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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-methoxy-3',5'-dinitroflavone 921942-57-6 C16H10N2O7
5-methoxy-3',5'-dinitroflavone
—— 4'-chloro-5-hydroxyflavanone 126494-90-4 C15H11ClO3
4'-chloro-5-hydroxyflavanone
—— 1,2-bis-(4',5-dimethoxyflavon-3'-yl)ethyne 1304777-75-0 C36H26O8
1,2-bis-(4',5-dimethoxyflavon-3'-yl)ethyne
—— 3,5,4'-Trimethoxy-flavon 7736-81-4 C18H16O5
3,5,4'-Trimethoxy-flavon
—— 2-(4-Hydroxy-phenyl)-3,5-dimethoxy-chromen-4-one 111391-81-2 C17H14O5
2-(4-Hydroxy-phenyl)-3,5-dimethoxy-chromen-4-one
—— 5-O-hexanoyl-apigenin-7-yl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 1145669-49-3 C55H46O15
5-O-hexanoyl-apigenin-7-yl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside
—— 2-(3-Amino-4-hydroxyphenyl)-5,7-dihydroxychromen-4-one —— C27H25N3O2Pol2
2-(3-Amino-4-hydroxyphenyl)-5,7-dihydroxychromen-4-one
—— Vitexin-heptaacetat 3101-98-2 C35H34O17
Vitexin-heptaacetat
—— 3-(bromomethyl)-7-methoxy-2-phenyl-4H-benzopyran-4-one 331683-72-8 C17H13BrO3
3-(bromomethyl)-7-methoxy-2-phenyl-4H-benzopyran-4-one
—— 2-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4H-chromen-4-one 1247006-95-6 C21H21BO4
2-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4H-chromen-4-one
—— 6-(hydroxycarbonylethylcarbonylamino)flavonol 1085488-90-9 C19H15NO6
6-(hydroxycarbonylethylcarbonylamino)flavonol
—— longeracemosone C 1325243-08-0 C25H26O6
longeracemosone C
—— [(7R,8R)-5-hydroxy-10-[(2S)-2-[(2S)-2-methoxy-2-phenylacetyl]oxy-3-methylbut-3-enyl]-2,2-dimethyl-6-oxo-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-7-yl] (2S)-2-methoxy-2-phenylacetate 1323905-32-3 C43H42O10
[(7R,8R)-5-hydroxy-10-[(2S)-2-[(2S)-2-methoxy-2-phenylacetyl]oxy-3-methylbut-3-enyl]-2,2-dimethyl-6-oxo-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-7-yl] (2S)-2-methoxy-2-phenylacetate
—— longeracemosone D 1325243-09-1 C25H26O6
longeracemosone D
—— 8-Acetyl-7-hydroxyflavanone 84422-45-7 C17H14O4
8-Acetyl-7-hydroxyflavanone
—— 5,6,7-Trihydroxy-2-(4-phenylphenyl)chromen-4-one 859505-70-7 C21H14O5
5,6,7-Trihydroxy-2-(4-phenylphenyl)chromen-4-one
—— (6aS,12aR)-6a,12a-trans-2,3,4,8,10-Pentahydroxy-5,5-dimethyl-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran 132125-05-4 C18H18O7
(6aS,12aR)-6a,12a-trans-2,3,4,8,10-Pentahydroxy-5,5-dimethyl-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran
—— (6aS,12aR)-6a,12a-trans-2,3,10-Trihydroxy-5,5-dimethyl-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran 132125-06-5 C18H18O5
(6aS,12aR)-6a,12a-trans-2,3,10-Trihydroxy-5,5-dimethyl-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran
—— 3-Amino-2-(4-tert-butylphenyl)-6-methylchromen-4-one 1201181-30-7 C20H21NO2
3-Amino-2-(4-tert-butylphenyl)-6-methylchromen-4-one
—— 3-Amino-6-bromo-2-(2-chlorophenyl)chromen-4-one 1201181-33-0 C15H9BrClNO2
3-Amino-6-bromo-2-(2-chlorophenyl)chromen-4-one
—— 3-Amino-7-methoxy-2-phenylchromen-4-one 1201181-29-4 C16H13NO3
3-Amino-7-methoxy-2-phenylchromen-4-one
—— 6-Chlor-3-amino-flavon 70460-43-4 C15H10ClNO2
6-Chlor-3-amino-flavon
—— 7-hydroxy-2-methyl-2-phenyl-chroman-4-one 93011-83-7 C16H14O3
7-hydroxy-2-methyl-2-phenyl-chroman-4-one
—— (+)-2-(4-fluorophenyl)-3-nitro-8-[(S)-α-methoxyphenylacetoxy]-2H-chromene 1384933-65-6 C24H18FNO6
(+)-2-(4-fluorophenyl)-3-nitro-8-[(S)-α-methoxyphenylacetoxy]-2H-chromene
—— (-)-2-(4-fluorophenyl)-3-nitro-8-[(S)-α-methoxyphenylacetoxy]-2H-chromene 1384933-64-5 C24H18FNO6
(-)-2-(4-fluorophenyl)-3-nitro-8-[(S)-α-methoxyphenylacetoxy]-2H-chromene
—— 2-(4-fluorophenyl)-8-hydroxy-3-nitro-2H-chromene 1384933-63-4 C15H10FNO4
2-(4-fluorophenyl)-8-hydroxy-3-nitro-2H-chromene
—— 4-ethyl-3-fluoro-10-methyl-6-phenyl-10,11-dihydro-2H,6H,12H-dipyrano[2,3-f:2',3'-h]chromene-2,12-dione 1005322-51-9 C24H19FO5
4-ethyl-3-fluoro-10-methyl-6-phenyl-10,11-dihydro-2H,6H,12H-dipyrano[2,3-f:2',3'-h]chromene-2,12-dione
—— 10-methyl-4-n-propyl-3-chloro-6-phenyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione 1005322-59-7 C25H21ClO5
10-methyl-4-n-propyl-3-chloro-6-phenyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione
—— 10-methyl-4-ethyl-6-phenyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione 1005322-54-2 C24H20O5
10-methyl-4-ethyl-6-phenyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione
—— 10-methyl-4-n-butyl-6-phenyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione 1005322-53-1 C26H24O5
10-methyl-4-n-butyl-6-phenyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione
—— 10-methyl-6-phenyl-4-propyl-10,11-dihydro-2H,6H,12H-dipyrano[2,3-f:2',3'-h]chromene-2,12-dione 1005322-50-8 C25H22O5
10-methyl-6-phenyl-4-propyl-10,11-dihydro-2H,6H,12H-dipyrano[2,3-f:2',3'-h]chromene-2,12-dione
—— 4-n-propyl-6-phenyl-11-methyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione 1017281-72-9 C25H22O5
4-n-propyl-6-phenyl-11-methyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione
—— 3-fluoro-10-methyl-6-phenyl-4-propyl-10,11-dihydro-2H,6H,12H-dipyrano[2,3-f:2',3'-h]chromene-2,12-dione 1005322-52-0 C25H21FO5
3-fluoro-10-methyl-6-phenyl-4-propyl-10,11-dihydro-2H,6H,12H-dipyrano[2,3-f:2',3'-h]chromene-2,12-dione
—— (2S)-7-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C27H32O14
(2S)-7-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— naringin —— C27H32O14
naringin
—— 8-(3-amino-3-methylbutyl)-3,5,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one 1192135-62-8 C21H23NO6
8-(3-amino-3-methylbutyl)-3,5,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
—— Di-O-methylcoritin 55929-13-0 C23H26O7
Di-O-methylcoritin
—— (3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-acetic acid ethyl ester 109670-07-7 C20H18O5
(3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-acetic acid ethyl ester
—— despedicellin 75428-49-8 C15H12O6
despedicellin
—— 2-(3,4-dimethoxyphenyl)-4-oxo-4H-chromen-3-yl 4-methoxybenzoate 812654-63-0 C25H20O7
2-(3,4-dimethoxyphenyl)-4-oxo-4H-chromen-3-yl 4-methoxybenzoate
—— 2-(3,4-Dimethoxy-phenyl)-3-hydroxy-2,3-dimethoxy-chroman-4-one 70460-52-5 C19H20O7
2-(3,4-Dimethoxy-phenyl)-3-hydroxy-2,3-dimethoxy-chroman-4-one
—— N-<2-(N-isopropylamino)ethyl>-5-(3-methyl-4-oxo-4H-1-benzopyran-2-yl)-1,3-benzodioxol-2-carboxamide 782425-44-9 C23H24N2O5
N-<2-(N-isopropylamino)ethyl>-5-(3-methyl-4-oxo-4H-1-benzopyran-2-yl)-1,3-benzodioxol-2-carboxamide
—— methyl 5-(3-methyl-4-oxo-4H-1-benzopyran-2-yl)-1,3-benzodioxol-2-carboxylate 164469-34-5 C19H14O6
methyl 5-(3-methyl-4-oxo-4H-1-benzopyran-2-yl)-1,3-benzodioxol-2-carboxylate
—— naringenin 7-O-glucoside 529-55-5 C21H22O10
naringenin 7-O-glucoside
—— 3,6-Dimethoxy-7-hydroxyflavone 76254-10-9 C17H14O5
3,6-Dimethoxy-7-hydroxyflavone
—— 4-(4-oxochroman-2-yl)phenyl phenylcarbamate 1386981-00-5 C22H17NO4
4-(4-oxochroman-2-yl)phenyl phenylcarbamate
—— cis-4',7-dihydroxyflavan-4-ol 7508-30-7 C15H14O3
cis-4',7-dihydroxyflavan-4-ol
—— 4'-hydroxyflavanone 135413-27-3 C15H12O3
4'-hydroxyflavanone
—— 3'-benzyl-4'-hydroxyflavanone 1209469-97-5 C22H18O3
3'-benzyl-4'-hydroxyflavanone
—— 4-chloro-3-formyl-4'-hydroxy-flav-3-ene 98769-99-4 C16H11ClO3
4-chloro-3-formyl-4'-hydroxy-flav-3-ene