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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
—— methyl (2S)-2-[[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-phenylpropanoate —— C27H24BrNO7
methyl (2S)-2-[[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-phenylpropanoate
—— [(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate —— C28H26BrNO6
[(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamate
—— [(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-[(1R)-1-cyclohexylethyl]carbamate —— C25H28BrNO5
[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-[(1R)-1-cyclohexylethyl]carbamate
—— [(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-cyclopentylcarbamate —— C23H25NO6
[(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-cyclopentylcarbamate
—— methyl (2R,3S)-2-[[(2S,3R)-6-bromo-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxycarbonylamino]-3-methylpentanoate —— C24H28BrNO6
methyl (2R,3S)-2-[[(2S,3R)-6-bromo-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxycarbonylamino]-3-methylpentanoate
—— [(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl] N-(3-bromo-4-methylphenyl)carbamate —— C24H17Br2NO6
[(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl] N-(3-bromo-4-methylphenyl)carbamate
—— [(2S,3R)-6-bromo-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] N-(3,4,5-trimethoxyphenyl)carbamate —— C26H26BrNO7
[(2S,3R)-6-bromo-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] N-(3,4,5-trimethoxyphenyl)carbamate
—— [(2S,3S)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(3-bromo-4-methylphenyl)carbamate —— C25H21Br2NO6
[(2S,3S)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(3-bromo-4-methylphenyl)carbamate
—— methyl (2S)-2-[[(2S,3S)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate —— C26H30BrNO9
methyl (2S)-2-[[(2S,3S)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate
—— [(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl] N-(4-fluorophenyl)sulfonylcarbamate —— C23H15BrFNO8S
[(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl] N-(4-fluorophenyl)sulfonylcarbamate
—— [(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[(1R)-1-cyclohexylethyl]carbamate —— C26H30BrNO6
[(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[(1R)-1-cyclohexylethyl]carbamate
—— ethyl 2-[[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]acetate —— C21H20BrNO7
ethyl 2-[[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]acetate
—— methyl (2S)-2-[[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-phenylpropanoate —— C28H25NO9
methyl (2S)-2-[[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-phenylpropanoate
—— [2-[(4aR,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-methylbenzenesulfonate —— C33H38O6S
[2-[(4aR,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-methylbenzenesulfonate
—— [2-[(4aR,9aR)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-methylbenzenesulfonate —— C33H38O6S
[2-[(4aR,9aR)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-methylbenzenesulfonate
—— (9R,11R)-9-(4-chlorophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H15Cl3N4O
(9R,11R)-9-(4-chlorophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9R,11S)-9-(4-chlorophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H15Cl3N4O
(9R,11S)-9-(4-chlorophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9S,11S)-9-(4-chlorophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H15Cl3N4O
(9S,11S)-9-(4-chlorophenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 3-hydroxy-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C22H18N2O3
3-hydroxy-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— 3-hydroxy-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C22H18N2O3
3-hydroxy-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— N-[(Z)-[(4S)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]-2,4-dinitroaniline —— C31H26N4O7
N-[(Z)-[(4S)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]-2,4-dinitroaniline
—— 4-[[(4R)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]-1,5-dimethyl-2-phenylpyrazol-3-one —— C36H33N3O4
4-[[(4R)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]-1,5-dimethyl-2-phenylpyrazol-3-one
—— 4-(4-methoxyphenyl)-N-[(Z)-[(2R)-6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-thiazol-2-amine —— C26H23N3O2S
4-(4-methoxyphenyl)-N-[(Z)-[(2R)-6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]-1,3-thiazol-2-amine
—— 5,7-Dihydroxy-6,8-bis[(2-nitrophenyl)sulfanyl]-2-phenylchromen-4-one —— C27H16N2O8S2
5,7-Dihydroxy-6,8-bis[(2-nitrophenyl)sulfanyl]-2-phenylchromen-4-one
—— (2S)-5,7-dimethoxy-6,8-bis(3-methylbut-2-enyl)-2-(2,4,6-trimethoxyphenyl)-2,3-dihydrochromen-4-one —— C30H38O7
(2S)-5,7-dimethoxy-6,8-bis(3-methylbut-2-enyl)-2-(2,4,6-trimethoxyphenyl)-2,3-dihydrochromen-4-one
—— ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(2-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate —— C23H22O11
ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(2-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate
—— (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C28H34O15
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— N-[(1S)-1-cyclopropylethyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C22H21NO3
N-[(1S)-1-cyclopropylethyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-[(1R)-1-cyclopropylethyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C22H21NO3
N-[(1R)-1-cyclopropylethyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— (2S,3E)-3-[(4-fluorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15FO2
(2S,3E)-3-[(4-fluorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3E)-3-[(2,3-dichlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H14Cl2O2
(2R,3E)-3-[(2,3-dichlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3E)-3-[(4-fluorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15FO2
(2R,3E)-3-[(4-fluorophenyl)methylidene]-2-phenylchromen-4-one
—— 3-methyl-2-phenyl-8-(pyrrolidin-1-ylcarbonyl)-4H-chromen-4-one —— C21H19NO3
3-methyl-2-phenyl-8-(pyrrolidin-1-ylcarbonyl)-4H-chromen-4-one
—— (2R,3E)-3-[(4-tert-butylphenyl)methylidene]-2-phenylchromen-4-one —— C26H24O2
(2R,3E)-3-[(4-tert-butylphenyl)methylidene]-2-phenylchromen-4-one
—— N-benzyl-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C24H19NO3
N-benzyl-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 2-(2-methoxyphenoxy)-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C24H22N2O4
2-(2-methoxyphenoxy)-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— [(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] 3-nitrobenzoate —— C22H16N2O5
[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] 3-nitrobenzoate
—— [(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] 3-nitrobenzoate —— C22H16N2O5
[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] 3-nitrobenzoate
—— (2R,3Z)-3-[(3,4-dichlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H14Cl2O2
(2R,3Z)-3-[(3,4-dichlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3Z)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-phenylchromen-4-one —— C24H20O5
(2R,3Z)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(3-fluorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15FO2
(2S,3Z)-3-[(3-fluorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3Z)-3-[(3-nitrophenyl)methylidene]-2-phenylchromen-4-one —— C22H15NO4
(2R,3Z)-3-[(3-nitrophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(2,3-dichlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H14Cl2O2
(2S,3Z)-3-[(2,3-dichlorophenyl)methylidene]-2-phenylchromen-4-one
—— N-(2-fluorophenyl)-N-[4-[(Z)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]-1,3-thiazol-2-yl]acetamide —— C27H19FN2O3S
N-(2-fluorophenyl)-N-[4-[(Z)-[(2R)-4-oxo-2-phenylchromen-3-ylidene]methyl]-1,3-thiazol-2-yl]acetamide
—— (2R,3Z)-3-[(3-hydroxyphenyl)methylidene]-2-phenylchromen-4-one —— C22H16O3
(2R,3Z)-3-[(3-hydroxyphenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(4-chloro-3-nitrophenyl)methylidene]-2-phenylchromen-4-one —— C22H14ClNO4
(2S,3Z)-3-[(4-chloro-3-nitrophenyl)methylidene]-2-phenylchromen-4-one
—— N-(2-fluorophenyl)-N-[4-[(Z)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]-1,3-thiazol-2-yl]acetamide —— C27H19FN2O3S
N-(2-fluorophenyl)-N-[4-[(Z)-[(2S)-4-oxo-2-phenylchromen-3-ylidene]methyl]-1,3-thiazol-2-yl]acetamide
—— (2S,3Z)-3-[(3,4-dichlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H14Cl2O2
(2S,3Z)-3-[(3,4-dichlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3Z)-3-[(4-chloro-3-nitrophenyl)methylidene]-2-phenylchromen-4-one —— C22H14ClNO4
(2R,3Z)-3-[(4-chloro-3-nitrophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-phenylchromen-4-one —— C24H20O5
(2S,3Z)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-phenylchromen-4-one