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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-[(Z)-[2-(4-methoxyphenyl)chromen-4-ylidene]amino]quinazolin-4-amine —— C24H18N4O2
N-[(Z)-[2-(4-methoxyphenyl)chromen-4-ylidene]amino]quinazolin-4-amine
—— 2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-N-(2-methoxyethyl)acetamide —— C22H23NO7
2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-N-(2-methoxyethyl)acetamide
—— 2-[2-(4-chlorophenyl)-4-oxochromen-3-yl]oxy-N-(2-methoxyethyl)acetamide —— C20H18ClNO5
2-[2-(4-chlorophenyl)-4-oxochromen-3-yl]oxy-N-(2-methoxyethyl)acetamide
—— 2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxy-N-(3-methoxypropyl)acetamide —— C22H23NO6
2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxy-N-(3-methoxypropyl)acetamide
—— 9-Isopropenyl-5-methoxy-2-phenyl-4,8,9,10-tetrahydropyrano[2,3-h]chromen-4-ol —— C22H22O4
9-Isopropenyl-5-methoxy-2-phenyl-4,8,9,10-tetrahydropyrano[2,3-h]chromen-4-ol
—— 9-Isopropenyl-4,5-dimethoxy-2-phenyl-4,8,9,10-tetrahydropyrano[2,3-h]chromene —— C23H24O4
9-Isopropenyl-4,5-dimethoxy-2-phenyl-4,8,9,10-tetrahydropyrano[2,3-h]chromene
—— (2S,3S,4R,5R,6S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid —— C30H24O14
(2S,3S,4R,5R,6S)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
—— [(2S,3R,4R,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H26O13
[(2S,3R,4R,5S,6R)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— (2R)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-hydroxy-2-(4-hydroxyphenyl)chroman-4-one —— C25H28O4
(2R)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-hydroxy-2-(4-hydroxyphenyl)chroman-4-one
—— 3-(4-Hydroxy-phenyl)-acrylic acid 6-{4-[3-(3,4-dihydroxy-phenyl)-acryloyl]-2,3-dihydroxy-phenoxy}-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester —— C30H28O13
3-(4-Hydroxy-phenyl)-acrylic acid 6-{4-[3-(3,4-dihydroxy-phenyl)-acryloyl]-2,3-dihydroxy-phenoxy}-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester
—— (2Z)-6-hydroxy-2-[(4-hydroxy-3,5-dimethoxy-phenyl)methylene]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzofuran-3-one —— C23H24O12
(2Z)-6-hydroxy-2-[(4-hydroxy-3,5-dimethoxy-phenyl)methylene]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzofuran-3-one
—— Sanggenol C —— C30H36O6
Sanggenol C
—— [2-(4-chlorophenyl)-4-oxo-chromen-3-yl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate —— C25H17ClO6
[2-(4-chlorophenyl)-4-oxo-chromen-3-yl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
—— [2-(3,4-dichlorophenyl)-4-oxo-chromen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate —— C24H14Cl2O6
[2-(3,4-dichlorophenyl)-4-oxo-chromen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
—— [2-(4-chlorophenyl)-4-oxo-chromen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate —— C24H15ClO6
[2-(4-chlorophenyl)-4-oxo-chromen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
—— [(3S,4R,6S)-3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(3S,4R,6S)-3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— (2R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one —— C21H22O11
(2R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one
—— 4-(7-Hydroxy-3-methoxychromenylium-2-yl)benzene-1,3-diol —— C16H13O5+
4-(7-Hydroxy-3-methoxychromenylium-2-yl)benzene-1,3-diol
—— Sodium 3-{[6-O-(6-deoxyhexopyranosyl)hexopyranosyl]oxy}-2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-4-[1-(sulfooxy)propyl]-4H-1-benzopyran-7-olate 59038-96-9 C30H37NaO20S
Sodium 3-{[6-O-(6-deoxyhexopyranosyl)hexopyranosyl]oxy}-2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-4-[1-(sulfooxy)propyl]-4H-1-benzopyran-7-olate
—— N-(5-Carboxymethoxy-2-phenyl-8-benzopyronyl-7-oxyacetyl)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisochinolin 41988-32-3 C39H37NO11
N-(5-Carboxymethoxy-2-phenyl-8-benzopyronyl-7-oxyacetyl)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisochinolin
—— 4-(1,3-benzothiazol-2-ylsulfanylmethyl)-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C30H23N3O2S2
4-(1,3-benzothiazol-2-ylsulfanylmethyl)-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— (2R)-7-hydroxy-2-phenyl-5-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O9
