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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
—— 2-[3,4-Dimethoxy-2-(3-methylbut-2-enyl)phenyl]-5,7-bis(methoxymethoxy)-2,3-dihydrochromen-4-one 157027-27-5 C26H32O8
2-[3,4-Dimethoxy-2-(3-methylbut-2-enyl)phenyl]-5,7-bis(methoxymethoxy)-2,3-dihydrochromen-4-one
—— 2-[3,4-Bis(methoxymethoxy)-2-(3-methylbut-2-enyl)phenyl]-5,7-bis(methoxymethoxy)-2,3-dihydrochromen-4-one 1027460-34-9 C28H36O10
2-[3,4-Bis(methoxymethoxy)-2-(3-methylbut-2-enyl)phenyl]-5,7-bis(methoxymethoxy)-2,3-dihydrochromen-4-one
—— methyl 5-bromo-2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)benzoate 1235837-65-6 C25H17BrO8
methyl 5-bromo-2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)benzoate
—— 1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-phenylpropane-1,3-dione 113551-87-4 C21H22O9
1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-phenylpropane-1,3-dione
—— 3-methylene-2-(1-naphthyl)chromanone 77038-48-3 C20H14O2
3-methylene-2-(1-naphthyl)chromanone
—— 5-hydroxy-2-(4-(methylthio)phenyl)-4H-chromen-4-one 1257513-87-3 C16H12O3S
5-hydroxy-2-(4-(methylthio)phenyl)-4H-chromen-4-one
—— 3,5,7,3',4'-pentamethoxyflav-2-enol 66312-97-8 C20H22O6
3,5,7,3',4'-pentamethoxyflav-2-enol
—— 3-cyano-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-4H-chromen-4-one 460744-04-1 C20H17NO6
3-cyano-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-4H-chromen-4-one
—— 3-chloro-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-4H-chromen-4-one 460744-02-9 C19H17ClO6
3-chloro-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-4H-chromen-4-one
—— 2-(3,4-dimethoxyphenyl)-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-05-4 C19H16O6
2-(3,4-dimethoxyphenyl)-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— 6,8-dichloro-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one 80972-95-8 C17H12Cl2O4
6,8-dichloro-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one
—— 2-(3,4-dimethoxyphenyl)-3-fluoro-7,8-dimethoxy-4H-chromen-4-one 460744-06-3 C19H17FO6
2-(3,4-dimethoxyphenyl)-3-fluoro-7,8-dimethoxy-4H-chromen-4-one
—— 2-(4-nitrophenyl)-4H-benzo[h]chromen-4-one 71601-18-8 C19H11NO4
2-(4-nitrophenyl)-4H-benzo[h]chromen-4-one
—— 2-(3-nitrophenyl)-4H-benzo[h]chromen-4-one 71601-20-2 C19H11NO4
2-(3-nitrophenyl)-4H-benzo[h]chromen-4-one
—— (R) ethyl 2-(4-bromophenyl)-3-formy-4-hydroxy-6-methyl-4H-chromene-4-carboxylate 1254213-04-1 C20H17BrO5
(R) ethyl 2-(4-bromophenyl)-3-formy-4-hydroxy-6-methyl-4H-chromene-4-carboxylate
—— (R) ethyl 2-(4-bromophenyl)-3-formy-4-hydroxy-4H-chromene-4-carboxylate 1254213-05-2 C19H15BrO5
(R) ethyl 2-(4-bromophenyl)-3-formy-4-hydroxy-4H-chromene-4-carboxylate
—— 3-Flavanol, trans-(+)- 184713-81-3 C15H14O2
3-Flavanol, trans-(+)-
—— 5,8-dimethoxy-2-phenyl-chromen-4-one 408336-74-3 C17H14O4
5,8-dimethoxy-2-phenyl-chromen-4-one
—— 2-(naphthalen-2-yl)-4H-benzo[h]chromen-4-one 71601-14-4 C23H14O2
2-(naphthalen-2-yl)-4H-benzo[h]chromen-4-one
—— 3,5,6,7,8-pentahydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 727422-81-3 C15H10O10
3,5,6,7,8-pentahydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 2-(4-hydroxy-phenyl)-3,5,6,7,8-pentamethoxy-chromen-4-one 743457-51-4 C20H20O8
2-(4-hydroxy-phenyl)-3,5,6,7,8-pentamethoxy-chromen-4-one
—— Calycopterin-diacetat 127317-45-7 C23H22O10
Calycopterin-diacetat
—— 5-carbomethoxymethyl-7,3',4'-trihydroxyflavone 1389341-70-1 C18H14O7
5-carbomethoxymethyl-7,3',4'-trihydroxyflavone
—— 5-carboxymethyl-3′,4′,7-trihydroxyflavone 1389341-95-0 C17H12O7
5-carboxymethyl-3′,4′,7-trihydroxyflavone
