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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
—— (2S,3S)-2-(4-chlorophenyl)-3-hydroxy-2,3-dimethoxychromen-4-one —— C17H15ClO5
(2S,3S)-2-(4-chlorophenyl)-3-hydroxy-2,3-dimethoxychromen-4-one
—— (2S,3R)-2-(4-chlorophenyl)-3-hydroxy-2,3-dimethoxychromen-4-one —— C17H15ClO5
(2S,3R)-2-(4-chlorophenyl)-3-hydroxy-2,3-dimethoxychromen-4-one
—— (2S,3S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3-dimethoxychromen-4-one —— C19H20O7
(2S,3S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3-dimethoxychromen-4-one
—— (2S,3S)-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenylchromen-4-one —— C17H15NO6
(2S,3S)-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenylchromen-4-one
—— (6S)-6-methoxy-6-(4-methoxyphenyl)chromeno[4,3-b]quinoxaline —— C23H18N2O3
(6S)-6-methoxy-6-(4-methoxyphenyl)chromeno[4,3-b]quinoxaline
—— (2R,3S)-3-hydroxy-2,3,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one —— C19H20O7
(2R,3S)-3-hydroxy-2,3,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one
—— (2S,3R)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxychromen-4-one —— C20H22O8
(2S,3R)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxychromen-4-one
—— (2R,3S)-2-(4-chlorophenyl)-3-hydroxy-2,3-dimethoxychromen-4-one —— C17H15ClO5
(2R,3S)-2-(4-chlorophenyl)-3-hydroxy-2,3-dimethoxychromen-4-one
—— (2R,3S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3-dimethoxychromen-4-one —— C19H20O7
(2R,3S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3-dimethoxychromen-4-one
—— (2S,3R)-3-hydroxy-2,3,7-trimethoxy-2-phenylchromen-4-one —— C18H18O6
(2S,3R)-3-hydroxy-2,3,7-trimethoxy-2-phenylchromen-4-one
—— (2S,3R)-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenylchromen-4-one —— C17H15NO6
(2S,3R)-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenylchromen-4-one
—— (2R,3S)-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenylchromen-4-one —— C17H15NO6
(2R,3S)-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenylchromen-4-one
—— (2R,3R)-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenylchromen-4-one —— C17H15NO6
(2R,3R)-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenylchromen-4-one
—— (2R,3R)-3-hydroxy-2,3-dimethoxy-2-(4-methylphenyl)chromen-4-one —— C18H18O5
(2R,3R)-3-hydroxy-2,3-dimethoxy-2-(4-methylphenyl)chromen-4-one
—— (6S)-3,6-dimethoxy-6-(4-methoxyphenyl)chromeno[4,3-b]quinoxaline —— C24H20N2O4
(6S)-3,6-dimethoxy-6-(4-methoxyphenyl)chromeno[4,3-b]quinoxaline
—— (2S)-6-chloro-2-(4-chlorophenyl)-2,3-dihydrochromen-4-one —— C15H10Cl2O2
(2S)-6-chloro-2-(4-chlorophenyl)-2,3-dihydrochromen-4-one
—— (2S)-6-chloro-2-(2-chlorophenyl)-2,3-dihydrochromen-4-one —— C15H10Cl2O2
(2S)-6-chloro-2-(2-chlorophenyl)-2,3-dihydrochromen-4-one
—— (2R,4S)-2,4-diphenyl-3,4-dihydrochromen-2-ol —— C21H18O2
(2R,4S)-2,4-diphenyl-3,4-dihydrochromen-2-ol
—— (2S,4R)-2,4-diphenyl-3,4-dihydrochromen-2-ol —— C21H18O2
(2S,4R)-2,4-diphenyl-3,4-dihydrochromen-2-ol
—— 3-(4-Methylphenyl)-1-[10-[3-(4-methylphenyl)benzo[f]chromen-4-ium-1-yl]decyl]benzo[f]chromen-4-ium —— C50H48O2+2
3-(4-Methylphenyl)-1-[10-[3-(4-methylphenyl)benzo[f]chromen-4-ium-1-yl]decyl]benzo[f]chromen-4-ium
—— (2S,4S)-2,4-diphenyl-3,4-dihydrochromen-2-ol —— C21H18O2
(2S,4S)-2,4-diphenyl-3,4-dihydrochromen-2-ol
—— (2S,3R)-2-(3,4-dihydroxyphenyl)-3,6,7-trihydroxy-2,3-dihydrochromen-4-one —— C15H12O7
(2S,3R)-2-(3,4-dihydroxyphenyl)-3,6,7-trihydroxy-2,3-dihydrochromen-4-one
—— (2R,4R)-2,4-diphenyl-3,4-dihydrochromen-2-ol —— C21H18O2
(2R,4R)-2,4-diphenyl-3,4-dihydrochromen-2-ol
—— 9-(2-chlorophenyl)-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 —— C24H18ClN5O
9-(2-chlorophenyl)-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
—— 10-Hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-methoxy-7-phenyl-2,3-dihydropyrano[3,2-g][1,4]benzodioxin-9-one —— C25H20O8
10-Hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-methoxy-7-phenyl-2,3-dihydropyrano[3,2-g][1,4]benzodioxin-9-one
—— 4-chloro-9-(3-chlorophenyl)-11-(4-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 —— C25H18Cl2N4O2
4-chloro-9-(3-chlorophenyl)-11-(4-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
—— 11-(2-fluorophenyl)-9-(4-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 —— C25H18F2N4OS
11-(2-fluorophenyl)-9-(4-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
—— 9-(2-fluorophenyl)-11-(4-fluorophenyl)-4-methoxy-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H18F2N4O2
9-(2-fluorophenyl)-11-(4-fluorophenyl)-4-methoxy-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-(5-bromo-2-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C23H17BrN4O2S
9-(5-bromo-2-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 9-(4-bromophenyl)-4-chloro-11-(4-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 —— C25H18BrClN4O2
9-(4-bromophenyl)-4-chloro-11-(4-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
—— (2S,3S)-3-hydroxy-2,3-dimethoxy-2-phenylchromen-4-one —— C17H16O5
(2S,3S)-3-hydroxy-2,3-dimethoxy-2-phenylchromen-4-one
—— (2S)-2-(4-oxo-2-phenylchromen-7-yl)oxypropanoic acid —— C18H14O5
(2S)-2-(4-oxo-2-phenylchromen-7-yl)oxypropanoic acid
—— (2S,3R)-3-hydroxy-2,3-dimethoxy-2-phenylchromen-4-one —— C17H16O5
(2S,3R)-3-hydroxy-2,3-dimethoxy-2-phenylchromen-4-one
—— 6,8-dibromo-4-oxo-2-phenyl-3,4-dihydro-2H-chromen-3-yl diethyldithiocarbamate —— C20H19Br2NO2S2
6,8-dibromo-4-oxo-2-phenyl-3,4-dihydro-2H-chromen-3-yl diethyldithiocarbamate
—— [4,5-Diacetyloxy-6-[4-(3-phenylprop-2-enoyl)phenoxy]-3-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate —— C41H46O19
[4,5-Diacetyloxy-6-[4-(3-phenylprop-2-enoyl)phenoxy]-3-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
—— 4-[(2R)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-3-yl]phenol —— C28H29NO3
4-[(2R)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-3-yl]phenol
—— 9-(4-methylphenyl)-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 —— C24H20N4OS2
9-(4-methylphenyl)-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
—— 4-[(2R)-3-phenyl-2H-chromen-2-yl]phenol —— C21H16O2
4-[(2R)-3-phenyl-2H-chromen-2-yl]phenol
—— 1,1-Dichloro-1a-(3,4-dimethoxyphenyl)-7a-methyl-7-(2-methylphenyl)-1,1a,7,7a-tetrahydrocyclopropa[b]chromene —— C26H24Cl2O3
1,1-Dichloro-1a-(3,4-dimethoxyphenyl)-7a-methyl-7-(2-methylphenyl)-1,1a,7,7a-tetrahydrocyclopropa[b]chromene
—— L-2-[4-(2-piperidinoethoxy)phenyl]-3-phenyl-2H-1-benzopyran —— C28H29NO2
L-2-[4-(2-piperidinoethoxy)phenyl]-3-phenyl-2H-1-benzopyran
—— 9-(2,3-dimethoxyphenyl)-11-(4-methylphenyl)-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 —— C28H26N4O3S
9-(2,3-dimethoxyphenyl)-11-(4-methylphenyl)-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
—— 4-methyl-9-(4-methylsulfanylphenyl)-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 —— C24H20N4OS2
4-methyl-9-(4-methylsulfanylphenyl)-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
—— 9-(4-chloro-3-fluorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C23H15ClFN5O
9-(4-chloro-3-fluorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (2R,4S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-ol —— C15H14O3
(2R,4S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-ol
—— 9-(4-bromophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C23H16BrN5O
9-(4-bromophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (2R)-2-(4-oxo-2-phenylchromen-8-yl)propanoic acid —— C18H14O4
(2R)-2-(4-oxo-2-phenylchromen-8-yl)propanoic acid
—— 11-(2,4-dichlorophenyl)-9-(4-methylsulfanylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H18Cl2N4OS
11-(2,4-dichlorophenyl)-9-(4-methylsulfanylphenyl)-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-bromophenyl)-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 —— C24H16BrFN4O
9-(3-bromophenyl)-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
—— (+/-)-6,7-bis(4-fluorophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C24H16F2N4O
(+/-)-6,7-bis(4-fluorophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— 9-(4-methoxyphenyl)-11-(4-methylphenyl)-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 —— C27H24N4O2S
9-(4-methoxyphenyl)-11-(4-methylphenyl)-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