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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-diacetyloxy-5-(3,4-dihydro-2H-chromen-2-yl)phenyl] acetate —— C21H20O7
[2,3-diacetyloxy-5-(3,4-dihydro-2H-chromen-2-yl)phenyl] acetate
—— 3-[(4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-oxooxan-2-yl]oxy-2-phenylchromen-4-one —— C21H18O8
3-[(4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-oxooxan-2-yl]oxy-2-phenylchromen-4-one
—— 5-Hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-piperidin-1-yl-7-propoxychromen-4-one —— C25H29NO7
5-Hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-piperidin-1-yl-7-propoxychromen-4-one
—— 2-(2,4-Dihydroxyphenyl)-3-hydroxychromen-4-one;ethane —— C19H22O5
2-(2,4-Dihydroxyphenyl)-3-hydroxychromen-4-one;ethane
—— 3-[(2S,4S,5S)-4,5-dihydroxy-3-methyl-6-[[(2R,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C28H32O15
3-[(2S,4S,5S)-4,5-dihydroxy-3-methyl-6-[[(2R,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 4-bromo-N-[[3-[8-(methanesulfonamido)-1-methoxy-6H-benzo[c]chromen-6-yl]phenyl]methyl]benzenesulfonamide —— C28H25BrN2O6S2
4-bromo-N-[[3-[8-(methanesulfonamido)-1-methoxy-6H-benzo[c]chromen-6-yl]phenyl]methyl]benzenesulfonamide
—— N-[[3-[(2'R)-2-amino-3'-methyl-5-oxo-2'-phenylspiro[1H-imidazole-4,4'-2,3-dihydrochromene]-6'-yl]phenyl]methyl]acetamide —— C27H26N4O3
N-[[3-[(2'R)-2-amino-3'-methyl-5-oxo-2'-phenylspiro[1H-imidazole-4,4'-2,3-dihydrochromene]-6'-yl]phenyl]methyl]acetamide
—— 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-[(2R,3R,5R)-3,4,5-trihydroxy-6-[[(2R,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C27H30O17
5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-[(2R,3R,5R)-3,4,5-trihydroxy-6-[[(2R,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— [4-[(E,3E)-3-[1-(5-carboxypentyl)-3,3-dimethylindol-2-ylidene]prop-1-enyl]-2-phenylchromen-7-ylidene]-diethylazanium —— C38H43N2O3+
[4-[(E,3E)-3-[1-(5-carboxypentyl)-3,3-dimethylindol-2-ylidene]prop-1-enyl]-2-phenylchromen-7-ylidene]-diethylazanium
—— 2-(1,3-Benzodioxol-5-yl)-5-hydroxy-7-methoxy-3-(3-methylbut-3-enoxy)chromen-4-one —— C22H20O7
2-(1,3-Benzodioxol-5-yl)-5-hydroxy-7-methoxy-3-(3-methylbut-3-enoxy)chromen-4-one
—— 4-[(1S,5R,13S)-13-(3,4-dihydroxyphenyl)-9-hydroxy-18-nitro-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15(20),16,18-hexaen-5-yl]benzene-1,2-diol —— C30H23NO10
4-[(1S,5R,13S)-13-(3,4-dihydroxyphenyl)-9-hydroxy-18-nitro-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15(20),16,18-hexaen-5-yl]benzene-1,2-diol
—— methyl 9-methyl-5-morpholin-4-yl-2-phenyl-2H-benzo[h]chromene-6-carboxylate —— C26H25NO4
methyl 9-methyl-5-morpholin-4-yl-2-phenyl-2H-benzo[h]chromene-6-carboxylate
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O11
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 2-(3,4,5-Trimethoxyphenyl)chromenylium-7,8-diol —— C18H17O6+
2-(3,4,5-Trimethoxyphenyl)chromenylium-7,8-diol
—— N-[6-[[2-[3-(5-nitropyridin-2-yl)oxyphenyl]-3,4-dihydro-2H-chromen-6-yl]oxy]pyridin-3-yl]pyrrolidine-2-carboxamide —— C30H27N5O6
N-[6-[[2-[3-(5-nitropyridin-2-yl)oxyphenyl]-3,4-dihydro-2H-chromen-6-yl]oxy]pyridin-3-yl]pyrrolidine-2-carboxamide
—— 5-[1-[3-[2-[6-fluoro-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C29H22FNO7S
5-[1-[3-[2-[6-fluoro-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— 6-(2,3-Dihydroxy-4-methoxyphenyl)-7,9-dihydroxy-[1,3]dioxolo[4,5-g]chromen-8-one —— C17H12O9
6-(2,3-Dihydroxy-4-methoxyphenyl)-7,9-dihydroxy-[1,3]dioxolo[4,5-g]chromen-8-one
—— 4-chloro-9-(2,4-dichlorophenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H17Cl3N4O2
4-chloro-9-(2,4-dichlorophenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 4-chloro-9-(4-fluorophenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H18ClFN4O2
4-chloro-9-(4-fluorophenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 9-(2,4-dichlorophenyl)-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 —— C25H18Cl2N4O2
9-(2,4-dichlorophenyl)-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
—— 8-(p-Acetyl-phenoxy)-5,7,4'-trihydroxy-flavon 112742-08-2 C23H16O7
8-(p-Acetyl-phenoxy)-5,7,4'-trihydroxy-flavon
—— ethyl 2-[4-(8-methoxy-3-nitro-2H-chromen-2-yl)phenoxy]acetate —— C20H19NO7
ethyl 2-[4-(8-methoxy-3-nitro-2H-chromen-2-yl)phenoxy]acetate
—— 5-(5,7-dimethyl-3,4-dihydro-2H-chromen-2-yl)benzene-1,2,3-triol —— C17H18O4
5-(5,7-dimethyl-3,4-dihydro-2H-chromen-2-yl)benzene-1,2,3-triol
—— ethane;3-methyl-2-phenyl-3,4-dihydro-2H-chromene —— C20H28O
