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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
—— 2',4',5-trihydroxy-7,8-dimethoxyflavone 101909-52-8 C17H14O7
2',4',5-trihydroxy-7,8-dimethoxyflavone
—— 2-{3-[(diethylamino)-methyl]-phenyl}-6,7-dimethoxychroman-4-one 916060-93-0 C22H27NO4
2-{3-[(diethylamino)-methyl]-phenyl}-6,7-dimethoxychroman-4-one
—— Catechin 3-sulfate 2095326-82-0 C15H14O9S
Catechin 3-sulfate
—— Sideroxylindimethylether 56078-80-9 C20H20O5
Sideroxylindimethylether
—— 2-o-tolylchroman-4-one 1101612-56-9 C16H14O2
2-o-tolylchroman-4-one
—— 22519-99-9 C27H30NaO16
—— 2-(4-Chloro-phenyl)-chroman-3-one 105849-79-4 C15H11ClO2
2-(4-Chloro-phenyl)-chroman-3-one
—— (2R,3R,4S)-4-(2-ethoxyethoxy)-5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol 1401236-91-6 C40H40O7
(2R,3R,4S)-4-(2-ethoxyethoxy)-5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol
—— (2R,3R,4S)-8-bromo-4-(2-ethoxyethoxy)-5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol 1401236-92-7 C40H39BrO7
(2R,3R,4S)-8-bromo-4-(2-ethoxyethoxy)-5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol
—— 5-carbomethoxymethyl-7,4'-dihydroxy-3'-methoxylflavone 1389341-75-6 C19H16O7
5-carbomethoxymethyl-7,4'-dihydroxy-3'-methoxylflavone
—— Maysin 70255-49-1 C27H28O14
Maysin
—— acacetin-8-C-neohesperidoside 64271-10-9 C28H32O14
acacetin-8-C-neohesperidoside
—— (-)-Epicatechin-5-gallate 1170306-87-2 C22H18O10
(-)-Epicatechin-5-gallate
—— 3-chloro-3,4-dihydro-4-hydroxy-2-(2-methoxy-phenyl)-3-nitro-2H-1-benzopyran 127143-39-9 C16H14ClNO5
3-chloro-3,4-dihydro-4-hydroxy-2-(2-methoxy-phenyl)-3-nitro-2H-1-benzopyran
—— 3'-O-sulfate-epicatechin 1038922-77-8 C15H14O9S
3'-O-sulfate-epicatechin
—— 3'-Methylepicatechin-4'-sulfate 1390702-41-6 C16H16O9S
3'-Methylepicatechin-4'-sulfate
—— [2-(2-phenyl-chroman-6-yloxy)-thiazol-5-ylmethyl]amine 1426896-92-5 C19H18N2O2S
[2-(2-phenyl-chroman-6-yloxy)-thiazol-5-ylmethyl]amine
—— 2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carbonitrile 1426900-38-0 C20H16N2O2S
2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carbonitrile
—— Cyanidin-3-O-glucuronide 683208-13-1 C21H19ClO12
Cyanidin-3-O-glucuronide
—— 7-Benzyloxy-2-(2,2-diphenyl-1,3-benzodioxol-5-yl)-5-hydroxy-H-1-benzopyran-4-one 1391054-52-6 C35H24O6
7-Benzyloxy-2-(2,2-diphenyl-1,3-benzodioxol-5-yl)-5-hydroxy-H-1-benzopyran-4-one
—— 2-(4-Methoxyphenyl)-4-oxo-4H-1-benzopyran-6-yl dihydrogen phosphate 88543-71-9 C16H13O7P
2-(4-Methoxyphenyl)-4-oxo-4H-1-benzopyran-6-yl dihydrogen phosphate
—— 2-(4-Oxo-4H-1-benzopyran-2-yl)benzene-1-sulfonic acid 88775-91-1 C15H10O5S
2-(4-Oxo-4H-1-benzopyran-2-yl)benzene-1-sulfonic acid
—— 5,7,8-Trimethoxy-2-(2,4,6-trimethoxyphenyl)-4H-1-benzopyran-4-one 89121-54-0 C21H22O8
5,7,8-Trimethoxy-2-(2,4,6-trimethoxyphenyl)-4H-1-benzopyran-4-one
—— Acetic acid 5,7-diacetoxy-2-(3,4-dimethoxy-phenyl)-4-oxo-4H-chromen-8-yl ester 89473-35-8 C23H20O10
Acetic acid 5,7-diacetoxy-2-(3,4-dimethoxy-phenyl)-4-oxo-4H-chromen-8-yl ester
—— 2-(Naphthalen-2-yl)-6-nitro-4H-1-benzopyran-4-one 89720-61-6 C19H11NO4
2-(Naphthalen-2-yl)-6-nitro-4H-1-benzopyran-4-one
—— 2-(3-Bromo-4-methoxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one 92614-08-9 C18H15BrO5
2-(3-Bromo-4-methoxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 3-Methyl-2-(3-methylphenyl)-8-(prop-1-en-1-yl)-4H-1-benzopyran-4-one 95461-16-8 C20H18O2
