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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
—— 1,1-Dichloro-1a-(4-methoxyphenyl)-7-thiophen-2-yl-7,7a-dihydrocyclopropa[b]chromene 111861-89-3 C21H16Cl2O2S
1,1-Dichloro-1a-(4-methoxyphenyl)-7-thiophen-2-yl-7,7a-dihydrocyclopropa[b]chromene
—— Cambridge id 5566136 111862-07-8 C18H18O2
Cambridge id 5566136
—— 2,3-dichloromethylene-2,4-diphenyl-3-methyl-1-benzodihydropyran 83236-57-1 C23H18Cl2O
2,3-dichloromethylene-2,4-diphenyl-3-methyl-1-benzodihydropyran
—— 1,1-dichloro-7b-ethoxy-1a-methyl-2-phenyl-2H-cyclopropa[c]chromene 111861-94-0 C19H18Cl2O2
1,1-dichloro-7b-ethoxy-1a-methyl-2-phenyl-2H-cyclopropa[c]chromene
—— 3-iodo-2-(2-methoxyphenyl)chromone 153446-74-3 C16H11IO3
3-iodo-2-(2-methoxyphenyl)chromone
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-7-propyloxymethyl-4H-1-benzopyran-4-one 180596-40-1 C29H33F3N2O5
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-7-propyloxymethyl-4H-1-benzopyran-4-one
—— 1a,7a-Dihydro-1a-(3-chlorophenyl)-7H-oxireno<b><1>benzopyran-7-one 134051-35-7 C15H9ClO3
1a,7a-Dihydro-1a-(3-chlorophenyl)-7H-oxireno<b><1>benzopyran-7-one
—— 2-(3-chlorophenyl)-4H-chromen-4-one 1849-61-2 C15H9ClO2
2-(3-chlorophenyl)-4H-chromen-4-one
—— 3-[4-[3,3,4,4,5,5-Hexafluoro-2-[2-methyl-5-(3-phenylbenzo[f]chromen-3-yl)thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]-3-phenylbenzo[f]chromene 1242271-79-9 C53H34F6O2S2
3-[4-[3,3,4,4,5,5-Hexafluoro-2-[2-methyl-5-(3-phenylbenzo[f]chromen-3-yl)thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]-3-phenylbenzo[f]chromene
—— 6-propionylflavonol 131136-61-3 C18H14O4
6-propionylflavonol
—— propyl 4-oxo-2-p-tolyl-4H-chromene-3-carboxylate 1391042-66-2 C20H18O4
propyl 4-oxo-2-p-tolyl-4H-chromene-3-carboxylate
—— 3,6,7-trihydroxy-2-(4-hydroxy-phenyl)-chromen-4-one 744209-14-1 C15H10O6
3,6,7-trihydroxy-2-(4-hydroxy-phenyl)-chromen-4-one
—— 3′,4′,3,6,7-pentamethoxyflavone 3542-60-7 C20H20O7
3′,4′,3,6,7-pentamethoxyflavone
—— 5,6-diacetoxy-2-(3-acetoxy-4-methoxy-phenyl)-3,7-dimethoxy-chromen-4-one 14397-72-9 C24H22O11
5,6-diacetoxy-2-(3-acetoxy-4-methoxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— 3,6,7-trihydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 727422-86-8 C15H10O8
3,6,7-trihydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 6-hydroxy-3,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 858801-44-2 C18H16O6
6-hydroxy-3,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 2-benzo[1,3]dioxol-5-yl-6-hydroxy-3,7-dimethoxy-chromen-4-one 859439-28-4 C18H14O7
2-benzo[1,3]dioxol-5-yl-6-hydroxy-3,7-dimethoxy-chromen-4-one
—— 3-methoxy-6,7-dihydroxyflavone 174024-39-6 C16H12O5
3-methoxy-6,7-dihydroxyflavone
—— 5,8-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one 872826-17-0 C16H12O5
5,8-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one
—— (+/-)-2-<4-Dimethylamino-phenyl>-chromanon-(4) 77038-22-3 C17H17NO2
(+/-)-2-<4-Dimethylamino-phenyl>-chromanon-(4)
—— 2-(4-chloro-phenyl)-chroman 73110-68-6 C15H13ClO
2-(4-chloro-phenyl)-chroman
—— 4'-(N,N-dimethylamino)flavan 73110-88-0 C17H19NO
4'-(N,N-dimethylamino)flavan
—— 4'-(N,N-dimethylamino) flavanone hydrochloride 73110-89-1 C17H17NO2*ClH
4'-(N,N-dimethylamino) flavanone hydrochloride
—— 2-phenyl-4-(4-tolyl)(1,1-dichlorocyclopropa)<b>chroman 81635-53-2 C23H18Cl2O
2-phenyl-4-(4-tolyl)(1,1-dichlorocyclopropa)<b>chroman
—— 2-(2,6-Difluorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one 1424351-91-6 C21H16F2N2O4
2-(2,6-Difluorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one
—— 2-(2,6-Difluorophenyl)-3-nitrochromen-4-one 187585-46-2 C15H7F2NO4
2-(2,6-Difluorophenyl)-3-nitrochromen-4-one
—— methyl 2-(1,3-benzodioxol-5-yl)-4-(4-methoxyphenyl)-7-propoxy-2H-chromene-3-carboxylate 1027518-91-7 C28H26O7
methyl 2-(1,3-benzodioxol-5-yl)-4-(4-methoxyphenyl)-7-propoxy-2H-chromene-3-carboxylate
—— 3,6-Dimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)-7-phenylmethoxychromen-4-one 209982-69-4 C32H28O7
3,6-Dimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)-7-phenylmethoxychromen-4-one
—— 3’,4’-dihydroxy-7-methoxyisoflavone 30797-60-5 C16H12O5
3’,4’-dihydroxy-7-methoxyisoflavone
—— 3',4'-dibenzyloxy-7-(3-dimethylaminopropoxy)flavone 307521-10-4 C34H33NO5
3',4'-dibenzyloxy-7-(3-dimethylaminopropoxy)flavone
—— 3',4'-dibenzyloxy-7-methoxyflavone 307521-05-7 C30H24O5
3',4'-dibenzyloxy-7-methoxyflavone
—— 3-Hydroxy-6-methoxy-2-(4-methoxy-3-phenylmethoxyphenyl)-7-phenylmethoxychromen-4-one 209982-68-3 C31H26O7
3-Hydroxy-6-methoxy-2-(4-methoxy-3-phenylmethoxyphenyl)-7-phenylmethoxychromen-4-one
—— 7-phenyl-furo[3,2-<i>g</i>]chromen-5-one 4439-70-7 C17H10O3
7-phenyl-furo[3,2-<i>g</i>]chromen-5-one
—— 7-(3,4-dimethoxy-phenyl)-furo[3,2-<i>g</i>]chromen-5-one 95277-26-2 C19H14O5
7-(3,4-dimethoxy-phenyl)-furo[3,2-<i>g</i>]chromen-5-one
—— 7-benzo[1,3]dioxol-5-yl-furo[3,2-<i>g</i>]chromen-5-one 94803-18-6 C18H10O5
7-benzo[1,3]dioxol-5-yl-furo[3,2-<i>g</i>]chromen-5-one
—— 7-(3-hydroxypropoxy)flavone 93876-03-0 C18H16O4
7-(3-hydroxypropoxy)flavone
—— 2-Phenyl-7-[3-(propan-2-ylamino)propoxy]chromen-4-one 117096-70-5 C21H23NO3
2-Phenyl-7-[3-(propan-2-ylamino)propoxy]chromen-4-one
—— 6-acetyl-5-hydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran 68421-25-0 C17H16O3
6-acetyl-5-hydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran
—— 7-<2-hydroxy-3-<N-propyl-N-<(benzyloxy)carbonyl>amino>propoxy>flavone 117096-66-9 C29H29NO6
7-<2-hydroxy-3-<N-propyl-N-<(benzyloxy)carbonyl>amino>propoxy>flavone
—— 7-benzoyloxy-2-phenyl-4H-1-benzopyran-4-one 39103-37-2 C22H14O4
7-benzoyloxy-2-phenyl-4H-1-benzopyran-4-one
—— 7-hydroxy-2-(2,3,4-trimethoxy phenyl)-4H-chromen-4-one 144707-13-1 C18H16O6
7-hydroxy-2-(2,3,4-trimethoxy phenyl)-4H-chromen-4-one
—— 2-(2,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one 7585-62-8 C17H14O5
2-(2,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one
—— (6-Chloro-4-oxo-2-phenylchromen-3-yl) 3-methylbenzoate 877289-49-1 C23H15ClO4
(6-Chloro-4-oxo-2-phenylchromen-3-yl) 3-methylbenzoate
—— (6-Chloro-4-oxo-2-phenylchromen-3-yl) 4-nitrobenzoate 877289-97-9 C22H12ClNO6
(6-Chloro-4-oxo-2-phenylchromen-3-yl) 4-nitrobenzoate
—— (6-Chloro-4-oxo-2-phenylchromen-3-yl) benzoate 877289-37-7 C22H13ClO4
(6-Chloro-4-oxo-2-phenylchromen-3-yl) benzoate
—— 6-chloro-3-hydroxy-2-phenyl-4-oxo-4H-1-benzopyran 93986-79-9 C15H9ClO3
6-chloro-3-hydroxy-2-phenyl-4-oxo-4H-1-benzopyran
—— trans-3-methylflavan 26005-23-2 C16H16O
trans-3-methylflavan
—— trans-3-methylflavanone 15334-22-2 C16H14O2
trans-3-methylflavanone
—— 8-bromo-6-chloro-3-(ethoxycarbonylmethyloxy)flavone 910625-88-6 C19H14BrClO5
8-bromo-6-chloro-3-(ethoxycarbonylmethyloxy)flavone
—— 3,3-diphenyl-6-formyl-<3H>-naphtho<2,1-b>pyran 227471-73-0 C26H18O2
3,3-diphenyl-6-formyl-<3H>-naphtho<2,1-b>pyran