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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
—— 5,6,7,8-Tetramethoxy-2-[4-(prop-2-en-1-yloxy)phenyl]-4h-chromen-4-one 70460-27-4 C22H22O7
5,6,7,8-Tetramethoxy-2-[4-(prop-2-en-1-yloxy)phenyl]-4h-chromen-4-one
—— 7-allyloxy-5-hydroxy-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-32-7 C23H22O8
7-allyloxy-5-hydroxy-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 2-benzo[1,3]dioxol-5-yl-5,7-dimethyl-chroman-4-one 110060-73-6 C18H16O4
2-benzo[1,3]dioxol-5-yl-5,7-dimethyl-chroman-4-one
—— 2-[3-Methoxy-4-(3-methylbut-2-enyloxy)phenyl]chroman-4-on 929606-03-1 C21H22O4
2-[3-Methoxy-4-(3-methylbut-2-enyloxy)phenyl]chroman-4-on
—— 5,7-diallyloxy-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-37-2 C26H26O8
5,7-diallyloxy-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 7-Allyloxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 178366-63-7 C19H16O6
7-Allyloxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 8-geranylapigenin 134955-26-3 C25H26O5
8-geranylapigenin
—— 2-(3,4-dimethoxy-phenyl)-8-hydroxy-chromen-4-one 743431-46-1 C17H14O5
2-(3,4-dimethoxy-phenyl)-8-hydroxy-chromen-4-one
—— 2-(3,4-dihydroxy-phenyl)-8-hydroxy-chromen-4-one 744252-67-3 C15H10O5
2-(3,4-dihydroxy-phenyl)-8-hydroxy-chromen-4-one
—— 6,8-difluoro-2-phenyl-4H-chromen-4-one 70460-20-7 C15H8F2O2
6,8-difluoro-2-phenyl-4H-chromen-4-one
—— Leucodelphinidin-acetat 122146-81-0 C29H28O15
Leucodelphinidin-acetat
—— 5,7,3',4',5'-Pentamethoxy-flavan-3,4-diol 2570-28-7 C20H24O8
5,7,3',4',5'-Pentamethoxy-flavan-3,4-diol
—— (2R,3S,4S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol 98919-67-6 C15H14O8
(2R,3S,4S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol
—— 8-(3-hydroxypropylcarbamoyl)-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 152737-59-2 C20H19NO4
8-(3-hydroxypropylcarbamoyl)-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— sakuranetin 17784-36-0 C16H14O5
sakuranetin
—— 8-[2-Hydroxy-3-(isopropylamino)propoxy]flavone hydrochloride 117096-95-4 C21H23NO4*ClH
8-[2-Hydroxy-3-(isopropylamino)propoxy]flavone hydrochloride
—— 3,6-Dichlor-2-(2-isopropyloxy-5-methyl-phenyl)-chromon 13179-06-1 C19H16Cl2O3
3,6-Dichlor-2-(2-isopropyloxy-5-methyl-phenyl)-chromon
—— neosakuranin 31187-54-9 C22H24O10
neosakuranin
—— [7-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-5-yl] acetate 1082704-39-9 C17H14O6
[7-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-5-yl] acetate
—— Sakuranin 29838-65-1 C22H24O10
Sakuranin
—— (R,S)-2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2H-chromene 1309651-83-9 C21H23BO3
(R,S)-2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2H-chromene
—— 2-(3,4-Dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxy-2,3-dihydro-4H-chromen-4-one 70479-42-4 C20H22O8
2-(3,4-Dimethoxyphenyl)-3-hydroxy-2,3,7-trimethoxy-2,3-dihydro-4H-chromen-4-one
—— (S)-(-)-3',5'-dihydroxy-7-[3-(iso-propylamino)-2-hydroxypropoxy]flavone 1006589-20-3 C21H23NO6
(S)-(-)-3',5'-dihydroxy-7-[3-(iso-propylamino)-2-hydroxypropoxy]flavone
—— (S)-3',5'-dibenzyloxy-7-(2,3-epoxy-propoxy)-flavone 1006392-15-9 C32H26O6
(S)-3',5'-dibenzyloxy-7-(2,3-epoxy-propoxy)-flavone
—— (R)-3',5'-dibenzyloxy-7-(2,3-epoxy-propoxy)-flavone 1006392-13-7 C32H26O6
