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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
—— [(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl] heptanoate —— C22H26O7
[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl] heptanoate
—— Nonanoic acid (2R,3R)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester —— C24H30O7
Nonanoic acid (2R,3R)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester
—— 3-[2-(2,5-dimethoxyphenyl)-2-oxoethyl]-5-[[4-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C29H21NO7S
3-[2-(2,5-dimethoxyphenyl)-2-oxoethyl]-5-[[4-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 3-[2-(4-methoxyphenyl)-2-oxoethyl]-5-[[4-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C28H19NO6S
3-[2-(4-methoxyphenyl)-2-oxoethyl]-5-[[4-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 3-[2-(4-nitrophenyl)-2-oxoethyl]-5-[[4-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C27H16N2O7S
3-[2-(4-nitrophenyl)-2-oxoethyl]-5-[[4-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 3,3'-[o-phenylenebis(methyleneoxy)]bis(6-chloroflavone) —— C38H24Cl2O6
3,3'-[o-phenylenebis(methyleneoxy)]bis(6-chloroflavone)
—— 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C21H20O11
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 6-(2-aminoethoxy)-2-methyl-2-phenyl-3H-chromen-4-one —— C18H19NO3
6-(2-aminoethoxy)-2-methyl-2-phenyl-3H-chromen-4-one
—— [(11R)-11-[4-(2-piperidin-1-ylethoxy)phenyl]-5,11-dihydrochromeno[4,3-c]chromen-2-yl] 2,2-dimethylpropanoate —— C34H37NO5
[(11R)-11-[4-(2-piperidin-1-ylethoxy)phenyl]-5,11-dihydrochromeno[4,3-c]chromen-2-yl] 2,2-dimethylpropanoate
—— (6-Dodecanoyl-3-dodecanoyloxy-7-hydroxy-4-oxo-2-phenylchromen-5-yl) dodecanoate —— C51H76O8
(6-Dodecanoyl-3-dodecanoyloxy-7-hydroxy-4-oxo-2-phenylchromen-5-yl) dodecanoate
—— 2'-Amino-6-hexa-1,3,5-trien-3-yl-3'-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C24H23N3O2
2'-Amino-6-hexa-1,3,5-trien-3-yl-3'-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— (5,7-Dihydroxy-4-oxo-2-phenylchromen-3-yl) pentanoate —— C20H18O6
(5,7-Dihydroxy-4-oxo-2-phenylchromen-3-yl) pentanoate
—— [(9R,10R)-8,8-dimethyl-4-oxo-2-phenyl-9-(1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carbonyl)oxy-9,10-dihydropyrano[2,3-f]chromen-10-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate —— C40H42O11
[(9R,10R)-8,8-dimethyl-4-oxo-2-phenyl-9-(1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carbonyl)oxy-9,10-dihydropyrano[2,3-f]chromen-10-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate
—— 1-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,4-dihydrochromen-3-yl]ethanone —— C17H16O7
1-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,4-dihydrochromen-3-yl]ethanone
—— (3R,4S,5S,6R)-2-[[2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol —— C21H24O11
(3R,4S,5S,6R)-2-[[2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— [4-(5,7-Dihydroxy-4-oxo-3-sulfooxychromen-2-yl)-2-sulfooxyphenyl] hydrogen sulfate —— C15H10O16S3
[4-(5,7-Dihydroxy-4-oxo-3-sulfooxychromen-2-yl)-2-sulfooxyphenyl] hydrogen sulfate
—— 1-Amino-3-(2-phenylchroman-4-yl)thiourea —— C16H17N3OS
1-Amino-3-(2-phenylchroman-4-yl)thiourea
