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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
—— 6-Methoxy-3-[4-(4-morpholinyl)phenyl]-3-phenylbenzo[3,4]fluoreno[2,1-b]pyran-13(3H)-one 313049-41-1 C37H29NO4
6-Methoxy-3-[4-(4-morpholinyl)phenyl]-3-phenylbenzo[3,4]fluoreno[2,1-b]pyran-13(3H)-one
—— [2-(3-Morpholin-4-ylsulfonylanilino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C29H26N2O8S
[2-(3-Morpholin-4-ylsulfonylanilino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 2-(4-Methylphenyl)-3-(3-oxobutan-2-yloxy)chromen-4-one —— C20H18O4
2-(4-Methylphenyl)-3-(3-oxobutan-2-yloxy)chromen-4-one
—— [(8S)-8-(4-fluoro-2-methylphenyl)-2-methyl-3,6,7,8-tetrahydropyrano[2,3-e]benzimidazol-5-yl]-pyrrolidin-1-ylmethanone —— C23H24FN3O2
[(8S)-8-(4-fluoro-2-methylphenyl)-2-methyl-3,6,7,8-tetrahydropyrano[2,3-e]benzimidazol-5-yl]-pyrrolidin-1-ylmethanone
—— N-[4-(3,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-methoxy-2-(4-methoxyphenyl)chromen-4-imine —— C29H26N2O5S
N-[4-(3,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-methoxy-2-(4-methoxyphenyl)chromen-4-imine
—— [2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate —— C28H23ClO6
[2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate
—— 2-[2-(4-Methoxyphenyl)-4-[[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]imino]chromen-6-yl]oxyacetonitrile —— C29H23N3O4S
2-[2-(4-Methoxyphenyl)-4-[[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]imino]chromen-6-yl]oxyacetonitrile
—— N-{(E)-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}-1-phenylmethanamine —— C31H27NO3
N-{(E)-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}-1-phenylmethanamine
—— 1-{[4-benzyl-2-(3,4-dimethoxyphenyl)-4H-chromen-3-yl]methyl}piperidinium —— C30H34NO3+
1-{[4-benzyl-2-(3,4-dimethoxyphenyl)-4H-chromen-3-yl]methyl}piperidinium
—— 1-[[4-benzyl-2-(3,4-dimethoxyphenyl)-4H-chromen-3-yl]methyl]piperidine —— C30H33NO3
1-[[4-benzyl-2-(3,4-dimethoxyphenyl)-4H-chromen-3-yl]methyl]piperidine
—— 2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C22H22O12
2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— [(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H26O13
[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O11
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— [(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— 2-(4-Methoxyphenyl)-7-methyl-3-(3-oxobutan-2-yloxy)chromen-4-one —— C21H20O5
2-(4-Methoxyphenyl)-7-methyl-3-(3-oxobutan-2-yloxy)chromen-4-one
—— 3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C33H40O22
3-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8-[(3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C27H30O17
2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8-[(3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— (2S)-7-[(3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxy-3-phenylmethoxyphenyl)-2,3-dihydrochromen-4-one —— C35H40O15
(2S)-7-[(3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxy-3-phenylmethoxyphenyl)-2,3-dihydrochromen-4-one
—— 6-(diethylaminomethyl)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C32H41NO16
6-(diethylaminomethyl)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-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,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C33H40O20
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— (2R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C27H32O15
(2R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 2-[3,4-bis(hydroxymethoxy)phenyl]-5-hydroxy-7-(hydroxymethoxy)-3-[(3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C30H36O19
2-[3,4-bis(hydroxymethoxy)phenyl]-5-hydroxy-7-(hydroxymethoxy)-3-[(3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)chromenylium-5,7-diol;chloride —— C20H19ClO10
3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)chromenylium-5,7-diol;chloride
—— 2-(4-Methoxyphenyl)-6,8-dimethyl-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one —— C27H24O5
2-(4-Methoxyphenyl)-6,8-dimethyl-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one
—— 6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid;chloride —— C21H19ClO12
6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid;chloride
