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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
—— 3-(oxolan-2-ylmethyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C24H21NO3S2
3-(oxolan-2-ylmethyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2R,3Z)-3-[(4-methylsulfanylphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O2S
(2R,3Z)-3-[(4-methylsulfanylphenyl)methylidene]-2-phenylchromen-4-one
—— [6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C27H18ClNO6
[6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— [6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate —— C27H19Cl2NO5
[6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylate
—— [6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 2-(benzenesulfonamido)propanoate —— C25H20ClNO6S
[6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 2-(benzenesulfonamido)propanoate
—— [6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate —— C23H15ClO5
[6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate
—— N-(4-bromophenyl)-2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanamide —— C25H19BrClNO4
N-(4-bromophenyl)-2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanamide
—— [6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C25H17ClO6
[6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2,5-dichlorophenyl)propanamide —— C25H18Cl3NO4
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(2,5-dichlorophenyl)propanamide
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(4-chlorophenyl)propanamide —— C25H19Cl2NO4
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(4-chlorophenyl)propanamide
—— [6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate —— C25H16ClNO6
[6-Chloro-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate
—— 2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(4-phenoxyphenyl)propanamide —— C31H24ClNO5
2-[6-chloro-2-(4-methylphenyl)-4-oxochromen-3-yl]oxy-N-(4-phenoxyphenyl)propanamide
—— [3,4,5-Triacetyloxy-6-[3,5-dihydroxy-2-[3-(4-nitrophenyl)propanoyl]phenoxy]oxan-2-yl]methyl acetate —— C29H31NO15
[3,4,5-Triacetyloxy-6-[3,5-dihydroxy-2-[3-(4-nitrophenyl)propanoyl]phenoxy]oxan-2-yl]methyl acetate
—— 4'-Deoxyphlorizin —— C21H24O9
4'-Deoxyphlorizin
—— 1-[2-Hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)prop-2-en-1-one —— C21H21NO10
1-[2-Hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-nitrophenyl)prop-2-en-1-one
—— N-cyclohexyl-3-methyl-2-phenyl-4-(2-phenylethynyl)-2H-chromen-2-amine —— C30H29NO
N-cyclohexyl-3-methyl-2-phenyl-4-(2-phenylethynyl)-2H-chromen-2-amine
—— (3-Carboxyphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]ammonium;tetrafluoroborate —— C25H22NO4+
(3-Carboxyphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]ammonium;tetrafluoroborate
—— (4E)-N-(4-bromophenyl)-6-ethyl-2-(4-methoxyphenyl)-4H-chromen-4-iminium —— C24H21BrNO2+
(4E)-N-(4-bromophenyl)-6-ethyl-2-(4-methoxyphenyl)-4H-chromen-4-iminium
—— 9-(3-methoxyphenyl)-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 —— C27H24N4O2S
9-(3-methoxyphenyl)-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
—— 11-(4-fluorophenyl)-9-(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 —— C26H21FN4OS
11-(4-fluorophenyl)-9-(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
—— 6',6'-dimethyl-2-phenyl-2'-thioxo-2,2',3,3',5',6'-hexahydro-1'H-spiro[chromene-4,4'-pyrimidin]-7-yl 2-nitrobenzenesulfonate —— C26H25N3O6S2
6',6'-dimethyl-2-phenyl-2'-thioxo-2,2',3,3',5',6'-hexahydro-1'H-spiro[chromene-4,4'-pyrimidin]-7-yl 2-nitrobenzenesulfonate
—— [2-(4-Bromophenyl)-4-oxo-2,3-dihydrochromen-3-yl] methanesulfonate —— C16H13BrO5S
[2-(4-Bromophenyl)-4-oxo-2,3-dihydrochromen-3-yl] methanesulfonate
—— [5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenoxy]acetic acid —— C28H34O6
[5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenoxy]acetic acid
—— 4-chloro-11-(2-fluorophenyl)-9-(4-methoxyphenyl)-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 —— C26H20ClFN4O2S
4-chloro-11-(2-fluorophenyl)-9-(4-methoxyphenyl)-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
—— 2-[5-methoxy-2-(6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl)phenoxy]acetate —— C28H33O6-
2-[5-methoxy-2-(6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl)phenoxy]acetate
—— 4-chloro-9-(2-chlorophenyl)-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 —— C22H14Cl2N4OS
4-chloro-9-(2-chlorophenyl)-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
—— (E)-3-(4-chlorophenyl)-1-[2,4-dihydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one —— C21H21ClO9
(E)-3-(4-chlorophenyl)-1-[2,4-dihydroxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiophene-2-carboxamide —— C20H16N2O2S
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiophene-2-carboxamide
—— 2-bromo-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C22H17BrN2O2
2-bromo-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— Benzyl-[3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium —— C31H26NO+
Benzyl-[3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium
—— Methyl 2-cyano-2-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]acetate —— C22H19NO5
Methyl 2-cyano-2-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]acetate
—— 4-ethoxy-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide —— C23H22N2O4S
4-ethoxy-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide
—— 4-ethoxy-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide —— C23H22N2O4S
4-ethoxy-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide
—— 2-[2-(4-Chlorophenyl)-4-oxochromen-6-yl]oxypropanoic acid —— C18H13ClO5
2-[2-(4-Chlorophenyl)-4-oxochromen-6-yl]oxypropanoic acid
—— Ethyl 2-[2-(4-chlorophenyl)-4-oxochromen-6-yl]oxypropanoate —— C20H17ClO5
Ethyl 2-[2-(4-chlorophenyl)-4-oxochromen-6-yl]oxypropanoate
—— Methyl 2-[2-(4-chlorophenyl)-4-oxochromen-6-yl]oxybutanoate —— C20H17ClO5
Methyl 2-[2-(4-chlorophenyl)-4-oxochromen-6-yl]oxybutanoate
—— 2-[2-(4-Chlorophenyl)-4-oxochromen-6-yl]oxypropanoate —— C18H12ClO5-
2-[2-(4-Chlorophenyl)-4-oxochromen-6-yl]oxypropanoate
—— [2-(4-Chlorophenyl)-4-oxochromen-6-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C26H16ClNO6
[2-(4-Chlorophenyl)-4-oxochromen-6-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— 2-(3,4-dimethoxyphenyl)-6-methyl-N-(2-methylcyclohexyl)chromen-4-imine —— C25H29NO3
2-(3,4-dimethoxyphenyl)-6-methyl-N-(2-methylcyclohexyl)chromen-4-imine
—— 2-(3,4-dimethoxyphenyl)-6-methyl-N-(oxolan-2-ylmethyl)chromen-4-imine —— C23H25NO4
2-(3,4-dimethoxyphenyl)-6-methyl-N-(oxolan-2-ylmethyl)chromen-4-imine
—— Methyl 2-(4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C19H16O5
Methyl 2-(4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— Ethyl 2-(4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C20H18O5
Ethyl 2-(4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— [2-(2-Chlorophenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C26H16ClNO6
[2-(2-Chlorophenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— [(4-Bromobenzoyl)amino]-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C24H20BrN2O3+
[(4-Bromobenzoyl)amino]-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 6-ethyl-2-(4-methoxyphenyl)-N-(oxolan-2-ylmethyl)chromen-4-imine —— C23H25NO3
6-ethyl-2-(4-methoxyphenyl)-N-(oxolan-2-ylmethyl)chromen-4-imine
—— [2-(2-Chlorophenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate —— C24H15ClO4
[2-(2-Chlorophenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate
—— 2-(4-Oxo-2-phenylchromen-6-yl)oxypropanoate —— C18H13O5-
2-(4-Oxo-2-phenylchromen-6-yl)oxypropanoate
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-[3-(trifluoromethyl)anilino]acetamide —— C24H20F3N3O2
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-2-[3-(trifluoromethyl)anilino]acetamide
—— (2R,3R,4S)-5-Fluoro-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]chroman-6-OL —— C29H32FNO4
(2R,3R,4S)-5-Fluoro-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]chroman-6-OL
—— (4-Oxo-2-phenylchromen-6-yl) 3-(4-chlorophenyl)prop-2-enoate —— C24H15ClO4
(4-Oxo-2-phenylchromen-6-yl) 3-(4-chlorophenyl)prop-2-enoate