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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
—— N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-2-amine —— C19H16N4O
N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-2-amine
—— 2-(4-Chlorophenyl)-3-(3-oxobutan-2-yloxy)chromen-4-one —— C19H15ClO4
2-(4-Chlorophenyl)-3-(3-oxobutan-2-yloxy)chromen-4-one
—— 2-(4-Methylphenyl)-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one —— C25H20O4
2-(4-Methylphenyl)-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one
—— N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-2-amine —— C19H16N4O
N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-2-amine
—— [4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] 3-phenylprop-2-enoate —— C27H22O7
[4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] 3-phenylprop-2-enoate
—— 1-methyl-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrrole-2-carboxamide —— C21H19N3O2
1-methyl-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrrole-2-carboxamide
—— 3,5,7-Trihydroxy-2-(4-octyl-phenyl)-chromen-4-one —— C23H26O5
3,5,7-Trihydroxy-2-(4-octyl-phenyl)-chromen-4-one
—— (2R)-5-Hydroxy-7,2',3'-trimethoxyflavanone —— C18H18O6
(2R)-5-Hydroxy-7,2',3'-trimethoxyflavanone
—— [(2R,3S,4S)-5,7-dihydroxy-4-(2-hydroxyethylsulfanyl)-2-(3,4,5-trihydroxyphenyl)-8-[(2R,3R,4R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate —— C39H34O19S
[(2R,3S,4S)-5,7-dihydroxy-4-(2-hydroxyethylsulfanyl)-2-(3,4,5-trihydroxyphenyl)-8-[(2R,3R,4R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
—— (2R)-2-[[2-(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxyacetyl]amino]-4-methylpentanoic acid —— C23H23NO7
(2R)-2-[[2-(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxyacetyl]amino]-4-methylpentanoic acid
—— (2R,3E)-2-(4-bromophenyl)-3-[(4-bromophenyl)methylidene]chromen-4-one —— C22H14Br2O2
(2R,3E)-2-(4-bromophenyl)-3-[(4-bromophenyl)methylidene]chromen-4-one
—— 13-(3,4-dihydroxyphenyl)-9,19-dihydroxy-5-(4-hydroxyphenyl)-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaen-7-one —— C36H32O15
13-(3,4-dihydroxyphenyl)-9,19-dihydroxy-5-(4-hydroxyphenyl)-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaen-7-one
—— (2S,3E)-2-(4-bromophenyl)-3-[(4-bromophenyl)methylidene]chromen-4-one —— C22H14Br2O2
(2S,3E)-2-(4-bromophenyl)-3-[(4-bromophenyl)methylidene]chromen-4-one
—— [(2S,3R,4S,5S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4,5-trihydroxybenzoate —— C27H22O15
[(2S,3R,4S,5S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4,5-trihydroxybenzoate
—— [(2R,3S,4R,5R,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] benzoate —— C28H24O13
[(2R,3S,4R,5R,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] benzoate
—— 2-(3,4,5-TRIS-BENZYLOXY-PHENYL)-3,4-DIHYDRO-2H-BENZO[H]CHROMEN-4-OL 915096-83-2 C40H34O5
2-(3,4,5-TRIS-BENZYLOXY-PHENYL)-3,4-DIHYDRO-2H-BENZO[H]CHROMEN-4-OL
—— 3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-8-(3-methyl-but-2-enyl)-chromen-4-one —— C30H28O10
3,5,7-Trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-8-(3-methyl-but-2-enyl)-chromen-4-one
—— 4-Bromo-3-[5,7-dihydroxy-8-[2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-4-oxochromen-2-yl]benzoic acid —— C22H20BrNO7
4-Bromo-3-[5,7-dihydroxy-8-[2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-4-oxochromen-2-yl]benzoic acid
—— N-[[(3-benzyl-3-azabicyclo[3.1.0]hexan-1-yl)amino]methyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C30H29N3O3
N-[[(3-benzyl-3-azabicyclo[3.1.0]hexan-1-yl)amino]methyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 2-[2-Chloro-4-(dimethylamino)phenyl]-8-[2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-5,7-dimethoxychromen-4-one —— C25H29ClN2O5
2-[2-Chloro-4-(dimethylamino)phenyl]-8-[2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-5,7-dimethoxychromen-4-one
—— N-[3-[(4-cyanophenyl)methyl]-3-azabicyclo[3.1.0]hexan-6-yl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C30H25N3O3
N-[3-[(4-cyanophenyl)methyl]-3-azabicyclo[3.1.0]hexan-6-yl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— (+)-trans-2-(2-chloro-4-cyano-phenyl)-8-(2-hydroxymethyl-1-methylpyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one —— C24H23ClN2O5
(+)-trans-2-(2-chloro-4-cyano-phenyl)-8-(2-hydroxymethyl-1-methylpyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one
—— (S)-2-(3,5-Dimethoxy-phenyl)-5-hydroxy-8,8-dimethyl-10-(3-methyl-but-2-enyl)-2,3-dihydro-8H-pyrano[3,2-g]chromen-4-one —— C27H30O6
(S)-2-(3,5-Dimethoxy-phenyl)-5-hydroxy-8,8-dimethyl-10-(3-methyl-but-2-enyl)-2,3-dihydro-8H-pyrano[3,2-g]chromen-4-one
—— [(2R,3R)-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] 4-nitrobenzenesulfonate —— C22H17NO8S
