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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
—— 4-oxo-N-pyridin-2-yl-2-[3-(trifluoromethyl)phenyl]chromene-8-carboxamide 1219444-85-5 C22H13F3N2O3
4-oxo-N-pyridin-2-yl-2-[3-(trifluoromethyl)phenyl]chromene-8-carboxamide
—— 1,4-Diphenyl(1,1-dibromocyclopropa)<b>chroman 81635-54-3 C22H16Br2O
1,4-Diphenyl(1,1-dibromocyclopropa)<b>chroman
—— eruberin A monomethylether 90145-56-5 C25H30O9
eruberin A monomethylether
—— 8-(4-Chlorophenyl)-8,14-methanobenzo[7,8][1,3]dioxocin-[5,4-c]chromen-1(14H)-one 1427466-65-6 C24H15ClO4
8-(4-Chlorophenyl)-8,14-methanobenzo[7,8][1,3]dioxocin-[5,4-c]chromen-1(14H)-one
—— (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1096657-09-8 C31H32O14
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— (2R)-3t-Benzoyloxy-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman 119505-43-0 C26H26O7
(2R)-3t-Benzoyloxy-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman
—— 7-hydroxy-8-iodo-3,4'-dimethoxyflavone 78875-43-1 C17H13IO5
7-hydroxy-8-iodo-3,4'-dimethoxyflavone
—— (-)-robinetinidol-(4β,8)-(+)-catechin mono-O-methyl ether 130519-75-4 C31H28O12
(-)-robinetinidol-(4β,8)-(+)-catechin mono-O-methyl ether
—— 3',4'-Dimethoxy-flavylium-chlorid 50817-98-6 C17H15O3*Cl
3',4'-Dimethoxy-flavylium-chlorid
—— 8,4'-Dimethoxy-6-isopropoxy-3-hydroxy-flavon 94683-58-6 C20H20O6
8,4'-Dimethoxy-6-isopropoxy-3-hydroxy-flavon
—— 5-hydroxy-8-nitro-2-phenyl-chromen-4-one 92424-81-2 C15H9NO5
5-hydroxy-8-nitro-2-phenyl-chromen-4-one
—— tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,11)-<2-(3',4',5'-trimethoxyphenyl)-3-acetoxy-8,10-dimethoxy>-benzoxonin-5-one 117479-81-9 C45H50O15
tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,11)-<2-(3',4',5'-trimethoxyphenyl)-3-acetoxy-8,10-dimethoxy>-benzoxonin-5-one
—— 7-Chlor-6-nitro-3-hydroxy-flavon 92429-21-5 C15H8ClNO5
7-Chlor-6-nitro-3-hydroxy-flavon
—— 6-Nitro-3-benzyliden-flavanon 22084-16-8 C22H15NO4
6-Nitro-3-benzyliden-flavanon
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide 373631-28-8 C28H24FNO6S
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide
—— 5-Amino-2-(2,4-dimethoxy)phenyl-4H-benzopyran-4-one 130599-91-6 C17H15NO4
5-Amino-2-(2,4-dimethoxy)phenyl-4H-benzopyran-4-one
—— 7-benzyloxy-6-hydroxy-3-methoxy-3',4'-methylenedioxyflavone 84015-67-8 C24H18O7
7-benzyloxy-6-hydroxy-3-methoxy-3',4'-methylenedioxyflavone
—— 2'-Chloro-7-hydroxy-3-methoxy-flavone 95056-07-8 C16H11ClO4
2'-Chloro-7-hydroxy-3-methoxy-flavone
—— 1030624-95-3 C51H54O8Si
—— 6-benzoyloximethyl-3-methyl-2-phenyl-chromen-4-one 102665-03-2 C24H18O4
6-benzoyloximethyl-3-methyl-2-phenyl-chromen-4-one
—— swertisin hexaacetate 6980-26-3 C34H34O16
swertisin hexaacetate
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl propionate 1201807-95-5 C39H32O7
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl propionate
—— 859505-56-9 C18H15ClO5
—— 3,3-bis(4-fluorophenyl)-8-(methoxycarbonyl)-2-[(trimethylsilyl)ethynyl]-3H-naphtho[2,1-b]pyran 1191071-31-4 C32H26F2O3Si
3,3-bis(4-fluorophenyl)-8-(methoxycarbonyl)-2-[(trimethylsilyl)ethynyl]-3H-naphtho[2,1-b]pyran
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-butyl-5-hydroxy-7,8-dimethoxy-chromen-4-one 134082-25-0 C35H34O7
2-(3,4-Bis-benzyloxy-phenyl)-3-butyl-5-hydroxy-7,8-dimethoxy-chromen-4-one
—— 7-hydroxy-3,6-dimethoxy-3',4'-methylenedioxyflavone 84015-68-9 C18H14O7
7-hydroxy-3,6-dimethoxy-3',4'-methylenedioxyflavone
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-propoxy-4H-chromen-4-one 1201808-05-0 C39H34O6
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-propoxy-4H-chromen-4-one
—— 2-(3-methoxyphenyl)chroman-6-ol 488850-08-4 C16H16O3
2-(3-methoxyphenyl)chroman-6-ol
—— (2S,3S,4R,7R,8R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,5,7-triol 130932-35-3 C30H26O11
(2S,3S,4R,7R,8R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,5,7-triol
—— 7-Fluor-flavonol-acetat 2127-43-7 C17H11FO4
7-Fluor-flavonol-acetat
—— 6-(C-β-D-xylopyranosyl)naringenin hexaacetate 1248653-87-3 C32H32O15
6-(C-β-D-xylopyranosyl)naringenin hexaacetate
—— 7-Hydroxy-3,4'-dimethoxy-3'-benzyloxy-flavon 95957-62-3 C24H20O6
7-Hydroxy-3,4'-dimethoxy-3'-benzyloxy-flavon
—— 2',7-Dihydroxy-3,4'-dimethoxyflavylium-chlorid 98596-80-6 C17H15O5*Cl
2',7-Dihydroxy-3,4'-dimethoxyflavylium-chlorid
—— 5-Hydroxy-7,2',4'-trimethoxy-3-methyl-6-isopentyl-flavon 103047-65-0 C24H28O6
5-Hydroxy-7,2',4'-trimethoxy-3-methyl-6-isopentyl-flavon
—— 2'-Methoxy-6.8-dimethylflavon-carbonsaeure-(3) 109556-81-2 C19H16O5
2'-Methoxy-6.8-dimethylflavon-carbonsaeure-(3)
—— 4'-β-D-glucopyranosyloxy-2'-hydroxy-3,4-dimethoxy-trans(?)-chalcone 69262-33-5 C23H26O10
4'-β-D-glucopyranosyloxy-2'-hydroxy-3,4-dimethoxy-trans(?)-chalcone
—— prunin 6''-O-stearate 1256627-52-7 C39H56O11
prunin 6''-O-stearate
—— 8-amino-5-hydroxy-6-methoxy-2-phenyl-chromen-4-one 713131-52-3 C16H13NO4
8-amino-5-hydroxy-6-methoxy-2-phenyl-chromen-4-one
—— 3,4',8-trimethoxy-5,7-bis(tosyloxy)flavone 117155-40-5 C32H28O11S2
3,4',8-trimethoxy-5,7-bis(tosyloxy)flavone
—— 5,3',4'-trimethyl-(-)-catechin 240423-34-1 C18H20O6
5,3',4'-trimethyl-(-)-catechin
—— 2-(2,4-difluorophenyl)chroman-4,6-diol 488849-45-2 C15H12F2O3
2-(2,4-difluorophenyl)chroman-4,6-diol
—— 5-benzoyl-6-C-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyl)-4'-O-(2''',3''',4''',6'''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone 1437307-73-7 C71H68O20
5-benzoyl-6-C-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyl)-4'-O-(2''',3''',4''',6'''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone
—— 7-Chlor-4'-hydroxy-flavon 3168-27-2 C15H9ClO3
7-Chlor-4'-hydroxy-flavon
—— 3-(4-Fluoro-benzyliden)-6-nitro-flavanon 18778-57-9 C22H14FNO4
3-(4-Fluoro-benzyliden)-6-nitro-flavanon
—— 7-Allyloxy-3'.4'-methylendioxy-flavon 94307-73-0 C19H14O5
7-Allyloxy-3'.4'-methylendioxy-flavon
—— 2-(4-Chlor-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen 6601-92-9 C18H12BrClO5
2-(4-Chlor-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— 8-Methoxy-6,4'-diisopropoxy-3-acetoxy-flavon 95622-18-7 C24H26O7
8-Methoxy-6,4'-diisopropoxy-3-acetoxy-flavon
—— 3-hydroxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromenylium; chloride 110491-05-9 C20H21O7*Cl
3-hydroxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromenylium; chloride
—— (-)-robinetinidol-(4α,8)-(+)-catechin di-O-methyl ether 152675-48-4 C32H30O12
(-)-robinetinidol-(4α,8)-(+)-catechin di-O-methyl ether
—— 3'-Jod-4'-methoxy-flavon 92795-07-8 C16H11IO3
3'-Jod-4'-methoxy-flavon