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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)-N-[2-(4-methylphenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)propanamide —— C25H16F5NO4
(2R)-N-[2-(4-methylphenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)propanamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)acetamide —— C23H11ClF5NO4
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)acetamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-3,5-dimethoxybenzamide —— C24H18ClNO5
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-3,5-dimethoxybenzamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-4-fluorobenzamide —— C22H13ClFNO3
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-4-fluorobenzamide
—— N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]-3,5-dimethoxybenzamide —— C26H23NO7
N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]-3,5-dimethoxybenzamide
—— N-[2-(3-methylphenyl)-4-oxochromen-6-yl]-1,3-benzodioxole-5-carboxamide —— C24H17NO5
N-[2-(3-methylphenyl)-4-oxochromen-6-yl]-1,3-benzodioxole-5-carboxamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-3,4,5-trimethoxybenzamide —— C25H20ClNO6
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-3,4,5-trimethoxybenzamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]cyclopropanecarboxamide —— C19H14ClNO3
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]cyclopropanecarboxamide
—— 2-chloro-N-[2-(2-chlorophenyl)-4-oxochromen-6-yl]benzamide —— C22H13Cl2NO3
2-chloro-N-[2-(2-chlorophenyl)-4-oxochromen-6-yl]benzamide
—— 4-tert-butyl-N-[2-(2-chlorophenyl)-4-oxochromen-6-yl]benzamide —— C26H22ClNO3
4-tert-butyl-N-[2-(2-chlorophenyl)-4-oxochromen-6-yl]benzamide
—— 2-chloro-N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]benzamide —— C22H13Cl2NO3
2-chloro-N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]benzamide
—— 4-chloro-N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]benzamide —— C24H18ClNO5
4-chloro-N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]benzamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-4-methoxybenzamide —— C23H16ClNO4
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-4-methoxybenzamide
—— N-[2-(2-chlorophenyl)-4-oxochromen-6-yl]thiophene-2-carboxamide —— C20H12ClNO3S
N-[2-(2-chlorophenyl)-4-oxochromen-6-yl]thiophene-2-carboxamide
—— (1aR,7S,7aR)-1,1-dichloro-1a-(3,4-dimethoxyphenyl)-7-(4-methylphenyl)-7,7a-dihydrocyclopropa[b]chromene —— C25H22Cl2O3
(1aR,7S,7aR)-1,1-dichloro-1a-(3,4-dimethoxyphenyl)-7-(4-methylphenyl)-7,7a-dihydrocyclopropa[b]chromene
—— N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]benzamide —— C24H19NO5
N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]benzamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]benzamide —— C22H14ClNO3
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]benzamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-2,2-dimethylpropanamide —— C20H18ClNO3
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-2,2-dimethylpropanamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-2-methylpropanamide —— C19H16ClNO3
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-2-methylpropanamide
—— (2R,3S,4R,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O11
(2R,3S,4R,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (1S,9S,12R)-11-oxo-N,9-diphenyl-8-oxa-10-azatricyclo[7.3.1.02,7]trideca-2,4,6-triene-12-carboxamide —— C24H20N2O3
(1S,9S,12R)-11-oxo-N,9-diphenyl-8-oxa-10-azatricyclo[7.3.1.02,7]trideca-2,4,6-triene-12-carboxamide
—— (1aR,7S,7aR)-1,1-dichloro-1a-(4-methoxyphenyl)-7-thiophen-2-yl-7,7a-dihydrocyclopropa[b]chromene —— C21H16Cl2O2S
(1aR,7S,7aR)-1,1-dichloro-1a-(4-methoxyphenyl)-7-thiophen-2-yl-7,7a-dihydrocyclopropa[b]chromene
—— (2R,3S,3'R)-3'-(4-fluorophenyl)-2-phenylspiro[2H-chromene-3,2'-oxirane]-4-one —— C22H15FO3
(2R,3S,3'R)-3'-(4-fluorophenyl)-2-phenylspiro[2H-chromene-3,2'-oxirane]-4-one
—— (2R,3S,3'R)-3'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,2'-oxirane]-4-one —— C23H18O4
(2R,3S,3'R)-3'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,2'-oxirane]-4-one
—— (6S,6aS,12aS)-6-phenyl-6,6a,7,12a-tetrahydrochromeno[3,2-c]chromene —— C22H18O2
(6S,6aS,12aS)-6-phenyl-6,6a,7,12a-tetrahydrochromeno[3,2-c]chromene
—— (1aR,7R,7aR)-1,1-dichloro-1a-(3,4-dimethoxyphenyl)-7-phenyl-7,7a-dihydrocyclopropa[b]chromene —— C24H20Cl2O3
(1aR,7R,7aR)-1,1-dichloro-1a-(3,4-dimethoxyphenyl)-7-phenyl-7,7a-dihydrocyclopropa[b]chromene
