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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
—— 3,5'-bis(4-methylbenzyloxy)-7-[3-(tert-butylamino)-2-hydroxypropoxy]flavone 1374792-21-8 C38H41NO6
3,5'-bis(4-methylbenzyloxy)-7-[3-(tert-butylamino)-2-hydroxypropoxy]flavone
—— 3,5'-bis(4-methylbenzyloxy)-7-[3-(iso-propylamino)-2-hydroxypropoxy]flavone 1374792-22-9 C37H39NO6
3,5'-bis(4-methylbenzyloxy)-7-[3-(iso-propylamino)-2-hydroxypropoxy]flavone
—— 2-(2-methylchroman-2-yl)phenol 1319730-49-8 C16H16O2
2-(2-methylchroman-2-yl)phenol
—— 3,5'-bis(4-methylbenzyloxy)-7-[3-(di-iso-propylamino)-2-hydroxypropoxy]flavone 1374792-24-1 C40H45NO6
3,5'-bis(4-methylbenzyloxy)-7-[3-(di-iso-propylamino)-2-hydroxypropoxy]flavone
—— 3-phenyl-3-[p-(1-hydroxy-1-phenylprop-2-yn-1-yl)phenyl]-3H-naphtho[2,1-b]pyran 872715-70-3 C34H24O2
3-phenyl-3-[p-(1-hydroxy-1-phenylprop-2-yn-1-yl)phenyl]-3H-naphtho[2,1-b]pyran
—— 13-oxo-3-phenyl-3-[p-(3-phenyl-3H-naphtho[2,1-b]pyran-3-yl)]phenylindeno[2,1-f]naphtho[1,2-b]pyran 872715-80-5 C51H32O3
13-oxo-3-phenyl-3-[p-(3-phenyl-3H-naphtho[2,1-b]pyran-3-yl)]phenylindeno[2,1-f]naphtho[1,2-b]pyran
—— 2-phenyl-2-[p-(1-hydroxy-1-phenylprop-2-yn-1-yl)phenyl]-2H-naphtho[1,2-b]pyran 872715-74-7 C34H24O2
2-phenyl-2-[p-(1-hydroxy-1-phenylprop-2-yn-1-yl)phenyl]-2H-naphtho[1,2-b]pyran
—— 13-oxo-3-phenyl-3-[p-(2-phenyl-2H-naphtho[1,2-b]pyran-2-yl)]phenylindeno[2,1-f]naphtho[1,2-b]pyran 872715-84-9 C51H32O3
13-oxo-3-phenyl-3-[p-(2-phenyl-2H-naphtho[1,2-b]pyran-2-yl)]phenylindeno[2,1-f]naphtho[1,2-b]pyran
—— 8-Acetyl-2-(2-acetyl-3,5-dihydroxyphenyl)-5-hydroxy-4H-chromen-4-one 70460-24-1 C19H14O7
8-Acetyl-2-(2-acetyl-3,5-dihydroxyphenyl)-5-hydroxy-4H-chromen-4-one
—— 2-[3,5-Bis[(2-methylphenyl)methoxy]phenyl]-7-[2-hydroxy-3-(propan-2-ylamino)propoxy]chromen-4-one 1374792-20-7 C37H39NO6
2-[3,5-Bis[(2-methylphenyl)methoxy]phenyl]-7-[2-hydroxy-3-(propan-2-ylamino)propoxy]chromen-4-one
—— 3',5'-bis(2-methylbenzyloxy)-7-[3-(iso-propylamino)-2-hydroxypropoxy]flavone 1374792-19-4 C38H41NO6
3',5'-bis(2-methylbenzyloxy)-7-[3-(iso-propylamino)-2-hydroxypropoxy]flavone
—— 3-bromo-4'-methylsulfinylflavone 215999-46-5 C16H11BrO3S
3-bromo-4'-methylsulfinylflavone
—— 2-(4-Methanesulfonyl-phenyl)-chromen-4-one 215999-36-3 C16H12O4S
2-(4-Methanesulfonyl-phenyl)-chromen-4-one
—— 2-(4-(methylsulfonyl)phenyl)-3-(3-pyridinyl)-4H-1-benzopyran-4-one 259679-69-1 C21H15NO4S
2-(4-(methylsulfonyl)phenyl)-3-(3-pyridinyl)-4H-1-benzopyran-4-one
—— 3',5'-bis-(3,5-dichlorobenzyloxy)-7-(2,3-epoxypropoxy)flavone 1374792-16-1 C32H22Cl4O6
3',5'-bis-(3,5-dichlorobenzyloxy)-7-(2,3-epoxypropoxy)flavone
—— 3',5'-bis(3,5-dichlorobenzyloxy)-7-[2-hydroxy-3-(iso-propylamino)propoxy]flavone 1374792-26-3 C35H31Cl4NO6
3',5'-bis(3,5-dichlorobenzyloxy)-7-[2-hydroxy-3-(iso-propylamino)propoxy]flavone
—— 3',5'-bis(3,5-dichlorobenzyloxy)-7-[3-(tert-butylamino)-2-hydroxypropoxy]flavone 1374792-25-2 C36H33Cl4NO6
3',5'-bis(3,5-dichlorobenzyloxy)-7-[3-(tert-butylamino)-2-hydroxypropoxy]flavone
—— 3',5'-bis(3,5-dichlorobenzyloxy)-7-hydroxyflavone 1374792-12-7 C29H18Cl4O5
3',5'-bis(3,5-dichlorobenzyloxy)-7-hydroxyflavone
—— 3',5'-bis-(2-chlorobenzyloxy)-7-[3-(tert-butylamino)-2-hydroxypropoxy]flavone 1374792-17-2 C36H35Cl2NO6
3',5'-bis-(2-chlorobenzyloxy)-7-[3-(tert-butylamino)-2-hydroxypropoxy]flavone
—— 3',5'-bis-(2-chlorobenzyloxy)-7-[3-(iso-propylamino)-2-hydroxypropoxy]flavone 1374792-18-3 C35H33Cl2NO6
3',5'-bis-(2-chlorobenzyloxy)-7-[3-(iso-propylamino)-2-hydroxypropoxy]flavone
—— 3,7-dihydroxy-2-phenyl-chromenylium; chloride 15402-06-9 C15H11O3*Cl
3,7-dihydroxy-2-phenyl-chromenylium; chloride
—— 3-(4-fluorophenyl)-3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran 1219801-68-9 C20H17FO
3-(4-fluorophenyl)-3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran
—— chrysin-6-C-glucopyranoside 28368-57-2 C21H20O9
chrysin-6-C-glucopyranoside
—— [4-(7-Acetyloxy-4-oxo-5-prop-2-enoxy-2,3-dihydrochromen-2-yl)phenyl] acetate 1026270-90-5 C22H20O7
[4-(7-Acetyloxy-4-oxo-5-prop-2-enoxy-2,3-dihydrochromen-2-yl)phenyl] acetate
—— 3-allyl-8-chloro-2-phenyl-4H-chromen-4-one 1514918-64-9 C18H13ClO2
3-allyl-8-chloro-2-phenyl-4H-chromen-4-one
—— 6-Chloro-2-(4-chloro-naphthalen-1-yl)-chromen-4-one 146517-72-8 C19H10Cl2O2
6-Chloro-2-(4-chloro-naphthalen-1-yl)-chromen-4-one
—— casticin 70460-57-0 C19H20O8
casticin
—— 2-(benzo[d][1,3]dioxol-5-yl)-6-chloro-3-hydroxy-4H-chromen-4-one 260063-86-3 C16H9ClO5
2-(benzo[d][1,3]dioxol-5-yl)-6-chloro-3-hydroxy-4H-chromen-4-one
—— 6-Chloro-3'-nitroflavone 127767-40-2 C15H8ClNO4
6-Chloro-3'-nitroflavone
—— 6-Chloro-2-(4-hydroxy-phenyl)-3-methoxy-chromen-4-one 111391-85-6 C16H11ClO4
6-Chloro-2-(4-hydroxy-phenyl)-3-methoxy-chromen-4-one
—— 3',5'-dimethoxy-7-(2,3-epoxypropoxy)flavone 883242-58-8 C20H18O6
3',5'-dimethoxy-7-(2,3-epoxypropoxy)flavone
—— 2-(4-bromophenyl)-6-chlorochroman-4-one 73110-73-3 C15H10BrClO2
2-(4-bromophenyl)-6-chlorochroman-4-one
—— (+/-)-7,4'-dimethoxymethoxyflavan 634922-75-1 C19H22O5
(+/-)-7,4'-dimethoxymethoxyflavan
—— 4'-methoxy-3'-nitroflavone 145370-38-3 C16H11NO5
4'-methoxy-3'-nitroflavone
—— 5-hydroxy-7-(methoxymethoxy)-2-(4-(3-(1-(2-(2-(4-(4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethyl )-1H-1,2,3-triazol-4-yl)propoxy)phenyl)-4H-chromen-4-one 1451740-61-6 C41H37N3O10
5-hydroxy-7-(methoxymethoxy)-2-(4-(3-(1-(2-(2-(4-(4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethyl )-1H-1,2,3-triazol-4-yl)propoxy)phenyl)-4H-chromen-4-one
—— (2S,1'R)-3-(1'-hydroxypropyl)-2-(2'-methoxyphenyl)-2H-chromene 1440429-65-1 C19H20O3
(2S,1'R)-3-(1'-hydroxypropyl)-2-(2'-methoxyphenyl)-2H-chromene
—— (2R,1'R)-3-(1'-hydroxypropyl)-2-(2'-methoxyphenyl)-2H-chromene 1440429-49-1 C19H20O3
(2R,1'R)-3-(1'-hydroxypropyl)-2-(2'-methoxyphenyl)-2H-chromene
—— 5-(benzyloxy)-7-(methoxymethoxy)-2-(4-(pent-4-yn-1-yloxy)phenyl)-4H-chromen-4-one 1451739-76-6 C29H26O6
5-(benzyloxy)-7-(methoxymethoxy)-2-(4-(pent-4-yn-1-yloxy)phenyl)-4H-chromen-4-one
—— 7-fluoro-2-(4-(pent-4-yn-1-yloxy)phenyl)-4Hchromen-4-one 1451739-73-3 C20H15FO3
7-fluoro-2-(4-(pent-4-yn-1-yloxy)phenyl)-4Hchromen-4-one
—— 8-[6-(4-Hydroxy-piperidin-1-yl)-hexyloxy]-2-phenyl-chromen-4-one 140439-07-2 C26H31NO4
8-[6-(4-Hydroxy-piperidin-1-yl)-hexyloxy]-2-phenyl-chromen-4-one
—— Prodelphiniline 20136-67-8 C30H26O14
Prodelphiniline
—— 3-Butyl-2-(3,4-dihydroxy-phenyl)-5,6,7-trimethoxy-chromen-4-one 134081-32-6 C22H24O7
3-Butyl-2-(3,4-dihydroxy-phenyl)-5,6,7-trimethoxy-chromen-4-one
—— 1,13-bis[4-(6-fluoro-4H-chromen-4-on-2-yl)phenyl]-7-(tert-butyloxycarbonyl)-1,4,10,13-tetraoxa-7-azatridecane 1346226-80-9 C43H41F2NO10
1,13-bis[4-(6-fluoro-4H-chromen-4-on-2-yl)phenyl]-7-(tert-butyloxycarbonyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 2'H,4H-[2,6'-Bichromen]-4-one 1431847-47-0 C18H12O3
2'H,4H-[2,6'-Bichromen]-4-one
—— 3-Butyl-2-(3,4-dihydroxy-phenyl)-5,7,8-trimethoxy-chromen-4-one 134081-24-6 C22H24O7
3-Butyl-2-(3,4-dihydroxy-phenyl)-5,7,8-trimethoxy-chromen-4-one
—— 3-Butyl-2-(3,4-dihydroxy-phenyl)-5-hydroxy-7,8-dimethoxy-chromen-4-one 134081-40-6 C21H22O7
3-Butyl-2-(3,4-dihydroxy-phenyl)-5-hydroxy-7,8-dimethoxy-chromen-4-one
—— 3-Butyl-2-(3,4-dihydroxy-phenyl)-5-hydroxy-6,7-dimethoxy-chromen-4-one 134081-48-4 C21H22O7
3-Butyl-2-(3,4-dihydroxy-phenyl)-5-hydroxy-6,7-dimethoxy-chromen-4-one
—— 1,13-bis[4-(3-benzyloxy-4H-chromen-4-on-2-yl)phenyl]-7-(tert-butyloxycarbonyl)-1,4,10,13-tetraoxa-7-azatridecane 1346226-82-1 C57H55NO12
1,13-bis[4-(3-benzyloxy-4H-chromen-4-on-2-yl)phenyl]-7-(tert-butyloxycarbonyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 1,13-bis[4-(6-fluoro-4H-chromen-4-on-2-yl)phenyl]-1,4,10,13-tetraoxa-7-azatridecane 1346227-00-6 C38H33F2NO8
1,13-bis[4-(6-fluoro-4H-chromen-4-on-2-yl)phenyl]-1,4,10,13-tetraoxa-7-azatridecane
—— 1,13-bis[4-(3-benzyloxy-4H-chromen-4-on-2-yl)phenyl]-1,4,10,13-tetraoxa-7-azatridecane 1346227-02-8 C52H47NO10
1,13-bis[4-(3-benzyloxy-4H-chromen-4-on-2-yl)phenyl]-1,4,10,13-tetraoxa-7-azatridecane