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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
—— 3-[(3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one —— C20H18O11
3-[(3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
—— 2-(2,5-Difluorophenyl)-8-[[hydroxy(1,3-thiazol-4-yl)methyl]amino]chromen-4-one —— C19H12F2N2O3S
2-(2,5-Difluorophenyl)-8-[[hydroxy(1,3-thiazol-4-yl)methyl]amino]chromen-4-one
—— 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-3-methyl-2-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxan-2-yl]chromen-4-one —— C29H34O15
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-3-methyl-2-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxan-2-yl]chromen-4-one
—— 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2S,5S)-3,4,5-trihydroxy-6-[[(2R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C33H42O19
2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(2S,5S)-3,4,5-trihydroxy-6-[[(2R,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-(2-methylphenyl)chromen-4-one;ethane —— C24H29NO5
5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-(2-methylphenyl)chromen-4-one;ethane
—— 2-(4-Chlorophenyl)-7-[3-(4-chlorophenyl)sulfonyl-2-hydroxypropoxy]chromen-4-one —— C24H18Cl2O6S
2-(4-Chlorophenyl)-7-[3-(4-chlorophenyl)sulfonyl-2-hydroxypropoxy]chromen-4-one
—— 6-Bromo-2-(4-butylphenyl)-3'-propyl-2'-propylsulfanylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C27H33BrN2O2S
6-Bromo-2-(4-butylphenyl)-3'-propyl-2'-propylsulfanylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— 7-[3-(4-Chloro-2,5-dimethylphenyl)sulfanyl-2-hydroxypropoxy]-2-(4-chlorophenyl)chromen-4-one —— C26H22Cl2O4S
7-[3-(4-Chloro-2,5-dimethylphenyl)sulfanyl-2-hydroxypropoxy]-2-(4-chlorophenyl)chromen-4-one
—— (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(4-hydroxy-3-methylbut-2-enyl)-2,3-dihydrochromen-4-one —— C20H20O7
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-(4-hydroxy-3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— N-[5,7-dimethoxy-2-(4-methoxyphenyl)-8-[4-(1-nitrosoethyl)phenoxy]chromen-4-ylidene]hydroxylamine —— C26H24N2O7
N-[5,7-dimethoxy-2-(4-methoxyphenyl)-8-[4-(1-nitrosoethyl)phenoxy]chromen-4-ylidene]hydroxylamine
—— [6-Dodecanoyl-3,5-di(dodecanoyloxy)-2-(4-hydroxyphenyl)-4-oxochromen-7-yl] dodecanoate —— C63H98O10
[6-Dodecanoyl-3,5-di(dodecanoyloxy)-2-(4-hydroxyphenyl)-4-oxochromen-7-yl] dodecanoate
—— 3-[(2'R)-2-amino-3'-methyl-5-oxo-2'-phenylspiro[1H-imidazole-4,4'-2,3-dihydrochromene]-6'-yl]benzonitrile —— C25H20N4O2
3-[(2'R)-2-amino-3'-methyl-5-oxo-2'-phenylspiro[1H-imidazole-4,4'-2,3-dihydrochromene]-6'-yl]benzonitrile
—— 5,4'-dihydroxy-6,7-dimethoxy-8-C-β-D-glucopyranosyl flavonoside —— C23H24O11
5,4'-dihydroxy-6,7-dimethoxy-8-C-β-D-glucopyranosyl flavonoside
—— Cyto10F2 —— C19H12ClNO3
Cyto10F2
—— 3-(2-chloro-6-fluorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H11ClFNO3
