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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
—— [6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C36H36O17
[6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— N-[(E)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine —— C24H24N4O2
N-[(E)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine
—— N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine —— C23H22N4O2
N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine
—— N-(2,4-dimethylphenyl)-3-nitro-4-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C29H26N4O5S
N-(2,4-dimethylphenyl)-3-nitro-4-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— 4-morpholin-4-ylsulfonyl-2-nitro-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C25H24N4O6S
4-morpholin-4-ylsulfonyl-2-nitro-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]pyridine-2-carboxamide —— C21H17N3O2
N-[(Z)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]pyridine-2-carboxamide
—— (5Z)-5-{[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}-2-thioxo-1,3-thiazolidin-4-one —— C26H19NO3S2
(5Z)-5-{[2-(4-methoxyphenyl)-4-phenyl-4H-chromen-3-yl]methylidene}-2-thioxo-1,3-thiazolidin-4-one
—— 7-[(4-tert-butylphenyl)methoxy]-5-hydroxy-2-phenyl-4H-chromen-4-one —— C26H24O4
7-[(4-tert-butylphenyl)methoxy]-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 5-Hydroxy-7-((4-methylbenzyl)oxy)-2-phenyl-4H-chromen-4-one —— C23H18O4
5-Hydroxy-7-((4-methylbenzyl)oxy)-2-phenyl-4H-chromen-4-one
—— 4-(3,4-dimethylphenyl)-N-[(4E)-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-1,3-thiazol-2-amine —— C28H24N2O2S
4-(3,4-dimethylphenyl)-N-[(4E)-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]-5-methyl-1,3-thiazol-2-amine
—— (E)-6-methoxy-2-(4-methoxyphenyl)-N-(4-methyl-1,3-benzothiazol-2-yl)chromen-4-imine —— C25H20N2O3S
(E)-6-methoxy-2-(4-methoxyphenyl)-N-(4-methyl-1,3-benzothiazol-2-yl)chromen-4-imine
—— ethyl 2-[(E)-[6-hydroxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C27H25NO5S
ethyl 2-[(E)-[6-hydroxy-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— (E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-(5-propyl-1,3,4-thiadiazol-2-yl)chromen-4-imine —— C23H23N3O4S
(E)-2-(3,4-dimethoxyphenyl)-6-methoxy-N-(5-propyl-1,3,4-thiadiazol-2-yl)chromen-4-imine
—— (E)-6-chloro-2-(4-methoxyphenyl)-N-(6-methyl-1,3-benzothiazol-2-yl)chromen-4-imine —— C24H17ClN2O2S
(E)-6-chloro-2-(4-methoxyphenyl)-N-(6-methyl-1,3-benzothiazol-2-yl)chromen-4-imine
—— ethyl 2-[(E)-[2-(4-chlorophenyl)-6-methoxychromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C27H24ClNO4S
ethyl 2-[(E)-[2-(4-chlorophenyl)-6-methoxychromen-4-ylidene]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]quinolin-2-amine —— C26H20ClN3O3
N-[(E)-[6-chloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]quinolin-2-amine
—— (NZ)-N-[2-(3,4-dimethoxyphenyl)-6,8-dimethylchromen-4-ylidene]hydroxylamine —— C19H19NO4
(NZ)-N-[2-(3,4-dimethoxyphenyl)-6,8-dimethylchromen-4-ylidene]hydroxylamine
—— N-[(E)-[2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine —— C23H22N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]-4,6-dimethylpyrimidin-2-amine
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-3-methyl-2-(phenylmethoxycarbonylamino)butanoate —— C28H25NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-3-methyl-2-(phenylmethoxycarbonylamino)butanoate
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl N-[(benzyloxy)carbonyl]-L-isoleucinate —— C29H27NO7
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl N-[(benzyloxy)carbonyl]-L-isoleucinate
—— [(4E)-2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-ylidene]-5,7-dihydroxychromen-1-ium-3-ylidene]oxidanium —— C30H20O12+2
[(4E)-2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-ylidene]-5,7-dihydroxychromen-1-ium-3-ylidene]oxidanium
—— sodium;2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-5-olate;sulfuric acid —— C27H31NaO20S
sodium;2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-5-olate;sulfuric acid
—— 2,4-Bis(4-methoxyphenyl)chromenylium-7-ol —— C23H19O4+
