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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
—— 9-(4-bromophenyl)-11-(2,5-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21BrN4O3
9-(4-bromophenyl)-11-(2,5-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (3,4-Dimethylphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium —— C26H26NO2+
(3,4-Dimethylphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium
—— (2,4-Dimethoxyphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium —— C26H26NO4+
(2,4-Dimethoxyphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium
—— [2-(4-Tert-butylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C30H25NO6
[2-(4-Tert-butylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— 9-(2,4-dichlorophenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H16Cl2N4O
9-(2,4-dichlorophenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 4-chloro-11-(2-fluorophenyl)-9-(3-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H15ClF2N4O
4-chloro-11-(2-fluorophenyl)-9-(3-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 2-[6-bromo-2-[4-[(4-fluorophenyl)methoxy]-3-methoxyphenyl]-4-oxochromen-3-yl]oxy-N-(4-methylphenyl)acetamide —— C32H25BrFNO6
2-[6-bromo-2-[4-[(4-fluorophenyl)methoxy]-3-methoxyphenyl]-4-oxochromen-3-yl]oxy-N-(4-methylphenyl)acetamide
—— 2-[5,7-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetate —— C20H17O5-
2-[5,7-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetate
—— [5,7-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C27H22O6
[5,7-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— [5,7-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate —— C29H25NO5
[5,7-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate
—— N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methoxy-2H-chromen-4-yl]hydroxylamine —— C18H17NO5
N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methoxy-2H-chromen-4-yl]hydroxylamine
—— 3-Methyl-2-phenyl-8-[4-(3-phenylprop-2-enyl)piperazine-1-carbonyl]chromen-4-one —— C30H28N2O3
3-Methyl-2-phenyl-8-[4-(3-phenylprop-2-enyl)piperazine-1-carbonyl]chromen-4-one
—— 2-[2-(3,4-Dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoic acid —— C21H20O7
2-[2-(3,4-Dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoic acid
—— Cyclohexyl 2-[2-(3,4-dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C27H30O7
Cyclohexyl 2-[2-(3,4-dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(3,4-Dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C21H19O7-
2-[2-(3,4-Dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— Methyl 2-[2-(3,4-dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C22H22O7
Methyl 2-[2-(3,4-dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— Benzyl 2-[2-(3,4-dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C28H26O7
Benzyl 2-[2-(3,4-dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— Ethyl 2-[2-(3,4-dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C23H24O7
Ethyl 2-[2-(3,4-dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— (3,4-Dimethoxyphenyl)-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]azanium —— C26H26NO4+
(3,4-Dimethoxyphenyl)-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]azanium
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-methoxycarbonylphenyl)azanium —— C26H24NO4+
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-methoxycarbonylphenyl)azanium
—— 6-Bromo-7-methyl-2-phenyl-2,3-dihydrochromen-4-one —— C16H13BrO2
6-Bromo-7-methyl-2-phenyl-2,3-dihydrochromen-4-one
—— 2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one —— C28H26O6
2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one
—— (+/-)-6,7-bis(4-chlorophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C24H16Cl2N4O
(+/-)-6,7-bis(4-chlorophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— 9-(2-fluorophenyl)-11-(4-fluorophenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H18F2N4OS
9-(2-fluorophenyl)-11-(4-fluorophenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (8S)-5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one —— C25H28O5
(8S)-5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one
