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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
—— Robinin 301-19-9 C33H40O19
Robinin
—— syringetin-3-O-β-D-galactopyranoside 40039-49-4 C23H24O13
syringetin-3-O-β-D-galactopyranoside
—— 3-(3,4-dimethoxyphenyl)-2-hydroxy-1H-benzo[f]chromen-1-one 1456866-22-0 C21H16O5
3-(3,4-dimethoxyphenyl)-2-hydroxy-1H-benzo[f]chromen-1-one
—— sorbifolin 6-O-β-D-glucopyranoside 89647-63-2 C22H22O11
sorbifolin 6-O-β-D-glucopyranoside
—— (±)-5,7-diacetoxy-4'-hydroxyflavan-4-one 517892-90-9 C19H16O7
(±)-5,7-diacetoxy-4'-hydroxyflavan-4-one
—— 3a,4-dihydro-c-3a-methyl-r-4-phenyl<1,2>oxathiolo<4,5-c><1>benzopyran 2,2-dioxide 116703-62-9 C17H14O4S
3a,4-dihydro-c-3a-methyl-r-4-phenyl<1,2>oxathiolo<4,5-c><1>benzopyran 2,2-dioxide
—— 7-methoxy-5-(3-methylbut-2-enyloxy)flavanone 1220680-24-9 C21H22O4
7-methoxy-5-(3-methylbut-2-enyloxy)flavanone
—— 2,3-dihydro-c-3-isopentylamino-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one 116703-67-4 C21H25NO2
2,3-dihydro-c-3-isopentylamino-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one
—— 2,3-dihydro-c-3-formyloxy-t-3-methyl-r-2-phenyl-4H-1-benzylpyran-4-one 116703-65-2 C17H14O4
2,3-dihydro-c-3-formyloxy-t-3-methyl-r-2-phenyl-4H-1-benzylpyran-4-one
—— 2,3-dihydro-c-3-hydroxy-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one 15334-21-1 C16H14O3
2,3-dihydro-c-3-hydroxy-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one
—— c-3-acetoxy-2,3-dihydro-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one 33902-14-6 C18H16O4
c-3-acetoxy-2,3-dihydro-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one
—— kaempferol 3-O-β-D-allopyranoside 69292-77-9 C21H20O11
kaempferol 3-O-β-D-allopyranoside
—— kaempferol 3-O-β-D-glucopyranoside 31159-41-8 C21H20O11
kaempferol 3-O-β-D-glucopyranoside
—— (+/-)-6-hydroxy-2-methoxy-2-phenyl-5,7,8-trimethylchroman 53713-06-7 C19H22O3
(+/-)-6-hydroxy-2-methoxy-2-phenyl-5,7,8-trimethylchroman
—— 2,5,7,8-tetramethyl-2-phenyl-3,4-dihydro-2H-1-benzopyran-6-ol 26091-42-9 C19H22O2
2,5,7,8-tetramethyl-2-phenyl-3,4-dihydro-2H-1-benzopyran-6-ol
—— 2-(3,4-dimethoxyphenyl)-3-iodo-4H-4-chromenone 645387-26-4 C17H13IO4
2-(3,4-dimethoxyphenyl)-3-iodo-4H-4-chromenone
—— 2-(2-Methoxyphenyl)-2H-1-benzopyran 88348-40-7 C16H14O2
2-(2-Methoxyphenyl)-2H-1-benzopyran
—— 2'-benzyloxyflav-3-ene 88215-07-0 C22H18O2
2'-benzyloxyflav-3-ene
—— 2-(2-Methoxyphenyl)-4H-1-benzopyran 88215-08-1 C16H14O2
2-(2-Methoxyphenyl)-4H-1-benzopyran
—— 2,3-Dimethoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-ol 88187-10-4 C18H20O5
2,3-Dimethoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-ol
—— 2-(4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)-3-(benzyloxy)-4H-chromen-4-one 1451740-16-1 C28H27N3O6
2-(4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)-3-(benzyloxy)-4H-chromen-4-one
—— 2-(4-(2-(2-azidoethoxy)ethoxy)phenyl)-3-(benzyloxy)-4H-chromen-4-one 1451740-37-6 C26H23N3O5
2-(4-(2-(2-azidoethoxy)ethoxy)phenyl)-3-(benzyloxy)-4H-chromen-4-one
—— 2-(4-(2-(2-azidoethoxy)ethoxy)phenyl)-6-fluoro-4H-chromen-4-one 1451740-22-9 C19H16FN3O4
2-(4-(2-(2-azidoethoxy)ethoxy)phenyl)-6-fluoro-4H-chromen-4-one
—— 7-(2-(2-azidoethoxy)ethoxy)-2-phenyl-4H-chromen-4-one 1451740-39-8 C19H17N3O4
7-(2-(2-azidoethoxy)ethoxy)-2-phenyl-4H-chromen-4-one
—— methyl 3-(((2-(4-(2-(2-azidoethoxy)ethoxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)methyl)benzoate 1451740-24-1 C28H25N3O7
methyl 3-(((2-(4-(2-(2-azidoethoxy)ethoxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)methyl)benzoate
—— 7-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one 1451740-41-2 C21H21N3O5
7-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-(2-azidoethoxy)-2-phenyl-4H-chromen-4-one 1451740-43-4 C17H13N3O3
7-(2-azidoethoxy)-2-phenyl-4H-chromen-4-one
—— 2-(4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)-6-fluoro-4H-chromen-4-one 1451740-13-8 C21H20FN3O5
2-(4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)-6-fluoro-4H-chromen-4-one