(2R)-7-hydroxy-2-phenyl-5-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2h-chromen-7-yl 6-o-(6-deoxyhexopyranosyl)hexopyranoside —— C27H32O14
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2h-chromen-7-yl 6-o-(6-deoxyhexopyranosyl)hexopyranoside
—— [(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-but-2-enoate —— C25H24O11
[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-but-2-enoate
—— (2S,3S,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7,8-tetrol —— C15H14O7
(2S,3S,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7,8-tetrol
—— theaflavin —— C29H24O12
theaflavin
—— N-[(Z)-[2-(4-methoxyphenyl)chromen-4-ylidene]amino]aniline —— C22H18N2O2
N-[(Z)-[2-(4-methoxyphenyl)chromen-4-ylidene]amino]aniline
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O11
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— Naringin hydrate —— C27H34O15
Naringin hydrate
—— 2-(2-Chlorophenyl)-5,7-dihydroxy-8-(3-hydroxy-1-methylpiperidin-4-yl)chromen-4-one;hydron;chloride —— C21H21Cl2NO5
2-(2-Chlorophenyl)-5,7-dihydroxy-8-(3-hydroxy-1-methylpiperidin-4-yl)chromen-4-one;hydron;chloride
—— 5,7-Dihydroxy-2-(4-hydroxyphenyl)chromane-3,4-dione —— C15H10O6
5,7-Dihydroxy-2-(4-hydroxyphenyl)chromane-3,4-dione
—— 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,4-dione —— C15H10O8
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,4-dione
—— 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-8-methylchromene-3,4-dione —— C16H12O7
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-8-methylchromene-3,4-dione
—— 4-(2-(2-(1,3-Benzodioxol-5-yl)-3-((4-(2,6-diisopropylanilino)-4-oxobutanoyl)hydrazono)-2,3-dihydro-4H-chromen-4-ylidene)hydrazino)-N-(2-isobutyl-6-isopropylphenyl)-4-oxobutanamide —— C49H58N6O7
4-(2-(2-(1,3-Benzodioxol-5-yl)-3-((4-(2,6-diisopropylanilino)-4-oxobutanoyl)hydrazono)-2,3-dihydro-4H-chromen-4-ylidene)hydrazino)-N-(2-isobutyl-6-isopropylphenyl)-4-oxobutanamide
—— 4-[(2S)-6-fluoro-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C16H11FO4
4-[(2S)-6-fluoro-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— 4-[(2R)-5-methoxy-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C17H14O5
4-[(2R)-5-methoxy-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— 4-[(2S)-6,7-dimethyl-3,4-dihydro-2H-chromen-2-yl]benzoic acid —— C18H18O3
4-[(2S)-6,7-dimethyl-3,4-dihydro-2H-chromen-2-yl]benzoic acid
—— 3-[(2S)-7,8-dimethyl-3,4-dihydro-2H-chromen-2-yl]benzoic acid —— C18H18O3
3-[(2S)-7,8-dimethyl-3,4-dihydro-2H-chromen-2-yl]benzoic acid
—— 2-[(2R)-5-ethoxy-3,4-dihydro-2H-chromen-2-yl]benzoic acid —— C18H18O4
2-[(2R)-5-ethoxy-3,4-dihydro-2H-chromen-2-yl]benzoic acid
—— 3-[(8S)-7,8-dihydro-6H-[1,3]dioxolo[4,5-h]chromen-8-yl]benzoic acid —— C17H14O5
3-[(8S)-7,8-dihydro-6H-[1,3]dioxolo[4,5-h]chromen-8-yl]benzoic acid
—— 3-[(2R)-6-chloro-7-methyl-3,4-dihydro-2H-chromen-2-yl]benzoic acid —— C17H15ClO3
3-[(2R)-6-chloro-7-methyl-3,4-dihydro-2H-chromen-2-yl]benzoic acid
—— 2-[(2R)-6-fluoro-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C16H11FO4
2-[(2R)-6-fluoro-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— 2-[(3S)-2,3-dihydro-1H-benzo[f]chromen-3-yl]benzoic acid —— C20H16O3
2-[(3S)-2,3-dihydro-1H-benzo[f]chromen-3-yl]benzoic acid
—— 2-[(2R)-6-chloro-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C16H11ClO4
2-[(2R)-6-chloro-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— 2-[(2S)-6-chloro-8-methyl-3,4-dihydro-2H-chromen-2-yl]benzoic acid —— C17H15ClO3
2-[(2S)-6-chloro-8-methyl-3,4-dihydro-2H-chromen-2-yl]benzoic acid
—— 3-[(2R)-6,7-dimethyl-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C18H16O4
3-[(2R)-6,7-dimethyl-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— 3-[(2R)-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C16H12O4
3-[(2R)-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— 4-[(2R)-5-ethoxy-3,4-dihydro-2H-chromen-2-yl]benzoic acid —— C18H18O4
4-[(2R)-5-ethoxy-3,4-dihydro-2H-chromen-2-yl]benzoic acid
—— 3-[(2R)-7-ethyl-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid —— C18H16O4
3-[(2R)-7-ethyl-4-oxo-2,3-dihydrochromen-2-yl]benzoic acid
—— 3-[(2S)-5-methoxy-3,4-dihydro-2H-chromen-2-yl]benzoic acid —— C17H16O4
3-[(2S)-5-methoxy-3,4-dihydro-2H-chromen-2-yl]benzoic acid