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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',5,7-trihydroxy-8-(3,3-dimethylallyl)-flavone 1075171-31-1 C20H18O5
3',5,7-trihydroxy-8-(3,3-dimethylallyl)-flavone
—— (2R)-3t-chloroacetoxy-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman 102448-90-8 C21H23ClO7
(2R)-3t-chloroacetoxy-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman
—— 2-[(2R,3R,4S)-2-(3,4-Dihydroxy-phenyl)-3,7-dihydroxy-chroman-4-yl]-benzene-1,3,5-triol 125090-62-2 C21H18O8
2-[(2R,3R,4S)-2-(3,4-Dihydroxy-phenyl)-3,7-dihydroxy-chroman-4-yl]-benzene-1,3,5-triol
—— 8-(5-acetyl-2-methoxy-phenyl)-5-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 114398-37-7 C26H22O7
8-(5-acetyl-2-methoxy-phenyl)-5-hydroxy-7-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 7-benzyloxy-2-(4-methoxy-phenyl)-6-nitro-chromen-4-one 112321-85-4 C23H17NO6
7-benzyloxy-2-(4-methoxy-phenyl)-6-nitro-chromen-4-one
—— 3.7-Dibenzyloxy-5,8-dihydroxy-flavon 5928-09-6 C29H22O6
3.7-Dibenzyloxy-5,8-dihydroxy-flavon
—— N-[2-(piperidin-1-yl)ethyl]-3-ethylflavone-8-carboxamide 92606-84-3 C25H28N2O3
N-[2-(piperidin-1-yl)ethyl]-3-ethylflavone-8-carboxamide
—— dodecacetylormocarpin 129502-55-2 C66H66O32
dodecacetylormocarpin
—— 3,8-dibromo-7-butoxy-2-(2-methoxyphenyl)-6-nitrochromen-4-one 139589-44-9 C20H17Br2NO6
3,8-dibromo-7-butoxy-2-(2-methoxyphenyl)-6-nitrochromen-4-one
—— 2-(4-fluoro-phenyl)-4-oxo-4H-chromene-3-carbonitrile 1384106-91-5 C16H8FNO2
2-(4-fluoro-phenyl)-4-oxo-4H-chromene-3-carbonitrile
—— 2-methoxy-2-oxo-(S)-1-phenylethyl 2-[(4-oxo-2-phenyl-4H-chromen-7-yl)amino]-(R)-phenylacetate 1192308-02-3 C32H25NO6
2-methoxy-2-oxo-(S)-1-phenylethyl 2-[(4-oxo-2-phenyl-4H-chromen-7-yl)amino]-(R)-phenylacetate
—— 2-[6-(2-(2-fluorophenyl)chroman-6-yloxy)pyridin-3-ylcarbamoyl]-(S)-pyrrolidine-1-carboxylic acid tert-butyl ester 728935-87-3 C30H32FN3O5
2-[6-(2-(2-fluorophenyl)chroman-6-yloxy)pyridin-3-ylcarbamoyl]-(S)-pyrrolidine-1-carboxylic acid tert-butyl ester
—— 1096657-72-5 C23H24O10
—— 3-Methyl-2-phenyl-4H-furo<2,3-h><1>benzopyran-4-one 124210-95-3 C18H12O3
3-Methyl-2-phenyl-4H-furo<2,3-h><1>benzopyran-4-one
—— 8-chloro-5,7-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one 101726-88-9 C16H11ClO5
8-chloro-5,7-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 2",3"-dihydro-2",3",3"-trimethylfuro<4",5":8,7>flavone 70336-26-4 C20H18O3
2",3"-dihydro-2",3",3"-trimethylfuro<4",5":8,7>flavone
—— 2-(4-chloro-phenyl)-chromenylium 49858-91-5 C15H10ClO
2-(4-chloro-phenyl)-chromenylium
—— (2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one 1390643-82-9 C42H44O6Si
(2R)-4'-(tert-butyldimethylsilyloxy)-5,7,3'-tribenzyloxyflavan-3-one
—— 8-methacryloxyethoxy-[3-(4-biphenyl)-3-phenyl]-3H-naphtho[2,1-b]pyran 1610880-68-6 C37H30O4
8-methacryloxyethoxy-[3-(4-biphenyl)-3-phenyl]-3H-naphtho[2,1-b]pyran
—— 2-(4-amino-3-nitrophenyl)-6-methylchromen-4-one 153255-72-2 C16H12N2O4
2-(4-amino-3-nitrophenyl)-6-methylchromen-4-one
—— 2-(4-amino-3-nitrophenyl)-6-chlorochromen-4-one 153255-73-3 C15H9ClN2O4
2-(4-amino-3-nitrophenyl)-6-chlorochromen-4-one
—— 3-Methyl-6-(1-phenyl-3-dimethylaminopropoxy)-3',4'-methylenedioxy-flavone 79130-83-9 C28H27NO5
3-Methyl-6-(1-phenyl-3-dimethylaminopropoxy)-3',4'-methylenedioxy-flavone
—— 7-(4-chloro-phenyl)-3-methyl-chromeno[6,5-<i>d</i>]isoxazol-9-one 49586-09-6 C17H10ClNO3
7-(4-chloro-phenyl)-3-methyl-chromeno[6,5-<i>d</i>]isoxazol-9-one
—— 2-(4-Carbamimidoyl-phenyl)-chroman-6-carboxamidine; hydrochloride 133308-57-3 C17H18N4O*2ClH
2-(4-Carbamimidoyl-phenyl)-chroman-6-carboxamidine; hydrochloride