—— 2-(4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)-6-methyl-4H-chromen-4-one 1451740-11-6 C22H23N3O5
2-(4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)-6-methyl-4H-chromen-4-one
—— 8-allyl-3-nitro-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 596108-53-1 C19H15NO5
8-allyl-3-nitro-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
—— [4-[(2S)-7-methoxycarbonyloxy-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-3-yl]phenyl] methyl carbonate 1443752-89-3 C33H35NO8
[4-[(2S)-7-methoxycarbonyloxy-4-methyl-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2H-chromen-3-yl]phenyl] methyl carbonate
—— 3-chloro-3,4-dihydro-4-hydroxy-2-(4-methoxy-phenyl)-3-nitro-2H-1-benzopyran 127143-41-3 C16H14ClNO5
3-chloro-3,4-dihydro-4-hydroxy-2-(4-methoxy-phenyl)-3-nitro-2H-1-benzopyran
—— (R)-7-methoxy-4-(nitromethyl)-2-phenyl-4H-chromene-3-carbaldehyde 1367053-99-3 C18H15NO5
(R)-7-methoxy-4-(nitromethyl)-2-phenyl-4H-chromene-3-carbaldehyde
—— 2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-6-tetradecyloxy-chromen-4-one 103776-95-0 C30H40O7
2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-6-tetradecyloxy-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-5,7-dimethoxy-6-tetradecyloxy-chromen-4-one 103776-63-2 C31H42O7
2-(3,4-Dihydroxy-phenyl)-5,7-dimethoxy-6-tetradecyloxy-chromen-4-one
—— Acetic acid 2-acetoxy-5-(5,7-dimethoxy-4-oxo-6-tetradecyloxy-4H-chromen-2-yl)-phenyl ester 103776-86-9 C35H46O9
Acetic acid 2-acetoxy-5-(5,7-dimethoxy-4-oxo-6-tetradecyloxy-4H-chromen-2-yl)-phenyl ester
—— 7-(4-methoxyphenyl)-3-methyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100221-98-4 C19H16O4
7-(4-methoxyphenyl)-3-methyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— (E)-6-benzylidene-3-methyl-7-phenyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100222-30-7 C25H18O3
(E)-6-benzylidene-3-methyl-7-phenyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— 7-(4-chlorophenyl)-3-methyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100221-99-5 C18H13ClO3
7-(4-chlorophenyl)-3-methyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— 2-(3,4-Dihydroxy-phenyl)-5,7-dimethoxy-6-pentyloxy-chromen-4-one 103776-59-6 C22H24O7
2-(3,4-Dihydroxy-phenyl)-5,7-dimethoxy-6-pentyloxy-chromen-4-one
—— 3-methyl-7-phenyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100221-97-3 C18H14O3
3-methyl-7-phenyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— (E)-6-(4-chlorobenzylidene)-7-(4-chlorophenyl)-3-methyl-6,7-dihydrofuro[3,2-g]chromen-5-one 1100222-32-9 C25H16Cl2O3
(E)-6-(4-chlorobenzylidene)-7-(4-chlorophenyl)-3-methyl-6,7-dihydrofuro[3,2-g]chromen-5-one
—— Acetic acid 2-acetoxy-5-(5,7-dimethoxy-4-oxo-6-pentyloxy-4H-chromen-2-yl)-phenyl ester 103776-81-4 C26H28O9
Acetic acid 2-acetoxy-5-(5,7-dimethoxy-4-oxo-6-pentyloxy-4H-chromen-2-yl)-phenyl ester
—— 2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-6-pentyloxy-chromen-4-one 102508-37-2 C21H22O7
2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-6-pentyloxy-chromen-4-one
—— 2-[4-[N-acetyl-N-(3-dimethylaminopropyl)amino]-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one 180596-11-6 C22H22F3N3O3
2-[4-[N-acetyl-N-(3-dimethylaminopropyl)amino]-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one
—— (+/-)-3<i>c</i>-bromo-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4-one 14221-83-1 C17H15BrO3
(+/-)-3<i>c</i>-bromo-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4-one
—— (+/-)-3<i>c</i>-bromo-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4<i>c</i>-ol 20754-64-7 C17H17BrO3
(+/-)-3<i>c</i>-bromo-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4<i>c</i>-ol
—— 2-(3-bromophenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one 1372702-78-7 C16H11BrO5
2-(3-bromophenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one
—— 3-methyl-2-(4'-nitrophenyl)-4H-benzopyrane 4-one 775315-33-8 C16H11NO4
3-methyl-2-(4'-nitrophenyl)-4H-benzopyrane 4-one
—— 4'-β-D-glucopyranosyloxy-2'-hydroxy-4-methoxy-<i>trans</i>-chalcone 69262-30-2 C22H24O9
4'-β-D-glucopyranosyloxy-2'-hydroxy-4-methoxy-<i>trans</i>-chalcone