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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
—— 2-(3,4-dihydroxyphenyl)-3-hydroxy-5-methoxy-4H-chromen-4-one 260063-40-9 C16H12O6
2-(3,4-dihydroxyphenyl)-3-hydroxy-5-methoxy-4H-chromen-4-one
—— 6-bromo-2-(3-isopropoxy-phenyl)-chroman 1426900-00-6 C18H19BrO2
6-bromo-2-(3-isopropoxy-phenyl)-chroman
—— 2-(2-phenyl-chroman-6-yloxy)-4-trifluoromethyl-thiazole-5-carboxylic acid methyl ester 1426900-23-3 C21H16F3NO4S
2-(2-phenyl-chroman-6-yloxy)-4-trifluoromethyl-thiazole-5-carboxylic acid methyl ester
—— 5-Methoxy-3,6,7,4'-tetraacetat 5217-96-9 C24H20O11
5-Methoxy-3,6,7,4'-tetraacetat
—— 6,7-dimethyl-2-phenylchroman-4-one 65249-14-1 C17H16O2
6,7-dimethyl-2-phenylchroman-4-one
—— 6-Allyl-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 178367-32-3 C19H16O6
6-Allyl-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 3,7,4'-trimethyl-5,3'-diethylquercetin 95165-05-2 C22H24O7
3,7,4'-trimethyl-5,3'-diethylquercetin
—— 4-methoxy-6-(4-methoxyphenyl)-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429327-18-3 C23H20O4
4-methoxy-6-(4-methoxyphenyl)-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 1309360-21-1 C29H20BrNO
—— 7-O-Methylpratensin 142609-02-7 C24H24O9
7-O-Methylpratensin
—— 5-Hydroxy-6-isobutylamino-7-methoxy-2-phenyl-chromen-4-one 272774-07-9 C20H21NO4
5-Hydroxy-6-isobutylamino-7-methoxy-2-phenyl-chromen-4-one
—— 4-chloro-6-methoxyflav-3-ene 1233713-57-9 C16H13ClO2
4-chloro-6-methoxyflav-3-ene
—— 6-Fluor-4'-dimethylamino-flavanon 4257-28-7 C17H16FNO2
6-Fluor-4'-dimethylamino-flavanon
—— 6-<2-Diethylamino-ethoxy>-flavon 3151-90-4 C21H23NO3
6-<2-Diethylamino-ethoxy>-flavon
—— (2R,3S,4R,2'R,3'S,4'S)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,7,3',4',7'-pentaol 81600-40-0 C30H26O11
(2R,3S,4R,2'R,3'S,4'S)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,7,3',4',7'-pentaol
—— 1,3,3'-Tribromophlorizin 86158-07-8 C21H21Br3O10
1,3,3'-Tribromophlorizin
—— 5-Hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-propoxy-4H-1-benzopyran-4-one 178366-69-3 C22H24O6
5-Hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-propoxy-4H-1-benzopyran-4-one
—— (2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol 1453207-43-6 C19H22O6
(2R,3S)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)chroman-3-ol
—— 4'-Hydroxy-5,7-dimethyl-flavanon 2567-78-4 C17H16O3
4'-Hydroxy-5,7-dimethyl-flavanon
—— kaempferol 3-O-(2''-O-β-D-glucopyranosyl)-α-L-rhamnopyranoside-nonaacetate 144049-88-7 C45H48O24
kaempferol 3-O-(2''-O-β-D-glucopyranosyl)-α-L-rhamnopyranoside-nonaacetate
—— 2'-methoxy-3-methylflavone-8-carboxylic acid acid N-ethylamide 90101-92-1 C20H19NO4
2'-methoxy-3-methylflavone-8-carboxylic acid acid N-ethylamide
—— [4-[(1E,6E)-7-[4-[4-[3-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxypropylamino]-4-oxobutoxy]-3-methoxyphenyl]-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenyl] acetate 1156495-09-8 C45H43NO15
[4-[(1E,6E)-7-[4-[4-[3-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxypropylamino]-4-oxobutoxy]-3-methoxyphenyl]-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenyl] acetate
—— 5-Hydroxy-6-isopropylamino-7-methoxy-2-phenyl-chromen-4-one 272774-05-7 C19H19NO4
5-Hydroxy-6-isopropylamino-7-methoxy-2-phenyl-chromen-4-one
—— 6-Allylamino-5-hydroxy-7-methoxy-2-phenyl-chromen-4-one 272774-09-1 C19H17NO4
6-Allylamino-5-hydroxy-7-methoxy-2-phenyl-chromen-4-one
—— 1-(p-tolyl)-3-(4-(((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)prop-2-en-1-one 1089663-27-3 C22H24O7
1-(p-tolyl)-3-(4-(((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)prop-2-en-1-one
