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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-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]aniline —— C25H24N2O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]aniline
—— (NZ)-N-[(2S)-2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine —— C18H16ClNO4
(NZ)-N-[(2S)-2-(6-chloro-4H-1,3-benzodioxin-8-yl)-7-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine
—— (E,2R)-2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine —— C17H14N4O
(E,2R)-2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine
—— (E,2S)-2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine —— C17H14N4O
(E,2S)-2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine
—— [(E)-[(2S)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C18H16FN3O3S
[(E)-[(2S)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— [(E)-[(2R)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C18H16FN3O3S
[(E)-[(2R)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— [(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] N-(3-chlorophenyl)carbamate —— C22H17ClN2O3
[(E)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] N-(3-chlorophenyl)carbamate
—— (E,2R,3S)-N,3-bis(2-methoxypropan-2-yloxy)-2-phenyl-2,3-dihydrochromen-4-imine —— C23H29NO5
(E,2R,3S)-N,3-bis(2-methoxypropan-2-yloxy)-2-phenyl-2,3-dihydrochromen-4-imine
—— (NE)-N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methoxy-2,3-dihydrochromen-4-ylidene]hydroxylamine —— C18H17NO5
(NE)-N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methoxy-2,3-dihydrochromen-4-ylidene]hydroxylamine
—— N-[(Z)-[2-(4-methoxyphenyl)chromen-4-ylidene]amino]naphthalen-2-amine —— C26H20N2O2
N-[(Z)-[2-(4-methoxyphenyl)chromen-4-ylidene]amino]naphthalen-2-amine
—— 2-chloro-5-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzoic acid —— C22H17ClN2O3
2-chloro-5-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzoic acid
—— 1-(4-methylphenyl)-3-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea —— C23H21N3OS
1-(4-methylphenyl)-3-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea
—— (E)-6-chloro-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine —— C22H18ClN3O3S
(E)-6-chloro-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine
—— (E)-2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine —— C17H14N4O
(E)-2-phenyl-N-(1,2,4-triazol-4-yl)-2,3-dihydrochromen-4-imine
—— [(E)-[2-(6-chloro-4H-1,3-benzodioxin-8-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C18H15ClFN3O3S
[(E)-[2-(6-chloro-4H-1,3-benzodioxin-8-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— (2E)-2-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydro-4H-chromen-4-ylidene]hydrazinecarbothioamide —— C18H16FN3O3S
(2E)-2-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydro-4H-chromen-4-ylidene]hydrazinecarbothioamide
—— N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-4-[(5-phenyltetrazol-2-yl)methyl]benzamide —— C30H24N6O2
N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-4-[(5-phenyltetrazol-2-yl)methyl]benzamide
—— 2-morpholin-4-ylsulfonyl-4-nitro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C25H24N4O6S
2-morpholin-4-ylsulfonyl-4-nitro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-N'-{[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylene}acetohydrazide —— C34H29N3O4S2
2-(1,3-benzothiazol-2-ylsulfanyl)-N'-{[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylene}acetohydrazide
—— 3-[(4-chlorophenyl)sulfamoyl]-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C28H22ClN3O4S
3-[(4-chlorophenyl)sulfamoyl]-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— N-(4-chlorophenyl)-3-nitro-4-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C27H21ClN4O5S
N-(4-chlorophenyl)-3-nitro-4-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— (2E)-2-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-7-methyl-2,3-dihydro-4H-chromen-4-ylidene]hydrazinecarbothioamide —— C19H19N3O3S
(2E)-2-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-7-methyl-2,3-dihydro-4H-chromen-4-ylidene]hydrazinecarbothioamide
—— 2,4,6-trichloro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C21H15Cl3N2O
2,4,6-trichloro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 2-(4-cyanophenoxy)-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C24H19N3O3
2-(4-cyanophenoxy)-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— (E)-2-(3,4-dimethoxyphenyl)-6-ethoxy-N-(5-methyl-1,3,4-thiadiazol-2-yl)chromen-4-imine —— C22H21N3O4S
(E)-2-(3,4-dimethoxyphenyl)-6-ethoxy-N-(5-methyl-1,3,4-thiadiazol-2-yl)chromen-4-imine
—— (E)-6-chloro-N-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)chromen-4-imine —— C25H16ClFN2O2S
(E)-6-chloro-N-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]-2-(4-methoxyphenyl)chromen-4-imine
