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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
—— 7-allyloxy-5-hydroxyflavone 4682-31-9 C18H14O4
7-allyloxy-5-hydroxyflavone
—— 6,8-dibromo-5,7-dimethoxy-2-phenyl-chromen-4-one 854244-26-1 C17H12Br2O4
6,8-dibromo-5,7-dimethoxy-2-phenyl-chromen-4-one
—— 7-[(4-Fluorophenyl)methoxy]-5-hydroxy-2-phenylchromen-4-one 306321-93-7 C22H15FO4
7-[(4-Fluorophenyl)methoxy]-5-hydroxy-2-phenylchromen-4-one
—— 7-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C27H30O15
7-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— N-((2-(4-chlorophenyl)-4-oxo-4H-chromen-7-yl)methyl)-N,N-diethylethanaminium 1343513-31-4 C22H25ClNO2
N-((2-(4-chlorophenyl)-4-oxo-4H-chromen-7-yl)methyl)-N,N-diethylethanaminium
—— 7-(morpholinomethyl)-2-(4-nitrophenyl)-4H-chromen-4-one 1343513-22-3 C20H18N2O5
7-(morpholinomethyl)-2-(4-nitrophenyl)-4H-chromen-4-one
—— 7-methyl-2-(4-nitrophenyl)-4H-chromen-4-one 1343513-18-7 C16H11NO4
7-methyl-2-(4-nitrophenyl)-4H-chromen-4-one
—— 7-((1H-imidazol-1-yl)methyl)-2-(4-chlorophenyl)-4H-chromen-4-one 1343513-30-3 C19H13ClN2O2
7-((1H-imidazol-1-yl)methyl)-2-(4-chlorophenyl)-4H-chromen-4-one
—— 7-((4-methylpiperazin-1-yl)methyl)-2-(4-nitrophenyl)-4H-chromen-4-one 1343513-21-2 C21H21N3O4
7-((4-methylpiperazin-1-yl)methyl)-2-(4-nitrophenyl)-4H-chromen-4-one
—— 7-((diethylamino)methyl)-2-(4-nitrophenyl)-4H-chromen-4-one 1343513-19-8 C20H20N2O4
7-((diethylamino)methyl)-2-(4-nitrophenyl)-4H-chromen-4-one
—— Epicatechin-(4beta->8 103883-03-0 C30H24O12
Epicatechin-(4beta->8
—— 2-(2-chlorophenyl)-7-methyl-4H-chromen-4-one 313531-42-9 C16H11ClO2
2-(2-chlorophenyl)-7-methyl-4H-chromen-4-one
—— 2-(4-nitrophenyl)-7-(piperazin-1-ylmethyl)-4H-chromen-4-one 1343513-23-4 C20H19N3O4
2-(4-nitrophenyl)-7-(piperazin-1-ylmethyl)-4H-chromen-4-one
—— 2-(4-aminophenyl)-7-methyl-4H-chromen-4-one 1215972-71-6 C16H13NO2
2-(4-aminophenyl)-7-methyl-4H-chromen-4-one
—— 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C27H30O16
5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(4-nitrophenyl)-7-(piperidin-1-ylmethyl)-4H-chromen-4-one 1343513-20-1 C21H20N2O4
2-(4-nitrophenyl)-7-(piperidin-1-ylmethyl)-4H-chromen-4-one
—— 2-(4-chlorophenyl)-7-methyl-4H-chromen-4-one 313973-29-4 C16H11ClO2
2-(4-chlorophenyl)-7-methyl-4H-chromen-4-one
—— Eriodictyol-7-glucoside 38965-51-4 C21H22O11
Eriodictyol-7-glucoside
—— nonyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate 1217342-31-8 C26H30O6
nonyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate
—— 8-(3,3-diphenyl-3H-benzo[f]chromene-7-carboxamido)octanoic acid 1142252-62-7 C34H33NO4
8-(3,3-diphenyl-3H-benzo[f]chromene-7-carboxamido)octanoic acid
—— 8-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)octanoic acid 1131148-02-1 C34H33NO4
8-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)octanoic acid
—— 6-geranylnaringenin 328946-42-5 C25H28O5
6-geranylnaringenin
—— dodecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate 1217342-33-0 C29H36O6
dodecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate
—— 5,7-dihydroxy-6-methoxy-2-phenyl-8-[(N-phenylanilino)methyl]chromen-4-one 1021312-32-2 C29H23NO5
5,7-dihydroxy-6-methoxy-2-phenyl-8-[(N-phenylanilino)methyl]chromen-4-one
—— 8-[[Furan-2-ylmethyl(methyl)amino]methyl]-5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one 1021312-26-4 C23H21NO6
8-[[Furan-2-ylmethyl(methyl)amino]methyl]-5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one
—— 7-[3-(Diethylamino)propoxy]-5-hydroxy-6-methoxy-2-phenylchromen-4-one 1263323-10-9 C23H27NO5
7-[3-(Diethylamino)propoxy]-5-hydroxy-6-methoxy-2-phenylchromen-4-one
—— 6-O-methylbaicalein 7-O-glucopyranuronide 36948-76-2 C22H20O11
6-O-methylbaicalein 7-O-glucopyranuronide
