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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
—— 7-hydroxy-6',6'-dimethyl-2-phenyl-2,3,5',6'-tetrahydro-1'H-spiro[chromene-4,4'-pyrimidine]-2'(3'H)-thione —— C20H22N2O2S
7-hydroxy-6',6'-dimethyl-2-phenyl-2,3,5',6'-tetrahydro-1'H-spiro[chromene-4,4'-pyrimidine]-2'(3'H)-thione
—— N-(4-chlorophenyl)-3-(2-fluorophenyl)-3-(4-methoxyphenyl)-11H-pyrano[3,2-a]carbazole-5-carboxamide —— C35H24ClFN2O3
N-(4-chlorophenyl)-3-(2-fluorophenyl)-3-(4-methoxyphenyl)-11H-pyrano[3,2-a]carbazole-5-carboxamide
—— 3-nitro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C22H17N3O4
3-nitro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 2-[2-(4-Methoxyphenyl)-4-[(5-methyl-4-thiophen-2-yl-1,3-thiazol-2-yl)imino]chromen-6-yl]oxyacetonitrile —— C26H19N3O3S2
2-[2-(4-Methoxyphenyl)-4-[(5-methyl-4-thiophen-2-yl-1,3-thiazol-2-yl)imino]chromen-6-yl]oxyacetonitrile
—— 3-methyl-N-[(2R)-3-methylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide —— C22H23NO3
3-methyl-N-[(2R)-3-methylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide
—— 3-methyl-N-[(2S)-3-methylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide —— C22H23NO3
3-methyl-N-[(2S)-3-methylbutan-2-yl]-4-oxo-2-phenylchromene-8-carboxamide
—— 11-[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]azaniumylundecanoate —— C28H35NO4
11-[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]azaniumylundecanoate
—— Ethyl 6-methyl-2-[[2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C30H29NO6S
Ethyl 6-methyl-2-[[2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— [7-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate —— C28H22ClNO5
[7-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate
—— 9-(2,3-dimethoxyphenyl)-11-(4-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-(4-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
—— N-[[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]-N-phenylaniline —— C36H30N2O3
N-[[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylideneamino]-N-phenylaniline
—— 2-[2-(2-Chlorophenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetate —— C19H14ClO5-
2-[2-(2-Chlorophenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxyacetate
—— [2-(2-Chlorophenyl)-5,7-dimethyl-4-oxochromen-3-yl] 1-(4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylate —— C29H24ClNO6
[2-(2-Chlorophenyl)-5,7-dimethyl-4-oxochromen-3-yl] 1-(4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylate
—— 9-(5-bromo-2-methoxyphenyl)-4-chloro-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 —— C23H16BrClN4O2S
9-(5-bromo-2-methoxyphenyl)-4-chloro-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
—— [(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-but-2-enoate —— C25H24O11
[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-but-2-enoate
—— (1S,9R)-9-(4-fluorophenyl)-8-oxa-12-thia-10,15-diazatetracyclo[7.6.1.02,7.011,15]hexadeca-2,4,6,10-tetraene —— C18H15FN2OS
(1S,9R)-9-(4-fluorophenyl)-8-oxa-12-thia-10,15-diazatetracyclo[7.6.1.02,7.011,15]hexadeca-2,4,6,10-tetraene
—— [6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(4-methylphenyl)prop-2-enoate —— C28H24O5
[6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(4-methylphenyl)prop-2-enoate
—— 9-(4-Fluorophenyl)-8-oxa-12-thia-10,15-diazatetracyclo[7.6.1.0~2,7~.0~11,15~]hexadeca-2(7),3,5,10-tetraene —— C18H15FN2OS
9-(4-Fluorophenyl)-8-oxa-12-thia-10,15-diazatetracyclo[7.6.1.0~2,7~.0~11,15~]hexadeca-2(7),3,5,10-tetraene
—— [6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C29H26O7
[6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— [6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate —— C27H21ClO5
[6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate
—— [6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate —— C27H21NO7
[6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate
—— [6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate —— C25H20O6
[6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate
—— [6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate —— C28H24O6
[6-Ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
—— (2R)-6-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C16H14O4
(2R)-6-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— (2S,3R,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7,8-tetrol —— C15H14O7
(2S,3R,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,7,8-tetrol
—— Ethyl 2-[2-(4-methoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C22H22O6
Ethyl 2-[2-(4-methoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— 9-(5-bromo-2-methoxyphenyl)-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 —— C25H18BrFN4O2
9-(5-bromo-2-methoxyphenyl)-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
—— 4,6,8-trimethyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]quinolin-2-amine —— C27H25N3O
4,6,8-trimethyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]quinolin-2-amine
—— 9-(4-chlorophenyl)-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 —— C24H16ClFN4O
9-(4-chlorophenyl)-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
—— 9-(3-bromo-4-methoxyphenyl)-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 —— C26H21BrN4O3
9-(3-bromo-4-methoxyphenyl)-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
—— 9-(3-chlorophenyl)-4-methyl-11-(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 —— C27H23ClN4OS
9-(3-chlorophenyl)-4-methyl-11-(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
—— methyl 4-[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-hexaen-9-yl]benzoate —— C26H18Cl2N4O3
methyl 4-[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-hexaen-9-yl]benzoate
—— (4-Oxo-2-phenylchromen-3-yl) 2-(1,3-dioxoisoindol-2-yl)propanoate —— C26H17NO6
(4-Oxo-2-phenylchromen-3-yl) 2-(1,3-dioxoisoindol-2-yl)propanoate
—— (4-Oxo-2-phenylchromen-3-yl) 2-(1,3-dioxoisoindol-2-yl)-2-phenylacetate —— C31H19NO6
(4-Oxo-2-phenylchromen-3-yl) 2-(1,3-dioxoisoindol-2-yl)-2-phenylacetate
—— 4-methyl-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide —— C22H20N2O3S
4-methyl-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide
—— N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-benzodioxole-5-carboxamide —— C23H18N2O4
N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-benzodioxole-5-carboxamide
—— N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-benzodioxole-5-carboxamide —— C23H18N2O4
N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-benzodioxole-5-carboxamide
—— 5-[(2-phenyl-2H-chromen-3-yl)methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H17NO2S2
5-[(2-phenyl-2H-chromen-3-yl)methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[(2-phenyl-2H-chromen-3-yl)methylidene]-6-(4-propan-2-yloxyphenyl)-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C30H23N3O4S
2-[(2-phenyl-2H-chromen-3-yl)methylidene]-6-(4-propan-2-yloxyphenyl)-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 6-(4-butoxyphenyl)-2-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C31H25N3O4S
6-(4-butoxyphenyl)-2-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 1-[4-oxo-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-1,3-thiazol-2-yl]piperidine-4-carboxamide —— C25H23N3O3S
1-[4-oxo-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-1,3-thiazol-2-yl]piperidine-4-carboxamide
—— 6-[4-(2-methylpropoxy)phenyl]-2-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C31H25N3O4S
6-[4-(2-methylpropoxy)phenyl]-2-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 2-[(2-phenyl-2H-chromen-3-yl)methylidene]-6-(4-propoxyphenyl)-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C30H23N3O4S
2-[(2-phenyl-2H-chromen-3-yl)methylidene]-6-(4-propoxyphenyl)-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 6-(4-ethoxyphenyl)-2-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C29H21N3O4S
6-(4-ethoxyphenyl)-2-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 6-benzyl-2-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C28H19N3O3S
6-benzyl-2-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 2-(4-tert-butylphenyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one —— C30H25N3O2S
2-(4-tert-butylphenyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one
—— 2-(3-methyl-1-benzofuran-2-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one —— C29H19N3O3S
2-(3-methyl-1-benzofuran-2-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one
—— 2-(2,4-dichlorophenyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one —— C26H15Cl2N3O2S
2-(2,4-dichlorophenyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one
—— 5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-pyridin-4-yl-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one —— C25H16N4O2S
5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-pyridin-4-yl-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one
—— 2-(2,3-dihydro-1,4-benzodioxin-3-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one —— C28H19N3O4S
2-(2,3-dihydro-1,4-benzodioxin-3-yl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-[1,3]thiazolo[3,2-b][1,2,4]triazol-6-one