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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
—— 5-O-(ethoxycarbonyl)methyl-7-O-benzoyl chrysin 1577233-41-0 C26H20O7
5-O-(ethoxycarbonyl)methyl-7-O-benzoyl chrysin
—— 5,7-Dimethoxy-8-(3-methyl-butylamino)-2-phenyl-chromen-4-one 272773-98-5 C22H25NO4
5,7-Dimethoxy-8-(3-methyl-butylamino)-2-phenyl-chromen-4-one
—— 5-O-carboxymethyl chrysin 1577233-42-1 C17H12O6
5-O-carboxymethyl chrysin
—— Acetic acid 5-hydroxy-6,8-diiodo-4-oxo-2-phenyl-4H-chromen-7-yl ester 539823-65-9 C17H10I2O5
Acetic acid 5-hydroxy-6,8-diiodo-4-oxo-2-phenyl-4H-chromen-7-yl ester
—— N-(5-bromopyridin-2-yl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide 1447463-69-5 C22H15BrN2O5
N-(5-bromopyridin-2-yl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide
—— 7-oxo-1a-phenyl-7,7a-dihydro-1aH-oxireno[2,3-b]chromene-4,6-diyl diacetate 1265223-32-2 C19H14O7
7-oxo-1a-phenyl-7,7a-dihydro-1aH-oxireno[2,3-b]chromene-4,6-diyl diacetate
—— 5,6,7,8-tetrahydroxyflavone 727409-30-5 C15H10O6
5,6,7,8-tetrahydroxyflavone
—— 5,6-dihydroxy-7-allyloxy-flavone 944830-42-6 C18H14O5
5,6-dihydroxy-7-allyloxy-flavone
—— 7-benzoyl-5-O-prenyl chrysin 447451-05-0 C27H22O5
7-benzoyl-5-O-prenyl chrysin
—— 2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-N-(5-methylpyridin-2-yl)acetamide 1447463-68-4 C23H18N2O5
2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-N-(5-methylpyridin-2-yl)acetamide
—— 4-hydroxy-2,3,3-trimethyl-7-phenyl-2,3-dihydrofurano[3,2-g]-4H-chromen-5-one 50402-96-5 C20H18O4
4-hydroxy-2,3,3-trimethyl-7-phenyl-2,3-dihydrofurano[3,2-g]-4H-chromen-5-one
—— 5-hydroxy-2-phenyl-7-(3-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)propoxy)-4H-chromen-4-one 1489102-99-9 C38H42N4O4
5-hydroxy-2-phenyl-7-(3-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)propoxy)-4H-chromen-4-one
—— 5-methoxy-2-phenyl-7-(3-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)propoxy)-4H-chromen-4-one 1489103-02-7 C39H44N4O4
5-methoxy-2-phenyl-7-(3-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)propoxy)-4H-chromen-4-one
—— 7-(2-(1H-imidazol-1-yl)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-58-9 C20H16N2O4
7-(2-(1H-imidazol-1-yl)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 2,3-dihydro-2-phenyl-6-hydroxy-2,5,7,8-tetramethyl-4H-1-benzopyran-4-one 133658-42-1 C18H18O3
2,3-dihydro-2-phenyl-6-hydroxy-2,5,7,8-tetramethyl-4H-1-benzopyran-4-one
—— 7-(2-(propylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1190373-63-7 C20H21NO4
7-(2-(propylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— O5-acetyl-O7-chrysinacetic acid [4-(4-phenyl-1,2,5-oxadiazole-2-oxide-3-yl)methoxyl]benzyl ester 1245644-41-0 C35H26N2O10
O5-acetyl-O7-chrysinacetic acid [4-(4-phenyl-1,2,5-oxadiazole-2-oxide-3-yl)methoxyl]benzyl ester
—— 6-C-(3,3-dimethyl-2-propen-1-yl)norwogonin 146195-87-1 C20H18O5
6-C-(3,3-dimethyl-2-propen-1-yl)norwogonin
—— 8-Isopropylamino-5,7-dimethoxy-2-phenyl-chromen-4-one 272773-95-2 C20H21NO4
8-Isopropylamino-5,7-dimethoxy-2-phenyl-chromen-4-one
—— N-(2-bromophenyl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide 1447463-75-3 C23H16BrNO5
N-(2-bromophenyl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide
—— 7-(N-t-butyloxycarbonyl-L-valyloxy)-5-hydroxy-2-phenylchromen-4-one 294855-26-8 C25H27NO7
7-(N-t-butyloxycarbonyl-L-valyloxy)-5-hydroxy-2-phenylchromen-4-one
—— O5-acetyl-O7-chrysinacetic acid [3-(4-phenyl-1,2,5-oxadiazole-2-oxide-3-yl)methoxyl]benzyl ester 1245643-07-5 C35H26N2O10
O5-acetyl-O7-chrysinacetic acid [3-(4-phenyl-1,2,5-oxadiazole-2-oxide-3-yl)methoxyl]benzyl ester
—— 2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-N-(3-methoxyphenyl)acetamide 1447463-76-4 C24H19NO6
2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-N-(3-methoxyphenyl)acetamide
—— 7-(N-p-tosyl-β-alanyloxy)-5-hydroxy-2-phenylchromen-4-one 300829-15-6 C25H21NO7S
7-(N-p-tosyl-β-alanyloxy)-5-hydroxy-2-phenylchromen-4-one
—— 7-(2-(methylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-76-1 C18H17NO4
7-(2-(methylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 3-((4-((2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)methyl)phenoxy)methyl)-4-phenyl-1,2,5-oxadiazole 2-oxide 1235587-46-8 C33H24N2O9
3-((4-((2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)methyl)phenoxy)methyl)-4-phenyl-1,2,5-oxadiazole 2-oxide
—— 7-(2-(4-benzylpiperazin-1-yl)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-53-4 C28H28N2O4
7-(2-(4-benzylpiperazin-1-yl)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— O7-chrysinacetic acid (4-phenyl-1,2,5-oxadiazole-2-oxide-3-yl)methyl ester 1141487-92-4 C26H18N2O8
O7-chrysinacetic acid (4-phenyl-1,2,5-oxadiazole-2-oxide-3-yl)methyl ester
—— 7-(N-carbobenzyloxy-L-alanyloxy)-5-hydroxy-2-phenylchromen-4-one 313507-65-2 C26H21NO7
7-(N-carbobenzyloxy-L-alanyloxy)-5-hydroxy-2-phenylchromen-4-one
—— N-benzyl-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide 1447463-77-5 C24H19NO5
N-benzyl-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide
—— 7-(2-(dipropylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1190373-64-8 C23H27NO4
7-(2-(dipropylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 3-((3-((2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)methyl)phenoxy)methyl)-4-phenyl-1,2,5-oxadiazole 2-oxide 1245648-48-9 C33H24N2O9
3-((3-((2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)methyl)phenoxy)methyl)-4-phenyl-1,2,5-oxadiazole 2-oxide
—— N-(3-bromophenyl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide 1447463-74-2 C23H16BrNO5
N-(3-bromophenyl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide
—— N-(4-bromopyridin-2-yl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide 1447463-70-8 C22H15BrN2O5
N-(4-bromopyridin-2-yl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide
—— 7-(2-(tert-butylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-79-4 C21H23NO4
7-(2-(tert-butylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 7-(N-carbobenzyloxy-L-leucyloxy)-5-hydroxy-2-phenylchromen-4-one 1031208-31-7 C29H27NO7
7-(N-carbobenzyloxy-L-leucyloxy)-5-hydroxy-2-phenylchromen-4-one
—— 7-(2-(diisopropylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-80-7 C23H27NO4
7-(2-(diisopropylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-N-(p-tolyl)acetamide 892563-31-4 C24H19NO5
2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-N-(p-tolyl)acetamide
—— 7-(N-carbobenzyloxy-L-methionyloxy)-5-hydroxy-2-phenylchromen-4-one 1042419-22-6 C28H25NO7S
7-(N-carbobenzyloxy-L-methionyloxy)-5-hydroxy-2-phenylchromen-4-one
—— 7-(2-(dibutylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1190373-66-0 C25H31NO4
7-(2-(dibutylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 7-(2-(2-methyl-1H-imidazol-1-yl)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-61-4 C21H18N2O4
7-(2-(2-methyl-1H-imidazol-1-yl)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— O5-acetyl-O7-chrysinacetic acid (4-phenyl-1,2,5-oxadiazole-2-oxide-3-yl)methyl ester 1245649-42-6 C28H20N2O9
O5-acetyl-O7-chrysinacetic acid (4-phenyl-1,2,5-oxadiazole-2-oxide-3-yl)methyl ester
—— 7-(2-(isopropylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-77-2 C20H21NO4
7-(2-(isopropylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— (+/-)-5,7-dihydroxy-8-(1-(methylamino)hexyl)-2-phenyl-4H-chromen-4-one 1363338-96-8 C22H25NO4
(+/-)-5,7-dihydroxy-8-(1-(methylamino)hexyl)-2-phenyl-4H-chromen-4-one
—— 7-(N-carbobenzyloxy-L-phenylalanyloxy)-5-hydroxy-2-phenylchromen-4-one 1141487-75-3 C32H25NO7
7-(N-carbobenzyloxy-L-phenylalanyloxy)-5-hydroxy-2-phenylchromen-4-one
—— 7-(N-t-butyloxycarbonyl-L-isoleucyloxy)-5-hydroxy-2-phenylchromen-4-one 294854-79-8 C26H29NO7
7-(N-t-butyloxycarbonyl-L-isoleucyloxy)-5-hydroxy-2-phenylchromen-4-one
—— 7-(2-morpholinoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-45-4 C21H21NO5
7-(2-morpholinoethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl) ethoxy)-4H-chromen-4-one 1190373-67-1 C21H21NO4
5-hydroxy-2-phenyl-7-(2-(pyrrolidin-1-yl) ethoxy)-4H-chromen-4-one
—— 7-(N-t-butyloxycarbonyl-L-leucyloxy)-5-hydroxy-2-phenylchromen-4-one 294854-83-4 C26H29NO7
7-(N-t-butyloxycarbonyl-L-leucyloxy)-5-hydroxy-2-phenylchromen-4-one
—— N-(3-fluoropyridin-2-yl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide 1447463-72-0 C22H15FN2O5
N-(3-fluoropyridin-2-yl)-2-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetamide