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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-formyl-4-(N-methyl-N-ethoxycarbonylmethylamino)-flav-3-ene 99943-57-4 C21H21NO4
3-formyl-4-(N-methyl-N-ethoxycarbonylmethylamino)-flav-3-ene
—— 2-(trimethylsilyl)ethyl 2-phenyl-5-pivaloyloxy-4-oxo-4H-chromene-7-carboxylate 410078-36-3 C26H30O6Si
2-(trimethylsilyl)ethyl 2-phenyl-5-pivaloyloxy-4-oxo-4H-chromene-7-carboxylate
—— 4'-benzyloxy-3-hydroxyflavanone 35090-84-7 C22H18O4
4'-benzyloxy-3-hydroxyflavanone
—— 7-benzyloxy-3-hydroxyflavanone 905564-41-2 C22H18O4
7-benzyloxy-3-hydroxyflavanone
—— 3',5'-dihydroxy-5,6,7,8-tetramethoxyflavone 1350827-46-1 C19H18O8
3',5'-dihydroxy-5,6,7,8-tetramethoxyflavone
—— 8-(β-D-glucopyranosyl)naringenin 301647-88-1 C21H22O10
8-(β-D-glucopyranosyl)naringenin
—— (2S)-5,2'-dihydroxy-7,8,6'-trimethoxyflavanone 112458-03-4 C18H18O7
(2S)-5,2'-dihydroxy-7,8,6'-trimethoxyflavanone
—— 2(S)-5,2'-dihydroxy-7,8,6'-trimethoxyflavanone 2'-O-β-D-glucuronopyranoside 112408-69-2 C24H26O13
2(S)-5,2'-dihydroxy-7,8,6'-trimethoxyflavanone 2'-O-β-D-glucuronopyranoside
—— (2S)-5-hydroxy-7,8,2',6'-tetramethoxyflavanone 111199-99-6 C19H20O7
(2S)-5-hydroxy-7,8,2',6'-tetramethoxyflavanone
—— 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (S)- —— C27H32O14
4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (S)-
—— Helicianeoide C 496066-90-1 C37H46O24
Helicianeoide C
—— 5,7-dihydroxy-8,2'-dimethoxyflavone 7-O-β-glucuronopyranoside 112408-70-5 C23H22O12
5,7-dihydroxy-8,2'-dimethoxyflavone 7-O-β-glucuronopyranoside
—— 5,7-dihydroxy-8,2’ –dimethoxyflavone 7-O-glucuronide 112408-70-5 C23H22O12
5,7-dihydroxy-8,2’ –dimethoxyflavone 7-O-glucuronide
—— Petunidin 3-arabinoside 28500-03-0 C21H21ClO11
Petunidin 3-arabinoside
—— 6,8-Difluoro-2-(3-fluoro-4-methylaminophenyl)-5-(4-pentenylamino)-4H-1-benzopyran-4-one 152169-23-8 C21H19F3N2O2
6,8-Difluoro-2-(3-fluoro-4-methylaminophenyl)-5-(4-pentenylamino)-4H-1-benzopyran-4-one
—— 4-β-D-glucopyranosyloxy-2'-hydroxy-<i>trans</i>-chalcone 81793-82-0 C21H22O8
4-β-D-glucopyranosyloxy-2'-hydroxy-<i>trans</i>-chalcone
—— 5,6-Ddihydroxy-7-hexyloxyflavone 944830-46-0 C21H22O5
5,6-Ddihydroxy-7-hexyloxyflavone
—— 7-(benzyloxy)-6-(2-hydroxyethoxy)-5-methoxy-2-phenyl-4H-1-benzopyran-4-one 1357354-97-2 C25H22O6
7-(benzyloxy)-6-(2-hydroxyethoxy)-5-methoxy-2-phenyl-4H-1-benzopyran-4-one
—— 7-(tert-butoxy)-5,6-dihydroxy-2-phenyl-4H-chromen-4-one 1610737-69-3 C19H18O5
7-(tert-butoxy)-5,6-dihydroxy-2-phenyl-4H-chromen-4-one
—— baicalein-6-O-glucoside 529-43-1 C21H20O10
baicalein-6-O-glucoside
—— 6''-p-Coumaroylprunin 96686-70-3 C30H28O12
6''-p-Coumaroylprunin
—— 5,7-dihydroxy-6-(4-methoxy-benzyloxy)-flavone 1345982-18-4 C23H18O6
5,7-dihydroxy-6-(4-methoxy-benzyloxy)-flavone
—— 5,6-dibenzyloxy-7-allyloxy-flavone 944830-44-8 C32H26O5
5,6-dibenzyloxy-7-allyloxy-flavone
—— 5-hydroxy-6-(4-methoxy-benzyloxy)-7-allyloxy-flavone 1345982-17-3 C26H22O6
5-hydroxy-6-(4-methoxy-benzyloxy)-7-allyloxy-flavone
—— 8-(dodecyloxy)-3',4'-dihydroxy-5,7-dimethoxyflavone 103776-79-0 C29H38O7
8-(dodecyloxy)-3',4'-dihydroxy-5,7-dimethoxyflavone
—— 7-((4-fluorobenzyl)oxy)-5,6-dihydroxy-2-phenyl-4H-chromen-4-one 1345982-12-8 C22H15FO5
7-((4-fluorobenzyl)oxy)-5,6-dihydroxy-2-phenyl-4H-chromen-4-one
—— 6-(2-hydroxyethoxy)-5-methoxy-2-phenyl-7-(prop-2-en-1-yloxy)-4H-1-benzopyran-4-one 1357354-96-1 C21H20O6
