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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
—— 7-(3-((4-Oxo-2-phenyl-4H-chromen-7-yl)oxy)propoxy)-2-phenyl-4H-chromen-4-one —— C33H24O6
7-(3-((4-Oxo-2-phenyl-4H-chromen-7-yl)oxy)propoxy)-2-phenyl-4H-chromen-4-one
—— 7-((10-((4-Oxo-2-phenyl-4H-chromen-7-yl)oxy)decyl)oxy)-2-phenyl-4H-chromen-4-one —— C40H38O6
7-((10-((4-Oxo-2-phenyl-4H-chromen-7-yl)oxy)decyl)oxy)-2-phenyl-4H-chromen-4-one
—— 3,4,5-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-7-one —— C25H20O10
3,4,5-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-7-one
—— Scutellaprostin D —— C25H20O8
Scutellaprostin D
—— 4H-1-Benzopyran-4-one, 7-[2-oxo-2-(4-phenyl-1-piperazinyl)ethoxy]-2-phenyl- —— C27H24N2O4
4H-1-Benzopyran-4-one, 7-[2-oxo-2-(4-phenyl-1-piperazinyl)ethoxy]-2-phenyl-
—— 2-(4-Chlorophenyl)-7-(2-oxo-2-(4-phenyl-1-piperazinyl)ethoxy)-4H-chromen-4-one —— C27H23ClN2O4
2-(4-Chlorophenyl)-7-(2-oxo-2-(4-phenyl-1-piperazinyl)ethoxy)-4H-chromen-4-one
—— 2-(2-chlorophenyl)-4,7-dihydroxy-8-(3-hydroxy-1-methylpiperidin-4-yl)chromen-5-one —— C21H20ClNO5
2-(2-chlorophenyl)-4,7-dihydroxy-8-(3-hydroxy-1-methylpiperidin-4-yl)chromen-5-one
—— 4'-Hydroxy-3',8-dimethoxy flavanone —— C18H18O4
4'-Hydroxy-3',8-dimethoxy flavanone
—— 6-Allyl-2-(3,4-dimethoxy-phenyl)-8-methoxy-chroman-4-ol —— C21H24O5
6-Allyl-2-(3,4-dimethoxy-phenyl)-8-methoxy-chroman-4-ol
—— N'-[[2-(1,3-benzodioxol-5-yl)-3-[2-[4-[2,6-di(propan-2-yl)anilino]-4-oxobutanoyl]hydrazinyl]-2H-chromen-4-yl]imino]-N-[2-(2-methylpropyl)-6-propan-2-ylphenyl]butanediamide —— C49H58N6O7
N'-[[2-(1,3-benzodioxol-5-yl)-3-[2-[4-[2,6-di(propan-2-yl)anilino]-4-oxobutanoyl]hydrazinyl]-2H-chromen-4-yl]imino]-N-[2-(2-methylpropyl)-6-propan-2-ylphenyl]butanediamide
—— 3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C32H38O19
3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 6-Allyl-4-methoxy-3',4',8-trimethoxyflavan —— C22H26O5
6-Allyl-4-methoxy-3',4',8-trimethoxyflavan
—— 3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C33H40O19
3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-4,5-dihydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— 6-Allyl-4-acetoxy-3',4',8-trimethoxyflavan —— C23H26O6
6-Allyl-4-acetoxy-3',4',8-trimethoxyflavan
—— 3,4,5-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-7-one —— C17H14O7
3,4,5-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-7-one
—— N'-[[2-(1,3-benzodioxol-5-yl)-3-[2-[4-oxo-4-[2-(trifluoromethyl)anilino]butanoyl]hydrazinyl]-2H-chromen-4-yl]imino]-N-[2-(trifluoromethyl)phenyl]butanediamide —— C38H30F6N6O7
N'-[[2-(1,3-benzodioxol-5-yl)-3-[2-[4-oxo-4-[2-(trifluoromethyl)anilino]butanoyl]hydrazinyl]-2H-chromen-4-yl]imino]-N-[2-(trifluoromethyl)phenyl]butanediamide
—— 2,2-dimethyl-6-oxo-1,3-dioxin-4-olate;titanium(4+);4-(3,4,5-trihydroxy-7-oxochromen-2-yl)benzene-1,3-diolate —— C27H22O15Ti
2,2-dimethyl-6-oxo-1,3-dioxin-4-olate;titanium(4+);4-(3,4,5-trihydroxy-7-oxochromen-2-yl)benzene-1,3-diolate
—— 3'-Amino-4'-methoxyflavone —— C16H13NO3
3'-Amino-4'-methoxyflavone
—— 3'-Methoxy-4'-aminoflavone —— C16H13NO3
3'-Methoxy-4'-aminoflavone
—— 2-(2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl)-1,3,5-benzenetriol —— C21H18O8
2-(2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl)-1,3,5-benzenetriol
—— 6,7-dimethyl-4-oxo-2-(3',4',5'-trimethoxyphenyl)-4H-1-benzopyran-8-carboxylic acid —— C21H20O7
6,7-dimethyl-4-oxo-2-(3',4',5'-trimethoxyphenyl)-4H-1-benzopyran-8-carboxylic acid
—— 2-(3,4-Dimethyl-phenyl)-6,7-dimethyl-4-oxo-4H-chromene-8-carboxylic acid —— C20H18O4
2-(3,4-Dimethyl-phenyl)-6,7-dimethyl-4-oxo-4H-chromene-8-carboxylic acid
—— 6,7-dimethyl-2-(4'-hydroxyphenyl)-4-oxo-4H-1-benzopyran-8-carboxylic acid —— C18H14O5
6,7-dimethyl-2-(4'-hydroxyphenyl)-4-oxo-4H-1-benzopyran-8-carboxylic acid
—— 2-(2-Methoxyphenyl)-6,7-dimethyl-4-oxo-4H-chromene-8-carboxylic acid —— C19H16O5
2-(2-Methoxyphenyl)-6,7-dimethyl-4-oxo-4H-chromene-8-carboxylic acid
—— 4-(8-Carbamoyl-6,7-dimethyl-4-oxo-4H-chromen-2-yl)-benzoic acid —— C19H15NO5
4-(8-Carbamoyl-6,7-dimethyl-4-oxo-4H-chromen-2-yl)-benzoic acid
—— 2-(4'-carboxyphenyl)-6,7-dimethyl-4-oxo-4H-1-benzopyran-8-carboxylic acid —— C19H14O6
2-(4'-carboxyphenyl)-6,7-dimethyl-4-oxo-4H-1-benzopyran-8-carboxylic acid
—— 2-(4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-propionic acid 98344-26-4 C18H14O5
