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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
—— [(2R)-1-(4-cyanoanilino)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C27H20N2O5
[(2R)-1-(4-cyanoanilino)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [(2R)-1-(4-acetamidophenyl)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C28H23NO6
[(2R)-1-(4-acetamidophenyl)-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [(2S)-1-oxo-1-(2,2,2-trifluoroethylamino)propan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C22H18F3NO5
[(2S)-1-oxo-1-(2,2,2-trifluoroethylamino)propan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [(2R)-1-[(3,5-dichloropyridin-2-yl)amino]-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H18Cl2N2O5
[(2R)-1-[(3,5-dichloropyridin-2-yl)amino]-1-oxopropan-2-yl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxy-N-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)acetamide —— C32H31N3O7
2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxy-N-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)acetamide
—— N-(3-chloro-2-methylphenyl)-2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetamide —— C28H26ClNO6
N-(3-chloro-2-methylphenyl)-2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetamide
—— 2-(2-Chlorophenyl)-5,7-dimethyl-3-(2-morpholin-4-yl-2-oxoethoxy)chromen-4-one —— C23H22ClNO5
2-(2-Chlorophenyl)-5,7-dimethyl-3-(2-morpholin-4-yl-2-oxoethoxy)chromen-4-one
—— 2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxy-N-(2-methylpropyl)acetamide —— C25H29NO6
2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxy-N-(2-methylpropyl)acetamide
—— 2-(4-Methoxyphenyl)-5,7-dimethyl-3-[2-(4-methylpiperazin-1-yl)-2-oxoethoxy]chromen-4-one —— C25H28N2O5
2-(4-Methoxyphenyl)-5,7-dimethyl-3-[2-(4-methylpiperazin-1-yl)-2-oxoethoxy]chromen-4-one
—— 2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxy-N-phenylacetamide —— C27H25NO6
2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxy-N-phenylacetamide
—— 2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxy-N-(2-methoxyphenyl)acetamide —— C28H27NO7
2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxy-N-(2-methoxyphenyl)acetamide
—— N-(3-chlorophenyl)-2-[2-(4-methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetamide —— C26H22ClNO5
N-(3-chlorophenyl)-2-[2-(4-methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetamide
—— [2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] 3,4,5-trimethoxybenzoate —— C28H26O8
[2-(4-Methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] 3,4,5-trimethoxybenzoate
—— 2-(4-Methoxyphenyl)-5,7-dimethyl-3-propan-2-yloxychromen-4-one —— C21H22O4
2-(4-Methoxyphenyl)-5,7-dimethyl-3-propan-2-yloxychromen-4-one
—— [2-(2-Chlorophenyl)-5,7-dimethyl-4-oxochromen-3-yl] 2-methylpropanoate —— C21H19ClO4
[2-(2-Chlorophenyl)-5,7-dimethyl-4-oxochromen-3-yl] 2-methylpropanoate
—— 2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-3-[2-(4-methylpiperazin-1-yl)-2-oxoethoxy]chromen-4-one —— C26H30N2O6
2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-3-[2-(4-methylpiperazin-1-yl)-2-oxoethoxy]chromen-4-one
—— [2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] butanoate —— C23H24O6
[2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] butanoate
—— 2-(2-Chlorophenyl)-3-ethoxy-5,7-dimethylchromen-4-one —— C19H17ClO3
2-(2-Chlorophenyl)-3-ethoxy-5,7-dimethylchromen-4-one
—— (2R)-2-[5,7-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoic acid —— C21H20O5
(2R)-2-[5,7-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoic acid
—— methyl (2R)-2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate —— C23H24O7
methyl (2R)-2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate
—— N-(3-chlorophenyl)-2-[2-(3,4-dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide —— C27H24ClNO6
N-(3-chlorophenyl)-2-[2-(3,4-dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide
—— Methyl 4-[[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxymethyl]benzoate —— C28H26O7
Methyl 4-[[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxymethyl]benzoate
—— [2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] methyl carbonate —— C21H20O7
[2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] methyl carbonate
—— 2-[2-(3,4-dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxy-N-(2,3-dimethylphenyl)acetamide —— C29H29NO6
2-[2-(3,4-dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxy-N-(2,3-dimethylphenyl)acetamide
—— ethyl (2R)-2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C23H24O5
ethyl (2R)-2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— [2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] thiophene-2-carboxylate —— C24H20O6S
[2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] thiophene-2-carboxylate
—— 2-[2-(4-Methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide —— C20H19NO5
2-[2-(4-Methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide
—— N-[4-[2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetyl]phenyl]acetamide —— C28H25NO6
N-[4-[2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetyl]phenyl]acetamide
—— N-(2-methoxyphenyl)-2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide —— C27H25NO6
N-(2-methoxyphenyl)-2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide
—— [2-(4-Methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] 3-(benzenesulfonamido)propanoate —— C27H25NO7S
[2-(4-Methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] 3-(benzenesulfonamido)propanoate
—— [2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] furan-2-carboxylate —— C24H20O7
[2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] furan-2-carboxylate
—— 2-[2-(3,4-dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxy-N-(4-ethoxyphenyl)acetamide —— C29H29NO7
2-[2-(3,4-dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxy-N-(4-ethoxyphenyl)acetamide
—— [6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] thiophene-2-carboxylate —— C23H18O4S
[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] thiophene-2-carboxylate
—— N-(4-ethoxyphenyl)-2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide —— C28H27NO6
N-(4-ethoxyphenyl)-2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide
—— [2-(2-Chlorophenyl)-6,8-dimethyl-4-oxochromen-3-yl] pyridine-4-carboxylate —— C23H16ClNO4
[2-(2-Chlorophenyl)-6,8-dimethyl-4-oxochromen-3-yl] pyridine-4-carboxylate
—— [2-(4-Methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] 5-bromopyridine-3-carboxylate —— C24H18BrNO5
[2-(4-Methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] 5-bromopyridine-3-carboxylate
—— [6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 2,2-dimethylpropanoate —— C23H24O4
[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 2,2-dimethylpropanoate
—— [6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] acetate —— C20H18O4
[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] acetate
—— ethyl (2S)-2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C23H24O5
ethyl (2S)-2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 2-Methylpropyl 2-[[2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetyl]amino]-4-methyl-1,3-thiazole-5-carboxylate —— C29H30N2O7S
2-Methylpropyl 2-[[2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetyl]amino]-4-methyl-1,3-thiazole-5-carboxylate
—— 2-[2-(2-Chlorophenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide —— C19H16ClNO4
2-[2-(2-Chlorophenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetamide
—— 2-[[2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetyl]amino]-N,N,4-trimethyl-1,3-thiazole-5-carboxamide —— C27H27N3O6S
2-[[2-[2-(4-methoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetyl]amino]-N,N,4-trimethyl-1,3-thiazole-5-carboxamide
—— [(2'R,6S)-4,4-dimethyl-2'-phenyl-2-sulfanylidenespiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-7'-yl] acetate —— C22H24N2O3S
[(2'R,6S)-4,4-dimethyl-2'-phenyl-2-sulfanylidenespiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-7'-yl] acetate
—— (2'S,6R)-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-thione —— C20H22N2O2S
(2'S,6R)-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-thione
—— (2'R,6S)-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-thione —— C20H22N2O2S
(2'R,6S)-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-thione
—— (2R,3S,3'S)-3'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,2'-oxirane]-4-one —— C23H18O4
(2R,3S,3'S)-3'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,2'-oxirane]-4-one
—— 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C33H42O19
2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C33H42O19
2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C33H42O19
2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C28H34O15
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one