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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-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)-3-(1H-indol-3-yl)propanoic acid 1142252-74-1 C37H28N2O4
2-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)-3-(1H-indol-3-yl)propanoic acid
—— 3'-methyl-3-methylene flavanone 77038-27-8 C17H14O2
3'-methyl-3-methylene flavanone
—— (<i>S</i>)-2-(3,4-dimethoxy-phenyl)-5-hydroxy-7-(<i>O</i><sup>2</sup>-methyl-<i>O</i><sup>6</sup>-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)-chroman-4-one 28719-19-9 C30H38O15
(<i>S</i>)-2-(3,4-dimethoxy-phenyl)-5-hydroxy-7-(<i>O</i><sup>2</sup>-methyl-<i>O</i><sup>6</sup>-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)-chroman-4-one
—— Hesperetin-triacetat 6274-73-3 C22H20O9
Hesperetin-triacetat
—— 3,4,2',6'-tetramethoxy-4'-(<i>O</i><sup>2</sup>,<i>O</i><sup>3</sup>-dimethyl-<i>O</i><sup>6</sup>-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)<i>trans</i>-chalcone 119926-08-8 C33H44O15
3,4,2',6'-tetramethoxy-4'-(<i>O</i><sup>2</sup>,<i>O</i><sup>3</sup>-dimethyl-<i>O</i><sup>6</sup>-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)<i>trans</i>-chalcone
—— 2'-hydroxy-3,4,6'-trimethoxy-4'-(<i>O</i><sup>2</sup>-methyl-<i>O</i><sup>6</sup>-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)-<i>trans</i>-chalcone 122703-82-6 C31H40O15
2'-hydroxy-3,4,6'-trimethoxy-4'-(<i>O</i><sup>2</sup>-methyl-<i>O</i><sup>6</sup>-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)-<i>trans</i>-chalcone
—— (2S)-5,7-dihydroxy-3',4'-dimethoxyflavanone 89294-54-2 C17H16O6
(2S)-5,7-dihydroxy-3',4'-dimethoxyflavanone
—— hesperidin 369593-42-0 C28H34O15
hesperidin
—— hesperidin 64726-90-5 C28H34O15
hesperidin
—— 7-O-n-butyl hesperetin 1258170-33-0 C20H22O6
7-O-n-butyl hesperetin
—— 3''-O-butanoylhesperidin 131981-33-4 C32H40O16
3''-O-butanoylhesperidin
—— 7-octoxyhesperetin 1258170-35-2 C24H30O6
7-octoxyhesperetin
—— 4<sup>G</sup>-α-D-glucopyranosyl hesperidin 161713-86-6 C34H44O20
4<sup>G</sup>-α-D-glucopyranosyl hesperidin
—— 7-butoxy-2-(3,4-dimethoxyphenyl)-5-hydroxychroman-4-one 1420071-83-5 C21H24O6
7-butoxy-2-(3,4-dimethoxyphenyl)-5-hydroxychroman-4-one
—— 7-dodecyloxyhesperetin 606148-06-5 C28H38O6
7-dodecyloxyhesperetin
—— hesperidin octaacetate 25227-16-1 C44H50O23
hesperidin octaacetate
—— 3-(Dimethylaminomethylene)-2-phenyl-4-chromanone 78115-45-4 C18H17NO2
3-(Dimethylaminomethylene)-2-phenyl-4-chromanone
—— 4β-(S-L-cysteinyl)-(-)-epicatechin-(4β->8)-(-)-epicatechin 800374-18-9 C33H31NO14S
4β-(S-L-cysteinyl)-(-)-epicatechin-(4β->8)-(-)-epicatechin
—— 4β-(S-L-cysteinyl)-(-)-epigallocatechin 800374-17-8 C18H19NO9S
4β-(S-L-cysteinyl)-(-)-epigallocatechin
—— (2R,3R)-10-Hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-7-(4-hydroxy-phenyl)-2,3-dihydro-1,4,8-trioxa-phenanthren-5-one 137231-90-4 C25H20O9
(2R,3R)-10-Hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-7-(4-hydroxy-phenyl)-2,3-dihydro-1,4,8-trioxa-phenanthren-5-one
—— 4'-Methylscutellarin-triacetat 6563-68-4 C22H18O9
4'-Methylscutellarin-triacetat
—— 7-(benzyloxy)-5,6-diacetoxy-2-(4-acetoxyphenyl)-4H-chromen-4-one 33507-92-5 C28H22O9
7-(benzyloxy)-5,6-diacetoxy-2-(4-acetoxyphenyl)-4H-chromen-4-one
—— 5,6,7-trihydroxy-2-[4-[2-(4-morpholinyl)ethoxy]phenyl]-4H-1-benzopyran-4-one 1436398-09-2 C21H21NO7
5,6,7-trihydroxy-2-[4-[2-(4-morpholinyl)ethoxy]phenyl]-4H-1-benzopyran-4-one
—— 7-hydroxy-5,6-diacetoxy-2-(4'-acetoxyphenyl)-4H-1-benzopyran-4-one 33507-93-6 C21H16O9
7-hydroxy-5,6-diacetoxy-2-(4'-acetoxyphenyl)-4H-1-benzopyran-4-one
—— 8-[[Di(propan-2-yl)amino]methyl]-5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one 1104900-47-1 C22H25NO6