—— [2-Hydroxy-5-(7-hydroxy-3-nitroso-4-oxochromen-2-yl)phenoxy]methylphosphonic acid —— C16H12NO9P
[2-Hydroxy-5-(7-hydroxy-3-nitroso-4-oxochromen-2-yl)phenoxy]methylphosphonic acid
—— Spicatasid-nonaacetat 56663-58-2 C54H48O24
Spicatasid-nonaacetat
—— 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chroman-3-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one —— C36H30O15
8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chroman-3-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
—— [2-(3,4-Dihydroxyphenyl)-7-hydroxy-5-methyl-4-oxochromen-3-yl]oxymethylphosphonic acid —— C17H15O9P
[2-(3,4-Dihydroxyphenyl)-7-hydroxy-5-methyl-4-oxochromen-3-yl]oxymethylphosphonic acid
—— [(3S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C30H26O13
[(3S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— 2-{[2-(4-methylphenyl)-4-oxo-4H-chromen-6-yl]oxy}-N-(2-phenylethyl)acetamide —— C26H23NO4
2-{[2-(4-methylphenyl)-4-oxo-4H-chromen-6-yl]oxy}-N-(2-phenylethyl)acetamide
—— 2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl furan-2-carboxylate —— C21H14O6
2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl furan-2-carboxylate
—— N-(4-bromophenyl)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetamide —— C24H18BrNO4
N-(4-bromophenyl)-2-[2-(4-methylphenyl)-4-oxochromen-6-yl]oxyacetamide
—— 3,5,7-Trihydroxy-2-[3-(hydroxymethyl)-1,2-benzodioxin-6-yl]chromen-4-one —— C18H12O8
3,5,7-Trihydroxy-2-[3-(hydroxymethyl)-1,2-benzodioxin-6-yl]chromen-4-one
—— 2-(4-Hydroxyphenyl)-7-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methoxy]chromen-4-one —— C25H18N2O5
2-(4-Hydroxyphenyl)-7-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methoxy]chromen-4-one
—— 1-[(2S,3R)-5,7-dihydroxy-3-methyl-3,4-dihydro-2H-chromen-2-yl]-3,4,6-trihydroxy-5-oxobenzo[7]annulene-8-carboxylic acid;3,4,6-trihydroxy-5-oxo-1-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]benzo[7]annulene-8-carboxylic acid —— C43H34O19
1-[(2S,3R)-5,7-dihydroxy-3-methyl-3,4-dihydro-2H-chromen-2-yl]-3,4,6-trihydroxy-5-oxobenzo[7]annulene-8-carboxylic acid;3,4,6-trihydroxy-5-oxo-1-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]benzo[7]annulene-8-carboxylic acid
—— 1-[6-(2-Methoxyethoxy)-2,2-bis(4-methoxyphenyl)benzo[h]chromen-5-yl]ethanone —— C32H30O6
1-[6-(2-Methoxyethoxy)-2,2-bis(4-methoxyphenyl)benzo[h]chromen-5-yl]ethanone
—— 5-Methyl-3-phenylmethoxy-2-(4-phenylmethoxy-3-propoxyphenyl)chromen-4-one —— C33H30O5
5-Methyl-3-phenylmethoxy-2-(4-phenylmethoxy-3-propoxyphenyl)chromen-4-one
—— (6-Hexadecanoyl-3-hexadecanoyloxy-7-hydroxy-4-oxo-2-phenylchromen-5-yl) hexadecanoate —— C63H100O8
(6-Hexadecanoyl-3-hexadecanoyloxy-7-hydroxy-4-oxo-2-phenylchromen-5-yl) hexadecanoate
—— (2R)-2-(3,5-dihydroxyphenyl)-2,4,5,7-tetrahydroxy-4H-chromen-3-one —— C15H12O8
(2R)-2-(3,5-dihydroxyphenyl)-2,4,5,7-tetrahydroxy-4H-chromen-3-one
—— 3-[(2'R)-2-amino-5-oxo-2'-phenyl-3'-(2,2,2-trifluoroethyl)spiro[1H-imidazole-4,4'-2,3-dihydrochromene]-6'-yl]benzonitrile —— C26H19F3N4O2
3-[(2'R)-2-amino-5-oxo-2'-phenyl-3'-(2,2,2-trifluoroethyl)spiro[1H-imidazole-4,4'-2,3-dihydrochromene]-6'-yl]benzonitrile
—— Ethane;3-(4-methylphenyl)benzo[f]chromen-1-one —— C22H20O2
