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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-[6-chloro-2-(2-chlorophenyl)-4-oxochromen-3-yl]oxy-N-(2,6-diethylphenyl)propanamide —— C28H25Cl2NO4
2-[6-chloro-2-(2-chlorophenyl)-4-oxochromen-3-yl]oxy-N-(2,6-diethylphenyl)propanamide
—— 2-[2-(2-Chlorophenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetate —— C19H14ClO5-
2-[2-(2-Chlorophenyl)-6,8-dimethyl-4-oxochromen-3-yl]oxyacetate
—— 4-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C21H17ClN2O
4-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 4-Methoxy-2-phenylchromenylium —— C16H13O2+
4-Methoxy-2-phenylchromenylium
—— 1-Dodecyl-3-(4-methylphenyl)benzo[f]chromen-4-ium —— C32H39O+
1-Dodecyl-3-(4-methylphenyl)benzo[f]chromen-4-ium
—— 2-phenyl-7-[4-(2H-tetrazol-5-yl)butoxy]chromen-4-one —— C20H18N4O3
2-phenyl-7-[4-(2H-tetrazol-5-yl)butoxy]chromen-4-one
—— 4-[4-chloro-9-(3,4-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-11-yl]-N,N-dimethylaniline —— C28H26ClN5O3
4-[4-chloro-9-(3,4-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-11-yl]-N,N-dimethylaniline
—— 6,8-Dimethyl-2-(4-methylphenyl)-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethoxy]chromen-4-one —— C25H29N2O4+
6,8-Dimethyl-2-(4-methylphenyl)-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethoxy]chromen-4-one
—— Ethyl 2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C23H24O5
Ethyl 2-[6,8-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 9-(2,3-dimethoxyphenyl)-11-(2-fluorophenyl)-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 —— C27H23FN4O3
9-(2,3-dimethoxyphenyl)-11-(2-fluorophenyl)-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
—— 2-[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoic acid —— C19H15ClO5
2-[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoic acid
—— Methyl 2-[2-(4-chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C20H17ClO5
Methyl 2-[2-(4-chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C19H14ClO5-
2-[2-(4-Chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— 6-Chloro-2-(2-chlorophenyl)-3-(imidazo[2,1-b][1,3]thiazol-6-ylmethoxy)chromen-4-one —— C21H12Cl2N2O3S
6-Chloro-2-(2-chlorophenyl)-3-(imidazo[2,1-b][1,3]thiazol-6-ylmethoxy)chromen-4-one
—— 9,11-bis(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 —— C27H24N4O3
9,11-bis(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
—— 9-(2,4-dimethoxyphenyl)-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 —— C26H21FN4O3
9-(2,4-dimethoxyphenyl)-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
—— 4-chloro-9-(4-methylphenyl)-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 —— C24H18ClN5O
4-chloro-9-(4-methylphenyl)-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
—— (2S,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O11
(2S,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O11
(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— [6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate —— C29H24ClNO5
[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate
—— [6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate —— C27H21ClO4
[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate
—— 6'-(Allyloxy)-4A'-[2,4-bis(allyloxy)phenyl]-1',2',3',4',4A',9A'-hexahydrospiro[cyclohexane-1,9'-xanthene] —— C33H40O4
6'-(Allyloxy)-4A'-[2,4-bis(allyloxy)phenyl]-1',2',3',4',4A',9A'-hexahydrospiro[cyclohexane-1,9'-xanthene]
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-[2-chloro-5-(trifluoromethyl)phenyl]propanamide —— C29H24Cl2F3NO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-[2-chloro-5-(trifluoromethyl)phenyl]propanamide
—— [6-Chloro-2-(2-chlorophenyl)-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C24H14Cl2O6
[6-Chloro-2-(2-chlorophenyl)-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— [6-Chloro-2-(2-chlorophenyl)-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate —— C24H13Cl3O4
[6-Chloro-2-(2-chlorophenyl)-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate
—— [6-Chloro-2-(2-chlorophenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate —— C24H14Cl2O4
[6-Chloro-2-(2-chlorophenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate
—— N-(4-bromophenyl)-2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxypropanamide —— C28H25BrClNO4
N-(4-bromophenyl)-2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxypropanamide
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-[2-(trifluoromethyl)phenyl]propanamide —— C29H25ClF3NO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-[2-(trifluoromethyl)phenyl]propanamide
—— 1-(4-fluorophenyl)-3-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C22H18FN3OS
1-(4-fluorophenyl)-3-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— (2,5-Dimethoxyphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C25H24NO4+
(2,5-Dimethoxyphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-phenylpropanamide —— C28H26ClNO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-phenylpropanamide
—— (2-Ethoxyphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C25H24NO3+
(2-Ethoxyphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(3,5-dichlorophenyl)propanamide —— C28H24Cl3NO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(3,5-dichlorophenyl)propanamide
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(3-chloro-4-methoxyphenyl)propanamide —— C29H27Cl2NO5
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(3-chloro-4-methoxyphenyl)propanamide
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(2-chlorophenyl)propanamide —— C28H25Cl2NO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(2-chlorophenyl)propanamide
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(2,4-dimethylphenyl)propanamide —— C30H30ClNO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(2,4-dimethylphenyl)propanamide
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(2-methoxyphenyl)propanamide —— C29H28ClNO5
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(2-methoxyphenyl)propanamide
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(4-methylphenyl)propanamide —— C29H28ClNO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(4-methylphenyl)propanamide
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(4-fluorophenyl)propanamide —— C28H25ClFNO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(4-fluorophenyl)propanamide
—— 2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(4-chlorophenyl)propanamide —— C28H25Cl2NO4
2-[2-(4-tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxy-N-(4-chlorophenyl)propanamide
—— 11-(3,4-dimethoxyphenyl)-9-(2-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
11-(3,4-dimethoxyphenyl)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— [5-methoxy-2-(6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl)phenyl] 4-methylbenzenesulfonate —— C33H38O6S
[5-methoxy-2-(6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl)phenyl] 4-methylbenzenesulfonate
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-(trifluoromethyl)aniline —— C22H17F3N2O
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-(trifluoromethyl)aniline
—— 1-[2,4-dihydroxy-6-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)propan-1-one —— C21H23NO11
1-[2,4-dihydroxy-6-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)propan-1-one
—— 1-[2,4-dihydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)propan-1-one —— C21H23NO11
1-[2,4-dihydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)propan-1-one
—— 9-(4-fluorophenyl)-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 —— C24H18FN5O
9-(4-fluorophenyl)-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
—— 4-chloro-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(7),3,5,14,16-hexaene —— C26H20ClFN4O3
4-chloro-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(7),3,5,14,16-hexaene
—— 9-(4-chlorophenyl)-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 —— C25H19ClN4O
9-(4-chlorophenyl)-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
—— 9-(2-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-(2-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-cyano-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]-N-propylacetamide —— C23H22N2O3
2-cyano-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]-N-propylacetamide