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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-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxymethyl propan-2-yl carbonate 1310686-94-2 C20H18O10
[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxymethyl propan-2-yl carbonate
—— 7-benzyloxy-2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-3,5-dihydroxy-chromen-4-one 49570-46-9 C35H24O7
7-benzyloxy-2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-3,5-dihydroxy-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-glucosyl-4H-chromen-4-one 477244-20-5 C48H40O12
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-glucosyl-4H-chromen-4-one
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl dipropionate 1609067-36-8 C21H18O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl dipropionate
—— 5-methoxy-3,7-bis(methoxymethoxy)-2-(4-(methoxymethoxy)-3-(prop-2-yn-1-yloxy)phenyl)-4H-chromen-4-one 1427579-75-6 C25H26O10
5-methoxy-3,7-bis(methoxymethoxy)-2-(4-(methoxymethoxy)-3-(prop-2-yn-1-yloxy)phenyl)-4H-chromen-4-one
—— 4-(3,5-diacetoxy-7-(2-ethoxy-2-oxoethoxy)-4-oxo-4H-chromen-2-yl)-1,2-phenylene diacetate 19159-09-2 C27H24O13
4-(3,5-diacetoxy-7-(2-ethoxy-2-oxoethoxy)-4-oxo-4H-chromen-2-yl)-1,2-phenylene diacetate
—— [2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-3-(propan-2-yloxycarbonyloxymethoxy)chromen-7-yl]oxymethyl propan-2-yl carbonate 1310686-96-4 C25H26O13
[2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-3-(propan-2-yloxycarbonyloxymethoxy)chromen-7-yl]oxymethyl propan-2-yl carbonate
—— 3,7-bisbenzyloxy-2-(3,4-bisbenzyloxyphenyl)-5-methoxychromen-4-one 1592-68-3 C44H36O7
3,7-bisbenzyloxy-2-(3,4-bisbenzyloxyphenyl)-5-methoxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 7-oxo-7-(2-oxo-2-(phenylamino)ethylamino)heptanoate 1469894-58-3 C30H28N2O10
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 7-oxo-7-(2-oxo-2-(phenylamino)ethylamino)heptanoate
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(3-iodobenzyloxy)-4H-chromen-4-one 1394914-35-2 C22H15IO7
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(3-iodobenzyloxy)-4H-chromen-4-one
—— quercetin 5-O-β-D-glucuronide 367522-85-8 C21H18O13
quercetin 5-O-β-D-glucuronide
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl7-(2-(4-hydroxy-3-(hydroxymethyl)phenylamino)-2-oxoethylamino)-7-oxoheptanoate 1469894-62-9 C31H30N2O12
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl7-(2-(4-hydroxy-3-(hydroxymethyl)phenylamino)-2-oxoethylamino)-7-oxoheptanoate
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(2-iodobenzyloxy)-4H-chromen-4-one 1394914-29-4 C22H15IO7
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(2-iodobenzyloxy)-4H-chromen-4-one
—— [2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-4-oxochromen-7-yl]oxymethyl propan-2-yl carbonate 1310686-93-1 C20H18O10
[2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-4-oxochromen-7-yl]oxymethyl propan-2-yl carbonate
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(4-methoxybenzyloxy)-4H-chromen-4-one 1394914-45-4 C23H18O8
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(4-methoxybenzyloxy)-4H-chromen-4-one
—— 3,3',4'-Triaacetoxy-5,7-dihydroxyflavone 70800-34-9 C21H16O10
3,3',4'-Triaacetoxy-5,7-dihydroxyflavone
—— 2-(3,4-dihydroxyphenyl)-5-((4-fluorobenzyl)oxy)-3,7-dihydroxy-4H-chromen-4-one 1610737-76-2 C22H15FO7
2-(3,4-dihydroxyphenyl)-5-((4-fluorobenzyl)oxy)-3,7-dihydroxy-4H-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(3-methoxybenzyloxy)-4H-chromen-4-one 1394914-38-5 C23H18O8
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(3-methoxybenzyloxy)-4H-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-((2-methylbenzyl)oxy)-4H-chromen-4-one 1394914-32-9 C23H18O7
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-((2-methylbenzyl)oxy)-4H-chromen-4-one
—— 1-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)10-methyl decanedioate 1469894-63-0 C26H28O10
1-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)10-methyl decanedioate
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(4-iodobenzyloxy)-4H-chromen-4-one 1394914-42-1 C22H15IO7
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-(4-iodobenzyloxy)-4H-chromen-4-one
—— Quercetin 3'-Glucuronide 328006-77-5 C21H18O13
Quercetin 3'-Glucuronide
—— 2,2',2''-((2-(3,4-bis(carboxymethoxy)phenyl)-4-oxo-4H-chromene-3,5,7-triyl)tris(oxy))triacetic acid 82546-95-0 C25H20O17
2,2',2''-((2-(3,4-bis(carboxymethoxy)phenyl)-4-oxo-4H-chromene-3,5,7-triyl)tris(oxy))triacetic acid
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-3,7-dimethoxy-4H-chromen-4-one 96375-15-4 C30H22O7
