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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
—— 3-[4-methoxy-3-methyl-5-(6-methyl-4-oxochromen-2-yl)phenyl]-1H-pyridin-2-one —— C23H19NO4
3-[4-methoxy-3-methyl-5-(6-methyl-4-oxochromen-2-yl)phenyl]-1H-pyridin-2-one
—— 3(2-fluorophenyl)-3(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran —— C26H19FO2
3(2-fluorophenyl)-3(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran
—— 3-(2-fluorophenyl)-8-methoxy-3-(4-methoxyphenyl)-3H-benzo[f]chromene —— C27H21FO3
3-(2-fluorophenyl)-8-methoxy-3-(4-methoxyphenyl)-3H-benzo[f]chromene
—— 2-(1,3-Benzodioxol-5-yl)-3,5-dihydroxy-8-methoxy-7-(3-methylbut-3-enoxy)chromen-4-one —— C22H20O8
2-(1,3-Benzodioxol-5-yl)-3,5-dihydroxy-8-methoxy-7-(3-methylbut-3-enoxy)chromen-4-one
—— 2-cyclopropyl-3-methyl-8-phenyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxylic acid —— C21H20N2O3
2-cyclopropyl-3-methyl-8-phenyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxylic acid
—— N-[[3-[8-(methanesulfonamido)-1-methoxy-6H-benzo[c]chromen-6-yl]phenyl]methyl]propane-1-sulfonamide —— C25H28N2O6S2
N-[[3-[8-(methanesulfonamido)-1-methoxy-6H-benzo[c]chromen-6-yl]phenyl]methyl]propane-1-sulfonamide
—— N-[2-(3-amino-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxochromen-5-yl]acetamide —— C18H16N2O5
N-[2-(3-amino-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxochromen-5-yl]acetamide
—— 3-[2-[2-Chloro-4-[1-(1,3-thiazolidin-5-ylidene)ethyl]phenoxy]ethoxy]-2-(3,4-difluorophenyl)chromen-4-one —— C28H22ClF2NO4S
3-[2-[2-Chloro-4-[1-(1,3-thiazolidin-5-ylidene)ethyl]phenoxy]ethoxy]-2-(3,4-difluorophenyl)chromen-4-one
—— (2S)-2-[3,4-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-6-(3,7-dimethylocta-2,6-dienyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one —— C30H36O6
(2S)-2-[3,4-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-6-(3,7-dimethylocta-2,6-dienyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— [2-[4-(3-Ethylheptanoyloxymethyl)phenyl]-5-methoxy-4-oxochromen-7-yl] 4-methylbenzoate —— C34H36O7
[2-[4-(3-Ethylheptanoyloxymethyl)phenyl]-5-methoxy-4-oxochromen-7-yl] 4-methylbenzoate
—— 5-chloro-4-[4-[4-(4-ethoxyanilino)phenyl]-2-(4-methylpiperazin-1-yl)chromeno[4,3-d][1,3]thiazol-4-yl]-N,N-diethyl-2-methylaniline;N'-ethyl-N'-[4-[4-(4-methoxyphenyl)-2-methylchromeno[4,3-d][1,3]thiazol-4-yl]phenyl]-N,N-dimethylethane-1,2-diamine —— C70H77ClN8O4S2
5-chloro-4-[4-[4-(4-ethoxyanilino)phenyl]-2-(4-methylpiperazin-1-yl)chromeno[4,3-d][1,3]thiazol-4-yl]-N,N-diethyl-2-methylaniline;N'-ethyl-N'-[4-[4-(4-methoxyphenyl)-2-methylchromeno[4,3-d][1,3]thiazol-4-yl]phenyl]-N,N-dimethylethane-1,2-diamine
—— (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2-(3-methylbut-2-enyl)-3H-chromen-4-one —— C20H20O5
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2-(3-methylbut-2-enyl)-3H-chromen-4-one
—— 3-nitro-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]pyridine —— C20H16N2O4
3-nitro-2-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]pyridine
—— 8-[[Hydroxy-(1-methylimidazol-4-yl)methyl]amino]-2-[2-(trifluoromethyl)phenyl]chromen-4-one —— C21H16F3N3O3
8-[[Hydroxy-(1-methylimidazol-4-yl)methyl]amino]-2-[2-(trifluoromethyl)phenyl]chromen-4-one
—— 5-[7-Decyl-2-(hydroxymethyl)-3-methylchromen-2-yl]benzene-1,2,3-triol —— C27H36O5
5-[7-Decyl-2-(hydroxymethyl)-3-methylchromen-2-yl]benzene-1,2,3-triol
—— [(3S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-4-oxo-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-3-yl]oxyoxan-2-yl]methyl 3-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate —— C48H56O28
[(3S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-4-oxo-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-3-yl]oxyoxan-2-yl]methyl 3-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
—— 3-Methoxy-7-(8-methylnona-3,7-dienyl)-2-(3,4,5-trihydroxyphenyl)chromen-4-one —— C26H28O6
3-Methoxy-7-(8-methylnona-3,7-dienyl)-2-(3,4,5-trihydroxyphenyl)chromen-4-one
—— [2-(3,4-Dihydroxyphenyl)-2,3,4,4-tetra(heptadecanoyl)-5,7-dihydroxychromen-3-yl] heptadecanoate —— C100H174O11
[2-(3,4-Dihydroxyphenyl)-2,3,4,4-tetra(heptadecanoyl)-5,7-dihydroxychromen-3-yl] heptadecanoate
—— [(3S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C36H36O17
[(3S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-3-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— morin 3-O-β-D-glucopyranoside —— C21H20O12
morin 3-O-β-D-glucopyranoside
—— (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-8-(4-hydroxy-3-methylbut-2-enyl)-7-methoxy-2,3-dihydrochromen-4-one —— C21H22O7
(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-8-(4-hydroxy-3-methylbut-2-enyl)-7-methoxy-2,3-dihydrochromen-4-one
—— [2-(3,4-dihydroxyphenyl)-4-hydroxy-4H-chromen-3-yl]oxymethylphosphonic acid —— C16H15O8P
[2-(3,4-dihydroxyphenyl)-4-hydroxy-4H-chromen-3-yl]oxymethylphosphonic acid
—— 6-bromo-2-(2-fluorophenyl)-3,4-dihydro-2H-chromene —— C15H12BrFO
6-bromo-2-(2-fluorophenyl)-3,4-dihydro-2H-chromene
—— 2-amino-1-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3-sulfanylpropan-1-one —— C18H19NO7S
2-amino-1-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3-sulfanylpropan-1-one
—— [(3S,4S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-[(2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-yl]oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate —— C37H38O18
[(3S,4S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-[(2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-yl]oxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
—— 6'-[4-fluoro-3-(methyliminomethyl)phenyl]-N,2-dimethyl-2'-phenylspiro[1,2,4-oxadiazolidine-5,4'-2,3-dihydrochromene]-3-imine —— C26H25FN4O2
6'-[4-fluoro-3-(methyliminomethyl)phenyl]-N,2-dimethyl-2'-phenylspiro[1,2,4-oxadiazolidine-5,4'-2,3-dihydrochromene]-3-imine
—— 5-[1-[4-[2-[6-fluoro-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyethylamino]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C29H23FN2O6S
5-[1-[4-[2-[6-fluoro-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyethylamino]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— 2-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-(dimethylamino)-4H-chromene-3-carbonitrile —— C19H17BrN2O3
2-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-(dimethylamino)-4H-chromene-3-carbonitrile
—— [2-(4-Hydroxyphenyl)-4-oxo-6-pentanoyl-3,5-di(pentanoyloxy)chromen-7-yl] pentanoate —— C35H42O10
[2-(4-Hydroxyphenyl)-4-oxo-6-pentanoyl-3,5-di(pentanoyloxy)chromen-7-yl] pentanoate
—— [2-methoxy-5-[7-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-trisulfooxyoxan-2-yl]oxymethyl]-3,4,5-trisulfooxyoxan-2-yl]oxy-4-oxo-5-sulfooxychromen-2-yl]phenyl] hydrogen sulfate 124779-75-5 C28H32O39S8
[2-methoxy-5-[7-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-6-methyl-3,4,5-trisulfooxyoxan-2-yl]oxymethyl]-3,4,5-trisulfooxyoxan-2-yl]oxy-4-oxo-5-sulfooxychromen-2-yl]phenyl] hydrogen sulfate
—— 6-bromo-2-ethyl-2'-ethylsulfanyl-2-phenylspiro[3H-chromene-4,4'-imidazole] —— C21H21BrN2OS
6-bromo-2-ethyl-2'-ethylsulfanyl-2-phenylspiro[3H-chromene-4,4'-imidazole]
—— 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-7-one —— C26H28O15
