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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
—— 2'-hydroxy 3,6,7,4'-tetramethylquercetagetin 3'-O-beta-D-glucoside —— C25H28O14
2'-hydroxy 3,6,7,4'-tetramethylquercetagetin 3'-O-beta-D-glucoside
—— (2R)-2-hydroxy-4-oxo-4-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-oxochromen-3-yl]oxyoxan-2-yl]methoxy]butanoic acid —— C25H24O14
(2R)-2-hydroxy-4-oxo-4-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-7-oxochromen-3-yl]oxyoxan-2-yl]methoxy]butanoic acid
—— luteolinidin 5-O-glucoside —— C21H20O10
luteolinidin 5-O-glucoside
—— [(2R,3S,4S,5R,6S)-6-[5-[5-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate —— C51H52O28
[(2R,3S,4S,5R,6S)-6-[5-[5-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
—— kaempferol 3-O-(4"-O-p-coumaroyl)-glucoside —— C30H26O13
kaempferol 3-O-(4"-O-p-coumaroyl)-glucoside
—— 2,7-dihydroxy-4-oxo-2-phenyl-3H-chromen-5-olate —— C15H11O5-
2,7-dihydroxy-4-oxo-2-phenyl-3H-chromen-5-olate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C27H30O17
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— (2S)-eriodictyol —— C15H11O6-
(2S)-eriodictyol
—— [(2R,3S)-5,7-dihydroxy-2-phenyl-3,4-dihydro-2H-chromen-3-yl] benzoate —— C22H18O5
[(2R,3S)-5,7-dihydroxy-2-phenyl-3,4-dihydro-2H-chromen-3-yl] benzoate
—— N-[(4-fluorophenyl)methyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C24H18FNO3
N-[(4-fluorophenyl)methyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— (2S,3S)-3,5-dihydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one —— C16H14O5
(2S,3S)-3,5-dihydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
—— 3-(2,6-difluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol —— C29H29F2NO4
3-(2,6-difluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol
—— 3-(2-fluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol —— C29H30FNO4
3-(2-fluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol
—— 4-[4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-3-yl]phenol —— C29H31NO3
4-[4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-3-yl]phenol
—— 3-(4-hydroxyphenyl)-4-methyl-2-[4-[3-[(3R)-3-methylpyrrolidin-1-yl]propyl]phenyl]-2H-chromen-7-ol —— C30H33NO3
3-(4-hydroxyphenyl)-4-methyl-2-[4-[3-[(3R)-3-methylpyrrolidin-1-yl]propyl]phenyl]-2H-chromen-7-ol
—— 3-(2,3-difluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol —— C29H29F2NO4
3-(2,3-difluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol
—— 3-(3-fluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol —— C29H30FNO4
3-(3-fluoro-4-hydroxyphenyl)-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-7-ol
—— (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2-methylpropan-2-yl)oxy]-2,3-dihydrochromen-4-one —— C19H20O5
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2-methylpropan-2-yl)oxy]-2,3-dihydrochromen-4-one
—— (2S)-7-[(4-fluorophenyl)methoxy]-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C22H17FO5
(2S)-7-[(4-fluorophenyl)methoxy]-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 2-[3-[(4-Fluorophenyl)methoxy]-4-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one —— C22H15FO7
2-[3-[(4-Fluorophenyl)methoxy]-4-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one
—— 3-methyl-4-oxo-2-phenyl-N-(4-pyrrolidin-1-ylsulfonylphenyl)chromene-8-carboxamide —— C27H24N2O5S
3-methyl-4-oxo-2-phenyl-N-(4-pyrrolidin-1-ylsulfonylphenyl)chromene-8-carboxamide
—— 3-methyl-4-oxo-N-(2-phenoxyphenyl)-2-phenylchromene-8-carboxamide —— C29H21NO4
3-methyl-4-oxo-N-(2-phenoxyphenyl)-2-phenylchromene-8-carboxamide
—— 3-methyl-4-oxo-2-phenyl-N-(1,3-thiazol-2-yl)-4H-chromene-8-carboxamide —— C20H14N2O3S
3-methyl-4-oxo-2-phenyl-N-(1,3-thiazol-2-yl)-4H-chromene-8-carboxamide
—— [2-[Cyclohexyl(methyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C26H27NO5
[2-[Cyclohexyl(methyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— N-(4-iodophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C23H16INO3
N-(4-iodophenyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 8-(4-(2-methoxyphenyl)piperazine-1-carbonyl)-3-methyl-2-phenyl-4H-chromen-4-one —— C28H26N2O4
8-(4-(2-methoxyphenyl)piperazine-1-carbonyl)-3-methyl-2-phenyl-4H-chromen-4-one
—— [2-(2-Methoxyethylcarbamoylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C23H22N2O7
[2-(2-Methoxyethylcarbamoylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 1-(3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)piperidin-4-one —— C22H19NO4
1-(3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)piperidin-4-one
—— [2-Oxo-2-(propan-2-ylcarbamoylamino)ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C23H22N2O6
[2-Oxo-2-(propan-2-ylcarbamoylamino)ethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 3-methyl-N-(2-morpholin-4-ylphenyl)-4-oxo-2-phenylchromene-8-carboxamide —— C27H24N2O4
3-methyl-N-(2-morpholin-4-ylphenyl)-4-oxo-2-phenylchromene-8-carboxamide
—— [2-(5-Chloro-2-cyanoanilino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C26H17ClN2O5
[2-(5-Chloro-2-cyanoanilino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— N-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C21H17N3O3S2
N-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-(1,3-benzodioxol-5-yl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C24H17NO5
N-(1,3-benzodioxol-5-yl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 8-[(2S,6R)-2,6-dimethylmorpholine-4-carbonyl]-3-methyl-2-phenylchromen-4-one —— C23H23NO4
8-[(2S,6R)-2,6-dimethylmorpholine-4-carbonyl]-3-methyl-2-phenylchromen-4-one
—— [2-[(2S)-2-methylpiperidin-1-yl]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H25NO5
[2-[(2S)-2-methylpiperidin-1-yl]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-[Benzyl(tert-butyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C30H29NO5
[2-[Benzyl(tert-butyl)amino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— Methyl 3-[(3-methyl-4-oxo-2-phenylchromene-8-carbonyl)amino]benzoate —— C25H19NO5
Methyl 3-[(3-methyl-4-oxo-2-phenylchromene-8-carbonyl)amino]benzoate
—— 3-methyl-2-phenyl-8-(4-phenyl-3,6-dihydro-2H-pyridine-1-carbonyl)chromen-4-one —— C28H23NO3
3-methyl-2-phenyl-8-(4-phenyl-3,6-dihydro-2H-pyridine-1-carbonyl)chromen-4-one
—— N-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C28H23N3O4
N-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— [2-(4-Methylanilino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C26H21NO5
[2-(4-Methylanilino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— N-(3-methoxypropyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C21H21NO4
N-(3-methoxypropyl)-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— [2-[N-(2-cyanoethyl)-2-methoxyanilino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C29H24N2O6
[2-[N-(2-cyanoethyl)-2-methoxyanilino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— [2-(2-Cyanoanilino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C26H18N2O5
[2-(2-Cyanoanilino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 6-Bromo-2-(5-bromo-2-chlorophenyl)-3-methylchromen-4-one —— C16H9Br2ClO2
6-Bromo-2-(5-bromo-2-chlorophenyl)-3-methylchromen-4-one
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C24H23NO7S
[2-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— N-butyl-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C21H21NO3
N-butyl-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 1-(4-fluorophenyl)-3-[[(2S)-2-phenyl-2H-chromen-4-yl]amino]thiourea —— C22H18FN3OS
1-(4-fluorophenyl)-3-[[(2S)-2-phenyl-2H-chromen-4-yl]amino]thiourea
—— 1-(4-methoxyphenyl)-3-[[(2R)-2-phenyl-2H-chromen-4-yl]amino]thiourea —— C23H21N3O2S
1-(4-methoxyphenyl)-3-[[(2R)-2-phenyl-2H-chromen-4-yl]amino]thiourea
—— 1-(4-fluorophenyl)-3-[[(2R)-2-phenyl-2H-chromen-4-yl]amino]thiourea —— C22H18FN3OS
1-(4-fluorophenyl)-3-[[(2R)-2-phenyl-2H-chromen-4-yl]amino]thiourea
—— 1-(4-methoxyphenyl)-3-[[(2S)-2-phenyl-2H-chromen-4-yl]amino]thiourea —— C23H21N3O2S
1-(4-methoxyphenyl)-3-[[(2S)-2-phenyl-2H-chromen-4-yl]amino]thiourea