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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
—— 5,7-dihydroxy-2,2-diphenylbenzo[1,3]dioxin-4-one 846607-01-0 C20H14O5
5,7-dihydroxy-2,2-diphenylbenzo[1,3]dioxin-4-one
—— 2-[4-[(diethoxyphosphinyl)oxy]phenyl]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl phosphoric acid diethyl ester 1453477-44-5 C23H28O11P2
2-[4-[(diethoxyphosphinyl)oxy]phenyl]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl phosphoric acid diethyl ester
—— mono[6-(scutellarin)amino-6-deoxy]-β-cyclodextrin 1424769-70-9 C63H87NO45
mono[6-(scutellarin)amino-6-deoxy]-β-cyclodextrin
—— 5,6,4'-triacetoxy-8-bromo-7-hydroxyflavon-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester) 1374218-50-4 C34H31BrO18
5,6,4'-triacetoxy-8-bromo-7-hydroxyflavon-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester)
—— silybin A-7-Ο-β-D-glucuronide 1370350-01-8 C31H30O16
silybin A-7-Ο-β-D-glucuronide
—— 4-(5-acetoxy-7-((4-fluorobenzyl)oxy)-4-oxo-4H-chromen-2-yl)phenyl acetate 1610737-52-4 C26H19FO7
4-(5-acetoxy-7-((4-fluorobenzyl)oxy)-4-oxo-4H-chromen-2-yl)phenyl acetate
—— 4',5,7-trihydroxy-8-(propylamino)-2-phenyl-4H-chromen-4-one 1424957-83-4 C19H19NO5
4',5,7-trihydroxy-8-(propylamino)-2-phenyl-4H-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-18-7 C17H14N2O5*ClH
2-(3,4-dihydroxyphenyl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 5-O-acetyl-apigen-4'7-diyl-di(2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside) 130999-31-4 C45H48O24
5-O-acetyl-apigen-4'7-diyl-di(2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside)
—— 6-aminoflavonol hydrochloride 1085488-93-2 C15H11NO3*ClH
6-aminoflavonol hydrochloride
—— O<sup>4'</sup>,O<sup>7</sup>-dihexylapigenin 1620790-19-3 C27H34O5
O<sup>4'</sup>,O<sup>7</sup>-dihexylapigenin
—— 3',4'-Dimethoxy-4-oximino-flavan 65612-72-8 C17H17NO4
3',4'-Dimethoxy-4-oximino-flavan
—— 6,4'-diacetoxy-5-hydroxy-3-oxa-1,2-diaza-cyclopenta[α]flavone 1374218-60-6 C19H12N2O8
6,4'-diacetoxy-5-hydroxy-3-oxa-1,2-diaza-cyclopenta[α]flavone
—— 29978-97-0 C25H20N2O3S3
—— 6,4'-diacetoxy-7-hydroxyflavon-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester) 1374218-61-7 C32H30O17
6,4'-diacetoxy-7-hydroxyflavon-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester)
—— 2,3-Dihydro-1,3-bis-(4-methoxyphenyl)-1H-naphtho-<2,1-b>pyran-1-ol 28656-18-0 C27H24O4
2,3-Dihydro-1,3-bis-(4-methoxyphenyl)-1H-naphtho-<2,1-b>pyran-1-ol
—— 5-Hydroxy-7.8.2'.3'.6'-pentamethoxyflavon 27500-10-3 C20H20O8
5-Hydroxy-7.8.2'.3'.6'-pentamethoxyflavon
—— 3-methyl-2-phenyl-8-((3-(4-(phenylcarbonyl)piperazin-1-yl)azetidin-1-yl)carbonyl)-4H-chromen-4-one 1252767-18-2 C31H29N3O4
3-methyl-2-phenyl-8-((3-(4-(phenylcarbonyl)piperazin-1-yl)azetidin-1-yl)carbonyl)-4H-chromen-4-one
—— 4'-7-di-O-benzylquercet-3-yl 2,3,4-tri-O-acetyl-α-L-arabinopranoside 130999-25-6 C40H36O14
4'-7-di-O-benzylquercet-3-yl 2,3,4-tri-O-acetyl-α-L-arabinopranoside
—— 5,6,7,4'-tetraacetoxy-8-bromoflavone 1373922-21-4 C23H17BrO10
5,6,7,4'-tetraacetoxy-8-bromoflavone
—— 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl-<O-α-L-rhamnopyranosyl-(1-4)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid 83332-27-8 C57H64O27
4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl-<O-α-L-rhamnopyranosyl-(1-4)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid
—— 3-methyl-3-phenyl-2,3-dihydro-1H-benzo[f]chromene 13200-33-4 C20H18O
3-methyl-3-phenyl-2,3-dihydro-1H-benzo[f]chromene
—— (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)-phenyl]chroman-3-yl 3'',5''-dibenzyloxy-4''-methoxybenzoate 901125-32-4 C72H62O11
(-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)-phenyl]chroman-3-yl 3'',5''-dibenzyloxy-4''-methoxybenzoate
—— 3-phenyl-3H-benzo[f]chromene 33018-48-3 C19H14O
3-phenyl-3H-benzo[f]chromene
—— ((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-alanine 1432474-26-4 C26H25NO15
((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-alanine
—— 8-{3-[2-(3,4-Dimethoxyphenyl)-N-methylethylamino]propoxycarbonyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 153240-51-8 C31H33NO6*ClH
8-{3-[2-(3,4-Dimethoxyphenyl)-N-methylethylamino]propoxycarbonyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 7-Chloro-6-acetylflavon 40590-90-7 C17H11ClO3
7-Chloro-6-acetylflavon
—— 7-(1,1-dimethyl-allyloxy)-5-hydroxy-2-phenyl-chromen-4-one 34125-73-0 C20H18O4
7-(1,1-dimethyl-allyloxy)-5-hydroxy-2-phenyl-chromen-4-one
—— 3-cyano-2,6-dimethoxy-4-(5-oxo-2-phenyl-4,5-dihydro-3<i>H</i>-naphtho[1,8-<i>bc</i>]furan-4-ylmethyl)-benzoic acid methyl ester 32848-47-8 C29H23NO6
3-cyano-2,6-dimethoxy-4-(5-oxo-2-phenyl-4,5-dihydro-3<i>H</i>-naphtho[1,8-<i>bc</i>]furan-4-ylmethyl)-benzoic acid methyl ester
—— 2-(3-Chlorophenyl)-6-methoxychromen-4-one 70354-23-3 C16H11ClO3
2-(3-Chlorophenyl)-6-methoxychromen-4-one
—— 4-oxo-2-phenyl-4H-1-benzopyran-5,6,7-triyl phosphoric acid hexaethyl ester 1453477-41-2 C27H37O14P3
4-oxo-2-phenyl-4H-1-benzopyran-5,6,7-triyl phosphoric acid hexaethyl ester
—— 6-Acetamino-4'-dimethylamino-flavonol 6608-09-9 C19H18N2O4
6-Acetamino-4'-dimethylamino-flavonol
—— 3-(4-bromo-phenyl)-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one 21629-60-7 C18H12BrNO2
3-(4-bromo-phenyl)-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one
—— 6-Hexyl-3,7,2',5'-tetrahydroxy-flavon 94968-39-5 C21H22O6
6-Hexyl-3,7,2',5'-tetrahydroxy-flavon
—— 2-(4-hydroxyphenyl)-3-benzyloxy-6-amino-4H-1-benzopyran-4-one hydrochloride 1187016-49-4 C22H17NO4*ClH
2-(4-hydroxyphenyl)-3-benzyloxy-6-amino-4H-1-benzopyran-4-one hydrochloride
—— 1-[3-Methyl-7-(3-Methylbut-2-Enyloxy)Flavon-8-yl]-3-(3,4,5-Tri-Methoxy)Phenyl-Propen-1-one 329913-43-1 C33H32O7
1-[3-Methyl-7-(3-Methylbut-2-Enyloxy)Flavon-8-yl]-3-(3,4,5-Tri-Methoxy)Phenyl-Propen-1-one
—— Flavon-2'-carbonsaeure-methylester 20052-42-0 C17H12O4
Flavon-2'-carbonsaeure-methylester
—— Rhamnocitrin-4'-benzylether 73519-07-0 C23H18O6
Rhamnocitrin-4'-benzylether
—— tetramethylammonium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-8-yl sulfate 146329-57-9 C4H12N*C15H9O8S
tetramethylammonium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-8-yl sulfate
—— 2,3-Bis-(3-methoxyphenyl)-3H-naphtho-<2.1-b>pyran 28656-25-9 C27H22O3
2,3-Bis-(3-methoxyphenyl)-3H-naphtho-<2.1-b>pyran
—— 3-<sup>13</sup>C-2,2-Diphenylchroman 29196-45-0 C21H18O
3-<sup>13</sup>C-2,2-Diphenylchroman
—— Hexahydrosophoranochromen-monoacetat 23050-42-2 C32H42O5
Hexahydrosophoranochromen-monoacetat
—— 5,7-Dimethoxy-3-acetoxy-4'-hydroxyflavanon 26207-85-2 C19H18O7
5,7-Dimethoxy-3-acetoxy-4'-hydroxyflavanon
—— Sodium; 2,4,5,7-tetraiodo-6-oxo-9-[2,3,4,5-tetrachloro-6-(4-isopropyl-benzyloxycarbonyl)-phenyl]-6H-xanthen-3-olate 127424-76-4 C30H15Cl4I4O5*Na
Sodium; 2,4,5,7-tetraiodo-6-oxo-9-[2,3,4,5-tetrachloro-6-(4-isopropyl-benzyloxycarbonyl)-phenyl]-6H-xanthen-3-olate
—— 1356855-04-3 C16H12O5*C42H70O35
—— (+/-)-2,3-trans-3,4-cis-4-Aethoxy-3,5,7,4'-tetramethoxy-flavan 26049-29-6 C21H26O6
(+/-)-2,3-trans-3,4-cis-4-Aethoxy-3,5,7,4'-tetramethoxy-flavan
—— 4-(7-fluoro-6-nitro-4-oxo-4H-chromen-2-yl)benzoic acid 943246-48-8 C16H8FNO6
4-(7-fluoro-6-nitro-4-oxo-4H-chromen-2-yl)benzoic acid
—— 2-Phenyl-3-methyl-4H-pyrano-<2,3-f>chinolin-4-on 27405-61-4 C19H13NO2
2-Phenyl-3-methyl-4H-pyrano-<2,3-f>chinolin-4-on
—— 6-Amino-4'-nitroflavon 36768-34-0 C15H10N2O4
6-Amino-4'-nitroflavon
—— methyl 2,N-methylaminoethyl 2,6-dimethyl-4-(3-methylflavon-8-yl)-1,4-dihydropyridine-3,5-dicarboxylate 110714-82-4 C29H30N2O6
methyl 2,N-methylaminoethyl 2,6-dimethyl-4-(3-methylflavon-8-yl)-1,4-dihydropyridine-3,5-dicarboxylate