8-[[Di(propan-2-yl)amino]methyl]-5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 7-hydroxy-5,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 15044-65-2 C18H16O6
7-hydroxy-5,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 6-(4-(benzyloxy)phenyl)-9-hydroxy-2,2-diphenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one 1402607-40-2 C35H24O6
6-(4-(benzyloxy)phenyl)-9-hydroxy-2,2-diphenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one
—— 2-(4-(benzyloxy)phenyl)-5,6,7-trihydroxy-4H-chromen-4-one 1351585-69-7 C22H16O6
2-(4-(benzyloxy)phenyl)-5,6,7-trihydroxy-4H-chromen-4-one
—— 5,6,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(morpholin-4-ylmethyl)chromen-4-one 1104900-43-7 C20H19NO7
5,6,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(morpholin-4-ylmethyl)chromen-4-one
—— Scutellaprostin E 137231-87-9 C25H20O9
Scutellaprostin E
—— 6,7,4'-trihydroxy-8-(N,N-dimethylamino)methylflavone 1104900-42-6 C18H17NO6
6,7,4'-trihydroxy-8-(N,N-dimethylamino)methylflavone
—— scutellarein 6,7-di-O-β-D-glucuronide 261638-68-0 C27H26O18
scutellarein 6,7-di-O-β-D-glucuronide
—— (1H-benzo[d][1,2,3]triazol-1-yl)(3,3-diphenyl-3H-benzo[f]chromen-8-yl)methanone 1131147-67-5 C32H21N3O2
(1H-benzo[d][1,2,3]triazol-1-yl)(3,3-diphenyl-3H-benzo[f]chromen-8-yl)methanone
—— 2-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)-3-methylbutanoic acid 1142252-73-0 C31H27NO4
2-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)-3-methylbutanoic acid
—— 3,7-bis(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-methoxy-4H-chromen-4-one 1393953-70-2 C43H32O7
3,7-bis(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-methoxy-4H-chromen-4-one
—— 3,7-bisbenzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-5-methoxychromen-4-one 40554-93-6 C38H32O7
3,7-bisbenzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-5-methoxychromen-4-one
—— 3,7-bis-benzyloxy-2-(4'-benzyloxy-3'-hydroxyphenyl)-5-hydroxy-chromen-4-one 40554-92-5 C36H28O7
3,7-bis-benzyloxy-2-(4'-benzyloxy-3'-hydroxyphenyl)-5-hydroxy-chromen-4-one
—— 7-O-methyl-3,4',5-tri-O-acetylkaempferol 13323-01-8 C22H18O9
7-O-methyl-3,4',5-tri-O-acetylkaempferol
—— 3,7-bis(benzyloxy)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-chromen-4-one 498548-15-5 C29H22O7
3,7-bis(benzyloxy)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-chromen-4-one
—— 7-ethyloxycarbonylmethyloxy-5-hydroxy-3',4'-dimethoxy flavone 847909-45-9 C21H20O8
7-ethyloxycarbonylmethyloxy-5-hydroxy-3',4'-dimethoxy flavone
—— 2-(4-fluorophenyl)-7-methoxy-4H-chromen-4-one 132351-71-4 C16H11FO3
2-(4-fluorophenyl)-7-methoxy-4H-chromen-4-one
—— 4'-Chloro-7-methoxyflavone 70354-15-3 C16H11ClO3
4'-Chloro-7-methoxyflavone
—— N-(3-hydroxy-4-oxo-2-phenyl-4H-chromen-6-yl)acetamide 109093-42-7 C17H13NO4
N-(3-hydroxy-4-oxo-2-phenyl-4H-chromen-6-yl)acetamide
—— oroxylin A 7-O-β-D-methylglucuronide 82475-02-3 C23H22O11
oroxylin A 7-O-β-D-methylglucuronide
—— N-(3-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)acetamide 1245282-84-1 C18H15NO4
N-(3-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)acetamide
—— 5,7,3',4'-tetra-O-methylepicatechin 51196-02-2 C19H22O6
5,7,3',4'-tetra-O-methylepicatechin
—— methyl 3-(2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxo-4H-chromen-8-yl)-3-(pyridin-4-yl)propanoate —— C24H19NO9
methyl 3-(2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4-oxo-4H-chromen-8-yl)-3-(pyridin-4-yl)propanoate
—— 5,7,8-Trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-2,3-dihydrochromen-4-one —— C17H16O8
5,7,8-Trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-2,3-dihydrochromen-4-one
—— 4'-O-Methyldavidioside —— C22H26O9
4'-O-Methyldavidioside
—— [6-[4,5-Dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate —— C42H46O24
[6-[4,5-Dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate