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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'-Acetoxy-5,7,4'-trimethoxy-flavon 94550-29-5 C20H18O7
3'-Acetoxy-5,7,4'-trimethoxy-flavon
—— 7-allyloxy-8-iodo-5-hydroxy-3',4'-methylenedioxyflavone 79339-26-7 C19H13IO6
7-allyloxy-8-iodo-5-hydroxy-3',4'-methylenedioxyflavone
—— 1254040-50-0 C20H13F3O7
—— 7-methoxy-8-acetyl-3methylflavone 329913-63-5 C19H16O4
7-methoxy-8-acetyl-3methylflavone
—— 1,4-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4-dioxabutane 916330-69-3 C36H30O12
1,4-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4-dioxabutane
—— 1,13-bis[4'-((5-benzyloxy)-4H-chromen-4-on-2-yl)phenyl]-7-(tert-butyloxycarbonyl)-1,4,10,13-tetraoxa-7-azatridecane 1346226-78-5 C57H55NO12
1,13-bis[4'-((5-benzyloxy)-4H-chromen-4-on-2-yl)phenyl]-7-(tert-butyloxycarbonyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 1,2-bis-(4',5,7-trimethoxyflavon-3'-yl)ethyne 1304777-81-8 C38H30O10
1,2-bis-(4',5,7-trimethoxyflavon-3'-yl)ethyne
—— 1266729-38-7 C18H13NO10
—— methyl (2S,3S,4S,5R,6S)-6-((2-(4-((((S)-1-(tert-butoxy)-1-oxo-3-phenylpropan-2-yl)carbamoyl)oxy)phenyl)-5,6-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate 1432474-23-1 C36H37NO15
methyl (2S,3S,4S,5R,6S)-6-((2-(4-((((S)-1-(tert-butoxy)-1-oxo-3-phenylpropan-2-yl)carbamoyl)oxy)phenyl)-5,6-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate
—— 2-[(4-imidazol-1-yl)-phenyl]-3-benzyloxy-6-[(1-iminoethyl-2-cyclopropyl)amino]-4H-1-benzopyran-4-one 1187016-37-0 C30H26N4O3
2-[(4-imidazol-1-yl)-phenyl]-3-benzyloxy-6-[(1-iminoethyl-2-cyclopropyl)amino]-4H-1-benzopyran-4-one
—— 6''-O-p-coumaroylastragalin heptaacetate 256442-36-1 C44H40O20
6''-O-p-coumaroylastragalin heptaacetate
—— acetic acid 3-(4-acetoxy-phenyl)-2-phenyl-2H-chromen-7-yl ester 1096623-60-7 C25H20O5
acetic acid 3-(4-acetoxy-phenyl)-2-phenyl-2H-chromen-7-yl ester
—— 2,3-dihydro-2-phenyl-4-6-methyl-8-bromo-benzopyran-4-one oxime 81976-54-7 C16H14BrNO2
2,3-dihydro-2-phenyl-4-6-methyl-8-bromo-benzopyran-4-one oxime
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(3-fluorobenzylamino)-4H-chromen-4-one 1094471-19-8 C37H30FNO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(3-fluorobenzylamino)-4H-chromen-4-one
—— 4'-methoxy-3-(cis-4'-methoxyflavan-4β-yloxy)flavone 88214-62-4 C32H26O6
4'-methoxy-3-(cis-4'-methoxyflavan-4β-yloxy)flavone
—— 3,4,2',4',6'-Pentahydroxy-chalkon-4',6'-di-β-D-glucosid 14982-10-6 C27H32O16
3,4,2',4',6'-Pentahydroxy-chalkon-4',6'-di-β-D-glucosid
—— 7-Chloro-5-methoxy-4-oxo-2-phenyl-4H-1-benzopyran 139048-23-0 C16H11ClO3
7-Chloro-5-methoxy-4-oxo-2-phenyl-4H-1-benzopyran
—— 7-hydroxy-5-methoxy-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one 109469-70-7 C18H18O5
7-hydroxy-5-methoxy-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one
—— 6-Benzoyl-8-methyl-3',4'-methylendioxy-flavanon 88856-43-3 C24H18O5
6-Benzoyl-8-methyl-3',4'-methylendioxy-flavanon
—— 2-(2-chlorophenyl)chroman-4,6-diol 488849-52-1 C15H13ClO3
2-(2-chlorophenyl)chroman-4,6-diol
—— 5-ethoxy-7-methoxy-2-(4-methoxy-phenyl)-chroman-4-one 102172-31-6 C19H20O5
5-ethoxy-7-methoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 6-dimethylamino-3'-hydroxyflavone 405216-98-0 C17H15NO3
6-dimethylamino-3'-hydroxyflavone
—— 5,7-di(methoxymethoxy)-6,8-di-C-prenyl-4'-O-prenylflavanone 624734-51-6 C34H44O7
5,7-di(methoxymethoxy)-6,8-di-C-prenyl-4'-O-prenylflavanone
—— 8-Benzoyloxy-5,6-benzoflavon 95952-78-6 C26H16O4
8-Benzoyloxy-5,6-benzoflavon
—— 7-bromo-2-hydroxy-2-phenylnaphtho[2,1-b]furan-1(2H)-one 1574190-61-6 C18H11BrO3
7-bromo-2-hydroxy-2-phenylnaphtho[2,1-b]furan-1(2H)-one
—— 2-(3,4-dihydroxy-5-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 743423-95-2 C19H18O8
2-(3,4-dihydroxy-5-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— 2-(4-Fluoro-phenyl)-3-methoxy-4-oxo-4H-chromene-6-carboxylic acid 58539-99-4 C17H11FO5
2-(4-Fluoro-phenyl)-3-methoxy-4-oxo-4H-chromene-6-carboxylic acid
—— 8-(2-carboxy-1-phenylethenyl)-5,7-diisopropoxyflavone methoxyethyl ester 129555-05-1 C33H34O7
8-(2-carboxy-1-phenylethenyl)-5,7-diisopropoxyflavone methoxyethyl ester
—— 7-hydroxy-2-phenyl-6-[(E)-2-phenyldiazen-1-yl]-4H-chromen-4-one 1565623-14-4 C21H14N2O3
7-hydroxy-2-phenyl-6-[(E)-2-phenyldiazen-1-yl]-4H-chromen-4-one
—— 2-(2,3-dihydroxy-phenyl)-3,7,8-trihydroxy-chromen-4-one 108237-79-2 C15H10O7
2-(2,3-dihydroxy-phenyl)-3,7,8-trihydroxy-chromen-4-one
—— (2<i>S</i>)-2<i>r</i>-(3,4-Dimethoxy-phenyl)-3<i>t</i>,7-dimethoxy-chroman 110492-02-9 C19H22O5
(2<i>S</i>)-2<i>r</i>-(3,4-Dimethoxy-phenyl)-3<i>t</i>,7-dimethoxy-chroman
—— 21,21-Ditert-butyl-6-methoxy-14,14-bis(4-methoxyphenyl)-1',1',2',2'-tetramethylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3(8),4,6,11(16),12,17,19(23)-nonaene-9,4'-cyclopentane] 1398417-09-8 C52H58O5S
21,21-Ditert-butyl-6-methoxy-14,14-bis(4-methoxyphenyl)-1',1',2',2'-tetramethylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3(8),4,6,11(16),12,17,19(23)-nonaene-9,4'-cyclopentane]
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-dinaphthalen-1-ylspiro[15,20-dioxa-22-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane] 1398417-16-7 C64H54O4S
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-dinaphthalen-1-ylspiro[15,20-dioxa-22-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]
—— (R)-2-methyl-propane-2-sulfinicacid[(2S,4R)-6-bromo-4-(2-cyanomethoxy-1,1-difluoro-ethyl)-2-phenyl-chroman-4-yl]-amide 1415109-07-7 C23H25BrF2N2O3S
(R)-2-methyl-propane-2-sulfinicacid[(2S,4R)-6-bromo-4-(2-cyanomethoxy-1,1-difluoro-ethyl)-2-phenyl-chroman-4-yl]-amide
—— Bis-(7-methoxy-flavenyliden-4) 810-65-1 C32H24O4
Bis-(7-methoxy-flavenyliden-4)
—— 4'-Chlor-3'-chlorsulfonylflavon 97319-80-7 C15H8Cl2O4S
4'-Chlor-3'-chlorsulfonylflavon
—— 6-(2-azidoethoxy)-2-phenylchroman-4-one 488849-26-9 C17H15N3O3
6-(2-azidoethoxy)-2-phenylchroman-4-one
—— 6,8,4'-Trimethoxy-3-acetoxy-flavon 94550-28-4 C20H18O7
6,8,4'-Trimethoxy-3-acetoxy-flavon
—— (2SR)-5,7-Diacetoxy-2-<(2RS,3RS)-3-acetoxymethyl-2-(3,4-dimethoxyphenyl)-1,4-benzodioxan-6-yl>chromanon 99967-46-1 C32H30O12
(2SR)-5,7-Diacetoxy-2-<(2RS,3RS)-3-acetoxymethyl-2-(3,4-dimethoxyphenyl)-1,4-benzodioxan-6-yl>chromanon
—— 7-amino-2-(4-hydroxy-phenyl)-chroman-4-one 108536-33-0 C15H13NO3
7-amino-2-(4-hydroxy-phenyl)-chroman-4-one
—— (2S,3R,4R,5S,6S)-5-(benzyloxy)-2-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4-diyl (2E,2'E)-bis(3-(4-(benzyloxy)phenyl)acrylate) 1313028-11-3 C81H68O14
(2S,3R,4R,5S,6S)-5-(benzyloxy)-2-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4-diyl (2E,2'E)-bis(3-(4-(benzyloxy)phenyl)acrylate)
—— 3-hydroxy-2-(4-methoxy-phenyl)-6-nitro-benzo[<i>h</i>]chromen-4-one 112272-63-6 C20H13NO6
3-hydroxy-2-(4-methoxy-phenyl)-6-nitro-benzo[<i>h</i>]chromen-4-one
—— 8-amino-6-methoxy-2-(2-methoxy-phenyl)-chroman-4-one 109393-47-7 C17H17NO4
8-amino-6-methoxy-2-(2-methoxy-phenyl)-chroman-4-one
—— tetrahydrovexibidin 97938-33-5 C26H34O6
tetrahydrovexibidin
—— 5,7-Diacetoxy-2-(4-acetoxy-phenyl)-3-(tri-<i>O</i>-acetyl-α-L-rhamnofuranosyloxy)-chromen-4-on 105255-14-9 C33H32O16
5,7-Diacetoxy-2-(4-acetoxy-phenyl)-3-(tri-<i>O</i>-acetyl-α-L-rhamnofuranosyloxy)-chromen-4-on
—— 2-(4-ethoxy-phenyl)-8-amino-chroman-4-one 101877-96-7 C17H17NO3
2-(4-ethoxy-phenyl)-8-amino-chroman-4-one
—— 2-(3,4-dimethoxyphenyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one 1096657-45-2 C22H22O9
2-(3,4-dimethoxyphenyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
—— 3-(4-Methoxy-phenyl)-7-methyl-1-phenyl-1H-benzo[4,5]furo[3,2-c]pyrazole 80649-90-7 C23H18N2O2
3-(4-Methoxy-phenyl)-7-methyl-1-phenyl-1H-benzo[4,5]furo[3,2-c]pyrazole
—— 7-benzyloxy-3-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-[(4-benzyloxy-3-hydroxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one 677766-78-8 C58H52O13
7-benzyloxy-3-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-[(4-benzyloxy-3-hydroxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one
—— 1278523-54-8 C52H53NO4