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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
—— Potassium quercetin phosphate 147229-92-3 C15H11KO11P-
Potassium quercetin phosphate
—— 2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl)oxy)ethyl 3,4,5-trimethoxybenzoate 1393734-50-3 C31H32O12
2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl)oxy)ethyl 3,4,5-trimethoxybenzoate
—— 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl 3,4,5-trimethoxybenzoate 1393734-46-7 C29H28O11
2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl 3,4,5-trimethoxybenzoate
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(methylcarbamate) 1609067-49-3 C19H16N2O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(methylcarbamate)
—— 2-(2-chlorophenyl)-5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-benzopyran-4-one 190972-89-5 C23H22ClNO4
2-(2-chlorophenyl)-5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-benzopyran-4-one
—— 2-(3-chlorophenyl)-5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-benzopyran-4-one 190973-27-4 C23H22ClNO4
2-(3-chlorophenyl)-5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-benzopyran-4-one
—— 2-phenyl-5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-benzopyran-4-one 916888-62-5 C23H23NO4
2-phenyl-5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-benzopyran-4-one
—— 2-(2,4-dichlorophenyl)-5,7-dimethoxy-8-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)chromen-4-one 190973-30-9 C23H21Cl2NO4
2-(2,4-dichlorophenyl)-5,7-dimethoxy-8-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)chromen-4-one
—— 2-(4-chlorophenyl)-5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-benzopyran-4-one 916888-61-4 C23H22ClNO4
2-(4-chlorophenyl)-5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-benzopyran-4-one
—— Petunin chloride 25846-73-5 C28H33O17*Cl
Petunin chloride
—— 2-(2,6-Dichlorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one 1424351-90-5 C21H16Cl2N2O4
2-(2,6-Dichlorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one
—— 2-(4-Bromophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one 1424351-88-1 C21H17BrN2O4
2-(4-Bromophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one
—— 2-(2,4-Dichlorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one 1424351-81-4 C21H16Cl2N2O4
2-(2,4-Dichlorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one
—— 2-(4-Fluorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one 1424351-79-0 C21H17FN2O4
2-(4-Fluorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one
—— 5,7-Dimethoxy-8-(2-methylpyrazol-3-yl)-2-phenylchromen-4-one 1424351-78-9 C21H18N2O4
5,7-Dimethoxy-8-(2-methylpyrazol-3-yl)-2-phenylchromen-4-one
—— 2-(1,3-Benzodioxol-5-yl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one 1424351-84-7 C22H18N2O6
2-(1,3-Benzodioxol-5-yl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one
—— 5,7-Dimethoxy-8-(2-methylpyrazol-3-yl)-2-(2,4,6-trimethoxyphenyl)chromen-4-one 1424351-85-8 C24H24N2O7
5,7-Dimethoxy-8-(2-methylpyrazol-3-yl)-2-(2,4,6-trimethoxyphenyl)chromen-4-one
—— 5,7-Dimethoxy-8-(2-methylpyrazol-3-yl)-2-(3-nitrophenyl)chromen-4-one 1424351-89-2 C21H17N3O6
5,7-Dimethoxy-8-(2-methylpyrazol-3-yl)-2-(3-nitrophenyl)chromen-4-one
—— 2-(3,4-Difluorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one 1424351-83-6 C21H16F2N2O4
2-(3,4-Difluorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one
—— 8-Chlor-flavon 1148-20-5 C15H9ClO2
8-Chlor-flavon
—— 1a,7a-Dihydro-5-methoxy-1a-phenyl-7H-oxireno<b><1>benzopyran-7-one 136764-57-3 C16H12O4
1a,7a-Dihydro-5-methoxy-1a-phenyl-7H-oxireno<b><1>benzopyran-7-one
—— ethyl 4-oxo-2-(p-tolyl)-4H-chromene-3-carboxylate 1391042-65-1 C19H16O4
ethyl 4-oxo-2-(p-tolyl)-4H-chromene-3-carboxylate
—— 4'-benzyloxy-3-hydroxy-5,6,8-trimethoxyflavone 160206-82-6 C25H22O7
4'-benzyloxy-3-hydroxy-5,6,8-trimethoxyflavone
—— 4'-benzyloxy-5,6,8-trimethoxyflavone 160206-81-5 C25H22O6
4'-benzyloxy-5,6,8-trimethoxyflavone
—— 4'-benzyloxy-3,5,6,8-tetramethoxyflavone 160206-83-7 C26H24O7
4'-benzyloxy-3,5,6,8-tetramethoxyflavone
—— 4'-benzyloxy-5-hydroxy-3,6,8-trimethoxyflavone 160206-84-8 C25H22O7
4'-benzyloxy-5-hydroxy-3,6,8-trimethoxyflavone
—— 3,6,8-Trimethoxy-2-(4-acetoxyphenyl)-5-acetoxy-4H-1-benzopyran-4-one 112667-13-7 C22H20O9
3,6,8-Trimethoxy-2-(4-acetoxyphenyl)-5-acetoxy-4H-1-benzopyran-4-one
—— 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C29H34O15
5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 3,4,5-Trihydroxytetrahydro-2H-pyran-2-yl)methoxy)tetrahydro-2H-pyran-3,4,5-triol Diosmetin —— C28H32O15
3,4,5-Trihydroxytetrahydro-2H-pyran-2-yl)methoxy)tetrahydro-2H-pyran-3,4,5-triol Diosmetin
—— (2R,3S,4S)-3-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3'-O-methyl-ent-epicatechin-(2α → O → 3,4α → 4)-(5aS,10bS)-5a,10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]indeno[1,2-d]furan-6-one 5a-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranoside] 1093867-49-2 C56H64O31
(2R,3S,4S)-3-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3'-O-methyl-ent-epicatechin-(2α → O → 3,4α → 4)-(5aS,10bS)-5a,10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]indeno[1,2-d]furan-6-one 5a-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranoside]
—— Quercimeritrin trihydrate 14402-68-7 C21H26O15
Quercimeritrin trihydrate
—— Salviadelphin chloride 128508-45-2 C42H41ClO26
Salviadelphin chloride
—— 8-bromo-6-chloro-2-phenyl-chroman-4-one 927884-79-5 C15H10BrClO2
8-bromo-6-chloro-2-phenyl-chroman-4-one
—— 8-bromo-6-chloro-3-(trifluoromethylsulfonyloxy)flavone 909712-34-1 C16H7BrClF3O5S
8-bromo-6-chloro-3-(trifluoromethylsulfonyloxy)flavone
—— Monardein chloride 73545-87-6 C42H41ClO23
Monardein chloride
—— Salviadelphin cation 739336-47-1 C42H41O26+
Salviadelphin cation
—— N-[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl]benzenesulfonamide 1608504-12-6 C21H19NO8S
N-[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl]benzenesulfonamide
—— 5-(6-Bromohexylamino)-6,8-difluoro-2-[4-(N,N-dimethylamino)-3-fluorophenyl]-4H-1-benzopyran-4-one 152836-22-1 C23H24BrF3N2O2
5-(6-Bromohexylamino)-6,8-difluoro-2-[4-(N,N-dimethylamino)-3-fluorophenyl]-4H-1-benzopyran-4-one
—— 6-hydroxy-6-methyl-2,2-diphenyl-2H-pyrano[5,6-b]fluorene 416857-86-8 C29H22O2
6-hydroxy-6-methyl-2,2-diphenyl-2H-pyrano[5,6-b]fluorene
—— 2,2-diphenyl-2H-pyrano[5,6-b]fluorenone 416857-79-9 C28H18O2
2,2-diphenyl-2H-pyrano[5,6-b]fluorenone
—— Rutin S 64755-26-6 C34H43NO18
Rutin S
—— 4H-1-Benzopyran-4-one, 3-(alpha-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)- 5041-67-8 C20H18O10
4H-1-Benzopyran-4-one, 3-(alpha-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
—— 5,7-dihydroxy-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one 131573-90-5 C32H38O19
5,7-dihydroxy-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one
—— 5,7-dihydroxy-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one 135095-52-2 C33H40O20
5,7-dihydroxy-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one
—— 2-(3-fluorophenyl)-4H-benzo[h]chromen-4-one 652138-30-2 C19H11FO2
2-(3-fluorophenyl)-4H-benzo[h]chromen-4-one
—— 6,8-di-C-β-D-glucopyranosylnaringenin 898278-67-6 C27H32O15
6,8-di-C-β-D-glucopyranosylnaringenin
—— 2-(3,4-Dihydroxy-phenyl)-5,7-dimethoxy-6-(3-methyl-butoxy)-chromen-4-one 103776-60-9 C22H24O7
2-(3,4-Dihydroxy-phenyl)-5,7-dimethoxy-6-(3-methyl-butoxy)-chromen-4-one
—— [2-Acetyloxy-4-[5,7-dimethoxy-6-(3-methylbutoxy)-4-oxochromen-2-yl]phenyl] acetate 103776-82-5 C26H28O9
[2-Acetyloxy-4-[5,7-dimethoxy-6-(3-methylbutoxy)-4-oxochromen-2-yl]phenyl] acetate
—— 2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-6-(3-methyl-butoxy)-chromen-4-one 103776-91-6 C21H22O7
2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-6-(3-methyl-butoxy)-chromen-4-one
—— 3',4'-bis(benzyloxy)-6-hydroxy-5,7-dimethoxyflavone 27181-96-0 C31H26O7
3',4'-bis(benzyloxy)-6-hydroxy-5,7-dimethoxyflavone