—— (2R)-2-(1,3-benzodioxol-5-yl)-6-bromo-3-nitro-2H-chromene —— C16H10BrNO5
(2R)-2-(1,3-benzodioxol-5-yl)-6-bromo-3-nitro-2H-chromene
—— abyssinone V 4'-methyl ether 201480-12-8 C26H30O5
abyssinone V 4'-methyl ether
—— (2R,3S,4S)-3-nitro-2-phenyl-3,4-dihydro-2H-chromen-4-ol —— C15H13NO4
(2R,3S,4S)-3-nitro-2-phenyl-3,4-dihydro-2H-chromen-4-ol
—— (3aR,4R,9bR)-2-methyl-4-(4-methylphenyl)-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole —— C18H18N2O4
(3aR,4R,9bR)-2-methyl-4-(4-methylphenyl)-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole
—— [2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(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-7-yl] hydrogen sulfate —— C27H30O19S
[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(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-7-yl] hydrogen sulfate
—— (E)-2-(benzo[d]thiazol-2-yl)-2-(6-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-ylidene)acetonitrile —— C25H16N2O3S
(E)-2-(benzo[d]thiazol-2-yl)-2-(6-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-ylidene)acetonitrile
—— 4-[(4-ethoxyphenyl)sulfonylamino]-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C30H27N3O5S
4-[(4-ethoxyphenyl)sulfonylamino]-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— N-[4-[(2S)-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxypropanoyl]phenyl]acetamide —— C28H25NO7
N-[4-[(2S)-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxypropanoyl]phenyl]acetamide
—— (2R)-N-(2-chlorophenyl)-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxybutanamide —— C27H24ClNO6
(2R)-N-(2-chlorophenyl)-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxybutanamide
—— (2R)-N-(4-acetamidophenyl)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxybutanamide —— C28H26N2O6
(2R)-N-(4-acetamidophenyl)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxybutanamide
—— (2R)-N-cyclohexyl-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanamide —— C25H27NO4
(2R)-N-cyclohexyl-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanamide
—— (2S)-N,N-diethyl-2-(4-oxo-2-phenylchromen-3-yl)oxypropanamide —— C22H23NO4
(2S)-N,N-diethyl-2-(4-oxo-2-phenylchromen-3-yl)oxypropanamide
—— (2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxy-N-(3-methylphenyl)butanamide —— C27H25NO5
(2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxy-N-(3-methylphenyl)butanamide
—— (2S)-N-(3-acetylphenyl)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanamide —— C27H23NO6
(2S)-N-(3-acetylphenyl)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanamide
—— (2S)-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxybutanamide —— C29H26N2O5S
(2S)-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxybutanamide
—— (2S)-N-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]-2-(4-oxo-2-phenylchromen-3-yl)oxypropanamide —— C28H22N2O5S
(2S)-N-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]-2-(4-oxo-2-phenylchromen-3-yl)oxypropanamide
—— (2R)-2-[2-(4-chlorophenyl)-4-oxochromen-3-yl]oxy-N,N-diethylpropanamide —— C22H22ClNO4
(2R)-2-[2-(4-chlorophenyl)-4-oxochromen-3-yl]oxy-N,N-diethylpropanamide
—— (2R)-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-N-(2-ethylphenyl)butanamide —— C29H29NO6
(2R)-2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-N-(2-ethylphenyl)butanamide
—— (2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxy-N-(4-phenoxyphenyl)butanamide —— C32H27NO6
(2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxy-N-(4-phenoxyphenyl)butanamide
—— (2R)-2-[2-(4-tert-butylphenyl)-4-oxochromen-3-yl]oxy-N-(4-ethoxyphenyl)butanamide —— C31H33NO5
(2R)-2-[2-(4-tert-butylphenyl)-4-oxochromen-3-yl]oxy-N-(4-ethoxyphenyl)butanamide
—— (2S)-2-[2-(2-chlorophenyl)-4-oxochromen-3-yl]oxy-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)butanamide —— C28H23ClN2O4S
(2S)-2-[2-(2-chlorophenyl)-4-oxochromen-3-yl]oxy-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)butanamide
—— methyl 4,5-dimethyl-2-[[(2R)-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoyl]amino]thiophene-3-carboxylate —— C27H25NO6S
methyl 4,5-dimethyl-2-[[(2R)-2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoyl]amino]thiophene-3-carboxylate
—— (2R)-N-benzyl-2-(4-oxo-2-phenylchromen-3-yl)oxypropanamide —— C25H21NO4
(2R)-N-benzyl-2-(4-oxo-2-phenylchromen-3-yl)oxypropanamide
—— ethyl 4,5-dimethyl-2-[[(2R)-2-(4-oxo-2-phenylchromen-3-yl)oxypropanoyl]amino]thiophene-3-carboxylate —— C27H25NO6S
ethyl 4,5-dimethyl-2-[[(2R)-2-(4-oxo-2-phenylchromen-3-yl)oxypropanoyl]amino]thiophene-3-carboxylate