3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-7-one
—— 3,4-dihydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxychromen-5-one —— C17H14O7
3,4-dihydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxychromen-5-one
—— Ccxgg 163060-00-2 C41H45ClO22
Ccxgg
—— 4-hydroxy-2-(4-phenylmethoxyphenyl)-4H-chromen-3-one —— C22H18O4
4-hydroxy-2-(4-phenylmethoxyphenyl)-4H-chromen-3-one
—— 5-[(2'R)-2-amino-3'-methyl-5-oxo-2'-phenylspiro[1H-imidazole-4,4'-2,3-dihydrochromene]-6'-yl]pyridine-3-carbonitrile —— C24H19N5O2
5-[(2'R)-2-amino-3'-methyl-5-oxo-2'-phenylspiro[1H-imidazole-4,4'-2,3-dihydrochromene]-6'-yl]pyridine-3-carbonitrile
—— [2-(2-chlorophenyl)-5-hydroxy-8-[(3R)-3-hydroxy-1-methylpiperidin-4-yl]-4-oxochromen-7-yl] N-octadeca-9,12-dienoxycarbamate —— C40H53ClN2O7
[2-(2-chlorophenyl)-5-hydroxy-8-[(3R)-3-hydroxy-1-methylpiperidin-4-yl]-4-oxochromen-7-yl] N-octadeca-9,12-dienoxycarbamate
—— Methyl 2-[4-(dimethylamino)phenyl]-2-phenylbenzo[h]chromene-5-carboxylate;1-methylpiperidine —— C35H38N2O3
Methyl 2-[4-(dimethylamino)phenyl]-2-phenylbenzo[h]chromene-5-carboxylate;1-methylpiperidine
—— 3-methyl-8-phenyl-2-(trifluoromethyl)-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxylic acid —— C19H15F3N2O3
3-methyl-8-phenyl-2-(trifluoromethyl)-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxylic acid
—— 2-(2-chloro-5-methoxyphenyl)-8-[(2S,3R)-1-ethyl-2-(hydroxymethyl)pyrrolidin-3-yl]-5,7-dihydroxychromen-4-one —— C23H24ClNO6
2-(2-chloro-5-methoxyphenyl)-8-[(2S,3R)-1-ethyl-2-(hydroxymethyl)pyrrolidin-3-yl]-5,7-dihydroxychromen-4-one
—— 1-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,4-dihydrochromen-3-yl]butan-1-one —— C19H20O7
1-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,4-dihydrochromen-3-yl]butan-1-one
—— [5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl] (3S,4R,5S)-3,4,5,6-tetrahydroxy-2-oxohexanoate —— C21H18O11
[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl] (3S,4R,5S)-3,4,5,6-tetrahydroxy-2-oxohexanoate
—— 5-Bromo-3-methoxy-2-(3-methoxy-4-phenylmethoxyphenyl)chromen-4-one —— C24H19BrO5
5-Bromo-3-methoxy-2-(3-methoxy-4-phenylmethoxyphenyl)chromen-4-one
—— (2S)-5-hydroxy-7-methoxy-8-(3-oxobut-1-enyl)-2-phenyl-2,3-dihydrochromen-4-one —— C20H18O5
(2S)-5-hydroxy-7-methoxy-8-(3-oxobut-1-enyl)-2-phenyl-2,3-dihydrochromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]peroxychromen-4-one —— C21H20O12
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]peroxychromen-4-one
—— 3,5,6-Tris(2-methoxyethoxymethoxy)-2-phenylchromen-4-one —— C27H34O11
3,5,6-Tris(2-methoxyethoxymethoxy)-2-phenylchromen-4-one
—— (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(3-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-8-yl)oxy]oxane-3,4,5-triol —— C21H24O8
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(3-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-8-yl)oxy]oxane-3,4,5-triol
—— [2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3,4,4-tetra(pentanoyl)chromen-3-yl] pentanoate —— C40H54O11
[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3,4,4-tetra(pentanoyl)chromen-3-yl] pentanoate
—— (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-4,5-dihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C44H53O24+
(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-4,5-dihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— 3-hydroxy-N-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-pyridin-3-ylpropanamide —— C23H22N2O4
3-hydroxy-N-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-N-pyridin-3-ylpropanamide