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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,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)-4-oxochromen-7-yl]peroxyoxane-2-carboxylic acid —— C21H18O11
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)-4-oxochromen-7-yl]peroxyoxane-2-carboxylic acid
—— 7-Methoxy-2-[4-(3-morpholin-4-ylpropoxy)phenyl]chromen-4-one —— C23H25NO5
7-Methoxy-2-[4-(3-morpholin-4-ylpropoxy)phenyl]chromen-4-one
—— (2S,3R,4S,5S,6R)-2-[3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoxy]-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C54H63O26+
(2S,3R,4S,5S,6R)-2-[3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoxy]-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— 3,3',5-Trihydroxy-7-methoxyflavone —— C16H12O6
3,3',5-Trihydroxy-7-methoxyflavone
—— 2-[4-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxyphenyl]chromen-4-one —— C20H18O8
2-[4-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxyphenyl]chromen-4-one
—— 2'-Amino-2-(4-chlorophenyl)-3',6-dimethylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C19H18ClN3O2
2'-Amino-2-(4-chlorophenyl)-3',6-dimethylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— kaempferol-3-O-(6-O-galloyl-β-D-galactopyranoside) —— C28H24O15
kaempferol-3-O-(6-O-galloyl-β-D-galactopyranoside)
—— 2-[[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-N,N-diethylethanamine;perchloric acid —— C23H28Cl2N2O7
2-[[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-N,N-diethylethanamine;perchloric acid
—— [2-(4-Hydroxy-3-methoxyphenyl)chromen-4-ylidene]-(oxolan-2-ylmethyl)azanium;perchlorate —— C21H22ClNO8
[2-(4-Hydroxy-3-methoxyphenyl)chromen-4-ylidene]-(oxolan-2-ylmethyl)azanium;perchlorate
—— 2-(3,4-dimethoxyphenyl)-N-(furan-2-ylmethyl)-5,7-dimethylchromen-4-imine;perchloric acid —— C24H24ClNO8
2-(3,4-dimethoxyphenyl)-N-(furan-2-ylmethyl)-5,7-dimethylchromen-4-imine;perchloric acid
—— 6-Methyl-3-(morpholin-4-ylmethyl)-2-phenylchromen-4-one;chloride —— C21H21ClNO3-
6-Methyl-3-(morpholin-4-ylmethyl)-2-phenylchromen-4-one;chloride
—— 6-chloro-N-(2-methoxyethyl)-2-(4-methoxyphenyl)chromen-4-imine;perchloric acid —— C19H19Cl2NO7
6-chloro-N-(2-methoxyethyl)-2-(4-methoxyphenyl)chromen-4-imine;perchloric acid
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-fluorophenyl)azanium;tetrafluoroborate —— C24H21BF5NO2
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-fluorophenyl)azanium;tetrafluoroborate
—— 3-(3,4-dihydroxyphenyl)-1-[2,3-dihydroxy-4-[(4S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one —— C21H22O11
3-(3,4-dihydroxyphenyl)-1-[2,3-dihydroxy-4-[(4S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— (3,4-Dimethylphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium;tetrafluoroborate —— C26H26BF4NO2
(3,4-Dimethylphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium;tetrafluoroborate
—— [6-Bromo-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-pyrrolidin-1-ylphenyl)azanium;tetrafluoroborate —— C26H24BBrF4N2O2
[6-Bromo-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-pyrrolidin-1-ylphenyl)azanium;tetrafluoroborate
—— 2-(4-Hydroxyphenyl)-7-[[5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methoxy]chromen-4-one —— C25H18N2O6
2-(4-Hydroxyphenyl)-7-[[5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methoxy]chromen-4-one
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-hydroxyphenyl)azanium;tetrafluoroborate —— C24H22BF4NO3
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-hydroxyphenyl)azanium;tetrafluoroborate
—— [4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] pyridin-1-ium-4-carboxylate;tetrafluoroborate —— C29H23BF4N2O4
[4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] pyridin-1-ium-4-carboxylate;tetrafluoroborate
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-methoxycarbonylphenyl)azanium;tetrafluoroborate —— C26H24BF4NO4
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-methoxycarbonylphenyl)azanium;tetrafluoroborate
—— [6-Bromo-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-methoxyphenyl)azanium;tetrafluoroborate —— C23H19BBrF4NO3
[6-Bromo-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-methoxyphenyl)azanium;tetrafluoroborate
—— (2,4-Dimethoxyphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium;tetrafluoroborate —— C26H26BF4NO4
(2,4-Dimethoxyphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium;tetrafluoroborate
—— (3,4-Dimethoxyphenyl)-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]azanium;tetrafluoroborate —— C26H26BF4NO4
(3,4-Dimethoxyphenyl)-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]azanium;tetrafluoroborate
—— 2-[6-(3-cyanophenyl)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]ethyl carbamimidothioate —— C25H23N3OS
2-[6-(3-cyanophenyl)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]ethyl carbamimidothioate
—— 2-(2-bromo-4-fluorophenyl)-5,7-dihydroxy-8-[(2S,3R)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]chromen-4-one —— C21H19BrFNO5
2-(2-bromo-4-fluorophenyl)-5,7-dihydroxy-8-[(2S,3R)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]chromen-4-one
—— methoxymethane;N-[2-[(4-methylphenyl)sulfonylamino]-3-oxobutyl]-2-(4-oxo-2-phenylchromen-3-yl)oxyacetamide —— C36H50N2O11S
methoxymethane;N-[2-[(4-methylphenyl)sulfonylamino]-3-oxobutyl]-2-(4-oxo-2-phenylchromen-3-yl)oxyacetamide
—— 3-[(3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-phenylchromen-4-one —— C20H18O7
3-[(3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-phenylchromen-4-one
—— [2-(3,4-dihydroxyphenyl)-3,5-dimethoxy-3,4-dihydro-2H-chromen-7-yl] 3,4,5-trihydroxybenzoate —— C24H22O10
[2-(3,4-dihydroxyphenyl)-3,5-dimethoxy-3,4-dihydro-2H-chromen-7-yl] 3,4,5-trihydroxybenzoate
—— 5,7-Dihydroxy-2-(4-methylphenyl)chromen-4-one;ethane —— C20H24O4
5,7-Dihydroxy-2-(4-methylphenyl)chromen-4-one;ethane
—— 5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C27H30O17
5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 4-(2'-amino-4'-ethyl-5'-oxo-2-phenylspiro[2,3-dihydrochromene-4,6'-3,4-dihydropyridine]-6-yl)-N,N-diethylbenzamide —— C32H35N3O3
4-(2'-amino-4'-ethyl-5'-oxo-2-phenylspiro[2,3-dihydrochromene-4,6'-3,4-dihydropyridine]-6-yl)-N,N-diethylbenzamide
—— 8-[[Hydroxy(1,3-thiazol-4-yl)methyl]amino]-2-(3-morpholin-4-ylphenyl)chromen-4-one —— C23H21N3O4S
8-[[Hydroxy(1,3-thiazol-4-yl)methyl]amino]-2-(3-morpholin-4-ylphenyl)chromen-4-one