—— 7-amino-3-hydroxy-4'-flavonecarboxylic acid 95711-20-9 C16H11NO5
7-amino-3-hydroxy-4'-flavonecarboxylic acid
—— 4-oxo-2-o-tolyl-4H-chromene-3-carbonitrile 1384106-92-6 C17H11NO2
4-oxo-2-o-tolyl-4H-chromene-3-carbonitrile
—— (R)-5,7-dimethyl-2-phenylchroman-4-one 1438761-11-5 C17H16O2
(R)-5,7-dimethyl-2-phenylchroman-4-one
—— Nor-Vogeletin-pentaacetat 5217-95-8 C25H20O12
Nor-Vogeletin-pentaacetat
—— nepetin 147526-76-9 C16H12O6
nepetin
—— 1,3-dimethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-pyrimidine-2,4,6-trione 19581-20-5 C22H16N2O5
1,3-dimethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-pyrimidine-2,4,6-trione
—— (S)-3-acetyl-5-isobutyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one 1402841-89-7 C24H23N3O4
(S)-3-acetyl-5-isobutyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one
—— 7-acetamidoflavone 14221-71-7 C17H13NO3
7-acetamidoflavone
—— 1-[3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)-5-methylphenyl]ethanone 239067-78-8 C29H29NO3
1-[3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)-5-methylphenyl]ethanone
—— 5-acetoxy-2-(2,6-dimethoxy-phenyl)-6-methoxy-chromen-4-one 17182-54-6 C20H18O7
5-acetoxy-2-(2,6-dimethoxy-phenyl)-6-methoxy-chromen-4-one
—— [5-(4-methoxybenzoyl)oxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl] 4-methoxybenzoate 110865-07-1 C32H24O9
[5-(4-methoxybenzoyl)oxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl] 4-methoxybenzoate
—— 2-(2,4-Dimethyl-phenyl)-6-methyl-chromen-4-one 84999-75-7 C18H16O2
2-(2,4-Dimethyl-phenyl)-6-methyl-chromen-4-one
—— 8-Nitro-6-methyl-flavon 92858-47-4 C16H11NO4
8-Nitro-6-methyl-flavon
—— 2-(4-chlorophenyl)-7-hydroxy-5-methoxy-4-oxo-4H-chromene-6-carbaldehyde 1616883-73-8 C17H11ClO5
2-(4-chlorophenyl)-7-hydroxy-5-methoxy-4-oxo-4H-chromene-6-carbaldehyde
—— 7-<(2-Diethylamino-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 101611-98-7 C23H26N2O4
7-<(2-Diethylamino-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 8-Bromo-7-butoxy-2-(2,4-dichloro-phenyl)-6-nitro-chroman-4-one 135879-04-8 C19H16BrCl2NO5
8-Bromo-7-butoxy-2-(2,4-dichloro-phenyl)-6-nitro-chroman-4-one
—— 3-phenylselenyl-2-(2-methylphenyl)-4H-chromone 1332698-02-8 C22H16O2Se
3-phenylselenyl-2-(2-methylphenyl)-4H-chromone
—— methyl 2-[6-methyl-2-(4-methylphenyl)-4-oxochromen-8-yl]butanoate 213622-49-2 C22H22O4
methyl 2-[6-methyl-2-(4-methylphenyl)-4-oxochromen-8-yl]butanoate
—— 4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-α-D-mannopyranoside 1609690-88-1 C21H21ClO7
4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-α-D-mannopyranoside
—— 2-[6-Bromo-4-oxo-2-(4-phenylphenyl)chromen-3-yl]oxyacetic acid 1099682-25-3 C23H15BrO5
2-[6-Bromo-4-oxo-2-(4-phenylphenyl)chromen-3-yl]oxyacetic acid
—— {(S)-1-[6-(2-phenylchroman-6-yloxy)pyridin-3-ylcarbamoyl]ethyl}carbamic acid tert-butyl ester 728935-48-6 C28H31N3O5
{(S)-1-[6-(2-phenylchroman-6-yloxy)pyridin-3-ylcarbamoyl]ethyl}carbamic acid tert-butyl ester
—— 7-acetoxy-8-(1',2'-dimethylallyl)-3-methylflavone 77609-97-3 C23H22O4
7-acetoxy-8-(1',2'-dimethylallyl)-3-methylflavone
—— 3,8-di(t-butyldimethylsilyloxy)-6-phenoxydibenzo[b,d]pyran 713520-51-5 C31H42O4Si2
3,8-di(t-butyldimethylsilyloxy)-6-phenoxydibenzo[b,d]pyran
—— 5,7-Dimethoxy-2'-hydroxy-5'-nitroflavon 59496-02-5 C17H13NO7
5,7-Dimethoxy-2'-hydroxy-5'-nitroflavon
—— 3,3-diphenyl-3H-benzo[f]chromene-7,8-dione 866622-18-6 C25H16O3
3,3-diphenyl-3H-benzo[f]chromene-7,8-dione
—— (Z)-6-methyl-3-((naphthalen-1-ylmethylamino)methylene)-2-phenylchroman-4-one 1430097-92-9 C28H23NO2
(Z)-6-methyl-3-((naphthalen-1-ylmethylamino)methylene)-2-phenylchroman-4-one