ethane;3-methyl-2-phenyl-3,4-dihydro-2H-chromene
—— 3-(4-methoxyphenyl)-3-phenyl-3H-naphtho[2,1-b]pyran 149743-78-2 C26H20O2
3-(4-methoxyphenyl)-3-phenyl-3H-naphtho[2,1-b]pyran
—— 4-{3-Phenyl-3H-benzo[F]chromen-3-YL}phenol —— C25H18O2
4-{3-Phenyl-3H-benzo[F]chromen-3-YL}phenol
—— 4-[3-[4-(dimethylamino)phenyl]benzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine —— C33H30N2O
4-[3-[4-(dimethylamino)phenyl]benzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine
—— 3-(2-fluorophenyl)-3-(4-methoxyphenyl)-3H-[1]benzofuro[3,2-f]chromene —— C28H19FO3
3-(2-fluorophenyl)-3-(4-methoxyphenyl)-3H-[1]benzofuro[3,2-f]chromene
—— 8-Bromo-3-(2-fluorophenyl)-3-(4-methoxyphenyl)benzo[f]chromene —— C26H18BrFO2
8-Bromo-3-(2-fluorophenyl)-3-(4-methoxyphenyl)benzo[f]chromene
—— 3-(4-Methoxynaphthalen-1-yl)-3-(4-methoxyphenyl)-[1]benzofuro[3,2-f]chromene —— C33H24O4
3-(4-Methoxynaphthalen-1-yl)-3-(4-methoxyphenyl)-[1]benzofuro[3,2-f]chromene
—— 5,6-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O11
5,6-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(4-methoxyphenyl)-N,3-dimethyl-4-(phenylethynyl)-2H-chromen-2-amine —— C26H23NO2
2-(4-methoxyphenyl)-N,3-dimethyl-4-(phenylethynyl)-2H-chromen-2-amine
—— (2S,3S,4S,5R)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-5-sulfooxychromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O16S
(2S,3S,4S,5R)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-5-sulfooxychromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— propan-2-yl 2-[(3S,4R)-3-benzyl-4-hydroxy-3,4-dihydro-2H-chromen-2-yl]-4-(trifluoromethyl)benzoate —— C27H25F3O4
propan-2-yl 2-[(3S,4R)-3-benzyl-4-hydroxy-3,4-dihydro-2H-chromen-2-yl]-4-(trifluoromethyl)benzoate
—— 5-[1-[3-[2-[2-(3,4-dimethoxyphenyl)-6-fluoro-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C30H24FNO8S
5-[1-[3-[2-[2-(3,4-dimethoxyphenyl)-6-fluoro-4-oxochromen-3-yl]oxyethoxy]phenyl]ethenyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— 4-Cyclopenta-2,4-dien-1-yl-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-7-one —— C20H14O6
4-Cyclopenta-2,4-dien-1-yl-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-7-one
—— 1-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]propan-2-amine —— C18H21NO2
1-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]propan-2-amine
—— 9-(4-bromophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H15BrCl2N4O
9-(4-bromophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 4-[9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-11-yl]-N,N-dimethylaniline —— C27H25N5O2
4-[9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-11-yl]-N,N-dimethylaniline
—— 4-[4-chloro-11-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-9-yl]-N,N-dimethylaniline —— C27H24ClN5O
4-[4-chloro-11-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-9-yl]-N,N-dimethylaniline
—— 4-chloro-9,11-bis(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C26H21ClN4O3
4-chloro-9,11-bis(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 4-Chloro-9-(4-fluorophenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H16ClFN4O
4-Chloro-9-(4-fluorophenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 11-(3,4-dimethoxyphenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C27H24N4O3
11-(3,4-dimethoxyphenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 11-(3,4-dimethoxyphenyl)-9-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21FN4O3
11-(3,4-dimethoxyphenyl)-9-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 11-(3,4-dimethoxyphenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H22N4O3
11-(3,4-dimethoxyphenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 9-(3,4-dimethoxyphenyl)-4-methyl-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C27H24N4O3
9-(3,4-dimethoxyphenyl)-4-methyl-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 9-(3,4-dimethoxyphenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21FN4O3
9-(3,4-dimethoxyphenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 4-chloro-9-(4-methylphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H19ClN4O
4-chloro-9-(4-methylphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 4-[11-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-9-yl]-N,N-dimethylaniline —— C26H22ClN5O
4-[11-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-9-yl]-N,N-dimethylaniline
—— 4-chloro-9-(4-chlorophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H14Cl4N4O
4-chloro-9-(4-chlorophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene