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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
—— 1527503-01-0 C50H24F24O25S8
—— <3,3-D(2)>-4'-Methoxyflavan-4-ol 72594-26-4 C16H16O3
<3,3-D(2)>-4'-Methoxyflavan-4-ol
—— (2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate) 1186527-31-0 C55H44N4O23S4Si
(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)
—— 5-Hydroxy-4-(4-methoxyphenyl)-7-methylchromene-2-thione 1415910-34-7 C17H14O3S
5-Hydroxy-4-(4-methoxyphenyl)-7-methylchromene-2-thione
—— rac-2-(3-fluorophenyl)-2H-chromene-3-carboxylic acid 1204754-82-4 C16H11FO3
rac-2-(3-fluorophenyl)-2H-chromene-3-carboxylic acid
—— 7,3'-Diacetoxy-6,4'-dimethoxyflavone 82298-13-3 C21H18O8
7,3'-Diacetoxy-6,4'-dimethoxyflavone
—— 2-(4-Methoxy-benzoyl)-3-methyl-7-phenyl-furo[3,2-g]chromen-5-one 108141-99-7 C26H18O5
2-(4-Methoxy-benzoyl)-3-methyl-7-phenyl-furo[3,2-g]chromen-5-one
—— 4',5,7-triisopropyloxy-2',5',6-trimethoxyflavone 96410-32-1 C27H34O8
4',5,7-triisopropyloxy-2',5',6-trimethoxyflavone
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,1'-cyclononane] 1259401-25-6 C45H44O5
8-Methoxy-13,13-bis(4-methoxyphenyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,1'-cyclononane]
—— 3,4-Dihydroxy-3',4',5',7-tetramethoxyflavan 63737-18-8 C19H22O7
3,4-Dihydroxy-3',4',5',7-tetramethoxyflavan
—— 2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-(5-methoxy-2-thienyl)-1H-[1]benzopyrano[3,4-f]quinoline 239067-11-9 C25H25NO3S
2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-(5-methoxy-2-thienyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— (Z)-3-((naphthalen-1-ylmethylamino)methylene)-2-o-tolylchroman-4-one 1430097-89-4 C28H23NO2
(Z)-3-((naphthalen-1-ylmethylamino)methylene)-2-o-tolylchroman-4-one
—— 4'-7-di-O-benzylquercet-3-yl 3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside 130999-23-4 C55H56O24
4'-7-di-O-benzylquercet-3-yl 3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside
—— 70048-77-0 C33H38O16
—— 3,3',4',5,5',7,8-heptahydroxyl flavone-8-O-β-D-glucuronopyranoside 1403981-95-2 C21H18O15
3,3',4',5,5',7,8-heptahydroxyl flavone-8-O-β-D-glucuronopyranoside
—— rac-2-(3-nitro-4-chlorophenyl)-2H-chromene-3-carboxylic acid 1204754-89-1 C16H10ClNO5
rac-2-(3-nitro-4-chlorophenyl)-2H-chromene-3-carboxylic acid
—— 4'-acetoxy-6-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-8-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-5,7-dihydroxyflavan 1253227-85-8 C39H44O19
4'-acetoxy-6-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-8-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-5,7-dihydroxyflavan
—— 6-acetoxy-3-hydroxy-7-methoxy-5-(tosyloxy)flavone 154048-02-9 C25H20O9S
6-acetoxy-3-hydroxy-7-methoxy-5-(tosyloxy)flavone
—— rac-2-(3-methyl-4-chlorophenyl)-2H-chromene-3-carboxylic acid 1204754-90-4 C17H13ClO3
rac-2-(3-methyl-4-chlorophenyl)-2H-chromene-3-carboxylic acid
—— Flavanon-2'-carbonsaeure-methylester 20461-01-2 C17H14O4
Flavanon-2'-carbonsaeure-methylester
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-(1-hydroxyethyl)-5-pivaloylamino-4H-1-benzopyran-4-one 165180-07-4 C27H29F3N2O5
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-(1-hydroxyethyl)-5-pivaloylamino-4H-1-benzopyran-4-one
—— 2-[4-(benzyloxy)-3-methoxyphenyl]-2,3,4,5-tetrahydro-1-benzoxepine 1449790-27-5 C24H24O3
2-[4-(benzyloxy)-3-methoxyphenyl]-2,3,4,5-tetrahydro-1-benzoxepine
—— 3'-benyloxy-6,7,4'-trimethoxyflavone 118793-63-8 C25H22O6
3'-benyloxy-6,7,4'-trimethoxyflavone
—— 6,3'-Diacetoxy-7,4'-dimethoxyflavone 82298-15-5 C21H18O8
6,3'-Diacetoxy-7,4'-dimethoxyflavone
—— 7-Isopropyloxy-3-methyl-8-dimethylaminomethyl-flavon 102663-55-8 C22H25NO3
7-Isopropyloxy-3-methyl-8-dimethylaminomethyl-flavon
—— matteucinol diacetate 117820-79-8 C22H22O7
matteucinol diacetate