3-(2-chloro-6-fluorophenyl)-2-nitro-3H-benzo[f]chromene
—— 3-(2,6-dichlorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H11Cl2NO3
3-(2,6-dichlorophenyl)-2-nitro-3H-benzo[f]chromene
—— 2-(4-isopropylphenyl)-3-nitro-2H-chromene 107170-45-6 C18H17NO3
2-(4-isopropylphenyl)-3-nitro-2H-chromene
—— Ethane;2-phenylchromen-4-one —— C19H22O2
Ethane;2-phenylchromen-4-one
—— Dihydroxypentamethoxyflavone —— C20H20O9
Dihydroxypentamethoxyflavone
—— [5-(3,7-Dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]peroxy-propylphosphinic acid —— C18H17O9P
[5-(3,7-Dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]peroxy-propylphosphinic acid
—— 5-[1-[4-[2-[6-fluoro-2-(4-fluorophenyl)-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C28H19F2NO6S
5-[1-[4-[2-[6-fluoro-2-(4-fluorophenyl)-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— 2'-Amino-6-(3,4-dimethylphenyl)-3'-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C26H25N3O2
2'-Amino-6-(3,4-dimethylphenyl)-3'-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— 5-O-(2-methoxyethyl) 8-O-methyl 2,2-bis(4-methoxyphenyl)-6-methylbenzo[h]chromene-5,8-dicarboxylate —— C34H32O8
5-O-(2-methoxyethyl) 8-O-methyl 2,2-bis(4-methoxyphenyl)-6-methylbenzo[h]chromene-5,8-dicarboxylate
—— 1-[10-Methoxy-21,21-dimethyl-5-(4-morpholin-4-ylphenyl)-5-phenyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-11-yl]piperidine-3-carbaldehyde —— C45H44N2O4
1-[10-Methoxy-21,21-dimethyl-5-(4-morpholin-4-ylphenyl)-5-phenyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-11-yl]piperidine-3-carbaldehyde
—— (3S,4R,5S,6R)-4-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-2,3,4,5-tetrol —— C21H21O12+
(3S,4R,5S,6R)-4-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
—— 2-(4-methoxyphenyl)-7-[(3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C22H22O9
2-(4-methoxyphenyl)-7-[(3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— (2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(2S,4S,5R)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-5,7-bis(phenylmethoxy)-2,3-dihydrochromen-4-one —— C70H64O11
(2R,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-[(2S,4S,5R)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxy-5,7-bis(phenylmethoxy)-2,3-dihydrochromen-4-one
—— 5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-6,8-dimethoxychromen-4-one —— C19H18O9
5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-6,8-dimethoxychromen-4-one
—— 3-(4-fluorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H12FNO3
3-(4-fluorophenyl)-2-nitro-3H-benzo[f]chromene
—— 6-chloro-2-(2,4-dichlorophenyl)-3-nitro-2H-chromene —— C15H8Cl3NO3
6-chloro-2-(2,4-dichlorophenyl)-3-nitro-2H-chromene
—— N-[2-(4-fluorophenyl)-4H-chromen-3-ylidene]hydroxylamine —— C15H12FNO2
N-[2-(4-fluorophenyl)-4H-chromen-3-ylidene]hydroxylamine
—— Cyto9C10 —— C16H12ClNO4
Cyto9C10
—— 2-(4-tert-butylphenyl)-6-chloro-3-nitro-2H-chromene —— C19H18ClNO3
