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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
—— 2',3,4',7-tetramethoxy-5-hydroxyflavothione 1203579-91-2 C19H18O6S
2',3,4',7-tetramethoxy-5-hydroxyflavothione
—— 5,8-dihydroxy-3-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 859050-44-5 C19H18O8
5,8-dihydroxy-3-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 7-[3-(cyclopentylamino)propoxy]flavone hydrochloride 143266-90-4 C23H25NO3*ClH
7-[3-(cyclopentylamino)propoxy]flavone hydrochloride
—— 7-allyloxy-5-methoxy-3',4'-methylenedioxyflavone 84314-55-6 C20H16O6
7-allyloxy-5-methoxy-3',4'-methylenedioxyflavone
—— 8,9-Dihydro-7H-pyrano<2.3-g>flavonn 98347-60-5 C18H14O3
8,9-Dihydro-7H-pyrano<2.3-g>flavonn
—— 2-methyl-5-((2R,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid hydrochloride 1451373-12-8 C30H29NO3*ClH
2-methyl-5-((2R,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid hydrochloride
—— 2-(3,4-dimethoxy-phenyl)-6-nitro-benzo[<i>h</i>]chromen-4-one 112553-04-5 C21H15NO6
2-(3,4-dimethoxy-phenyl)-6-nitro-benzo[<i>h</i>]chromen-4-one
—— 5,4'-Dihydroxy-7,2'-dimethoxy-flavon 103393-01-7 C17H14O6
5,4'-Dihydroxy-7,2'-dimethoxy-flavon
—— 8-Nitro-3,7-dihydroxy-4'-methyl-flavon 132318-61-7 C16H11NO6
8-Nitro-3,7-dihydroxy-4'-methyl-flavon
—— 2-(4-acetoxy-3,5-dimethoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one 114636-80-5 C22H22O9
2-(4-acetoxy-3,5-dimethoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one
—— 3-acetoxy-2-benzo[1,3]dioxol-5-yl-6,8-dibromo-chromen-4-one 109589-81-3 C18H10Br2O6
3-acetoxy-2-benzo[1,3]dioxol-5-yl-6,8-dibromo-chromen-4-one
—— cis-6-methyl-4-(2-methyl-1-propenyl)-2-phenylchroman 130444-81-4 C20H22O
cis-6-methyl-4-(2-methyl-1-propenyl)-2-phenylchroman
—— 2-<3,4-Dimethoxy-phenyl>-chromen-7-on, Anhydro-7-hydroxy-3',4'-dimethoxy-flaven-(4 oder 2)-ol 94541-14-7 C17H14O4
2-<3,4-Dimethoxy-phenyl>-chromen-7-on, Anhydro-7-hydroxy-3',4'-dimethoxy-flaven-(4 oder 2)-ol
—— 6-Fluor-3',4'-methylendioxy-flavon 1682-95-7 C16H9FO4
6-Fluor-3',4'-methylendioxy-flavon
—— 2-(2-fluoro-phenyl)-chroman-6-ol 488848-36-8 C15H13FO2
2-(2-fluoro-phenyl)-chroman-6-ol
—— (2R,3S)-6-Chloro-2-(4-chloro-phenyl)-3-hydroxy-chroman-4-one 139006-43-2 C15H10Cl2O3
(2R,3S)-6-Chloro-2-(4-chloro-phenyl)-3-hydroxy-chroman-4-one
—— 7-Methoxy-8-methyl-3'.4'-dioxymethylen-flavon 132886-94-3 C18H14O5
7-Methoxy-8-methyl-3'.4'-dioxymethylen-flavon
—— 7-Methoxy-8-phenyliminomethyl-3-ethyl-flavon 95803-91-1 C25H21NO3
7-Methoxy-8-phenyliminomethyl-3-ethyl-flavon
—— 7-Methoxy-8-benzyliminomethyl-3-ethyl-flavon 96670-46-1 C26H23NO3
7-Methoxy-8-benzyliminomethyl-3-ethyl-flavon
—— 7-<β-D-Glucopyranosyl>-3',4'-dibenzyl-luteolin 122596-74-1 C35H32O11
7-<β-D-Glucopyranosyl>-3',4'-dibenzyl-luteolin
—— 2-(3-acetylamino-phenyl)-chroman-4-one 108974-48-7 C17H15NO3
2-(3-acetylamino-phenyl)-chroman-4-one
—— 5,7-Dihydroxy-3-acetoxy-flavyliumchlorid 109649-98-1 C17H13O5*Cl
5,7-Dihydroxy-3-acetoxy-flavyliumchlorid
—— 3-acetoxy-2-(2-acetoxy-phenyl)-6,8-dichloro-chromen-4-one 109395-74-6 C19H12Cl2O6
3-acetoxy-2-(2-acetoxy-phenyl)-6,8-dichloro-chromen-4-one
—— 8-Nitro-3,7-dihydroxy-2'-methoxy-flavon 132318-54-8 C16H11NO7
8-Nitro-3,7-dihydroxy-2'-methoxy-flavon
—— 3-Acetoxy-2-<naphthyl-(1>-chromon 109934-93-2 C21H14O4
3-Acetoxy-2-<naphthyl-(1>-chromon
—— 2-(4-acetoxy-3-methoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one 111161-60-5 C21H20O8
2-(4-acetoxy-3-methoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one
—— ethyl [(6-chloro-4-oxo-2-(4-methoxyphenyl)-4H-chromen-3-yl)oxy]acetate 98782-47-9 C20H17ClO6
ethyl [(6-chloro-4-oxo-2-(4-methoxyphenyl)-4H-chromen-3-yl)oxy]acetate
—— 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(((2S,3R,4R,5R,6S)-6-ethyl-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one 1417412-05-5 C43H40O10
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(((2S,3R,4R,5R,6S)-6-ethyl-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
—— cis-4-Morpholinoflavan 58253-90-0 C19H21NO2
cis-4-Morpholinoflavan
—— 2-(3-chlorophenyl)chroman-6-ol 488847-90-1 C15H13ClO2
2-(3-chlorophenyl)chroman-6-ol
—— distenin dimethylether 120786-77-8 C17H18O4
distenin dimethylether
—— Toluene-4-sulfonic acid 6-allyl-2-benzo[1,3]dioxol-5-yl-5-hydroxy-4-oxo-4H-chromen-7-yl ester 79339-31-4 C26H20O8S
Toluene-4-sulfonic acid 6-allyl-2-benzo[1,3]dioxol-5-yl-5-hydroxy-4-oxo-4H-chromen-7-yl ester
—— 3-methyl-3-phenyl-1-vinyl-3H-benzo[f]chromene 1393482-27-3 C22H18O
3-methyl-3-phenyl-1-vinyl-3H-benzo[f]chromene
—— (2S,3S,4S,5R,6S)-6-[2-(3,4-Dihydroxy-phenyl)-5-hydroxy-4-oxo-chroman-7-yloxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester 618910-89-7 C22H22O12
(2S,3S,4S,5R,6S)-6-[2-(3,4-Dihydroxy-phenyl)-5-hydroxy-4-oxo-chroman-7-yloxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester
—— 2-hydroxy-N'-(6-methyl-2-phenylchroman-4-ylidene)benzohydrazide 105166-56-1 C23H20N2O3
2-hydroxy-N'-(6-methyl-2-phenylchroman-4-ylidene)benzohydrazide
—— 4-cyano-2-nitro-1-(2-phenylchroman-6-yloxy)-benzene 488848-74-4 C22H16N2O4
4-cyano-2-nitro-1-(2-phenylchroman-6-yloxy)-benzene
—— 6-hydroxy-3-methyl-2-phenyl-chroman-4-one 23011-17-8 C16H14O3
6-hydroxy-3-methyl-2-phenyl-chroman-4-one
—— 2-(3-hydroxyphenyl)chroman-4,6-diol 488849-13-4 C15H14O4
2-(3-hydroxyphenyl)chroman-4,6-diol
—— 8-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 744209-89-0 C15H10O6
8-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 4',4''',5,5''-Tetraacetoxy-7,7''-di-O-methylcupressuflavon 26505-89-5 C40H30O14
4',4''',5,5''-Tetraacetoxy-7,7''-di-O-methylcupressuflavon
—— 3-acetoxy-2-(4-acetoxy-3,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one 112863-79-3 C22H20O9
3-acetoxy-2-(4-acetoxy-3,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one
—— 6,8-dichloro-3-hydroxy-2-(4-hydroxy-phenyl)-chromen-4-one 107916-25-6 C15H8Cl2O4
6,8-dichloro-3-hydroxy-2-(4-hydroxy-phenyl)-chromen-4-one
—— bis-[2-(4-methoxy-phenyl)-6-methyl-chroman-4-yl]-ether 108519-73-9 C34H34O5
bis-[2-(4-methoxy-phenyl)-6-methyl-chroman-4-yl]-ether
—— 7-Hydroxy-6-methoxy-8-allyl-flavon 95219-77-5 C19H16O4
7-Hydroxy-6-methoxy-8-allyl-flavon
—— 3-Brom-6-methyl-3',4'-methylendioxy-flavanon 93259-54-2 C17H13BrO4
3-Brom-6-methyl-3',4'-methylendioxy-flavanon
—— 4-(aminomethyl)-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromen-4-ol 1313611-45-8 C17H18ClNO2
4-(aminomethyl)-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromen-4-ol
—— Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-hydroxy-2-(4-hydroxy-phenyl)-3-methoxy-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester 13454-26-7 C30H30O15
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-hydroxy-2-(4-hydroxy-phenyl)-3-methoxy-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester
—— 4'-chloro-6-methoxymethoxy-8-(1,1-dimethyl)allyl-flavanone 1352547-25-1 C22H23ClO4
4'-chloro-6-methoxymethoxy-8-(1,1-dimethyl)allyl-flavanone
—— 3-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-benzoyl-chromon 102596-13-4 C23H16O6
3-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-benzoyl-chromon
—— 1-{4-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2,6-dihydroxy-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 20702-77-6 C28H36O15
1-{4-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2,6-dihydroxy-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one