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-3,7-dimethoxy-4H-chromen-4-one
—— quercetin 5‐O‐β‐D‐glucopyranoside 34199-21-8 C21H20O12
quercetin 5‐O‐β‐D‐glucopyranoside
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 7-(2-(4-hydroxyphenylamino)-2-oxoethylamino)-7-oxoheptanoate 1469894-59-4 C30H28N2O11
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 7-(2-(4-hydroxyphenylamino)-2-oxoethylamino)-7-oxoheptanoate
—— 2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-3,5-bisbenzyloxy-7-β-D-glucopyranosyloxy-4H-chromen-4-one 1313191-79-5 C48H40O12
2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-3,5-bisbenzyloxy-7-β-D-glucopyranosyloxy-4H-chromen-4-one
—— (2-(benzyloxy)-5-(3,7-bis(benzyloxy)-5-hydroxy-4-oxo-4H-chromen-2-yl)phenoxy)methyl pivalate 1114367-01-9 C42H38O9
(2-(benzyloxy)-5-(3,7-bis(benzyloxy)-5-hydroxy-4-oxo-4H-chromen-2-yl)phenoxy)methyl pivalate
—— 5-O-Methyl-3,3',4',7-Tetrapivaloyl-Quercetin 157650-21-0 C36H44O11
5-O-Methyl-3,3',4',7-Tetrapivaloyl-Quercetin
—— 6-C-prenyl-3,3',4',7-tetra-O-methoxymethylquercetin 143724-73-6 C28H34O11
6-C-prenyl-3,3',4',7-tetra-O-methoxymethylquercetin
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one 1197215-49-8 C32H26O9
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one
—— 3,7-(dihydroxy)-2-(3,4-dihydroxyphenyl)-5-propyloxy-4-oxo-4H-chromene 1355333-54-8 C18H16O7
3,7-(dihydroxy)-2-(3,4-dihydroxyphenyl)-5-propyloxy-4-oxo-4H-chromene
—— 2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-tribenzyloxy-4H-chromen-4-one 498548-14-4 C49H36O7
2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-tribenzyloxy-4H-chromen-4-one
—— 4',7-di-O-benzyl-3-O-(β-D-glucopyranosyl)quercetin 6743-87-9 C35H32O12
4',7-di-O-benzyl-3-O-(β-D-glucopyranosyl)quercetin
—— 2-(3,4-distearoyloxyphenyl)-4-oxo-4H-chromene-3,5,7-tristearate 252013-42-6 C105H180O12
2-(3,4-distearoyloxyphenyl)-4-oxo-4H-chromene-3,5,7-tristearate
—— 3',7-di-O-benzylquercetin 1268621-73-3 C29H22O7
3',7-di-O-benzylquercetin
—— 2-(3,4-dihydroxyphenyl)-7-((3-fluorobenzyl)oxy)-3,5-dihydroxy-4H-chromen-4-one 1394914-33-0 C22H15FO7
2-(3,4-dihydroxyphenyl)-7-((3-fluorobenzyl)oxy)-3,5-dihydroxy-4H-chromen-4-one
—— 5-hydroxy-3,7-bis(methoxymethoxy)-2-(4-(methoxymethoxy)-3-(prop-2-yn-1-yloxy)phenyl)-4H-chromen-4-one 1427579-74-5 C24H24O10
5-hydroxy-3,7-bis(methoxymethoxy)-2-(4-(methoxymethoxy)-3-(prop-2-yn-1-yloxy)phenyl)-4H-chromen-4-one
—— 3-(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-7-methoxy-4H-chromen-4-one 498548-19-9 C36H26O7
3-(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-7-methoxy-4H-chromen-4-one
—— 3-[4-[4-[[5-(3,7-Dihydroxy-5-methoxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]methyl]triazol-1-yl]butyl]-2-(3-hydroxyphenyl)quinazolin-4-one 1427579-80-3 C37H31N5O9
3-[4-[4-[[5-(3,7-Dihydroxy-5-methoxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]methyl]triazol-1-yl]butyl]-2-(3-hydroxyphenyl)quinazolin-4-one
—— 8,8'-(ethane-1,2-diylbis(methylazanediyl))bis(methylene)-bis(2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one) 1421424-61-4 C36H32N2O14
8,8'-(ethane-1,2-diylbis(methylazanediyl))bis(methylene)-bis(2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one)
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-arabinosyl-4H-chromen-4-one 157379-63-0 C20H18O11
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-arabinosyl-4H-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one 1197215-50-1 C19H18O9
2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one
—— 2-[3,4-Bis(2-bromoethoxy)phenyl]-3,5,7-tris(2-bromoethoxy)chromen-4-one 82546-96-1 C25H25Br5O7
2-[3,4-Bis(2-bromoethoxy)phenyl]-3,5,7-tris(2-bromoethoxy)chromen-4-one
—— 5-(2-Bromoethoxy)-2-(3,4-diethoxyphenyl)-3,7-diethoxychromen-4-one 82547-05-5 C25H29BrO7
5-(2-Bromoethoxy)-2-(3,4-diethoxyphenyl)-3,7-diethoxychromen-4-one
—— 2-((2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)acetic acid 1144104-76-6 C17H12O9
2-((2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)acetic acid
—— 3-(((2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)methyl)benzonitrile 1187652-37-4 C23H15NO7
3-(((2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)methyl)benzonitrile
—— 2-[2-(3,4-Diethoxyphenyl)-3,7-diethoxy-4-oxochromen-5-yl]oxyacetic acid 82547-04-4 C25H28O9
2-[2-(3,4-Diethoxyphenyl)-3,7-diethoxy-4-oxochromen-5-yl]oxyacetic acid
—— 2-(3,4-dihydroxyphenyl)-7-((2-fluorobenzyl)oxy)-3,5-dihydroxy-4H-chromen-4-one 1394914-26-1 C22H15FO7
2-(3,4-dihydroxyphenyl)-7-((2-fluorobenzyl)oxy)-3,5-dihydroxy-4H-chromen-4-one
—— Ethyl 2-[2-(3,4-diethoxyphenyl)-3,7-diethoxy-4-oxochromen-5-yl]oxyacetate 82547-08-8 C27H32O9
Ethyl 2-[2-(3,4-diethoxyphenyl)-3,7-diethoxy-4-oxochromen-5-yl]oxyacetate