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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-11-(4-chlorophenyl)-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 —— C25H18Cl2N4O2
4-chloro-11-(4-chlorophenyl)-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-Methoxyphenyl)-4-oxochromen-6-yl] 3-phenylprop-2-enoate —— C25H18O5
[2-(4-Methoxyphenyl)-4-oxochromen-6-yl] 3-phenylprop-2-enoate
—— 2-cyano-3-(2-phenyl-2H-chromen-3-yl)-N-prop-2-enylprop-2-enamide —— C22H18N2O2
2-cyano-3-(2-phenyl-2H-chromen-3-yl)-N-prop-2-enylprop-2-enamide
—— 3-(1,1-dioxothiolan-3-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H19NO4S3
3-(1,1-dioxothiolan-3-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-benzyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C26H19NO2S2
3-benzyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(4-phenoxyphenyl)propanamide —— C34H30ClNO5
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(4-phenoxyphenyl)propanamide
—— 4-methyl-2-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]-1H-pyrimidin-6-one —— C20H18N4O2
4-methyl-2-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]-1H-pyrimidin-6-one
—— 11-(2-fluorophenyl)-9-(2-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
11-(2-fluorophenyl)-9-(2-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 8-(6-Chloro-3-hydroxy-4-oxo-4H-chromen-2-yl)-4H-benzo[1,3]dioxine-6-carboxylic acid —— C18H11ClO7
8-(6-Chloro-3-hydroxy-4-oxo-4H-chromen-2-yl)-4H-benzo[1,3]dioxine-6-carboxylic acid
—— 9-(4-chlorophenyl)-11-(3,4-dimethoxyphenyl)-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 —— C27H23ClN4O3
9-(4-chlorophenyl)-11-(3,4-dimethoxyphenyl)-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
—— 9-(2,4-dimethoxyphenyl)-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 —— C27H24N4O3
9-(2,4-dimethoxyphenyl)-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
—— 3-methyl-N-(2-methylsulfonylethyl)-4-oxo-2-phenylchromene-8-carboxamide —— C20H19NO5S
3-methyl-N-(2-methylsulfonylethyl)-4-oxo-2-phenylchromene-8-carboxamide
—— 2-(6,7-dimethyl-4-oxo-2-phenylchromen-3-yl)oxy-N-(1-phenylethyl)acetamide —— C27H25NO4
2-(6,7-dimethyl-4-oxo-2-phenylchromen-3-yl)oxy-N-(1-phenylethyl)acetamide
—— N-(4-carbamoyl-2-methylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C25H20N2O4
N-(4-carbamoyl-2-methylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— [8-chloro-3-hydroxy-2-(4-isopropylphenyl)-4-oxo-4H-chromen-6-yl]acetic acid —— C20H17ClO5
[8-chloro-3-hydroxy-2-(4-isopropylphenyl)-4-oxo-4H-chromen-6-yl]acetic acid
—— 4-Methylbenzenesulfonic acid 2-(2,3-dihydro-2-phenyl-4H-1-benzopyran-4-ylidene)hydrazide 4281-26-9 C22H20N2O3S
4-Methylbenzenesulfonic acid 2-(2,3-dihydro-2-phenyl-4H-1-benzopyran-4-ylidene)hydrazide
—— 9-(2-chlorophenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H17ClN4O
9-(2-chlorophenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 11-(2,5-dimethoxyphenyl)-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 —— C27H24N4O3
11-(2,5-dimethoxyphenyl)-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
—— 4-(4-Iodobutylsulfanyl)-2-phenylchromenylium —— C19H18IOS+
4-(4-Iodobutylsulfanyl)-2-phenylchromenylium
—— 1-(4-Fluorophenyl)-3-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea —— C22H18FN3OS
1-(4-Fluorophenyl)-3-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea
—— 1-[(2-Phenyl-2,3-dihydrochromen-4-ylidene)amino]-3-pyridin-3-ylthiourea —— C21H18N4OS
1-[(2-Phenyl-2,3-dihydrochromen-4-ylidene)amino]-3-pyridin-3-ylthiourea
—— 3-(3,4-dimethoxyphenyl)-2-nitro-3H-benzo[f]chromene —— C21H17NO5
3-(3,4-dimethoxyphenyl)-2-nitro-3H-benzo[f]chromene
—— 2-(4-hydroxyphenyl)-3,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-7-one —— C27H30O15
2-(4-hydroxyphenyl)-3,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-7-one
