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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
—— 3-(4-methoxy-5-oxo-7-phenyl-5H-furo[3,2-g]chromen-9-yl)acrylaldehyde 1616883-46-5 C21H14O5
3-(4-methoxy-5-oxo-7-phenyl-5H-furo[3,2-g]chromen-9-yl)acrylaldehyde
—— 5,8-Dimethoxy-2-<3,4-dimethoxy-phenyl>-furo-<3'.2':6.7>-chromon 49572-87-4 C21H18O7
5,8-Dimethoxy-2-<3,4-dimethoxy-phenyl>-furo-<3'.2':6.7>-chromon
—— 7,8-dihydroxy-2-(4-nitrophenyl)-4H-chromen-4-one 110865-16-2 C15H9NO6
7,8-dihydroxy-2-(4-nitrophenyl)-4H-chromen-4-one
—— 7,8-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-benzopyran-4-one 134178-11-3 C17H14O7
7,8-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-benzopyran-4-one
—— 2-<4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxyphenyl>-7,8-dihydroxy-4H-benzopyran-4-one 134178-16-8 C23H28O7Si
2-<4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxyphenyl>-7,8-dihydroxy-4H-benzopyran-4-one
—— 3,7,8-tribenzoyloxyflavone 258856-70-1 C36H22O8
3,7,8-tribenzoyloxyflavone
—— [2-[4-[4-(2-Methoxyphenyl)piperazin-1-yl]phenyl]-4-oxochromen-3-yl] 4-(trifluoromethoxy)benzenesulfonate 1099682-06-0 C33H27F3N2O7S
[2-[4-[4-(2-Methoxyphenyl)piperazin-1-yl]phenyl]-4-oxochromen-3-yl] 4-(trifluoromethoxy)benzenesulfonate
—— 2-o-tolyl-chroman-6-ol 1426899-80-0 C16H16O2
2-o-tolyl-chroman-6-ol
—— 2-ethoxy-3-methoxy-2-phenyl-2<i>H</i>-chromene 6631-19-2 C18H18O3
2-ethoxy-3-methoxy-2-phenyl-2<i>H</i>-chromene
—— ethyl 2-(5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)acetate 1370734-44-3 C24H26O9
ethyl 2-(5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)acetate
—— 2-(4-bromophenyl)-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-07-6 C17H11BrO4
2-(4-bromophenyl)-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— 3-(methoxycarbonyl)-2-(4-nitrophenyl)-4H-benzopyran-4-one 132018-11-2 C17H11NO6
3-(methoxycarbonyl)-2-(4-nitrophenyl)-4H-benzopyran-4-one
—— methyl 2-(1,3-benzodioxol-5-yl)-4-(3-methoxyphenyl)-2H-chromene-3-carboxylate 1026500-73-1 C25H20O6
methyl 2-(1,3-benzodioxol-5-yl)-4-(3-methoxyphenyl)-2H-chromene-3-carboxylate
—— methyl 2-(1,3-benzodioxol-5-yl)-4-phenyl-2H-chromene-3-carboxylate 1028301-25-8 C24H18O5
methyl 2-(1,3-benzodioxol-5-yl)-4-phenyl-2H-chromene-3-carboxylate
—— methyl 2-(1,3-benzodioxol-5-yl)-4-pentoxy-2H-chromene-3-carboxylate 1028317-12-5 C23H24O6
methyl 2-(1,3-benzodioxol-5-yl)-4-pentoxy-2H-chromene-3-carboxylate
—— methyl 2-(1,3-benzodioxol-5-yl)-4-(4-propan-2-ylphenyl)-2H-chromene-3-carboxylate 1027557-24-9 C27H24O5
methyl 2-(1,3-benzodioxol-5-yl)-4-(4-propan-2-ylphenyl)-2H-chromene-3-carboxylate
—— methyl 2-(benzo[1,3]dioxol-5-yl)-4-(4-methoxy-phenyl)-2H-chromen-3-carboxylate 203918-54-1 C25H20O6
methyl 2-(benzo[1,3]dioxol-5-yl)-4-(4-methoxy-phenyl)-2H-chromen-3-carboxylate
—— methyl 2-(1,3-benzodioxol-5-yl)-4-ethoxy-2H-chromene-3-carboxylate 1026951-18-7 C20H18O6
methyl 2-(1,3-benzodioxol-5-yl)-4-ethoxy-2H-chromene-3-carboxylate
—— methyl rac-2-(benzo[d][1,3]dioxol-5-yl)-2H-chroman-3-carboxylate 1027923-45-0 C18H14O5
methyl rac-2-(benzo[d][1,3]dioxol-5-yl)-2H-chroman-3-carboxylate
—— 4-phenoxy-2-phenyl-chroman 31696-63-6 C21H18O2
4-phenoxy-2-phenyl-chroman
—— 1-(3,4,5-trimethoxyphenyl)-2-[2-(3,4,5-trimethoxyphenyl)chromen-4-ylidene]ethanone 1374021-96-1 C29H28O8
1-(3,4,5-trimethoxyphenyl)-2-[2-(3,4,5-trimethoxyphenyl)chromen-4-ylidene]ethanone
—— lophirone H 133740-28-0 C30H24O8
lophirone H
