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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
—— 2,3-dihydro-t-4-cyano-c-3,c-4-epoxy-r-2-phenyl-4H-1-benzopyran —— C16H11NO2
2,3-dihydro-t-4-cyano-c-3,c-4-epoxy-r-2-phenyl-4H-1-benzopyran
—— 3-(butylamino)flavone —— C19H19NO2
3-(butylamino)flavone
—— 3-(benzylamino)flavone —— C22H17NO2
3-(benzylamino)flavone
—— (R)-2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-methoxy-2H-chromene-3-carboxylic acid (1S,2R)-(+)-norephedrine salt —— C9H13NO*C21H20O7
(R)-2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-methoxy-2H-chromene-3-carboxylic acid (1S,2R)-(+)-norephedrine salt
—— 2-(4-(2-dimethylaminoethoxy)phenyl)-5,7-dimethoxychromen-4-one —— C21H23NO5
2-(4-(2-dimethylaminoethoxy)phenyl)-5,7-dimethoxychromen-4-one
—— (-)-gallocatechin gallate-N-acetyl cysteine —— C27H25NO14S
(-)-gallocatechin gallate-N-acetyl cysteine
—— (-)-epigallocatechin gallate-N-acetyl cysteine —— C27H25NO14S
(-)-epigallocatechin gallate-N-acetyl cysteine
—— 3',4'-dimethylluteolin 7-O-β-D-glucoside —— C23H24O11
3',4'-dimethylluteolin 7-O-β-D-glucoside
—— 7-O-((1-(2-(2-fluorophenyl)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl)hesperetin —— C27H22FN3O7
7-O-((1-(2-(2-fluorophenyl)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl)hesperetin
—— diosmetinidin —— C16H13O5
diosmetinidin
—— 5-hydroxy-7-(6-O-α-1-rhamnopyranosyl-β-D-glucopyranosyl)oxy-3',4'-dimethoxyflavone —— C29H34O15
5-hydroxy-7-(6-O-α-1-rhamnopyranosyl-β-D-glucopyranosyl)oxy-3',4'-dimethoxyflavone
—— (S)-7-ethoxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one —— C18H18O6
(S)-7-ethoxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one
—— 6-[4-(2-morpholin-4-ylethyl)piperazine-1-yl]methyl-3',5,7-trihydroxyflavanone —— C27H35N3O7
6-[4-(2-morpholin-4-ylethyl)piperazine-1-yl]methyl-3',5,7-trihydroxyflavanone
—— 8-hydroxyhesperetin —— C16H14O7
8-hydroxyhesperetin
—— neohesperidin dihydrochalcone —— C28H36O15
neohesperidin dihydrochalcone
—— 4β-(S-cysteinyl)catechin —— C18H19NO8S
4β-(S-cysteinyl)catechin
—— 4-β-(S-cysteinyl)epicatechin —— C18H19NO8S
4-β-(S-cysteinyl)epicatechin
—— 5,6,7-trihydroxy-2-(4-ethoxyphenyl)-4H-chromen-4-one —— C17H14O6
5,6,7-trihydroxy-2-(4-ethoxyphenyl)-4H-chromen-4-one
—— 2-(4-(3-(dimethylamino)propoxy)phenyl)-5,6,7-trihydroxy-4H-chromen-4-one —— C20H21NO6
2-(4-(3-(dimethylamino)propoxy)phenyl)-5,6,7-trihydroxy-4H-chromen-4-one
—— N,N-diethyl-2-(4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)acetamide —— C21H21NO7
N,N-diethyl-2-(4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)acetamide
—— 5-(4-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenoxy)pentyl 4-(bis(2-chloroethyl)amino)benzoate —— C33H35Cl2NO8
5-(4-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenoxy)pentyl 4-(bis(2-chloroethyl)amino)benzoate
—— 5,6,7-trihydroxy-2-(4-(2-morpholino-2-oxoethoxy)phenyl)-4H-chromen-4-one —— C21H19NO8
5,6,7-trihydroxy-2-(4-(2-morpholino-2-oxoethoxy)phenyl)-4H-chromen-4-one
—— 5,6,7-trihydroxy-2-(4-(3-morpholinopropoxy)phenyl)-4H-chromen-4-one —— C22H23NO7
5,6,7-trihydroxy-2-(4-(3-morpholinopropoxy)phenyl)-4H-chromen-4-one
—— N,N-dimethyl-2-(4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)acetamide —— C19H17NO7
N,N-dimethyl-2-(4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)acetamide
—— 2-(4-(2-(diethylamino)ethoxy)phenyl)-5,6,7-trihydroxy-4H-chromen-4-one —— C21H23NO6
2-(4-(2-(diethylamino)ethoxy)phenyl)-5,6,7-trihydroxy-4H-chromen-4-one
—— 5-O-methyl-scutellarein —— C16H12O6
5-O-methyl-scutellarein
—— 4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl 4-methylpiperazine-1-carboxylate —— C21H20N2O7
4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl 4-methylpiperazine-1-carboxylate
—— 2-(4-(2-(dimethylamino)ethoxy)phenyl)-5,6,7-trihydroxy-4H-chromen-4-one —— C19H19NO6
2-(4-(2-(dimethylamino)ethoxy)phenyl)-5,6,7-trihydroxy-4H-chromen-4-one
—— 3-(4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)propyl 4-(bis(2-chloroethyl)amino)benzoate —— C29H27Cl2NO8
3-(4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)propyl 4-(bis(2-chloroethyl)amino)benzoate
—— N,N-dimethylcarbamic acid 4-(9-hydroxy-8-oxo-2,2-diphenyl-8H-1,3-dioxolo[4,5-g][1]benzopyran-6-yl)phenyl ester —— C31H23NO7
N,N-dimethylcarbamic acid 4-(9-hydroxy-8-oxo-2,2-diphenyl-8H-1,3-dioxolo[4,5-g][1]benzopyran-6-yl)phenyl ester
—— N,N-bis(1-methylethyl)carbamic acid 4-(5,6,7-trihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenyl ester —— C22H23NO7
N,N-bis(1-methylethyl)carbamic acid 4-(5,6,7-trihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenyl ester
—— N,N-dimethylcarbamic acid 4-(5,6,7-trihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenyl ester —— C18H15NO7
N,N-dimethylcarbamic acid 4-(5,6,7-trihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenyl ester
—— 4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl morpholine-4-carboxylate —— C20H17NO8
4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl morpholine-4-carboxylate
—— N,N-diethylcarbamic acid 4-(5,6,7-trihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenyl ester —— C20H19NO7
N,N-diethylcarbamic acid 4-(5,6,7-trihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenyl ester
—— scutellarein 7-O-glucuronopyranoside —— C21H18O12
scutellarein 7-O-glucuronopyranoside
—— 5-hydroxy-6-methoxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one —— C20H20O8
5-hydroxy-6-methoxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one
—— 5,6,7-trihydroxy-2-[4-({5-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-α-L-arabinofuranosyl}oxy)phenyl]-4H-1-benzopyran-4-one —— C29H24O12
5,6,7-trihydroxy-2-[4-({5-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-α-L-arabinofuranosyl}oxy)phenyl]-4H-1-benzopyran-4-one
—— 10-hydroxy-7-(4'-hydroxyphenyl)-2,3-dihydro-9H-[1,4]dioxino[2,3-g]benzopyrone —— C17H12O6
10-hydroxy-7-(4'-hydroxyphenyl)-2,3-dihydro-9H-[1,4]dioxino[2,3-g]benzopyrone
—— scutellarein-7-O-β-D-glucopyranosyl(1->4)-O-α-L-rhamnopyranoside —— C27H30O15
scutellarein-7-O-β-D-glucopyranosyl(1->4)-O-α-L-rhamnopyranoside
—— triethylammonium 2,3-dihydroxy-5-((2R,3R)-3,5,7-trihydroxy-4-oxochroman-2-yl)phenolate —— C6H15N*C15H12O8
triethylammonium 2,3-dihydroxy-5-((2R,3R)-3,5,7-trihydroxy-4-oxochroman-2-yl)phenolate
—— 3,7-bis(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4H-chromen-4-one —— C42H30O7
3,7-bis(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4H-chromen-4-one
—— 3,4',5-tri-O-acetylkaempferol —— C21H16O9
3,4',5-tri-O-acetylkaempferol
—— quercetin 3-rutinoside —— C27H30O17
quercetin 3-rutinoside
—— 3-[(6-O-(deoxy-α-L-manopyranosyl)-β-glucopyranosyl)oxy]-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one —— C31H38O17
3-[(6-O-(deoxy-α-L-manopyranosyl)-β-glucopyranosyl)oxy]-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 5,7-bis(benzyloxy)-8-hydroxy-2-phenyl-4H-chromen-4-one —— C29H22O5
5,7-bis(benzyloxy)-8-hydroxy-2-phenyl-4H-chromen-4-one
—— 1-(4-chlorophenyl)-8-acetyl-2-(4-chlorophenyl)-7-methyl-4H-pyrano[2,3-f]indol-4-one —— C26H17Cl2NO3
1-(4-chlorophenyl)-8-acetyl-2-(4-chlorophenyl)-7-methyl-4H-pyrano[2,3-f]indol-4-one
—— allyl methyl 1,4-dihydro-2,6-dimethyl-4-<3'-(4H-4-oxo-1-benzopyran-2-yl)phenyl>-3,5-pyridinedicarboxylate —— C28H25NO6
allyl methyl 1,4-dihydro-2,6-dimethyl-4-<3'-(4H-4-oxo-1-benzopyran-2-yl)phenyl>-3,5-pyridinedicarboxylate
—— 4',6-dimethoxy-3-fluoroflavone —— C17H13FO4
4',6-dimethoxy-3-fluoroflavone
—— 8-(phenethylaminomethyl)quercetin —— C24H21NO7
8-(phenethylaminomethyl)quercetin
—— 2,3,3,10-tetraphenyl-3H-benzo[f]chromene —— C37H26O
2,3,3,10-tetraphenyl-3H-benzo[f]chromene