3-Methyl-2-(3-methylphenyl)-8-(prop-1-en-1-yl)-4H-1-benzopyran-4-one
—— 4-(2,4,4-Trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl)benzene-1,3-diol 94363-82-3 C18H20O3
4-(2,4,4-Trimethyl-3,4-dihydro-2H-1-benzopyran-2-yl)benzene-1,3-diol
—— 6-Chloro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 95412-43-4 C15H9ClO6
6-Chloro-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
—— 3,2',5'-Trihydroxy-flavon 95382-88-0 C15H10O5
3,2',5'-Trihydroxy-flavon
—— [(8-Formyl-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)oxy]acetic acid 113578-16-8 C18H12O6
[(8-Formyl-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)oxy]acetic acid
—— Acetic acid--2-phenyl-2H-1-benzopyran-4-ol (1/1) 138610-97-6 C17H16O4
Acetic acid--2-phenyl-2H-1-benzopyran-4-ol (1/1)
—— 2-(2,6-Dimethoxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one 139339-37-0 C17H14O5
2-(2,6-Dimethoxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one
—— 4-(5-Hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)benzoic acid 139097-16-8 C17H12O6
4-(5-Hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)benzoic acid
—— 4H-1-Benzopyran-4-one, 3-hydroxy-2-phenyl-, monohydrate 142416-04-4 C15H12O4
4H-1-Benzopyran-4-one, 3-hydroxy-2-phenyl-, monohydrate
—— 3,3-Diphenylbenzo[f]chromen-5-ol;methylcarbamic acid 143099-23-4 C27H23NO4
3,3-Diphenylbenzo[f]chromen-5-ol;methylcarbamic acid
—— 6,7-Dihydroxy-2-(4-nitrophenyl)-4H-1-benzopyran-4-one 144006-46-2 C15H9NO6
6,7-Dihydroxy-2-(4-nitrophenyl)-4H-1-benzopyran-4-one
—— 3,6-Dichloro-2-(3-methoxy-4-methylphenyl)-4H-1-benzopyran-4-one 194164-30-2 C17H12Cl2O3
3,6-Dichloro-2-(3-methoxy-4-methylphenyl)-4H-1-benzopyran-4-one
—— 1,2-Dimethyl-7,7-diphenyl-1,7-dihydropyrano[3,2-e]benzimidazole 194917-86-7 C24H20N2O
1,2-Dimethyl-7,7-diphenyl-1,7-dihydropyrano[3,2-e]benzimidazole
—— acetic acid;[4-(5,7-dihydroxy-4H-chromen-2-yl)phenyl] acetate 192221-62-8 C21H22O9
acetic acid;[4-(5,7-dihydroxy-4H-chromen-2-yl)phenyl] acetate
—— 3-(3,4-Dimethoxyphenyl)-3-phenyl-3H-naphtho[2,1-b]pyran 188985-44-6 C27H22O3
3-(3,4-Dimethoxyphenyl)-3-phenyl-3H-naphtho[2,1-b]pyran
—— 2-(3-Methoxy-4-nitrophenyl)-4H-naphtho[1,2-b]pyran-4-one 185028-88-0 C20H13NO5
2-(3-Methoxy-4-nitrophenyl)-4H-naphtho[1,2-b]pyran-4-one
—— 2,2-Diphenyl-2H-[1]benzofuro[2,3-h][1]benzopyran 163068-55-1 C27H18O2
2,2-Diphenyl-2H-[1]benzofuro[2,3-h][1]benzopyran
—— 3,3-bis(2-methoxyphenyl)-3H-benzo[f]chromene 28656-24-8 C27H22O3
3,3-bis(2-methoxyphenyl)-3H-benzo[f]chromene
—— 6,8-dibromo-4',7-dimethoxyflavone 38493-28-6 C17H12Br2O4
6,8-dibromo-4',7-dimethoxyflavone
—— 2-[4-(Acetyloxy)phenyl]-4-oxo-4H-1-benzopyran-5,7,8-triyl triacetate 54917-70-3 C23H18O10
2-[4-(Acetyloxy)phenyl]-4-oxo-4H-1-benzopyran-5,7,8-triyl triacetate
—— 2-(2,6-Dimethoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one 53617-61-1 C20H20O7
2-(2,6-Dimethoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one
—— [(2R,3S)-2-Phenyl-3,4-dihydro-2H-1-benzopyran-3-yl]methanol 53700-10-0 C16H16O2
[(2R,3S)-2-Phenyl-3,4-dihydro-2H-1-benzopyran-3-yl]methanol
—— 2-[4-(Dimethylamino)phenyl]-2H-1-benzopyran-2,7-diol 676600-08-1 C17H17NO3
2-[4-(Dimethylamino)phenyl]-2H-1-benzopyran-2,7-diol
—— 6,8-Dichloro-3-(furan-2-carbonyl)-2-phenyl-4H-1-benzopyran-4-one 673857-32-4 C20H10Cl2O4
6,8-Dichloro-3-(furan-2-carbonyl)-2-phenyl-4H-1-benzopyran-4-one