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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-(2,2-dimethyl-2H-chromen-6-yl)-7-methoxymethyloxy-4H-chromen-4-one 217442-49-4 C22H20O5
2-(2,2-dimethyl-2H-chromen-6-yl)-7-methoxymethyloxy-4H-chromen-4-one
—— 2-(2,2-dimethyl-2H-chromen-6-yl)-6,8-bis(3,3-dimethylallyl)-7-methoxymethyloxy-4H-chromen-4-one 217442-52-9 C32H36O5
2-(2,2-dimethyl-2H-chromen-6-yl)-6,8-bis(3,3-dimethylallyl)-7-methoxymethyloxy-4H-chromen-4-one
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(3-methanesulfonyloxypropylamino)-7-methyl-4H-1-benzopyran-4-one 165180-32-5 C25H27F3N2O6S
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(3-methanesulfonyloxypropylamino)-7-methyl-4H-1-benzopyran-4-one
—— methyl 2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)-3-methoxybenzoate 1235837-77-0 C26H20O9
methyl 2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)-3-methoxybenzoate
—— [(2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-2-methyl-4-(morpholine-4-carbonyloxy)oxan-3-yl] morpholine-4-carboxylate 1374854-16-6 C31H34N2O14
[(2S,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-2-methyl-4-(morpholine-4-carbonyloxy)oxan-3-yl] morpholine-4-carboxylate
—— 2-(4-Methoxyphenyl)-4-oxo-chroman-6-carbonsaeure 145602-99-9 C17H14O5
2-(4-Methoxyphenyl)-4-oxo-chroman-6-carbonsaeure
—— 4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-6-iodo-2-phenyl- 644973-49-9 C15H11IO3
4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-6-iodo-2-phenyl-
—— N-(4-oxo-2-(2-(trifluoromethyl)phenyl)-4H-chromen-8-yl)pyridine-3-sulfonamide 1219444-65-1 C21H13F3N2O4S
N-(4-oxo-2-(2-(trifluoromethyl)phenyl)-4H-chromen-8-yl)pyridine-3-sulfonamide
—— 8-amino-2-(2-(trifluoromethyl)phenyl)-4H-chromen-4-one 1219446-58-8 C16H10F3NO2
8-amino-2-(2-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— 4H-1-Benzopyran-4-one, 2-(3-bromophenyl)-2,3-dihydro-3-hydroxy- 644973-50-2 C15H11BrO3
4H-1-Benzopyran-4-one, 2-(3-bromophenyl)-2,3-dihydro-3-hydroxy-
—— 8-phenylflavanone 87241-80-3 C21H16O2
8-phenylflavanone
—— 4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-3-hydroxy-2-phenyl- 644973-51-3 C15H11ClO3
4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-3-hydroxy-2-phenyl-
—— 4H-1-Benzopyran-4-one, 8-fluoro-2,3-dihydro-3-hydroxy-2-phenyl- 644973-57-9 C15H11FO3
4H-1-Benzopyran-4-one, 8-fluoro-2,3-dihydro-3-hydroxy-2-phenyl-
—— 4H-1-Benzopyran-4-one, 8-bromo-2,3-dihydro-2-phenyl- 68560-82-7 C15H11BrO2
4H-1-Benzopyran-4-one, 8-bromo-2,3-dihydro-2-phenyl-
—— 6-Iod-4'-methoxy-flavanon 92855-08-8 C16H13IO3
6-Iod-4'-methoxy-flavanon
—— 2-(2-iodo-phenyl)-chroman-4-one 644973-66-0 C15H11IO2
2-(2-iodo-phenyl)-chroman-4-one
—— 7-fluoro-2-(4-methoxyphenyl)chroman-4-one 844-66-6 C16H13FO3
7-fluoro-2-(4-methoxyphenyl)chroman-4-one
—— 2-(3-iodo-phenyl)-chroman-4-one 644973-68-2 C15H11IO2
2-(3-iodo-phenyl)-chroman-4-one
—— 4H-1-Benzopyran-4-one, 2-(4-chloro-3-nitrophenyl)-2,3-dihydro- 644973-60-4 C15H10ClNO4
4H-1-Benzopyran-4-one, 2-(4-chloro-3-nitrophenyl)-2,3-dihydro-
—— Benzonitrile, 4-(6-chloro-3,4-dihydro-2H-1-benzopyran-2-yl)- 135014-51-6 C16H12ClNO
Benzonitrile, 4-(6-chloro-3,4-dihydro-2H-1-benzopyran-2-yl)-
—— 5,7-dihydroxy-2-(4-(2-pyrrolidin-1-yl-ethoxy)phenyl)chromen-4-one 1612891-93-6 C21H21NO5
5,7-dihydroxy-2-(4-(2-pyrrolidin-1-yl-ethoxy)phenyl)chromen-4-one
—— fisetin 8-C-glucoside 108335-27-9 C21H20O11
fisetin 8-C-glucoside
—— 5,7-Dimethoxy-2-(4-prop-2-enoxyphenyl)chromen-4-one 1167577-15-2 C20H18O5
5,7-Dimethoxy-2-(4-prop-2-enoxyphenyl)chromen-4-one
—— 5-hydroxy-7-methoxy-2-(4-(2-pyrrolidin-1-yl-ethoxy)phenyl)chromen-4-one 1612891-92-5 C22H23NO5
5-hydroxy-7-methoxy-2-(4-(2-pyrrolidin-1-yl-ethoxy)phenyl)chromen-4-one
—— 3-nitro-2-<(3,4-methylenedioxy)phenyl>-2H-1-benzopyran 81289-21-6 C16H11NO5
3-nitro-2-<(3,4-methylenedioxy)phenyl>-2H-1-benzopyran
—— 2-(2-cholorophenyl)-3-nitro-2H-chromene 57544-09-9 C15H10ClNO3
2-(2-cholorophenyl)-3-nitro-2H-chromene
—— Gossypetin 8-rhamnoside 94516-28-6 C21H20O12
Gossypetin 8-rhamnoside
—— (Z)-2-phenyl-3-((phenylamino)methylene)chroman-4-one 1262884-64-9 C22H17NO2
(Z)-2-phenyl-3-((phenylamino)methylene)chroman-4-one
—— 2-cyclopropyl-2-p-methoxyphenyl-2H-naphtho[1,2-b]pyran 142316-06-1 C23H20O2
2-cyclopropyl-2-p-methoxyphenyl-2H-naphtho[1,2-b]pyran
—— (Z)-3-[(benzylamino)methylene]-2-phenylchroman-4-one 1262884-76-3 C23H19NO2
(Z)-3-[(benzylamino)methylene]-2-phenylchroman-4-one
—— (E)-2-phenyl-3-(piperidin-1-ylmethylene)chroman-4-one 1268459-97-7 C21H21NO2
(E)-2-phenyl-3-(piperidin-1-ylmethylene)chroman-4-one
—— 2-(2-chlorophenyl)-5,7-dihydroxy-6-nitrochromen-4-one 920006-43-5 C15H8ClNO6
2-(2-chlorophenyl)-5,7-dihydroxy-6-nitrochromen-4-one
—— Rutin sulfate 12768-44-4 C27H32O20S
Rutin sulfate
—— 2-(3,4-dimethoxyphenyl)chroman-4-ol 116194-64-0 C17H18O4
2-(3,4-dimethoxyphenyl)chroman-4-ol
—— 2',3',4'-trimethoxyflavone 7143-46-6 C18H16O5
2',3',4'-trimethoxyflavone
—— 2-(2,3,4-trimethoxy-phenyl)-chroman-4-one 69471-14-3 C18H18O5
2-(2,3,4-trimethoxy-phenyl)-chroman-4-one
—— 2-<3-Iod-4-methoxy-phenyl>-7-methoxy-chromen-4-on 15837-61-3 C17H13IO4
2-<3-Iod-4-methoxy-phenyl>-7-methoxy-chromen-4-on
—— 7-Methoxy-2-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-chromen-4-one 801218-74-6 C23H25BO6
7-Methoxy-2-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-chromen-4-one
—— 7-(2,3-epoxypropoxy)-3',4',5'-trimethoxyflavone 883242-57-7 C21H20O7
7-(2,3-epoxypropoxy)-3',4',5'-trimethoxyflavone
—— 2'-chlorochrysin 111397-72-9 C15H9ClO4
2'-chlorochrysin
—— 2-(4-Hydroxy-3,5-dimethoxy-phenyl)-chroman-7-ol 84459-24-5 C17H18O5
2-(4-Hydroxy-3,5-dimethoxy-phenyl)-chroman-7-ol
—— Epimedin K 174286-13-6 C45H56O23
Epimedin K
—— 2-(2-chlorophenyl)-5-hydroxy-6-nitrochromen-4-one 920006-34-4 C15H8ClNO5
2-(2-chlorophenyl)-5-hydroxy-6-nitrochromen-4-one
—— 2-(2-chlorophenyl)-5,7-dihydroxy-8-nitrochromen-4-one 920006-41-3 C15H8ClNO6
2-(2-chlorophenyl)-5,7-dihydroxy-8-nitrochromen-4-one
—— (2S,1'R)-4-chloro-3-(1'-hydroxypropyl)-2-(4'-methoxyphenyl)-2H-chromene 1440429-55-9 C19H19ClO3
(2S,1'R)-4-chloro-3-(1'-hydroxypropyl)-2-(4'-methoxyphenyl)-2H-chromene
—— 4-(4-methoxyphenyl)-2-phenylchroman —— C22H20O2
4-(4-methoxyphenyl)-2-phenylchroman
—— 4α-p-methoxyphenylflavan 89840-17-5 C22H20O2
4α-p-methoxyphenylflavan
—— Violanin 28463-30-1 C42H47ClO23
Violanin
—— Multinoside A 59262-54-3 C27H30O16
Multinoside A
—— 2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one 38784-81-5 C27H30O16
2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one