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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
—— 2-[(Z)-[(2R)-2-(3,4-dimethoxyphenyl)-2,3-dihydrochromen-4-ylidene]amino]oxy-N,N-diethylethanamine —— C23H30N2O4
2-[(Z)-[(2R)-2-(3,4-dimethoxyphenyl)-2,3-dihydrochromen-4-ylidene]amino]oxy-N,N-diethylethanamine
—— 3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C26H28O15
3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— methyl 3,4,5-trihydroxy-6-[4-hydroxy-2-(4-hydroxyphenyl)-5-oxochromen-7-yl]oxyoxane-2-carboxylate —— C22H20O11
methyl 3,4,5-trihydroxy-6-[4-hydroxy-2-(4-hydroxyphenyl)-5-oxochromen-7-yl]oxyoxane-2-carboxylate
—— 6-(4-methoxyphenyl)-7-[3-(4-methoxyphenyl)prop-2-enyl]-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene —— C27H26O5
6-(4-methoxyphenyl)-7-[3-(4-methoxyphenyl)prop-2-enyl]-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— 2-(Diethylamino)ethyl 2-(4-oxo-2-phenylchromen-8-yl)propanoate —— C24H27NO4
2-(Diethylamino)ethyl 2-(4-oxo-2-phenylchromen-8-yl)propanoate
—— (2S)-8-[5-[(2R)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C30H22O10
(2S)-8-[5-[(2R)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— (2R)-8-[5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C30H22O10
(2R)-8-[5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 2-Morpholin-4-ylethyl 2-(4-oxo-2-phenylchromen-8-yl)oxyacetate —— C23H23NO6
2-Morpholin-4-ylethyl 2-(4-oxo-2-phenylchromen-8-yl)oxyacetate
—— 8-[2-(Diethylamino)ethoxymethyl]-2-phenylchromen-4-one —— C22H25NO3
8-[2-(Diethylamino)ethoxymethyl]-2-phenylchromen-4-one
—— 2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(Z)-3-methylbut-1-enyl]-3-(3-methylbut-2-enyl)chromen-4-one —— C26H28O6
2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(Z)-3-methylbut-1-enyl]-3-(3-methylbut-2-enyl)chromen-4-one
—— N,N-diethyl-2-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxyethanamine —— C21H26N2O2
N,N-diethyl-2-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]oxyethanamine
—— 1-[4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one —— C28H36O15
1-[4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
—— 1-[4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one —— C28H36O15
1-[4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
—— 1-[4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one —— C28H36O15
1-[4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
—— 1-[4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one —— C28H36O15
1-[4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
—— 3-nitroso-2-phenyl-2<i>H</i>-chromen-4-ol —— C15H11NO3
3-nitroso-2-phenyl-2<i>H</i>-chromen-4-ol
—— 4-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-5-one —— C33H40O19
4-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-5-one
—— (2S,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C30H26O12
(2S,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2S,3R,4R)-2-[[(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol —— C30H26O14
(2S,3R,4R)-2-[[(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol
—— (2S,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C30H26O12
(2S,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2S,3R,4R)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol —— C30H26O14
(2S,3R,4R)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol
—— (2S,3R,4R)-2-[[(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol —— C30H26O14
(2S,3R,4R)-2-[[(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol
—— N-[2-[[2-hydroxy-3-[2-(4-methylphenyl)-4-oxochromen-7-yl]oxypropyl]amino]ethyl]propanamide —— C24H28N2O5
N-[2-[[2-hydroxy-3-[2-(4-methylphenyl)-4-oxochromen-7-yl]oxypropyl]amino]ethyl]propanamide
—— 6-[5-(4,5-dihydroxy-7-oxochromen-2-yl)-2-hydroxyphenyl]-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C30H18O10
6-[5-(4,5-dihydroxy-7-oxochromen-2-yl)-2-hydroxyphenyl]-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 4-hydroxy-2-(5-hydroxy-2,4-dimethoxyphenyl)-3,7-dimethoxychromen-5-one —— C19H18O8
4-hydroxy-2-(5-hydroxy-2,4-dimethoxyphenyl)-3,7-dimethoxychromen-5-one
—— 2-(2,6-dihydroxyphenyl)-3,4,5-trihydroxychromen-7-one —— C15H10O7
2-(2,6-dihydroxyphenyl)-3,4,5-trihydroxychromen-7-one
—— 2-(2,4-dihydroxyphenyl)-4,7-dihydroxy-3,8-bis(3-methylbut-2-enyl)chromen-5-one —— C25H26O6
2-(2,4-dihydroxyphenyl)-4,7-dihydroxy-3,8-bis(3-methylbut-2-enyl)chromen-5-one
—— 7,4'',7'''',4''''''-O-methyl-amentoflavone —— C34H26O10
7,4'',7'''',4''''''-O-methyl-amentoflavone
—— 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-7-one —— C16H12O6
3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-7-one
—— 4,5-dihydroxy-6-methoxy-2-phenylchromen-7-one —— C16H12O5
4,5-dihydroxy-6-methoxy-2-phenylchromen-7-one
—— 2-(2,4-dimethoxyphenyl)-4,5-dihydroxychromen-7-one —— C17H14O6
2-(2,4-dimethoxyphenyl)-4,5-dihydroxychromen-7-one
—— 3,4-dihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-5-one —— C16H12O6
3,4-dihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-5-one
—— (2R,3R,4R,5R)-2-[[(2S,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol —— C20H22O10
(2R,3R,4R,5R)-2-[[(2S,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O12
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O12
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— (2R,3R,4R,5R)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol —— C20H22O10
(2R,3R,4R,5R)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O12
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— (2R,3R,4R,5R)-2-[[(2S,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol —— C20H22O10
(2R,3R,4R,5R)-2-[[(2S,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol
—— 3,4-dihydroxy-5-methoxy-2-phenylchromen-7-one —— C16H12O5
3,4-dihydroxy-5-methoxy-2-phenylchromen-7-one
—— 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C23H24O11
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C23H24O11
5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— Sodium 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-2-sulfo-3,4-dihydro-2H-1-benzopyran-7-olate 28396-69-2 C15H13NaO9S
Sodium 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-2-sulfo-3,4-dihydro-2H-1-benzopyran-7-olate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C21H20O11
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C21H20O11
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C21H20O11
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C21H20O11
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3,4,5-trihydroxychromen-7-one —— C20H18O7
2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-3,4,5-trihydroxychromen-7-one
—— (2S)-3,3-dihydroxy-2-methoxy-2-(4-methoxyphenyl)chromen-4-one —— C17H16O6
(2S)-3,3-dihydroxy-2-methoxy-2-(4-methoxyphenyl)chromen-4-one
—— (6R)-3,6-dimethoxy-6-(4-methoxyphenyl)chromeno[4,3-b]quinoxaline —— C24H20N2O4
(6R)-3,6-dimethoxy-6-(4-methoxyphenyl)chromeno[4,3-b]quinoxaline
—— 9-(4-bromophenyl)-11-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19BrN4O2
9-(4-bromophenyl)-11-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene