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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-Benzyloxy-7,3',4',5'-tetramethoxy-flavon 915-09-3 C26H24O7
3-Benzyloxy-7,3',4',5'-tetramethoxy-flavon
—— 5-hydroxy-2-methyl-8-phenyl-8<i>H</i>-pyrano[3,2-<i>g</i>]chromen-4-one 56154-69-9 C19H14O4
5-hydroxy-2-methyl-8-phenyl-8<i>H</i>-pyrano[3,2-<i>g</i>]chromen-4-one
—— 8-Iod-5-hydroxy-7,4'-dimethoxyflavon 50848-65-2 C17H13IO5
8-Iod-5-hydroxy-7,4'-dimethoxyflavon
—— N-(4-oxo-2-phenylchromen-8-yl)pyrazine-2-carboxamide 1219444-79-7 C20H13N3O3
N-(4-oxo-2-phenylchromen-8-yl)pyrazine-2-carboxamide
—— 6-phenyl-6,7-dihydro-[1,3]dioxolo[4,5-g]chromen-8-one 4388-66-3 C16H12O4
6-phenyl-6,7-dihydro-[1,3]dioxolo[4,5-g]chromen-8-one
—— 8-Brom-6-nitro-5-hydroxy-flavon 92430-67-6 C15H8BrNO5
8-Brom-6-nitro-5-hydroxy-flavon
—— (R)-7-methoxy-4-(3-propoxyphenyl)chroman-2-ol 1196531-02-8 C19H22O4
(R)-7-methoxy-4-(3-propoxyphenyl)chroman-2-ol
—— 2,3-cis-3-bromo-2,4'-dimethoxyflavan 88186-74-7 C17H17BrO3
2,3-cis-3-bromo-2,4'-dimethoxyflavan
—— 5-hydroxy-4',8-dimethoxy-3,7-bis(tosyloxy)flavone 117155-43-8 C31H26O11S2
5-hydroxy-4',8-dimethoxy-3,7-bis(tosyloxy)flavone
—— 6-hydroxymethyl-3-methyl-2-phenyl-chromen-4-one 101451-59-6 C17H14O3
6-hydroxymethyl-3-methyl-2-phenyl-chromen-4-one
—— 2-(benzofuran-2-yl)-4-((3-chloro-4-hydroxy-benzyl)(4H-1,2,4-triazol-4-yl)amino)benzonitrile 1268821-60-8 C24H16ClN5O2
2-(benzofuran-2-yl)-4-((3-chloro-4-hydroxy-benzyl)(4H-1,2,4-triazol-4-yl)amino)benzonitrile
—— Sudachitin-triaethylaether 95624-31-0 C24H28O8
Sudachitin-triaethylaether
—— 859505-61-6 C19H16O7
—— 5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone 749256-81-3 C66H58O24
5-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavone
—— 3',5'-dibenzyloxy-5,6,7,8-tetramethoxyflavone 1350827-44-9 C33H30O8
3',5'-dibenzyloxy-5,6,7,8-tetramethoxyflavone
—— 2'-Methoxy-5'-jod-flavon 92795-08-9 C16H11IO3
2'-Methoxy-5'-jod-flavon
—— 7-<α-Carbamoyl-benzyloxy>-4-oxo-2-phenyl-4H-chromen 104117-42-2 C23H17NO4
7-<α-Carbamoyl-benzyloxy>-4-oxo-2-phenyl-4H-chromen
—— 7,8-Dihydroxyflavanon-2,4-dinitrophenylhydrazon 88687-69-8 C21H16N4O7
7,8-Dihydroxyflavanon-2,4-dinitrophenylhydrazon
—— 4-(2,4-Dihydroxy-phenyl)-flavan 95801-79-9 C21H18O3
4-(2,4-Dihydroxy-phenyl)-flavan
—— 4'-Ethoxycarbonylmethoxy-5-methoxy-flavon 100151-20-0 C20H18O6
4'-Ethoxycarbonylmethoxy-5-methoxy-flavon
—— 5,7,3',4'-Tetramethoxy-3-iod-flavanon 95278-52-7 C19H19IO6
5,7,3',4'-Tetramethoxy-3-iod-flavanon
—— 6-(2-Amino-6-phenyl-pyrimidin-4-yl)-8-methyl-2-phenyl-chroman-7-ol 116625-95-7 C26H23N3O2
6-(2-Amino-6-phenyl-pyrimidin-4-yl)-8-methyl-2-phenyl-chroman-7-ol
—— (E)-(6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(4-(trifluoromethyl) phenyl) acrylate 1257529-61-5 C31H25F3O12
(E)-(6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(4-(trifluoromethyl) phenyl) acrylate
—— 5,7-Di-(methoxymethoxy)-4'-methoxy-8,3'-di-(γ,γ-dimethylallyl)flavanone 125116-31-6 C30H38O7
5,7-Di-(methoxymethoxy)-4'-methoxy-8,3'-di-(γ,γ-dimethylallyl)flavanone
—— 3,6,7,3',4'-pentaacetoxyflavone 74514-45-7 C25H20O12
3,6,7,3',4'-pentaacetoxyflavone
—— 4',5,7-tri-(methoxymethoxy)-8-C-prenylflavanone 84092-47-7 C26H32O8
4',5,7-tri-(methoxymethoxy)-8-C-prenylflavanone
—— 1421313-38-3 C51H46O7
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-butyl-5,7,8-trimethoxy-chromen-4-one 134082-10-3 C36H36O7
2-(3,4-Bis-benzyloxy-phenyl)-3-butyl-5,7,8-trimethoxy-chromen-4-one
—— 8-[5-(5,7-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-5,7-di(propan-2-yloxy)chromen-4-one 135197-04-5 C40H38O10
8-[5-(5,7-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-5,7-di(propan-2-yloxy)chromen-4-one
—— [5,6,7-Trimethoxy-2-(4-methoxy-phenyl)-4-oxo-chroman-8-yl]-acetonitrile 79180-35-1 C21H21NO6
[5,6,7-Trimethoxy-2-(4-methoxy-phenyl)-4-oxo-chroman-8-yl]-acetonitrile
—— (2S,3S)-ethyl 3-(4-chlorobenzamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate 1592908-26-3 C22H24ClNO7
(2S,3S)-ethyl 3-(4-chlorobenzamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate
—— 1227475-74-2 C26H24O6
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-morpholin-4-ylpyrazine-2-carboxamide 1219446-17-9 C24H19ClN4O4
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-morpholin-4-ylpyrazine-2-carboxamide
—— 2-(4-bromophenyl)-N-(5-methyl-1,3-thiazol-2-yl)-4-oxochromene-8-carboxamide 1219445-09-6 C20H13BrN2O3S
2-(4-bromophenyl)-N-(5-methyl-1,3-thiazol-2-yl)-4-oxochromene-8-carboxamide
—— N-[2-(2,3-difluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-87-0 C19H10F2N2O3S
N-[2-(2,3-difluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— acacetin-7-O-glucuronide 38226-83-4 C22H20O11
acacetin-7-O-glucuronide
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-ethylaniline 373632-55-4 C30H27F2NO4
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N-ethylaniline
—— 2-(4-fluorophenyl)-5,7-dihydroxy-3-[[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]sulfanylmethyl]chromen-4-one 132313-27-0 C36H49FO4S
2-(4-fluorophenyl)-5,7-dihydroxy-3-[[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]sulfanylmethyl]chromen-4-one
—— 3-hydroxy-5-isopropoxyflavanone 135746-15-5 C18H18O4
3-hydroxy-5-isopropoxyflavanone
—— 8-prenyl-5,7,4'-trihydroxy-3,3'-dimethoxyflavone 90179-85-4 C22H22O7
8-prenyl-5,7,4'-trihydroxy-3,3'-dimethoxyflavone
—— 8-amino-2-(2-chlorophenyl)-5,7-dihydroxychromen-4-one 920006-42-4 C15H10ClNO4
8-amino-2-(2-chlorophenyl)-5,7-dihydroxychromen-4-one
—— 2-(4-acetoxy-3,5-dimethoxy-phenyl)-7,8-dimethoxy-chromen-4-one 111161-61-6 C21H20O8
2-(4-acetoxy-3,5-dimethoxy-phenyl)-7,8-dimethoxy-chromen-4-one
—— 3'-chlorosulfonyl-4'-methoxyflavone 272777-08-9 C16H11ClO5S
3'-chlorosulfonyl-4'-methoxyflavone
—— 5,7,4-tri(methoxymethoxy)-2'-methoxy-8-(γ,γ-dimethylallyl)flavanone 114628-33-0 C27H34O9
5,7,4-tri(methoxymethoxy)-2'-methoxy-8-(γ,γ-dimethylallyl)flavanone
—— 4-Phenyl-2-methyl-chromen-4-ol 55977-19-0 C16H14O2
4-Phenyl-2-methyl-chromen-4-ol
—— 6-Methoxy-8-nitro-flavonol 92858-77-0 C16H11NO6
6-Methoxy-8-nitro-flavonol
—— Fustin-tetrakis-trimethylsilylether 4147-85-7 C27H44O6Si4
Fustin-tetrakis-trimethylsilylether
—— 5-β-D-glucopyranosyloxy-3,7-dihydroxy-2-(4-hydroxy-phenyl)-chromenylium; chloride 23445-35-4 C21H21O10*Cl
5-β-D-glucopyranosyloxy-3,7-dihydroxy-2-(4-hydroxy-phenyl)-chromenylium; chloride
—— 3-bromo-3',4'-dimethoxy-6-methylflavanone 78113-66-3 C18H17BrO4
3-bromo-3',4'-dimethoxy-6-methylflavanone
—— Pentaacetyl-7-β-D-glucosyl-acacetin 16290-43-0 C32H32O15
Pentaacetyl-7-β-D-glucosyl-acacetin