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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
—— baicalein 7-O-β-(6''-O-malonylglycoside) —— C24H22O13
baicalein 7-O-β-(6''-O-malonylglycoside)
—— 3,3-diphenyl-5-[2-(6-methoxy-2-naphthyl)ethenyl]-[3H]naphtho[2,1-b]pyran —— C38H28O2
3,3-diphenyl-5-[2-(6-methoxy-2-naphthyl)ethenyl]-[3H]naphtho[2,1-b]pyran
—— grosvenorine —— C33H40O19
grosvenorine
—— quercetin 3-O-β-D-(6″-O-(E)-p-coumaryl) glucopyranoside —— C30H26O14
quercetin 3-O-β-D-(6″-O-(E)-p-coumaryl) glucopyranoside
—— quercetin 3-O-(6″-O-E-caffeoyl)-β-D-glucopyranoside —— C30H26O15
quercetin 3-O-(6″-O-E-caffeoyl)-β-D-glucopyranoside
—— 6''-O-cinnamoylisoquercitrin —— C30H26O13
6''-O-cinnamoylisoquercitrin
—— quercetin-3-O-β-D-(6-O-Z-p-coumaroyl)glucopyranoside —— C30H26O14
quercetin-3-O-β-D-(6-O-Z-p-coumaroyl)glucopyranoside
—— 3-O-β-D-glucopyranosyl-3',4',7-tri-O-benzyl-5-hydroxyflavonol —— C42H38O12
3-O-β-D-glucopyranosyl-3',4',7-tri-O-benzyl-5-hydroxyflavonol
—— 3,3′,4′,7-tetrahydroxy-5-methoxyflavone 3-O-β-D-glucuronopyranoside —— C22H22O12
3,3′,4′,7-tetrahydroxy-5-methoxyflavone 3-O-β-D-glucuronopyranoside
—— 3-(benzyloxy)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxy-4H-benzopyran-4-one —— C25H22O7
3-(benzyloxy)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxy-4H-benzopyran-4-one
—— azaleatin 3-O-β-D-galactoside —— C22H22O12
azaleatin 3-O-β-D-galactoside
—— Caryatin-7-O-β-D-glucoside —— C23H24O12
Caryatin-7-O-β-D-glucoside
—— 3',4'-O-(phenylbenzylidene)-3-O-n-propylquercetin —— C31H24O7
3',4'-O-(phenylbenzylidene)-3-O-n-propylquercetin
—— 3-{{6-O-[2,3-O-(2-carboxy-1-methylidene)-6-deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl}oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one —— C31H34O18
3-{{6-O-[2,3-O-(2-carboxy-1-methylidene)-6-deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl}oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
—— 2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-5,7-dihydroxy-3-methoxychromen-4-one —— C29H20O7
2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-5,7-dihydroxy-3-methoxychromen-4-one
—— 7,4'-dihydroxy-3,5,3'-triethoxyflavone —— C21H22O7
7,4'-dihydroxy-3,5,3'-triethoxyflavone
—— 2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl)oxy)acetic acid —— C21H20O9
2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl)oxy)acetic acid
—— quercetin 3-methyl ether 7-O-β-D-galactopyranoside —— C22H22O12
quercetin 3-methyl ether 7-O-β-D-galactopyranoside
—— 2-(3,4-dihydroxyphenyl)-3-ethoxy-5,7-dihydroxy-4H-chromen-4-one —— C17H14O7
2-(3,4-dihydroxyphenyl)-3-ethoxy-5,7-dihydroxy-4H-chromen-4-one
—— 3-O-<α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranosyl>-catechin —— C27H34O15
3-O-<α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranosyl>-catechin
—— 3-aminoluteorin —— C15H11NO6
3-aminoluteorin
—— 3-{{6-O-[4-O-(3-carboxy-1-oxopropyl)-6-deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl}oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one —— C31H34O19
3-{{6-O-[4-O-(3-carboxy-1-oxopropyl)-6-deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl}oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-fluorobenzoate —— C22H13FO8
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-fluorobenzoate
—— 4-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy)butanenitrile —— C19H15NO7
4-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy)butanenitrile
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 4-aminobenzoate —— C22H15NO8
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 4-aminobenzoate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 4-methoxybenzoate —— C23H16O9
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 4-methoxybenzoate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-aminobenzoate —— C22H15NO8
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-aminobenzoate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 3-methoxybenzoate —— C23H16O9
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 3-methoxybenzoate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-isopropoxy-4H-chromen-4-one —— C18H16O7
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-isopropoxy-4H-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl benzoate —— C22H14O8
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl benzoate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-methoxybenzoate —— C23H16O9
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-methoxybenzoate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 3-fluorobenzoate —— C22H13FO8
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 3-fluorobenzoate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 4-fluorobenzoate —— C22H13FO8
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 4-fluorobenzoate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(2-hydroxyethoxy)-4H-chromen-4-one —— C17H14O8
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(2-hydroxyethoxy)-4H-chromen-4-one
—— quercetin-3'-O-methyl-3-O-α-L-rhamnopyranosyl(1->6)-β-D-glucopyranoside —— C28H32O16
quercetin-3'-O-methyl-3-O-α-L-rhamnopyranosyl(1->6)-β-D-glucopyranoside
—— diosmetin-7-O-glucuronide —— C22H20O12
diosmetin-7-O-glucuronide
—— 8-C-prenyldiosmetin —— C21H20O6
8-C-prenyldiosmetin
—— diosmetin-7-O-glucuronide —— C22H20O12
diosmetin-7-O-glucuronide
—— 6,8-dibromodiosmetin —— C16H10Br2O6
6,8-dibromodiosmetin
—— 4'-O-methylluteolin-7-O-β-[6-O-β-xylopyranosylglucopyranoside] —— C27H30O15
4'-O-methylluteolin-7-O-β-[6-O-β-xylopyranosylglucopyranoside]
—— diosmetin 7-O-β-L-arabinofuranosyl-(1→2)-β-D-apiofuranoside —— C26H28O14
diosmetin 7-O-β-L-arabinofuranosyl-(1→2)-β-D-apiofuranoside
—— (2R)-7-hydroxy-2-[4-hydroxyphenyl]chroman-4-one —— C15H12O4
(2R)-7-hydroxy-2-[4-hydroxyphenyl]chroman-4-one
—— Neolicurosid —— C26H30O13
Neolicurosid
—— quercetin 3-O-<β-D-apiofuranosyl(1->2)α-L-rhamnopyranosyl(1->6)>-β-D-glucopyranoside) —— C32H38O20
quercetin 3-O-<β-D-apiofuranosyl(1->2)α-L-rhamnopyranosyl(1->6)>-β-D-glucopyranoside)
—— 8-β-D-glucopyranosyloxy-3',4',5,5'-tetrahydroxy-7-methoxy-3-α-L-rhamnopyranosyloxyflavone —— C28H32O18
8-β-D-glucopyranosyloxy-3',4',5,5'-tetrahydroxy-7-methoxy-3-α-L-rhamnopyranosyloxyflavone
—— isorhamnetin 3-O-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside —— C34H42O21
isorhamnetin 3-O-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside
—— 8-acetoxy-3',4',5,5'-tetrahydroxy-7-methoxy-3-α-L-rhamnopyranosyloxyflavone —— C24H24O14
8-acetoxy-3',4',5,5'-tetrahydroxy-7-methoxy-3-α-L-rhamnopyranosyloxyflavone
—— 3',4',5,5',8-pentahydroxy-7-methoxy-3-α-L-rhamnopyranosyloxyflavone —— C22H22O13
3',4',5,5',8-pentahydroxy-7-methoxy-3-α-L-rhamnopyranosyloxyflavone
—— (E)-4-(4-oxo-4H-chromen-2-yl)-N'-(3,4-dihydroxybenzylidene)benzohydrazide —— C23H16N2O5
(E)-4-(4-oxo-4H-chromen-2-yl)-N'-(3,4-dihydroxybenzylidene)benzohydrazide
—— 6,3',4'-trihydroxyflavanone —— C15H12O5
6,3',4'-trihydroxyflavanone