—— 5,7-difluoro-2-(4-hydroxyphenyl)-4H-chromen-4-one 884500-43-0 C15H8F2O3
5,7-difluoro-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— diosmetin 7-O-β-glucoside hexaacetate 1542417-74-2 C34H34O17
diosmetin 7-O-β-glucoside hexaacetate
—— 3,5,7-trimethoxy-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one 111796-17-9 C21H22O8
3,5,7-trimethoxy-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one
—— 5-hydroxy-3,7-dimethoxy-8-methyl-2-phenyl-chromen-4-one 743432-64-6 C18H16O5
5-hydroxy-3,7-dimethoxy-8-methyl-2-phenyl-chromen-4-one
—— 3-Nitro-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 143468-23-9 C18H15NO7
3-Nitro-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 7-(bromomethyl)-2-(4-nitrophenyl)-4H-chromen-4-one 1343513-52-9 C16H10BrNO4
7-(bromomethyl)-2-(4-nitrophenyl)-4H-chromen-4-one
—— 2,3,3-Trichlorflavanon 18333-11-4 C15H9Cl3O2
2,3,3-Trichlorflavanon
—— N-benzyl-N-bromo-2-imino-3-methyl-2,3-dihydrobenzofuran-3-amine 82488-63-9 C16H15BrN2O
N-benzyl-N-bromo-2-imino-3-methyl-2,3-dihydrobenzofuran-3-amine
—— 5,7-Dihydroxy-2-[3-(2,3-dihydroxypropoxy)-4-methoxyphenyl]-4H-1-benzopyran-4-one 178366-72-8 C19H18O8
5,7-Dihydroxy-2-[3-(2,3-dihydroxypropoxy)-4-methoxyphenyl]-4H-1-benzopyran-4-one
—— 3-(hydroxymethyl)-9-methoxy-2-(4-oxo-2-phenyl-4H-chromen-6-ylamino)-4H-pyrido[1,2-a]pyrimidin-4-one 1314718-28-9 C25H19N3O5
3-(hydroxymethyl)-9-methoxy-2-(4-oxo-2-phenyl-4H-chromen-6-ylamino)-4H-pyrido[1,2-a]pyrimidin-4-one
—— 2-(3-bromophenyl)-3-nitro-2H-chromene 1384100-12-2 C15H10BrNO3
2-(3-bromophenyl)-3-nitro-2H-chromene
—— 6-bromo-2-(2-ethyl-phenyl)-chroman 1426900-01-7 C17H17BrO
6-bromo-2-(2-ethyl-phenyl)-chroman
—— 3,3'-Dihydroxy-5,7-dimethyl-flavon 2552-70-7 C17H14O4
3,3'-Dihydroxy-5,7-dimethyl-flavon
—— 6-Brom-3'-chlor-4'-methyl-flavonol 3412-16-6 C16H10BrClO3
6-Brom-3'-chlor-4'-methyl-flavonol
—— 3a-Iod-3',4'-methylendioxy-flavanon 14166-15-5 C16H11IO4
3a-Iod-3',4'-methylendioxy-flavanon
—— Acetic acid 2-benzo[1,3]dioxol-5-yl-6,7,8-trimethoxy-4-oxo-4H-chromen-5-yl ester 3151-83-5 C21H18O9
Acetic acid 2-benzo[1,3]dioxol-5-yl-6,7,8-trimethoxy-4-oxo-4H-chromen-5-yl ester
—— 3,3'-Diacetoxy-5,7-dimethyl-flavon 2552-71-8 C21H18O6
3,3'-Diacetoxy-5,7-dimethyl-flavon
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(3-cyanophenyl)urea 260064-24-2 C24H15N3O6
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(3-cyanophenyl)urea
—— N-(5,7-Dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,4-dinitro-N-propyl-benzenesulfonamide 272773-91-8 C26H23N3O10S
N-(5,7-Dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,4-dinitro-N-propyl-benzenesulfonamide
—— 2,2'-((((((((4,4'-((benzylazanediyl)bis(methylene))bis(1H-1,2,3-triazole-4,1-diyl))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(4,1-phenylene))bis(3-(benzyloxy)-4H-chromen-4-one) 1451741-60-8 C69H67N7O12
2,2'-((((((((4,4'-((benzylazanediyl)bis(methylene))bis(1H-1,2,3-triazole-4,1-diyl))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(4,1-phenylene))bis(3-(benzyloxy)-4H-chromen-4-one)
—— 2-(4-Benzyloxy-phenyl)-6-chloro-3-methoxy-chromen-4-one 111391-67-4 C23H17ClO4
2-(4-Benzyloxy-phenyl)-6-chloro-3-methoxy-chromen-4-one
—— 5,7-dihydroxy-2-(4-((1-hydroxycyclopentyl)ethynyl)phenyl)-4H-chromen-4-one 1084329-12-3 C22H18O5
5,7-dihydroxy-2-(4-((1-hydroxycyclopentyl)ethynyl)phenyl)-4H-chromen-4-one
—— 4-(1-Formyl-2-piperidiniumvinyl)flavylium Kation 47494-89-3 C23H22NO2
4-(1-Formyl-2-piperidiniumvinyl)flavylium Kation
—— 3,3'-Dihydroxy-6-methyl-flavon 2615-79-4 C16H12O4
3,3'-Dihydroxy-6-methyl-flavon
—— (S)-2-o-tolyl-chroman-6-ol 1426900-14-2 C16H16O2
(S)-2-o-tolyl-chroman-6-ol