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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
—— 9-(4-ethoxyphenyl)-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 —— C26H23N5O2
9-(4-ethoxyphenyl)-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
—— 9-(2-ethoxyphenyl)-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 —— C25H21N5O2
9-(2-ethoxyphenyl)-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
—— 7-(3,4-dimethoxyphenyl)-6-(4-methylphenyl)-10-(methylsulfanyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C28H26N4O3S
7-(3,4-dimethoxyphenyl)-6-(4-methylphenyl)-10-(methylsulfanyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— 4-chloro-9-(3,4-dimethoxyphenyl)-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 —— C24H19ClN4O3S
4-chloro-9-(3,4-dimethoxyphenyl)-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-(2-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-(2-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
—— 9-(3-chlorophenyl)-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 —— C23H16ClN5O
9-(3-chlorophenyl)-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
—— N-[(2S,4S)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]benzamide —— C22H19NO2
N-[(2S,4S)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]benzamide
—— N-[(2R,4R)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]benzamide —— C22H19NO2
N-[(2R,4R)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]benzamide
—— N-[(2S,4R)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]benzamide —— C22H19NO2
N-[(2S,4R)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]benzamide
—— 4-chloro-9-(2-methoxyphenyl)-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 —— C26H21ClN4O3
4-chloro-9-(2-methoxyphenyl)-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
—— 2-[(2S,4S)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]isoindole-1,3-dione —— C23H17NO3
2-[(2S,4S)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]isoindole-1,3-dione
—— 2-[(2R,4S)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]isoindole-1,3-dione —— C23H17NO3
2-[(2R,4S)-2-phenyl-3,4-dihydro-2H-chromen-4-yl]isoindole-1,3-dione
—— N-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]methanesulfonamide —— C16H15NO4S
N-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]methanesulfonamide
—— N-[(2S,3R)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]benzamide —— C22H17NO3
N-[(2S,3R)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]benzamide
—— N-[(2R,3R)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]benzamide —— C22H17NO3
N-[(2R,3R)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]benzamide
—— (2S)-2-(4-hydroxyphenyl)-5,6,7,8-tetramethoxy-2,3-dihydrochromen-4-one —— C19H20O7
(2S)-2-(4-hydroxyphenyl)-5,6,7,8-tetramethoxy-2,3-dihydrochromen-4-one
—— N-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]benzamide —— C22H17NO3
N-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]benzamide
—— N-[(2R,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]benzamide —— C22H17NO3
N-[(2R,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]benzamide
—— N-[(2R,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]methanesulfonamide —— C16H15NO4S
N-[(2R,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]methanesulfonamide
—— methyl 4-[11-(4-methoxyphenyl)-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 —— C28H24N4O4
methyl 4-[11-(4-methoxyphenyl)-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
—— (2S)-8-methoxy-6-methyl-2-phenyl-2,3-dihydrochromen-4-one —— C17H16O3
(2S)-8-methoxy-6-methyl-2-phenyl-2,3-dihydrochromen-4-one
—— (2S)-6-hydroxy-2-(4-hydroxyphenyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one —— C17H16O6
(2S)-6-hydroxy-2-(4-hydroxyphenyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one
—— 11-(4-methoxyphenyl)-9-(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 —— C26H22N4O2
11-(4-methoxyphenyl)-9-(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
—— 9-(3-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-(3-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
—— 9-(4-propan-2-ylphenyl)-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 —— C26H23N5O
9-(4-propan-2-ylphenyl)-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
—— (2S)-6-methyl-4-(4-methylphenyl)-2,3-diphenyl-2H-chromene —— C29H24O
(2S)-6-methyl-4-(4-methylphenyl)-2,3-diphenyl-2H-chromene
—— (2R)-2-ethoxy-3-methoxy-2-phenylchromene —— C18H18O3
(2R)-2-ethoxy-3-methoxy-2-phenylchromene
—— 9-(2-chlorophenyl)-11-(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 —— C25H19ClN4O
9-(2-chlorophenyl)-11-(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
—— (2R,3S)-2,3-dichloro-2-phenyl-3H-chromen-4-one —— C15H10Cl2O2
(2R,3S)-2,3-dichloro-2-phenyl-3H-chromen-4-one
—— (2S,3R)-2,3-dichloro-2-phenyl-3H-chromen-4-one —— C15H10Cl2O2
(2S,3R)-2,3-dichloro-2-phenyl-3H-chromen-4-one
—— (2R,3R)-2,3-dichloro-2-phenyl-3H-chromen-4-one —— C15H10Cl2O2
(2R,3R)-2,3-dichloro-2-phenyl-3H-chromen-4-one
—— (2S,3S)-2,3-dichloro-2-phenyl-3H-chromen-4-one —— C15H10Cl2O2
(2S,3S)-2,3-dichloro-2-phenyl-3H-chromen-4-one
—— N1-(4-oxo-2-phenyl-3,4-dihydro-2H-chromen-3-yl)-3-bromopropanamide —— C18H16BrNO3
N1-(4-oxo-2-phenyl-3,4-dihydro-2H-chromen-3-yl)-3-bromopropanamide
—— (2S)-6-methoxy-2-(2-methoxyphenyl)-2,3-dihydrochromen-4-one —— C17H16O4
(2S)-6-methoxy-2-(2-methoxyphenyl)-2,3-dihydrochromen-4-one
—— (2R,3Z)-3-[(2-nitrophenyl)methylidene]-2-phenylchromen-4-one —— C22H15NO4
(2R,3Z)-3-[(2-nitrophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(2-nitrophenyl)methylidene]-2-phenylchromen-4-one —— C22H15NO4
(2S,3Z)-3-[(2-nitrophenyl)methylidene]-2-phenylchromen-4-one
—— 9-(4-methylsulfanylphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H20N4OS
9-(4-methylsulfanylphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (2R,3R)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3-dimethoxychromen-4-one —— C19H20O7
(2R,3R)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3-dimethoxychromen-4-one
—— (2S,3R)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3-dimethoxychromen-4-one —— C19H20O7
(2S,3R)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3-dimethoxychromen-4-one
—— (2S,3S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxychromen-4-one —— C20H22O8
(2S,3S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxychromen-4-one
—— (2R)-3,3-dihydroxy-2-methoxy-2-(4-methoxyphenyl)chromen-4-one —— C17H16O6
(2R)-3,3-dihydroxy-2-methoxy-2-(4-methoxyphenyl)chromen-4-one
—— (2R,3R)-3-hydroxy-2,3,7-trimethoxy-2-phenylchromen-4-one —— C18H18O6
(2R,3R)-3-hydroxy-2,3,7-trimethoxy-2-phenylchromen-4-one
—— (2S,3R)-2,3-diethoxy-3-hydroxy-2-phenylchromen-4-one —— C19H20O5
(2S,3R)-2,3-diethoxy-3-hydroxy-2-phenylchromen-4-one
—— (2R,3S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxychromen-4-one —— C20H22O8
(2R,3S)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxychromen-4-one
—— (2R,3R)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxychromen-4-one —— C20H22O8
(2R,3R)-2-(3,4-dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxychromen-4-one
—— (2S,3S)-3-hydroxy-2,3-dimethoxy-2-(4-methylphenyl)chromen-4-one —— C18H18O5
(2S,3S)-3-hydroxy-2,3-dimethoxy-2-(4-methylphenyl)chromen-4-one
—— (2S,3S)-2,3-diethoxy-3-hydroxy-2-phenylchromen-4-one —— C19H20O5
(2S,3S)-2,3-diethoxy-3-hydroxy-2-phenylchromen-4-one
—— (2R,3R)-2-(4-chlorophenyl)-3-hydroxy-2,3-dimethoxychromen-4-one —— C17H15ClO5
(2R,3R)-2-(4-chlorophenyl)-3-hydroxy-2,3-dimethoxychromen-4-one
—— (2S,3R)-3-hydroxy-2,3-dimethoxy-2-(4-methylphenyl)chromen-4-one —— C18H18O5
(2S,3R)-3-hydroxy-2,3-dimethoxy-2-(4-methylphenyl)chromen-4-one
—— (2S,3R)-3-hydroxy-2,3,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one —— C19H20O7
(2S,3R)-3-hydroxy-2,3,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one