6-(2-hydroxyethoxy)-5-methoxy-2-phenyl-7-(prop-2-en-1-yloxy)-4H-1-benzopyran-4-one
—— 5,6-dihydroxy-7-(2-piperidin-1-yl-ethoxy)-flavone 1272971-82-0 C22H23NO5
5,6-dihydroxy-7-(2-piperidin-1-yl-ethoxy)-flavone
—— 5-hydroxy-6-(2-hydroxyethoxy)-2-phenyl-7-(prop-2-en-1-yloxy)-4H-1-benzopyran-4-one 1357354-94-9 C20H18O6
5-hydroxy-6-(2-hydroxyethoxy)-2-phenyl-7-(prop-2-en-1-yloxy)-4H-1-benzopyran-4-one
—— 5-hydroxy-6-(4-fluoro-benzyloxy)-7-allyloxy-flavone 944830-57-3 C25H19FO5
5-hydroxy-6-(4-fluoro-benzyloxy)-7-allyloxy-flavone
—— 5,6-dihydroxy-7-(pyridin-4-ylmethoxy)-flavone 1345982-13-9 C21H15NO5
5,6-dihydroxy-7-(pyridin-4-ylmethoxy)-flavone
—— 5,6-dibenzyloxy-7-(2-piperidin-1-yl-ethoxy)-flavone 1345982-15-1 C36H35NO5
5,6-dibenzyloxy-7-(2-piperidin-1-yl-ethoxy)-flavone
—— 5,6-dibenzyloxy-7-hexyloxy-flavone 944830-45-9 C35H34O5
5,6-dibenzyloxy-7-hexyloxy-flavone
—— 5,7-dihydroxy-6-(4-fluoro-benzyloxy)-flavone 944830-58-4 C22H15FO5
5,7-dihydroxy-6-(4-fluoro-benzyloxy)-flavone
—— 5,6-bis(benzyloxy)-7-(2-hydroxyethoxy)-2-phenyl-4H-1-benzopyran-4-one 1357354-98-3 C31H26O6
5,6-bis(benzyloxy)-7-(2-hydroxyethoxy)-2-phenyl-4H-1-benzopyran-4-one
—— 5,6-dihydroxy-7-(4'-methoxy-benzyloxy)-flavone 944830-50-6 C23H18O6
5,6-dihydroxy-7-(4'-methoxy-benzyloxy)-flavone
—— 5-hydroxy-6-benzyloxy-7-allyloxy-flavone 1345982-16-2 C25H20O5
5-hydroxy-6-benzyloxy-7-allyloxy-flavone
—— 6-acetoxy-5,7-dimethoxy-2-phenyl-chromen-4-one 137527-39-0 C19H16O6
6-acetoxy-5,7-dimethoxy-2-phenyl-chromen-4-one
—— 8-(dodecyloxy)-3',4',5-trihydroxy-7-methoxyflavone 102508-38-3 C28H36O7
8-(dodecyloxy)-3',4',5-trihydroxy-7-methoxyflavone
—— baicalein 7-O-glucoside 57396-78-8 C21H20O10
baicalein 7-O-glucoside
—— (2S)-2-phenyl-2,3-dihydrobenzo[h]chromen-4-one 1413433-54-1 C19H14O2
(2S)-2-phenyl-2,3-dihydrobenzo[h]chromen-4-one
—— Petunidin 3-arabinoside cation 749848-37-1 C21H21O11+
Petunidin 3-arabinoside cation
—— (2R)-7-fluoro-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one 1219977-63-5 C16H13FO3
(2R)-7-fluoro-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— 4-hydroxy-3-[2-(4-phenylphenyl)-3,4-dihydro-2H-chromen-4-yl]chromen-2-one 56073-18-8 C30H22O4
4-hydroxy-3-[2-(4-phenylphenyl)-3,4-dihydro-2H-chromen-4-yl]chromen-2-one
—— (trans)-4-Phenylflavan 55256-25-2 C21H18O
(trans)-4-Phenylflavan
—— (8S)-2,3-dimethyl-8-(2-methylphenyl)-N-oxetan-3-yl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1224893-53-1 C23H25N3O3
(8S)-2,3-dimethyl-8-(2-methylphenyl)-N-oxetan-3-yl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 5-hydroxy-7-[(2,2-dimethyl-1,3-dioxol-4-yl)methoxy]-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-54-3 C22H20O8
5-hydroxy-7-[(2,2-dimethyl-1,3-dioxol-4-yl)methoxy]-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— (S)-5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178366-90-0 C19H18O8
(S)-5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— (R,S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178366-88-6 C19H18O8
(R,S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— 7-(2,2-dimethyl-1,3-dioxol-4-ylmethoxy)-5-hydroxy-2-(3-ethoxycarbonyl-methoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-17-8 C26H26O10
7-(2,2-dimethyl-1,3-dioxol-4-ylmethoxy)-5-hydroxy-2-(3-ethoxycarbonyl-methoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one