—— 8-(Butylaminomethyl)-5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one 1021312-30-0 C21H23NO5
8-(Butylaminomethyl)-5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one
—— 5,7-Dihydroxy-6-methoxy-8-(morpholin-4-ylmethyl)-2-phenylchromen-4-one 1021312-18-4 C21H21NO6
5,7-Dihydroxy-6-methoxy-8-(morpholin-4-ylmethyl)-2-phenylchromen-4-one
—— 6-methoxy-8-(N-methylpiperazin-1-ylmethyl)baicalein 1021312-20-8 C22H24N2O5
6-methoxy-8-(N-methylpiperazin-1-ylmethyl)baicalein
—— 7-carboxymethyloxy-5-hydroxy-6-methoxy flavone 203191-18-8 C18H14O7
7-carboxymethyloxy-5-hydroxy-6-methoxy flavone
—— 5,7-Dihydroxy-6-methoxy-2-phenyl-8-(piperidin-1-ylmethyl)chromen-4-one 1021312-34-4 C22H23NO5
5,7-Dihydroxy-6-methoxy-2-phenyl-8-(piperidin-1-ylmethyl)chromen-4-one
—— 8-[[Benzyl(methyl)amino]methyl]-5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one 1021312-28-6 C25H23NO5
8-[[Benzyl(methyl)amino]methyl]-5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one
—— 5-Hydroxy-6-methoxy-7-(3-morpholin-4-ylpropoxy)-2-phenylchromen-4-one 1263323-13-2 C23H25NO6
5-Hydroxy-6-methoxy-7-(3-morpholin-4-ylpropoxy)-2-phenylchromen-4-one
—— 5-Hydroxy-6-methoxy-7-[2-(4-methylpiperazin-1-yl)ethoxy]-2-phenylchromen-4-one 1263323-08-5 C23H26N2O5
5-Hydroxy-6-methoxy-7-[2-(4-methylpiperazin-1-yl)ethoxy]-2-phenylchromen-4-one
—— 5-Hydroxy-6-methoxy-2-phenyl-7-(2-piperidin-1-ylethoxy)chromen-4-one 1263323-06-3 C23H25NO5
5-Hydroxy-6-methoxy-2-phenyl-7-(2-piperidin-1-ylethoxy)chromen-4-one
—— 7-[4-(Diethylamino)butoxy]-5-hydroxy-6-methoxy-2-phenylchromen-4-one 1263323-16-5 C24H29NO5
7-[4-(Diethylamino)butoxy]-5-hydroxy-6-methoxy-2-phenylchromen-4-one
—— 5,7-Dihydroxy-6-methoxy-2-phenyl-8-(pyrrolidin-1-ylmethyl)chromen-4-one 1021312-36-6 C21H21NO5
5,7-Dihydroxy-6-methoxy-2-phenyl-8-(pyrrolidin-1-ylmethyl)chromen-4-one
—— 8-[(Benzylamino)methyl]-5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one 1021312-22-0 C24H21NO5
8-[(Benzylamino)methyl]-5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one
—— 5-hydroxy-6-methoxy-2-phenyl-7-(4-(pyrrolidin-1-yl)butoxy)-4H-chromen-4-one 1263323-17-6 C24H27NO5
5-hydroxy-6-methoxy-2-phenyl-7-(4-(pyrrolidin-1-yl)butoxy)-4H-chromen-4-one
—— 5-acetoxy-6,7-dimethoxyflavone 94306-12-4 C19H16O6
5-acetoxy-6,7-dimethoxyflavone
—— 5-Hydroxy-6-methoxy-2-phenyl-7-(2-pyrrolidin-1-ylethoxy)chromen-4-one 1263323-05-2 C22H23NO5
5-Hydroxy-6-methoxy-2-phenyl-7-(2-pyrrolidin-1-ylethoxy)chromen-4-one
—— 7-Benzyloxy-5-hydroxy-6-methoxy-flavon 4670-34-2 C23H18O5
7-Benzyloxy-5-hydroxy-6-methoxy-flavon
—— 5-Hydroxy-6-methoxy-7-(2-morpholin-4-ylethoxy)-2-phenylchromen-4-one 1263323-07-4 C22H23NO6
5-Hydroxy-6-methoxy-7-(2-morpholin-4-ylethoxy)-2-phenylchromen-4-one
—— 5-Hydroxy-6-methoxy-2-phenyl-7-(3-piperidin-1-ylpropoxy)chromen-4-one 1263323-12-1 C24H27NO5
5-Hydroxy-6-methoxy-2-phenyl-7-(3-piperidin-1-ylpropoxy)chromen-4-one
—— 5-Hydroxy-6-methoxy-2-phenyl-7-(4-piperidin-1-ylbutoxy)chromen-4-one 1263323-18-7 C25H29NO5
5-Hydroxy-6-methoxy-2-phenyl-7-(4-piperidin-1-ylbutoxy)chromen-4-one
—— 5-Hydroxy-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]-2-phenylchromen-4-one 1263323-14-3 C24H28N2O5
5-Hydroxy-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]-2-phenylchromen-4-one
—— Tert-butyl 4-[(5,7-dihydroxy-6-methoxy-4-oxo-2-phenylchromen-8-yl)methyl]piperazine-1-carboxylate 1021312-24-2 C26H30N2O7
Tert-butyl 4-[(5,7-dihydroxy-6-methoxy-4-oxo-2-phenylchromen-8-yl)methyl]piperazine-1-carboxylate
—— 7-[2-(Diethylamino)ethoxy]-5-hydroxy-6-methoxy-2-phenylchromen-4-one 1263323-04-1 C22H25NO5
7-[2-(Diethylamino)ethoxy]-5-hydroxy-6-methoxy-2-phenylchromen-4-one
—— 5-Hydroxy-6-methoxy-7-(4-morpholin-4-ylbutoxy)-2-phenylchromen-4-one 1263323-19-8 C24H27NO6
5-Hydroxy-6-methoxy-7-(4-morpholin-4-ylbutoxy)-2-phenylchromen-4-one