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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
—— (7R)-7-(4-fluorophenyl)-1,7-dimethyl-N-(2-methylphenyl)-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C27H22FNO4
(7R)-7-(4-fluorophenyl)-1,7-dimethyl-N-(2-methylphenyl)-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7S)-7-(4-chlorophenyl)-N-[2-(dimethylamino)ethyl]-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C24H25ClN2O4
(7S)-7-(4-chlorophenyl)-N-[2-(dimethylamino)ethyl]-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7R)-7-(4-chlorophenyl)-2-[(3R,5R)-3,5-dimethylpiperidine-1-carbonyl]-1,7-dimethyl-8H-furo[3,2-f]chromen-9-one —— C27H28ClNO4
(7R)-7-(4-chlorophenyl)-2-[(3R,5R)-3,5-dimethylpiperidine-1-carbonyl]-1,7-dimethyl-8H-furo[3,2-f]chromen-9-one
—— (7R)-7-(4-chlorophenyl)-1,7-dimethyl-N-(3-methylbutyl)-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C25H26ClNO4
(7R)-7-(4-chlorophenyl)-1,7-dimethyl-N-(3-methylbutyl)-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7S)-7-(4-chlorophenyl)-1,7-dimethyl-2-(4-methylpiperazine-1-carbonyl)-8H-furo[3,2-f]chromen-9-one —— C25H25ClN2O4
(7S)-7-(4-chlorophenyl)-1,7-dimethyl-2-(4-methylpiperazine-1-carbonyl)-8H-furo[3,2-f]chromen-9-one
—— (7R)-2-(azepane-1-carbonyl)-7-(4-chlorophenyl)-1,7-dimethyl-8H-furo[3,2-f]chromen-9-one —— C26H26ClNO4
(7R)-2-(azepane-1-carbonyl)-7-(4-chlorophenyl)-1,7-dimethyl-8H-furo[3,2-f]chromen-9-one
—— (7R)-N-(5-chloro-2-methoxyphenyl)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C27H21ClFNO5
(7R)-N-(5-chloro-2-methoxyphenyl)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7R)-7-(4-chlorophenyl)-1,7-dimethyl-N-(3-morpholin-4-ylpropyl)-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C27H29ClN2O5
(7R)-7-(4-chlorophenyl)-1,7-dimethyl-N-(3-morpholin-4-ylpropyl)-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7R)-N,7-bis(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C26H19F2NO4
(7R)-N,7-bis(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7R)-N-[(2S)-butan-2-yl]-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C24H24ClNO4
(7R)-N-[(2S)-butan-2-yl]-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7S)-N-(2,6-dimethylphenyl)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C28H24FNO4
(7S)-N-(2,6-dimethylphenyl)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7S)-7-(4-chlorophenyl)-1,7-dimethyl-2-(4-methylpiperidine-1-carbonyl)-8H-furo[3,2-f]chromen-9-one —— C26H26ClNO4
(7S)-7-(4-chlorophenyl)-1,7-dimethyl-2-(4-methylpiperidine-1-carbonyl)-8H-furo[3,2-f]chromen-9-one
—— (7S)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C28H22FNO6
(7S)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7R)-7-(4-chlorophenyl)-N-[(4-methoxyphenyl)methyl]-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C28H24ClNO5
(7R)-7-(4-chlorophenyl)-N-[(4-methoxyphenyl)methyl]-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7R)-7-(4-chlorophenyl)-2-[(3S,5S)-3,5-dimethylpiperidine-1-carbonyl]-1,7-dimethyl-8H-furo[3,2-f]chromen-9-one —— C27H28ClNO4
(7R)-7-(4-chlorophenyl)-2-[(3S,5S)-3,5-dimethylpiperidine-1-carbonyl]-1,7-dimethyl-8H-furo[3,2-f]chromen-9-one
—— (7S)-2-(azepane-1-carbonyl)-7-(4-chlorophenyl)-1,7-dimethyl-8H-furo[3,2-f]chromen-9-one —— C26H26ClNO4
(7S)-2-(azepane-1-carbonyl)-7-(4-chlorophenyl)-1,7-dimethyl-8H-furo[3,2-f]chromen-9-one
—— 6-ethoxy-2-(4-methoxyphenyl)-N-(oxolan-2-ylmethyl)chromen-4-imine —— C23H25NO4
6-ethoxy-2-(4-methoxyphenyl)-N-(oxolan-2-ylmethyl)chromen-4-imine
—— 4-(4-chlorophenyl)-2-methyl-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole —— C17H15ClN2O4
4-(4-chlorophenyl)-2-methyl-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole
—— Methyl 2-[2-(3-bromo-4,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxypropanoate —— C21H19BrO7
Methyl 2-[2-(3-bromo-4,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 2-(benzotriazol-1-yl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C23H19N5O2
2-(benzotriazol-1-yl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— Ethyl 2-[2-(3-bromo-4,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxypropanoate —— C22H21BrO7
Ethyl 2-[2-(3-bromo-4,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxypropanoate
—— [2-(4-Tert-butylphenyl)-7-methyl-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate —— C31H29NO5
[2-(4-Tert-butylphenyl)-7-methyl-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate
—— 11-(4-chlorophenyl)-9-(3,4-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21ClN4O3
11-(4-chlorophenyl)-9-(3,4-dimethoxyphenyl)-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]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide —— C21H17F3N4O2
