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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
—— 5,7-dihydroxy-8-[(1R)-3-(4-methylpiperazin-1-yl)-3-oxo-1-quinolin-8-ylpropyl]-2-phenylchromen-4-one —— C32H29N3O5
5,7-dihydroxy-8-[(1R)-3-(4-methylpiperazin-1-yl)-3-oxo-1-quinolin-8-ylpropyl]-2-phenylchromen-4-one
—— 8-[(1R)-1-(2H-chromen-3-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-5,7-dihydroxy-2-phenylchromen-4-one —— C32H30N2O6
8-[(1R)-1-(2H-chromen-3-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-5,7-dihydroxy-2-phenylchromen-4-one
—— 5,7-dihydroxy-8-[(1S)-1-(7-methoxy-1,3-benzodioxol-5-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-2-phenylchromen-4-one —— C31H30N2O8
5,7-dihydroxy-8-[(1S)-1-(7-methoxy-1,3-benzodioxol-5-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-2-phenylchromen-4-one
—— methyl (3R)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(1,3-dimethyl-2-oxobenzimidazol-5-yl)propanoate —— C28H24N2O10
methyl (3R)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(1,3-dimethyl-2-oxobenzimidazol-5-yl)propanoate
—— (10R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[6-methoxy-1-(2-methylpropyl)-2-oxoquinolin-3-yl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C32H27NO9
(10R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[6-methoxy-1-(2-methylpropyl)-2-oxoquinolin-3-yl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[6-methoxy-1-(2-methylpropyl)-2-oxoquinolin-3-yl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C32H27NO9
(10S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[6-methoxy-1-(2-methylpropyl)-2-oxoquinolin-3-yl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (3R)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]pentanoic acid —— C28H30O15
(3R)-3-hydroxy-3-methyl-5-oxo-5-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]pentanoic acid
—— methyl (3S)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl)propanoate —— C28H24O12
methyl (3S)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl)propanoate
—— (10S)-5,6-dihydroxy-10-[3-methoxy-2-[(4-propan-2-ylphenyl)methoxy]phenyl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C35H30O8
(10S)-5,6-dihydroxy-10-[3-methoxy-2-[(4-propan-2-ylphenyl)methoxy]phenyl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— 3-[(1S)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-morpholin-4-yl-3-oxopropyl]-1H-quinolin-2-one —— C31H26N2O7
3-[(1S)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-morpholin-4-yl-3-oxopropyl]-1H-quinolin-2-one
—— (10S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[2-(pyridin-2-ylmethoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C30H21NO8
(10S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[2-(pyridin-2-ylmethoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10R)-5,6-dihydroxy-10-[4-methoxy-3-[(4-propan-2-ylphenyl)methoxy]phenyl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C35H30O8
(10R)-5,6-dihydroxy-10-[4-methoxy-3-[(4-propan-2-ylphenyl)methoxy]phenyl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— 3-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-morpholin-4-yl-3-oxopropyl]-1H-quinolin-2-one —— C31H26N2O7
3-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-morpholin-4-yl-3-oxopropyl]-1H-quinolin-2-one
—— 4-[5-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-methoxy-3-oxopropyl]furan-2-yl]benzoic acid —— C30H22O9
4-[5-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-methoxy-3-oxopropyl]furan-2-yl]benzoic acid
—— (10R)-5,6-dihydroxy-10-[3-methoxy-2-[(4-propan-2-ylphenyl)methoxy]phenyl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C35H30O8
(10R)-5,6-dihydroxy-10-[3-methoxy-2-[(4-propan-2-ylphenyl)methoxy]phenyl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— methyl (3S)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(4-methoxynaphthalen-1-yl)propanoate —— C30H24O10
