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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
—— N-(2-(4-fluorophenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl)acetamide 1245282-73-8 C17H12FNO4
N-(2-(4-fluorophenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl)acetamide
—— N-(4-oxo-2-(3-(trifluoromethyl)phenyl)-4H-chromen-6-yl)acetamide 1245282-64-7 C18H12F3NO3
N-(4-oxo-2-(3-(trifluoromethyl)phenyl)-4H-chromen-6-yl)acetamide
—— 6-amino-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one 1245282-67-0 C16H10F3NO2
6-amino-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— N-(2-(3-fluorophenyl)-4-oxo-4H-chromen-6-yl)acetamide 1245282-63-6 C17H12FNO3
N-(2-(3-fluorophenyl)-4-oxo-4H-chromen-6-yl)acetamide
—— 2-(2,4-dihydroxy-phenyl)-5-hydroxy-3-(2-hydroxy-3-methyl-but-3-enyl)-8,8-dimethyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 65793-00-2 C25H24O7
2-(2,4-dihydroxy-phenyl)-5-hydroxy-3-(2-hydroxy-3-methyl-but-3-enyl)-8,8-dimethyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— 2-[2-(4-methoxybenzyloxy)-4-hydroxyphenyl]-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-pyrano[2,3-f]chromen-4-one 1216959-03-3 C33H32O7
2-[2-(4-methoxybenzyloxy)-4-hydroxyphenyl]-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-pyrano[2,3-f]chromen-4-one
—— dimethyl 4-(6-chloro-3-methyl-4H-1-benzopyran-4-on-2-yl)benzylphosphonate 166305-04-0 C19H18ClO5P
dimethyl 4-(6-chloro-3-methyl-4H-1-benzopyran-4-on-2-yl)benzylphosphonate
—— methyl 5-hydroxy-2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)benzoate 1235837-61-2 C25H18O9
methyl 5-hydroxy-2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)benzoate
—— 3,5-di-O-benzoyl-7,4'-di-O-benzyl-kaempferol 1246814-14-1 C43H30O8
3,5-di-O-benzoyl-7,4'-di-O-benzyl-kaempferol
—— kaempferol-3-O-arabinoside 28384-70-5 C20H18O10
kaempferol-3-O-arabinoside
—— kaempferol 3-O-sophoroside 160111-95-5 C27H30O16
kaempferol 3-O-sophoroside
—— 7,4'-di-O-tert-butyldimethylsilylkaempferol 1246814-12-9 C27H38O6Si2
7,4'-di-O-tert-butyldimethylsilylkaempferol
—— 3-O-β-sophorosyl-7-O-β-D-(2-O-feruloyl)glucosylkaempferol 87863-90-9 C43H48O24
3-O-β-sophorosyl-7-O-β-D-(2-O-feruloyl)glucosylkaempferol
—— kaempferol-3-sophoroside-7-α-L-arabinofuranoside 132998-80-2 C32H38O20
kaempferol-3-sophoroside-7-α-L-arabinofuranoside
—— (R)-6-nitro-2-phenyl-2H-chromene-3-carbaldehyde 1195315-26-4 C16H11NO4
(R)-6-nitro-2-phenyl-2H-chromene-3-carbaldehyde
—— (E)-2-phenyl-7-styryl-2H-chromen-5-ol 1186228-57-8 C23H18O2
(E)-2-phenyl-7-styryl-2H-chromen-5-ol
—— tert-butyl 2-(3,4-dichlorophenyl)-4-hydroxy-6-methoxychroman-3-carboxylate 1204755-14-5 C21H22Cl2O5
tert-butyl 2-(3,4-dichlorophenyl)-4-hydroxy-6-methoxychroman-3-carboxylate
—— 3-[(2,4-Difluorophenyl)methoxy]-2-(4-phenylphenyl)chromen-4-one 1099682-23-1 C28H18F2O3
3-[(2,4-Difluorophenyl)methoxy]-2-(4-phenylphenyl)chromen-4-one
—— 3-(4-Chlorophenyl)-1H-Benzo(f)Chromen-1-One 93828-10-5 C19H11ClO2
3-(4-Chlorophenyl)-1H-Benzo(f)Chromen-1-One
—— (2S)-liquiritigenin 7-methyl ether 61504-06-1 C16H14O4
(2S)-liquiritigenin 7-methyl ether
—— 4-methoxy-2-(6-methoxy-2,4,4,7-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)-5-methylphenol 38102-56-6 C22H28O4
4-methoxy-2-(6-methoxy-2,4,4,7-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl)-5-methylphenol
—— 6-chloro-2,2-di(4-fluorophenyl)-2H-naphtho[1,2-b]pyran 221680-18-8 C25H15ClF2O
6-chloro-2,2-di(4-fluorophenyl)-2H-naphtho[1,2-b]pyran
—— 3',5'-dinitro-Flavone 195612-37-4 C15H8N2O6
3',5'-dinitro-Flavone
—— 6-bromo-3',5'-dinitroflavone 921942-61-2 C15H7BrN2O6
6-bromo-3',5'-dinitroflavone
—— 1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(3''-methoxyphenyl)-propane-1,3-dione 1294456-91-9 C22H24O10
1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(3''-methoxyphenyl)-propane-1,3-dione
—— 4-(3-Methoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 853294-40-3 C27H25NO7
4-(3-Methoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
—— 5-chloro-2-(4-fluorophenyl)-3-nitro-2H-chromene 1448552-64-4 C15H9ClFNO3
5-chloro-2-(4-fluorophenyl)-3-nitro-2H-chromene
—— 6-Chloro-2-(2-chlorophenyl)-2,3-dihydrochromen-4-one 6336-06-7 C15H10Cl2O2
6-Chloro-2-(2-chlorophenyl)-2,3-dihydrochromen-4-one
—— 3-N,N-di(2-hydroxyethyl)aminomethylidene-flavanone 99111-25-8 C20H21NO4
3-N,N-di(2-hydroxyethyl)aminomethylidene-flavanone
—— 2-(2-o-tolylchroman-6-yloxy)thiazole-5-carboxylic acid 1426900-45-9 C20H17NO4S
2-(2-o-tolylchroman-6-yloxy)thiazole-5-carboxylic acid
—— phosphoric acid dibenzyl ester 2-{[2-((S)-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carbonyl]-amino}-ethyl ester 1426899-88-8 C36H35N2O7PS
phosphoric acid dibenzyl ester 2-{[2-((S)-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carbonyl]-amino}-ethyl ester
—— phosphoric acid mono-(2-{[2-((S)-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carbonyl]amino}ethyl) ester 1426899-70-8 C22H23N2O7PS
phosphoric acid mono-(2-{[2-((S)-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carbonyl]amino}ethyl) ester
—— 1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(3''-methylphenyl)-propane-1,3-dione 1294456-92-0 C22H24O9
1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(3''-methylphenyl)-propane-1,3-dione
—— 5-O-β-D-glucopyranosyl cirsimaritin 1346158-90-4 C23H24O11
5-O-β-D-glucopyranosyl cirsimaritin
—— 2',4',5,7-tetramethoxymethoxy-6-(3,3-dimethylallyl)flavanone 905598-80-3 C28H36O10
2',4',5,7-tetramethoxymethoxy-6-(3,3-dimethylallyl)flavanone
—— Dihydroisoxanthohumol 72060-15-2 C21H24O5
Dihydroisoxanthohumol
—— 7-[3-(Butylamino)propoxy]-5-hydroxy-2-phenylchromen-4-one 1190373-75-1 C22H25NO4
7-[3-(Butylamino)propoxy]-5-hydroxy-2-phenylchromen-4-one
—— 5-hydroxy-2-phenyl-7-(3-(piperazin-1-yl)propoxy)-4H-chromen-4-one 1190373-70-6 C22H24N2O4
5-hydroxy-2-phenyl-7-(3-(piperazin-1-yl)propoxy)-4H-chromen-4-one
—— 2-azido-N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]acetamide 728936-56-9 C22H19N5O3
2-azido-N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]acetamide
—— 5-Hydroxy-2-phenyl-7-[3-(propylamino)propoxy]chromen-4-one 1190373-71-7 C21H23NO4
5-Hydroxy-2-phenyl-7-[3-(propylamino)propoxy]chromen-4-one
—— 7-(3-(dipropylamino)propoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1190373-72-8 C24H29NO4
7-(3-(dipropylamino)propoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 5-Hydroxy-7-[3-(2-hydroxyethylamino)propoxy]-2-phenylchromen-4-one 1190373-76-2 C20H21NO5
5-Hydroxy-7-[3-(2-hydroxyethylamino)propoxy]-2-phenylchromen-4-one
—— 7-(3-(dibutylamino)propoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1190373-73-9 C26H33NO4
7-(3-(dibutylamino)propoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 5-hydroxy-2-phenyl-7-(3-(pyrrolidin-1-yl)propoxy)-4H-chromen-4-one 1190373-74-0 C22H23NO4
5-hydroxy-2-phenyl-7-(3-(pyrrolidin-1-yl)propoxy)-4H-chromen-4-one
—— 2-(2-chlorophenyl)-5-hydroxy-8-nitrochromen-4-one 920006-35-5 C15H8ClNO5
2-(2-chlorophenyl)-5-hydroxy-8-nitrochromen-4-one
—— 2-(2-chlorobenzoyl)-5-hydroxychromen-4-one 920006-36-6 C15H9ClO3
2-(2-chlorobenzoyl)-5-hydroxychromen-4-one
—— 3-O-methyl-3',4',5'-trimethoxyflavonol 1394018-27-9 C19H18O6
3-O-methyl-3',4',5'-trimethoxyflavonol
—— 6-Bromo-2-(4-chloro-naphthalen-1-yl)-chromen-4-one 146517-73-9 C19H10BrClO2
6-Bromo-2-(4-chloro-naphthalen-1-yl)-chromen-4-one
—— 6-bromo-2-o-tolyl-chroman-4-one 1426899-75-3 C16H13BrO2
6-bromo-2-o-tolyl-chroman-4-one
—— 6-Bromo-2-(4-methoxy-phenyl)-chromen-4-one oxime 463358-39-6 C16H12BrNO3
6-Bromo-2-(4-methoxy-phenyl)-chromen-4-one oxime