—— 2-(3,4-Dihydroxy-phenyl)-3-hexadecyl-5-hydroxy-7,8-dimethoxy-chromen-4-one 134081-46-2 C33H46O7
2-(3,4-Dihydroxy-phenyl)-3-hexadecyl-5-hydroxy-7,8-dimethoxy-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-3-hexadecyl-5,7,8-trimethoxy-chromen-4-one 134081-30-4 C34H48O7
2-(3,4-Dihydroxy-phenyl)-3-hexadecyl-5,7,8-trimethoxy-chromen-4-one
—— 3,5,7-Trihydroxy-4'-iodoflavone 328548-28-3 C15H9IO5
3,5,7-Trihydroxy-4'-iodoflavone
—— 1421313-32-7 C37H34O6
—— (+)-epitaxifolin 3-O-β-D-xylopyranoside 109430-53-7 C20H20O11
(+)-epitaxifolin 3-O-β-D-xylopyranoside
—— cyanidin 3-xylosyl-(coumaroyl-glucosyl)-galactoside 142506-21-6 C41H45O22
cyanidin 3-xylosyl-(coumaroyl-glucosyl)-galactoside
—— gossypetin 7-O-α-L-[3-O-(2S)-2-methylbutyryl]-rhamnopyranoside 909803-32-3 C26H28O13
gossypetin 7-O-α-L-[3-O-(2S)-2-methylbutyryl]-rhamnopyranoside
—— kaempferol 3-O-β-D-glucopyranosyl-7-O-β-D-glucopyranosyl-(1->3)-α-L-[2-O-(2S)-2-methylbutyryl]rhamnopyaranoside 909803-22-1 C38H48O21
kaempferol 3-O-β-D-glucopyranosyl-7-O-β-D-glucopyranosyl-(1->3)-α-L-[2-O-(2S)-2-methylbutyryl]rhamnopyaranoside
—— 5,6,7,8,2',5'-hexahydroxy-4'-methoxyflavanone-β-D-xylopyranoside 1253646-31-9 C21H22O13
5,6,7,8,2',5'-hexahydroxy-4'-methoxyflavanone-β-D-xylopyranoside
—— (+/-)-7,3'-dimethoxymethoxy-4'-methoxyflavan 618896-06-3 C20H24O6
(+/-)-7,3'-dimethoxymethoxy-4'-methoxyflavan
—— 8,3'-dimethoxy-5,4'-dihydroxyflavone 7-glucoside 135043-85-5 C23H24O12
8,3'-dimethoxy-5,4'-dihydroxyflavone 7-glucoside
—— myricetin 3-O-β-D-galactopyranoside 3'-O-β-D-xylopyranoside 1360567-38-9 C26H28O17
myricetin 3-O-β-D-galactopyranoside 3'-O-β-D-xylopyranoside
—— leptosin 486-23-7 C22H22O11
leptosin
—— 2-(4-bromophenyl)-8-methoxy-4H-chromen-4-one 1338789-46-0 C16H11BrO3
2-(4-bromophenyl)-8-methoxy-4H-chromen-4-one
—— 2',4,4',6'-tetrahydroxychalcone 2'-O-(6-deoxy-β-L-galactopyranoside) 130471-80-6 C21H22O9
2',4,4',6'-tetrahydroxychalcone 2'-O-(6-deoxy-β-L-galactopyranoside)
—— phloretin 2'-O-(6-deoxy-β-L-galactopyranoside) 138626-05-8 C21H24O9
phloretin 2'-O-(6-deoxy-β-L-galactopyranoside)
—— 7-O-Glucosyl-3-O-[(6-1)rhamnosylglucosyl]kaempferol 34336-18-0 C33H40O20
7-O-Glucosyl-3-O-[(6-1)rhamnosylglucosyl]kaempferol
—— kaempferol 3-O-β-D-glucopyranosyl(1->2)-O-<α-L-rhamnopyranosyl(1->6)>-β-D-galactopyranoside 55696-58-7 C33H40O20
kaempferol 3-O-β-D-glucopyranosyl(1->2)-O-<α-L-rhamnopyranosyl(1->6)>-β-D-galactopyranoside
—— 9-cyano-pyrano[2,3-f ]flavone 1227751-83-8 C19H11NO3
9-cyano-pyrano[2,3-f ]flavone
—— 9-cyano-2'-chloro-pyrano[2,3-f ]flavone 1227751-84-9 C19H10ClNO3
9-cyano-2'-chloro-pyrano[2,3-f ]flavone
—— (Z)-6-O-(6-O-p-coumaroyl-β-D-glucopyranosyl)-6,7,3',4'-tetrahydroxyaurone 134955-55-8 C30H26O13
(Z)-6-O-(6-O-p-coumaroyl-β-D-glucopyranosyl)-6,7,3',4'-tetrahydroxyaurone
—— 7-{(1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy}-2-phenylchroman-4-one 1394289-74-7 C25H20BrN3O3
7-{(1-(4-bromobenzyl)-1H-1,2,3-triazol-4-yl)methoxy}-2-phenylchroman-4-one
—— 5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-(((2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one 1344995-05-6 C70H62O12
5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-(((2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
—— 5,6-dibenzyloxy-7-hydroxy-flavone 199446-39-4 C29H22O5
5,6-dibenzyloxy-7-hydroxy-flavone
—— 5,7-dihydroxy-6-(2-morpholin-4-yl-ethoxy)-flavone 1345982-19-5 C21H21NO6
5,7-dihydroxy-6-(2-morpholin-4-yl-ethoxy)-flavone
—— 5,6-dihydroxy-7-(2-morpholin-4-yl-ethoxy)-flavone 1040140-61-1 C21H21NO6
5,6-dihydroxy-7-(2-morpholin-4-yl-ethoxy)-flavone