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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
—— isoquercitrin —— C21H20O12
isoquercitrin
—— 8-(2''-pyrrolidinone-5''-yl)quercetin —— C19H15NO8
8-(2''-pyrrolidinone-5''-yl)quercetin
—— 3'-tert-butyloxycarbonyl-D-alanine quercetin ester —— C23H23NO10
3'-tert-butyloxycarbonyl-D-alanine quercetin ester
—— 3'-D-alanine quercetin ester hydrochloride —— C18H15NO8*ClH
3'-D-alanine quercetin ester hydrochloride
—— 3'-[cis-4-(tert-butyloxycarbonyl-amino)cyclohexanecarboxylic acid] quercetin ester —— C27H29NO10
3'-[cis-4-(tert-butyloxycarbonyl-amino)cyclohexanecarboxylic acid] quercetin ester
—— 3,3',4',5,7-Pentapivaloyl-Quercetin —— C40H50O12
3,3',4',5,7-Pentapivaloyl-Quercetin
—— 8-(3-chlorobenzylaminomethyl)quercetin —— C23H18ClNO7
8-(3-chlorobenzylaminomethyl)quercetin
—— 8-(4-fluorobenzylaminomethyl)quercetin —— C23H18FNO7
8-(4-fluorobenzylaminomethyl)quercetin
—— 8-(2-chlorophenethylaminomethyl)quercetin —— C24H20ClNO7
8-(2-chlorophenethylaminomethyl)quercetin
—— 2-[4-(3-chloro-2,2-dimethylpropanoyloxy)-3-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one —— C20H17ClO8
2-[4-(3-chloro-2,2-dimethylpropanoyloxy)-3-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one
—— 3,7-di-hydroxy-2-(3'-hydroxy-4'-(4-O-acetylferuloyloxy)phenyl)-5-hydroxy-chromen-4-one —— C27H20O11
3,7-di-hydroxy-2-(3'-hydroxy-4'-(4-O-acetylferuloyloxy)phenyl)-5-hydroxy-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-7-(3-chloro-2,2-dimethylpropanoyloxy)-3,5-dihydroxychromen-4-one —— C20H17ClO8
2-(3,4-dihydroxyphenyl)-7-(3-chloro-2,2-dimethylpropanoyloxy)-3,5-dihydroxychromen-4-one
—— 2-[3,4-bis-(3-chloro-2,2-dimethylpropanoyloxy)-phenyl]-7-(3-chloro-2,2-dimethylpropanoyloxy)-3,5-dihydroxy-chromen-4-one —— C30H31Cl3O10
2-[3,4-bis-(3-chloro-2,2-dimethylpropanoyloxy)-phenyl]-7-(3-chloro-2,2-dimethylpropanoyloxy)-3,5-dihydroxy-chromen-4-one
—— 8-(4-chlorobenzylaminomethyl)quercetin —— C23H18ClNO7
8-(4-chlorobenzylaminomethyl)quercetin
—— 8-(2,4-dichlorophenethylaminomethyl)quercetin —— C24H19Cl2NO7
8-(2,4-dichlorophenethylaminomethyl)quercetin
—— 8-(2,6-dichlorophenethylaminomethyl)quercetin —— C24H19Cl2NO7
8-(2,6-dichlorophenethylaminomethyl)quercetin
—— quercetin 3,4',7-tri-O-butyl ether —— C27H34O7
quercetin 3,4',7-tri-O-butyl ether
—— 8-C-[(E)-2-phenylethenyl]quercetin —— C23H16O7
8-C-[(E)-2-phenylethenyl]quercetin
—— 8-(3-chlorophenethylaminomethyl)quercetin —— C24H20ClNO7
8-(3-chlorophenethylaminomethyl)quercetin
—— 8-(4-fluorophenethylaminomethyl)quercetin —— C24H20FNO7
8-(4-fluorophenethylaminomethyl)quercetin
—— 3,7-dihydroxy-2-[4-(2-chloro-1,4-naphthoquinon-3-yloxy)-3-hydroxyphenyl]-5-hydroxy-chromen-4-one —— C25H13ClO9
3,7-dihydroxy-2-[4-(2-chloro-1,4-naphthoquinon-3-yloxy)-3-hydroxyphenyl]-5-hydroxy-chromen-4-one
—— 8-(tetrahydrofurfurylaminomethyl)quercetin —— C21H21NO8
8-(tetrahydrofurfurylaminomethyl)quercetin
—— 6′-prenylquercetin —— C20H18O7
6′-prenylquercetin
—— 8-(4-chlorophenethylaminomethyl)quercetin —— C24H20ClNO7
8-(4-chlorophenethylaminomethyl)quercetin
—— 8-(3-fluorophenethylaminomethyl)quercetin —— C24H20FNO7
8-(3-fluorophenethylaminomethyl)quercetin
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-8-methyl-8-(4-methylpent-3-en-1-yl)pyrano[2,3-f]chromen-4(8H)-one —— C25H24O7
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-8-methyl-8-(4-methylpent-3-en-1-yl)pyrano[2,3-f]chromen-4(8H)-one
—— 8-(benzylaminomethyl)quercetin —— C23H19NO7
8-(benzylaminomethyl)quercetin
—— 3,5,7-trihydroxy-2-(3,4-dihydroxyphenyl-2,5,6-D3)-4H-1-benzopyran-4-one-6,8-D2 —— C15H10O7
3,5,7-trihydroxy-2-(3,4-dihydroxyphenyl-2,5,6-D3)-4H-1-benzopyran-4-one-6,8-D2
—— quercetin-3'-α-D-glucopyranoside —— C21H20O12
quercetin-3'-α-D-glucopyranoside
—— 3,7,3',4'-tetra(O-tert-butyldimethylsilyl)quercetin —— C39H66O7Si4
3,7,3',4'-tetra(O-tert-butyldimethylsilyl)quercetin
—— 4'-O-α-D-glucopyranosyl quercetin —— C21H20O12
4'-O-α-D-glucopyranosyl quercetin
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromene-4-thione —— C15H10O6S
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromene-4-thione
—— 6-bromo-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one —— C15H9BrO7
6-bromo-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
—— quercetin radical —— C15H9O7
quercetin radical
—— 3,7,3',4'-tetraglycidyloxy-5-hydroxyflavone —— C27H26O11
3,7,3',4'-tetraglycidyloxy-5-hydroxyflavone
—— quercetin 3-O-α-L-(2,4-di-O-acetyl)rhamnopyranoside-7-O-α-L-rhamnopyranoside —— C31H34O17
quercetin 3-O-α-L-(2,4-di-O-acetyl)rhamnopyranoside-7-O-α-L-rhamnopyranoside
—— quercetin-3-O-(6''-O-α-L-rhamnopyranosyl)-β-D-glucoside —— C27H30O16
quercetin-3-O-(6''-O-α-L-rhamnopyranosyl)-β-D-glucoside
—— quercetin-3-O-β-D-galactopyranosyl-(6-> 1)-O-α-L-rhamnopyranosyl-(3-> 1)-O-β-D-xylopyranoside —— C32H38O20
quercetin-3-O-β-D-galactopyranosyl-(6-> 1)-O-α-L-rhamnopyranosyl-(3-> 1)-O-β-D-xylopyranoside
—— 7,4'-diglycidyloxy-3,5,3'-trihydroxyflavone —— C21H18O9
7,4'-diglycidyloxy-3,5,3'-trihydroxyflavone
—— 7,3',4'-triglycidyloxy-3,5-dihydroxyflavone —— C24H22O10
7,3',4'-triglycidyloxy-3,5-dihydroxyflavone
—— quercetin-3-O-β-D-galactopyranosyl-7-O-α-L-rhamnopyranosyl-(2→1)-O-β-D-xylopyranoside —— C32H38O20
quercetin-3-O-β-D-galactopyranosyl-7-O-α-L-rhamnopyranosyl-(2→1)-O-β-D-xylopyranoside
—— quercetin-3-O-α-(6'''-p-coumaroylglucosyl-β-1,4-rhamnoside) —— C36H36O18
quercetin-3-O-α-(6'''-p-coumaroylglucosyl-β-1,4-rhamnoside)
—— 3,5,7,3',4'-pentahydroxy flavone-3'-O-α-L-rhamnopyranosyl-(1-4)-O-α-L-arabinopyranosyl-(1-3)-O-β-D-xylopyranoside —— C31H36O19
3,5,7,3',4'-pentahydroxy flavone-3'-O-α-L-rhamnopyranosyl-(1-4)-O-α-L-arabinopyranosyl-(1-3)-O-β-D-xylopyranoside
—— quercetin-7-O-[α-L-arabinopyranosyl-(1->6)]-β-D-glucopyranoside —— C26H28O16
quercetin-7-O-[α-L-arabinopyranosyl-(1->6)]-β-D-glucopyranoside
—— quercetin 3-O-α-rhamnopyranosyl(1->6)-β-glucopyranosyl(1->6)-β-galactopyranoside —— C33H40O21
quercetin 3-O-α-rhamnopyranosyl(1->6)-β-glucopyranosyl(1->6)-β-galactopyranoside
—— quercetin-glucoside —— C21H20O12
quercetin-glucoside
—— quercetin 3-<6-sinapyl-β-D-glucopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-β-D-glucopyranoside> —— C44H50O26
quercetin 3-<6-sinapyl-β-D-glucopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-β-D-glucopyranoside>
—— quercetin 3-<6-p-coumaroyl-β-D-glucopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-β-D-glucopyranoside> —— C42H46O24
quercetin 3-<6-p-coumaroyl-β-D-glucopyranosyl(1->2)-β-D-glucopyranosyl(1->2)-β-D-glucopyranoside>
—— sedacin C —— C31H28O15
sedacin C
—— quercetin 3-O-β-D-glucopyranosyl(1->4)-β-D-galactoside —— C27H30O17
quercetin 3-O-β-D-glucopyranosyl(1->4)-β-D-galactoside