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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
—— 7-fluoro-2-phenyl-4H-chromen-4-one 2558-17-0 C15H9FO2
7-fluoro-2-phenyl-4H-chromen-4-one
—— 6-hydroxy-4'-chloroflavone 140439-36-7 C15H9ClO3
6-hydroxy-4'-chloroflavone
—— 6-hydroxy-4'-fluoroflavone 140439-37-8 C15H9FO3
6-hydroxy-4'-fluoroflavone
—— 1-azetidin-1-yl-1-(8-methoxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazol-5-yl)-methanone 911048-76-5 C23H25N3O3
1-azetidin-1-yl-1-(8-methoxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazol-5-yl)-methanone
—— 2-[4-(3-aminopropylamino)-3-fluorophenyl]-6,8-difluoro-5-pentylamino-4H-1-benzopyran-4-one 152169-32-9 C23H26F3N3O2
2-[4-(3-aminopropylamino)-3-fluorophenyl]-6,8-difluoro-5-pentylamino-4H-1-benzopyran-4-one
—— 2-[4-[N-acetyl-N-(3-azidopropyl)amino]-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one 152169-33-0 C20H16F3N5O3
2-[4-[N-acetyl-N-(3-azidopropyl)amino]-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one
—— kaempferol 3-O-β-D-glucopyranosyl-7-O-β-D-glucopyranosyl-(1->3)-α-L-(2-O-isobutyryl)-rhamnopyaranoside 909803-21-0 C37H46O21
kaempferol 3-O-β-D-glucopyranosyl-7-O-β-D-glucopyranosyl-(1->3)-α-L-(2-O-isobutyryl)-rhamnopyaranoside
—— kaempferol 3-O-β-D-(6-O-isobutyryl)glucopyranosyl-(1->4)-α-L-rhamnopyaranoside 909803-23-2 C31H36O16
kaempferol 3-O-β-D-(6-O-isobutyryl)glucopyranosyl-(1->4)-α-L-rhamnopyaranoside
—— kaempferol 3-O-β-D-(6-O-isobutyryl)glucopyranosyl-(1->4)-α-L-rhamnopyaranosyl-7-O-β-D-glucopyranoside 909803-24-3 C37H46O21
kaempferol 3-O-β-D-(6-O-isobutyryl)glucopyranosyl-(1->4)-α-L-rhamnopyaranosyl-7-O-β-D-glucopyranoside
—— 5-hydroxy-7-prenyloxy-3,3',4'-trimethoxyflavone 53766-25-9 C23H24O7
5-hydroxy-7-prenyloxy-3,3',4'-trimethoxyflavone
—— penta-O-methyl-(+)-gallocathechin 273931-30-9 C20H24O7
penta-O-methyl-(+)-gallocathechin
—— 2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl)oxy)ethyl 3,4-dimethoxybenzoate 1393734-51-4 C30H30O11
2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl)oxy)ethyl 3,4-dimethoxybenzoate
—— methyl 6-hydroxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 169682-11-5 C29H24O6
methyl 6-hydroxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 2,2-bis(4-methoxyphenyl)-5-diphenylmethylol-6-hydroxy-2H-naphtho[1,2-b]pyran 194940-78-8 C40H32O5
2,2-bis(4-methoxyphenyl)-5-diphenylmethylol-6-hydroxy-2H-naphtho[1,2-b]pyran
—— 2-(4-methoxyphenyl)-3-methyl-4H-chromen-4-one 55456-74-1 C17H14O3
2-(4-methoxyphenyl)-3-methyl-4H-chromen-4-one
—— 2-(2-chlorophenyl)-3-methyl-4H-chromen-4-one 1233712-97-4 C16H11ClO2
2-(2-chlorophenyl)-3-methyl-4H-chromen-4-one
—— 6-amino-3-methoxy-2-phenyl-4H-chromen-4-one 1245282-93-2 C16H13NO3
6-amino-3-methoxy-2-phenyl-4H-chromen-4-one
—— 6-hydroxy-3',4'-dimethoxyflavanone 109248-44-4 C17H16O5
6-hydroxy-3',4'-dimethoxyflavanone
—— (+)-7,3',4'-trimethoxy-2,3-trans-flavan-3,4-cis-diol 1166-05-8 C18H20O6
(+)-7,3',4'-trimethoxy-2,3-trans-flavan-3,4-cis-diol
—— (+)-3',4',7-tri-O-methylfustin 35090-88-1 C18H18O6
(+)-3',4',7-tri-O-methylfustin
—— 3',4',7'-tri-O-methylfisetinidol-4α-ol 1166-04-7 C18H20O6
3',4',7'-tri-O-methylfisetinidol-4α-ol
—— 8-[5,7-Dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-6-methyl-2-phenyl-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazine-1,3-dione —— C31H27N3O7
8-[5,7-Dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-6-methyl-2-phenyl-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazine-1,3-dione
—— 5,7-Dimethoxy-2-(4-methoxy-phenyl)-6-((E)-3-methyl-buta-1,3-dienyl)-chromen-4-one 674367-92-1 C23H22O5
5,7-Dimethoxy-2-(4-methoxy-phenyl)-6-((E)-3-methyl-buta-1,3-dienyl)-chromen-4-one