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-[3-(trifluoromethyl)pyrazol-1-yl]acetamide
—— 4-(2,5-dimethylpyrrol-1-yl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C28H25N3O2
4-(2,5-dimethylpyrrol-1-yl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 4-chloro-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H17ClN4O
4-chloro-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— Cyclohexyl-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C23H26NO2+
Cyclohexyl-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 4-methyl-3-nitro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide —— C22H19N3O5S
4-methyl-3-nitro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide
—— 4-chloro-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(7),3,5,14,16-hexaene —— C27H23ClN4O4
4-chloro-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(7),3,5,14,16-hexaene
—— Ethyl 6-methyl-2-[[2-[7-methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C31H31NO6S
Ethyl 6-methyl-2-[[2-[7-methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— 4-chloro-11-(2,4-dichlorophenyl)-9-(4-methoxyphenyl)-14-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 —— C26H19Cl3N4O2
4-chloro-11-(2,4-dichlorophenyl)-9-(4-methoxyphenyl)-14-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
—— 2-(4-Oxochromen-2-yl)benzoate —— C16H9O4-
2-(4-Oxochromen-2-yl)benzoate
—— [4-ethoxy-2-(4-methylphenyl)-2H-chromen-3-yl]-N,N-dimethylmethanaminium —— C21H26NO2+
[4-ethoxy-2-(4-methylphenyl)-2H-chromen-3-yl]-N,N-dimethylmethanaminium
—— 1-[4-ethoxy-2-(4-methylphenyl)-2H-chromen-3-yl]-N,N-dimethylmethanamine —— C21H25NO2
1-[4-ethoxy-2-(4-methylphenyl)-2H-chromen-3-yl]-N,N-dimethylmethanamine
—— 4-[(9S,11R)-11-(4-bromophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline —— C26H22BrN5O
4-[(9S,11R)-11-(4-bromophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline
—— (9S,11S)-9-(2,4-dichlorophenyl)-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 —— C24H16Cl2N4O
(9S,11S)-9-(2,4-dichlorophenyl)-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
—— (9R,11R)-11-(4-chlorophenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C25H19ClN4O2
(9R,11R)-11-(4-chlorophenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9R,11S)-9-(2,4-dichlorophenyl)-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 —— C24H16Cl2N4O
(9R,11S)-9-(2,4-dichlorophenyl)-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
—— (9S,11S)-11-(4-chlorophenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C25H19ClN4O2
(9S,11S)-11-(4-chlorophenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 4-[(9S,11S)-11-(4-bromophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline —— C26H22BrN5O
4-[(9S,11S)-11-(4-bromophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline
—— 4-[(9R,11R)-11-(4-bromophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline —— C26H22BrN5O
4-[(9R,11R)-11-(4-bromophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline
—— 4-[(9R,11R)-11-(2,4-dichlorophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline —— C26H20Cl2FN5O
4-[(9R,11R)-11-(2,4-dichlorophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline
—— (9R,11S)-11-(4-chlorophenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C25H19ClN4O2
(9R,11S)-11-(4-chlorophenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 4-[(9S,11R)-11-(2,4-dichlorophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline —— C26H20Cl2FN5O
4-[(9S,11R)-11-(2,4-dichlorophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline
—— 4-[(9S,11S)-11-(2,4-dichlorophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline —— C26H20Cl2FN5O
4-[(9S,11S)-11-(2,4-dichlorophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline
—— 4-[(9R,11S)-11-(4-bromophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline —— C26H22BrN5O
4-[(9R,11S)-11-(4-bromophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-9-yl]-N,N-dimethylaniline
—— (9R,11R)-9-(2,4-dichlorophenyl)-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 —— C24H16Cl2N4O
(9R,11R)-9-(2,4-dichlorophenyl)-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
—— (9S,11S)-9,11-bis(2-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H16Cl2N4O
(9S,11S)-9,11-bis(2-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9S,11R)-9,11-bis(2-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H16Cl2N4O
(9S,11R)-9,11-bis(2-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 9-(4-chlorophenyl)-11-(2,5-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21ClN4O3
9-(4-chlorophenyl)-11-(2,5-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene