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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
—— delphinidin 3-O-(3",6"-O-dimalonyl-beta-glucopyranoside) —— C27H22O18-2
delphinidin 3-O-(3",6"-O-dimalonyl-beta-glucopyranoside)
—— 4',5,7-Trihydroxy-3',6-dimethoxyflavonol —— C17H13O8-
4',5,7-Trihydroxy-3',6-dimethoxyflavonol
—— Hyperasid —— C21H19O12-
Hyperasid
—— 2-(3,4-Dihydroxy-5-methoxyphenyl)-3-hydroxy-5-methoxychromen-7-one —— C17H14O7
2-(3,4-Dihydroxy-5-methoxyphenyl)-3-hydroxy-5-methoxychromen-7-one
—— Cinerarin —— C69H69O39-
Cinerarin
—— Dalcochinin glucoside —— C29H34O12
Dalcochinin glucoside
—— 7,3',5'-Trimethylmyricetin —— C18H16O8
7,3',5'-Trimethylmyricetin
—— 6-C-glucosyl chrysin —— C21H19O9-
6-C-glucosyl chrysin
—— 3-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxychromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoate —— C39H37O21-
3-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxychromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoate
—— 5-hydroxy-2-(3,4,5-trihydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-one —— C27H30O16
5-hydroxy-2-(3,4,5-trihydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-one
—— [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C36H36O18
[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— cyanidin 3-O-beta-(2-O-beta-D-glucosyluronate)-beta-D-glucoside —— C27H27O17-
cyanidin 3-O-beta-(2-O-beta-D-glucosyluronate)-beta-D-glucoside
—— 2-(3,4-Dihydroxyphenyl)-3-hydroxy-6,7-dimethoxy-4-oxochromen-5-olate —— C17H13O8-
2-(3,4-Dihydroxyphenyl)-3-hydroxy-6,7-dimethoxy-4-oxochromen-5-olate
—— [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 4-fluorocyclohexane-1-carboxylate —— C22H23FO7
[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 4-fluorocyclohexane-1-carboxylate
—— [(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl] 3,4,5-trihydroxybenzoate —— C35H28O19
[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl] 3,4,5-trihydroxybenzoate
—— 3-[(2S,4S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxyphenyl)-7-methoxychromen-4-one —— C28H32O15
3-[(2S,4S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxyphenyl)-7-methoxychromen-4-one
—— (NE)-N-[2-(4-fluorophenyl)-4H-chromen-3-ylidene]hydroxylamine —— C15H12FNO2
(NE)-N-[2-(4-fluorophenyl)-4H-chromen-3-ylidene]hydroxylamine
—— 3-(3,5-difluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol —— C29H29F2NO4
3-(3,5-difluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol
—— 6-fluoro-3-(4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol —— C29H30FNO4
6-fluoro-3-(4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol
—— 1-[4-[[(2S,4S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-oxanyl]oxy]-2-oxanyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-1-propanone —— C28H36O15
1-[4-[[(2S,4S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-oxanyl]oxy]-2-oxanyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-1-propanone
—— (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one 520-26-3 C28H34O15
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (Z)-2-(4-methoxyphenyl)-N-(1,2,4-triazol-4-yl)chromen-4-imine —— C18H14N4O2
(Z)-2-(4-methoxyphenyl)-N-(1,2,4-triazol-4-yl)chromen-4-imine
—— (Z)-2-(4-methoxyphenyl)-N-pyrrol-1-ylchromen-4-imine —— C20H16N2O2
(Z)-2-(4-methoxyphenyl)-N-pyrrol-1-ylchromen-4-imine
—— (E)-2-(4-methoxyphenyl)-N-pyrrol-1-ylchromen-4-imine —— C20H16N2O2
(E)-2-(4-methoxyphenyl)-N-pyrrol-1-ylchromen-4-imine
—— (E)-6-fluoro-2-(4-methoxyphenyl)-N-(4-methylpiperazin-1-yl)chromen-4-imine —— C21H22FN3O2
(E)-6-fluoro-2-(4-methoxyphenyl)-N-(4-methylpiperazin-1-yl)chromen-4-imine
—— (E)-2-(4-methoxyphenyl)-N-(4-methylpiperazin-1-yl)chromen-4-imine —— C21H23N3O2
(E)-2-(4-methoxyphenyl)-N-(4-methylpiperazin-1-yl)chromen-4-imine
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2S,3R)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate —— C26H29NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2S,3R)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate —— C26H29NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R,3R)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate —— C26H29NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R,3R)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
—— 5-hydroxy-7-[2-(3-nitrophenyl)-2-oxoethoxy]-2-phenyl-4H-chromen-4-one —— C23H15NO7
5-hydroxy-7-[2-(3-nitrophenyl)-2-oxoethoxy]-2-phenyl-4H-chromen-4-one
—— [(2R,3R,4R)-2-(3,4-Dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-8-yl]-5,7-dihydroxy-chroman-3-yl]3,4,5-trihydroxybenzoate —— C44H34O20
[(2R,3R,4R)-2-(3,4-Dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-chroman-8-yl]-5,7-dihydroxy-chroman-3-yl]3,4,5-trihydroxybenzoate
—— 2-(2,4-Dihydroxyphenyl)-6,8-dimethoxy-3,5,7-tris(methylperoxy)chromen-4-one —— C20H20O12
2-(2,4-Dihydroxyphenyl)-6,8-dimethoxy-3,5,7-tris(methylperoxy)chromen-4-one
—— 7-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-oxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one 31921-42-3 C27H30O15
7-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-oxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— (3R,4R,5S,6S)-2-[[(2S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydrochromen-7-yl]oxy]-6-methyloxane-3,4,5-triol —— C27H34O15
(3R,4R,5S,6S)-2-[[(2S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydrochromen-7-yl]oxy]-6-methyloxane-3,4,5-triol
—— Peonidin-3-O-rutinoside chloride —— C28H33ClO15
Peonidin-3-O-rutinoside chloride
—— 2-[(2S,3R)-2-(2,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4-oxo-2H-chromen-3-yl]acetic acid —— C21H22O9
2-[(2S,3R)-2-(2,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4-oxo-2H-chromen-3-yl]acetic acid
—— 3-[(2S,3R,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-chromen-4-one —— C28H32O17
3-[(2S,3R,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-chromen-4-one
—— 3-(4-methoxyphenyl)-3H-benzo[f]chromene —— C20H16O2
3-(4-methoxyphenyl)-3H-benzo[f]chromene
—— 4'-Methoxy-7-methylflav-3-en 41786-39-4 C17H16O2
4'-Methoxy-7-methylflav-3-en
—— IBS_STOCK4S-89839 849006-01-5 C22H14F2O4
IBS_STOCK4S-89839
—— 1-[2-[(2S,3R,4R,5S,6R)-5-(18F)fluoranyl-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one —— C21H23FO9
1-[2-[(2S,3R,4R,5S,6R)-5-(18F)fluoranyl-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
—— 2-(3,4-dihydroxy-5-methylphenyl)-3,4-dihydro-2H-chromene-3,7-diol —— C16H16O5
2-(3,4-dihydroxy-5-methylphenyl)-3,4-dihydro-2H-chromene-3,7-diol
—— 2-Methoxy-5-{4-[(E)-5-methyl-4-phenyl-thiazol-2-ylimino]-4H-chromen-2-yl}-phenol —— C26H20N2O3S
2-Methoxy-5-{4-[(E)-5-methyl-4-phenyl-thiazol-2-ylimino]-4H-chromen-2-yl}-phenol
—— 4-(3,4-dimethoxyphenyl)-N-[(4E)-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-1,3-thiazol-2-amine —— C28H24N2O4S
4-(3,4-dimethoxyphenyl)-N-[(4E)-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-1,3-thiazol-2-amine
—— 4-(2,4-dimethoxyphenyl)-N-[(4E)-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-1,3-thiazol-2-amine —— C28H24N2O4S
4-(2,4-dimethoxyphenyl)-N-[(4E)-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-1,3-thiazol-2-amine
—— N-[(4E)-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-4-phenyl-1,3-thiazol-2-amine —— C27H22N2O3S
N-[(4E)-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-4-phenyl-1,3-thiazol-2-amine
—— 5-methyl-4-phenyl-N-[(4E)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-ylidene]-1,3-thiazol-2-amine —— C28H24N2O4S
5-methyl-4-phenyl-N-[(4E)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-ylidene]-1,3-thiazol-2-amine
—— N-[(4E)-2-(4-methoxyphenyl)-6-(propan-2-yloxy)-4H-chromen-4-ylidene]-5-methyl-4-phenyl-1,3-thiazol-2-amine —— C29H26N2O3S
N-[(4E)-2-(4-methoxyphenyl)-6-(propan-2-yloxy)-4H-chromen-4-ylidene]-5-methyl-4-phenyl-1,3-thiazol-2-amine
—— ({(4E)-2-(4-methoxyphenyl)-4-[(5-methyl-4-phenyl-1,3-thiazol-2-yl)imino]-4H-chromen-6-yl}oxy)acetonitrile —— C28H21N3O3S
({(4E)-2-(4-methoxyphenyl)-4-[(5-methyl-4-phenyl-1,3-thiazol-2-yl)imino]-4H-chromen-6-yl}oxy)acetonitrile
—— N-[(4E)-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-4-phenyl-1,3-thiazol-2-amine —— C26H20N2O2S
N-[(4E)-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-4-phenyl-1,3-thiazol-2-amine