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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)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoate —— C19H15O6-
(2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoate
—— (2R,3Z)-3-[(4-methoxyphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O3
(2R,3Z)-3-[(4-methoxyphenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(2-methoxyphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O3
(2S,3Z)-3-[(2-methoxyphenyl)methylidene]-2-phenylchromen-4-one
—— cis-3-p-Anisylidenflavanon 19149-57-6 C23H18O3
cis-3-p-Anisylidenflavanon
—— (2R,3Z)-3-[(2-methoxyphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O3
(2R,3Z)-3-[(2-methoxyphenyl)methylidene]-2-phenylchromen-4-one
—— (2R)-3-[(4-chlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15ClO2
(2R)-3-[(4-chlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2S)-3-nitro-2-(4-propan-2-ylphenyl)-2H-chromene —— C18H17NO3
(2S)-3-nitro-2-(4-propan-2-ylphenyl)-2H-chromene
—— (2R)-3-nitro-2-(4-propan-2-ylphenyl)-2H-chromene —— C18H17NO3
(2R)-3-nitro-2-(4-propan-2-ylphenyl)-2H-chromene
—— (3S)-3-(4-chlorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H12ClNO3
(3S)-3-(4-chlorophenyl)-2-nitro-3H-benzo[f]chromene
—— (3R)-3-(4-chlorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H12ClNO3
(3R)-3-(4-chlorophenyl)-2-nitro-3H-benzo[f]chromene
—— (2S)-2-(2,4-dichlorophenyl)-3-nitro-2H-chromene —— C15H9Cl2NO3
(2S)-2-(2,4-dichlorophenyl)-3-nitro-2H-chromene
—— (2R)-6-chloro-2-(4-fluorophenyl)-3-nitro-2H-chromene —— C15H9ClFNO3
(2R)-6-chloro-2-(4-fluorophenyl)-3-nitro-2H-chromene
—— (3S)-3-(4-fluorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H12FNO3
(3S)-3-(4-fluorophenyl)-2-nitro-3H-benzo[f]chromene
—— (2R)-6-chloro-2-(3-methoxyphenyl)-3-nitro-2H-chromene —— C16H12ClNO4
(2R)-6-chloro-2-(3-methoxyphenyl)-3-nitro-2H-chromene
—— (2R)-6-chloro-2-(4-methoxyphenyl)-3-nitro-2H-chromene —— C16H12ClNO4
(2R)-6-chloro-2-(4-methoxyphenyl)-3-nitro-2H-chromene
—— (2R)-2-(4-fluorophenyl)-8-methoxy-3-nitro-2H-chromene —— C16H12FNO4
(2R)-2-(4-fluorophenyl)-8-methoxy-3-nitro-2H-chromene
—— (2S)-6-chloro-2-(4-fluorophenyl)-3-nitro-2H-chromene —— C15H9ClFNO3
(2S)-6-chloro-2-(4-fluorophenyl)-3-nitro-2H-chromene
—— (2S)-6-chloro-2-(3-methoxyphenyl)-3-nitro-2H-chromene —— C16H12ClNO4
(2S)-6-chloro-2-(3-methoxyphenyl)-3-nitro-2H-chromene
—— (2S)-6,8-dichloro-2-(4-fluorophenyl)-3-nitro-2H-chromene —— C15H8Cl2FNO3
(2S)-6,8-dichloro-2-(4-fluorophenyl)-3-nitro-2H-chromene
—— (2S)-6-chloro-2-(2-chlorophenyl)-3-nitro-2H-chromene —— C15H9Cl2NO3
(2S)-6-chloro-2-(2-chlorophenyl)-3-nitro-2H-chromene
—— (2R)-6,8-dichloro-2-(4-fluorophenyl)-3-nitro-2H-chromene —— C15H8Cl2FNO3
(2R)-6,8-dichloro-2-(4-fluorophenyl)-3-nitro-2H-chromene
—— (2S)-6-chloro-2-(4-methoxyphenyl)-3-nitro-2H-chromene —— C16H12ClNO4
(2S)-6-chloro-2-(4-methoxyphenyl)-3-nitro-2H-chromene
—— (2S)-3-nitro-2-(3,4,5-trimethoxyphenyl)-2H-chromene —— C18H17NO6
(2S)-3-nitro-2-(3,4,5-trimethoxyphenyl)-2H-chromene
—— (2R)-3-nitro-2-(3,4,5-trimethoxyphenyl)-2H-chromene —— C18H17NO6
(2R)-3-nitro-2-(3,4,5-trimethoxyphenyl)-2H-chromene
—— (2R)-2-(2-chloro-6-fluorophenyl)-3-nitro-2H-chromene —— C15H9ClFNO3
(2R)-2-(2-chloro-6-fluorophenyl)-3-nitro-2H-chromene
—— (2S)-2-(4-methylsulfanylphenyl)-3-nitro-2H-chromene —— C16H13NO3S
(2S)-2-(4-methylsulfanylphenyl)-3-nitro-2H-chromene
—— (2R)-5-methoxy-8,8-dimethyl-2-phenyl-2,3-dihydropyrano[2,3-h]chromen-4-one —— C21H20O4
(2R)-5-methoxy-8,8-dimethyl-2-phenyl-2,3-dihydropyrano[2,3-h]chromen-4-one
—— (3S)-2-nitro-3-phenyl-3H-benzo[f]chromene —— C19H13NO3
(3S)-2-nitro-3-phenyl-3H-benzo[f]chromene
—— 3-Methyl-4-oxo-2-phenylchromene-8-carboxylate —— C17H11O4-
3-Methyl-4-oxo-2-phenylchromene-8-carboxylate
—— (2R)-2-(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxypropanoate —— C18H13O6-
(2R)-2-(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxypropanoate
—— Quercetin 3-O-(2'',3''-digalloyl)-beta-D-galactopyranoside —— C35H28O20
Quercetin 3-O-(2'',3''-digalloyl)-beta-D-galactopyranoside
—— (S)-2-(2,5-Dihydroxy-phenyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one —— C17H16O6
(S)-2-(2,5-Dihydroxy-phenyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
—— 2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,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 —— C27H30O15
2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,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
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-chromene-6,7-diol —— C16H16O6
(2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-chromene-6,7-diol
—— (3aS,7aR)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-6-methyl-2-(3-phenoxyphenyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione —— C39H33NO8
(3aS,7aR)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-6-methyl-2-(3-phenoxyphenyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione
—— (3aS,7aR)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-2-ethyl-6-methyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione —— C29H29NO7
(3aS,7aR)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-2-ethyl-6-methyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione
—— (3aS,7aR)-2-(4-bromophenyl)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-6-methyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione —— C33H28BrNO7
(3aS,7aR)-2-(4-bromophenyl)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-6-methyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione
—— (3aR,7aS)-2-(4-bromophenyl)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-6-methyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione —— C33H28BrNO7
(3aR,7aS)-2-(4-bromophenyl)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-6-methyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione
—— (3aR,7aS)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-6-methyl-2-(3-phenoxyphenyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione —— C39H33NO8
(3aR,7aS)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-6-methyl-2-(3-phenoxyphenyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione
—— (2R,3R)-2-(3-bromo-4-methoxyphenyl)-3-hydroxy-6-methoxy-2,3-dihydrochromen-4-one —— C17H15BrO5
(2R,3R)-2-(3-bromo-4-methoxyphenyl)-3-hydroxy-6-methoxy-2,3-dihydrochromen-4-one
—— (4R)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-6-methyl-2-phenyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione —— C33H29NO7
(4R)-4-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]-6-methyl-2-phenyl-3a,4,7,7a-tetrahydroisoindole-1,3-dione
—— (2R,3R)-2-(4-Bromo-phenyl)-3-hydroxy-chroman-4-one —— C15H11BrO3
(2R,3R)-2-(4-Bromo-phenyl)-3-hydroxy-chroman-4-one
—— (2R,3R)-2-(1,3-benzodioxol-5-yl)-3-hydroxy-7-methoxy-2,3-dihydrochromen-4-one —— C17H14O6
(2R,3R)-2-(1,3-benzodioxol-5-yl)-3-hydroxy-7-methoxy-2,3-dihydrochromen-4-one
—— (4aS)-3,3-dimethyl-5-phenyl-4a,5-dihydrochromeno[4,3-c][1,5,2]dioxazine —— C18H17NO3
(4aS)-3,3-dimethyl-5-phenyl-4a,5-dihydrochromeno[4,3-c][1,5,2]dioxazine
—— (2R,3S,4E)-2-phenyl-4-phenylmethoxyimino-2,3-dihydrochromen-3-ol —— C22H19NO3
(2R,3S,4E)-2-phenyl-4-phenylmethoxyimino-2,3-dihydrochromen-3-ol
—— [(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C16H15N3OS
[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— [(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C16H15N3OS
[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— N-[(4E)-2-(4-methoxyphenyl)-6-methyl-4H-chromen-4-ylidene]hydroxylamine —— C17H15NO3
N-[(4E)-2-(4-methoxyphenyl)-6-methyl-4H-chromen-4-ylidene]hydroxylamine
—— (NE)-N-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]hydroxylamine —— C18H17NO3
(NE)-N-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]hydroxylamine
—— (NE)-N-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]hydroxylamine —— C19H19NO4
(NE)-N-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]hydroxylamine