(R)-3',5'-dibenzyloxy-7-(2,3-epoxy-propoxy)-flavone
—— 8,8-Dimethyl-2-phenyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-4-one 27305-54-0 C20H18O3
8,8-Dimethyl-2-phenyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-4-one
—— 4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenyl- 70460-54-7 C17H15NO6
4H-1-Benzopyran-4-one, 2,3-dihydro-3-hydroxy-2-methoxy-3-(nitromethyl)-2-phenyl-
—— 3,3-Dihydroxy-2,7-dimethoxy-2-phenylchromen-4-one 1808-04-4 C17H16O6
3,3-Dihydroxy-2,7-dimethoxy-2-phenylchromen-4-one
—— 3,3-Dihydroxy-2,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one 1808-01-1 C18H18O7
3,3-Dihydroxy-2,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one
—— 3-O-Methyl-prudomestin-diethylether 5128-45-0 C22H24O7
3-O-Methyl-prudomestin-diethylether
—— Rhodiolgin 94696-39-6 C21H20O12
Rhodiolgin
—— Rhodionin 85571-15-9 C21H20O11
Rhodionin
—— 3',4'-dihydroxy-3-methoxyflavone 4'-phosphate 517892-13-6 C16H13O8P
3',4'-dihydroxy-3-methoxyflavone 4'-phosphate
—— 2',3',4',5,6',7,8-heptamethoxyflavone 93827-72-6 C22H24O9
2',3',4',5,6',7,8-heptamethoxyflavone
—— 3-(2-(4-methoxyphenyl)-4H-chromen-4-yl)-1H-indole 1414854-03-7 C24H19NO2
3-(2-(4-methoxyphenyl)-4H-chromen-4-yl)-1H-indole
—— 2',3',4',5,6,6',7,8-octamethoxyflavone 94528-62-8 C23H26O10
2',3',4',5,6,6',7,8-octamethoxyflavone
—— 2-[3,4-Bis(phenylmethoxy)phenyl]-3-hydroxy-5,6,7-trimethoxy-2,3-dihydrochromen-4-one 1073235-58-1 C32H30O8
2-[3,4-Bis(phenylmethoxy)phenyl]-3-hydroxy-5,6,7-trimethoxy-2,3-dihydrochromen-4-one
—— 5,7-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)-phenyl)-2H-chromene 918157-94-5 C43H36O5
5,7-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)-phenyl)-2H-chromene
—— 3-(bromomethyl)-4'-nitroflavone 905601-26-5 C16H10BrNO4
3-(bromomethyl)-4'-nitroflavone
—— 5,3'-diamino-3,6,7,8,4'-pentamethoxy-flavone 1266729-32-1 C20H22N2O7
5,3'-diamino-3,6,7,8,4'-pentamethoxy-flavone
—— 3'-amino-3,6,7,8,4'-pentamethoxy-flavone 1266729-33-2 C20H21NO7
3'-amino-3,6,7,8,4'-pentamethoxy-flavone
—— 2-(m-tolyl)-2H-chromene 1532560-20-5 C16H14O
2-(m-tolyl)-2H-chromene
—— 4'-hydroxy-3,6,7,8-tetramethoxy-flavone 1266729-28-5 C19H18O7
4'-hydroxy-3,6,7,8-tetramethoxy-flavone
—— 1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(4''-methylphenyl)-propane-1,3-dione 1294456-93-1 C22H24O9
1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(4''-methylphenyl)-propane-1,3-dione
—— 3,4-benzo-5-oxo-2-oxabicyclo<4.1.0>heptane 24127-03-5 C16H12O2
3,4-benzo-5-oxo-2-oxabicyclo<4.1.0>heptane
—— 6,6-Diphenyl-naphtho<2',3':2,3>pyran 5257-16-9 C25H18O
6,6-Diphenyl-naphtho<2',3':2,3>pyran
—— 6-acetoxy-3',4'-diphenylmethylenedioxy-5-hydroxy-7-methoxyflavone 104480-96-8 C31H22O8
6-acetoxy-3',4'-diphenylmethylenedioxy-5-hydroxy-7-methoxyflavone
—— 5-benzyloxy-3',4'-diphenylmethylenedioxy-6-hydroxy-7-methoxyflavone 104480-98-0 C36H26O7
5-benzyloxy-3',4'-diphenylmethylenedioxy-6-hydroxy-7-methoxyflavone
—— 3',4'-diphenylmethylenedioxy-5,6-dihydroxy-7-methoxyflavone 104480-95-7 C29H20O7
3',4'-diphenylmethylenedioxy-5,6-dihydroxy-7-methoxyflavone
—— 1,4-di-(3-phenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene 872715-65-6 C44H30O2
1,4-di-(3-phenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene