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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-Hydroxy-5,7,8-trimethoxy-3'-methoxymethoxy-flavon 109979-46-6 C20H20O8
3-Hydroxy-5,7,8-trimethoxy-3'-methoxymethoxy-flavon
—— 2',4'-Dihydroxy-5,7-dimethoxy-flavon 103392-97-8 C17H14O6
2',4'-Dihydroxy-5,7-dimethoxy-flavon
—— 6-Brom-3'-nitro-7-hydroxy-flavonol 100914-09-8 C15H8BrNO6
6-Brom-3'-nitro-7-hydroxy-flavonol
—— 2-(4-acetylamino-phenyl)-7-methyl-chroman-4-one 132593-01-2 C18H17NO3
2-(4-acetylamino-phenyl)-7-methyl-chroman-4-one
—— 3-acetoxy-2-(2-acetoxy-phenyl)-6,8-dibromo-chromen-4-one 109395-65-5 C19H12Br2O6
3-acetoxy-2-(2-acetoxy-phenyl)-6,8-dibromo-chromen-4-one
—— 3-(3-bromophenyl)-2-(4-iodophenyl)-4-methyl-2H-chromen-6-ol 1443993-00-7 C22H16BrIO2
3-(3-bromophenyl)-2-(4-iodophenyl)-4-methyl-2H-chromen-6-ol
—— 6-hydroxy-2-(3-methoxyphenyl)chroman-4-one 488850-06-2 C16H14O4
6-hydroxy-2-(3-methoxyphenyl)chroman-4-one
—— Dimethyl flavonyl-7-oxyfumarate 95095-02-6 C21H16O7
Dimethyl flavonyl-7-oxyfumarate
—— 2,3-cis-3,4-trans-4,5,7,3',4'-Pentamethoxy-flavan-3-ol 99296-50-1 C20H24O7
2,3-cis-3,4-trans-4,5,7,3',4'-Pentamethoxy-flavan-3-ol
—— 1-(4-bromophenyl)-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 1089663-31-9 C21H21BrO7
1-(4-bromophenyl)-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
—— 1-[N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)]-4-[3-O-methylene-(7,5,4’-tribenzyl flavonol)]-[1,2,3]-triazole 1469989-88-5 C53H49N3O15
1-[N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)]-4-[3-O-methylene-(7,5,4’-tribenzyl flavonol)]-[1,2,3]-triazole
—— 4',5'-Dihydrofurano<2'.3':6.7>flavon 7674-94-4 C17H12O3
4',5'-Dihydrofurano<2'.3':6.7>flavon
—— 3-morpholin-4-ylmethyl-2-phenyl-chroman-4-one 760111-18-0 C20H21NO3
3-morpholin-4-ylmethyl-2-phenyl-chroman-4-one
—— 4'-methoxy-6-methoxymethoxy-8-(1,1-dimethyl)allyl-flavanone 1352547-24-0 C23H26O5
4'-methoxy-6-methoxymethoxy-8-(1,1-dimethyl)allyl-flavanone
—— 8-amino-6-methyl-2-(3-nitro-phenyl)-chroman-4-one 101351-22-8 C16H14N2O4
8-amino-6-methyl-2-(3-nitro-phenyl)-chroman-4-one
—— 7-methoxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one 109557-84-8 C18H18O4
7-methoxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one
—— 6,8-dichloro-2-(4-methoxy-phenyl)-chroman-4-one 133131-77-8 C16H12Cl2O3
6,8-dichloro-2-(4-methoxy-phenyl)-chroman-4-one
—— [2-(4-methoxy-phenyl)-4-oxo-chroman-6-yl]-acetic acid 101723-94-8 C18H16O5
[2-(4-methoxy-phenyl)-4-oxo-chroman-6-yl]-acetic acid
—— Isopropyliden-<5,7,3',4'-tetramethoxy-flavan-3,4-diol> 106764-95-8 C22H26O7
Isopropyliden-<5,7,3',4'-tetramethoxy-flavan-3,4-diol>
—— benzyl 2-(5-((2R,3R)-3,5,7-trihydroxychroman-2-yl)benzo[d][1,3]dioxol-2-yl)acetate 1312298-08-0 C25H22O8
benzyl 2-(5-((2R,3R)-3,5,7-trihydroxychroman-2-yl)benzo[d][1,3]dioxol-2-yl)acetate
—— 3-Hydroxy-5,7-dimethoxy-3'-methoxymethoxy-flavon 109688-53-1 C19H18O7
3-Hydroxy-5,7-dimethoxy-3'-methoxymethoxy-flavon
—— 2-(4-Methoxy-phenyl)-3-ethyl-7-hydroxy-chromon 101723-77-7 C18H16O4
2-(4-Methoxy-phenyl)-3-ethyl-7-hydroxy-chromon
—— 4-[2-(4-methoxy-phenyl)-4<i>H</i>-chromen-4-yl]-<i>N</i>,<i>N</i>-dimethyl-aniline 122767-29-7 C24H23NO2
4-[2-(4-methoxy-phenyl)-4<i>H</i>-chromen-4-yl]-<i>N</i>,<i>N</i>-dimethyl-aniline
—— 3-acetoxy-2-(3-acetoxy-phenyl)-6,8-dibromo-chromen-4-one 109394-14-1 C19H12Br2O6
3-acetoxy-2-(3-acetoxy-phenyl)-6,8-dibromo-chromen-4-one
—— 8-acetylamino-2-benzo[1,3]dioxol-5-yl-6-methoxy-chroman-4-one 113184-48-8 C19H17NO6
8-acetylamino-2-benzo[1,3]dioxol-5-yl-6-methoxy-chroman-4-one
—— 8-Nitro-3.7-dihydroxy-flavon 108061-98-9 C15H9NO6
8-Nitro-3.7-dihydroxy-flavon
—— 5,3',4'-Triacetoxy-3,7,8-trimethoxy-flav-4-on 4586-32-7 C24H22O11
5,3',4'-Triacetoxy-3,7,8-trimethoxy-flav-4-on
—— 2-(2,4-dichlorophenyl)chroman-6-ol 488847-82-1 C15H12Cl2O2
2-(2,4-dichlorophenyl)chroman-6-ol
—— 2-(4-hydroxy-3,5-dimethoxy-phenyl)-6-methoxy-chroman-4-one 109469-86-5 C18H18O6
2-(4-hydroxy-3,5-dimethoxy-phenyl)-6-methoxy-chroman-4-one
—— 2-(4-hydroxy-3,5-dimethoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one 109979-41-1 C20H20O8
2-(4-hydroxy-3,5-dimethoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one
—— demalonylcinerarin 95628-23-2 C66H69O36*Cl
demalonylcinerarin
—— 2,4-diphenyl-2H-naphtho[1,2-b]pyran 857-46-5 C25H18O
2,4-diphenyl-2H-naphtho[1,2-b]pyran
—— 3r,4c-Diacetoxy-7,3',4'-tribenzyloxy-flavan 103402-62-6 C40H36O8
3r,4c-Diacetoxy-7,3',4'-tribenzyloxy-flavan
—— (2RS,4R)-5',5'-difluoro-6-nitro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amine 1415108-89-2 C18H15F2N3O4
(2RS,4R)-5',5'-difluoro-6-nitro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amine
—— 3-flavone glycoside benzyl malonate 1257529-57-9 C31H28O14
3-flavone glycoside benzyl malonate
—— N'-(2-(3,4-dimethoxyphenyl)-6-methylchroman-4-ylidene)-2-hydroxybenzohydrazide 105166-59-4 C25H24N2O5
N'-(2-(3,4-dimethoxyphenyl)-6-methylchroman-4-ylidene)-2-hydroxybenzohydrazide
—— 5,7-bis(benzyloxy)-3-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one 677766-79-9 C72H64O13
5,7-bis(benzyloxy)-3-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one
—— 7-Tetraacetylglucosido-3'-benzyl-diosmetin 120232-92-0 C37H36O15
7-Tetraacetylglucosido-3'-benzyl-diosmetin
—— 2-<4-Hydroxy-3-methoxy-phenyl>-6-benzoyl-chromon 112742-07-1 C23H16O5
2-<4-Hydroxy-3-methoxy-phenyl>-6-benzoyl-chromon
—— 2-(4-acetoxy-phenyl)-2,3-dihydro-benzo[<i>h</i>]chromen-4-one 112867-01-3 C21H16O4
2-(4-acetoxy-phenyl)-2,3-dihydro-benzo[<i>h</i>]chromen-4-one
—— 3,2'-Dihydroxy-5,7,8-trimethoxy-flavon 132594-05-9 C18H16O7
3,2'-Dihydroxy-5,7,8-trimethoxy-flavon
—— 3-acetoxy-2-(4-acetoxy-phenyl)-6,8-dichloro-chromen-4-one 109394-29-8 C19H12Cl2O6
3-acetoxy-2-(4-acetoxy-phenyl)-6,8-dichloro-chromen-4-one
—— 7-<α-(Diethyl-carbamoyl)-benzyloxy>-4-oxo-2-phenyl-4H-chromen 103369-74-0 C27H25NO4
7-<α-(Diethyl-carbamoyl)-benzyloxy>-4-oxo-2-phenyl-4H-chromen
—— 2,3-dihydro-2-phenyl-4H-6-methyl-8-bromobenzopyran-4-one oxime acetate 81976-58-1 C18H16BrNO3
2,3-dihydro-2-phenyl-4H-6-methyl-8-bromobenzopyran-4-one oxime acetate
—— 2,2,4-triphenylchroman 5655-25-4 C27H22O
2,2,4-triphenylchroman
—— 3(H)-hydroxy-2-(diphenylhydroxymethyl)-3-phenylnaphtho<2,1-b>pyran 80986-04-5 C32H24O3
3(H)-hydroxy-2-(diphenylhydroxymethyl)-3-phenylnaphtho<2,1-b>pyran
—— 7-Amino-3',4'-methylendioxyflavon 36768-17-9 C16H11NO4
7-Amino-3',4'-methylendioxyflavon
—— 1-(4-ethylphenyl)-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 1089663-28-4 C23H26O7
1-(4-ethylphenyl)-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
—— 2,8-di-(p-chlorophenyl)-3,7-dihydroxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran 115540-55-1 C24H12Cl2O6
2,8-di-(p-chlorophenyl)-3,7-dihydroxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran
—— 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-propyltetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one 1417412-07-7 C45H44O10
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-propyltetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one