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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
—— 5'-Brom-2'-hydroxy-6-methoxy-flavanon 101272-29-1 C16H13BrO4
5'-Brom-2'-hydroxy-6-methoxy-flavanon
—— 3,2',3'-Trihydroxy-4-methoxychalcone 3'-O-β-D-galactopyranoside 88087-06-3 C22H24O10
3,2',3'-Trihydroxy-4-methoxychalcone 3'-O-β-D-galactopyranoside
—— 3,3-di(p-formylphenyl)-3H-naphtho[2,1-b]pyran 1352172-10-1 C27H18O3
3,3-di(p-formylphenyl)-3H-naphtho[2,1-b]pyran
—— 6-chloro-2-(4-hydroxy-phenyl)-chromenylium; chloride 109286-85-3 C15H10ClO2*Cl
6-chloro-2-(4-hydroxy-phenyl)-chromenylium; chloride
—— 2-(4-Chlorophenyl)-7-[2-(4-phenylpiperazin-1-yl)ethoxy]chromen-4-one 1245609-43-1 C27H25ClN2O3
2-(4-Chlorophenyl)-7-[2-(4-phenylpiperazin-1-yl)ethoxy]chromen-4-one
—— 2',3,5,6-Tetramethoxy-flavon 3749-32-4 C19H18O6
2',3,5,6-Tetramethoxy-flavon
—— 5,7,3'-Triethoxy-3,8,4',5'-tetramethoxyflavon 21634-51-5 C25H30O9
5,7,3'-Triethoxy-3,8,4',5'-tetramethoxyflavon
—— (2R,4S)-4-Methoxy-6-methoxymethyl-2-(4-methoxy-phenyl)-8-methyl-5,7-bis-((2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-chroman 101395-07-7 C40H60O16
(2R,4S)-4-Methoxy-6-methoxymethyl-2-(4-methoxy-phenyl)-8-methyl-5,7-bis-((2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-chroman
—— 4β-Acetoxy-6-chlor-flavan 98396-65-7 C17H15ClO3
4β-Acetoxy-6-chlor-flavan
—— 7-n-Butoxy-3'-methoxy-4'-aethoxy-flavon 59880-40-9 C22H24O5
7-n-Butoxy-3'-methoxy-4'-aethoxy-flavon
—— 2-(2,3-dihydroxy-phenyl)-6,7,8-trihydroxy-chromen-4-one 108237-80-5 C15H10O7
2-(2,3-dihydroxy-phenyl)-6,7,8-trihydroxy-chromen-4-one
—— 8-acetylamino-2-benzo[1,3]dioxol-5-yl-chroman-4-one 113063-38-0 C18H15NO5
8-acetylamino-2-benzo[1,3]dioxol-5-yl-chroman-4-one
—— 6-Nitro-2'-methoxy-flavonol 132318-63-9 C16H11NO6
6-Nitro-2'-methoxy-flavonol
—— 8-Hydroxy-4'-methoxy-flavanon 108837-21-4 C16H14O4
8-Hydroxy-4'-methoxy-flavanon
—— 5-Hydroxy-6,8,4'-trimethoxy-flavon 83557-04-4 C18H16O6
5-Hydroxy-6,8,4'-trimethoxy-flavon
—— (+/-)-4<i>c</i>-Acetoxy-3<i>c</i>-methoxy-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman 114910-62-2 C20H22O5
(+/-)-4<i>c</i>-Acetoxy-3<i>c</i>-methoxy-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman
—— 3-Hydroxy-2-(phenanthryl-(9))-chromon 114863-43-3 C23H14O3
3-Hydroxy-2-(phenanthryl-(9))-chromon
—— sigmoidin A teraacetate 101923-94-8 C33H36O10
sigmoidin A teraacetate
—— 4β-bromopenta-O-acetyl-(-)-robinetinidol 119460-41-2 C25H23BrO11
4β-bromopenta-O-acetyl-(-)-robinetinidol
—— 701936-49-4 C22H25FO8
—— 2'-Brom-4'-methyl-flavonol 92796-48-0 C16H11BrO3
2'-Brom-4'-methyl-flavonol
—— 8-Methoxy-furano<2''.3''-5.6>flavon 98251-16-2 C18H12O4
8-Methoxy-furano<2''.3''-5.6>flavon
—— Eriodictyol-oxim 109437-84-5 C15H13NO6
Eriodictyol-oxim
—— 7-n-Butoxy-3',4'-dimethoxy-flavon 59880-39-6 C21H22O5
7-n-Butoxy-3',4'-dimethoxy-flavon
—— 8-chloromethyl-3-methoxycarbonylflavone 579525-42-1 C18H13ClO4
8-chloromethyl-3-methoxycarbonylflavone
—— 7-acetylamino-2-(4-hydroxy-phenyl)-chroman-4-one 108896-34-0 C17H15NO4
7-acetylamino-2-(4-hydroxy-phenyl)-chroman-4-one
—— 7-(4-Morpholinobut-2-yn)oxyflavone 328564-26-7 C23H21NO4