—— 62621-85-6 C29H26O8
—— 7-(2-hydroxy-ethoxy)-2-(4-methoxy-phenyl)-chromen-4-one 859933-69-0 C18H16O5
7-(2-hydroxy-ethoxy)-2-(4-methoxy-phenyl)-chromen-4-one
—— Perdeuteromethyl-kaempferol 52412-90-5 C19H18O6
Perdeuteromethyl-kaempferol
—— 5,7-Dihydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-8-propyl-4H-1-benzopyran-4-one 178367-39-0 C22H24O6
5,7-Dihydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-8-propyl-4H-1-benzopyran-4-one
—— (<i>S</i>)-5-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chroman-4-one 67322-18-3 C34H36O17
(<i>S</i>)-5-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chroman-4-one
—— 3-N-isopropylaminomethylidene-flavanone 99111-24-7 C19H19NO2
3-N-isopropylaminomethylidene-flavanone
—— 2,3-dimethoxy-3-hydroxy-6-propionylflavanone 131136-66-8 C20H20O6
2,3-dimethoxy-3-hydroxy-6-propionylflavanone
—— 4'-acetoxy-6,8-di-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-5,7-dihydroxyflavan 1253227-86-9 C39H44O19
4'-acetoxy-6,8-di-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-5,7-dihydroxyflavan
—— 3-(allyloxy)-6-chloro-2-phenyl-4H-chromen-4-one 1062237-94-8 C18H13ClO3
3-(allyloxy)-6-chloro-2-phenyl-4H-chromen-4-one
—— 2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-(2-thienyl)-1H-[1]benzopyrano[3,4-f]quinoline 239067-97-1 C24H23NO2S
2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-(2-thienyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— (2R,3S,10S)-7,8,9,13-tetramethoxy-2-(3,4-dimethoxyphenyl)-2,3-trans-3,4-cis-2,3,10-trihydrobenzopyrano<3,4-c>-2-benzopyran-1-one 126655-07-0 C28H28O9
(2R,3S,10S)-7,8,9,13-tetramethoxy-2-(3,4-dimethoxyphenyl)-2,3-trans-3,4-cis-2,3,10-trihydrobenzopyrano<3,4-c>-2-benzopyran-1-one
—— rac-2-(3,4-dichlorophenyl)-7-methoxy-2H-chromene-3-carboxylic acid 1204755-22-5 C17H12Cl2O4
rac-2-(3,4-dichlorophenyl)-7-methoxy-2H-chromene-3-carboxylic acid
—— 7,3'-Dibenzyloxy-6,4'-dimethoxyflavone 82298-17-7 C31H26O6
7,3'-Dibenzyloxy-6,4'-dimethoxyflavone
—— 6-chloro-4-oxo-2-phenyl-4H-chromen-3-yl 4-methylbenzoate 1244966-57-1 C23H15ClO4
6-chloro-4-oxo-2-phenyl-4H-chromen-3-yl 4-methylbenzoate
—— 3-Biphenyl-4-yl-3-phenyl-7-thiophen-2-yl-3H-benzo[f]chromene 211796-89-3 C35H24OS
3-Biphenyl-4-yl-3-phenyl-7-thiophen-2-yl-3H-benzo[f]chromene
—— (1S,2S,3R,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-2,3-dihydroxy-6-methylcyclohexyl acetate 1232680-34-0 C45H42O10
(1S,2S,3R,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-2,3-dihydroxy-6-methylcyclohexyl acetate
—— 2-<4-(2,3-epoxypropoxy)phenyl>-3-phenyl-2H-1-benzopyran 130406-76-7 C24H20O3
2-<4-(2,3-epoxypropoxy)phenyl>-3-phenyl-2H-1-benzopyran
—— 5-(3-chlorophenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239066-94-5 C26H24ClNO2
5-(3-chlorophenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 3,9-Dimethylfuro<2,3-h>flavone 65679-21-2 C19H14O3
3,9-Dimethylfuro<2,3-h>flavone
—— 2-(4-Amino-3-fluorophenyl)-5-(5-chlorohexylamino)-6,8-difluoro-4H-1-benzopyran-4-one 180595-33-9 C21H20ClF3N2O2
2-(4-Amino-3-fluorophenyl)-5-(5-chlorohexylamino)-6,8-difluoro-4H-1-benzopyran-4-one
—— 6,8-Difluoro-2-(3-fluoro-4-methylaminophenyl)-5-(3-methoxypropylamino)-4H-1-benzopyran-4-one 152169-28-3 C20H19F3N2O3
6,8-Difluoro-2-(3-fluoro-4-methylaminophenyl)-5-(3-methoxypropylamino)-4H-1-benzopyran-4-one
—— 4',6'-dibenzyloxy-2',3',5,6,7-pentamethoxyflavone 89328-92-7 C34H32O9
4',6'-dibenzyloxy-2',3',5,6,7-pentamethoxyflavone
—— 2-(4-acetoxy-3-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 94875-88-4 C21H20O8
2-(4-acetoxy-3-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— 3-(2-[4-(dimethylamino)phenyl]-3-hydroxy-4-oxo-4H-chromen-6-yl)-L-alanine hydrochloride 1508268-95-8 C20H20N2O5*ClH
3-(2-[4-(dimethylamino)phenyl]-3-hydroxy-4-oxo-4H-chromen-6-yl)-L-alanine hydrochloride