—— 6-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3H-chromen-4-one —— C25H26O7
6-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3H-chromen-4-one
—— 6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one —— C32H38O19
6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
—— [3-acetyloxy-2-(5,7-diacetyloxy-3,4-dihydro-2H-chromen-2-yl)phenyl] acetate —— C23H22O9
[3-acetyloxy-2-(5,7-diacetyloxy-3,4-dihydro-2H-chromen-2-yl)phenyl] acetate
—— [6-Chloro-2-(4-methoxyphenyl)chromen-4-ylidene]-(2-methoxyethyl)azanium —— C19H19ClNO3+
[6-Chloro-2-(4-methoxyphenyl)chromen-4-ylidene]-(2-methoxyethyl)azanium
—— [2-(4-Hydroxy-3-methoxyphenyl)chromen-4-ylidene]-(oxolan-2-ylmethyl)azanium —— C21H22NO4+
[2-(4-Hydroxy-3-methoxyphenyl)chromen-4-ylidene]-(oxolan-2-ylmethyl)azanium
—— Epimedin A1 —— C39H50O20
Epimedin A1
—— 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C34H42O14
5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxoheptoxy]chromen-4-one —— C22H22O10
5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxoheptoxy]chromen-4-one
—— 4H-1-Benzopyran-4-one,2-(3,5-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-,(2S)- —— C15H14O5
4H-1-Benzopyran-4-one,2-(3,5-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-,(2S)-
—— 4H-1-Benzopyran-4-one,2,3-dihydro-7-hydroxy-5,8-dimethoxy-2-(2-methoxyphenyl)-,(2S)- —— C18H20O5
4H-1-Benzopyran-4-one,2,3-dihydro-7-hydroxy-5,8-dimethoxy-2-(2-methoxyphenyl)-,(2S)-
—— 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-methoxy-,(2S)- —— C16H16O5
4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-methoxy-,(2S)-
—— 2-(1,3-benzodioxol-5-yl)-6,8-dibromo-3-nitro-2H-chromene —— C16H9Br2NO5
2-(1,3-benzodioxol-5-yl)-6,8-dibromo-3-nitro-2H-chromene
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide —— C21H18N2O3S
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide
—— methyl 4-(11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-9-yl)benzoate —— C25H19N5O3
methyl 4-(11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-9-yl)benzoate
—— [4-(5-hexoxy-6,7-dimethoxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-hydroxy-oxophosphanium —— C23H26O9P+
[4-(5-hexoxy-6,7-dimethoxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-hydroxy-oxophosphanium
—— 5-(5-hexoxy-6,7-dimethoxy-4-oxochromen-2-yl)-2-[hydroxy(oxo)phosphaniumyl]oxyphenolate —— C23H25O9P
5-(5-hexoxy-6,7-dimethoxy-4-oxochromen-2-yl)-2-[hydroxy(oxo)phosphaniumyl]oxyphenolate
—— 5-methoxy-2-(6-methoxy-1,2,3,9a-tetrahydro-3aH-spiro[cyclopenta[b]chromene-9,1'-cyclopentan]-3a-yl)phenyl 4-methylbenzenesulfonate —— C31H34O6S
5-methoxy-2-(6-methoxy-1,2,3,9a-tetrahydro-3aH-spiro[cyclopenta[b]chromene-9,1'-cyclopentan]-3a-yl)phenyl 4-methylbenzenesulfonate
—— [(2R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] hexadecanoate —— C59H68O7
[(2R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] hexadecanoate
—— [(2R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] hexadecanoate —— C31H44O7
[(2R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] hexadecanoate
—— (2R)-2-(3,4-dihydroxyphenyl)-3-heptoxy-3,4-dihydro-2H-chromene-5,7-diol —— C22H28O6
(2R)-2-(3,4-dihydroxyphenyl)-3-heptoxy-3,4-dihydro-2H-chromene-5,7-diol
—— (2R)-3-butoxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol —— C19H22O6
(2R)-3-butoxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol
—— (2R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-heptoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene —— C50H52O6
(2R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-heptoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— methyl 4-[11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-9-yl]benzoate —— C27H22N4O4
methyl 4-[11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-9-yl]benzoate
—— 5,7-dihydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one —— C25H28O6
5,7-dihydroxy-8-(4-hydroxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-3,4,7,8-tetrahydropyrano[3,2-g]chromen-6-one
—— 6-(2-benzofuran-1-yl)-2-(2-fluorophenyl)benzo[h]chromen-4-one —— C27H15FO3
6-(2-benzofuran-1-yl)-2-(2-fluorophenyl)benzo[h]chromen-4-one