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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-dimethoxyphenyl)-6-[(3R,5 S)-3,5-dimethylpiperazin-1-yl]-4H-chromen-4-one 1459286-00-0 C23H26N2O4
2-(3,4-dimethoxyphenyl)-6-[(3R,5 S)-3,5-dimethylpiperazin-1-yl]-4H-chromen-4-one
—— (2R,3S,4S,2'R,3'S)-5,7,5',7'-Tetramethoxy-2,2'-bis-(4-methoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol 101339-40-6 C36H38O10
(2R,3S,4S,2'R,3'S)-5,7,5',7'-Tetramethoxy-2,2'-bis-(4-methoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol
—— 2-(4-Dimethylamino-phenyl)-6-phenyl-chromen-4-one 87241-83-6 C23H19NO2
2-(4-Dimethylamino-phenyl)-6-phenyl-chromen-4-one
—— Acetic acid 3-acetoxy-6,7-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-5-yl ester 124910-07-2 C24H24O11
Acetic acid 3-acetoxy-6,7-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-5-yl ester
—— 6-amino-2-(3,4-dimethoxy-phenyl)-7-methoxy-chroman-4-one 101730-64-7 C18H19NO5
6-amino-2-(3,4-dimethoxy-phenyl)-7-methoxy-chroman-4-one
—— 8-{3-[4-(2-Methoxyphenyl)-1-piperazinyl]-propionamido}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-49-4 C30H31N3O4*ClH
8-{3-[4-(2-Methoxyphenyl)-1-piperazinyl]-propionamido}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 1-[2-(methylamino)-3-nitro-4H-4-chromenyl]-2-naphthol 1338924-96-1 C20H16N2O4
1-[2-(methylamino)-3-nitro-4H-4-chromenyl]-2-naphthol
—— 2-(4-Methoxy-phenyl)-3,6-dimethoxy-4-oxo-7-chlor-4H-chromen 6601-94-1 C18H15ClO5
2-(4-Methoxy-phenyl)-3,6-dimethoxy-4-oxo-7-chlor-4H-chromen
—— bisdeacetylzebrinin A 110065-25-3 C51H53O27*Cl
bisdeacetylzebrinin A
—— 6-Acetamino-4'-dimethylamino-3-acetoxy-flavon 6608-10-2 C21H20N2O5
6-Acetamino-4'-dimethylamino-3-acetoxy-flavon
—— 2-Phenyl-3-<1-phenylhydrazono-aethyl>-4H-chromen-4-on 100321-83-3 C23H18N2O2
2-Phenyl-3-<1-phenylhydrazono-aethyl>-4H-chromen-4-on
—— 3-(3-Fluoro-benzyliden)-6-nitro-flavanon 18778-58-0 C22H14FNO4
3-(3-Fluoro-benzyliden)-6-nitro-flavanon
—— 2-(3.4-Methylendioxy-phenyl)-3.6-dimethoxy-4-oxo-7-brom-4H-chromen 6601-98-5 C18H13BrO6
2-(3.4-Methylendioxy-phenyl)-3.6-dimethoxy-4-oxo-7-brom-4H-chromen
—— 7-hydroxy-2-phenyl-chromenylium; 2,4,6-trinitro-3-trifluoromethyl-phenolate 475-14-9 C7HF3N3O7*C15H11O2
7-hydroxy-2-phenyl-chromenylium; 2,4,6-trinitro-3-trifluoromethyl-phenolate
—— 2-(3,4-dimethoxyphenyl)-6-(3,3-dimethylpiperazin-1-yl)-4H-chromen-4-one 1459286-03-3 C23H26N2O4
2-(3,4-dimethoxyphenyl)-6-(3,3-dimethylpiperazin-1-yl)-4H-chromen-4-one
—— 2'-hydroxy-5,6,7-trimethoxyflavone 72424-35-2 C18H16O6
2'-hydroxy-5,6,7-trimethoxyflavone
—— (2R,3R,4S)-2,3-cis-3,4-trans-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol 78284-65-8 C26H28O7
(2R,3R,4S)-2,3-cis-3,4-trans-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol
—— 2-methyl-5-((2S,4R)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid hydrochloride 1451373-51-5 C30H29NO3*ClH
2-methyl-5-((2S,4R)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid hydrochloride
—— O-Dimethyl-bayin 14434-02-7 C23H24O9
O-Dimethyl-bayin
—— (Z)-1-(1-(3-benzylidene-1,3-dihydroisobenzofuran-1-yl)cyclopropyl)-7-fluoro-3-phenylisoquinoline 1589566-13-1 C33H24FNO
(Z)-1-(1-(3-benzylidene-1,3-dihydroisobenzofuran-1-yl)cyclopropyl)-7-fluoro-3-phenylisoquinoline
—— 8-[3-(4,4-Diphenyl-1-piperidinyl)propylcarbamoyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate 152735-70-1 CH4O3S*C37H36N2O3
8-[3-(4,4-Diphenyl-1-piperidinyl)propylcarbamoyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate
—— 2-(4-ethoxyphenyl)-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-18-0 C22H24N2O3
2-(4-ethoxyphenyl)-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— 6-(2,3,4,5,6-Pentakis-phenylphenyl)-2,2-diphenylchromene 1322004-69-2 C57H40O
6-(2,3,4,5,6-Pentakis-phenylphenyl)-2,2-diphenylchromene
—— naringenin 4'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranoside) 158694-48-5 C27H28O12
naringenin 4'-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranoside)
—— 8-[3-[4-[5-chloro-2-(1-methylethoxy)phenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 188018-78-2 C33H36ClN3O4
8-[3-[4-[5-chloro-2-(1-methylethoxy)phenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-7-ethoxy-5-hydroxy-4H-chromen-4-one 1201808-13-0 C30H22O6
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-7-ethoxy-5-hydroxy-4H-chromen-4-one
—— 7-Hydroxy-3-methyl-3',4'-dimethoxy-flavon 22395-04-6 C18H16O5
7-Hydroxy-3-methyl-3',4'-dimethoxy-flavon
—— 5,7-Dihydroxy-6,8-diallyl-flavon 15013-79-3 C21H18O4
5,7-Dihydroxy-6,8-diallyl-flavon
—— Liquiritin-monomethylether 115123-09-6 C22H24O9
Liquiritin-monomethylether
—— 3-(3,4-Dihydroxyphenyl)-1-(2,6-dihydroxy-4-β-D-glucopyranosyloxyphenyl)-propenon 6802-08-0 C21H22O11
3-(3,4-Dihydroxyphenyl)-1-(2,6-dihydroxy-4-β-D-glucopyranosyloxyphenyl)-propenon
—— 2-(3,4-dimethoxy-phenyl)-5-hydroxy-3-iodo-7-methoxy-chroman-4-one 107520-57-0 C18H17IO6
2-(3,4-dimethoxy-phenyl)-5-hydroxy-3-iodo-7-methoxy-chroman-4-one
—— (+)-[2-(3,4-Dihydro-4-oxo-2-phenyl-2H-1-benzopyran-3-yl)ethylidene]bisphosphonic acid tetraethyl ester 141790-46-7 C25H34O8P2
(+)-[2-(3,4-Dihydro-4-oxo-2-phenyl-2H-1-benzopyran-3-yl)ethylidene]bisphosphonic acid tetraethyl ester
—— 2-{6-amino-3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione 372102-88-0 C32H28N2O6S
2-{6-amino-3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione
—— 3-(allyloxy)-6-methyl-2-phenyl-4H-chromen-4-one 1233689-18-3 C19H16O3
3-(allyloxy)-6-methyl-2-phenyl-4H-chromen-4-one
—— 4'-benzyloxy-3'-trifluoromethylflavonol 1017266-18-0 C23H15F3O4
4'-benzyloxy-3'-trifluoromethylflavonol
—— 8-{2-[4-(2-Ethoxyphenyl)-1-piperazinyl]-1-oxoethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-15-4 C30H30N2O4*ClH
8-{2-[4-(2-Ethoxyphenyl)-1-piperazinyl]-1-oxoethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 3-Methyl-8-{3-[2-(2-methylthiophenoxy)ethylamino]propyl carbamoyl}-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate 152735-99-4 CH4O3S*C29H30N2O4S
3-Methyl-8-{3-[2-(2-methylthiophenoxy)ethylamino]propyl carbamoyl}-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate
—— 3-(2,2'-bithiophene-5-yl)-3-(o-fluorophenyl)-[3H]-naphtho[2,1-b]pyran 302326-81-4 C27H17FOS2
3-(2,2'-bithiophene-5-yl)-3-(o-fluorophenyl)-[3H]-naphtho[2,1-b]pyran
—— 5,7-Dimethoxy-6-hydroxy-4'-aethoxy-flavon 20081-39-4 C19H18O6
5,7-Dimethoxy-6-hydroxy-4'-aethoxy-flavon
—— (2S)-5,7,8'-trihydroxy-2',2'-dimethyl[2,6'-bichroman]-4-one 101910-50-3 C20H20O6
(2S)-5,7,8'-trihydroxy-2',2'-dimethyl[2,6'-bichroman]-4-one
—— 6-[(3S)-3-methylpiperazin-1-yl]-2-[4-(propan-2-yloxy)phenyl]-4H-chromen-4-one 1459286-26-0 C23H26N2O3
6-[(3S)-3-methylpiperazin-1-yl]-2-[4-(propan-2-yloxy)phenyl]-4H-chromen-4-one
—— 8-Chlor-6-fluor-4'-dimethylamino-flavonol 4257-47-0 C17H13ClFNO3
8-Chlor-6-fluor-4'-dimethylamino-flavonol
—— 5,7-Dihydroxy-3,2',4'-trimethoxy-6-methyl-flavon 7555-79-5 C19H18O7
5,7-Dihydroxy-3,2',4'-trimethoxy-6-methyl-flavon
—— 8-Hydroxy-3-methyl-flavon 94428-48-5 C16H12O3
8-Hydroxy-3-methyl-flavon
—— 8-{3-[2-(2-Methoxyphenoxy)-ethylamino]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-26-7 C29H30N2O5*ClH
8-{3-[2-(2-Methoxyphenoxy)-ethylamino]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 1027063-90-6 C32H24O8
—— 1-ethoxy-3-(4-fluorophenyl)-1-phenyl-1H-benzo[ f ]chromene 1365174-65-7 C27H21FO2
1-ethoxy-3-(4-fluorophenyl)-1-phenyl-1H-benzo[ f ]chromene
—— Hesperidin phosphate 121708-83-6 C28H37O19P
Hesperidin phosphate
—— 2-(4-(2-(3,3-dimethylpyrrolidin-1-yl)ethoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol trifluoroacetate 1352307-18-6 C2HF3O2*C30H33NO4
2-(4-(2-(3,3-dimethylpyrrolidin-1-yl)ethoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol trifluoroacetate
—— Acetic acid 6-acetoxy-4-oxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2-(3,4,5-triacetoxy-phenyl)-4H-chromen-7-yl ester 132210-08-3 C39H38O22
Acetic acid 6-acetoxy-4-oxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2-(3,4,5-triacetoxy-phenyl)-4H-chromen-7-yl ester