—— 2-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C22H17ClN2O2
2-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate —— C26H19NO7
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate —— C27H22O6
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C28H24O7
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate —— C24H18O6
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-tert-butylphenyl)prop-2-enoate —— C30H28O5
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-tert-butylphenyl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate —— C26H19ClO5
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-phenylprop-2-enoate —— C26H20O5
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-phenylprop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-methylphenyl)prop-2-enoate —— C27H22O5
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-methylphenyl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 2-(2,4-dichlorophenoxy)propanoate —— C26H20Cl2O6
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 2-(2,4-dichlorophenoxy)propanoate
—— 4-[(4-ethoxyphenyl)sulfonylamino]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C30H27N3O5S
4-[(4-ethoxyphenyl)sulfonylamino]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-5-one —— C28H32O17
4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-5-one
—— 9-(3-bromophenyl)-4-chloro-11-(2-fluorophenyl)-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 —— C25H17BrClFN4OS
9-(3-bromophenyl)-4-chloro-11-(2-fluorophenyl)-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
—— 9-(5-bromo-2-methoxyphenyl)-11-(4-fluorophenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H20BrFN4O2S
9-(5-bromo-2-methoxyphenyl)-11-(4-fluorophenyl)-14-methylsulfanyl-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-phenyl-3,4-dihydro-2H-1-benzopyran-4-ylidene)amino]-3-pyridinecarboxamide —— C21H17N3O2
N-[(2-phenyl-3,4-dihydro-2H-1-benzopyran-4-ylidene)amino]-3-pyridinecarboxamide
—— [[2-(6-bromo-4H-1,3-benzodioxin-8-yl)-7-methyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C19H18BrN3O3S
[[2-(6-bromo-4H-1,3-benzodioxin-8-yl)-7-methyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-3-fluorobenzamide —— C22H13ClFNO3
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-3-fluorobenzamide
—— 3-fluoro-N-[2-(4-fluorophenyl)-4-oxochromen-6-yl]benzamide —— C22H13F2NO3
3-fluoro-N-[2-(4-fluorophenyl)-4-oxochromen-6-yl]benzamide
—— 3-fluoro-N-[2-(2-methylphenyl)-4-oxochromen-6-yl]benzamide —— C23H16FNO3
3-fluoro-N-[2-(2-methylphenyl)-4-oxochromen-6-yl]benzamide
—— 3-fluoro-N-[4-oxo-2-(4-propan-2-ylphenyl)chromen-6-yl]benzamide —— C25H20FNO3
3-fluoro-N-[4-oxo-2-(4-propan-2-ylphenyl)chromen-6-yl]benzamide
—— 3-fluoro-N-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]benzamide —— C23H16FNO4
3-fluoro-N-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]benzamide
—— 3-fluoro-N-[2-(2-fluorophenyl)-4-oxochromen-6-yl]benzamide —— C22H13F2NO3
3-fluoro-N-[2-(2-fluorophenyl)-4-oxochromen-6-yl]benzamide
—— N-[2-(4-ethoxyphenyl)-4-oxochromen-6-yl]-3-fluorobenzamide —— C24H18FNO4
N-[2-(4-ethoxyphenyl)-4-oxochromen-6-yl]-3-fluorobenzamide
—— N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]-3-fluorobenzamide —— C26H22FNO3
N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]-3-fluorobenzamide
—— N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]-3-fluorobenzamide —— C24H18FNO5
N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]-3-fluorobenzamide
—— (2S)-N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide —— C22H21NO6
(2S)-N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide
—— (2R)-N-[2-(3-methylphenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide —— C21H19NO4
(2R)-N-[2-(3-methylphenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide