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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
—— (2E)-2-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-fluoro-2,3-dihydro-4H-chromen-4-ylidene]hydrazinecarbothioamide —— C19H18FN3O3S
(2E)-2-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-fluoro-2,3-dihydro-4H-chromen-4-ylidene]hydrazinecarbothioamide
—— 1-(4-methoxyphenyl)-3-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea —— C23H21N3O2S
1-(4-methoxyphenyl)-3-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea
—— 4-hydroxy-N-[(2-phenylchroman-4-ylidene)amino]benzamide —— C22H18N2O3
4-hydroxy-N-[(2-phenylchroman-4-ylidene)amino]benzamide
—— 2-chloro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C21H17ClN2O
2-chloro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 6-Chloro-2-phenyl-chroman-4-one oxime —— C15H12ClNO2
6-Chloro-2-phenyl-chroman-4-one oxime
—— 1-[2-[(E)-[6-methoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazol-5-yl]ethanone —— C23H20N2O4S
1-[2-[(E)-[6-methoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazol-5-yl]ethanone
—— (E)-6-ethoxy-2-(4-methoxyphenyl)-N-(1,3,4-thiadiazol-2-yl)chromen-4-imine —— C20H17N3O3S
(E)-6-ethoxy-2-(4-methoxyphenyl)-N-(1,3,4-thiadiazol-2-yl)chromen-4-imine
—— (E)-6-methoxy-N-(6-methylsulfonyl-1,3-benzothiazol-2-yl)-2-phenylchromen-4-imine —— C24H18N2O4S2
(E)-6-methoxy-N-(6-methylsulfonyl-1,3-benzothiazol-2-yl)-2-phenylchromen-4-imine
—— 2-[(E)-[2-(3,4-dimethoxyphenyl)-6-methoxychromen-4-ylidene]amino]-N-(furan-2-ylmethyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide —— C32H30N2O6S
2-[(E)-[2-(3,4-dimethoxyphenyl)-6-methoxychromen-4-ylidene]amino]-N-(furan-2-ylmethyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
—— (E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)chromen-4-imine —— C25H24N2O4S
(E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)chromen-4-imine
—— (E)-2-(3,4-dimethoxyphenyl)-6-ethoxy-N-(5-propan-2-yl-1,3,4-thiadiazol-2-yl)chromen-4-imine —— C24H25N3O4S
(E)-2-(3,4-dimethoxyphenyl)-6-ethoxy-N-(5-propan-2-yl-1,3,4-thiadiazol-2-yl)chromen-4-imine
—— 2-[(E)-[6-chloro-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-N,N,4-trimethyl-1,3-thiazole-5-carboxamide —— C23H20ClN3O3S
2-[(E)-[6-chloro-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-N,N,4-trimethyl-1,3-thiazole-5-carboxamide
—— (E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-(1,3,4-thiadiazol-2-yl)chromen-4-imine —— C20H17N3O4S
(E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-(1,3,4-thiadiazol-2-yl)chromen-4-imine
—— prop-2-enyl 2-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethoxychromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate —— C27H26N2O6S
prop-2-enyl 2-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethoxychromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate
—— ethyl 2-[(E)-[6-ethoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C29H29NO5S
ethyl 2-[(E)-[6-ethoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— propan-2-yl 2-[(E)-[6-methoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate —— C25H24N2O5S
propan-2-yl 2-[(E)-[6-methoxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate
—— (E)-6-chloro-2-(3,4-dimethoxyphenyl)-N-(1,3,4-thiadiazol-2-yl)chromen-4-imine —— C19H14ClN3O3S
(E)-6-chloro-2-(3,4-dimethoxyphenyl)-N-(1,3,4-thiadiazol-2-yl)chromen-4-imine
—— methyl 5-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-4-cyano-3-methylthiophene-2-carboxylate —— C25H19ClN2O5S
methyl 5-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-4-cyano-3-methylthiophene-2-carboxylate
—— ethyl 2-[(E)-[2-(3,4-dimethoxyphenyl)-6-methoxychromen-4-ylidene]amino]-4-phenyl-1,3-thiazole-5-carboxylate —— C30H26N2O6S
ethyl 2-[(E)-[2-(3,4-dimethoxyphenyl)-6-methoxychromen-4-ylidene]amino]-4-phenyl-1,3-thiazole-5-carboxylate
—— methyl 2-[(E)-[2-(4-chlorophenyl)-6-methoxychromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate —— C22H17ClN2O4S
methyl 2-[(E)-[2-(4-chlorophenyl)-6-methoxychromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate
—— 1-[2-[(E)-[6-chloro-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazol-5-yl]ethanone —— C22H17ClN2O3S
1-[2-[(E)-[6-chloro-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazol-5-yl]ethanone
—— (E)-6-chloro-2-(3,4-dimethoxyphenyl)-N-(1,3-thiazol-2-yl)chromen-4-imine —— C20H15ClN2O3S
(E)-6-chloro-2-(3,4-dimethoxyphenyl)-N-(1,3-thiazol-2-yl)chromen-4-imine
—— ethyl 2-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate —— C24H21ClN2O5S
ethyl 2-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-4-methyl-1,3-thiazole-5-carboxylate
—— 2-[(E)-[2-(4-chlorophenyl)-6-methoxychromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C25H19ClN2O2S
2-[(E)-[2-(4-chlorophenyl)-6-methoxychromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— (E)-6-ethoxy-2-(4-methoxyphenyl)-N-pyridin-2-ylchromen-4-imine —— C23H20N2O3