7-(4-Morpholinobut-2-yn)oxyflavone
—— 2-(3-fluoro-phenyl)-6-hydroxy-chroman-4-one 488847-61-6 C15H11FO3
2-(3-fluoro-phenyl)-6-hydroxy-chroman-4-one
—— 1403682-15-4 C17H13ClO5
—— 8-bromo-3,3',4',5,7-penta-O-acetyl-(+)-catechin 81410-23-3 C25H23BrO11
8-bromo-3,3',4',5,7-penta-O-acetyl-(+)-catechin
—— 2',5,7-Trimethoxy-5'-nitroflavon 59646-87-6 C18H15NO7
2',5,7-Trimethoxy-5'-nitroflavon
—— 128893-31-2 C81H84O25
—— 3-bromo-2-(4'-acetamido-3'-nitrophenyl)flavone 145665-92-5 C17H11BrN2O5
3-bromo-2-(4'-acetamido-3'-nitrophenyl)flavone
—— 7-n-Butoxy-3',4'-methylendioxy-flavanon 59880-56-7 C20H20O5
7-n-Butoxy-3',4'-methylendioxy-flavanon
—— 2-[3,4-bis(phenylmethoxy)phenyl]-6,7-dimethoxy-5-(3-methylbutoxy)chromen-4-one 103777-20-4 C36H36O7
2-[3,4-bis(phenylmethoxy)phenyl]-6,7-dimethoxy-5-(3-methylbutoxy)chromen-4-one
—— 3,8-dibromo-2-(2-methoxyphenyl)-6-methylchromen-4-one 134640-68-9 C17H12Br2O3
3,8-dibromo-2-(2-methoxyphenyl)-6-methylchromen-4-one
—— 7-n-Butoxy-4'-chlorflavonol-acetat 59880-53-4 C21H19ClO5
7-n-Butoxy-4'-chlorflavonol-acetat
—— 4-[2-(3,3-diphenyl-3H-benzo[f]chromen-5-yl)ethenyl]-N,N-4-[2-(3,3-diphenyl-3H-benzo[f]chromen-5-yl)ethenyl]-N,N-diethylaniline 1381878-69-8 C37H33NO
4-[2-(3,3-diphenyl-3H-benzo[f]chromen-5-yl)ethenyl]-N,N-4-[2-(3,3-diphenyl-3H-benzo[f]chromen-5-yl)ethenyl]-N,N-diethylaniline
—— 3-Benzenesulfonyl-6-chloro-3-phenyl-chroman-4-one 140870-48-0 C21H15ClO4S
3-Benzenesulfonyl-6-chloro-3-phenyl-chroman-4-one
—— (2S,3R,4S,5R,6S)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-4,5-dihydroxy-2-propyltetrahydro-2H-pyran-3-yl acetate 1417412-08-8 C46H44O11
(2S,3R,4S,5R,6S)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-4,5-dihydroxy-2-propyltetrahydro-2H-pyran-3-yl acetate
—— (2S,3R,4R,5S,6S)-2-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate 1417412-11-3 C50H48O13
(2S,3R,4R,5S,6S)-2-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-propyltetrahydro-2H-pyran-3,4,5-triyl triacetate
—— 2-(2,3-dimethoxy-phenyl)-3,7-dihydroxy-chromen-4-one 103393-00-6 C17H14O6
2-(2,3-dimethoxy-phenyl)-3,7-dihydroxy-chromen-4-one
—— 6-amino-2-(4-hydroxy-phenyl)-chroman-4-one 108536-52-3 C15H13NO3
6-amino-2-(4-hydroxy-phenyl)-chroman-4-one
—— 2-(3-amino-phenyl)-5,7-dimethyl-chroman-4-one 101877-56-9 C17H17NO2
2-(3-amino-phenyl)-5,7-dimethyl-chroman-4-one
—— 2-benzo[1,3]dioxol-5-yl-5-hydroxy-8-nitro-chromen-4-one 132752-68-2 C16H9NO7
2-benzo[1,3]dioxol-5-yl-5-hydroxy-8-nitro-chromen-4-one
—— 5-hydroxy-2-(4-methoxy-phenyl)-6-nitro-chromen-4-one 132318-68-4 C16H11NO6
5-hydroxy-2-(4-methoxy-phenyl)-6-nitro-chromen-4-one
—— (2R,3S)-2,3-trans-3-O-(3,4,5-trimethoxygalloyl)-3',4',5',7-tetramethoxyflavan 117479-82-0 C29H32O10
(2R,3S)-2,3-trans-3-O-(3,4,5-trimethoxygalloyl)-3',4',5',7-tetramethoxyflavan
—— 1-(5,8-dimethyl-2,2-diphenyl-2H-chromen-6-yl)-1H-pyrrole 1073241-69-6 C27H23NO
1-(5,8-dimethyl-2,2-diphenyl-2H-chromen-6-yl)-1H-pyrrole
—— 8-Methoxy-3'.4'-methylendioxy-dihydrofurano-(3'.2';6.7)-flavon 95316-41-9 C19H14O6
8-Methoxy-3'.4'-methylendioxy-dihydrofurano-(3'.2';6.7)-flavon
—— 7-methoxy-4'-methoxymethoxyflavan 250660-54-9 C18H20O4
7-methoxy-4'-methoxymethoxyflavan