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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
—— N-[(2R)-2-hydroxy-2-naphthalen-2-ylethyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C29H23NO4
N-[(2R)-2-hydroxy-2-naphthalen-2-ylethyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-[(2S)-2-hydroxy-2-naphthalen-2-ylethyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C29H23NO4
N-[(2S)-2-hydroxy-2-naphthalen-2-ylethyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-(2-methoxyethyl)-2-{[2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}acetamide —— C21H21NO6
N-(2-methoxyethyl)-2-{[2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}acetamide
—— 3-methyl-4-oxo-N-pentan-3-yl-2-phenylchromene-8-carboxamide —— C22H23NO3
3-methyl-4-oxo-N-pentan-3-yl-2-phenylchromene-8-carboxamide
—— N-(2,5-dimethoxyphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C25H21NO5
N-(2,5-dimethoxyphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-(4-chloro-2-fluorophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C23H15ClFNO3
N-(4-chloro-2-fluorophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-(4-methoxybenzyl)-3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxamide —— C25H21NO4
N-(4-methoxybenzyl)-3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxamide
—— N-(3,4-difluorophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C23H15F2NO3
N-(3,4-difluorophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 3-methyl-N-[(2E)-4-methyl-1,3-thiazol-2(3H)-ylidene]-4-oxo-2-phenyl-4H-chromene-8-carboxamide —— C21H16N2O3S
3-methyl-N-[(2E)-4-methyl-1,3-thiazol-2(3H)-ylidene]-4-oxo-2-phenyl-4H-chromene-8-carboxamide
—— N-(2,5-difluorophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C23H15F2NO3
N-(2,5-difluorophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-[2-(4-methoxyphenyl)ethyl]-3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxamide —— C26H23NO4
N-[2-(4-methoxyphenyl)ethyl]-3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxamide
—— N-[(2R)-2-cyanopropyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C21H18N2O3
N-[(2R)-2-cyanopropyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-[(2S)-2-cyanopropyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C21H18N2O3
N-[(2S)-2-cyanopropyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 2-hydroxy-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C22H18N2O3
2-hydroxy-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— 3-methyl-N-[(2R,3S)-3-morpholin-4-ylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide —— C25H28N2O4
3-methyl-N-[(2R,3S)-3-morpholin-4-ylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide
—— 3-methyl-N-[(2S,3S)-3-morpholin-4-ylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide —— C25H28N2O4
3-methyl-N-[(2S,3S)-3-morpholin-4-ylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide
—— 3-methyl-N-[(2S,3R)-3-morpholin-4-ylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide —— C25H28N2O4
3-methyl-N-[(2S,3R)-3-morpholin-4-ylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide
—— 3-methyl-N-[(2R,3R)-3-morpholin-4-ylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide —— C25H28N2O4
3-methyl-N-[(2R,3R)-3-morpholin-4-ylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide
—— (2S)-7-hydroxy-2-(4-phenylphenyl)-2,3-dihydrochromen-4-one —— C21H16O3
(2S)-7-hydroxy-2-(4-phenylphenyl)-2,3-dihydrochromen-4-one
—— (2R)-7-hydroxy-2-(4-phenylphenyl)-2,3-dihydrochromen-4-one —— C21H16O3
(2R)-7-hydroxy-2-(4-phenylphenyl)-2,3-dihydrochromen-4-one
—— (4S)-N-(cyclopropylmethyl)-3-(3-methyl-4-oxo-2-phenylchromene-8-carbonyl)-1,3-thiazolidine-4-carboxamide —— C25H24N2O4S
(4S)-N-(cyclopropylmethyl)-3-(3-methyl-4-oxo-2-phenylchromene-8-carbonyl)-1,3-thiazolidine-4-carboxamide
—— (4R)-N-(cyclopropylmethyl)-3-(3-methyl-4-oxo-2-phenylchromene-8-carbonyl)-1,3-thiazolidine-4-carboxamide —— C25H24N2O4S
(4R)-N-(cyclopropylmethyl)-3-(3-methyl-4-oxo-2-phenylchromene-8-carbonyl)-1,3-thiazolidine-4-carboxamide
—— N-[[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1H-pyrrole-2-carboxamide —— C20H17N3O2
N-[[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1H-pyrrole-2-carboxamide
—— N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1H-pyrrole-2-carboxamide —— C20H17N3O2
N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1H-pyrrole-2-carboxamide
—— 4,6-dimethyl-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-2-amine —— C21H20N4O
4,6-dimethyl-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-2-amine
—— N-[[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]phthalazin-1-amine —— C23H18N4O
N-[[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]phthalazin-1-amine
—— N-(4-carbamoylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C24H18N2O4
N-(4-carbamoylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 2-(2-oxopyridin-1-yl)-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C22H19N3O3
2-(2-oxopyridin-1-yl)-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— N-[(2-fluorophenyl)methyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C24H18FNO3
N-[(2-fluorophenyl)methyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— (2R,3R,4R,5S,6R)-6-[4-[(2R)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H20O11
(2R,3R,4R,5S,6R)-6-[4-[(2R)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
—— 2-[(3S)-1,1-dioxothiolan-3-yl]-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C21H22N2O4S
2-[(3S)-1,1-dioxothiolan-3-yl]-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethoxy]chromen-4-one —— C26H31N2O6+
2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethoxy]chromen-4-one
—— 2-[2-methoxy-4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetic acid —— C25H20O6
2-[2-methoxy-4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetic acid
—— 2-[2-methoxy-4-[(E)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetic acid —— C25H20O6
2-[2-methoxy-4-[(E)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetic acid
—— (2S,3E)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-phenylchromen-4-one —— C24H20O5
(2S,3E)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-phenylchromen-4-one
—— 2-[2-methoxy-4-[(E)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetonitrile —— C25H19NO4
2-[2-methoxy-4-[(E)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetonitrile
—— 2-[4-[(E)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetic acid —— C24H18O5
2-[4-[(E)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetic acid
—— (2S,3S,4R,5S,6R)-2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C21H21O12+
(2S,3S,4R,5S,6R)-2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— [2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C22H17NO7
[2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-[[(1R)-1-cyclopropylethyl]amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H23NO5
[2-[[(1R)-1-cyclopropylethyl]amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-Oxo-2-(pentylamino)ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H25NO5
[2-Oxo-2-(pentylamino)ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-(2-Methylbutan-2-ylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H25NO5
[2-(2-Methylbutan-2-ylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— (1-Propyltetrazol-5-yl)methyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C22H20N4O4
(1-Propyltetrazol-5-yl)methyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-[[2-(Methylamino)-2-oxoethyl]amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C22H20N2O6
[2-[[2-(Methylamino)-2-oxoethyl]amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-[2-Cyanopropan-2-yl(methyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H22N2O5
[2-[2-Cyanopropan-2-yl(methyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [(2R,3S,4S,5S,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C39H34O14
[(2R,3S,4S,5S,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— [(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C39H34O14
[(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— [(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C39H34O14
[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— [(2S,3S,4S,5S,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C39H34O14
[(2S,3S,4S,5S,6S)-3,4-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— N-(2-ethylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C25H21NO3
N-(2-ethylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide