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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,4'R)-4'-(2-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
(2S,3S,4'R)-4'-(2-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2R,3R,4'R)-4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
(2R,3R,4'R)-4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2R,3S,4'R)-4'-(2-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
(2R,3S,4'R)-4'-(2-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S)-2-phenyl-3-[[4-(2H-tetrazol-5-yl)phenyl]methylidene]chromen-4-one —— C23H16N4O2
(2S)-2-phenyl-3-[[4-(2H-tetrazol-5-yl)phenyl]methylidene]chromen-4-one
—— (2S)-2-phenyl-3-[[4-(tetrazol-5-ylidene)cyclohexa-2,5-dien-1-ylidene]methyl]-2H-chromen-4-olate —— C23H15N4O2-
(2S)-2-phenyl-3-[[4-(tetrazol-5-ylidene)cyclohexa-2,5-dien-1-ylidene]methyl]-2H-chromen-4-olate
—— cyclohexyl (2R)-2-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxypropanoate —— C25H26O6
cyclohexyl (2R)-2-[2-(4-methoxyphenyl)-4-oxochromen-6-yl]oxypropanoate
—— (9S,11S)-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H18N4O
(9S,11S)-9,11-diphenyl-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)-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H18N4O
(9R,11S)-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— benzyl-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]azanium —— C22H20NO2+
benzyl-[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]azanium
—— [(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-propan-2-ylazanium —— C18H20NO2+
[(2S,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-propan-2-ylazanium
—— (9S,11S)-9-(2-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C23H18N4O2S
(9S,11S)-9-(2-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9R,11R)-9-(2-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C23H18N4O2S
(9R,11R)-9-(2-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (2R,3S)-3-bromo-3-[(R)-bromo(phenyl)methyl]-2-phenyl-2H-chromen-4-one —— C22H16Br2O2
(2R,3S)-3-bromo-3-[(R)-bromo(phenyl)methyl]-2-phenyl-2H-chromen-4-one
—— (2R,3R)-3-bromo-3-[(R)-bromo(phenyl)methyl]-2-phenyl-2H-chromen-4-one —— C22H16Br2O2
(2R,3R)-3-bromo-3-[(R)-bromo(phenyl)methyl]-2-phenyl-2H-chromen-4-one
—— 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C28H32O15
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— (2S,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O11
(2S,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (2S,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O11
(2S,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (9S,11S)-11-(4-chlorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H17ClN4O
(9S,11S)-11-(4-chlorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9R,11R)-11-(4-chlorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H17ClN4O
(9R,11R)-11-(4-chlorophenyl)-9-phenyl-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)-11-(4-chlorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H17ClN4O
(9R,11S)-11-(4-chlorophenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (2S)-2-(6-bromo-4H-1,3-benzodioxin-8-yl)-6-methyl-2,3-dihydrochromen-4-one —— C18H15BrO4
(2S)-2-(6-bromo-4H-1,3-benzodioxin-8-yl)-6-methyl-2,3-dihydrochromen-4-one
—— 7-Methoxy-2-phenyl-3-chromanol —— C16H16O3
7-Methoxy-2-phenyl-3-chromanol
—— 1-(3-methoxypropyl)-3-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]urea —— C20H23N3O3
1-(3-methoxypropyl)-3-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]urea
—— (1aR,7R,7aR)-1,1-dichloro-7-(4-fluorophenyl)-1a-(4-methoxyphenyl)-7,7a-dihydrocyclopropa[b]chromene —— C23H17Cl2FO2
(1aR,7R,7aR)-1,1-dichloro-7-(4-fluorophenyl)-1a-(4-methoxyphenyl)-7,7a-dihydrocyclopropa[b]chromene
—— (2S,4S)-4-(4-methylphenyl)-2-phenyl-3,4-dihydro-2H-chromene —— C22H20O
(2S,4S)-4-(4-methylphenyl)-2-phenyl-3,4-dihydro-2H-chromene
—— (2S,4R)-4-(4-methylphenyl)-2-phenyl-3,4-dihydro-2H-chromene —— C22H20O
(2S,4R)-4-(4-methylphenyl)-2-phenyl-3,4-dihydro-2H-chromene
—— (2S,3S,4R)-3-nitro-2-phenyl-3,4-dihydro-2H-chromen-4-ol —— C15H13NO4
(2S,3S,4R)-3-nitro-2-phenyl-3,4-dihydro-2H-chromen-4-ol
—— (2R,3R,4R)-3-nitro-2-phenyl-3,4-dihydro-2H-chromen-4-ol —— C15H13NO4
(2R,3R,4R)-3-nitro-2-phenyl-3,4-dihydro-2H-chromen-4-ol
—— (2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one —— C20H20O6
(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-2,3,9,10-tetrahydropyrano[2,3-h]chromen-4-one
—— 2-[5-(Carboxylatomethoxy)-4-oxo-2-phenylchromen-7-yl]oxyacetate —— C19H12O8-2
2-[5-(Carboxylatomethoxy)-4-oxo-2-phenylchromen-7-yl]oxyacetate
—— 2-(2-Carboxyphenyl)-4-oxo-3-phenoxychromen-7-olate —— C22H13O6-
2-(2-Carboxyphenyl)-4-oxo-3-phenoxychromen-7-olate
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[[(2S,3S,4S,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]chromen-4-one —— C21H20O13
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[[(2S,3S,4S,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,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,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 5,6-dihydroxy-2-phenyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O10
5,6-dihydroxy-2-phenyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,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,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[[(2R,3R,4S,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]chromen-4-one —— C21H20O13
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[[(2R,3R,4S,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]chromen-4-one
—— 5,6-dihydroxy-2-phenyl-7-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O10
5,6-dihydroxy-2-phenyl-7-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 5,6-dihydroxy-2-phenyl-7-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O10
5,6-dihydroxy-2-phenyl-7-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-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,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O11
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 5,6-dihydroxy-2-phenyl-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O10
5,6-dihydroxy-2-phenyl-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 1-[2,4-dihydroxy-6-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one —— C21H24O10
1-[2,4-dihydroxy-6-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
—— 1-[2,4-dihydroxy-6-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one —— C21H24O10
1-[2,4-dihydroxy-6-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
—— 1-[2,4-dihydroxy-6-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one —— C21H24O10
1-[2,4-dihydroxy-6-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
—— [5-methyl-2-[(2R)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenyl] (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate —— C30H36O5
[5-methyl-2-[(2R)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenyl] (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
—— [5-methyl-2-[(2S)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenyl] acetate —— C22H26O3
[5-methyl-2-[(2S)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenyl] acetate
—— [5-methyl-2-[(2S)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenyl] (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate —— C30H36O5
[5-methyl-2-[(2S)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenyl] (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
—— [5-methyl-2-[(2R)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenyl] acetate —— C22H26O3
[5-methyl-2-[(2R)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenyl] acetate
—— (2S)-N-cyclohexyl-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-amine —— C30H29NO
(2S)-N-cyclohexyl-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-amine
—— (2R)-N-cyclohexyl-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-amine —— C30H29NO
(2R)-N-cyclohexyl-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-amine