2,4-Bis(4-methoxyphenyl)chromenylium-7-ol
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4S,5R)-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-chromen-4-one —— C20H18O11
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4S,5R)-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-chromen-4-one
—— [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-chromen-3-yl]oxy-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-tetrahydropyran-2-yl]methyl 3,4,5-trimethylbenzoate —— C38H34O17
[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-chromen-3-yl]oxy-3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxy-tetrahydropyran-2-yl]methyl 3,4,5-trimethylbenzoate
—— 5,7-Dihydroxy-2-(4-hydroxy-2-oxidophenyl)-4-oxochromen-3-olate;titanium(4+) —— C30H16O14Ti
5,7-Dihydroxy-2-(4-hydroxy-2-oxidophenyl)-4-oxochromen-3-olate;titanium(4+)
—— 6-[7-Hydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-5-(hydroxymethyl)oxane-2,3,4-triol —— C27H31O15+
6-[7-Hydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-5-(hydroxymethyl)oxane-2,3,4-triol
—— (NZ)-N-[2-(4-methoxyphenyl)chromen-4-ylidene]hydroxylamine —— C16H13NO3
(NZ)-N-[2-(4-methoxyphenyl)chromen-4-ylidene]hydroxylamine
—— NSC115554 —— C15H10O7
NSC115554
—— 7-Hydroxy-8-methylaminomethyl-3-ethyl-flavon 95279-59-7 C19H19NO3
7-Hydroxy-8-methylaminomethyl-3-ethyl-flavon
—— 7-Hydroxy-3-methyl-8-dimethylaminomethyl-2-phenyl-chromon 101890-38-4 C19H19NO3
7-Hydroxy-3-methyl-8-dimethylaminomethyl-2-phenyl-chromon
—— 5-hydroxy-7-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one —— C24H26O12
5-hydroxy-7-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
—— (2R,3R,4R,5S,6R)-5-[(2S,3S,4R,5R,6R)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,4-dihydroxyoxane-2-carboxylic acid —— C37H34O20
(2R,3R,4R,5S,6R)-5-[(2S,3S,4R,5R,6R)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,4-dihydroxyoxane-2-carboxylic acid
—— Platanoside —— C39H32O14
Platanoside
—— 5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C32H38O14
5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— Moralbanone —— C30H34O6
Moralbanone
—— 6,7-dihydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O11
6,7-dihydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— [2-Hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-3-sulfinatooxychromen-2-yl)phenyl] sulfite —— C16H10O11S2-2
[2-Hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-3-sulfinatooxychromen-2-yl)phenyl] sulfite
—— 3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one —— C31H36O14
3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
—— (2S)-2-[2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-7-hydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one —— C30H34O4
(2S)-2-[2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-7-hydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C27H30O17
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C21H20O12
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 6-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C33H40O19
6-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— [(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C42H47O24+
[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— ethyl (2S,3S,4S,5R,6S)-6-[[(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate —— C23H24O12
ethyl (2S,3S,4S,5R,6S)-6-[[(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
—— 3-hydroxy-7-methyl-2-phenyl-7H-pyrano[2,3-e]indol-4-one —— C18H13NO3
3-hydroxy-7-methyl-2-phenyl-7H-pyrano[2,3-e]indol-4-one
—— N-isopropyl-2-(4-oxo-2-phenyl-chromen-6-yl)-3H-benzimidazole-5-carboxamidine —— C26H22N4O2
N-isopropyl-2-(4-oxo-2-phenyl-chromen-6-yl)-3H-benzimidazole-5-carboxamidine
—— 4-(6-Chloro-3-hydroxy-4-oxochromen-2-yl)benzoic acid —— C16H9ClO5
4-(6-Chloro-3-hydroxy-4-oxochromen-2-yl)benzoic acid
—— Methyl 4-(3-methoxy-4-oxo-chromen-2-yl)benzoate —— C18H14O5
Methyl 4-(3-methoxy-4-oxo-chromen-2-yl)benzoate
—— 3-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)pyridin-2-amine —— C21H15ClF3N3O
3-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5-(trifluoromethyl)pyridin-2-amine