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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-piperidinophenyl)-3-phenyl-6-morpholino-3H-naphtho[2,1-b]pyran 214746-73-3 C34H34N2O2
3-(4-piperidinophenyl)-3-phenyl-6-morpholino-3H-naphtho[2,1-b]pyran
—— 2-(3-chloro-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 57009-22-0 C16H9ClO4
2-(3-chloro-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 4-oxo-2-phenyl-chroman-6-carboxylic acid ethyl ester 101723-72-2 C18H16O4
4-oxo-2-phenyl-chroman-6-carboxylic acid ethyl ester
—— 4-oxo-2-phenyl-4<i>H</i>-chromene-6-carboxylic acid 57009-21-9 C16H10O4
4-oxo-2-phenyl-4<i>H</i>-chromene-6-carboxylic acid
—— 4-acetoxy-2,2-diphenylbenzopyran 4222-11-1 C23H18O3
4-acetoxy-2,2-diphenylbenzopyran
—— 2-(4-morpholinophenyl)-2-phenyl-5-methyl-7,9-dimethoxy-[2H]-naphtho[1,2-b]pyran 203318-84-7 C32H31NO4
2-(4-morpholinophenyl)-2-phenyl-5-methyl-7,9-dimethoxy-[2H]-naphtho[1,2-b]pyran
—— N-{1-methoxy-6-[3-(methylamino)phenyl]-6H-benzo[c]chromen-8-yl}methanesulfonamide 373622-16-3 C22H22N2O4S
N-{1-methoxy-6-[3-(methylamino)phenyl]-6H-benzo[c]chromen-8-yl}methanesulfonamide
—— 6-dimethylaminomethyl-2-(4-methoxyphenyl)-1-benzopyran-4-one 1204603-61-1 C19H19NO3
6-dimethylaminomethyl-2-(4-methoxyphenyl)-1-benzopyran-4-one
—— 3-butyl-2-phenylchroman-4-one 448918-04-5 C19H20O2
3-butyl-2-phenylchroman-4-one
—— 2-(2-chlorophenyl)-6-(4-piperazinomethyl)-1-benzopyran-4-one 1204603-75-7 C20H19ClN2O2
2-(2-chlorophenyl)-6-(4-piperazinomethyl)-1-benzopyran-4-one
—— 2-(4-methoxyphenyl)-6-(4-toluidinomethyl)-1-benzopyran-4-one 1204603-64-4 C24H21NO3
2-(4-methoxyphenyl)-6-(4-toluidinomethyl)-1-benzopyran-4-one
—— 2-(2-chlorophenyl)-6-morpholinomethyl-1-benzopyran-4-one 1204603-73-5 C20H18ClNO3
2-(2-chlorophenyl)-6-morpholinomethyl-1-benzopyran-4-one
—— 2-(4-methoxyphenyl)-6-(4-piperazinomethyl)-1-benzopyran-4-one 1204603-65-5 C21H22N2O3
2-(4-methoxyphenyl)-6-(4-piperazinomethyl)-1-benzopyran-4-one
—— 2-(3,4-dimethoxyphenyl)-6-morpholinomethyl-1-benzopyran-4-one 1204603-68-8 C22H23NO5
2-(3,4-dimethoxyphenyl)-6-morpholinomethyl-1-benzopyran-4-one
—— 6-morpholinomethyl-2-(4-methoxyphenyl)-1-benzopyran-4-one 1204603-63-3 C21H21NO4
6-morpholinomethyl-2-(4-methoxyphenyl)-1-benzopyran-4-one
—— 2-(2-chlorophenyl)-6-(4-toluidinomethyl)-1-benzopyran-4-one 1204603-74-6 C23H18ClNO2
2-(2-chlorophenyl)-6-(4-toluidinomethyl)-1-benzopyran-4-one
—— 2-(3,4-dimethoxyphenyl)-6-(4-toluidinomethyl)-1-benzopyran-4-one 1204603-69-9 C25H23NO4
2-(3,4-dimethoxyphenyl)-6-(4-toluidinomethyl)-1-benzopyran-4-one
—— 6-dimethylaminomethyl-2-(3,4-dimethoxyphenyl)-1-benzopyran-4-one 1204603-67-7 C20H21NO4
6-dimethylaminomethyl-2-(3,4-dimethoxyphenyl)-1-benzopyran-4-one
—— 2-(3,4-dimethoxyphenyl)-6-(4-piperazinomethyl)-1-benzopyran-4-one 1204603-70-2 C22H24N2O4
2-(3,4-dimethoxyphenyl)-6-(4-piperazinomethyl)-1-benzopyran-4-one
—— 6-chloromethyl-2-(2-chlorophenyl)-1-benzopyran-4-one 1204603-60-0 C16H10Cl2O2
6-chloromethyl-2-(2-chlorophenyl)-1-benzopyran-4-one
—— 5-O-tert-butyldimethylsilyl-7-O-(2-tert-butyldimethylsilyloxyethyl)chrysin 265975-32-4 C29H42O5Si2
5-O-tert-butyldimethylsilyl-7-O-(2-tert-butyldimethylsilyloxyethyl)chrysin
—— 2-(2-chlorophenyl)-6-dimethylaminomethyl-1-benzopyran-4-one 1204603-72-4 C18H16ClNO2
2-(2-chlorophenyl)-6-dimethylaminomethyl-1-benzopyran-4-one
—— 6-chloromethyl-2-(3,4-dimethoxyphenyl)-1-benzopyran-4-one 1204603-59-7 C18H15ClO4
6-chloromethyl-2-(3,4-dimethoxyphenyl)-1-benzopyran-4-one
—— 4-{4-oxo-2-(2-chlorophenyl)-6-benzopyranylmethylamino}-1-benzene-sulfonamide 1204603-76-8 C22H17ClN2O4S
