClNO6
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] oxolane-2-carboxylate —— C21H17ClO5
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] oxolane-2-carboxylate
—— [2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate —— C25H16Cl2O4
[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl] oxolane-2-carboxylate —— C22H20O6
[2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl] oxolane-2-carboxylate
—— [2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate —— C28H23NO6
[2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate
—— [2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate —— C26H19ClO5
[2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate
—— 2-(4-Chlorophenyl)-7-methyl-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one —— C25H19ClO4
2-(4-Chlorophenyl)-7-methyl-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one
—— 3-(2,5-Dimethylpyrrol-1-yl)-2-phenylchromen-4-one —— C21H17NO2
3-(2,5-Dimethylpyrrol-1-yl)-2-phenylchromen-4-one
—— 2-phenyl-4-(p-tolyl)chromane —— C22H20O
2-phenyl-4-(p-tolyl)chromane
—— 6,8-Dibromo-3-(4-methylphenyl)sulfanyl-2-phenyl-2,3-dihydrochromen-4-one —— C22H16Br2O2S
6,8-Dibromo-3-(4-methylphenyl)sulfanyl-2-phenyl-2,3-dihydrochromen-4-one
—— [2-(2-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate —— C25H16ClNO6
[2-(2-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate
—— [2-(2-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate —— C23H15ClO5
[2-(2-Chlorophenyl)-6-methyl-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate