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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',4'-Dichloro-7-methoxyflavone 681481-32-3 C16H10Cl2O3
3',4'-Dichloro-7-methoxyflavone
—— (R)(+)-2-(4-fluorophenyl)-7-methoxychroman-4-one 1219977-69-1 C16H13FO3
(R)(+)-2-(4-fluorophenyl)-7-methoxychroman-4-one
—— (S)(+)-2-(4-fluorophenyl)-7-methoxychroman-4-one 1219977-70-4 C16H13FO3
(S)(+)-2-(4-fluorophenyl)-7-methoxychroman-4-one
—— 2-(4-fluorophenyl)-7-methoxychroman-4-one 132351-63-4 C16H13FO3
2-(4-fluorophenyl)-7-methoxychroman-4-one
—— 7-Hydroxy-3'.4'-dioxymethylen-flavon 70479-43-5 C16H10O5
7-Hydroxy-3'.4'-dioxymethylen-flavon
—— 2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-5(R)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester 554429-88-8 C39H45NO7
2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-5(R)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester
—— 2,8-bis-(tert-butyl-dimethyl-silyloxy)-5-phenyl-5,11-dihydro-chromeno[4,3-c]-chromene 554430-95-4 C34H44O4Si2
2,8-bis-(tert-butyl-dimethyl-silyloxy)-5-phenyl-5,11-dihydro-chromeno[4,3-c]-chromene
—— 3',4'-dihydroxyflavone-4'-phosphate 517892-06-7 C15H11O7P
3',4'-dihydroxyflavone-4'-phosphate
—— 1-(2{-4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-morpholine 554430-91-0 C40H55NO6Si2
1-(2{-4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-morpholine
—— 1-(2{-4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-azepane 554430-90-9 C42H59NO5Si2
1-(2{-4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-azepane
—— 2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-5(S)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester 554429-89-9 C39H45NO7
2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-5(S)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester
—— 2,8-bis(tert-butyldimethylsilyloxy)-5-[4-(2-(piperidin-1-yl)ethoxy)phenyl]-5,11-dihydrochromeno[4,3-c]chromene 554430-39-6 C41H57NO5Si2
2,8-bis(tert-butyldimethylsilyloxy)-5-[4-(2-(piperidin-1-yl)ethoxy)phenyl]-5,11-dihydrochromeno[4,3-c]chromene
—— 5-[4-(2-(piperidin-1-yl)ethoxy)phenyl]-5,11-dihydrochromeno[4,3-c]-chromene-2,8-diol 554430-98-7 C29H29NO5
5-[4-(2-(piperidin-1-yl)ethoxy)phenyl]-5,11-dihydrochromeno[4,3-c]-chromene-2,8-diol
—— 2,8-bis-(tert-butyl-dimethyl-silyloxy)-5-(4-dimethylamino)-phenyl-5,11-dihydro-chromeno[4,3-c]-chromene 554430-96-5 C36H49NO4Si2
2,8-bis-(tert-butyl-dimethyl-silyloxy)-5-(4-dimethylamino)-phenyl-5,11-dihydro-chromeno[4,3-c]-chromene
—— 2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-5-[4-(2-piperidin-1-yl-ethoxy)phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester 554429-87-7 C39H45NO7
2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-5-[4-(2-piperidin-1-yl-ethoxy)phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester
—— (2-{4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-dimethylamine 554430-94-3 C38H53NO5Si2
(2-{4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-dimethylamine
—— 1-(2{-4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-pyrrolidine 554430-92-1 C40H55NO5Si2
1-(2{-4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-pyrrolidine
—— 2-(3,4-dihydroxyphenyl)-3-hydroxy-7-methoxy-4H-chromen-4-one 94428-61-2 C16H12O6
2-(3,4-dihydroxyphenyl)-3-hydroxy-7-methoxy-4H-chromen-4-one
—— 2-(3,5-Dichlorophenyl)-7-methoxychromen-4-one 1012781-39-3 C16H10Cl2O3
2-(3,5-Dichlorophenyl)-7-methoxychromen-4-one
—— 2-(4-Methoxy-phenyl)-8,8-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-4-one 86978-00-9 C21H20O4
2-(4-Methoxy-phenyl)-8,8-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-4-one
—— 6-Chloro-2-(6-chloro-4H-benzo[1,3]dioxin-8-yl)-chroman-4-one 136498-46-9 C17H12Cl2O4
6-Chloro-2-(6-chloro-4H-benzo[1,3]dioxin-8-yl)-chroman-4-one
—— 7-methoxy-3-(methoxycarbonyl)-2-(4-nitrophenyl)-4H-benzopyran-4-one 132018-12-3 C18H13NO7
7-methoxy-3-(methoxycarbonyl)-2-(4-nitrophenyl)-4H-benzopyran-4-one
—— 2-p-tolyl-4H-benzo[h]chromen-4-one 14756-26-4 C20H14O2
2-p-tolyl-4H-benzo[h]chromen-4-one
—— 3-(2-(4-chlorophenyl)-2-oxoethyl)-5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 1370734-48-7 C28H25ClO8
3-(2-(4-chlorophenyl)-2-oxoethyl)-5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 7-methoxy-3',5'-dinitroflavone 921942-52-1 C16H10N2O7
7-methoxy-3',5'-dinitroflavone
—— 3-(2-(4-chlorophenyl)-2-oxoethyl)-2-(4-methoxyphenyl)-4H-chromen-4-one 1370734-45-4 C24H17ClO4
3-(2-(4-chlorophenyl)-2-oxoethyl)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 3-(2-(4-chlorophenyl)-2-oxoethyl)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 1370734-47-6 C26H21ClO6
3-(2-(4-chlorophenyl)-2-oxoethyl)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 2-(4-formylphenyl)-7-methoxy-4H-1-benzopyran-4-one 329727-22-2 C17H12O4
2-(4-formylphenyl)-7-methoxy-4H-1-benzopyran-4-one
—— 7-methoxy-2'-nitroflavone 63487-11-6 C16H11NO5
7-methoxy-2'-nitroflavone
—— (6aR,12aR)-6a,12a-cis-2,3,8,10-Tetrahydroxy-5,5-dimethyl-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran 132200-93-2 C18H18O6
(6aR,12aR)-6a,12a-cis-2,3,8,10-Tetrahydroxy-5,5-dimethyl-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran
—— 3-hydroxy-2-(2-hydroxyphenyl)-7-methoxy-4H-chromen-4-one 320576-68-9 C16H12O5
3-hydroxy-2-(2-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
—— 2'-hydroxy-3-methoxyflavone 105827-34-7 C16H12O4
2'-hydroxy-3-methoxyflavone
—— 3'-amino-4'-methylflavone 921942-33-8 C16H13NO2
3'-amino-4'-methylflavone
—— 2-Naphthalen-1-yl-chroman-3-one oxime 107196-75-8 C19H15NO2
2-Naphthalen-1-yl-chroman-3-one oxime
—— (2S,3S)-2-Naphthalen-1-yl-chroman-3-ylamine 112514-10-0 C19H17NO
(2S,3S)-2-Naphthalen-1-yl-chroman-3-ylamine
—— N-((2S,3S)-2-Naphthalen-1-yl-chroman-3-yl)-hydroxylamine 112514-00-8 C19H17NO2
N-((2S,3S)-2-Naphthalen-1-yl-chroman-3-yl)-hydroxylamine
—— 5-[11C]-nobiletin 1246935-12-5 C21H22O8
5-[11C]-nobiletin
—— 3-(4,6-dimethoxy-3-oxo-2,3-dihydrobenzofuran-2-yloxy)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one 1055316-78-3 C29H26O11
3-(4,6-dimethoxy-3-oxo-2,3-dihydrobenzofuran-2-yloxy)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 5,7-Dimethyl-4-oxo-2-phenyl-4H-1-benzopyran-3-carboxylic acid 98153-15-2 C18H14O4
5,7-Dimethyl-4-oxo-2-phenyl-4H-1-benzopyran-3-carboxylic acid
—— 9-(2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-H-chromen-3-yl)oxy)ethyl)-1,3-dimethyl-1H-purine-2,6(3H,9H)-dione 1393734-55-8 C28H28N4O9
9-(2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-H-chromen-3-yl)oxy)ethyl)-1,3-dimethyl-1H-purine-2,6(3H,9H)-dione
—— quercetin 5,7,3',4'-tetramethyl ether-3-acetate 7678-40-2 C21H20O8
quercetin 5,7,3',4'-tetramethyl ether-3-acetate
—— 3-(2-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)-ethoxy)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one 1393734-56-9 C36H31ClFN3O9
3-(2-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)-ethoxy)-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one
—— (E)-2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl)oxy)-ethyl 3-(3,4,5-trimethoxyphenyl)acrylate 1393734-49-0 C33H34O12
(E)-2-((2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yl)oxy)-ethyl 3-(3,4,5-trimethoxyphenyl)acrylate
—— 4-{2-[2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yloxy]-ethoxy}-benzoic acid ethyl ester 851133-89-6 C30H30O10
4-{2-[2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-3-yloxy]-ethoxy}-benzoic acid ethyl ester
—— N-octadecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide 1217342-46-5 C35H49NO5
N-octadecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide
—— 4-methyl-2-phenyl-1-benzopyrylium chloride 479541-94-1 C16H13O*Cl
4-methyl-2-phenyl-1-benzopyrylium chloride
—— 2-(3,4-dimethoxyphenyl)-3-hydroxy-5-methoxy-4H-chromen-4-one 103393-08-4 C18H16O6
2-(3,4-dimethoxyphenyl)-3-hydroxy-5-methoxy-4H-chromen-4-one
—— 7-O-allyl-apigenin-4'-yl 3,4,6-tri-O-allyl-2-O-[p-(O-allyl)coumaroyl]-β-D-glucopyranoside 1262000-28-1 C45H46O12
7-O-allyl-apigenin-4'-yl 3,4,6-tri-O-allyl-2-O-[p-(O-allyl)coumaroyl]-β-D-glucopyranoside
—— 5-methoxy-4',8-dinitroflavone 158555-16-9 C16H10N2O7
5-methoxy-4',8-dinitroflavone
—— 5-methoxy-4'-nitroflavone 26506-05-8 C16H11NO5
5-methoxy-4'-nitroflavone