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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
—— (2S)-N-benzyl-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanamide —— C26H23NO5
(2S)-N-benzyl-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanamide
—— (2R)-2-[2-(4-tert-butylphenyl)-4-oxochromen-3-yl]oxy-N-(2,4-dimethoxyphenyl)propanamide —— C30H31NO6
(2R)-2-[2-(4-tert-butylphenyl)-4-oxochromen-3-yl]oxy-N-(2,4-dimethoxyphenyl)propanamide
—— (2S)-2-(4-oxo-2-phenylchromen-3-yl)oxy-N-[3-(trifluoromethyl)phenyl]butanamide —— C26H20F3NO4
(2S)-2-(4-oxo-2-phenylchromen-3-yl)oxy-N-[3-(trifluoromethyl)phenyl]butanamide
—— (2S)-N-(3,5-dichlorophenyl)-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxybutanamide —— C26H21Cl2NO4
(2S)-N-(3,5-dichlorophenyl)-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxybutanamide
—— (2R)-N-(1,3-benzothiazol-2-yl)-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanamide —— C26H20N2O4S
(2R)-N-(1,3-benzothiazol-2-yl)-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanamide
—— 2-(3,4-dimethoxyphenyl)-3-[(2R)-1-morpholin-4-yl-1-oxopropan-2-yl]oxychromen-4-one —— C24H25NO7
2-(3,4-dimethoxyphenyl)-3-[(2R)-1-morpholin-4-yl-1-oxopropan-2-yl]oxychromen-4-one
—— ethyl 2-[2-[[(2R)-2-[2-(2-chlorophenyl)-4-oxochromen-3-yl]oxypropanoyl]amino]-1,3-thiazol-4-yl]acetate —— C25H21ClN2O6S
ethyl 2-[2-[[(2R)-2-[2-(2-chlorophenyl)-4-oxochromen-3-yl]oxypropanoyl]amino]-1,3-thiazol-4-yl]acetate
—— (2S)-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-N-(3-methylphenyl)butanamide —— C28H27NO6
(2S)-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-N-(3-methylphenyl)butanamide
—— (2S)-4-ethoxy-2-(4-methoxyphenyl)-6-methyl-2H-chromene —— C19H20O3
(2S)-4-ethoxy-2-(4-methoxyphenyl)-6-methyl-2H-chromene
—— (2R,3S,4R,5R,6R)-6-[[(2S)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H20O12
(2R,3S,4R,5R,6R)-6-[[(2S)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (5Z)-3-ethyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H17NO2S2
(5Z)-3-ethyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-octyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C27H29NO2S2
(5Z)-3-octyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-[2-(3,4-dimethoxyphenyl)ethyl]-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C29H25NO4S2
(5Z)-3-[2-(3,4-dimethoxyphenyl)ethyl]-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-methyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H15NO2S2
(5Z)-3-methyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-hexyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C25H25NO2S2
(5Z)-3-hexyl-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-(3-methoxypropyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H21NO3S2
(5Z)-3-(3-methoxypropyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-(2-ethylhexyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C27H29NO2S2
(5Z)-3-(2-ethylhexyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C30H23N3O3S2
(5Z)-3-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one —— C20H13N3O2S
(5E)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one
—— (5Z)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H17NO2S2
(5Z)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-3-propan-2-yl-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H19NO2S2
(5Z)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-3-propan-2-yl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-3-(2-phenylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C27H21NO2S2
(5Z)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-3-(2-phenylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (E)-N-benzyl-2-cyano-3-(2-phenyl-2H-chromen-3-yl)prop-2-enamide —— C26H20N2O2
(E)-N-benzyl-2-cyano-3-(2-phenyl-2H-chromen-3-yl)prop-2-enamide
—— (E)-2-cyano-3-(2-phenyl-2H-chromen-3-yl)-N-prop-2-enylprop-2-enamide —— C22H18N2O2
(E)-2-cyano-3-(2-phenyl-2H-chromen-3-yl)-N-prop-2-enylprop-2-enamide
—— (5E)-2-(3-methyl-1-benzofuran-2-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one —— C29H19N3O3S
(5E)-2-(3-methyl-1-benzofuran-2-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one
—— (E)-2-cyano-N-ethyl-3-(2-phenyl-2H-chromen-3-yl)prop-2-enamide —— C21H18N2O2
(E)-2-cyano-N-ethyl-3-(2-phenyl-2H-chromen-3-yl)prop-2-enamide
—— (5Z)-3-(2-methylpropyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H21NO2S2
(5Z)-3-(2-methylpropyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2E)-2-(1H-benzimidazol-2-yl)-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]acetonitrile —— C26H19N3O2
(2E)-2-(1H-benzimidazol-2-yl)-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]acetonitrile
—— N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-[3-(trifluoromethyl)anilino]acetamide —— C24H20F3N3O2
N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-[3-(trifluoromethyl)anilino]acetamide
—— 4-[(2R)-3,4-dihydro-2H-chromen-2-yl]aniline —— C15H15NO
4-[(2R)-3,4-dihydro-2H-chromen-2-yl]aniline
—— (2R)-2-(1,3-benzodioxol-5-yl)-3,4-dihydro-2H-chromene —— C16H14O3
(2R)-2-(1,3-benzodioxol-5-yl)-3,4-dihydro-2H-chromene
—— 2-(benzotriazol-1-yl)-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C23H19N5O2
2-(benzotriazol-1-yl)-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— (5Z)-3-(2-methoxyethyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H19NO3S2
(5Z)-3-(2-methoxyethyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide —— C21H18N2O3S
N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide
—— (2R,3Z)-2-phenyl-3-(thiophen-3-ylmethylidene)chromen-4-one —— C20H14O2S
(2R,3Z)-2-phenyl-3-(thiophen-3-ylmethylidene)chromen-4-one
—— (2R,3S)-2-[(2R)-2-(4-nitrophenyl)-2-phenyl-1,3-benzodioxol-5-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C28H21NO8
(2R,3S)-2-[(2R)-2-(4-nitrophenyl)-2-phenyl-1,3-benzodioxol-5-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2S,3S,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C21H21O11+
(2S,3S,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— (2S)-2,4-diphenyl-2H-chromene —— C21H16O
(2S)-2,4-diphenyl-2H-chromene
—— (2R)-2,4-diphenyl-2H-chromene —— C21H16O
(2R)-2,4-diphenyl-2H-chromene
—— (2R,4S)-4-(2-methylphenyl)-2-phenyl-2,3-dihydrochromen-4-ol —— C22H20O2
(2R,4S)-4-(2-methylphenyl)-2-phenyl-2,3-dihydrochromen-4-ol
—— (2S,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-2,3,4,4-tetramethylchromene-5,7-diol —— C20H24O6
(2S,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-2,3,4,4-tetramethylchromene-5,7-diol
—— 2-(4-fluoroanilino)-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C23H20FN3O2
2-(4-fluoroanilino)-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C28H32O16
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 5-hydroxy-2-(4-hydroxyphenyl)-8-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C27H30O14
5-hydroxy-2-(4-hydroxyphenyl)-8-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— 7-[(2S,3R,4R,5S,6S)-3-[(2R,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C26H28O14
7-[(2S,3R,4R,5S,6S)-3-[(2R,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one —— C26H28O14
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-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 —— C27H30O15
5,7-dihydroxy-2-(4-hydroxyphenyl)-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
—— 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one —— C26H28O14
5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one —— C26H28O14
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
—— 3-[(2S,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C27H30O16
3-[(2S,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one