2-(4-tert-butylphenyl)-6-chloro-3-nitro-2H-chromene
—— 6-chloro-2-(4-fluorophenyl)-3-nitro-2H-chromene —— C15H9ClFNO3
6-chloro-2-(4-fluorophenyl)-3-nitro-2H-chromene
—— 6-chloro-3-nitro-2-(3-phenoxyphenyl)-2H-chromene —— C21H14ClNO4
6-chloro-3-nitro-2-(3-phenoxyphenyl)-2H-chromene
—— 6-chloro-2-(4-methylsulfanylphenyl)-3-nitro-2H-chromene —— C16H12ClNO3S
6-chloro-2-(4-methylsulfanylphenyl)-3-nitro-2H-chromene
—— 6-chloro-2-(2,6-dichlorophenyl)-3-nitro-2H-chromene —— C15H8Cl3NO3
6-chloro-2-(2,6-dichlorophenyl)-3-nitro-2H-chromene
—— Cyto9E10 —— C15H8Cl2FNO3
Cyto9E10
—— 2-(2-chloro-6-fluorophenyl)-3-nitro-2H-chromene —— C15H9ClFNO3
2-(2-chloro-6-fluorophenyl)-3-nitro-2H-chromene
—— 2-(2,6-dichlorophenyl)-3-nitro-2H-chromene —— C15H9Cl2NO3
2-(2,6-dichlorophenyl)-3-nitro-2H-chromene
—— Cyto9F6 883027-88-1 C16H13NO3S
Cyto9F6
—— Cyclopropyl 1-carbamoyl-2,3-dimethyl-8-phenyl-2,6,7,8-tetrahydropyrano[2,3-e]benzimidazole-5-carboxylate —— C23H25N3O4
Cyclopropyl 1-carbamoyl-2,3-dimethyl-8-phenyl-2,6,7,8-tetrahydropyrano[2,3-e]benzimidazole-5-carboxylate
—— 2-(4-Hydroxyphenyl)-7-[[5-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl]methoxy]chromen-4-one —— C25H15F3N2O5
2-(4-Hydroxyphenyl)-7-[[5-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl]methoxy]chromen-4-one
—— [(3S)-2-[3-[[6-(oxan-4-yloxy)pyridine-3-carbonyl]amino]-3,4-dihydro-2H-chromen-5-yl]-3-[[6-(3,3,3-trifluoropropoxy)pyridine-3-carbonyl]amino]-3,4-dihydro-2H-chromen-5-yl] pyridine-3-sulfonate —— C43H40F3N5O10S
[(3S)-2-[3-[[6-(oxan-4-yloxy)pyridine-3-carbonyl]amino]-3,4-dihydro-2H-chromen-5-yl]-3-[[6-(3,3,3-trifluoropropoxy)pyridine-3-carbonyl]amino]-3,4-dihydro-2H-chromen-5-yl] pyridine-3-sulfonate
—— [2-(4-Methoxyphenyl)-4-oxochromen-3-yl] benzenesulfonate —— C22H16O6S
[2-(4-Methoxyphenyl)-4-oxochromen-3-yl] benzenesulfonate
—— [(2S,3S,4R,5R,6S)-4,5-diacetyloxy-2-methyl-6-[[(2S,3S,4R,5S,6R)-3,4,5-triacetyloxy-6-[5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate —— C47H50O26
[(2S,3S,4R,5R,6S)-4,5-diacetyloxy-2-methyl-6-[[(2S,3S,4R,5S,6R)-3,4,5-triacetyloxy-6-[5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate
—— [(3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]azanium;chloride —— C15H14ClNO2
[(3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]azanium;chloride
—— (3S)-3-amino-2-phenyl-2,3-dihydrochromen-4-one —— C15H13NO2
(3S)-3-amino-2-phenyl-2,3-dihydrochromen-4-one
—— [(2R,3R)-2-[1-[(2S,3S)-5,7-dihydroxy-3-[2-oxo-2-(3,4,5-trihydroxyphenyl)ethyl]-3,4-dihydro-2H-chromen-2-yl]-3a,5,6-trihydroxy-3-oxo-2H-cyclopenta[b][1]benzofuran-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate —— C44H34O20
[(2R,3R)-2-[1-[(2S,3S)-5,7-dihydroxy-3-[2-oxo-2-(3,4,5-trihydroxyphenyl)ethyl]-3,4-dihydro-2H-chromen-2-yl]-3a,5,6-trihydroxy-3-oxo-2H-cyclopenta[b][1]benzofuran-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
—— 3-(Phenylsulfonyloxy)flavenon 70188-32-8 C21H14O5S
3-(Phenylsulfonyloxy)flavenon