Ethane;3-(4-methylphenyl)benzo[f]chromen-1-one
—— 5-[1-[4-[2-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl]oxyethoxy]-2-methylphenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C33H31NO10S
5-[1-[4-[2-[2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxochromen-3-yl]oxyethoxy]-2-methylphenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— 7-Hydroperoxy-3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-methylchromen-5-one —— C17H14O7
7-Hydroperoxy-3-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-methylchromen-5-one
—— 9-(4-fluorophenyl)-11-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19FN4O2
9-(4-fluorophenyl)-11-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 2'-Amino-6-(3-aminophenyl)-3'-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C24H22N4O2
2'-Amino-6-(3-aminophenyl)-3'-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— 9-(2,4-dimethoxyphenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C27H24N4O4
9-(2,4-dimethoxyphenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 2-(4-Hydroxyphenyl)-7-[2-(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)ethoxy]chromen-4-one —— C24H17N3O5
2-(4-Hydroxyphenyl)-7-[2-(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)ethoxy]chromen-4-one
—— [7-Hydroxy-2-(4-hydroxy-3-methylphenyl)-4-oxochromen-3-yl]oxymethylphosphonous acid —— C17H15O7P
[7-Hydroxy-2-(4-hydroxy-3-methylphenyl)-4-oxochromen-3-yl]oxymethylphosphonous acid
—— (2R,3S)-3-benzyl-2-(3,4-dihydroxyphenyl)-2,4-dihydrochromene-3,5,7-triol —— C22H20O6
(2R,3S)-3-benzyl-2-(3,4-dihydroxyphenyl)-2,4-dihydrochromene-3,5,7-triol
—— N-(7-bromo-1-methoxy-6-phenyl-6H-benzo[c]chromen-2-yl)methanesulfonamide —— C21H18BrNO4S
N-(7-bromo-1-methoxy-6-phenyl-6H-benzo[c]chromen-2-yl)methanesulfonamide
—— carbamoyl 2,3-dimethyl-8-phenyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxylate —— C20H19N3O4
carbamoyl 2,3-dimethyl-8-phenyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxylate
—— 8-Benzyloxy-4-(4-benzyloxy-phenyl)-2-propylidene-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene —— C35H34O3
8-Benzyloxy-4-(4-benzyloxy-phenyl)-2-propylidene-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene
—— 2-(4-Hydroxyphenyl)-7-[2-[3-(trifluoromethyl)phenyl]ethoxy]chromen-4-one —— C24H17F3O4
2-(4-Hydroxyphenyl)-7-[2-[3-(trifluoromethyl)phenyl]ethoxy]chromen-4-one
—— 5,7-Dihydroxy-2-(2,3,4,5,6-pentamethylphenyl)-3-propan-2-yloxychromen-4-one;5,7-dihydroxy-2-(2,3,4,5,6-pentamethylphenyl)-3-propan-2-yloxy-2,3-dihydrochromen-4-one —— C46H54O10
5,7-Dihydroxy-2-(2,3,4,5,6-pentamethylphenyl)-3-propan-2-yloxychromen-4-one;5,7-dihydroxy-2-(2,3,4,5,6-pentamethylphenyl)-3-propan-2-yloxy-2,3-dihydrochromen-4-one
—— (2S,3S,4S,5R)-6-[2-(3,4-dihydroxyphenyl)-5-[(2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carbonyl]oxy-7-hydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C42H34O25
(2S,3S,4S,5R)-6-[2-(3,4-dihydroxyphenyl)-5-[(2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carbonyl]oxy-7-hydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— 3,3-Diphenylbenzo[f]chromene-7,8-diol —— C25H18O3
3,3-Diphenylbenzo[f]chromene-7,8-diol
—— Isookanin —— C15H12O6
Isookanin