4-{4-oxo-2-(2-chlorophenyl)-6-benzopyranylmethylamino}-1-benzene-sulfonamide
—— 4-{4-oxo-2-(4-methoxyphenyl)-6-benzopyranylmethylamino}-1-benzene-sulfonamide 1204603-66-6 C23H20N2O5S
4-{4-oxo-2-(4-methoxyphenyl)-6-benzopyranylmethylamino}-1-benzene-sulfonamide
—— 6-chloromethyl-2-(4-methoxyphenyl)-1-benzopyran-4-one 1204603-58-6 C17H13ClO3
6-chloromethyl-2-(4-methoxyphenyl)-1-benzopyran-4-one
—— 4-{4-oxo-2-(3,4-dimethoxyphenyl)-6-benzopyranylmethylamino}-1-benzene-sulfonamide 1204603-71-3 C24H22N2O6S
4-{4-oxo-2-(3,4-dimethoxyphenyl)-6-benzopyranylmethylamino}-1-benzene-sulfonamide
—— 6-(4-methoxyphenyl)-11-phenylindeno[1,2-c]chromene 1309468-68-5 C29H20O2
6-(4-methoxyphenyl)-11-phenylindeno[1,2-c]chromene
—— isopropyl 2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-methoxy-2H-chromene-3-carboxylate 203917-90-2 C24H26O7
isopropyl 2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-methoxy-2H-chromene-3-carboxylate
—— methyl 2-(benzo[1,3]dioxol-5-yl)-4-chloro-6-isopropoxy-2H-chromene-3-carboxylate 203917-94-6 C21H19ClO6
methyl 2-(benzo[1,3]dioxol-5-yl)-4-chloro-6-isopropoxy-2H-chromene-3-carboxylate
—— (3aRS,6aSR)-2-methyl-5-[3-(4-oxo-4H-chromen-2-yl)phenyl]tetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione 1356490-96-4 C22H18N2O4
(3aRS,6aSR)-2-methyl-5-[3-(4-oxo-4H-chromen-2-yl)phenyl]tetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione
—— dimethyl 1-[3-(4-oxo-4H-chromen-2-yl)phenyl]-1H-pyrrole-3,4-dicarboxylate 1356491-39-8 C23H17NO6
dimethyl 1-[3-(4-oxo-4H-chromen-2-yl)phenyl]-1H-pyrrole-3,4-dicarboxylate
—— dimethyl (3RS,4SR)-1-[3-(4-oxo-4H-chromen-2-yl)phenyl]pyrrolidine-3,4-dicarboxylate 1356491-12-7 C23H21NO6
dimethyl (3RS,4SR)-1-[3-(4-oxo-4H-chromen-2-yl)phenyl]pyrrolidine-3,4-dicarboxylate
—— 5-hydroxy-7-methoxy-8-methylflavanone 109688-35-9 C19H18O5
5-hydroxy-7-methoxy-8-methylflavanone
—— (+/-)-8-bromo-5,7-dihydroxy-6-methyl-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one 84314-28-3 C16H13BrO4
(+/-)-8-bromo-5,7-dihydroxy-6-methyl-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
—— 4'-amino-3'-nitroflavone 170804-61-2 C15H10N2O4
4'-amino-3'-nitroflavone
—— neoisoengeletin 54081-50-4 C21H22O10
neoisoengeletin
—— Engeletin 572-31-6 C21H22O10
Engeletin
—— neoengeletin 54081-49-1 C21H22O10
neoengeletin
—— 6,8-dibromo-4'-methoxyflavone 75780-70-0 C16H10Br2O3
6,8-dibromo-4'-methoxyflavone
—— 7-decyl-3,2',4',5'-tetrahydroxy-flavone 649551-57-5 C25H30O6
7-decyl-3,2',4',5'-tetrahydroxy-flavone
—— 3,2',4',5'-tetramethoxy-7-decyl-flavone 649551-95-1 C29H38O6
3,2',4',5'-tetramethoxy-7-decyl-flavone
—— quercetin 3,7,3',4'-tetramethyl ether-5-acetate 50837-35-9 C21H20O8
quercetin 3,7,3',4'-tetramethyl ether-5-acetate
—— 8-bromo-6-chloroflavone 901768-78-3 C15H8BrClO2
8-bromo-6-chloroflavone
—— (4-Oxo-2-phenylchromen-3-yl) 3-bromobenzoate 808784-16-9 C22H13BrO4
(4-Oxo-2-phenylchromen-3-yl) 3-bromobenzoate
—— 2-biphenyl-3-yl-chromen-4-one 920286-89-1 C21H14O2
2-biphenyl-3-yl-chromen-4-one
—— 5,7,2'.4',5'-pentamethoxyflavone 1621-83-6 C20H20O7
5,7,2'.4',5'-pentamethoxyflavone
—— 3-((benzyloxycarbonylamino)methyl)-8-bromo-6-chloro-2-(4-methoxyphenyl)-chromone 927884-89-7 C25H19BrClNO5
3-((benzyloxycarbonylamino)methyl)-8-bromo-6-chloro-2-(4-methoxyphenyl)-chromone
—— 8-bromo-6-chloro-2-(4-methoxyphenyl)-chroman-4-one 927884-80-8 C16H12BrClO3
8-bromo-6-chloro-2-(4-methoxyphenyl)-chroman-4-one
—— 6-fluoro-4'-methylaminoflavone 1147337-20-9 C16H12FNO2
6-fluoro-4'-methylaminoflavone