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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
—— [2-(4-Methoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)-2-phenylacetate —— C32H21NO7
[2-(4-Methoxyphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)-2-phenylacetate
—— 2-(2,3-Dihydroxy-4-methoxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one —— C17H14O8
2-(2,3-Dihydroxy-4-methoxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one
—— 6-bromo-2-(4-ethoxy-3-methoxyphenyl)-8-methoxy-3-nitro-2H-chromene —— C19H18BrNO6
6-bromo-2-(4-ethoxy-3-methoxyphenyl)-8-methoxy-3-nitro-2H-chromene
—— 4-chloro-9-(4-chlorophenyl)-11-pyridin-3-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 —— C23H15Cl2N5O
4-chloro-9-(4-chlorophenyl)-11-pyridin-3-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
—— 1-(4-Chlorobutyl)-3-(4-methylphenyl)benzo[f]chromen-4-ium —— C24H22ClO+
1-(4-Chlorobutyl)-3-(4-methylphenyl)benzo[f]chromen-4-ium
—— 4-chloro-9-phenyl-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 —— C22H15ClN4OS
4-chloro-9-phenyl-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
—— 9-(2,5-dimethoxyphenyl)-11-(4-fluorophenyl)-4-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C27H23FN4O3
9-(2,5-dimethoxyphenyl)-11-(4-fluorophenyl)-4-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— Ethyl 6-ethoxy-9-phenyl-11-thioxo-8-oxa-10,12-diazatricyclo[7.3.1.0~2,7~]trideca-2,4,6-triene-13-carboxylate —— C21H22N2O4S
Ethyl 6-ethoxy-9-phenyl-11-thioxo-8-oxa-10,12-diazatricyclo[7.3.1.0~2,7~]trideca-2,4,6-triene-13-carboxylate
—— N-[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)chromen-4-imine —— C26H19BrN2O2S
N-[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)chromen-4-imine
—— 11-(2-fluorophenyl)-9-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19FN4O2
11-(2-fluorophenyl)-9-(3-methoxyphenyl)-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-fluorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C23H16FN5O
9-(2-fluorophenyl)-11-pyridin-3-yl-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) phenylmethanesulfonate —— C22H18O5S
(4-Oxo-2-phenyl-2,3-dihydrochromen-3-yl) phenylmethanesulfonate
—— 2-(4-Chlorophenyl)-6,7-dimethyl-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one —— C26H21ClO4
2-(4-Chlorophenyl)-6,7-dimethyl-3-(1-oxo-1-phenylpropan-2-yl)oxychromen-4-one
—— 2-methoxy-5-(3-nitro-2H-chromen-2-yl)phenol —— C16H13NO5
2-methoxy-5-(3-nitro-2H-chromen-2-yl)phenol
—— 4-tert-butyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C26H26N2O2
4-tert-butyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 11-(3-bromo-4-methoxyphenyl)-9-phenyl-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-(3-bromo-4-methoxyphenyl)-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (6,7-Dimethyl-4-oxo-2-phenylchromen-3-yl) oxolane-2-carboxylate —— C22H20O5
(6,7-Dimethyl-4-oxo-2-phenylchromen-3-yl) oxolane-2-carboxylate
—— (6,7-Dimethyl-4-oxo-2-phenylchromen-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C28H24O6
(6,7-Dimethyl-4-oxo-2-phenylchromen-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— Methyl 2-cyano-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]acetate —— C21H17NO4
Methyl 2-cyano-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]acetate
—— 4'-Methoxy-5,7-dimethylflavanon 61923-77-1 C18H18O3
4'-Methoxy-5,7-dimethylflavanon
—— 2-(2-cyanophenoxy)-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C24H19N3O3
2-(2-cyanophenoxy)-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— 2-(2-cyanophenoxy)-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide —— C24H19N3O3
2-(2-cyanophenoxy)-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]acetamide
—— [2,2-Bis(4-methoxyphenyl)benzo[h]chromen-5-yl] 2-methylpropanoate —— C31H28O5
[2,2-Bis(4-methoxyphenyl)benzo[h]chromen-5-yl] 2-methylpropanoate
—— 4-methyl-3-nitro-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide —— C22H19N3O5S
4-methyl-3-nitro-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide
—— 4-methyl-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide —— C22H20N2O3S
4-methyl-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide
—— N,N-diethyl-5-nitro-2-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide —— C25H26N4O5S
N,N-diethyl-5-nitro-2-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]benzenesulfonamide
—— 4-methyl-3-nitro-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide —— C22H19N3O5S
4-methyl-3-nitro-N-[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzenesulfonamide
—— 4-(1,3-benzothiazol-2-ylsulfanylmethyl)-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C30H23N3O2S2
4-(1,3-benzothiazol-2-ylsulfanylmethyl)-N-[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— (4-Bromophenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C23H19BrNO2+
(4-Bromophenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 4-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C22H17ClN2O2
4-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenyl thiophene-2-sulfonate —— C30H34O6S2
5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenyl thiophene-2-sulfonate
—— [2-(2-Methylpiperidin-1-yl)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H25NO5
[2-(2-Methylpiperidin-1-yl)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-propoxychromen-4-imine —— C30H28N2O4S
2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-propoxychromen-4-imine
—— (E)-3-(4-chlorophenyl)-1-[2,4-dihydroxy-6-[(2S,3S,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,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— (2S)-7-hydroxy-2-phenyl-5-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O9
(2S)-7-hydroxy-2-phenyl-5-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (Z)-3-(4-chlorophenyl)-1-[2,4-dihydroxy-6-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one —— C21H21ClO9
(Z)-3-(4-chlorophenyl)-1-[2,4-dihydroxy-6-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— N-[4-(2,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)-6-propan-2-yloxychromen-4-imine —— C31H30N2O5S
N-[4-(2,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)-6-propan-2-yloxychromen-4-imine
—— N-[4-(3,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine —— C30H28N2O5S
N-[4-(3,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine
—— 6,8-Dibromo-7-methyl-3-(4-methylphenyl)sulfanyl-2-phenyl-2,3-dihydrochromen-4-one —— C23H18Br2O2S
6,8-Dibromo-7-methyl-3-(4-methylphenyl)sulfanyl-2-phenyl-2,3-dihydrochromen-4-one
—— 2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine —— C17H14N4O
2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine
—— 9-(3,4-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-(3,4-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
—— 2-[3,4-Bis(phenylmethoxy)phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one —— C29H24O6
2-[3,4-Bis(phenylmethoxy)phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-nitro-2,3-dihydro-4H-chromen-4-one —— C18H15NO6
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-nitro-2,3-dihydro-4H-chromen-4-one
—— 2-(6-chloro-4H-1,3-benzodioxin-8-yl)-6-fluoro-2,3-dihydrochromen-4-one —— C17H12ClFO4
2-(6-chloro-4H-1,3-benzodioxin-8-yl)-6-fluoro-2,3-dihydrochromen-4-one
—— 9-(4-fluorophenyl)-11-(4-methoxyphenyl)-4-methyl-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 —— C27H23FN4O2S
9-(4-fluorophenyl)-11-(4-methoxyphenyl)-4-methyl-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
—— 4-[5-[3-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid —— C25H27NO13
4-[5-[3-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2-hydroxyanilino]-4-oxobut-2-enoic acid
—— 1,1-Dichloro-1a-(3,4-dimethoxyphenyl)-7-phenyl-7,7a-dihydrocyclopropa[b]chromene —— C24H20Cl2O3
1,1-Dichloro-1a-(3,4-dimethoxyphenyl)-7-phenyl-7,7a-dihydrocyclopropa[b]chromene
—— N,N-diethyl-6-[(2E)-2-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]pyridine-3-sulfonamide —— C24H26N4O3S
N,N-diethyl-6-[(2E)-2-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]pyridine-3-sulfonamide
—— N,N-diethyl-6-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]pyridine-3-sulfonamide —— C24H26N4O3S
N,N-diethyl-6-[(2E)-2-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]hydrazinyl]pyridine-3-sulfonamide
—— [(2-phenyl-2,3-dihydrochromen-4-ylidene)amino] N-(2-phenylphenyl)carbamate —— C28H22N2O3
[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino] N-(2-phenylphenyl)carbamate