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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
—— 5,7-dihydroxy-8-methoxy-2-phenyl-6-(pyrrolidin-1-ylmethyl)-4H-chromen-4-one —— C21H21NO5
5,7-dihydroxy-8-methoxy-2-phenyl-6-(pyrrolidin-1-ylmethyl)-4H-chromen-4-one
—— 5,7-dihydroxy-6-((4-hydroxypiperidin-1-yl)methyl)-8-methoxy-2-phenyl-4H-chromen-4-one —— C22H23NO6
5,7-dihydroxy-6-((4-hydroxypiperidin-1-yl)methyl)-8-methoxy-2-phenyl-4H-chromen-4-one
—— 6-((bis(2-hydroxyethyl)amino)methyl)-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C21H23NO7
6-((bis(2-hydroxyethyl)amino)methyl)-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— 5,7-dihydroxy-8-methoxy-2-phenyl-6-(piperidin-1-ylmethyl)-4H-chromen-4-one —— C22H23NO5
5,7-dihydroxy-8-methoxy-2-phenyl-6-(piperidin-1-ylmethyl)-4H-chromen-4-one
—— 5-hydroxy-8-methoxy-7-O-β-D-glucopyranosyloxyflavone —— C22H22O10
5-hydroxy-8-methoxy-7-O-β-D-glucopyranosyloxyflavone
—— 7-(4-(piperidin-1-yl)butoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C25H29NO5
7-(4-(piperidin-1-yl)butoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— 6-((dimethylamino)methyl)-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C19H19NO5
6-((dimethylamino)methyl)-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— 7-(3-(benzylamino)propoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C26H25NO5
7-(3-(benzylamino)propoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— 5,7-dihydroxy-8-methoxy-6-(morpholinomethyl)-2-phenyl-4H-chromen-4-one —— C21H21NO6
5,7-dihydroxy-8-methoxy-6-(morpholinomethyl)-2-phenyl-4H-chromen-4-one
—— 7-((5-methyloxazol-2-yl)methoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C21H17NO6
7-((5-methyloxazol-2-yl)methoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— 6-((4-(2-hydroxyethyl) piperazin-1-yl)methyl)-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C23H26N2O6
6-((4-(2-hydroxyethyl) piperazin-1-yl)methyl)-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— wogonoside methyl ester —— C23H22O11
wogonoside methyl ester
—— N-[3-(morpholin-4-yl)propyl]-3-methylflavone-8-carboxamide —— C24H26N2O4
N-[3-(morpholin-4-yl)propyl]-3-methylflavone-8-carboxamide
—— 7-(3-(bis(2-hydroxyethyl)amino)propoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C23H27NO7
7-(3-(bis(2-hydroxyethyl)amino)propoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— 10-hydroxy-7-(4'-oxypropylphenyl)-2,3-dihydro-9H-[1,4]-dioxo[2,3-g]benzopyran-9-one —— C19H14O7
10-hydroxy-7-(4'-oxypropylphenyl)-2,3-dihydro-9H-[1,4]-dioxo[2,3-g]benzopyran-9-one
—— 10-hydroxy-7-(4'-(2-hydroxy-3-ethanediolaminopropoxy)phenyl)-2,3-dihydro-9H-[1,4]-dioxo[2,3-g]benzopyran-9-one —— C24H27NO9
10-hydroxy-7-(4'-(2-hydroxy-3-ethanediolaminopropoxy)phenyl)-2,3-dihydro-9H-[1,4]-dioxo[2,3-g]benzopyran-9-one
—— 7-(4-(bis(2-hydroxyethyl)amino)butoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C24H29NO7
7-(4-(bis(2-hydroxyethyl)amino)butoxy)-5-hydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— 7-(benzyloxy)-8-(2-(bis(2-hydroxyethyl)amino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one —— C28H29NO7
7-(benzyloxy)-8-(2-(bis(2-hydroxyethyl)amino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 4-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochroman-3-yloxy]-4-oxobutanoic acid —— C19H16O10
4-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochroman-3-yloxy]-4-oxobutanoic acid
—— 2-(4-fluorophenyl)-7-hydroxy-4H-chromen-4-one —— C15H9FO3
2-(4-fluorophenyl)-7-hydroxy-4H-chromen-4-one
—— 7-hydroxy-2-(naphthalen-2-yl)-4H-chromen-4-one —— C19H12O3
7-hydroxy-2-(naphthalen-2-yl)-4H-chromen-4-one
—— 2-(4-bromophenyl)-7-hydroxy-4H-chromen-4-one —— C15H9BrO3
2-(4-bromophenyl)-7-hydroxy-4H-chromen-4-one
—— 5-hydroxy-6-(3-methylbut-2-enyl)-2-p-tolylchroman-4-one —— C21H22O3
5-hydroxy-6-(3-methylbut-2-enyl)-2-p-tolylchroman-4-one
—— 2-(4-chlorophenyl)-5-hydroxy-6-(3-methylbut-2-enyl)chroman-4-one —— C20H19ClO3
2-(4-chlorophenyl)-5-hydroxy-6-(3-methylbut-2-enyl)chroman-4-one
—— 7-acetoxy-5-hydroxy-6-(3-methylbut-2-enyl)-2-(2-acetoxyphenyl)chroman-4-one —— C24H24O7
7-acetoxy-5-hydroxy-6-(3-methylbut-2-enyl)-2-(2-acetoxyphenyl)chroman-4-one
