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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,3Z)-3-[(2,3-dichlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H14Cl2O2
(2R,3Z)-3-[(2,3-dichlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(3-hydroxyphenyl)methylidene]-2-phenylchromen-4-one —— C22H16O3
(2S,3Z)-3-[(3-hydroxyphenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3Z)-3-[(3-fluorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15FO2
(2R,3Z)-3-[(3-fluorophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(4-methylsulfanylphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O2S
(2S,3Z)-3-[(4-methylsulfanylphenyl)methylidene]-2-phenylchromen-4-one
—— methyl 4-[(Z)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]benzoate —— C24H18O4
methyl 4-[(Z)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]benzoate
—— (2S,3Z)-3-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-phenylchromen-4-one —— C29H21NO4S
(2S,3Z)-3-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-phenylchromen-4-one
—— (2R,3Z)-3-(2,3-dihydro-1,4-benzodioxin-6-ylmethylidene)-2-phenylchromen-4-one —— C24H18O4
(2R,3Z)-3-(2,3-dihydro-1,4-benzodioxin-6-ylmethylidene)-2-phenylchromen-4-one
—— 3-methyl-4-oxo-2-phenyl-N-[(1R)-1-thiophen-2-ylethyl]chromene-8-carboxamide —— C23H19NO3S
3-methyl-4-oxo-2-phenyl-N-[(1R)-1-thiophen-2-ylethyl]chromene-8-carboxamide
—— 1-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-3-pyridin-3-ylthiourea —— C21H18N4OS
1-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-3-pyridin-3-ylthiourea
—— 1-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-3-pyridin-3-ylthiourea —— C21H18N4OS
1-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-3-pyridin-3-ylthiourea
—— (NZ)-N-[(2S)-6-bromo-4,4-dimethoxy-2-phenylchromen-3-ylidene]hydroxylamine —— C17H16BrNO4
(NZ)-N-[(2S)-6-bromo-4,4-dimethoxy-2-phenylchromen-3-ylidene]hydroxylamine
—— (NZ)-N-[(2R)-6-bromo-4,4-dimethoxy-2-phenylchromen-3-ylidene]hydroxylamine —— C17H16BrNO4
(NZ)-N-[(2R)-6-bromo-4,4-dimethoxy-2-phenylchromen-3-ylidene]hydroxylamine
—— 2-(benzimidazol-1-yl)-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C24H20N4O2
2-(benzimidazol-1-yl)-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— N-(2-methoxy-5-methylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C25H21NO4
N-(2-methoxy-5-methylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-(5-fluoro-2-methylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C24H18FNO3
N-(5-fluoro-2-methylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-(3,4-dimethoxyphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C25H21NO5
N-(3,4-dimethoxyphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-(2,4-difluorophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C23H15F2NO3
N-(2,4-difluorophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 3-methyl-4-oxo-2-phenyl-N-(2-propan-2-ylphenyl)chromene-8-carboxamide —— C26H23NO3
3-methyl-4-oxo-2-phenyl-N-(2-propan-2-ylphenyl)chromene-8-carboxamide
—— 4-amino-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C22H19N3O2
4-amino-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— 2-(4-methyl-1,3-thiazol-2-yl)-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C21H19N3O2S
2-(4-methyl-1,3-thiazol-2-yl)-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 2-[4-[(E)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetonitrile —— C24H17NO3
2-[4-[(E)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetonitrile
—— (2S,3E)-2-phenyl-3-(quinoxalin-2-ylmethylidene)chromen-4-one —— C24H16N2O2
(2S,3E)-2-phenyl-3-(quinoxalin-2-ylmethylidene)chromen-4-one
—— N-[[(1R,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C27H30N2O3
N-[[(1R,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— (2S,3Z)-3-(dimethylaminomethylidene)-2-(4-fluorophenyl)-6-methoxychromen-4-one —— C19H18FNO3
(2S,3Z)-3-(dimethylaminomethylidene)-2-(4-fluorophenyl)-6-methoxychromen-4-one
—— ethyl (2R)-3-(3,4-dimethoxyphenyl)-2-[2-(methoxymethoxy)-4-(3,5,7-trimethoxy-4-oxochromen-2-yl)phenoxy]-3-oxopropanoate —— C33H34O13
ethyl (2R)-3-(3,4-dimethoxyphenyl)-2-[2-(methoxymethoxy)-4-(3,5,7-trimethoxy-4-oxochromen-2-yl)phenoxy]-3-oxopropanoate
—— ethyl (2S)-3-(3,4-dimethoxyphenyl)-2-[2-(methoxymethoxy)-4-(3,5,7-trimethoxy-4-oxochromen-2-yl)phenoxy]-3-oxopropanoate —— C33H34O13
ethyl (2S)-3-(3,4-dimethoxyphenyl)-2-[2-(methoxymethoxy)-4-(3,5,7-trimethoxy-4-oxochromen-2-yl)phenoxy]-3-oxopropanoate
—— N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrazin-2-amine —— C19H16N4O