—— 4-methyl-11-pyridin-3-yl-9-(3,4,5-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C27H25N5O4
4-methyl-11-pyridin-3-yl-9-(3,4,5-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— (2R)-2-spiro[1,3-benzodioxole-2,9'-fluorene]-5-yl-3,4-dihydro-2H-chromene-3,5,7-triol —— C28H20O6
(2R)-2-spiro[1,3-benzodioxole-2,9'-fluorene]-5-yl-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2R)-2-[2,2-bis(4-fluorophenyl)-1,3-benzodioxol-5-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C28H20F2O6
(2R)-2-[2,2-bis(4-fluorophenyl)-1,3-benzodioxol-5-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2S)-2-(3-ethenoxy-4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol —— C17H16O4
(2S)-2-(3-ethenoxy-4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol
—— 4-[(2,4-dinitrophenyl)hydrazinylidene]-2-phenylchromen-6-ol —— C21H14N4O6
4-[(2,4-dinitrophenyl)hydrazinylidene]-2-phenylchromen-6-ol
—— (2R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol —— C43H38O6
(2R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol
—— (2S)-7-hydroxy-2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C15H12O4
(2S)-7-hydroxy-2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— (2R)-2-[2-(4-nitrophenyl)-2-phenyl-1,3-benzodioxol-5-yl]-3,4-dihydro-2H-chromene-3,5,7-triol —— C28H21NO8
(2R)-2-[2-(4-nitrophenyl)-2-phenyl-1,3-benzodioxol-5-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2S)-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C15H12O4
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 4-chloro-9-(2-chlorophenyl)-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H15Cl2FN4O
4-chloro-9-(2-chlorophenyl)-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— (2R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-methoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene —— C44H40O6
(2R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-methoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene
—— (2R)-2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxy-3,4-dihydro-2H-chromene —— C20H24O6
(2R)-2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxy-3,4-dihydro-2H-chromene
—— N,N'-Bis-[2-(4-methoxy-phenyl)-6-methyl-chroman-(4E)-ylidene]-hydrazine —— C34H32N2O4
N,N'-Bis-[2-(4-methoxy-phenyl)-6-methyl-chroman-(4E)-ylidene]-hydrazine
—— N-[[2-(4-methoxyphenyl)-6-methyl-2,3-dihydrochromen-4-ylidene]amino]pyridine-4-carboxamide —— C23H21N3O3
N-[[2-(4-methoxyphenyl)-6-methyl-2,3-dihydrochromen-4-ylidene]amino]pyridine-4-carboxamide
—— 5,7-Dimethoxyflavone chloroform solvate —— C18H15Cl3O4
5,7-Dimethoxyflavone chloroform solvate
—— 2-(2,4-diethyl-4-methyl-3H-chromen-2-yl)phenol —— C20H24O2
2-(2,4-diethyl-4-methyl-3H-chromen-2-yl)phenol
—— [5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-3-yl] butanoate —— C20H22O6
[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-3-yl] butanoate
—— 2-Sulfanylidene-5-[2-(3,4,5-trimethoxyphenyl)chromen-4-ylidene]-1,3-thiazolidin-4-one —— C21H17NO5S2
2-Sulfanylidene-5-[2-(3,4,5-trimethoxyphenyl)chromen-4-ylidene]-1,3-thiazolidin-4-one
—— 2-{4-methoxy-3-[(3-methyl-4-nitrophenoxy)methyl]phenyl}-2H-chromen-4-ol —— C24H21NO6
2-{4-methoxy-3-[(3-methyl-4-nitrophenoxy)methyl]phenyl}-2H-chromen-4-ol
—— 2-cyano-N-(4-methylphenyl)-3-(2-phenyl-2H-chromen-3-yl)prop-2-enamide —— C26H20N2O2
2-cyano-N-(4-methylphenyl)-3-(2-phenyl-2H-chromen-3-yl)prop-2-enamide
—— 6-Bromo-3-methyl-2-phenyl-3-piperidin-1-yl-2,4-dihydrochromen-4-ol —— C21H24BrNO2
6-Bromo-3-methyl-2-phenyl-3-piperidin-1-yl-2,4-dihydrochromen-4-ol
—— 4-methyl-11-(4-methylphenyl)-9-(3,4,5-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C29H28N4O4
4-methyl-11-(4-methylphenyl)-9-(3,4,5-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 4-chloro-9-(4-methylsulfanylphenyl)-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 —— C23H17ClN4OS2
4-chloro-9-(4-methylsulfanylphenyl)-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
—— 11-(4-fluorophenyl)-9-(4-methoxyphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21FN4O2S
11-(4-fluorophenyl)-9-(4-methoxyphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (4-Oxo-2-phenyl-2,3-dihydrochromen-3-yl) butanoate —— C19H18O4
(4-Oxo-2-phenyl-2,3-dihydrochromen-3-yl) butanoate