—— 2-(3,4-dihydroxynaphthalen-1-yl)-3-methoxy-3,4-dihydro-2H-chromene-5,7-diol —— C20H18O6
2-(3,4-dihydroxynaphthalen-1-yl)-3-methoxy-3,4-dihydro-2H-chromene-5,7-diol
—— 2-(4-Chlorophenyl)-5-methylchromen-4-one —— C16H11ClO2
2-(4-Chlorophenyl)-5-methylchromen-4-one
—— Ethane;3-methoxy-2-phenyl-2,3-dihydrochromen-4-one —— C24H38O3
Ethane;3-methoxy-2-phenyl-2,3-dihydrochromen-4-one
—— [(3S,6S)-6-[5,7-dihydroxy-4-oxo-2-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate —— C42H46O23
[(3S,6S)-6-[5,7-dihydroxy-4-oxo-2-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-[4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
—— 5-Bromo-2-(3,4-dimethoxyphenyl)-3-hydroxychromen-4-one —— C17H13BrO5
5-Bromo-2-(3,4-dimethoxyphenyl)-3-hydroxychromen-4-one
—— Tert-butyl 4-[[6-[(2-phenyl-3,4-dihydrochromen-2-yl)oxy]pyridin-3-yl]carbamoyl]piperidine-1-carboxylate —— C31H35N3O5
Tert-butyl 4-[[6-[(2-phenyl-3,4-dihydrochromen-2-yl)oxy]pyridin-3-yl]carbamoyl]piperidine-1-carboxylate
—— N-cyclohexyl-N-(4-oxo-2-phenyl-2,3-dihydrochromen-3-yl)nitrous amide —— C21H22N2O3
N-cyclohexyl-N-(4-oxo-2-phenyl-2,3-dihydrochromen-3-yl)nitrous amide
—— N1-(4-oxo-2-phenyl-4H-chromen-3-yl)-2-chloroacetamide —— C17H12ClNO3
N1-(4-oxo-2-phenyl-4H-chromen-3-yl)-2-chloroacetamide
—— 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxychromen-4-one —— C27H32O14
2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxychromen-4-one
—— 3-bromo-3-[bromo(phenyl)methyl]-2-phenyl-2H-chromen-4-one —— C22H16Br2O2
3-bromo-3-[bromo(phenyl)methyl]-2-phenyl-2H-chromen-4-one
—— 2-OXO-2-[(4-OXO-2-PHENYL-4H-CHROMEN-3-YL)AMINO]ACETIC ACID 649549-87-1 C17H11NO5
2-OXO-2-[(4-OXO-2-PHENYL-4H-CHROMEN-3-YL)AMINO]ACETIC ACID
—— 3,7-Dimethyl-2-(2-methyl-2-oxo-1,3,2lambda5-benzodioxaphosphol-5-yl)chromen-4-one —— C18H15O5P
3,7-Dimethyl-2-(2-methyl-2-oxo-1,3,2lambda5-benzodioxaphosphol-5-yl)chromen-4-one
—— [2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] hydrogen carbonate —— C16H14O8
[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] hydrogen carbonate
—— (2S)-2-[2-(7-azido-3,7-dimethyloct-2-enyl)-3,4-dimethoxyphenyl]-6-(3-azido-3-methylbutyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one —— C34H46N6O6
(2S)-2-[2-(7-azido-3,7-dimethyloct-2-enyl)-3,4-dimethoxyphenyl]-6-(3-azido-3-methylbutyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one
—— (1-Carbamoylcycloprop-2-en-1-yl) 8-methoxy-2,3-dimethyl-8-(2-methylphenyl)-6,7-dihydropyrano[2,3-e]benzimidazole-5-carboxylate —— C25H25N3O5
(1-Carbamoylcycloprop-2-en-1-yl) 8-methoxy-2,3-dimethyl-8-(2-methylphenyl)-6,7-dihydropyrano[2,3-e]benzimidazole-5-carboxylate
—— 2-[4-[(4-Methylpent-4-enylamino)methyl]phenyl]-2,3-dihydrochromen-4-one —— C22H25NO2
2-[4-[(4-Methylpent-4-enylamino)methyl]phenyl]-2,3-dihydrochromen-4-one
—— 3-bromo-N-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]propanamide —— C18H16BrNO3
3-bromo-N-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]propanamide
—— 2-(4-Hydroxyphenyl)-7-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)methoxy]chromen-4-one —— C23H15N3O5
2-(4-Hydroxyphenyl)-7-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)methoxy]chromen-4-one