—— ethyl 2-[(E)-[6-ethoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate —— C25H24N2O5S
ethyl 2-[(E)-[6-ethoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate
—— (E)-N-(1,3-benzothiazol-2-yl)-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine —— C25H20N2O3S
(E)-N-(1,3-benzothiazol-2-yl)-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine
—— 2-[(E)-[6-ethoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C27H24N2O3S
2-[(E)-[6-ethoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— methyl 2-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethoxychromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C29H29NO6S
methyl 2-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethoxychromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— ethyl 2-[2-[(E)-[6-ethoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-1,3-thiazol-4-yl]acetate —— C25H24N2O5S
ethyl 2-[2-[(E)-[6-ethoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-1,3-thiazol-4-yl]acetate
—— (E)-6-chloro-2-(3,4-dimethoxyphenyl)-N-pyridin-2-ylchromen-4-imine —— C22H17ClN2O3
(E)-6-chloro-2-(3,4-dimethoxyphenyl)-N-pyridin-2-ylchromen-4-imine
—— (E)-N-(1,3-benzothiazol-2-yl)-6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-imine —— C24H17ClN2O3S
(E)-N-(1,3-benzothiazol-2-yl)-6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-imine
—— (E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-pyridin-2-ylchromen-4-imine —— C23H20N2O4
(E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-pyridin-2-ylchromen-4-imine
—— 2-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C26H21ClN2O3S
2-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— (E)-6-chloro-2-(3,4-dimethoxyphenyl)-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)chromen-4-imine —— C24H21ClN2O3S
(E)-6-chloro-2-(3,4-dimethoxyphenyl)-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)chromen-4-imine
—— (E)-6-methoxy-2-(4-methoxyphenyl)-N-pyridin-2-ylchromen-4-imine —— C22H18N2O3
(E)-6-methoxy-2-(4-methoxyphenyl)-N-pyridin-2-ylchromen-4-imine
—— 2-[(E)-(6-methoxy-2-phenylchromen-4-ylidene)amino]-N,N,4-trimethyl-1,3-thiazole-5-carboxamide —— C23H21N3O3S
2-[(E)-(6-methoxy-2-phenylchromen-4-ylidene)amino]-N,N,4-trimethyl-1,3-thiazole-5-carboxamide
—— (E)-N-(4,5-dimethyl-1,3-thiazol-2-yl)-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine —— C23H22N2O3S
(E)-N-(4,5-dimethyl-1,3-thiazol-2-yl)-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine
—— ethyl 2-[2-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethoxychromen-4-ylidene]amino]-1,3-thiazol-4-yl]acetate —— C26H26N2O6S
ethyl 2-[2-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethoxychromen-4-ylidene]amino]-1,3-thiazol-4-yl]acetate
—— 2-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethoxychromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C28H26N2O4S
2-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethoxychromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— (E)-2-(3,4-dimethoxyphenyl)-6-ethoxy-N-pyridin-2-ylchromen-4-imine —— C24H22N2O4
(E)-2-(3,4-dimethoxyphenyl)-6-ethoxy-N-pyridin-2-ylchromen-4-imine
—— (E)-2-(4-chlorophenyl)-6-methoxy-N-pyridin-2-ylchromen-4-imine —— C21H15ClN2O2
(E)-2-(4-chlorophenyl)-6-methoxy-N-pyridin-2-ylchromen-4-imine
—— N-[(Z)-[2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]quinolin-2-amine —— C26H21N3O3
N-[(Z)-[2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]quinolin-2-amine
—— (E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-(6-methylsulfonyl-1,3-benzothiazol-2-yl)chromen-4-imine —— C26H22N2O6S2
(E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-(6-methylsulfonyl-1,3-benzothiazol-2-yl)chromen-4-imine
—— 4-[(2E)-2-((3Z)-2-(1,3-Benzodioxol-5-YL)-3-{[4-(2,6-diisopropylanilino)-4-oxobutanoyl]hydrazono}-2H-chromen-4-ylidene)hydrazino]-N-(2,6-diisopropylphenyl)-4-oxobutanamide —— C48H56N6O7
4-[(2E)-2-((3Z)-2-(1,3-Benzodioxol-5-YL)-3-{[4-(2,6-diisopropylanilino)-4-oxobutanoyl]hydrazono}-2H-chromen-4-ylidene)hydrazino]-N-(2,6-diisopropylphenyl)-4-oxobutanamide
—— (E)-6-ethoxy-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine —— C24H23N3O4S
(E)-6-ethoxy-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine
—— 3-nitro-4-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C21H18N4O5S
3-nitro-4-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— 6-ethyl-N-[(E)-(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thieno[2,3-d]pyrimidin-4-amine —— C24H22N4OS
6-ethyl-N-[(E)-(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thieno[2,3-d]pyrimidin-4-amine
—— [(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino] N-(3-chlorophenyl)carbamate —— C22H17ClN2O3
[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino] N-(3-chlorophenyl)carbamate