[(2R,3R)-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] 4-nitrobenzenesulfonate
—— (+)-EGCG-amide —— C22H19NO10
(+)-EGCG-amide
—— 2-(2-Chloro-5-hydroxyphenyl)-5,7-dihydroxy-8-[2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]chromen-4-one —— C21H20ClNO6
2-(2-Chloro-5-hydroxyphenyl)-5,7-dihydroxy-8-[2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]chromen-4-one
—— 8-[2-(Hydroxymethyl)-1-methylpyrrolidin-3-yl]-5,7-dimethoxy-2-phenylchromen-4-one —— C23H25NO5
8-[2-(Hydroxymethyl)-1-methylpyrrolidin-3-yl]-5,7-dimethoxy-2-phenylchromen-4-one
—— 2-[4-[(E)-2-piperidin-1-ylethoxyiminomethyl]phenyl]chromen-4-one —— C23H24N2O3
2-[4-[(E)-2-piperidin-1-ylethoxyiminomethyl]phenyl]chromen-4-one
—— methyl (E)-3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]prop-2-enoate —— C19H14O7
methyl (E)-3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]prop-2-enoate
—— N-[4-(4-Oxo-4H-chromen-2-yl)-phenyl]-benzamide —— C22H15NO3
N-[4-(4-Oxo-4H-chromen-2-yl)-phenyl]-benzamide
—— 3-[(Dimethylamino)methyl]-2-phenyl-8-prop-2-enylchromen-4-one —— C21H21NO2
3-[(Dimethylamino)methyl]-2-phenyl-8-prop-2-enylchromen-4-one
—— 2-(4-Chloronaphthalen-1-yl)chromen-4-one —— C19H11ClO2
2-(4-Chloronaphthalen-1-yl)chromen-4-one
—— (2R,3R)-4-(2-aminoethylsulfanyl)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol —— C17H19NO7S
(2R,3R)-4-(2-aminoethylsulfanyl)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— 2-(2-Chlorophenyl)-8-(3-hydroxy-1-methylpiperidin-4-yl)-2,3-dihydrochromen-4-one —— C21H22ClNO3
2-(2-Chlorophenyl)-8-(3-hydroxy-1-methylpiperidin-4-yl)-2,3-dihydrochromen-4-one
—— 5,7-Dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromene-3,4-dione —— C21H20O6
5,7-Dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromene-3,4-dione
—— (3R)-4-benzyl-3-ethyl-2-(4-hydroxy-3-methylphenyl)-3,4-dihydro-2H-chromen-6-ol —— C25H26O3
(3R)-4-benzyl-3-ethyl-2-(4-hydroxy-3-methylphenyl)-3,4-dihydro-2H-chromen-6-ol
—— N-[2-(3-amino-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]acetamide 372102-07-3 C18H16N2O5
N-[2-(3-amino-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]acetamide
—— [2-(7-ethoxy-4-oxochromen-2-yl)phenyl] N,N-dimethylcarbamate —— C20H19NO5
[2-(7-ethoxy-4-oxochromen-2-yl)phenyl] N,N-dimethylcarbamate
—— 7,8-dihydroxy-2-(2-sulfanyl-1H-benzimidazol-5-yl)-4H-chromen-4-one —— C16H10N2O4S
7,8-dihydroxy-2-(2-sulfanyl-1H-benzimidazol-5-yl)-4H-chromen-4-one
—— 2-(1,3-benzoxazol-5-yl)-7,8-dihydroxy-4H-chromen-4-one —— C16H9NO5
2-(1,3-benzoxazol-5-yl)-7,8-dihydroxy-4H-chromen-4-one
—— 8-amino-2-(4-hydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one 372102-01-7 C16H13NO4
8-amino-2-(4-hydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one
—— [2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] thiophene-2-sulfonate —— C30H34O6S2
[2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] thiophene-2-sulfonate
—— [2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-bromobenzenesulfonate —— C32H35BrO6S
[2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-bromobenzenesulfonate
—— [2-[(4aR,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 2,1,3-benzothiadiazole-4-sulfonate —— C32H34N2O6S2
[2-[(4aR,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 2,1,3-benzothiadiazole-4-sulfonate
—— [2-[(3aS,9aR)-6-methoxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-5-methoxyphenyl] 2,1,3-benzothiadiazole-4-sulfonate —— C30H30N2O6S2
[2-[(3aS,9aR)-6-methoxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-5-methoxyphenyl] 2,1,3-benzothiadiazole-4-sulfonate
—— [2-[(4aS,9aR)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-bromobenzenesulfonate —— C32H35BrO6S
[2-[(4aS,9aR)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 4-bromobenzenesulfonate
—— [2-[(3aR,9aS)-6-methoxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-5-methoxyphenyl] 4-methylbenzenesulfonate —— C31H34O6S
[2-[(3aR,9aS)-6-methoxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-5-methoxyphenyl] 4-methylbenzenesulfonate
—— [2-[(4aR,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 5-bromothiophene-2-sulfonate —— C30H33BrO6S2
[2-[(4aR,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 5-bromothiophene-2-sulfonate
—— [2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 3,5-dimethyl-1,2-oxazole-4-sulfonate —— C31H37NO7S
[2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 3,5-dimethyl-1,2-oxazole-4-sulfonate
—— [2-[(4aS,9aR)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 2,1,3-benzoxadiazole-4-sulfonate —— C32H34N2O7S
[2-[(4aS,9aR)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenyl] 2,1,3-benzoxadiazole-4-sulfonate