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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
—— (5R)-5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]pyrrolidin-2-one 1399049-45-6 C19H15NO7
(5R)-5-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]pyrrolidin-2-one
—— 61668-08-4 C76H82O24
—— 3-Dimethylaminomethyl-2-phenyl-chroman-4-one 67288-75-9 C18H19NO2
3-Dimethylaminomethyl-2-phenyl-chroman-4-one
—— 6-methoxy-2,2-bis(4-methoxyphenyl)-4-(4-methylphenyl)-2H-naphtho[1,2-b]pyran 1616843-58-3 C35H30O4
6-methoxy-2,2-bis(4-methoxyphenyl)-4-(4-methylphenyl)-2H-naphtho[1,2-b]pyran
—— 5,7-Dihydroxy-2',4'-dimethoxy-3,6-diisopentyl-flavon 103163-77-5 C27H34O6
5,7-Dihydroxy-2',4'-dimethoxy-3,6-diisopentyl-flavon
—— 4β-methoxy-tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,8)-tetra-O-methyl-3-O-acetyl-(+)-catechin 99260-77-2 C42H46O14
4β-methoxy-tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,8)-tetra-O-methyl-3-O-acetyl-(+)-catechin
—— 7-Acetoxy-3-brom-flavanon 93259-53-1 C17H13BrO4
7-Acetoxy-3-brom-flavanon
—— 2-[2-(3-chloro-4-fluorophenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372102-65-3 C19H15ClFNO5S
2-[2-(3-chloro-4-fluorophenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— 2'-chloro-5,7-dihydroxy-6-(3,3-dimethyl)allylflavanone 1352547-28-4 C20H19ClO4
2'-chloro-5,7-dihydroxy-6-(3,3-dimethyl)allylflavanone
—— 4-Dimethylamino-3-chromonyl-(2)-azobenzol 20081-27-0 C23H19N3O2
4-Dimethylamino-3-chromonyl-(2)-azobenzol
—— (S)-4-acetyl-6,7,8,8a-tetrahydro-2-(4-oxo-2-phenyl-4H-chromen-7-yl)pyrrolo[1,2-d][1,2,4]triazin-1(2H)-one 1402841-70-6 C23H19N3O4
(S)-4-acetyl-6,7,8,8a-tetrahydro-2-(4-oxo-2-phenyl-4H-chromen-7-yl)pyrrolo[1,2-d][1,2,4]triazin-1(2H)-one
—— 6,4'-Diamino-flavonol 6734-07-2 C15H12N2O3
6,4'-Diamino-flavonol
—— 1-(6-chloro-2,3-diphenyl-2<i>H</i>-chromen-2-yl)-pyrrolidine 119078-79-4 C25H22ClNO
1-(6-chloro-2,3-diphenyl-2<i>H</i>-chromen-2-yl)-pyrrolidine
—— 7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde 853927-77-2 C17H12O5
7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde
—— 2-(4-methoxy-phenyl)-7-(3-morpholin-4-yl-propoxy)-chromen-4-one 769949-20-4 C23H25NO5
2-(4-methoxy-phenyl)-7-(3-morpholin-4-yl-propoxy)-chromen-4-one
—— 2-benzo[1,3]dioxol-5-yl-3-bromo-6-methyl-8-nitro-chromen-4-one 111297-29-1 C17H10BrNO6
2-benzo[1,3]dioxol-5-yl-3-bromo-6-methyl-8-nitro-chromen-4-one
—— 6-benzoyl-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one 102663-93-4 C24H20O4
6-benzoyl-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one
—— 8-Benzoyloxy-3,6-dimethyl-flavon 88671-67-4 C24H18O4
8-Benzoyloxy-3,6-dimethyl-flavon
—— 4'-(2-Dimethylamino-ethoxy)-7-methoxy-flavon 95696-23-4 C20H21NO4
4'-(2-Dimethylamino-ethoxy)-7-methoxy-flavon
—— 5,7-difluoro-3',4',5'-trihydroxyflavonol 1394018-35-9 C15H8F2O6
5,7-difluoro-3',4',5'-trihydroxyflavonol
—— isookanin tetraacetate 112599-23-2 C23H20O10
isookanin tetraacetate
—— 3-Benzyloxy-7,8,2',4'-tetramethoxy-flavon 989-43-5 C26H24O7
3-Benzyloxy-7,8,2',4'-tetramethoxy-flavon
—— (S)-2,3-dihydro-7-(methoxymethoxy)-2-phenyl-4H-1-benzopyran-4-one 126686-33-7 C17H16O4
(S)-2,3-dihydro-7-(methoxymethoxy)-2-phenyl-4H-1-benzopyran-4-one
—— 8-(2',3',4',6'-tetra-O-acetyl-C-β-D-glucopyranosyl)-3,7,3',4'-tetramethoxyflavone 108335-28-0 C33H36O15
8-(2',3',4',6'-tetra-O-acetyl-C-β-D-glucopyranosyl)-3,7,3',4'-tetramethoxyflavone
—— 4,4-Diphenyl-5,6-benzoflavon 55977-17-8 C31H22O
4,4-Diphenyl-5,6-benzoflavon
—— 3,3-Dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one oxime 91735-28-3 C18H19NO5
3,3-Dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one oxime
—— 2,2-Diphenyl-3,4-dihydro-2H-naphtho<1,2-b>pyran 906-93-4 C25H20O
2,2-Diphenyl-3,4-dihydro-2H-naphtho<1,2-b>pyran
—— Isoteracacidin-p-tolylsulfon-tetraacetat 103163-03-7 C30H28O11S
Isoteracacidin-p-tolylsulfon-tetraacetat
—— 3-(4-Methyl-benzyliden)-6-nitro-flavanon 18778-51-3 C23H17NO4
3-(4-Methyl-benzyliden)-6-nitro-flavanon
—— 8-Cyanmethyl-7-methoxy-2-phenyl-chromen-4-on 88590-18-5 C18H13NO3
8-Cyanmethyl-7-methoxy-2-phenyl-chromen-4-on
—— 3-Hydroxy-6-methyl-2-(anthranyl-(9))-chromon 102543-17-9 C24H16O3
3-Hydroxy-6-methyl-2-(anthranyl-(9))-chromon
—— 8-amino-6-methoxy-2-(4-methoxy-phenyl)-chroman-4-one 109393-48-8 C17H17NO4
8-amino-6-methoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 2-(4-hydroxy-3,5-dimethoxy-phenyl)-7,8-dimethoxy-chroman-4-one 110048-46-9 C19H20O7
2-(4-hydroxy-3,5-dimethoxy-phenyl)-7,8-dimethoxy-chroman-4-one
—— 2-(3-hydroxy-4-methoxy-phenyl)-6-methoxy-chromen-4-one 108971-87-5 C17H14O5
2-(3-hydroxy-4-methoxy-phenyl)-6-methoxy-chromen-4-one
—— dihydrokaempferol tetra-acetate 100595-95-7 C23H20O10
dihydrokaempferol tetra-acetate
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(t-butylcarbamate) 1609067-51-7 C25H28N2O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(t-butylcarbamate)
—— 6,8-dichloro-3-hydroxy-2-(2-methoxy-phenyl)-chromen-4-one 131866-11-0 C16H10Cl2O4
6,8-dichloro-3-hydroxy-2-(2-methoxy-phenyl)-chromen-4-one
—— 8-Chlormethyl-7-methoxy-2-phenyl-chromen-4-on 94463-31-7 C17H13ClO3
8-Chlormethyl-7-methoxy-2-phenyl-chromen-4-on
—— 1262589-72-9 C46H46F2N2O3
—— 1278523-97-9 C55H57NO6
—— 2'-Chloro-5-hydroxy-3,7-dimethoxyflavone 95055-79-1 C17H13ClO5
2'-Chloro-5-hydroxy-3,7-dimethoxyflavone
—— 6-Phenylselenyl-(-)-fisetinidol 127612-94-6 C21H18O5Se
6-Phenylselenyl-(-)-fisetinidol
—— 1-ethoxy-3-(3-hydroxy-4-methoxyphenyl)-8-hydroxyisochroman 74794-46-0 C18H20O5
1-ethoxy-3-(3-hydroxy-4-methoxyphenyl)-8-hydroxyisochroman
—— [(3aR,4S,11R,11aS,11bS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-2,2,4-trimethyl-3a,11,11a,11b-tetrahydro-4H-1,3,5-trioxa-cyclopenta[a]anthracen-11-yl]-(2,4-dinitro-phenyl)-amine 122900-92-9 C30H39N3O9Si
[(3aR,4S,11R,11aS,11bS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-2,2,4-trimethyl-3a,11,11a,11b-tetrahydro-4H-1,3,5-trioxa-cyclopenta[a]anthracen-11-yl]-(2,4-dinitro-phenyl)-amine
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(4-nitrophenyl)urea 260063-74-9 C22H15N3O8
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(4-nitrophenyl)urea
—— 8-geranyl-7,2',4'-trimethoxymethylnorartocarpetin 134955-40-1 C31H38O9
8-geranyl-7,2',4'-trimethoxymethylnorartocarpetin
—— 8-bromo-3-(4-fluorophenyl)-3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran 1219801-71-4 C20H16BrFO
8-bromo-3-(4-fluorophenyl)-3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran
—— 5-[4-(2-azepan-l-yl-ethoxy)-phenyl]-8,10-difluoro-5H-6-oxa-chrysen-2-ol hydrochloride 861931-63-7 C31H29F2NO3*ClH
5-[4-(2-azepan-l-yl-ethoxy)-phenyl]-8,10-difluoro-5H-6-oxa-chrysen-2-ol hydrochloride
—— 2-[2-(2,5-difluorophenyl)chroman-6-yloxy]-5-ethoxyphenylamine hydrochloride 488849-31-6 C23H21F2NO3*ClH
2-[2-(2,5-difluorophenyl)chroman-6-yloxy]-5-ethoxyphenylamine hydrochloride
—— 2-(3-nitrophenyl)chroman-4,6-diol 488849-96-3 C15H13NO5
2-(3-nitrophenyl)chroman-4,6-diol