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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
—— 5-carbomethoxymethyl-7-hydroxy-4'-nitrolflavone 1389341-90-5 C18H13NO7
5-carbomethoxymethyl-7-hydroxy-4'-nitrolflavone
—— 5-carbomethoxymethyl-7-hydroxyflavone 1389341-93-8 C18H14O5
5-carbomethoxymethyl-7-hydroxyflavone
—— (1R,3R,6R,7R,10S)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 29782-68-1 C25H22O10
(1R,3R,6R,7R,10S)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one
—— 5-carbomethoxymethyl-7-hydroxy-2'-chloro-3'-methoxyflavone 1389341-85-8 C19H15ClO6
5-carbomethoxymethyl-7-hydroxy-2'-chloro-3'-methoxyflavone
—— Pelargonidin 3-galactoside ion 197451-24-4 C21H21O10+
Pelargonidin 3-galactoside ion
—— Pelargonidin-3,5-di-O-glucoside —— C27H31O15+
Pelargonidin-3,5-di-O-glucoside
—— [(15S)-14,14-Dimethyl-6-oxo-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.02,7.012,16]hexadeca-1(10),2(7),4,8-tetraen-15-yl] acetate —— C23H20O6
[(15S)-14,14-Dimethyl-6-oxo-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.02,7.012,16]hexadeca-1(10),2(7),4,8-tetraen-15-yl] acetate
—— 5-carbomethoxymethyl-7-hydroxy-4'-chloroflavone 1389341-86-9 C18H13ClO5
5-carbomethoxymethyl-7-hydroxy-4'-chloroflavone
—— 5-carbomethoxymethyl-7-hydroxy-4'-methylflavone 1389341-84-7 C19H16O5
5-carbomethoxymethyl-7-hydroxy-4'-methylflavone
—— trans-ethyl 3-fluoro-4-oxo-2-phenylchroman-3-carboxylate —— C18H15FO4
trans-ethyl 3-fluoro-4-oxo-2-phenylchroman-3-carboxylate
—— ethyl (2S,3R)-4-oxo-2-phenyl-2,3-dihydrochromene-3-carboxylate 1256155-48-2 C18H16O4
ethyl (2S,3R)-4-oxo-2-phenyl-2,3-dihydrochromene-3-carboxylate
—— 6,3-dinitroflavone 187585-47-3 C15H8N2O6
6,3-dinitroflavone
—— 3-nitro-2-phenyl-8-(prop-2-enyl)-4H-1-benzopyran-4-one 163977-84-2 C18H13NO4
3-nitro-2-phenyl-8-(prop-2-enyl)-4H-1-benzopyran-4-one
—— 3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2-phenyl-2H-1-benzopyran 127143-32-2 C15H12ClNO4
3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2-phenyl-2H-1-benzopyran
—— 13-[4-(2-Methylprop-2-enoxy)phenyl]-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15,17,19-heptaen-3-one 1429788-09-9 C28H22O5
13-[4-(2-Methylprop-2-enoxy)phenyl]-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15,17,19-heptaen-3-one
—— 2,3-butano-2',4',7-trihydroxyflavan-4-spirocyclohexane 138446-23-8 C24H28O4
2,3-butano-2',4',7-trihydroxyflavan-4-spirocyclohexane
—— 5-carbomethoxymethyl-7-hydroxy-4'-methoxyflavone 1389341-78-9 C20H18O7
5-carbomethoxymethyl-7-hydroxy-4'-methoxyflavone
—— 5-carbomethoxymethyl-7,2',4'-trihydroxyflavone 1389341-73-4 C18H14O7
5-carbomethoxymethyl-7,2',4'-trihydroxyflavone
—— 5-carbomethoxymethyl-7-hydroxy-3',4'-dimethoxyflavone 1389341-80-3 C20H18O7
5-carbomethoxymethyl-7-hydroxy-3',4'-dimethoxyflavone
—— 5-carbomethoxymethyl-7,2',5'-trihydroxyflavone 1389341-74-5 C18H14O7
5-carbomethoxymethyl-7,2',5'-trihydroxyflavone
—— 5-carbomethoxymethyl-7-hydroxy-3',5'-dimethoxyflavone 1389341-83-6 C19H16O6
5-carbomethoxymethyl-7-hydroxy-3',5'-dimethoxyflavone
—— 5-carbomethoxymethyl-7,3'-dihydroxy-4'-methoxylflavone 1389341-76-7 C19H16O7
5-carbomethoxymethyl-7,3'-dihydroxy-4'-methoxylflavone
—— 5-carbomethoxymethyl-7-hydroxy-3',4',5'-trimethoxyflavone 1389341-52-9 C21H20O8
5-carbomethoxymethyl-7-hydroxy-3',4',5'-trimethoxyflavone
—— 4α-o-methoxyphenylflavan 88214-70-4 C22H20O2
4α-o-methoxyphenylflavan
—— 4'-benzyloxy-3',5,6,7,8-pentamethoxyflavone 29201-97-6 C27H26O8
4'-benzyloxy-3',5,6,7,8-pentamethoxyflavone
—— 5-{[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylene}-2-thioxo-1,3-thiazolidin-4-one 5794-72-9 C27H21NO4S2
5-{[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylene}-2-thioxo-1,3-thiazolidin-4-one
—— 6-dihydroxyborane-7,8-dimethyl-2,2-diphenyl-2H-1-benzopyran 949111-82-4 C23H21BO3
6-dihydroxyborane-7,8-dimethyl-2,2-diphenyl-2H-1-benzopyran
—— 5-hydroxy-4'-tert-butylflavone 207905-97-3 C19H18O3
5-hydroxy-4'-tert-butylflavone
—— Xanthorhamnin 75183-90-3 C34H42O20
Xanthorhamnin
—— ethyl 2-[(2S,4R)-6-fluoro-4-hydroxy-2-phenyl-2,3-dihydrochromen-4-yl]acetate 111502-77-3 C19H19FO4
ethyl 2-[(2S,4R)-6-fluoro-4-hydroxy-2-phenyl-2,3-dihydrochromen-4-yl]acetate
—— 8-methoxy-5-methoxymethyl-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole 917957-60-9 C22H26N2O3
8-methoxy-5-methoxymethyl-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole
—— 5-chloromethyl-8-methoxy-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole 917957-59-6 C21H23ClN2O2
5-chloromethyl-8-methoxy-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole
—— (6-Fluoro-4-hydroxy-2-phenyl-chroman-4-yl)-acetic acid 111502-91-1 C17H15FO4
(6-Fluoro-4-hydroxy-2-phenyl-chroman-4-yl)-acetic acid
—— 6-chloro-3-hydroxy-2-(4-methylphenyl)-4H-1-benzopyran-4-one 41255-34-9 C16H11ClO3
6-chloro-3-hydroxy-2-(4-methylphenyl)-4H-1-benzopyran-4-one
—— N-[2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-ylidene]hydroxylamine 6953-32-8 C16H15NO3
N-[2-(4-Methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-ylidene]hydroxylamine
—— 7-Hydroxy-3-methyl-2-phenyl-8-[(piperidin-1-yl)methyl]-4H-1-benzopyran-4-one--hydrogen chloride (1/1) 67272-17-7 C22H24ClNO3
7-Hydroxy-3-methyl-2-phenyl-8-[(piperidin-1-yl)methyl]-4H-1-benzopyran-4-one--hydrogen chloride (1/1)
—— 2-(4-(trifluoromethyl)phenyl)-7-hydroxy-8-(3-methylbut-2-enyl)-4H-chromen-4-one 1192136-22-3 C21H17F3O3
2-(4-(trifluoromethyl)phenyl)-7-hydroxy-8-(3-methylbut-2-enyl)-4H-chromen-4-one
—— 2-(3,4-Dihydroxyphenyl)-8-[(dimethylamino)methyl]-3,5,7-trihydroxychromen-4-one;hydrochloride —— C18H18ClNO7
2-(3,4-Dihydroxyphenyl)-8-[(dimethylamino)methyl]-3,5,7-trihydroxychromen-4-one;hydrochloride
—— 3-Ethyl-7-hydroxy-2-phenyl-8-(piperidin-1-ylmethyl)chromen-4-one;hydrochloride 67272-19-9 C23H26ClNO3
3-Ethyl-7-hydroxy-2-phenyl-8-(piperidin-1-ylmethyl)chromen-4-one;hydrochloride
—— 8-[(Dimethylamino)methyl]-3-ethyl-7-hydroxy-2-phenylchromen-4-one;hydrochloride 67238-74-8 C20H22ClNO3
8-[(Dimethylamino)methyl]-3-ethyl-7-hydroxy-2-phenylchromen-4-one;hydrochloride
—— 8-(Diethylaminomethyl)-7-hydroxy-3-methyl-2-phenylchromen-4-one;hydrochloride 67238-71-5 C21H24ClNO3
8-(Diethylaminomethyl)-7-hydroxy-3-methyl-2-phenylchromen-4-one;hydrochloride
—— 8-[(Dimethylamino)methyl]-7-hydroxy-3-methyl-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1) 25782-07-4 C19H20ClNO3
8-[(Dimethylamino)methyl]-7-hydroxy-3-methyl-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1)
—— 8-(Diethylaminomethyl)-3-ethyl-7-hydroxy-2-phenylchromen-4-one;hydrochloride 67238-69-1 C22H26ClNO3
8-(Diethylaminomethyl)-3-ethyl-7-hydroxy-2-phenylchromen-4-one;hydrochloride
—— 7-Hydroxy-3-methyl-8-[(methylamino)methyl]-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1) 67238-82-8 C18H18ClNO3
7-Hydroxy-3-methyl-8-[(methylamino)methyl]-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1)
—— 2-(4-(hex-5-yn-1-yloxy)phenyl)-6-methyl-4H-chromen-4-one 1451739-79-9 C22H20O3
2-(4-(hex-5-yn-1-yloxy)phenyl)-6-methyl-4H-chromen-4-one
—— 6-fluoro-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-69-4 C43H40FN3O8
6-fluoro-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 1,13-bis[4-(6-methyl-4H-chromen-4-on-2-yl)phenyl]-1,4,10,13-tetraoxa-7-azatridecane 1346226-92-3 C40H39NO8
1,13-bis[4-(6-methyl-4H-chromen-4-on-2-yl)phenyl]-1,4,10,13-tetraoxa-7-azatridecane
—— 3-(benzyloxy)-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-71-8 C50H47N3O9
3-(benzyloxy)-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 6-methyl-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-67-2 C44H43N3O8
6-methyl-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 1,13-bis[4-(6-methyl-4H-chromen-4-on-2-yl)phenyl]-7-(tert-butyloxycarbonyl)-1,4,10,13-tetraoxa-7-azatridecane 1346226-84-3 C45H47NO10
1,13-bis[4-(6-methyl-4H-chromen-4-on-2-yl)phenyl]-7-(tert-butyloxycarbonyl)-1,4,10,13-tetraoxa-7-azatridecane