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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
—— (2S)-8-formyl-5,7-dihydroxy-6-methylflavanone 55743-09-4 C17H14O5
(2S)-8-formyl-5,7-dihydroxy-6-methylflavanone
—— ent-epifzelechin (2α->O->7, 4α->8) kaempferol 82001-39-6 C30H20O11
ent-epifzelechin (2α->O->7, 4α->8) kaempferol
—— sorocein A 137460-77-6 C39H34O8
sorocein A
—— 5,7-Dihydroxy-6,8-dimethoxyflavanone 82297-99-2 C17H16O6
5,7-Dihydroxy-6,8-dimethoxyflavanone
—— soroceal 137460-76-5 C32H28O7
soroceal
—— sorocein B 137460-78-7 C40H34O9
sorocein B
—— 3-phenyl-1-p-tolyl-3H-benzo[f]chromene 1193310-99-4 C26H20O
3-phenyl-1-p-tolyl-3H-benzo[f]chromene
—— 3,3-diphenyl-1-(trimethylsilyl)-3H-naphtho[2,1-b]pyran 1350930-24-3 C28H26OSi
3,3-diphenyl-1-(trimethylsilyl)-3H-naphtho[2,1-b]pyran
—— isopyrenin 61252-85-5 C23H24O12
isopyrenin
—— epicatechin-(2β→O→7,4β→8)-[epicatechin-(4β→8)-epicatechin-(4β→6)]-epicatechin-(4β→8)-epicatechin 1235753-24-8 C75H60O30
epicatechin-(2β→O→7,4β→8)-[epicatechin-(4β→8)-epicatechin-(4β→6)]-epicatechin-(4β→8)-epicatechin
—— 4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-phenyl-, (S)- 118985-31-2 C27H32O13
4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-phenyl-, (S)-
—— 7-fluoro-4'-hydroxyflavonol 1394018-42-8 C15H9FO4
7-fluoro-4'-hydroxyflavonol
—— benzyl 4-oxo-2-p-tolyl-4H-chromene-3-carboxylate 1391042-67-3 C24H18O4
benzyl 4-oxo-2-p-tolyl-4H-chromene-3-carboxylate
—— (R)-7-methoxy-3-nitro-2-p-tolyl-2H-chromene 1227402-12-1 C17H15NO4
(R)-7-methoxy-3-nitro-2-p-tolyl-2H-chromene
—— 7-fluoro-3',4',5'-trihydroxyflavonol 1394018-33-7 C15H9FO6
7-fluoro-3',4',5'-trihydroxyflavonol
—— 2-(3,4-dihydroxyphenyl)-7-fluoro-3-hydroxy-4H-chromen-4-one 1394018-41-7 C15H9FO5
2-(3,4-dihydroxyphenyl)-7-fluoro-3-hydroxy-4H-chromen-4-one
—— 7-fluoro-3',4'-dimethoxyflavonol 1394018-40-6 C17H13FO5
7-fluoro-3',4'-dimethoxyflavonol
—— 7-Fluoro-2-(4-hydroxy-phenyl)-3-methoxy-chromen-4-one 111391-89-0 C16H11FO4
7-Fluoro-2-(4-hydroxy-phenyl)-3-methoxy-chromen-4-one
—— 7-fluoro-3',4',5'-trimethoxyflavonol 1394018-32-6 C18H15FO6
7-fluoro-3',4',5'-trimethoxyflavonol
—— 2-((S)-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid (2-hydroxy-ethyl)-amide 1426899-28-6 C22H22N2O4S
2-((S)-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid (2-hydroxy-ethyl)-amide
—— 3-(4-chlorophenyl)-3-phenyl-[3H]-naphtho[2,1-b]pyran 1227951-25-8 C25H17ClO
3-(4-chlorophenyl)-3-phenyl-[3H]-naphtho[2,1-b]pyran
—— aureusin 633-15-8 C21H20O11
aureusin
—— 2-phenyl-pyrano[2,3-<i>f</i>]chromene-4,8-dione 63455-95-8 C18H10O4
2-phenyl-pyrano[2,3-<i>f</i>]chromene-4,8-dione
—— 9-acetyl-pyrano[2,3-f]flavone 1227751-69-0 C20H14O4
9-acetyl-pyrano[2,3-f]flavone
—— 3-(bromomethyl)-4'-cyano-7-methoxyflavone 905601-25-4 C18H12BrNO3
3-(bromomethyl)-4'-cyano-7-methoxyflavone
—— homoeriodictyol-7-O-β-D-glucopyranoside 14982-11-7 C22H24O11
homoeriodictyol-7-O-β-D-glucopyranoside
—— matteuorienate B 161161-69-9 C29H34O13
matteuorienate B
—— (+)-fustin 3-acetyl-7,3',4'-trimethyl ether —— C20H20O7
(+)-fustin 3-acetyl-7,3',4'-trimethyl ether
—— Methyl 6-[4,5-dihydroxy-2-[[7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxy]-6-methoxycarbonyloxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate 53923-02-7 C29H32O17
Methyl 6-[4,5-dihydroxy-2-[[7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]oxy]-6-methoxycarbonyloxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate
—— chrysosplenol C 59171-25-4 C17H14O8
chrysosplenol C
—— 7-hydroxy-benzo<h>flavone 85482-64-0 C19H12O3
7-hydroxy-benzo<h>flavone
—— 7-methoxy-α-naphthoflavone 89504-50-7 C20H14O3
7-methoxy-α-naphthoflavone
—— 2-[3,4-diacetoxy-5-(3-methylbut-2-enyl)phenyl]-7-(methoxymethoxy)-4-oxo-4H-chromene-3,5-diyl diacetate 1621401-95-3 C30H30O12
2-[3,4-diacetoxy-5-(3-methylbut-2-enyl)phenyl]-7-(methoxymethoxy)-4-oxo-4H-chromene-3,5-diyl diacetate
—— 2-(3-acetoxy-4-hydroxyphenyl)-7-(methoxymethoxy)-4-oxo-4H-chromene-3,5-diyl diacetate 1621401-87-3 C23H20O11
2-(3-acetoxy-4-hydroxyphenyl)-7-(methoxymethoxy)-4-oxo-4H-chromene-3,5-diyl diacetate
—— 6-hydroxy-5,7,8-trimethoxyflavone 76844-60-5 C18H16O6
6-hydroxy-5,7,8-trimethoxyflavone
—— 2-(4-acetoxy-3-hydroxyphenyl)-7-(methoxymethoxy)-4-oxo-4H-chromene-3,5-diyl diacetate 1621401-89-5 C23H20O11
2-(4-acetoxy-3-hydroxyphenyl)-7-(methoxymethoxy)-4-oxo-4H-chromene-3,5-diyl diacetate
—— 4c-Acetoxy-flavan 101521-69-1 C17H16O3
4c-Acetoxy-flavan
—— 1,16-bis[4'-((7-fluoro)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane 1187449-17-7 C40H36F2O10
1,16-bis[4'-((7-fluoro)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane
—— 1,16-bis[4'-((7-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane 1187449-07-5 C42H42O10
1,16-bis[4'-((7-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane
—— 1,16-bis[4'-((6-ethyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane 1187448-89-0 C44H46O10
1,16-bis[4'-((6-ethyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane
—— 1,16-bis[4'-((3-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane 1187449-12-2 C42H42O10
1,16-bis[4'-((3-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane
—— 8-chloro-5,7,4'-trimethoxyflavanone 98752-29-5 C18H17ClO5
8-chloro-5,7,4'-trimethoxyflavanone
—— 3-methyl-3-phenyl-3H-benzo[f]chromen-7,8-dione 866622-17-5 C20H14O3
3-methyl-3-phenyl-3H-benzo[f]chromen-7,8-dione
—— Dimethyl-1',4'-bis-(4-oxo-4H-chromen-2-yl)-2',3'-dimethoxybenzol-6,6-dicarboxylat 147919-05-9 C30H22O10
Dimethyl-1',4'-bis-(4-oxo-4H-chromen-2-yl)-2',3'-dimethoxybenzol-6,6-dicarboxylat
—— 10-chloro-6-(4-methoxyphenyl)-6a,7-dihydro-7-(3,4-dimethoxyphenyl)-6H-[1]benzopyrano[3,4-c][1,5]benzothiazepine 1038412-50-8 C31H26ClNO4S
10-chloro-6-(4-methoxyphenyl)-6a,7-dihydro-7-(3,4-dimethoxyphenyl)-6H-[1]benzopyrano[3,4-c][1,5]benzothiazepine
—— 8-hydroxynaringenin-7,4'-di-O-methyl ether 109248-50-2 C17H16O6
8-hydroxynaringenin-7,4'-di-O-methyl ether
—— 7-chloro-3-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one 92430-02-9 C15H9ClO4
7-chloro-3-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— (8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carbaldehyde 1046469-24-2 C20H20N2O2
(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carbaldehyde
—— 5,7-dihydroxy-3-methoxy-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one 109688-55-3 C19H18O8
5,7-dihydroxy-3-methoxy-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one
—— [(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanol 1046469-23-1 C20H22N2O2
[(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanol