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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-Dodecyl-2-(4-methylphenyl)chromenylium —— C28H37O+
4-Dodecyl-2-(4-methylphenyl)chromenylium
—— N-{(E)-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylidene}-1-phenylmethanamine —— C32H29NO3
N-{(E)-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylidene}-1-phenylmethanamine
—— 2-(2-methyl-1,3-thiazol-4-yl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C21H19N3O2S
2-(2-methyl-1,3-thiazol-4-yl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 4-chloro-9-(3-chlorophenyl)-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 —— C25H18Cl2N4O
4-chloro-9-(3-chlorophenyl)-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
—— 4-bromo-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide —— C21H17BrN2O3S
4-bromo-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide
—— 1-[[4-ethoxy-2-(4-fluorophenyl)-2H-chromen-3-yl]methyl]piperidine —— C23H26FNO2
1-[[4-ethoxy-2-(4-fluorophenyl)-2H-chromen-3-yl]methyl]piperidine
—— 1-{[4-ethoxy-2-(4-fluorophenyl)-2H-chromen-3-yl]methyl}piperidinium —— C23H27FNO2+
1-{[4-ethoxy-2-(4-fluorophenyl)-2H-chromen-3-yl]methyl}piperidinium
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3S,4S,6S)-4-hydroxy-6-methyl-5-oxo-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]chromen-4-one —— C27H28O14
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3S,4S,6S)-4-hydroxy-6-methyl-5-oxo-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]chromen-4-one
—— [4-[5-[3-[2-(3,4-Disulfooxyphenyl)-4-oxo-3,7-disulfooxychromen-5-yl]oxypropoxy]-4-oxo-3,7-disulfooxychromen-2-yl]-2-(trihydroxy-lambda4-sulfanyl)oxyphenyl] hydrogen sulfate —— C33H26O38S8
[4-[5-[3-[2-(3,4-Disulfooxyphenyl)-4-oxo-3,7-disulfooxychromen-5-yl]oxypropoxy]-4-oxo-3,7-disulfooxychromen-2-yl]-2-(trihydroxy-lambda4-sulfanyl)oxyphenyl] hydrogen sulfate
—— 3-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]-1,2-oxazole-5-carboxamide —— C24H21N3O4S
3-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]-1,2-oxazole-5-carboxamide
—— N-(1,2-oxazol-5-ylmethyl)-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide —— C23H19N3O4S
N-(1,2-oxazol-5-ylmethyl)-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide
—— N-(2-hydroxyethyl)-2-[(3-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C22H22N2O4S
N-(2-hydroxyethyl)-2-[(3-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— N-(3-aminopropyl)-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide —— C22H23N3O3S
N-(3-aminopropyl)-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide
—— 2-[[2-(2-fluoro-3-methoxyphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-N-(1,2-oxazol-5-ylmethyl)-1,3-thiazole-5-carboxamide —— C24H20FN3O5S
2-[[2-(2-fluoro-3-methoxyphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-N-(1,2-oxazol-5-ylmethyl)-1,3-thiazole-5-carboxamide
—— N-[2-(4-methyl-1,3-thiazol-2-yl)ethyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-amine —— C24H23N3O2S2
N-[2-(4-methyl-1,3-thiazol-2-yl)ethyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-amine
—— N-[2-(dimethylamino)ethyl]-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide —— C23H25N3O3S
N-[2-(dimethylamino)ethyl]-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide
—— N-[(2-methylpyridin-4-yl)methyl]-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide —— C26H23N3O3S
N-[(2-methylpyridin-4-yl)methyl]-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide
—— 5-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]-1-propan-2-ylpyrazole-4-sulfonamide —— C26H28N4O4S2
5-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]-1-propan-2-ylpyrazole-4-sulfonamide
—— 2-[[2-(2-ethylphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-N-[2-(2-oxoimidazolidin-1-yl)ethyl]-1,3-thiazole-5-carboxamide —— C26H28N4O4S
2-[[2-(2-ethylphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-N-[2-(2-oxoimidazolidin-1-yl)ethyl]-1,3-thiazole-5-carboxamide
—— N-[(1R)-1-(6-methoxypyridin-3-yl)propyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C28H27N3O4S
N-[(1R)-1-(6-methoxypyridin-3-yl)propyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrimidine-4-carboxamide —— C24H20N4O3S
N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrimidine-4-carboxamide
—— 2-[(3-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-(1,2-oxazol-5-ylmethyl)-1,3-thiazole-5-carboxamide —— C24H21N3O4S
2-[(3-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-(1,2-oxazol-5-ylmethyl)-1,3-thiazole-5-carboxamide
—— 2,6-dimethyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrimidine-4-carboxamide —— C26H24N4O3S
2,6-dimethyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrimidine-4-carboxamide
—— 1-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]imidazole-4-sulfonamide —— C23H22N4O4S2
1-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]imidazole-4-sulfonamide
—— 2-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyridine-4-carboxamide —— C26H23N3O3S
2-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyridine-4-carboxamide
—— 2-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrazole-3-carboxamide —— C24H22N4O3S
2-methyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrazole-3-carboxamide
—— N-[(2-ethylpyrazol-3-yl)methyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C25H24N4O3S
N-[(2-ethylpyrazol-3-yl)methyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— N-[(2-methoxypyridin-4-yl)methyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C26H23N3O4S
N-[(2-methoxypyridin-4-yl)methyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— 2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-(pyrimidin-4-ylmethyl)-1,3-thiazole-5-carboxamide —— C24H20N4O3S
2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-(pyrimidin-4-ylmethyl)-1,3-thiazole-5-carboxamide
—— (1R,2S)-2-[[2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carbonyl]amino]cyclohexane-1-carboxylic acid —— C26H26N2O5S
(1R,2S)-2-[[2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carbonyl]amino]cyclohexane-1-carboxylic acid
—— N-[2-(3,5-dimethyl-1,2-oxazol-4-yl)ethyl]-2-[[2-(3-hydroxyphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide —— C26H25N3O5S
N-[2-(3,5-dimethyl-1,2-oxazol-4-yl)ethyl]-2-[[2-(3-hydroxyphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide
—— N-butyl-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C23H24N2O3S
N-butyl-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— N-[(1S)-1-(4-cyclopropyl-1,3-thiazol-2-yl)ethyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C27H25N3O3S2
N-[(1S)-1-(4-cyclopropyl-1,3-thiazol-2-yl)ethyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— N-[1-(1,5-dimethylpyrazol-4-yl)ethyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C26H26N4O3S
N-[1-(1,5-dimethylpyrazol-4-yl)ethyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— 2-[[2-(3-fluoro-2-methoxyphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-N-(2-hydroxyethyl)-1,3-thiazole-5-carboxamide —— C22H21FN2O5S
2-[[2-(3-fluoro-2-methoxyphenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-N-(2-hydroxyethyl)-1,3-thiazole-5-carboxamide
—— N-(2-hydroxycyclopentyl)-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C24H24N2O4S
N-(2-hydroxycyclopentyl)-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— N-(1,2-oxazol-5-ylmethyl)-2-[[(2R)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide —— C23H19N3O4S
N-(1,2-oxazol-5-ylmethyl)-2-[[(2R)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide
—— N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2-[[2-(3-fluorophenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide —— C25H22FN5O3S
N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2-[[2-(3-fluorophenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide
—— 2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-[(2-pyrrolidin-1-ylpyridin-4-yl)methyl]-1,3-thiazole-5-carboxamide —— C29H28N4O3S
2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-[(2-pyrrolidin-1-ylpyridin-4-yl)methyl]-1,3-thiazole-5-carboxamide
—— 2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)-1,3-thiazole-5-carboxamide —— C26H21N5O3S
2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)-1,3-thiazole-5-carboxamide
—— N-(1-cyclopropyl-3-hydroxypropyl)-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide —— C25H26N2O4S
N-(1-cyclopropyl-3-hydroxypropyl)-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-5-carboxamide
—— N-(1,2-oxazol-5-ylmethyl)-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-4-carboxamide —— C23H19N3O4S
N-(1,2-oxazol-5-ylmethyl)-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]-1,3-thiazole-4-carboxamide
—— N-[(1-ethylpyrazol-4-yl)methyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C25H24N4O3S
N-[(1-ethylpyrazol-4-yl)methyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— 3-fluoro-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyridine-4-carboxamide —— C25H20FN3O3S
3-fluoro-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyridine-4-carboxamide
—— 2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-[(1S)-1-(4-propan-2-yl-1,3-thiazol-2-yl)ethyl]-1,3-thiazole-5-carboxamide —— C27H27N3O3S2
2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-[(1S)-1-(4-propan-2-yl-1,3-thiazol-2-yl)ethyl]-1,3-thiazole-5-carboxamide
—— N-[(2-methylpyridin-4-yl)methyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide —— C26H23N3O3S
N-[(2-methylpyridin-4-yl)methyl]-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole-5-carboxamide
—— (2S)-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrrolidine-2-carboxamide —— C24H25N3O3S
(2S)-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrrolidine-2-carboxamide
—— 1,5-dimethyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrazole-4-sulfonamide —— C24H24N4O4S2
1,5-dimethyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrazole-4-sulfonamide
—— 2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-(pyridin-4-ylmethyl)-1,3-thiazole-5-carboxamide —— C25H21N3O3S
2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-(pyridin-4-ylmethyl)-1,3-thiazole-5-carboxamide
—— 2-ethyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrazole-3-carboxamide —— C25H24N4O3S
2-ethyl-N-[[2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazol-5-yl]methyl]pyrazole-3-carboxamide