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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
—— 5,6-dihydroxy-2-phenyl-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C27H30O15
5,6-dihydroxy-2-phenyl-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— alpha-Glucosylhesperidin 161713-86-6 C34H44O20
alpha-Glucosylhesperidin
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol;2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one —— C30H24O13
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol;2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
—— 9-(3-fluorophenyl)-11-(4-methoxyphenyl)-4-methyl-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C27H23FN4O2S
9-(3-fluorophenyl)-11-(4-methoxyphenyl)-4-methyl-14-methylsulfanyl-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-14-methylsulfanyl-9-phenyl-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C23H17ClN4OS2
4-chloro-14-methylsulfanyl-9-phenyl-11-thiophen-2-yl-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-(2-chlorophenyl)-11-(4-methoxyphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C26H20Cl2N4O2S
4-chloro-9-(2-chlorophenyl)-11-(4-methoxyphenyl)-14-methylsulfanyl-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-benzyl-2-(3,4-dimethoxyphenyl)-4H-chromen-3-yl]-N,N-dimethylmethanaminium —— C27H30NO3+
[4-benzyl-2-(3,4-dimethoxyphenyl)-4H-chromen-3-yl]-N,N-dimethylmethanaminium
—— 1-[4-benzyl-2-(3,4-dimethoxyphenyl)-4H-chromen-3-yl]-N,N-dimethylmethanamine —— C27H29NO3
1-[4-benzyl-2-(3,4-dimethoxyphenyl)-4H-chromen-3-yl]-N,N-dimethylmethanamine
—— 11-(3,4-dimethoxyphenyl)-9-(4-methoxyphenyl)-4-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C28H26N4O4
11-(3,4-dimethoxyphenyl)-9-(4-methoxyphenyl)-4-methyl-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-methyl-9,11-bis(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C28H26N4OS
4-methyl-9,11-bis(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— [4,5-Diacetyloxy-6-[[5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-2-[4-(4-acetyloxyphenyl)-2-oxobut-3-enyl]oxan-3-yl] acetate —— C42H40O17
[4,5-Diacetyloxy-6-[[5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-2-[4-(4-acetyloxyphenyl)-2-oxobut-3-enyl]oxan-3-yl] acetate
—— 2-cyano-N-(2-methoxyethyl)-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]acetamide —— C23H22N2O4
2-cyano-N-(2-methoxyethyl)-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]acetamide
—— [4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] 3-(3-nitrophenyl)prop-2-enoate —— C32H24N2O6
[4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] 3-(3-nitrophenyl)prop-2-enoate
—— Ethyl 2-[2-(4-chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C21H19ClO5
Ethyl 2-[2-(4-chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— 9-(4-fluorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C23H16FN5O
9-(4-fluorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 2,4,6-trichloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C21H15Cl3N2O
2,4,6-trichloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 7-(3-chlorophenyl)-6-(2,4-dimethoxyphenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C26H21ClN4O3
7-(3-chlorophenyl)-6-(2,4-dimethoxyphenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— 2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-propan-2-yloxychromen-4-imine —— C30H28N2O4S
2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-propan-2-yloxychromen-4-imine
—— 11-(4-bromophenyl)-4-chloro-9-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H15BrCl2N4O
11-(4-bromophenyl)-4-chloro-9-(4-chlorophenyl)-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-bromophenyl)-4-methyl-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H18BrN5O
9-(3-bromophenyl)-4-methyl-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 11-(4-fluorophenyl)-9-(3,4,5-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C27H23FN4O4
11-(4-fluorophenyl)-9-(3,4,5-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-pyrrolidin-1-ylphenyl)azanium —— C28H29N2O2+
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(4-pyrrolidin-1-ylphenyl)azanium
—— 9-(4-bromophenyl)-4-chloro-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H15BrClFN4O
9-(4-bromophenyl)-4-chloro-11-(2-fluorophenyl)-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-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] 3-phenylprop-2-enoate —— C32H25NO4
[4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] 3-phenylprop-2-enoate
—— 9-(2-chlorophenyl)-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H16ClFN4O
9-(2-chlorophenyl)-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]oxolane-2-carboxamide —— C20H20N2O3
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]oxolane-2-carboxamide
—— 9-(4-chlorophenyl)-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 —— C25H19ClN4O
9-(4-chlorophenyl)-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-(4-bromophenyl)-11-(4-fluorophenyl)-5-methoxy-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H18BrFN4O2
9-(4-bromophenyl)-11-(4-fluorophenyl)-5-methoxy-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— methyl 4-[11-(4-methylphenyl)-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]benzoate —— C27H22N4O3
methyl 4-[11-(4-methylphenyl)-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]benzoate
—— (6-Hydroxy-2-phenylchromen-4-ylidene)-(4-methoxyphenyl)azanium —— C22H18NO3+
(6-Hydroxy-2-phenylchromen-4-ylidene)-(4-methoxyphenyl)azanium
—— (3,4-Dimethylphenyl)-(6-hydroxy-2-phenylchromen-4-ylidene)azanium —— C23H20NO2+
(3,4-Dimethylphenyl)-(6-hydroxy-2-phenylchromen-4-ylidene)azanium
—— (1-Carboxy-2-methylpropyl)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]azanium —— C24H28NO5+
(1-Carboxy-2-methylpropyl)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]azanium
—— (3-Hydroxyphenyl)-[2-(4-methoxyphenyl)chromen-4-ylidene]azanium —— C22H18NO3+
(3-Hydroxyphenyl)-[2-(4-methoxyphenyl)chromen-4-ylidene]azanium
—— (4-Chlorophenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium —— C24H21ClNO2+
(4-Chlorophenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium
—— [2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]-(4-hydroxyphenyl)azanium —— C23H20NO4+
[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]-(4-hydroxyphenyl)azanium
—— (4-Hydroxyphenyl)-[2-(4-methoxyphenyl)chromen-4-ylidene]azanium —— C22H18NO3+
(4-Hydroxyphenyl)-[2-(4-methoxyphenyl)chromen-4-ylidene]azanium
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-propylazanium —— C21H24NO2+
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-propylazanium
—— 3-Hydroxypropyl-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]azanium —— C21H24NO3+
3-Hydroxypropyl-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]azanium
—— (4-Hydroxyphenyl)-(6-hydroxy-2-phenylchromen-4-ylidene)azanium —— C21H16NO3+
(4-Hydroxyphenyl)-(6-hydroxy-2-phenylchromen-4-ylidene)azanium
—— (6-Hydroxy-2-phenylchromen-4-ylidene)-(3-methylphenyl)azanium —— C22H18NO2+
(6-Hydroxy-2-phenylchromen-4-ylidene)-(3-methylphenyl)azanium
—— 3-(dimethylaminomethylidene)-2-(4-fluorophenyl)-6-methoxychromen-4-one —— C19H18FNO3
3-(dimethylaminomethylidene)-2-(4-fluorophenyl)-6-methoxychromen-4-one
—— [6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(oxolan-2-ylmethyl)azanium —— C23H26NO3+
[6-Ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]-(oxolan-2-ylmethyl)azanium
—— 3-hydroxy-3-methyl-5-oxo-5-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]pentanoic acid —— C28H30O15
3-hydroxy-3-methyl-5-oxo-5-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]pentanoic acid
—— 9-(2-methoxyphenyl)-11-(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 —— C26H22N4O2
9-(2-methoxyphenyl)-11-(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
—— N-[4-(2,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine —— C30H28N2O5S
N-[4-(2,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine
—— 3-(2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl)-1-methylimidazolidine-2,4-dione —— C20H16N2O7
3-(2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl)-1-methylimidazolidine-2,4-dione
—— 3-(2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl)imidazolidine-2,4-dione —— C19H14N2O7
3-(2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl)imidazolidine-2,4-dione
—— 1-(2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl)pyrrolidine-2,5-dione —— C20H15NO7
1-(2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl)pyrrolidine-2,5-dione
—— 11-(4-bromophenyl)-4-chloro-9-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H15BrClFN4O
11-(4-bromophenyl)-4-chloro-9-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— (6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(4-chlorophenyl)prop-2-enoate —— C25H17ClO4
(6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(4-chlorophenyl)prop-2-enoate