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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
—— (E)-1-[2-hydroxy-6-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)prop-2-en-1-one —— C21H21NO10
(E)-1-[2-hydroxy-6-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)prop-2-en-1-one
—— (E)-3-(4-hydroxyphenyl)-1-[4-hydroxy-2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one —— C21H22O9
(E)-3-(4-hydroxyphenyl)-1-[4-hydroxy-2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— 2-[4-oxo-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid —— C21H15NO4S2
2-[4-oxo-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
—— 11-(4-ethoxy-3-methoxyphenyl)-9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C28H26N4O4
11-(4-ethoxy-3-methoxyphenyl)-9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 4-[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]-2,6-dimethylmorpholin-4-ium —— C23H26NO4+
4-[2-(3,4-Dimethoxyphenyl)chromen-4-ylidene]-2,6-dimethylmorpholin-4-ium
—— 4-chloro-11-(2-fluorophenyl)-9-(3-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 —— C25H18ClFN4O2
4-chloro-11-(2-fluorophenyl)-9-(3-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
—— 9-(3-fluorophenyl)-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 —— C24H16F2N4O
9-(3-fluorophenyl)-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
—— 4-(3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)piperazin-2-one —— C21H18N2O4
4-(3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)piperazin-2-one
—— (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,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,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 9-(3-bromo-4-methoxyphenyl)-11-(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 —— C27H23BrN4O4
9-(3-bromo-4-methoxyphenyl)-11-(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
—— 11-phenyl-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 —— C27H24N4O4
11-phenyl-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
—— 4-[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-hexaen-11-yl]-N,N-dimethylaniline —— C27H25N5O2
4-[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-hexaen-11-yl]-N,N-dimethylaniline
—— (2S,3R,4R,5R,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O11
(2S,3R,4R,5R,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— (2S,3R,4R,5S,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C21H18O11
(2S,3R,4R,5S,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— 2-phenyl-6-[6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1H-benzimidazol-2-yl]chromen-4-one —— C26H20N4O2
2-phenyl-6-[6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1H-benzimidazol-2-yl]chromen-4-one
—— 9-(5-bromo-2-methoxyphenyl)-11-(4-methoxyphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C27H23BrN4O3S
9-(5-bromo-2-methoxyphenyl)-11-(4-methoxyphenyl)-14-methylsulfanyl-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-methoxy-5-nitrophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C24H18N2O6
N-(2-methoxy-5-nitrophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 9-(4-fluorophenyl)-14-methylsulfanyl-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C23H17FN4OS2
9-(4-fluorophenyl)-14-methylsulfanyl-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— [8-chloro-2-(4-chlorophenyl)-4-oxo-4H-chromen-6-yl]acetic acid —— C17H10Cl2O4
[8-chloro-2-(4-chlorophenyl)-4-oxo-4H-chromen-6-yl]acetic acid
—— 4-chloro-11-(4-fluorophenyl)-9-(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 —— C26H20ClFN4OS
4-chloro-11-(4-fluorophenyl)-9-(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
—— [(2R,3R,4S,5S,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate —— C23H22O13
[(2R,3R,4S,5S,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
—— 4-[4-oxo-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-1,3-thiazol-2-yl]piperazine-1-carboxamide —— C24H22N4O3S
4-[4-oxo-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-1,3-thiazol-2-yl]piperazine-1-carboxamide
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-[2-(trifluoromethyl)phenyl]propanamide —— C26H19ClF3NO4
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-[2-(trifluoromethyl)phenyl]propanamide
—— 2-(4-Oxo-2-phenylchromen-6-yl)oxypropanoic acid —— C18H14O5
2-(4-Oxo-2-phenylchromen-6-yl)oxypropanoic acid
—— (6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C28H24O6
(6-Ethyl-4-oxo-2-phenylchromen-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— Methyl 2-cyano-2-[2-(3,4-dimethoxyphenyl)chromen-4-ylidene]acetate —— C21H17NO5
Methyl 2-cyano-2-[2-(3,4-dimethoxyphenyl)chromen-4-ylidene]acetate
—— 9-(4-bromophenyl)-4-chloro-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 —— C24H16BrClN4O
9-(4-bromophenyl)-4-chloro-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
—— [2-(3-Bromo-4,5-dimethoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C28H20BrNO8
[2-(3-Bromo-4,5-dimethoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— [2-(4-Tert-butylphenyl)-7-methyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate —— C29H25ClO4
[2-(4-Tert-butylphenyl)-7-methyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate
—— 2-(4-Bromophenyl)chromenylium —— C15H10BrO+
2-(4-Bromophenyl)chromenylium
—— 2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]chromen-4-imine —— C27H22N2O3S
2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]chromen-4-imine
—— N-[[2-(4-methoxyphenyl)chromen-4-ylidene]amino]naphthalen-2-amine —— C26H20N2O2
N-[[2-(4-methoxyphenyl)chromen-4-ylidene]amino]naphthalen-2-amine
—— 1-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)propan-1-one —— C21H23NO11
1-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)propan-1-one
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate —— C26H19ClO5
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C26H20O7
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— [2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] oxolane-2-carboxylate —— C22H20O6
[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl] oxolane-2-carboxylate
—— [2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]-N,N-dimethylmethanaminium —— C25H26NO2+
[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]-N,N-dimethylmethanaminium
—— 9-(4-bromophenyl)-4-chloro-11-(4-fluorophenyl)-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 —— C25H17BrClFN4OS
9-(4-bromophenyl)-4-chloro-11-(4-fluorophenyl)-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
—— 3-[(3-Nitro-4-propan-2-ylphenyl)methylidene]-2-phenylchromen-4-one —— C25H21NO4
3-[(3-Nitro-4-propan-2-ylphenyl)methylidene]-2-phenylchromen-4-one
—— 9-(4-bromophenyl)-4-chloro-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 —— C26H20BrClN4O2S
9-(4-bromophenyl)-4-chloro-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
—— 3-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-5-[4,5,6-trihydroxy-3-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C22H24O11
3-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-5-[4,5,6-trihydroxy-3-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— N-cyclohexyl-2-(4-oxo-2-phenyl-chromen-6-yl)-3H-benzimidazole-5-carboxamidine —— C29H26N4O2
N-cyclohexyl-2-(4-oxo-2-phenyl-chromen-6-yl)-3H-benzimidazole-5-carboxamidine
—— 9-(5-bromo-2-methoxyphenyl)-11-(2-fluorophenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H20BrFN4O2S
9-(5-bromo-2-methoxyphenyl)-11-(2-fluorophenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— methyl 4-[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-hexaen-9-yl]benzoate —— C27H21FN4O3
methyl 4-[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-hexaen-9-yl]benzoate
—— 11-(3,4-dimethoxyphenyl)-9-(3-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
11-(3,4-dimethoxyphenyl)-9-(3-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
—— Methyl 2-[2-(4-methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate —— C22H22O6
Methyl 2-[2-(4-methoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate
—— 9-(3-bromophenyl)-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 —— C22H14BrClN4OS
9-(3-bromophenyl)-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
—— (4-Oxo-2-phenylchromen-6-yl) 2-(1,3-dioxoisoindol-2-yl)propanoate —— C26H17NO6
(4-Oxo-2-phenylchromen-6-yl) 2-(1,3-dioxoisoindol-2-yl)propanoate
—— methyl 9,11-bis(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-14-carboxylate —— C28H24N4O3
methyl 9,11-bis(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-14-carboxylate
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2-chlorophenyl)propanamide —— C25H19Cl2NO4
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2-chlorophenyl)propanamide