(E)-6-ethoxy-2-(4-methoxyphenyl)-N-pyridin-2-ylchromen-4-imine
—— 3-chloro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)pyridin-2-amine —— C21H15ClF3N3O
3-chloro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)pyridin-2-amine
—— (E)-N-morpholin-4-yl-2-phenyl-2,3-dihydrochromen-4-imine —— C19H20N2O2
(E)-N-morpholin-4-yl-2-phenyl-2,3-dihydrochromen-4-imine
—— 2-(4-methyl-2-propan-2-ylphenoxy)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C27H28N2O3
2-(4-methyl-2-propan-2-ylphenoxy)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 2H-1-Benzopyran-3(4H)-one, 8-methoxy-2-phenyl-, oxime —— C16H15NO3
2H-1-Benzopyran-3(4H)-one, 8-methoxy-2-phenyl-, oxime
—— 2H-1-Benzopyran-3(4H)-one, 2-phenyl-, oxime —— C15H13NO2
2H-1-Benzopyran-3(4H)-one, 2-phenyl-, oxime
—— 4H-1-Benzopyran-6-carboxaldehyde, 6-[O-(ethyl)oxime] —— C18H15NO3
4H-1-Benzopyran-6-carboxaldehyde, 6-[O-(ethyl)oxime]
—— 2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromene-3-carbaldehyde {2,4-bisnitrophenyl}hydrazone —— C30H24N4O7
2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromene-3-carbaldehyde {2,4-bisnitrophenyl}hydrazone
—— (2R,3S)-3-Hydroxy-6-methoxy-2-(3-methoxy-phenyl)-chroman-4-one O-((2R,3S,6R)-6-allyl-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yl)-oxime —— C26H29NO7
(2R,3S)-3-Hydroxy-6-methoxy-2-(3-methoxy-phenyl)-chroman-4-one O-((2R,3S,6R)-6-allyl-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yl)-oxime
—— (2R,3S,4E)-4-[(2R)-1-(6,7-dimethyl-3,4-dihydro-2H-1,5-naphthyridin-1-yl)propan-2-yl]oxyimino-6-methoxy-2-(3-methoxyphenyl)-2,3-dihydrochromen-3-ol —— C30H35N3O5
(2R,3S,4E)-4-[(2R)-1-(6,7-dimethyl-3,4-dihydro-2H-1,5-naphthyridin-1-yl)propan-2-yl]oxyimino-6-methoxy-2-(3-methoxyphenyl)-2,3-dihydrochromen-3-ol
—— (2R,3S,4E)-4-[(2R,3R)-2,4-dimethyl-3-phenylmethoxypentoxy]imino-6-methoxy-2-(3-methoxyphenyl)-2,3-dihydrochromen-3-ol —— C31H37NO6
(2R,3S,4E)-4-[(2R,3R)-2,4-dimethyl-3-phenylmethoxypentoxy]imino-6-methoxy-2-(3-methoxyphenyl)-2,3-dihydrochromen-3-ol
—— (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2-methyl-3H-chromen-4-one —— C16H14O5
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2-methyl-3H-chromen-4-one
—— 2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-2H-1-benzopyran-3,4-dione —— C15H10O7
2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-2H-1-benzopyran-3,4-dione
—— Diplotropin —— C21H22O6
Diplotropin
—— methyl (2S)-2-[[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate —— C25H28BrNO8
methyl (2S)-2-[[(2S,3S)-6-bromo-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate
—— methyl (2S)-2-[[(2S,3R)-6-methoxy-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate —— C26H33NO8
methyl (2S)-2-[[(2S,3R)-6-methoxy-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate
—— [(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(3,4,5-trimethoxyphenyl)carbamate —— C27H27NO9
[(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(3,4,5-trimethoxyphenyl)carbamate
—— [(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl] N-(2-phenoxyethyl)carbamate —— C25H20BrNO7
[(2S,3S)-2-(1,3-benzodioxol-5-yl)-6-bromo-4-oxo-2,3-dihydrochromen-3-yl] N-(2-phenoxyethyl)carbamate
—— [(2S,3S)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(2-phenoxyethyl)carbamate —— C26H23NO8
[(2S,3S)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(2-phenoxyethyl)carbamate
—— [(2S,3R)-6-methoxy-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] N-(3,4,5-trimethoxyphenyl)carbamate —— C27H29NO8
[(2S,3R)-6-methoxy-2-(3-methoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] N-(3,4,5-trimethoxyphenyl)carbamate
—— (2S)-2-[[(2S,3S)-6-bromo-4-keto-2-(3-methoxyphenyl)chroman-3-yl]oxycarbonylamino]-3-methyl-butyric acid methyl ester —— C23H24BrNO7
(2S)-2-[[(2S,3S)-6-bromo-4-keto-2-(3-methoxyphenyl)chroman-3-yl]oxycarbonylamino]-3-methyl-butyric acid methyl ester
—— [(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[2-(3,4-dimethoxyphenyl)ethyl]carbamate —— C28H27NO9
[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-[2-(3,4-dimethoxyphenyl)ethyl]carbamate
—— methyl (2S)-2-[[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate —— C26H29NO10
methyl (2S)-2-[[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoate
—— [(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(4-fluorophenyl)sulfonylcarbamate —— C24H20FNO8S
[(2S,3S)-6-methoxy-2-(3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N-(4-fluorophenyl)sulfonylcarbamate
—— [(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(4-methylphenyl)sulfonylcarbamate —— C25H21NO9S
[(2R,3R)-2-(1,3-benzodioxol-5-yl)-7-methoxy-4-oxo-2,3-dihydrochromen-3-yl] N-(4-methylphenyl)sulfonylcarbamate
—— methyl (2S)-2-[[(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-methylbutanoate —— C24H26BrNO8
methyl (2S)-2-[[(2R,3R)-2-(3-bromo-4-methoxyphenyl)-6-methoxy-4-oxo-2,3-dihydrochromen-3-yl]oxycarbonylamino]-3-methylbutanoate