—— 8-(((3R,5S)-3,5-dimethylmorpholino)methyl)-5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one 1334524-00-3 C22H23NO6
8-(((3R,5S)-3,5-dimethylmorpholino)methyl)-5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
—— methyl 2-[3-methoxy-2-(methoxymethoxy)phenyl]-4-oxo-4H-chromene-3-carboxylate 1607814-78-7 C20H18O7
methyl 2-[3-methoxy-2-(methoxymethoxy)phenyl]-4-oxo-4H-chromene-3-carboxylate
—— 5,7-dihydroxy-8-((4-methylpiperazin-1-yl)methyl)-2-phenyl-4H-chromen-4-one 1255772-16-7 C21H22N2O4
5,7-dihydroxy-8-((4-methylpiperazin-1-yl)methyl)-2-phenyl-4H-chromen-4-one
—— 5,7-dihydroxy-2-phenyl-8-(pyrrolidin-1-ylmethyl)-4H-chromen-4-one 1255772-17-8 C20H19NO4
5,7-dihydroxy-2-phenyl-8-(pyrrolidin-1-ylmethyl)-4H-chromen-4-one
—— 5,6,7-trihydroxy-8-((4-(hydroxymethyl)piperidin-1-yl)methyl)-2-phenyl-4H-chromen-4-one 1334524-01-4 C22H23NO6
5,6,7-trihydroxy-8-((4-(hydroxymethyl)piperidin-1-yl)methyl)-2-phenyl-4H-chromen-4-one
—— methyl 2-(4-fluorophenyl)-4-oxo-4H-chromene-3-carboxylate 1391042-54-8 C17H11FO4
methyl 2-(4-fluorophenyl)-4-oxo-4H-chromene-3-carboxylate
—— 3-(9-methoxy-6,6-dimethyl-6,7-dihydrochromeno[3,2-c]chromen-7-yl)-1H-indole 1343415-28-0 C27H23NO3
3-(9-methoxy-6,6-dimethyl-6,7-dihydrochromeno[3,2-c]chromen-7-yl)-1H-indole
—— 6'-allyloxy-3-(benzo[b]furan-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside 217634-73-6 C26H28O9
6'-allyloxy-3-(benzo[b]furan-5-yl)-2'-hydroxypropiophenone 2'-O-β-D-glucopyranoside
—— 4'-Methoxyflavan-4-ol 5162-64-1 C16H16O3
4'-Methoxyflavan-4-ol
—— 4'-Methoxyflavan-4β-ol —— C16H16O3
4'-Methoxyflavan-4β-ol
—— 4'-Methoxyflavan-4α-ol 5162-64-1 C16H16O3
4'-Methoxyflavan-4α-ol
—— 1-[3-Methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]piperidine 5546-72-5 C29H27NO
1-[3-Methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]piperidine
—— 6,2'-dimethoxyflavanone 6344-22-5 C17H16O4
6,2'-dimethoxyflavanone
—— 3-ethynylflavone 1446428-58-5 C17H10O2
3-ethynylflavone
—— 3,5,7,4'-Tetraacetoxyflavon 112863-73-7 C23H22O9
3,5,7,4'-Tetraacetoxyflavon
—— (+/-)-afzelechin tetraacetate 19879-29-9 C23H22O9
(+/-)-afzelechin tetraacetate
—— 5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl 4-methoxybenzoate 10176-70-2 C26H22O8
5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl 4-methoxybenzoate
—— 6-hydroxy-3',4',5',5,7-pentamethoxyflavone 29043-06-9 C20H20O8
6-hydroxy-3',4',5',5,7-pentamethoxyflavone
—— BJ751/1 1456770-96-9 C17H11F3O5
BJ751/1
—— Tetra-O-methyl-(+)-dihydrorobinetin 63903-37-7 C19H20O7
Tetra-O-methyl-(+)-dihydrorobinetin
—— (-)-robinetinidol tetra-O-methyl ether 63783-74-4 C19H22O6
(-)-robinetinidol tetra-O-methyl ether
—— 4α-Hydroxy-tetra-O-methyl-(-)-robinetinidol 131347-66-5 C19H22O7
4α-Hydroxy-tetra-O-methyl-(-)-robinetinidol
—— 2',5-dihydroxy-3',4',6,6',7-pentamethoxyflavone 95412-49-0 C20H20O9
2',5-dihydroxy-3',4',6,6',7-pentamethoxyflavone
—— 7-((6-chloropyridin-3-yl)methoxy)-2-(4-methoxyphenyl)-4H-chromen-4-one 1239591-18-4 C22H16ClNO4
7-((6-chloropyridin-3-yl)methoxy)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 3-[(6-Chloropyridin-3-yl)methoxy]-2-(4-methoxyphenyl)chromen-4-one 1239591-12-8 C22H16ClNO4
3-[(6-Chloropyridin-3-yl)methoxy]-2-(4-methoxyphenyl)chromen-4-one
—— 3',5-dihydroxy-2',4',6,6',7-pentamethoxyflavone 95412-50-3 C20H20O9
3',5-dihydroxy-2',4',6,6',7-pentamethoxyflavone
—— 3-Hydroxy-3',4'-dimethoxy-flavanon 4904-24-9 C17H16O5
3-Hydroxy-3',4'-dimethoxy-flavanon
—— 4'-Methoxy-flavonol-acetat 132594-11-7 C18H14O5
4'-Methoxy-flavonol-acetat