N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrazin-2-amine
—— 4-[(2Z)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide —— C21H19N3O3S
4-[(2Z)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide
—— 1-[(2S)-2-(4-methoxyphenyl)-3-methyl-4-(2-phenylethynyl)chromen-2-yl]pyrrolidine —— C29H27NO2
1-[(2S)-2-(4-methoxyphenyl)-3-methyl-4-(2-phenylethynyl)chromen-2-yl]pyrrolidine
—— 2-(2-cyanophenoxy)-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C24H19N3O3
2-(2-cyanophenoxy)-N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]phthalazin-1-amine —— C23H18N4O
N-[[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]phthalazin-1-amine
—— N-(2-chloro-4-methylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C24H18ClNO3
N-(2-chloro-4-methylphenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 2-(2-oxopyridin-1-yl)-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C22H19N3O3
2-(2-oxopyridin-1-yl)-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 2-[(3R)-1,1-dioxothiolan-3-yl]-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C21H22N2O4S
2-[(3R)-1,1-dioxothiolan-3-yl]-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 2-[(3R)-1,1-dioxothiolan-3-yl]-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C21H22N2O4S
2-[(3R)-1,1-dioxothiolan-3-yl]-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 2-[2-methoxy-4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetonitrile —— C25H19NO4
2-[2-methoxy-4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetonitrile
—— 2-[2-methoxy-4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetate —— C25H19O6-
2-[2-methoxy-4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetate
—— 2-[4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetate —— C24H17O5-
2-[4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetate
—— 2-[4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetic acid —— C24H18O5
2-[4-[(E)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]phenoxy]acetic acid
—— methyl 2-[(2S)-18-(3,4-dihydroxyphenyl)-14,17-dihydroxy-16-oxo-11,19-dioxa-7-thia-4,9-diazapentacyclo[10.8.0.03,10.04,8.015,20]icosa-1(12),3(10),5,8,13,15(20),17-heptaen-2-yl]acetate —— C24H16N2O9S
methyl 2-[(2S)-18-(3,4-dihydroxyphenyl)-14,17-dihydroxy-16-oxo-11,19-dioxa-7-thia-4,9-diazapentacyclo[10.8.0.03,10.04,8.015,20]icosa-1(12),3(10),5,8,13,15(20),17-heptaen-2-yl]acetate
—— (10S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-[2-(2-methylprop-2-enoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C28H22O9
(10S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-[2-(2-methylprop-2-enoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— methyl (3R)-3-thiophen-3-yl-3-(5,6,7-trihydroxy-4-oxo-2-phenylchromen-8-yl)propanoate —— C23H18O7S
methyl (3R)-3-thiophen-3-yl-3-(5,6,7-trihydroxy-4-oxo-2-phenylchromen-8-yl)propanoate
—— (10R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-(4-hydroxyphenyl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C24H16O9
(10R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-(4-hydroxyphenyl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-(4-hydroxyphenyl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C24H16O9
(10S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-(4-hydroxyphenyl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-(3-prop-2-ynoxyphenyl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C27H18O9
(10R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-(3-prop-2-ynoxyphenyl)-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-pyrazolo[1,5-a]pyrimidin-3-yl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C24H15N3O8
(10R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-10-pyrazolo[1,5-a]pyrimidin-3-yl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— methyl 2-[(18S)-8,9-dihydroxy-6-oxo-4-phenyl-3,11-dioxa-13-azatetracyclo[8.8.0.02,7.012,17]octadeca-1,4,7,9,12(17),13,15-heptaen-18-yl]acetate —— C24H17NO7
methyl 2-[(18S)-8,9-dihydroxy-6-oxo-4-phenyl-3,11-dioxa-13-azatetracyclo[8.8.0.02,7.012,17]octadeca-1,4,7,9,12(17),13,15-heptaen-18-yl]acetate
—— [2-(Dipropylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H27NO5
[2-(Dipropylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-[Butyl(ethyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H27NO5
[2-[Butyl(ethyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-[(2-Amino-2-oxoethyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C21H18N2O6
[2-[(2-Amino-2-oxoethyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate