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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
—— 3beta,4beta,5-Trimethoxy-4'-hydroxy-(6:7)-2,2-dimethylpyranoflavan —— C23H26O6
3beta,4beta,5-Trimethoxy-4'-hydroxy-(6:7)-2,2-dimethylpyranoflavan
—— 2-(1,3-benzodioxol-5-yl)-4,5-dihydroxy-3,8-dimethoxychromen-7-one —— C18H14O8
2-(1,3-benzodioxol-5-yl)-4,5-dihydroxy-3,8-dimethoxychromen-7-one
—— (2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-6-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid —— C22H20O11
(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-6-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid
—— pinnatifinoside B —— C23H20O10
pinnatifinoside B
—— 2-Benzo[1,3]dioxol-5-yl-5,7-dimethoxy-chroman —— C18H18O5
2-Benzo[1,3]dioxol-5-yl-5,7-dimethoxy-chroman
—— (2S,3aR,9aR)-8,9a-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-2-[(E)-2-(2,4,5-trimethoxyphenyl)ethenyl]-2,3-dihydrofuro[3,2-b]chromen-9-one —— C30H30O10
(2S,3aR,9aR)-8,9a-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-2-[(E)-2-(2,4,5-trimethoxyphenyl)ethenyl]-2,3-dihydrofuro[3,2-b]chromen-9-one
—— 4,5-dihydroxy-2-(4-hydroxy-2,3,5-trimethoxyphenyl)chromen-7-one —— C18H16O8
4,5-dihydroxy-2-(4-hydroxy-2,3,5-trimethoxyphenyl)chromen-7-one
—— (2S)-5,3'-Dihydroxy-4'-methoxy-6'',6''-dimethylpyrano[2'',3'':7,8]flavanone —— C21H20O6
(2S)-5,3'-Dihydroxy-4'-methoxy-6'',6''-dimethylpyrano[2'',3'':7,8]flavanone
—— [(2S,3S,4S,5S,6S)-6-[(2S,3R,4R,5S,6S)-4,5-dihydroxy-2-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate —— C43H49O23+
[(2S,3S,4S,5S,6S)-6-[(2S,3R,4R,5S,6S)-4,5-dihydroxy-2-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
—— 6-Cinnamylchrysin —— C24H18O4
6-Cinnamylchrysin
—— Dinklagin A 487010-46-8 C25H26O4
Dinklagin A
—— Caloflavan A —— C45H38O13
Caloflavan A
—— 6-Chloro-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol —— C15H13ClO6
6-Chloro-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol
—— (2S,8R)-5-hydroxy-2-(4-hydroxyphenyl)-8-methyl-8-(4-methylpent-3-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one —— C25H26O5
(2S,8R)-5-hydroxy-2-(4-hydroxyphenyl)-8-methyl-8-(4-methylpent-3-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one
—— Euchrenone a16 —— C25H28O5
Euchrenone a16
—— [2-(3,4-dihydroxyphenyl)-4-hydroxy-3,6-dimethoxy-5-oxochromen-7-yl] sulfate —— C17H13O11S-
[2-(3,4-dihydroxyphenyl)-4-hydroxy-3,6-dimethoxy-5-oxochromen-7-yl] sulfate
—— 4-[(1R)-1-[(2S)-5,7-dihydroxy-6-methyl-4-oxo-2-phenyl-2,3-dihydrochromen-8-yl]-3-methylbutyl]-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione —— C31H36O7
4-[(1R)-1-[(2S)-5,7-dihydroxy-6-methyl-4-oxo-2-phenyl-2,3-dihydrochromen-8-yl]-3-methylbutyl]-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
—— [5-[3-acetyloxy-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-8-yl]-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate —— C42H46O14
[5-[3-acetyloxy-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-8-yl]-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— [5-[3-acetyloxy-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-6-yl]-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate —— C42H46O14
[5-[3-acetyloxy-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-6-yl]-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— Flavan, 8-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-2H-1-benzopyran-4-yl]-3,3',4',5,7-pentamethoxy- —— C39H42O11
Flavan, 8-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-2H-1-benzopyran-4-yl]-3,3',4',5,7-pentamethoxy-
—— 3,3',4',5,5',7-Hexaacetoxy-4-(2,4,6-triacetoxyphenyl)flavan —— C39H36O19
3,3',4',5,5',7-Hexaacetoxy-4-(2,4,6-triacetoxyphenyl)flavan
—— Permethyl 4'-O-glucosylisovitexin —— C37H50O15
Permethyl 4'-O-glucosylisovitexin
—— 3,3',4',5,7-Pentaacetoxy-4-(2,4,6-triacetoxyphenyl)flavan —— C37H34O17
3,3',4',5,7-Pentaacetoxy-4-(2,4,6-triacetoxyphenyl)flavan
—— 5,7,5',7'-tetramethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,8']bichromenyl-4,4'-dione 58965-10-9 C36H34O10
5,7,5',7'-tetramethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,8']bichromenyl-4,4'-dione
—— 3-[4,5-dihydroxy-2-(4-hydroxyphenyl)-7-oxochromen-3-yl]-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C30H18O10
3-[4,5-dihydroxy-2-(4-hydroxyphenyl)-7-oxochromen-3-yl]-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 6-c-Diglucosylluteolin, permethyl- —— C38H52O16
6-c-Diglucosylluteolin, permethyl-
—— 4''-Dehydroxy-2'',3',3'',4',5,6'',7-hepta-O-methylisoorientin —— C28H34O11
4''-Dehydroxy-2'',3',3'',4',5,6'',7-hepta-O-methylisoorientin
—— Permethyl 2''-O-glucosylisovitexin —— C37H50O15
Permethyl 2''-O-glucosylisovitexin
—— Flavone, 8-beta-D-glucopyranosyl-4',5,7-trimethoxy- —— C24H26O10
Flavone, 8-beta-D-glucopyranosyl-4',5,7-trimethoxy-
—— (2R,3S)-2,3-trans-3-Acetoxy-6-[(2R,3S,4S)-2,3-trans-3,4-cis-3-acetoxy-3',4',7,8-tetramethoxyflavane-4-yl]-3',4',5,7-tetramethoxyflavane —— C42H46O14
(2R,3S)-2,3-trans-3-Acetoxy-6-[(2R,3S,4S)-2,3-trans-3,4-cis-3-acetoxy-3',4',7,8-tetramethoxyflavane-4-yl]-3',4',5,7-tetramethoxyflavane
—— 2'',3'',4',5,6'',7-Hexa-O-methylisovitexin —— C27H32O10
2'',3'',4',5,6'',7-Hexa-O-methylisovitexin
—— 6-c-Diglucosylapigenin, permethyl- —— C37H50O15
6-c-Diglucosylapigenin, permethyl-
—— Permethyl 2''-O-rhamnosylisovitexin —— C36H48O14
Permethyl 2''-O-rhamnosylisovitexin
—— Flavone, 2',5,5',6-tetrahydroxy-3,4',7-trimethoxy-, tetraacetate —— C26H24O13
Flavone, 2',5,5',6-tetrahydroxy-3,4',7-trimethoxy-, tetraacetate
—— 3,3',6-Trimethoxy-5,7,4'-triaethoxy-flavon 14397-67-2 C24H28O8
3,3',6-Trimethoxy-5,7,4'-triaethoxy-flavon
—— 3-(4-chlorobenzoyl)-2-(4-chlorophenyl)-4-hydroxychromen-5-one —— C22H12Cl2O4
3-(4-chlorobenzoyl)-2-(4-chlorophenyl)-4-hydroxychromen-5-one
—— Permethyl 6''-O-arabinosylisoorientin —— C36H48O15
Permethyl 6''-O-arabinosylisoorientin
—— 6''-Dehydroxy-2'',3',3'',4',4'',5,7-hepta-O-methylisoorientin —— C28H34O11
6''-Dehydroxy-2'',3',3'',4',4'',5,7-hepta-O-methylisoorientin
—— methylenedioxy-(3',4')-5-hydroxy-3,6-dimethoxyfurano(7,8,2'',3'')-flavone —— C20H14O8
methylenedioxy-(3',4')-5-hydroxy-3,6-dimethoxyfurano(7,8,2'',3'')-flavone
—— 7-acetoxy-2-(3,4-dimethoxy-phenyl)-3-methoxy-chromen-4-one 94550-32-0 C20H18O7
7-acetoxy-2-(3,4-dimethoxy-phenyl)-3-methoxy-chromen-4-one
—— 6,8-Dichloro-5,7,4'-trimethoxyflavone —— C18H14Cl2O5
6,8-Dichloro-5,7,4'-trimethoxyflavone
—— 2-(3,4-Dimethoxyphenyl)-3-hydroxy-6,8-dimethoxychromen-4-one —— C19H18O7
2-(3,4-Dimethoxyphenyl)-3-hydroxy-6,8-dimethoxychromen-4-one
—— 2H-1-Benzopyran-3-carboxylic acid, 2-ethoxy-2,4-diphenyl-, ethyl ester 19723-39-8 C26H24O4
2H-1-Benzopyran-3-carboxylic acid, 2-ethoxy-2,4-diphenyl-, ethyl ester
—— 6',6'-Dimethyl-2'-(methylsulfanyl)-2-phenyl-1',4',5',6'-tetrahydrospiro(chromane-4,4'-pyrimidine)-7-ol —— C21H24N2O2S
6',6'-Dimethyl-2'-(methylsulfanyl)-2-phenyl-1',4',5',6'-tetrahydrospiro(chromane-4,4'-pyrimidine)-7-ol
—— 3,4-dihydroxy-6,7,8-trimethoxy-2-phenylchromen-5-one —— C18H16O7
3,4-dihydroxy-6,7,8-trimethoxy-2-phenylchromen-5-one
—— Permethyl 4''-O-glucosylisovitexin —— C37H50O15
Permethyl 4''-O-glucosylisovitexin
—— 3-benzoyl-4-hydroxy-2-phenylchromen-5-one —— C22H14O4
3-benzoyl-4-hydroxy-2-phenylchromen-5-one
—— 3',5-Diethoxy-4',7-dimethoxyflavon 32174-64-4 C21H22O6
3',5-Diethoxy-4',7-dimethoxyflavon
—— Permethyl 2''-O-xylosylvitexin —— C35H46O14
Permethyl 2''-O-xylosylvitexin
—— 2-(3,4-dihydroxy-5-methoxyphenyl)-4,5-dihydroxy-6-methoxychromen-7-one —— C17H14O8
2-(3,4-dihydroxy-5-methoxyphenyl)-4,5-dihydroxy-6-methoxychromen-7-one