2-(4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-propionic acid
—— 2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-oxochromen-4-yl]-3,5-dihydroxychromen-7-one —— C30H18O12
2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-oxochromen-4-yl]-3,5-dihydroxychromen-7-one
—— 2-(3,4-Dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenylium-4-yl]chromenylium-3,5,7-triol;chloride —— C30H20ClO12+
2-(3,4-Dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenylium-4-yl]chromenylium-3,5,7-triol;chloride
—— 2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-[2,3,4-trihydroxy-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-7-one —— C27H30O16
2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-[2,3,4-trihydroxy-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-7-one
—— 5-Bis[[2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-4-oxo-chroman-5-yl]oxy]alumanyloxy-2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-chroman-4-one —— C45H33AlO21
5-Bis[[2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-4-oxo-chroman-5-yl]oxy]alumanyloxy-2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-chroman-4-one
—— Taxifolin 6 C-glucoside —— C22H24O11
Taxifolin 6 C-glucoside
—— (3S,9S,10S)-10-(2,4-dihydroxyphenyl)-8-(3,4-dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene-3,5,9-triol —— C31H28O11
(3S,9S,10S)-10-(2,4-dihydroxyphenyl)-8-(3,4-dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene-3,5,9-triol
—— 2-(3'-amino-4'-methylphenyl)-6,7-dimethyl-4-oxo-4H-1-benzopyran-8-carboxylic acid —— C19H17NO4
2-(3'-amino-4'-methylphenyl)-6,7-dimethyl-4-oxo-4H-1-benzopyran-8-carboxylic acid
—— 2-(3,4-Dichlorophenyl)-6,7-dimethyl-4-oxo-4H-chromene-8-carboxylic acid —— C18H12Cl2O4
2-(3,4-Dichlorophenyl)-6,7-dimethyl-4-oxo-4H-chromene-8-carboxylic acid
—— 4,5-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-one —— C23H24O12
4,5-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-one
—— [3,4,5-Triacetyloxy-6-[[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]carbamothioylamino]oxan-2-yl]methyl acetate —— C30H33N3O10S
[3,4,5-Triacetyloxy-6-[[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]carbamothioylamino]oxan-2-yl]methyl acetate
—— 1-(benzylideneamino)-3-(2-phenyl-3,4-dihydro-2H-chromen-4-yl)thiourea —— C23H21N3OS
1-(benzylideneamino)-3-(2-phenyl-3,4-dihydro-2H-chromen-4-yl)thiourea
—— 2-(3,4-dihydroxyphenyl)-8-[(4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C30H26O12
2-(3,4-dihydroxyphenyl)-8-[(4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— N'-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-N-(1-phenylethyl)oxamide —— C25H23N3O3
N'-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-N-(1-phenylethyl)oxamide
—— 1-Benzamido-3-(2-phenylchroman-4-yl)thiourea —— C23H21N3O2S
1-Benzamido-3-(2-phenylchroman-4-yl)thiourea
—— 3,4,5-trihydroxy-6-[4-hydroxy-2-(4-hydroxyphenyl)-5-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C21H18O11
3,4,5-trihydroxy-6-[4-hydroxy-2-(4-hydroxyphenyl)-5-oxochromen-7-yl]oxyoxane-2-carboxylic acid
—— 2-(3,4-dihydroxyphenyl)-4,5,8-trihydroxy-3-methoxychromen-7-one —— C16H12O8
2-(3,4-dihydroxyphenyl)-4,5,8-trihydroxy-3-methoxychromen-7-one
—— 4,5-dihydroxy-2-(4-hydroxyphenyl)-3,6,8-trimethoxychromen-7-one —— C18H16O8
4,5-dihydroxy-2-(4-hydroxyphenyl)-3,6,8-trimethoxychromen-7-one
—— oxalic acid;1-[2-[3-(3-phenyl-2H-chromen-2-yl)phenoxy]ethyl]piperidine —— C30H31NO6
oxalic acid;1-[2-[3-(3-phenyl-2H-chromen-2-yl)phenoxy]ethyl]piperidine
—— 1-[2-[3-(3-phenyl-2H-chromen-2-yl)phenoxy]ethyl]piperidine —— C28H29NO2
1-[2-[3-(3-phenyl-2H-chromen-2-yl)phenoxy]ethyl]piperidine
—— 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-2-(2,3,4-trihydroxyphenyl)chromen-7-one —— C27H30O16
3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-2-(2,3,4-trihydroxyphenyl)chromen-7-one
—— 4-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(2,3,4-trihydroxyphenyl)chromen-7-one —— C21H20O11
4-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(2,3,4-trihydroxyphenyl)chromen-7-one
—— (5R,21S)-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol —— C30H24O10
(5R,21S)-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
—— 3-cyano-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 155373-80-1 C17H11NO3
3-cyano-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one