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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)-4-chloro-6-methyl-2-phenyl-2H-chromene —— C16H13ClO
(2R)-4-chloro-6-methyl-2-phenyl-2H-chromene
—— (2S)-4-chloro-2-(4-chlorophenyl)-2H-chromene —— C15H10Cl2O
(2S)-4-chloro-2-(4-chlorophenyl)-2H-chromene
—— (2R)-4-chloro-2-phenyl-2H-chromene —— C15H11ClO
(2R)-4-chloro-2-phenyl-2H-chromene
—— (2S)-4,6,8-trichloro-2-phenyl-2H-chromene —— C15H9Cl3O
(2S)-4,6,8-trichloro-2-phenyl-2H-chromene
—— (2S)-4-chloro-2-(2-chlorophenyl)-2H-chromene —— C15H10Cl2O
(2S)-4-chloro-2-(2-chlorophenyl)-2H-chromene
—— (2R)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate —— C19H15O5-
(2R)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate
—— 4-(4-Nitrophenyl)imino-2-phenylchromen-6-ol —— C21H14N2O4
4-(4-Nitrophenyl)imino-2-phenylchromen-6-ol
—— 2-Ethoxyethyl 2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetate —— C22H22O6
2-Ethoxyethyl 2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetate
—— N-(2-methylphenyl)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetamide —— C25H21NO4
N-(2-methylphenyl)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetamide
—— Benzyl 2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetate —— C25H20O5
Benzyl 2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetate
—— (2S)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate —— C19H15O5-
(2S)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate
—— ethyl (2R)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate —— C21H20O5
ethyl (2R)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate
—— methyl (2S)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate —— C20H18O5
methyl (2S)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate
—— 2-[2-(4-Methylphenyl)-4-oxochromen-6-yl]oxyacetic acid —— C18H14O5
2-[2-(4-Methylphenyl)-4-oxochromen-6-yl]oxyacetic acid
—— 2-(4-Methylphenyl)-6-(2-propan-2-yloxyethoxy)chromen-4-one —— C21H22O4
2-(4-Methylphenyl)-6-(2-propan-2-yloxyethoxy)chromen-4-one
—— Ethyl 2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetate —— C20H18O5
Ethyl 2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetate
—— benzyl (2R)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate —— C26H22O5
benzyl (2R)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxypropanoate
—— 2-(4-Methylphenyl)-6-prop-2-enoxychromen-4-one —— C19H16O3
2-(4-Methylphenyl)-6-prop-2-enoxychromen-4-one
—— 6-Hexoxy-2-(4-methylphenyl)chromen-4-one —— C22H24O3
6-Hexoxy-2-(4-methylphenyl)chromen-4-one
—— 2-(4-Methylphenyl)-6-(2-oxo-2-piperidin-1-ylethoxy)chromen-4-one —— C23H23NO4
2-(4-Methylphenyl)-6-(2-oxo-2-piperidin-1-ylethoxy)chromen-4-one
—— 2-(4-Methylphenyl)-6-propoxychromen-4-one —— C19H18O3
2-(4-Methylphenyl)-6-propoxychromen-4-one
—— 2-(3,4-dimethoxyphenyl)-6-methyl-N-[(1S,2R)-2-methylcyclohexyl]chromen-4-imine —— C25H29NO3
2-(3,4-dimethoxyphenyl)-6-methyl-N-[(1S,2R)-2-methylcyclohexyl]chromen-4-imine
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[[(2S,3R,4R,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]chromen-4-one —— C21H20O13
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[[(2S,3R,4R,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]chromen-4-one
—— [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— [(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— (2R,3S,4R,5S,6R)-6-(5,8-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O11
(2R,3S,4R,5S,6R)-6-(5,8-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (2R,3S,4R,5S,6R)-6-(5,8-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylate —— C21H17O11-
(2R,3S,4R,5S,6R)-6-(5,8-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylate
—— [(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— 5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,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]oxychromen-4-one —— C28H32O14
5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,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]oxychromen-4-one
—— 5-hydroxy-2-(4-methoxyphenyl)-7-[(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 —— C28H32O14
5-hydroxy-2-(4-methoxyphenyl)-7-[(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
—— 5-hydroxy-2-(4-methoxyphenyl)-7-[(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 —— C28H32O14
5-hydroxy-2-(4-methoxyphenyl)-7-[(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-methoxyphenyl)-7-[(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 —— C28H32O14
5-hydroxy-2-(4-methoxyphenyl)-7-[(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-dihydroxyphenyl)-3,5-dihydroxy-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C26H28O16
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— methyl (2S)-2-[[(2S,3S,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate —— C27H29NO12S
methyl (2S)-2-[[(2S,3S,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate
—— methyl (2S)-2-[[(2R,3R,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate —— C27H29NO12S
methyl (2S)-2-[[(2R,3R,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate
—— methyl (2S)-2-[[(2R,3S,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate —— C27H29NO12S
methyl (2S)-2-[[(2R,3S,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]-4-methylsulfanylbutanoate
—— 3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C28H32O16
3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— ethyl 2-[[(2S,3S,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate —— C25H25NO12
ethyl 2-[[(2S,3S,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate
—— 3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C28H32O16
3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— ethyl 2-[[(2R,3S,4R,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate —— C25H25NO12
ethyl 2-[[(2R,3S,4R,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate
—— ethyl 2-[[(2R,3S,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate —— C25H25NO12
ethyl 2-[[(2R,3S,4S,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate
—— ethyl 2-[[(2S,3S,4R,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate —— C25H25NO12
ethyl 2-[[(2S,3S,4R,5S,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carbonyl]amino]acetate
—— 3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C28H32O16
3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— 3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C28H32O16
3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylmethoxyphenyl)propanoate —— C36H33NO8
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylmethoxyphenyl)propanoate
—— Neochamaejasmin B —— C30H22O10
Neochamaejasmin B
—— 4-[(2E)-2-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide —— C21H19N3O3S
4-[(2E)-2-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide
—— 4-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide —— C21H19N3O3S
4-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide
—— N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrazin-2-amine —— C19H16N4O
N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrazin-2-amine
—— N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrazin-2-amine —— C19H16N4O
N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrazin-2-amine