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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
—— 6,7-Dimethoxy-2-(3-methoxyphenyl)-3-nitrosochromen-4-one —— C18H15NO6
6,7-Dimethoxy-2-(3-methoxyphenyl)-3-nitrosochromen-4-one
—— (2R)-2-[(2R,3R)-3-(3,4-dimethoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4-hydroxy-5,7-dimethoxy-4H-chromen-3-one —— C28H28O10
(2R)-2-[(2R,3R)-3-(3,4-dimethoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4-hydroxy-5,7-dimethoxy-4H-chromen-3-one
—— 5,6,7-Trihydroxy-4'-methoxyflavanone —— C16H14O6
5,6,7-Trihydroxy-4'-methoxyflavanone
—— [2-(2-chlorophenyl)-7-hydroxy-8-[(3R)-3-hydroxy-1-methylpiperidin-4-yl]-4-oxochromen-5-yl] octadeca-9,12-dienyl carbonate —— C40H52ClNO7
[2-(2-chlorophenyl)-7-hydroxy-8-[(3R)-3-hydroxy-1-methylpiperidin-4-yl]-4-oxochromen-5-yl] octadeca-9,12-dienyl carbonate
—— [(Z)-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C18H16FN3O3S
[(Z)-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— 2-[3,4-Dihydroxy-2-(3-methylbut-2-enyl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)chromen-4-one —— C25H26O7
2-[3,4-Dihydroxy-2-(3-methylbut-2-enyl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
—— 2-(4-hydroxy-3,5-dimethoxyphenyl)-5,7-bis[[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-4-one —— C29H34O17
2-(4-hydroxy-3,5-dimethoxyphenyl)-5,7-bis[[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-4-one
—— [4-(5,8-Dimethoxy-4-oxochromen-2-yl)phenyl]methyl 3-ethylheptanoate —— C27H32O6
[4-(5,8-Dimethoxy-4-oxochromen-2-yl)phenyl]methyl 3-ethylheptanoate
—— methyl 4-methyl-2-[(2R)-7-(4-methylphenyl)sulfonyl-2H-pyrano[2,3-e]indol-2-yl]benzenesulfonate —— C26H23NO6S2
methyl 4-methyl-2-[(2R)-7-(4-methylphenyl)sulfonyl-2H-pyrano[2,3-e]indol-2-yl]benzenesulfonate
—— 3-Methyl-2-phenyl-8-(3-phenylprop-1-enyl)-7-prop-2-ynoxychromen-4-one —— C28H22O3
3-Methyl-2-phenyl-8-(3-phenylprop-1-enyl)-7-prop-2-ynoxychromen-4-one
—— 3-(4-Isothiocyanato-2-phenyl-4-propyl-2,3-dihydrochromen-6-yl)benzonitrile —— C26H22N2OS
3-(4-Isothiocyanato-2-phenyl-4-propyl-2,3-dihydrochromen-6-yl)benzonitrile
—— 2-[4-[4,5-Dihydroxy-2-(hydroxymethyl)-6-(4,5,6-trihydroxy-2-methyloxan-3-yl)oxyoxan-3-yl]oxyphenyl]-3,5-dihydroxy-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one —— C33H40O19
2-[4-[4,5-Dihydroxy-2-(hydroxymethyl)-6-(4,5,6-trihydroxy-2-methyloxan-3-yl)oxyoxan-3-yl]oxyphenyl]-3,5-dihydroxy-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
—— 3-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-1,3-benzothiazole-2-thione —— C22H17NO6S2
3-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-1,3-benzothiazole-2-thione
—— 6-Bromo-2',3'-dimethyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C19H17BrN2O2
6-Bromo-2',3'-dimethyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— (2S,3R,4S,5S,6R)-2-[3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoxy]-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C55H65O27+
(2S,3R,4S,5S,6R)-2-[3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoxy]-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— [5-Acetyloxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl] acetate —— C21H18O9
[5-Acetyloxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl] acetate
—— 3',4',7-O-trimethylpropolin G —— C33H46O8
3',4',7-O-trimethylpropolin G
—— 4-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C26H23N5O2S
4-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 2-(4-fluoroanilino)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C23H20FN3O2
2-(4-fluoroanilino)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 4-[4-(1H-imidazol-2-yl)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenol —— C19H18N2O3
4-[4-(1H-imidazol-2-yl)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenol
—— 6-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one —— C27H30O16
6-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
—— 7-hydroxy-2-phenyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O8
7-hydroxy-2-phenyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 2-(4-Hydroxyphenyl)-7-[[5-[3-(trifluoromethyl)phenyl]-1,2-oxazol-3-yl]methoxy]chromen-4-one —— C26H16F3NO5
2-(4-Hydroxyphenyl)-7-[[5-[3-(trifluoromethyl)phenyl]-1,2-oxazol-3-yl]methoxy]chromen-4-one
—— (E)-3-(4-hydroxy-2-methoxyphenyl)-1-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one —— C22H24O9
(E)-3-(4-hydroxy-2-methoxyphenyl)-1-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— [(3R)-2-(3,4-dihydroxyphenyl)-8-[(3R)-8-[(3R)-2-(3,4-dihydroxyphenyl)-8-[(3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-oxo-2,3,4,5,6,8-hexahydrochromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate —— C67H56O29
[(3R)-2-(3,4-dihydroxyphenyl)-8-[(3R)-8-[(3R)-2-(3,4-dihydroxyphenyl)-8-[(3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-oxo-2,3,4,5,6,8-hexahydrochromen-4-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
—— 4-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3-hydroxy-4-oxobutanoic acid —— C19H18O10
4-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3-hydroxy-4-oxobutanoic acid
—— 2-(3,4-Dihydroxyphenyl)-3-[3,4-dihydroxy-6-[(2,3,4-trihydroxy-3,5-dimethylcyclohexyl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one —— C29H34O14
2-(3,4-Dihydroxyphenyl)-3-[3,4-dihydroxy-6-[(2,3,4-trihydroxy-3,5-dimethylcyclohexyl)oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one
—— tert-butyl N-[2-(3-chloro-4-phenylmethoxyphenyl)-8-(1,1-dioxo-1,2-thiazolidin-2-yl)-4-oxo-3-phenylmethoxychromen-5-yl]-N-methylcarbamate —— C38H37ClN2O8S
tert-butyl N-[2-(3-chloro-4-phenylmethoxyphenyl)-8-(1,1-dioxo-1,2-thiazolidin-2-yl)-4-oxo-3-phenylmethoxychromen-5-yl]-N-methylcarbamate
—— 3-[1-Benzo[1,3]dioxol-5-yl-meth-(Z)-ylidene]-2-phenyl-chroman-4-one 67570-48-3 C23H16O4
3-[1-Benzo[1,3]dioxol-5-yl-meth-(Z)-ylidene]-2-phenyl-chroman-4-one
—— [2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-4-oxochromen-7-yl]peroxy-pentan-3-ylphosphinic acid —— C20H21O10P
[2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-4-oxochromen-7-yl]peroxy-pentan-3-ylphosphinic acid
—— 2,4-dimethyl-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C24H22N2O2
2,4-dimethyl-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 2-(3,4-dihydroxyphenyl)-8-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromenylium-3,5,7-triol —— C21H21O11+
2-(3,4-dihydroxyphenyl)-8-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromenylium-3,5,7-triol
—— 2-(3-Methoxy-2-methylphenyl)chromen-4-one —— C17H14O3
2-(3-Methoxy-2-methylphenyl)chromen-4-one
—— 4-[4-methoxy-3,5,7-tris(phenylmethoxy)-3,4-dihydro-2H-chromen-2-yl]-2-phenylmethoxyphenol —— C44H40O7
4-[4-methoxy-3,5,7-tris(phenylmethoxy)-3,4-dihydro-2H-chromen-2-yl]-2-phenylmethoxyphenol
—— 3,7-dihydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O11
3,7-dihydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— Ethane;3-methyl-2-phenylchromen-4-one —— C20H24O2
Ethane;3-methyl-2-phenylchromen-4-one
—— 2-[5-Hydroxy-2-(4-oxochromen-2-yl)phenyl]acetamide —— C17H13NO4
2-[5-Hydroxy-2-(4-oxochromen-2-yl)phenyl]acetamide
—— [(3R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-4-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C39H32O15
[(3R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-4-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4S)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one —— C21H20ClNO5
2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4S)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one
—— 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3R,4R)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one;hydrochloride —— C21H21Cl2NO5
2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3R,4R)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one;hydrochloride
—— 2-(2,3-Difluorophenyl)-3',6-dimethyl-2'-methylsulfanylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C20H18F2N2O2S
2-(2,3-Difluorophenyl)-3',6-dimethyl-2'-methylsulfanylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— (5-Hydroxy-7-morpholin-4-yl-4-oxo-2-phenylchromen-3-yl) trifluoromethanesulfonate —— C20H16F3NO7S
(5-Hydroxy-7-morpholin-4-yl-4-oxo-2-phenylchromen-3-yl) trifluoromethanesulfonate
—— 6-geranyl-3',4',5,7-tetramethoxyflavanone —— C29H36O6
6-geranyl-3',4',5,7-tetramethoxyflavanone
—— 3-Azido-2-phenylchromen-4-one —— C15H9N3O2
3-Azido-2-phenylchromen-4-one
—— 2'-methyl-2-methylsulfanyl-2'-phenylspiro[1H-imidazole-4,4'-3H-chromene]-5-one —— C19H18N2O2S
2'-methyl-2-methylsulfanyl-2'-phenylspiro[1H-imidazole-4,4'-3H-chromene]-5-one
—— 6-bromo-2,3'-dimethyl-2'-methylimino-2-phenylspiro[3H-chromene-4,5'-imidazolidine]-4'-one —— C20H20BrN3O2
6-bromo-2,3'-dimethyl-2'-methylimino-2-phenylspiro[3H-chromene-4,5'-imidazolidine]-4'-one
—— N-[(6-bromo-4-methyl-2-phenyl-2,3-dihydrochromen-4-yl)carbamothioyl]formamide —— C18H17BrN2O2S
N-[(6-bromo-4-methyl-2-phenyl-2,3-dihydrochromen-4-yl)carbamothioyl]formamide
—— ethyl 2-[(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]butanoate —— C21H20O6
ethyl 2-[(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]butanoate
—— 2'-Amino-6-bromo-3'-methyl-2-[2-(2-methylpropyl)phenyl]spiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C22H24BrN3O2
2'-Amino-6-bromo-3'-methyl-2-[2-(2-methylpropyl)phenyl]spiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— 2-(3,4-dihydroxyphenyl)-3-[(2S,5S)-3,4-dihydroxy-5-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one —— C33H40O21
2-(3,4-dihydroxyphenyl)-3-[(2S,5S)-3,4-dihydroxy-5-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one