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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
—— 3,7-dihydroxy-2,8-di(4-methoxyphenyl)-4H,6Hpyrano[3,2-g]chromene-4,6-dione 32140-78-6 C26H18O8
3,7-dihydroxy-2,8-di(4-methoxyphenyl)-4H,6Hpyrano[3,2-g]chromene-4,6-dione
—— 2-(5-bromo-2,3-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one 1443430-16-7 C17H13BrO5
2-(5-bromo-2,3-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one
—— (R)-8-methoxy-3-nitro-2-phenyl-2H-chromene 1162662-47-6 C16H13NO4
(R)-8-methoxy-3-nitro-2-phenyl-2H-chromene
—— (R)-8-methoxy-2-phenyl-2H-chromene-3-carbaldehyde 1195315-19-5 C17H14O3
(R)-8-methoxy-2-phenyl-2H-chromene-3-carbaldehyde
—— 2-(4-chlorophenyl)-8-methoxy-4H-chromen-4-one 1338789-45-9 C16H11ClO3
2-(4-chlorophenyl)-8-methoxy-4H-chromen-4-one
—— 2-(4-(2-dimethylaminoethylamino)phenyl)-5,7-dimethoxychromen-4-one 1612891-90-3 C21H24N2O4
2-(4-(2-dimethylaminoethylamino)phenyl)-5,7-dimethoxychromen-4-one
—— 4,5-dimethoxyflav-3-ene 1233713-61-5 C17H16O3
4,5-dimethoxyflav-3-ene
—— 2-methyl-2-phenyl-2H-benzo[h]chromene 136189-59-8 C20H16O
2-methyl-2-phenyl-2H-benzo[h]chromene
—— diethyl (6-chloro-4-oxo-2-phenyl-4H-chromen-3-yl)phosphonate 1375533-50-8 C19H18ClO5P
diethyl (6-chloro-4-oxo-2-phenyl-4H-chromen-3-yl)phosphonate
—— raloxifene 188823-98-5 C28H27NO4S
raloxifene
—— tert-butyl-[[3-[tert-butyl(dimethyl)silyl]oxy-6-[4-(2-piperidin-1-ylethoxy)phenyl]-6H-[1]benzofuro[3,2-c]chromen-9-yl]oxy]-dimethylsilane 188824-57-9 C40H55NO5Si2
tert-butyl-[[3-[tert-butyl(dimethyl)silyl]oxy-6-[4-(2-piperidin-1-ylethoxy)phenyl]-6H-[1]benzofuro[3,2-c]chromen-9-yl]oxy]-dimethylsilane
—— 7-hydroxy-3-(4-hydroxyphenyl)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydrochromen-4-one 265654-08-8 C28H29NO5
7-hydroxy-3-(4-hydroxyphenyl)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydrochromen-4-one
—— 2-(2,4-dimethoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one 58124-14-4 C17H14O6
2-(2,4-dimethoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
—— dimethyl 2-phenylchroman-3,3-dicarboxylate 1173178-80-7 C19H18O5
dimethyl 2-phenylchroman-3,3-dicarboxylate
—— 2-(2,5-difluorophenyl)-6-(4-ethoxy-2-nitrophenoxy)chroman 488849-32-7 C23H19F2NO5
2-(2,5-difluorophenyl)-6-(4-ethoxy-2-nitrophenoxy)chroman
—— 2,4-Diphenyl-2H-benzopyran 58530-41-9 C21H16O
2,4-Diphenyl-2H-benzopyran
—— 2-(2,5-difluoro-phenyl)-chroman-6-ol 488848-02-8 C15H12F2O2
2-(2,5-difluoro-phenyl)-chroman-6-ol
—— 4',4'''-dihydroxy-6,6''-biflavone 1311284-65-7 C30H18O6
4',4'''-dihydroxy-6,6''-biflavone
—— Bis-<2-(4-methoxyphenyl)-chromen-4-on-6-yl> 1446-10-2 C32H22O6
Bis-<2-(4-methoxyphenyl)-chromen-4-on-6-yl>
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 4-amino-3-hydroxybenzoate 1355333-51-5 C22H15NO9
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 4-amino-3-hydroxybenzoate
—— 1-[2-[4-(3-phenyl-2H-chromen-2-yl)phenoxy]ethyl]azepane 130406-75-6 C29H31NO2
1-[2-[4-(3-phenyl-2H-chromen-2-yl)phenoxy]ethyl]azepane
—— (E)-4’-chloro-3-styrylflavone 1373355-48-6 C23H15ClO2
(E)-4’-chloro-3-styrylflavone
—— 2-(4-bromophenyl)-7-methoxy-4H-chromen-4-one 1012781-42-8 C16H11BrO3
2-(4-bromophenyl)-7-methoxy-4H-chromen-4-one
—— 7-methoxy-2-(2-methoxy-phenyl)-chroman-4-one 32272-17-6 C17H16O4
7-methoxy-2-(2-methoxy-phenyl)-chroman-4-one
—— (+)-2-(3-methoxyphenyl)chroman-4-one 127179-85-5 C16H14O3
(+)-2-(3-methoxyphenyl)chroman-4-one
—— 2-(4-chlorophenyl)-2H-chromene 1362479-09-1 C15H11ClO
2-(4-chlorophenyl)-2H-chromene
—— 2-(3-methoxyphenyl)-2H-chromene 88348-41-8 C16H14O2
2-(3-methoxyphenyl)-2H-chromene
—— 1a,7a-Dihydro-1a-(4-chlorophenyl)-7H-oxireno<b><1>benzopyran-7-one 134051-33-5 C15H9ClO3
1a,7a-Dihydro-1a-(4-chlorophenyl)-7H-oxireno<b><1>benzopyran-7-one
—— 7-hydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one 127590-86-7 C16H9F3O3
7-hydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— Methyl 2-[6-methyl-2-(4-methylphenyl)-4-oxochromen-8-yl]propanoate 213622-43-6 C21H20O4
Methyl 2-[6-methyl-2-(4-methylphenyl)-4-oxochromen-8-yl]propanoate
—— 2-(4-bromophenyl)-6-methylchroman-4-one 686312-08-3 C16H13BrO2
2-(4-bromophenyl)-6-methylchroman-4-one
—— 2-(4-hexylamino-biphenyl-2-yl)-6-methyl-chromen-4-one 920286-88-0 C28H29NO2
2-(4-hexylamino-biphenyl-2-yl)-6-methyl-chromen-4-one
—— 2-(4-(allyloxy)-3-methoxyphenyl)-6-methyl-4H-chromen-4-one 1400277-21-5 C20H18O4
2-(4-(allyloxy)-3-methoxyphenyl)-6-methyl-4H-chromen-4-one
—— 2-(4-fluorophenyl)-6-methyl-4H-chromen-4-one 332102-77-9 C16H11FO2
2-(4-fluorophenyl)-6-methyl-4H-chromen-4-one
—— 2-(4-Chloronaphthalen-1-yl)-6-methylchromen-4-one 146517-71-7 C20H13ClO2
2-(4-Chloronaphthalen-1-yl)-6-methylchromen-4-one
—— Methyl 2-[2-(4-chlorophenyl)-6-methyl-4-oxochromen-8-yl]propanoate 213622-42-5 C20H17ClO4
Methyl 2-[2-(4-chlorophenyl)-6-methyl-4-oxochromen-8-yl]propanoate
—— 3-Hydroxy-6-methyl-2-naphthalen-1-ylchromen-4-one 141213-88-9 C20H14O3
3-Hydroxy-6-methyl-2-naphthalen-1-ylchromen-4-one
—— 2-(4-Chlorophenyl)-6-methyl-8-propanoylchromen-4-one 213622-34-5 C19H15ClO3
2-(4-Chlorophenyl)-6-methyl-8-propanoylchromen-4-one
—— Methyl 2-(6-methyl-4-oxo-2-phenylchromen-8-yl)propanoate 213622-41-4 C20H18O4
Methyl 2-(6-methyl-4-oxo-2-phenylchromen-8-yl)propanoate
—— Methyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-8-yl]propanoate 213622-44-7 C21H20O5
Methyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-8-yl]propanoate
—— 6-methyl-2-(1’-naphthyl) chromone 141213-84-5 C20H14O2
6-methyl-2-(1’-naphthyl) chromone
—— 1a,7a-Dihydro-5-methyl-1a-(3-chlorophenyl)-7H-oxireno<b><1>benzopyran-7-one 136764-55-1 C16H11ClO3
1a,7a-Dihydro-5-methyl-1a-(3-chlorophenyl)-7H-oxireno<b><1>benzopyran-7-one
—— 6-methyl-2'-nitroflavone 52790-89-3 C16H11NO4
6-methyl-2'-nitroflavone
—— 6-Methyl-3'-nitroflavone 250262-42-1 C16H11NO4
6-Methyl-3'-nitroflavone
—— 6-Methyl-3'-chloroflavone 138290-65-0 C16H11ClO2
6-Methyl-3'-chloroflavone
—— 2-(4-Hydroxyphenyl)-3-methoxy-6-methylchromen-4-one 111391-87-8 C17H14O4
2-(4-Hydroxyphenyl)-3-methoxy-6-methylchromen-4-one
—— 2-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-7-hydroxy-4H-benzopyran-4-one 134178-13-5 C21H24O4Si
2-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-7-hydroxy-4H-benzopyran-4-one
—— 2-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-6-hydroxy-4H-benzopyran-4-one 134178-12-4 C21H24O4Si
2-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-6-hydroxy-4H-benzopyran-4-one
—— 6-chloro-2-(4-chlorophenyl)-3-hydroxy-4H-chromen-4-one 111391-55-0 C15H8Cl2O3
6-chloro-2-(4-chlorophenyl)-3-hydroxy-4H-chromen-4-one
—— 6-Chloro-2-(4-chlorophenyl)-3-methoxychromen-4-one 111391-74-3 C16H10Cl2O3
6-Chloro-2-(4-chlorophenyl)-3-methoxychromen-4-one