—— 4'-Iodoflavone 1026-44-4 C15H9IO2
4'-Iodoflavone
—— 5,7-Bis(benzyloxy)-8-{2-(benzyloxy)-5-[5,7-bis(benzyloxy)-4-oxo-4H-1-benzopyran-2-yl]phenyl}-2-[4-(benzyloxy)phenyl]-4H-1-benzopyran-4-one 87276-37-7 C72H54O10
5,7-Bis(benzyloxy)-8-{2-(benzyloxy)-5-[5,7-bis(benzyloxy)-4-oxo-4H-1-benzopyran-2-yl]phenyl}-2-[4-(benzyloxy)phenyl]-4H-1-benzopyran-4-one
—— Bis-<4'.5.7-tribenzyloxy-flavonyl-(8)> 87276-38-8 C72H54O10
Bis-<4'.5.7-tribenzyloxy-flavonyl-(8)>
—— 4',5-dibenzyl-naringenin-7-O-4-phthalonitrile 1202524-77-3 C30H20N2O5
4',5-dibenzyl-naringenin-7-O-4-phthalonitrile
—— (2<i>R</i>)-3<i>t</i>-Acetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7-methoxy-chroman 69127-06-6 C20H22O6
(2<i>R</i>)-3<i>t</i>-Acetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7-methoxy-chroman
—— 6,7-dibromoflavone 40590-91-8 C15H8Br2O2
6,7-dibromoflavone
—— 3-Acetoxy-3',4',7-trimethoxy-2,3-cis-flavan 201049-31-2 C20H22O6
3-Acetoxy-3',4',7-trimethoxy-2,3-cis-flavan
—— 2-(3,4-Dibenzyloxyphenyl)-7-[2-[2-(3,4-dibenzyloxyphenyl)-5-hydroxy-3-methoxy-4-oxo-chromen-7-yl]oxyethoxy]-5-hydroxy-3-methoxy-chromen-4-one 211229-28-6 C62H50O14
2-(3,4-Dibenzyloxyphenyl)-7-[2-[2-(3,4-dibenzyloxyphenyl)-5-hydroxy-3-methoxy-4-oxo-chromen-7-yl]oxyethoxy]-5-hydroxy-3-methoxy-chromen-4-one
—— 5-Amino-2-(3,4-dimethoxy)phenyl-4H-benzopyran-4-one 129974-47-6 C17H15NO4
5-Amino-2-(3,4-dimethoxy)phenyl-4H-benzopyran-4-one
—— ethyl 2‑(4‑oxo‑2‑phenyl‑4H‑chromen‑3‑yl)acetate 50526-01-7 C19H16O4
ethyl 2‑(4‑oxo‑2‑phenyl‑4H‑chromen‑3‑yl)acetate
—— 2',4'-dichloroflavanone 77038-11-0 C15H10Cl2O2
2',4'-dichloroflavanone
—— 2-(2-fluorophenyl)chroman-4-one 1956-95-2 C15H11FO2
2-(2-fluorophenyl)chroman-4-one
—— ethyl 2‑(2‑(3,5‑dimethoxyphenyl)‑4‑oxo‑4H‑chromen‑3‑yl)acetate 1370734-40-9 C21H20O6
ethyl 2‑(2‑(3,5‑dimethoxyphenyl)‑4‑oxo‑4H‑chromen‑3‑yl)acetate
—— ethyl 2‑(4‑oxo‑2‑(3,4,5‑trimethoxyphenyl)‑4H‑chromen‑3‑yl)acetate 1370734-41-0 C22H22O7
ethyl 2‑(4‑oxo‑2‑(3,4,5‑trimethoxyphenyl)‑4H‑chromen‑3‑yl)acetate
—— ethyl 2‑(2‑(4‑methoxyphenyl)‑4‑oxo‑4H‑chromen‑3‑yl)acetate 80907-19-3 C20H18O5
ethyl 2‑(2‑(4‑methoxyphenyl)‑4‑oxo‑4H‑chromen‑3‑yl)acetate
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-8-[(2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-yl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol 368425-18-7 C86H74O12
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-8-[(2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-yl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol
—— [4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin 596829-40-2 C91H78O14
[4,8]-2,3-cis-3,4-trans:2,3-trans-octa-O-benzyl-3,3'-O-glutaryl-(-)-epicatechin-(+)-catechin
—— (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol 86588-85-4 C75H62O30
(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— Apigenin-7-(2-O-apiosylglucoside) 26544-34-3 C26H28O14
Apigenin-7-(2-O-apiosylglucoside)
—— 6-propionoxyflavanone 1289081-28-2 C18H16O4
6-propionoxyflavanone
—— kaempferol-3-O-β-D-galactopyranoside 107163-34-8 C21H20O11
kaempferol-3-O-β-D-galactopyranoside
—— Amorphin 4207-90-3 C34H40O16
Amorphin
—— 3-O-[(E)-4-(4-(benzyloxy)phenyl)-2-oxobut-3-en-1-yl]kaempferol 1338577-13-1 C32H24O8
3-O-[(E)-4-(4-(benzyloxy)phenyl)-2-oxobut-3-en-1-yl]kaempferol
—— kaempferol 7-α-O-glucoside 16290-07-6 C21H20O11
kaempferol 7-α-O-glucoside
—— kaempferol 3-O-arabinoside —— C20H18O10
kaempferol 3-O-arabinoside
—— 3-O-8-C-digeranylkaempferol 1246764-72-6 C35H42O6
3-O-8-C-digeranylkaempferol
—— 3,7,4'-tri-O-methyl-5-O-acetyl-kaempferol 107480-00-2 C20H18O7
3,7,4'-tri-O-methyl-5-O-acetyl-kaempferol