methyl (3S)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(4-methoxynaphthalen-1-yl)propanoate
—— (10S)-5,6-dihydroxy-10-[4-methoxy-3-[(4-propan-2-ylphenyl)methoxy]phenyl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C35H30O8
(10S)-5,6-dihydroxy-10-[4-methoxy-3-[(4-propan-2-ylphenyl)methoxy]phenyl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— methyl (3R)-3-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-(7-methoxy-1-methyl-2-oxoquinolin-3-yl)propanoate —— C30H25NO8
methyl (3R)-3-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-(7-methoxy-1-methyl-2-oxoquinolin-3-yl)propanoate
—— 5,7-dihydroxy-8-[(1S)-1-(7-methoxy-1,3-benzodioxol-5-yl)-3-morpholin-4-yl-3-oxopropyl]-2-phenylchromen-4-one —— C30H27NO9
5,7-dihydroxy-8-[(1S)-1-(7-methoxy-1,3-benzodioxol-5-yl)-3-morpholin-4-yl-3-oxopropyl]-2-phenylchromen-4-one
—— methyl (3R)-3-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-[6-methoxy-1-(2-methylpropyl)-2-oxoquinolin-3-yl]propanoate —— C33H31NO8
methyl (3R)-3-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-[6-methoxy-1-(2-methylpropyl)-2-oxoquinolin-3-yl]propanoate
—— (10S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[3-methoxy-2-[(4-propan-2-ylphenyl)methoxy]phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C35H30O9
(10S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[3-methoxy-2-[(4-propan-2-ylphenyl)methoxy]phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— 5,7-dihydroxy-8-[(1S)-1-(5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-2-phenylchromen-4-one —— C32H32N2O8
5,7-dihydroxy-8-[(1S)-1-(5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-2-phenylchromen-4-one
—— methyl (3R)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(7-methoxy-1,3-benzodioxol-5-yl)propanoate —— C27H22O12
methyl (3R)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(7-methoxy-1,3-benzodioxol-5-yl)propanoate
—— 5,7-dihydroxy-8-[(1R)-1-(7-methoxy-1,3-benzodioxol-5-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-2-phenylchromen-4-one —— C31H30N2O8
5,7-dihydroxy-8-[(1R)-1-(7-methoxy-1,3-benzodioxol-5-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-2-phenylchromen-4-one
—— (10S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[2-(2-phenylethoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C32H24O8
(10S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[2-(2-phenylethoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10S)-5,6-dihydroxy-10-[6-methoxy-1-(2-methylpropyl)-2-oxoquinolin-3-yl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C32H27NO8
(10S)-5,6-dihydroxy-10-[6-methoxy-1-(2-methylpropyl)-2-oxoquinolin-3-yl]-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— 5,7-dihydroxy-8-[(1R)-3-(4-methylpiperazin-1-yl)-3-oxo-1-quinolin-6-ylpropyl]-2-phenylchromen-4-one —— C32H29N3O5
5,7-dihydroxy-8-[(1R)-3-(4-methylpiperazin-1-yl)-3-oxo-1-quinolin-6-ylpropyl]-2-phenylchromen-4-one
—— (10S)-5,6-dihydroxy-10-(4-octoxyphenyl)-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C32H32O7
(10S)-5,6-dihydroxy-10-(4-octoxyphenyl)-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— methyl (3S)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(2-oxo-1-azatricyclo[7.3.1.05,13]trideca-3,5(13),6,8-tetraen-3-yl)propanoate —— C31H25NO10
methyl (3S)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(2-oxo-1-azatricyclo[7.3.1.05,13]trideca-3,5(13),6,8-tetraen-3-yl)propanoate
—— (10R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[2-(pyridin-2-ylmethoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C30H21NO8
(10R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[2-(pyridin-2-ylmethoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— 4-[5-[(1R)-1-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-methoxy-3-oxopropyl]furan-2-yl]benzoic acid —— C30H22O12
4-[5-[(1R)-1-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-methoxy-3-oxopropyl]furan-2-yl]benzoic acid
—— 3-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-7-methoxy-1-methylquinolin-2-one —— C34H33N3O7
3-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]-7-methoxy-1-methylquinolin-2-one
—— methyl (3S)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(7-methoxy-1,3-benzodioxol-5-yl)propanoate —— C27H22O12
methyl (3S)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(7-methoxy-1,3-benzodioxol-5-yl)propanoate
—— (10S)-10-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]phenyl]-5,6-dihydroxy-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C34H26O8
(10S)-10-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]phenyl]-5,6-dihydroxy-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— methyl (3R)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl)propanoate —— C28H24O12
methyl (3R)-3-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxochromen-8-yl]-3-(5-methoxy-2,3-dihydro-1,4-benzodioxin-7-yl)propanoate
—— 4-[5-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-morpholin-4-yl-3-oxopropyl]furan-2-yl]benzoic acid —— C33H27NO9
4-[5-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-morpholin-4-yl-3-oxopropyl]furan-2-yl]benzoic acid
—— (10R)-10-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]phenyl]-5,6-dihydroxy-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C34H26O8
(10R)-10-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]phenyl]-5,6-dihydroxy-2-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— (10R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[2-(2-phenylethoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione —— C32H24O8
(10R)-2-(3,4-dihydroxyphenyl)-5-hydroxy-10-[2-(2-phenylethoxy)phenyl]-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
—— 5,7-dihydroxy-8-[(1S)-3-(4-methylpiperazin-1-yl)-3-oxo-1-quinolin-8-ylpropyl]-2-phenylchromen-4-one —— C32H29N3O5
5,7-dihydroxy-8-[(1S)-3-(4-methylpiperazin-1-yl)-3-oxo-1-quinolin-8-ylpropyl]-2-phenylchromen-4-one
—— 3-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-morpholin-4-yl-3-oxopropyl]-7-methoxy-1H-quinolin-2-one —— C32H28N2O8
3-[(1R)-1-(5,7-dihydroxy-4-oxo-2-phenylchromen-8-yl)-3-morpholin-4-yl-3-oxopropyl]-7-methoxy-1H-quinolin-2-one
—— (E)-1-(2,4-dihydroxyphenyl)-3-[4-[(3S,4R,5R,6S)-3,4,5-trihydroxy-3,6-bis(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one —— C22H24O10
(E)-1-(2,4-dihydroxyphenyl)-3-[4-[(3S,4R,5R,6S)-3,4,5-trihydroxy-3,6-bis(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— 3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-8-[(E)-3-phenylprop-2-enoyl]-2,3-dihydrochromen-4-one —— C30H28O4
3-methyl-7-(3-methylbut-2-enoxy)-2-phenyl-8-[(E)-3-phenylprop-2-enoyl]-2,3-dihydrochromen-4-one
—— (2S)-2,5-diamino-N-[4-(5-amino-6,8-difluoro-7-methyl-4-oxochromen-2-yl)-2-fluorophenyl]pentanamide —— C21H21F3N4O3
(2S)-2,5-diamino-N-[4-(5-amino-6,8-difluoro-7-methyl-4-oxochromen-2-yl)-2-fluorophenyl]pentanamide
—— 3-methyl-2-phenyl-8-[(E)-3-phenylprop-2-enoyl]-7-prop-2-enoxy-2,3-dihydrochromen-4-one —— C28H24O4
3-methyl-2-phenyl-8-[(E)-3-phenylprop-2-enoyl]-7-prop-2-enoxy-2,3-dihydrochromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-3-(2-hydroxy-ethoxy)-chromen-4-one —— C17H14O6
2-(3,4-Dihydroxy-phenyl)-3-(2-hydroxy-ethoxy)-chromen-4-one
—— 2-(2-bromo-3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one 372102-29-9 C16H11BrO5
2-(2-bromo-3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one
—— 6-(7,8-dimethoxy-4-oxochromen-2-yl)-1H-quinoxalin-2-one —— C19H14N2O5
6-(7,8-dimethoxy-4-oxochromen-2-yl)-1H-quinoxalin-2-one
—— 6-Amino-3'-(N,N-dimethylcarbamoyloxy)flavone —— C18H16N2O4
6-Amino-3'-(N,N-dimethylcarbamoyloxy)flavone
—— 7,8 Methylenedioxy-3',4',5-trihydroxyflavone 501445-16-5 C16H10O7
7,8 Methylenedioxy-3',4',5-trihydroxyflavone
—— 2-(3-fluorophenyl)-7,8-dihydroxy-4H-chromen-4-one —— C15H9FO4
2-(3-fluorophenyl)-7,8-dihydroxy-4H-chromen-4-one