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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-difluoro-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C21H16F2N2O
2,4-difluoro-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 2-(3,4-Di(pentafluoropropionyl)oxyphenyl)-2,3-dihydro-5,7-di(pentafluoropropionyl)oxy-4H-1-benzopyran-4-one —— C27H8F20O10
2-(3,4-Di(pentafluoropropionyl)oxyphenyl)-2,3-dihydro-5,7-di(pentafluoropropionyl)oxy-4H-1-benzopyran-4-one
—— 2'-Hydroxyflavanone, heptafluorobutyrate —— C19H11F7O4
2'-Hydroxyflavanone, heptafluorobutyrate
—— 4'-Hydroxyflavanone, pentafluoropropionate —— C18H11F5O4
4'-Hydroxyflavanone, pentafluoropropionate
—— N-[(E)-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]amino]quinazolin-4-amine —— C25H19ClN4O2
N-[(E)-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]amino]quinazolin-4-amine
—— 2'-Hydroxyflavanone, trifluoroacetate —— C17H11F3O4
2'-Hydroxyflavanone, trifluoroacetate
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]quinazolin-4-amine —— C27H24N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]quinazolin-4-amine
—— N-[(E)-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]quinazolin-4-amine —— C26H22N4O2
N-[(E)-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]quinazolin-4-amine
—— 4-methyl-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide —— C22H20N2O3S
4-methyl-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]quinazolin-4-amine —— C27H24N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]quinazolin-4-amine
—— N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]quinazolin-4-amine —— C25H20N4O2
N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]quinazolin-4-amine
—— methyl 2-[(2E)-2-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate —— C24H22ClN3O5S
methyl 2-[(2E)-2-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate
—— N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine —— C24H23ClN4O3
N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine
—— N-[(E)-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine —— C23H21ClN4O2
N-[(E)-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine —— C25H26N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine
—— N-[(E)-[2-(4-methoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine —— C24H24N4O2
N-[(E)-[2-(4-methoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine
—— 6-Hydroxyflavone-beta-D-glucoside, tetra(trimethylsilyl)- —— C33H52O8Si4
6-Hydroxyflavone-beta-D-glucoside, tetra(trimethylsilyl)-
—— N-[(E)-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine —— C24H19ClN4O2
N-[(E)-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine
—— 2-(3,4-Di(trifluoroacetyl)oxyphenyl)-2,3-dihydro-5,7-di(trifluoroacetyl)oxy-4H-1-benzopyran-4-one —— C23H8F12O10
2-(3,4-Di(trifluoroacetyl)oxyphenyl)-2,3-dihydro-5,7-di(trifluoroacetyl)oxy-4H-1-benzopyran-4-one
—— 2-(benzotriazol-1-yl)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C23H19N5O2
2-(benzotriazol-1-yl)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 2-(3,4-Di(n-pentyl)oxyphenyl)-2,3-dihydro-5-hydroxy,7-(n-pentyl)oxy-4H-1-benzopyran-4-one —— C30H42O6
2-(3,4-Di(n-pentyl)oxyphenyl)-2,3-dihydro-5-hydroxy,7-(n-pentyl)oxy-4H-1-benzopyran-4-one
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine —— C26H24N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine
—— 4H-1-Benzopyran-4-one, 2-[4-[(6-deoxy-alpha-l-mannopyranosyl)oxy]phenyl]-8-(beta-d-glucopyranosyloxy)-5,7-dihydroxy- —— C27H30O15
4H-1-Benzopyran-4-one, 2-[4-[(6-deoxy-alpha-l-mannopyranosyl)oxy]phenyl]-8-(beta-d-glucopyranosyloxy)-5,7-dihydroxy-
—— 4-(2,5-dimethylpyrrol-1-yl)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C28H25N3O2
4-(2,5-dimethylpyrrol-1-yl)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 4-methyl-3-nitro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide —— C22H19N3O5S
4-methyl-3-nitro-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzenesulfonamide
—— N-[(E)-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine —— C25H22N4O2
N-[(E)-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine
—— N-[(E)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-1H-benzimidazol-2-amine —— C25H22N4O2
N-[(E)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-1H-benzimidazol-2-amine
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine —— C26H24N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine
—— (5E)-3-(2-methoxyethyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-thioxo-1,3-thiazolidin-4-one —— C22H19NO3S2
(5E)-3-(2-methoxyethyl)-5-[(2-phenyl-2H-chromen-3-yl)methylidene]-2-thioxo-1,3-thiazolidin-4-one
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-N-[(Z)-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]acetamide —— C34H29N3O4S2
2-(1,3-benzothiazol-2-ylsulfanyl)-N-[(Z)-[2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylideneamino]acetamide
—— N,N-diethyl-5-nitro-2-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C25H26N4O5S
N,N-diethyl-5-nitro-2-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine —— C25H22N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine
—— N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine —— C24H20N4O2
N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]-1H-benzimidazol-2-amine
—— N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]amino]quinolin-2-amine —— C27H22ClN3O3
N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]amino]quinolin-2-amine
—— N-[(E)-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]amino]quinolin-2-amine —— C26H20ClN3O2
N-[(E)-[6-chloro-2-(4-methoxyphenyl)-7-methylchromen-4-ylidene]amino]quinolin-2-amine
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]quinolin-2-amine —— C28H25N3O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]quinolin-2-amine
—— 4-(1,3-benzothiazol-2-ylsulfanylmethyl)-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C30H23N3O2S2
4-(1,3-benzothiazol-2-ylsulfanylmethyl)-N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 2-chloro-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)aniline —— C22H16ClF3N2O
2-chloro-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)aniline
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-5,7-dimethylchromen-4-ylidene]amino]quinolin-2-amine —— C28H25N3O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-5,7-dimethylchromen-4-ylidene]amino]quinolin-2-amine
—— N-[(E)-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]amino]quinolin-2-amine —— C27H23N3O2
N-[(E)-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]amino]quinolin-2-amine
—— 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-propoxychromen-4-one —— C18H16O7
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-propoxychromen-4-one
—— luteolin 7-O-beta-D-glucoside-4'-(Z-2-methyl-2-butenoate) —— C26H26O12
luteolin 7-O-beta-D-glucoside-4'-(Z-2-methyl-2-butenoate)
—— [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate;1H-indol-3-ylmethanol —— C31H27NO12
[(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate;1H-indol-3-ylmethanol
—— (-)-Epigallocatechin gallate hydrate —— C22H20O12
(-)-Epigallocatechin gallate hydrate
—— (E)-3-[2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one —— C28H34O14
(E)-3-[2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— [4-Carboxy-4-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-8-yl]methylamino]butyl]-(diaminomethylidene)azanium —— C34H45N4O18+
[4-Carboxy-4-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-8-yl]methylamino]butyl]-(diaminomethylidene)azanium
—— 2-(2-morpholin-4-yl-1,3-thiazol-4-yl)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C24H24N4O3S
2-(2-morpholin-4-yl-1,3-thiazol-4-yl)-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-10-(3-nitrophenyl)-9,10-dihydropyrano[2,3-f]chromene-4,8-dione —— C25H17NO9
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-10-(3-nitrophenyl)-9,10-dihydropyrano[2,3-f]chromene-4,8-dione
—— (2R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one —— C15H12O8
(2R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
—— (5-Hydroxy-4-oxo-2-phenylchromen-7-yl) 5-chloro-1,3-diphenylpyrazole-4-carboxylate —— C31H19ClN2O5
(5-Hydroxy-4-oxo-2-phenylchromen-7-yl) 5-chloro-1,3-diphenylpyrazole-4-carboxylate