—— 6-allyl-5-hydroxy-2-(2-acetoxyphenyl)chroman-4-one —— C20H18O5
6-allyl-5-hydroxy-2-(2-acetoxyphenyl)chroman-4-one
—— 7-acetoxy-5-hydroxy-6-(3-methylbut-2-enyl)-2-(3-acetoxyphenyl)chroman-4-one —— C24H24O7
7-acetoxy-5-hydroxy-6-(3-methylbut-2-enyl)-2-(3-acetoxyphenyl)chroman-4-one
—— 6-bromo-8-carboxy-3'-(2-benzothiazolylmethoxy)flavone —— C24H14BrNO5S
6-bromo-8-carboxy-3'-(2-benzothiazolylmethoxy)flavone
—— 6-bromo-8-carboxy-3'-(2-naphthylmethoxy)flavone —— C27H17BrO5
6-bromo-8-carboxy-3'-(2-naphthylmethoxy)flavone
—— 6-bromo-8-carboxy-3'-(2-quinazolinylmethoxy)flavone —— C25H15BrN2O5
6-bromo-8-carboxy-3'-(2-quinazolinylmethoxy)flavone
—— (+)-6,8-bis(1-methylthiooctyl)catechin —— C33H50O6S2
(+)-6,8-bis(1-methylthiooctyl)catechin
—— 4ξ-(2-aminoethylthio)epicatechine —— C17H19NO6S
4ξ-(2-aminoethylthio)epicatechine
—— 4-β-(2-aminoethylthio)catechin —— C17H19NO6S
4-β-(2-aminoethylthio)catechin
—— 5,7,3',4'-tetra-O-benzylepicatechin-(4β,8)-[4-(2-benzothiazolyl)(thio)-5,7,3',4'-tetra-O-benzylepicatechin] —— C93H77NO12S2
5,7,3',4'-tetra-O-benzylepicatechin-(4β,8)-[4-(2-benzothiazolyl)(thio)-5,7,3',4'-tetra-O-benzylepicatechin]
—— 5,7,3',4'-tetra-O-benzyl-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-4-(2-thioxobenzothiazol-3-yl)epicatechin] —— C93H77NO12S2
5,7,3',4'-tetra-O-benzyl-epicatechin-(4β,8)-[5,7,3',4'-tetra-O-benzyl-4-(2-thioxobenzothiazol-3-yl)epicatechin]
—— 2'-nitro-4',5',5,6,7,8-hexamethoxyflavone —— C21H21NO10
2'-nitro-4',5',5,6,7,8-hexamethoxyflavone
—— 2-(3,4-dimethoxy-phenyl)-5,6,8-trihydroxy-7-methoxy-chromen-4-one —— C18H16O8
2-(3,4-dimethoxy-phenyl)-5,6,8-trihydroxy-7-methoxy-chromen-4-one
—— 7-[3-[(4-hydroxyphenethyl)amino]-2-hydroxypropoxy]flavone Maleate —— C4H4O4*C26H25NO5
7-[3-[(4-hydroxyphenethyl)amino]-2-hydroxypropoxy]flavone Maleate
—— 2-(4-amino-3,5-dimethylphenyl)-3-(4-hydroxyphenyl)-2H-chromen-7-ol —— C23H21NO3
2-(4-amino-3,5-dimethylphenyl)-3-(4-hydroxyphenyl)-2H-chromen-7-ol
—— 7-hydroxy-4-methyl-5-pentylflavylium chloride —— C21H23O2*Cl
7-hydroxy-4-methyl-5-pentylflavylium chloride
—— kaempferol 3-O-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-α-D-glucopyranosyl-(1→6)-β-D-glucopyranoside —— C63H72O34
kaempferol 3-O-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-α-D-glucopyranosyl-(1→6)-β-D-glucopyranoside
—— kaempferol 3-O-(2,3,4-tri-O-β-D-glucopyranosyl)-α-L-rhamnopyranoside —— C39H50O25
kaempferol 3-O-(2,3,4-tri-O-β-D-glucopyranosyl)-α-L-rhamnopyranoside
—— kaempferol 3-O-β-D-quinovopyranosyl-(1→2)-α-L-rhamnopyranoside. —— C27H30O14
kaempferol 3-O-β-D-quinovopyranosyl-(1→2)-α-L-rhamnopyranoside.
—— kaempferol 3-O-[β-D-xylopyranosyl-(1→4)]-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-α-L-rhamnopyranoside —— C53H64O30
kaempferol 3-O-[β-D-xylopyranosyl-(1→4)]-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-α-L-rhamnopyranoside
—— kaempferol 3-O-[β-D-xylopyranosyl-(1→4)]-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside —— C47H54O26
kaempferol 3-O-[β-D-xylopyranosyl-(1→4)]-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside
—— kaempferol 3-O-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-β-D-glucopyranoside —— C48H56O27
kaempferol 3-O-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-β-D-glucopyranoside
—— kaempferol 3-O-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside —— C39H50O25
kaempferol 3-O-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside
—— kaempferol 3-O-[β-D-xylopyranosyl-(1→4)]-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-β-D-glucopyranoside —— C62H70O33
kaempferol 3-O-[β-D-xylopyranosyl-(1→4)]-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-β-D-glucopyranoside
—— kaempferol 3-O-(2,3-di-O-β-D-glucopyranosyl)-α-L-rhamnopyranoside-7-O-α-L-rhamnopyranoside —— C39H50O24
kaempferol 3-O-(2,3-di-O-β-D-glucopyranosyl)-α-L-rhamnopyranoside-7-O-α-L-rhamnopyranoside
—— kaempferol 3-O-[β-D-glucopyranosyl-(1→4)]-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-β-D-glucopyranoside —— C63H72O34
kaempferol 3-O-[β-D-glucopyranosyl-(1→4)]-[β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→3)]-β-D-6-O-[4-hydroxy-(E)-cinnamoyl]-glucopyranosyl-(1→2)-α-L-rhamnopyranoside-7-O-β-D-glucopyranoside