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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',4'-dibenzyloxy-3-methoxyflavone 307521-12-6 C30H24O5
3',4'-dibenzyloxy-3-methoxyflavone
—— (3',4'-dibenzyloxyflavon-3-yl)oxyacetic acid 307521-15-9 C31H24O7
(3',4'-dibenzyloxyflavon-3-yl)oxyacetic acid
—— (+/-)-[4-(13)C]-5,7-dibenzyloxy-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol —— C43H38O6
(+/-)-[4-(13)C]-5,7-dibenzyloxy-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol
—— 1-O-[(2S,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] 4-O-methyl (2R,3R)-2,3-dibenzoyloxybutanedioate 357409-17-7 C62H52O13
1-O-[(2S,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] 4-O-methyl (2R,3R)-2,3-dibenzoyloxybutanedioate
—— 1-O-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] 4-O-methyl (2R,3R)-2,3-dibenzoyloxybutanedioate 357409-16-6 C62H52O13
1-O-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-yl] 4-O-methyl (2R,3R)-2,3-dibenzoyloxybutanedioate
—— 3',4'-dihydroxy-3-methoxyflavone 307521-53-5 C16H12O5
3',4'-dihydroxy-3-methoxyflavone
—— 2-(3-ethoxyphenyl)-3-hydroxy-4H-chromen-4-one 296237-05-3 C17H14O4
2-(3-ethoxyphenyl)-3-hydroxy-4H-chromen-4-one
—— Pelargonidin 3-O-galactoside 125410-44-8 C21H21O10+
Pelargonidin 3-O-galactoside
—— kaempferitin —— C27H30O14
kaempferitin
—— cyanidin-3-O-monoglucoside —— C21H21O11*Cl
cyanidin-3-O-monoglucoside
—— 7-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-alpha-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 52438-15-0 C27H30O14
7-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-alpha-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
—— 7-methyl-2-phenylchroman-4-one 64919-60-4 C16H14O2
7-methyl-2-phenylchroman-4-one
—— 7-(benzyloxy)-5-hydroxy-3-methoxy-2-(3,4,5-tris(benzyloxy)phenyl)-4H-chromen-4-one 1486-55-1 C44H36O8
7-(benzyloxy)-5-hydroxy-3-methoxy-2-(3,4,5-tris(benzyloxy)phenyl)-4H-chromen-4-one
—— [2-[4-[4-(2-Methoxyphenyl)piperazin-1-yl]phenyl]-4-oxochromen-3-yl] 3,5-dimethylbenzenesulfonate 1099682-07-1 C34H32N2O6S
[2-[4-[4-(2-Methoxyphenyl)piperazin-1-yl]phenyl]-4-oxochromen-3-yl] 3,5-dimethylbenzenesulfonate
—— 5,7-dihydroxy-3-methoxy-2-(3,4,5-tris-benzyloxy-phenyl)-chromen-4-one 1486-58-4 C37H30O8
5,7-dihydroxy-3-methoxy-2-(3,4,5-tris-benzyloxy-phenyl)-chromen-4-one
—— 3’,4’-dihydroxyphenyl-chroman-7-ol 493-98-1 C15H14O4
3’,4’-dihydroxyphenyl-chroman-7-ol
—— Arthanitin 7228-78-6 C23H25ClO12
Arthanitin
—— (E)-3-(3-methoxybenzylidene)-2-phenylchroman-4-one 112014-56-9 C23H18O3
(E)-3-(3-methoxybenzylidene)-2-phenylchroman-4-one
—— 2H-1-Benzopyran-3(4H)-one, 7-methoxy-2-(4-methoxyphenyl)- 62232-23-9 C17H16O4
2H-1-Benzopyran-3(4H)-one, 7-methoxy-2-(4-methoxyphenyl)-
—— 4-(4-amino-5-(2-phenylchroman-7-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexanone 1309652-36-5 C27H26N4O2
4-(4-amino-5-(2-phenylchroman-7-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexanone
—— 2-(4-Methoxy-phenyl)-chroman-3-one 62232-17-1 C16H14O3
2-(4-Methoxy-phenyl)-chroman-3-one
—— 3,3',4',5',7-Pentahydroxyflavylium 172874-69-0 C15H11O6+
3,3',4',5',7-Pentahydroxyflavylium
—— rutin 168111-03-3 C27H30O16
rutin
—— N-[2-[4-(dimethylamino)phenyl]-4-oxochromen-8-yl]acetamide 179911-56-9 C19H18N2O3
N-[2-[4-(dimethylamino)phenyl]-4-oxochromen-8-yl]acetamide
—— 3',5'-di-tert.-butyl-4'-hydroxyflavone 152816-42-7 C23H26O3
3',5'-di-tert.-butyl-4'-hydroxyflavone
—— 2-(3,5-Ditert-butyl-4-hydroxyphenyl)-7-methoxychromen-4-one 175168-61-3 C24H28O4
2-(3,5-Ditert-butyl-4-hydroxyphenyl)-7-methoxychromen-4-one
—— 3-Methyl-7-acetamido-8-nitroflavon 62100-84-9 C18H14N2O5
3-Methyl-7-acetamido-8-nitroflavon
—— 2H-1-Benzopyran, 2-(4-methoxyphenyl)-3-[(methylthio)methoxy]- 62232-18-2 C18H18O3S
2H-1-Benzopyran, 2-(4-methoxyphenyl)-3-[(methylthio)methoxy]-
—— 2H-1-Benzopyran-3(4H)-one, 2-(3,4-dimethoxyphenyl)-7,8-dimethoxy- 62232-20-6 C19H20O6
2H-1-Benzopyran-3(4H)-one, 2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-
—— 1,19-bis[4'-((7-fluoro)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane 1187449-20-2 C42H40F2O11
1,19-bis[4'-((7-fluoro)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane
—— 6,8-Dibrom-7-methoxy-2-(α-naphthyl)chromon 61595-27-5 C20H12Br2O3
6,8-Dibrom-7-methoxy-2-(α-naphthyl)chromon
—— 7-Cyclohexyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one 1372989-51-9 C21H20O6
7-Cyclohexyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
—— 1,19-bis[4'-((7-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane 1187449-09-7 C44H46O11
1,19-bis[4'-((7-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane
—— 6-amino-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one 1609456-15-6 C15H11NO4
6-amino-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
—— 3-benzyloxy-2-(4-benzyloxy-3,5-dimethoxy-phenyl)-7-(3,7-dimethyl-octyl)-chromen-4-one 649551-82-6 C41H46O6
3-benzyloxy-2-(4-benzyloxy-3,5-dimethoxy-phenyl)-7-(3,7-dimethyl-octyl)-chromen-4-one
—— 6,8-Dibrom-7-hydroxy-2-(α-naphthyl)chromon 61595-26-4 C19H10Br2O3
6,8-Dibrom-7-hydroxy-2-(α-naphthyl)chromon
—— 3-Methyl-7-amino-8-nitroflavon 62100-82-7 C16H12N2O4
3-Methyl-7-amino-8-nitroflavon
—— 6-amino-3-hydroxy-2-(3-methoxy-4-(methoxymethoxy)phenyl)-4H-chromen-4-one 1609456-23-6 C18H17NO6
6-amino-3-hydroxy-2-(3-methoxy-4-(methoxymethoxy)phenyl)-4H-chromen-4-one
—— 6,8-dibromo-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one 101576-11-8 C17H12Br2O4
6,8-dibromo-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one
—— 3-benzyloxy-2-(4-benzyloxy-3,5-dimethoxy-phenyl)-7-octadecyl-chromen-4-one 649551-81-5 C49H62O6
3-benzyloxy-2-(4-benzyloxy-3,5-dimethoxy-phenyl)-7-octadecyl-chromen-4-one
—— 7-decyl-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 649551-49-5 C25H30O6
7-decyl-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 3-hydroxy-7-iodo-2-(3,4,5-trimethoxyphenyl)-chromen-4-one 649551-70-2 C18H15IO6
3-hydroxy-7-iodo-2-(3,4,5-trimethoxyphenyl)-chromen-4-one
—— 5,6-Benzo-4'-acetoxyflavanon 62069-38-9 C21H16O4
5,6-Benzo-4'-acetoxyflavanon
—— 1,19-bis[4'-((3-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane 1187449-14-4 C44H46O11
1,19-bis[4'-((3-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane
—— 2-(4-Hydroxyphenyl)-7-iodo-3-methoxychromen-4-one 132020-50-9 C16H11IO4
2-(4-Hydroxyphenyl)-7-iodo-3-methoxychromen-4-one
—— 1,19-bis[4'-((6-ethyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane 1187448-92-5 C46H50O11
1,19-bis[4'-((6-ethyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane
—— 2-(3,4-dimethoxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-amine 1609456-22-5 C17H15NO5
2-(3,4-dimethoxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-amine
—— 7-fluoro-2-(4-hydroxyphenyl)-4H-chromen-4-one 1000977-23-0 C15H9FO3
7-fluoro-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— 1,19-bis[4'-((6-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane 1187449-00-8 C44H46O11
1,19-bis[4'-((6-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane
—— 6,8-dibromo-3-hydroxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one 101576-12-9 C17H12Br2O5
6,8-dibromo-3-hydroxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one