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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
—— 7-benzoyloxy-5-hydroxy-6-methoxy-2-phenyl-chromen-4-one —— C23H16O6
7-benzoyloxy-5-hydroxy-6-methoxy-2-phenyl-chromen-4-one
—— Fv80 —— C24H24O4
Fv80
—— 3'-methylflavone-8-carboxylic acid chloride —— C17H11ClO3
3'-methylflavone-8-carboxylic acid chloride
—— 7-hydroxy-2-(4-(methylthio)phenyl)-4H-chromen-4-one —— C16H12O3S
7-hydroxy-2-(4-(methylthio)phenyl)-4H-chromen-4-one
—— quercetin-3-O-β-arabinofuranoside —— C20H18O11
quercetin-3-O-β-arabinofuranoside
—— 3,3-diphenyl-9-(thien-2-yl)-3H-naphtho[2,1-b]pyran —— C29H20OS
3,3-diphenyl-9-(thien-2-yl)-3H-naphtho[2,1-b]pyran
—— 4-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-diethylcarbamate —— C22H23NO7
4-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-diethylcarbamate
—— 2-(3,4-dimethoxyphenyl)chroman-4-ol —— C17H18O4
2-(3,4-dimethoxyphenyl)chroman-4-ol
—— 8-allyl-3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2-(5-methoxy-2-nitrophenyl)-2H-1-benzopyran —— C19H17ClN2O7
8-allyl-3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2-(5-methoxy-2-nitrophenyl)-2H-1-benzopyran
—— 2,3-dihydroquercetin 7-(O-ethyl-N,N-diethylamidothionophosphate)-3',4'-diethylamidothionocyclophosphate —— C25H34N2O8P2S2
2,3-dihydroquercetin 7-(O-ethyl-N,N-diethylamidothionophosphate)-3',4'-diethylamidothionocyclophosphate
—— 3-nitro-8,8-dimethyl-2-phenyl-7,8-dihydro-2H,6H-benzo<1,2-b:5,4-b'>dipyran —— C20H19NO4
3-nitro-8,8-dimethyl-2-phenyl-7,8-dihydro-2H,6H-benzo<1,2-b:5,4-b'>dipyran
—— 5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 4-methoxybenzoate —— C28H30O9
5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 4-methoxybenzoate
—— (+/-)-syn-7-(4-bromophenyl)-6-(4-ethylphenyl)-12-methyl-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C27H23BrN4O
(+/-)-syn-7-(4-bromophenyl)-6-(4-ethylphenyl)-12-methyl-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— phlomisflavoside B —— C26H28O15
phlomisflavoside B
—— (2R,3S)-2,8-bis(3,4-dihydroxyphenyl)-12-nitro-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocine-3,5-diol —— C30H23NO11
(2R,3S)-2,8-bis(3,4-dihydroxyphenyl)-12-nitro-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocine-3,5-diol
—— (2R,3S,8S,14S)-2,8-bis(3,4-dihydroxyphenyl)-12-nitro-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocin-3,5-diol —— C30H23NO11
(2R,3S,8S,14S)-2,8-bis(3,4-dihydroxyphenyl)-12-nitro-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocin-3,5-diol
—— (2R,3S,8R,14R)-2,8-bis(3,4-dihydroxyphenyl)-12-nitro-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocin-3,5-diol —— C30H23NO11
(2R,3S,8R,14R)-2,8-bis(3,4-dihydroxyphenyl)-12-nitro-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d][1,3]benzodioxocin-3,5-diol
—— 5-benzoyloxy-3,7-dihydroxy-2-(4-hydroxy-phenyl)-chromenylium; chloride —— C22H15O6*Cl
5-benzoyloxy-3,7-dihydroxy-2-(4-hydroxy-phenyl)-chromenylium; chloride
—— quercetin 7-α-O-glucoside —— C21H20O12
quercetin 7-α-O-glucoside
—— quercetin 7-O-galactoside —— C21H20O12
quercetin 7-O-galactoside
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-3-methylchroman-3,5,7-triol —— C16H16O6
(2R,3R)-2-(3,4-dihydroxyphenyl)-3-methylchroman-3,5,7-triol
—— 5,7,8-trihydroxy-6-methyl-2-phenyl-chromen-4-one —— C16H12O5
5,7,8-trihydroxy-6-methyl-2-phenyl-chromen-4-one
—— S 1255 —— C27H24O7
S 1255
—— (1-phenyl-5-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)methyl 2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetate —— C34H23F3N2O6
(1-phenyl-5-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)methyl 2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetate
—— 4'-(6-((ethyl)(2-methoxybenzyl)amino)hexyloxy)-5,6,7-trimethoxyflavone —— C34H41NO7
4'-(6-((ethyl)(2-methoxybenzyl)amino)hexyloxy)-5,6,7-trimethoxyflavone
—— 6-chloro-7-methyl-2-(4-(4-trifluoromethoxy)phenoxy)phenyl-4H-chromen-4-one —— C23H14ClF3O4
6-chloro-7-methyl-2-(4-(4-trifluoromethoxy)phenoxy)phenyl-4H-chromen-4-one
—— kaemmpferol 3-[β-D-glucopyranosyl-(1<*>6)-β-D-galactopyranoside] 7-[α-L-arabinofuranoside] —— C32H38O20
kaemmpferol 3-[β-D-glucopyranosyl-(1<*>6)-β-D-galactopyranoside] 7-[α-L-arabinofuranoside]
—— 2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-[3-(trifluoromethyl)phenyl]-1H-[1]benzopyrano[3,4-f]quinoline —— C27H24F3NO2
2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-[3-(trifluoromethyl)phenyl]-1H-[1]benzopyrano[3,4-f]quinoline
—— chrysoeriol-7-O-β-D-(3''-E-p-coumaroyl)-glucopyranoside —— C31H28O13
chrysoeriol-7-O-β-D-(3''-E-p-coumaroyl)-glucopyranoside
—— patuletin 3-O-(2'-O-β-D-apiofuranosyl)-β-D-galactopyranoside —— C27H30O17
patuletin 3-O-(2'-O-β-D-apiofuranosyl)-β-D-galactopyranoside
—— quercetin 3-<6-ferulyl-β-D-glucopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-β-D-glucopyranoside> —— C43H48O25
quercetin 3-<6-ferulyl-β-D-glucopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-β-D-glucopyranoside>
—— (1-methoxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)acetamide —— C22H19NO3
(1-methoxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)acetamide
—— 6-((4-methylpiperazin-1-yl)methyl)-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one —— C22H24N2O5
6-((4-methylpiperazin-1-yl)methyl)-5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
—— 7-hydroxy-8,3',4'-trimethoxyflavanone —— C18H18O6
7-hydroxy-8,3',4'-trimethoxyflavanone
—— 2-[(3,5-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-7-yl)oxy]propionic acid —— C24H24O8
2-[(3,5-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-7-yl)oxy]propionic acid
—— 3-O-(3-(dipropylamino)propyl)-3',4',5'-trimethoxyflavonol —— C27H35NO6
3-O-(3-(dipropylamino)propyl)-3',4',5'-trimethoxyflavonol
—— quercetin 3-O-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)-α-L-(4-O-trans-p-coumaroylrhamnopyranosyl)-(1→6)]-β-D-galactopyranoside-7-O-α-L-rhamnopyranoside —— C54H66O31
quercetin 3-O-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)-α-L-(4-O-trans-p-coumaroylrhamnopyranosyl)-(1→6)]-β-D-galactopyranoside-7-O-α-L-rhamnopyranoside
—— N-((phenoxy)((5-acetoxy-2-(4-acetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-phenylalanine methyl ester —— C35H30NO11P
N-((phenoxy)((5-acetoxy-2-(4-acetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-phenylalanine methyl ester
—— 3-bromo-2-methoxy-2-phenyl-chromene —— C16H13BrO2
3-bromo-2-methoxy-2-phenyl-chromene
—— N-(6-(ethyl(2-methoxybenzyl)amino)hexyl)-2-(4-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenoxy)acetamide —— C36H44N2O8
N-(6-(ethyl(2-methoxybenzyl)amino)hexyl)-2-(4-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenoxy)acetamide
—— 2-(4-(trifluoromethyl)phenyl)chroman-4-ol —— C16H13F3O2
2-(4-(trifluoromethyl)phenyl)chroman-4-ol
—— Pt(3-aminoflavone)2Cl2 —— C15H11Cl2NO2Pt
Pt(3-aminoflavone)2Cl2
—— trans-2,3-dihydro-2-(3-methoxyphenyl)-3-(1H-1,2,4-triazol-1-yl)-4H-1-benzopyran-4-one —— C18H15N3O3
trans-2,3-dihydro-2-(3-methoxyphenyl)-3-(1H-1,2,4-triazol-1-yl)-4H-1-benzopyran-4-one
—— (6-Methoxy-2-phenyl-2H-3-chromenyl)methanol —— C17H16O3
(6-Methoxy-2-phenyl-2H-3-chromenyl)methanol
—— 4-[(5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-3-yl)oxy]crotonic acid ethyl ester —— C27H28O8
4-[(5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-3-yl)oxy]crotonic acid ethyl ester
—— ethyl allyl 1,4-dihydro-2,6-dimethyl-4-<4-(4H-4-oxo-1-benzopyran-2-yl)phenyl>-3,5-pyridine dicarboxylate —— C29H27NO6
ethyl allyl 1,4-dihydro-2,6-dimethyl-4-<4-(4H-4-oxo-1-benzopyran-2-yl)phenyl>-3,5-pyridine dicarboxylate
—— 5-hydroxy-2-phenyl-7-(3-piperidin-1-yl-propoxy)-chromen-4-one —— C23H25NO4
5-hydroxy-2-phenyl-7-(3-piperidin-1-yl-propoxy)-chromen-4-one
—— 3-(nitrate)propyl 6-((6-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate —— C38H35NO15
3-(nitrate)propyl 6-((6-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate
—— N-(6-(3',4'-dihydroxyflavon-3-yl)oxyhexyl)-N,N,N-trimethylammonium chloride —— C24H30NO5*Cl
N-(6-(3',4'-dihydroxyflavon-3-yl)oxyhexyl)-N,N,N-trimethylammonium chloride
—— quercetin 3-O-α-L-arabinopyranosyl-(1->6)-[2''-O-(E)-p-coumaroyl]-β-D-glucopyranoside —— C35H34O18
quercetin 3-O-α-L-arabinopyranosyl-(1->6)-[2''-O-(E)-p-coumaroyl]-β-D-glucopyranoside