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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
—— 5,6-dihydroxy-2-phenyl-7-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O10
5,6-dihydroxy-2-phenyl-7-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C27H30O16
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— [(2S,3R,4R,5R,6S)-4,5-diacetyloxy-6-[[(2R)-5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-2-[(Z)-4-(4-acetyloxyphenyl)-2-oxobut-3-enyl]oxan-3-yl] acetate —— C42H40O17
[(2S,3R,4R,5R,6S)-4,5-diacetyloxy-6-[[(2R)-5-acetyloxy-2-(4-acetyloxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-2-[(Z)-4-(4-acetyloxyphenyl)-2-oxobut-3-enyl]oxan-3-yl] acetate
—— (2S)-7-[(2R,3S,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one;hydrate —— C27H34O15
(2S)-7-[(2R,3S,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one;hydrate
—— 8-beta-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one —— C21H20O10
8-beta-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
—— (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2S,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-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C41H45O22+
[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— 2-(2-chlorophenyl)-8-[(3~{R},4~{R})-1-methyl-3-oxidanyl-piperidin-4-yl]-5,7-bis(oxidanyl)chromen-4-one —— C21H20ClNO5
2-(2-chlorophenyl)-8-[(3~{R},4~{R})-1-methyl-3-oxidanyl-piperidin-4-yl]-5,7-bis(oxidanyl)chromen-4-one
—— 1-[2-(3,4-dihydroxyphenyl)-4,5,7-trihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-yl]propyl hydrogen sulfate —— C30H38O20S
1-[2-(3,4-dihydroxyphenyl)-4,5,7-trihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-yl]propyl hydrogen sulfate
—— (E)-3-[(4S)-2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one —— C34H30O5
(E)-3-[(4S)-2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one
—— (9S,11S)-9-(4-ethoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H20N4O2S
(9S,11S)-9-(4-ethoxyphenyl)-11-thiophen-2-yl-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-(3-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C23H18N4O2S
(9S,11S)-9-(3-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (1aR,7S,7aR)-1,1-dichloro-7-(4-methylphenyl)-1a-phenyl-7,7a-dihydrocyclopropa[b]chromene —— C23H18Cl2O
(1aR,7S,7aR)-1,1-dichloro-7-(4-methylphenyl)-1a-phenyl-7,7a-dihydrocyclopropa[b]chromene
—— (1aS,7R,7aS)-1,1-dichloro-1a-(4-ethoxyphenyl)-7-phenyl-7,7a-dihydrocyclopropa[b]chromene —— C24H20Cl2O2
(1aS,7R,7aS)-1,1-dichloro-1a-(4-ethoxyphenyl)-7-phenyl-7,7a-dihydrocyclopropa[b]chromene
—— (2S,2'R,6R)-2-bromo-4,4-dimethyl-2'-phenyl-2-prop-2-enylsulfanylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-7'-ol —— C23H27BrN2O2S
(2S,2'R,6R)-2-bromo-4,4-dimethyl-2'-phenyl-2-prop-2-enylsulfanylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-7'-ol
—— (2R,4R)-4-(4-methylphenyl)-2-phenyl-3,4-dihydro-2H-chromene —— C22H20O
(2R,4R)-4-(4-methylphenyl)-2-phenyl-3,4-dihydro-2H-chromene
—— 5,7-dihydroxy-8-(γ,γ-dimethylallyl)flavanone diacetate —— C24H24O6
5,7-dihydroxy-8-(γ,γ-dimethylallyl)flavanone diacetate
—— (2R,3S,4R,5R,6S)-6-(5,8-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylate —— C21H17O11-
(2R,3S,4R,5R,6S)-6-(5,8-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylate
—— 3-fluoro-N-[2-(4-methylphenyl)-4-oxochromen-6-yl]benzamide —— C23H16FNO3
3-fluoro-N-[2-(4-methylphenyl)-4-oxochromen-6-yl]benzamide
—— 3-fluoro-N-[2-(3-methylphenyl)-4-oxochromen-6-yl]benzamide —— C23H16FNO3
3-fluoro-N-[2-(3-methylphenyl)-4-oxochromen-6-yl]benzamide
—— (2S)-N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide —— C20H16ClNO4
(2S)-N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide
—— (2S)-N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide —— C24H25NO4
(2S)-N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide
—— (2S)-N-[2-(3-methylphenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide —— C21H19NO4
(2S)-N-[2-(3-methylphenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide
—— (2R)-N-[2-(4-fluorophenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide —— C20H16FNO4
(2R)-N-[2-(4-fluorophenyl)-4-oxochromen-6-yl]oxolane-2-carboxamide
—— 2,3-dimethoxy-6-[(3R)-1-oxo-2,3-dihydrobenzo[f]chromen-3-yl]benzoic acid —— C22H18O6
2,3-dimethoxy-6-[(3R)-1-oxo-2,3-dihydrobenzo[f]chromen-3-yl]benzoic acid
—— 2,3-dimethoxy-6-[(3R)-1-oxo-2,3-dihydrobenzo[f]chromen-3-yl]benzoate —— C22H17O6-
2,3-dimethoxy-6-[(3R)-1-oxo-2,3-dihydrobenzo[f]chromen-3-yl]benzoate
—— 3-(3-methoxy-1,2-oxazol-5-yl)-N-[2-(2-methylphenyl)-4-oxochromen-6-yl]propanamide —— C23H20N2O5
3-(3-methoxy-1,2-oxazol-5-yl)-N-[2-(2-methylphenyl)-4-oxochromen-6-yl]propanamide
—— 2-(4-methoxyphenyl)-N-[4-oxo-2-(4-propan-2-ylphenyl)chromen-6-yl]acetamide —— C27H25NO4
2-(4-methoxyphenyl)-N-[4-oxo-2-(4-propan-2-ylphenyl)chromen-6-yl]acetamide
—— (2S)-2-chloro-N-[2-(3-methylphenyl)-4-oxochromen-6-yl]propanamide —— C19H16ClNO3
(2S)-2-chloro-N-[2-(3-methylphenyl)-4-oxochromen-6-yl]propanamide
—— (2R)-2-chloro-N-[4-oxo-2-(4-propan-2-ylphenyl)chromen-6-yl]propanamide —— C21H20ClNO3
(2R)-2-chloro-N-[4-oxo-2-(4-propan-2-ylphenyl)chromen-6-yl]propanamide
—— (1aS,7R,7aS)-1,1-dichloro-7-(4-fluorophenyl)-1a-(4-methoxyphenyl)-7,7a-dihydrocyclopropa[b]chromene —— C23H17Cl2FO2
(1aS,7R,7aS)-1,1-dichloro-7-(4-fluorophenyl)-1a-(4-methoxyphenyl)-7,7a-dihydrocyclopropa[b]chromene
—— N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]-2-phenylacetamide —— C25H21NO5
N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]-2-phenylacetamide
—— N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-3-methylbenzamide —— C23H16ClNO3
N-[2-(4-chlorophenyl)-4-oxochromen-6-yl]-3-methylbenzamide
—— 7-methoxy-N-[4-oxo-2-(4-propan-2-ylphenyl)chromen-6-yl]-1-benzofuran-2-carboxamide —— C28H23NO5
7-methoxy-N-[4-oxo-2-(4-propan-2-ylphenyl)chromen-6-yl]-1-benzofuran-2-carboxamide
—— 5-bromo-N-[2-(4-fluorophenyl)-4-oxochromen-6-yl]-1-benzofuran-2-carboxamide —— C24H13BrFNO4
5-bromo-N-[2-(4-fluorophenyl)-4-oxochromen-6-yl]-1-benzofuran-2-carboxamide
—— 5-chloro-N-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]-1-benzofuran-2-carboxamide —— C25H16ClNO5
5-chloro-N-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]-1-benzofuran-2-carboxamide
—— 5-bromo-N-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]-1-benzofuran-2-carboxamide —— C25H16BrNO5
5-bromo-N-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]-1-benzofuran-2-carboxamide
—— N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]-5-chloro-1-benzofuran-2-carboxamide —— C28H22ClNO4
N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]-5-chloro-1-benzofuran-2-carboxamide
—— 2-(3,4-dimethoxyphenyl)-6-methyl-N-[(1S,2S)-2-methylcyclohexyl]chromen-4-imine —— C25H29NO3
2-(3,4-dimethoxyphenyl)-6-methyl-N-[(1S,2S)-2-methylcyclohexyl]chromen-4-imine
—— 5-chloro-N-[2-(4-fluorophenyl)-4-oxochromen-6-yl]-1-benzofuran-2-carboxamide —— C24H13ClFNO4
5-chloro-N-[2-(4-fluorophenyl)-4-oxochromen-6-yl]-1-benzofuran-2-carboxamide
—— (2R)-2-chloro-N-[2-(2-chlorophenyl)-4-oxochromen-6-yl]-2-phenylacetamide —— C23H15Cl2NO3
(2R)-2-chloro-N-[2-(2-chlorophenyl)-4-oxochromen-6-yl]-2-phenylacetamide
—— (2R)-2-chloro-N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]-2-phenylacetamide —— C25H20ClNO5
(2R)-2-chloro-N-[2-(3,4-dimethoxyphenyl)-4-oxochromen-6-yl]-2-phenylacetamide
—— (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one —— C25H28O6
(2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
—— (2S)-N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]-2-chloro-2-phenylacetamide —— C27H24ClNO3
(2S)-N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]-2-chloro-2-phenylacetamide
—— (2R)-2-chloro-N-[2-(2-fluorophenyl)-4-oxochromen-6-yl]-2-phenylacetamide —— C23H15ClFNO3
(2R)-2-chloro-N-[2-(2-fluorophenyl)-4-oxochromen-6-yl]-2-phenylacetamide
—— (2R)-2-chloro-N-[2-(2-methylphenyl)-4-oxochromen-6-yl]-2-phenylacetamide —— C24H18ClNO3
(2R)-2-chloro-N-[2-(2-methylphenyl)-4-oxochromen-6-yl]-2-phenylacetamide
—— (2S)-N-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)propanamide —— C25H16F5NO5
(2S)-N-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)propanamide
—— (2S)-2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2,3-dimethylphenyl)propanamide —— C27H24ClNO4
(2S)-2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2,3-dimethylphenyl)propanamide
—— (2R)-N-[2-(2-fluorophenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)propanamide —— C24H13F6NO4
(2R)-N-[2-(2-fluorophenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)propanamide
—— N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)acetamide —— C27H20F5NO4
N-[2-(4-tert-butylphenyl)-4-oxochromen-6-yl]-2-(2,3,4,5,6-pentafluorophenoxy)acetamide