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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
—— 11-(3-chlorophenyl)-9-(4-methylsulfanylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19ClN4OS
11-(3-chlorophenyl)-9-(4-methylsulfanylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 9-(2,3-dimethoxyphenyl)-11-(4-propan-2-ylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C29H28N4O3
9-(2,3-dimethoxyphenyl)-11-(4-propan-2-ylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— Methyl 2-[4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl]oxybutanoate —— C23H24O8
Methyl 2-[4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl]oxybutanoate
—— Ethyl 2-[4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl]oxybutanoate —— C24H26O8
Ethyl 2-[4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl]oxybutanoate
—— 9-(3-bromophenyl)-11-(4-methylphenyl)-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 —— C26H21BrN4OS
9-(3-bromophenyl)-11-(4-methylphenyl)-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
—— 9-(4-bromophenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19BrN4O2
9-(4-bromophenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 2-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C22H20N2O
2-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 11-(4-bromophenyl)-9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19BrN4O2
11-(4-bromophenyl)-9-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 6-Methyl-3-(morpholin-4-ium-4-ylmethyl)-2-phenylchromen-4-one —— C21H22NO3+
6-Methyl-3-(morpholin-4-ium-4-ylmethyl)-2-phenylchromen-4-one
—— 3-(1,3-benzodioxol-5-yl)-2-nitro-3H-benzo[f]chromene —— C20H13NO5
3-(1,3-benzodioxol-5-yl)-2-nitro-3H-benzo[f]chromene
—— 2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxychromen-7-one —— C20H18O11
2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxychromen-7-one
—— 4-[(2-phenyl-3,4-dihydro-2H-chromen-4-yl)oxy]phenol —— C21H18O3
4-[(2-phenyl-3,4-dihydro-2H-chromen-4-yl)oxy]phenol
—— [4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C29H23NO9
[4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— [4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] 3-(4-chlorophenyl)prop-2-enoate —— C27H21ClO7
[4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] 3-(4-chlorophenyl)prop-2-enoate
—— [4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] 3-(3-nitrophenyl)prop-2-enoate —— C27H21NO9
[4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] 3-(3-nitrophenyl)prop-2-enoate
—— phenyl (2-phenyl-3,4-dihydro-2H-chromen-4-yl) carbonate —— C22H18O4
phenyl (2-phenyl-3,4-dihydro-2H-chromen-4-yl) carbonate
—— 3,5-dichloro-2-hydroxy-N-[[2-(4-methoxyphenyl)-6-methyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C24H20Cl2N2O4
3,5-dichloro-2-hydroxy-N-[[2-(4-methoxyphenyl)-6-methyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— 3-[(2-phenyl-3,4-dihydro-2H-chromen-4-yl)oxy]aniline —— C21H19NO2
3-[(2-phenyl-3,4-dihydro-2H-chromen-4-yl)oxy]aniline
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) 3-phenylpropanoate —— C24H18O5
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) 3-phenylpropanoate
—— 2-[2-[4-(dimethylamino)phenyl]-6-methyl-4-oxochromen-3-yl]oxyacetic acid —— C20H19NO5
2-[2-[4-(dimethylamino)phenyl]-6-methyl-4-oxochromen-3-yl]oxyacetic acid
—— 4-chloro-9-(3,4-dimethoxyphenyl)-11-(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C28H25ClN4O3S
4-chloro-9-(3,4-dimethoxyphenyl)-11-(4-methylphenyl)-14-methylsulfanyl-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-(3-chlorophenyl)-9-(3,4-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21ClN4O3
11-(3-chlorophenyl)-9-(3,4-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (2R)-6-hydroxy-2-(4-hydroxyphenyl)-8-methoxy-7-methyl-2,3-dihydrochromen-4-one —— C17H16O5
(2R)-6-hydroxy-2-(4-hydroxyphenyl)-8-methoxy-7-methyl-2,3-dihydrochromen-4-one
—— (2S)-6,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C16H14O6
(2S)-6,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— (2R)-7-hydroxy-2-(4-hydroxyphenyl)-6,8-dimethoxy-2,3-dihydrochromen-4-one —— C17H16O6
(2R)-7-hydroxy-2-(4-hydroxyphenyl)-6,8-dimethoxy-2,3-dihydrochromen-4-one
—— (2S)-2-(4-hydroxyphenyl)-5-methoxy-3,4-dihydro-2H-chromen-7-ol —— C16H16O4
(2S)-2-(4-hydroxyphenyl)-5-methoxy-3,4-dihydro-2H-chromen-7-ol
—— (2R,3S)-2-(4-hydroxyphenyl)-5-methoxy-3,4-dihydro-2H-chromene-3,7-diol —— C16H16O5
(2R,3S)-2-(4-hydroxyphenyl)-5-methoxy-3,4-dihydro-2H-chromene-3,7-diol
—— (2R)-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-2,3-dihydrochromen-4-one —— C18H18O6
(2R)-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-2,3-dihydrochromen-4-one
—— N,N'-Bis-[6-methyl-2-phenyl-chroman-(4E)-ylidene]-hydrazine —— C32H28N2O2
N,N'-Bis-[6-methyl-2-phenyl-chroman-(4E)-ylidene]-hydrazine
—— [(2-phenyl-2,3-dihydrochromen-4-ylidene)amino] N-naphthalen-1-ylcarbamate —— C26H20N2O3
[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino] N-naphthalen-1-ylcarbamate
—— sodium;2-(4-methoxyphenyl)-4-oxo-3-propan-2-yloxychromene-6-carboxylic acid —— C20H18NaO6+
sodium;2-(4-methoxyphenyl)-4-oxo-3-propan-2-yloxychromene-6-carboxylic acid
—— sodium;2-[2-(3-methoxyphenyl)-4-oxochromen-8-yl]acetic acid —— C18H14NaO5+
sodium;2-[2-(3-methoxyphenyl)-4-oxochromen-8-yl]acetic acid
—— sodium;3-methyl-4-oxo-2-phenylchromene-8-carboxylic acid —— C17H12NaO4+
sodium;3-methyl-4-oxo-2-phenylchromene-8-carboxylic acid
—— 2-(3,5-dimethylphenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C25H24N2O3
2-(3,5-dimethylphenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— hydron;(2-piperidin-1-ylcyclohexyl) 3-methyl-4-oxo-2-phenylchromene-8-carboxylate;chloride —— C28H32ClNO4
hydron;(2-piperidin-1-ylcyclohexyl) 3-methyl-4-oxo-2-phenylchromene-8-carboxylate;chloride
—— calcium;2-(3,4-dihydroxyphenyl)chromen-4-one —— C30H20CaO8+2
calcium;2-(3,4-dihydroxyphenyl)chromen-4-one
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-thiazol-2-amine —— C18H15N3OS
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-thiazol-2-amine
—— [(2R)-5,7-dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl] acetate —— C17H14O6
[(2R)-5,7-dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl] acetate
—— (2R)-2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-3,4-dihydro-2H-chromene —— C50H44O6
(2R)-2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-3,4-dihydro-2H-chromene
—— 3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ium-1-ylethoxy)phenyl]-2H-chromen-7-ol;chloride —— C29H32ClNO4
3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ium-1-ylethoxy)phenyl]-2H-chromen-7-ol;chloride
—— 3,5,7-Tri(propan-2-yloxy)-2-(4-propan-2-yloxyphenyl)chromen-4-one —— C27H34O6
3,5,7-Tri(propan-2-yloxy)-2-(4-propan-2-yloxyphenyl)chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one;zirconium(4+) —— C15H10O7Zr+4
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one;zirconium(4+)
—— [5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-chromen-3-yl] 3,4-dihydroxy-5-methoxybenzoate —— C23H18O11
[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-chromen-3-yl] 3,4-dihydroxy-5-methoxybenzoate
—— 8-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-4,7-dihydroxy-2-(4-hydroxyphenyl)chromen-5-one —— C27H30O14
8-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-4,7-dihydroxy-2-(4-hydroxyphenyl)chromen-5-one
—— 3-(9H-fluoren-2-yl)benzo[f]chromen-4-ium —— C26H17O+
3-(9H-fluoren-2-yl)benzo[f]chromen-4-ium
—— 1,1-Dichloro-1a-phenyl-1,1a,7,7a-tetrahydrocyclopropa[b]chromene —— C16H12Cl2O
1,1-Dichloro-1a-phenyl-1,1a,7,7a-tetrahydrocyclopropa[b]chromene
—— 9-(2,4-dimethoxyphenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21FN4O3
9-(2,4-dimethoxyphenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 5,7-dihydroxy-2-(4-methoxyphenyl)-8-prop-2-enyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C25H26O10
5,7-dihydroxy-2-(4-methoxyphenyl)-8-prop-2-enyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— (2S)-3-[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C30H22O10
(2S)-3-[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 2-[3,5-dihydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C27H30O18
2-[3,5-dihydroxy-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one