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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
—— N-((phenoxy)((5-acetoxy-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)glycine methyl ester —— C30H26NO13P
N-((phenoxy)((5-acetoxy-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)glycine methyl ester
—— N-((phenoxy)((5-hydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-leucine methyl ester —— C28H28NO10P
N-((phenoxy)((5-hydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-leucine methyl ester
—— N-((phenoxy)((5-hydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-phenylalanine methyl ester —— C31H26NO10P
N-((phenoxy)((5-hydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-phenylalanine methyl ester
—— N-((phenoxy)((5-hydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-valine methyl ester —— C27H26NO10P
N-((phenoxy)((5-hydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-valine methyl ester
—— N-((phenoxy)((5-hydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)glycine methyl ester —— C24H20NO10P
N-((phenoxy)((5-hydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)glycine methyl ester
—— N-((phenoxy)((5-acetoxy-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-alanine methyl ester —— C31H28NO13P
N-((phenoxy)((5-acetoxy-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-alanine methyl ester
—— N-((phenoxy)((5-acetoxy-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-phenylalanine methyl ester —— C37H32NO13P
N-((phenoxy)((5-acetoxy-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-phenylalanine methyl ester
—— N-((phenoxy)((5-acetoxy-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-leucine methyl ester —— C34H34NO13P
N-((phenoxy)((5-acetoxy-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-leucine methyl ester
—— 5,7-dihydroxy-2-(3,4-dihydroxyphenyl-2,5,6-D3)-4H-1-benzopyran-4-one-3-D —— C15H10O6
5,7-dihydroxy-2-(3,4-dihydroxyphenyl-2,5,6-D3)-4H-1-benzopyran-4-one-3-D
—— 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-chloro-4H-1-benzopyran-4-one —— C15H9ClO5
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-chloro-4H-1-benzopyran-4-one
—— 4‐(5‐acetoxy‐7‐hydroxy‐4‐oxo‐4H‐chromen‐2‐yl)‐1,2‐phenylene diacetate —— C21H16O9
4‐(5‐acetoxy‐7‐hydroxy‐4‐oxo‐4H‐chromen‐2‐yl)‐1,2‐phenylene diacetate
—— luteolin 7,4'-disulphate —— C15H10O12S2
luteolin 7,4'-disulphate
—— myricetin 3'-O-sulfate —— C15H10O11S
myricetin 3'-O-sulfate
—— 5,7-dihydroxy-2-(3,4-dihydroxyphenyl-2,5,6-D3)-4H-1-benzopyran-4-one-3,6,8-D3 —— C15H10O6
5,7-dihydroxy-2-(3,4-dihydroxyphenyl-2,5,6-D3)-4H-1-benzopyran-4-one-3,6,8-D3
—— luteolin 7-O-α-L-rhamnopyranoside —— C21H20O10
luteolin 7-O-α-L-rhamnopyranoside
—— 4-(5-hydroxy-4-oxo-7-(propionyloxy)-4H-chromen-2-yl)-1,2-phenylene dipropionate —— C24H22O9
4-(5-hydroxy-4-oxo-7-(propionyloxy)-4H-chromen-2-yl)-1,2-phenylene dipropionate
—— luteolin 7-O-<2-O-β-glucopyranosyl-lactate> —— C24H24O13
luteolin 7-O-<2-O-β-glucopyranosyl-lactate>
—— viscioside —— C21H20O11
viscioside
—— 5,7,3',4'-tetrahydroxy-6-methoxyflavone-5-O-α-L-arabinopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->3)-O-β-D-galactopyranoside —— C33H40O20
5,7,3',4'-tetrahydroxy-6-methoxyflavone-5-O-α-L-arabinopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->3)-O-β-D-galactopyranoside
—— nepetin-3′-O-β-D-glucopyranoside 112208-84-1 C22H22O12
nepetin-3′-O-β-D-glucopyranoside
—— 7-O-trans-sinapoylisovitexin 4'-O-β-D-glucopyranoside —— C38H40O19
7-O-trans-sinapoylisovitexin 4'-O-β-D-glucopyranoside
—— 7-O-trans-sinapoylisovitexin —— C32H30O14
7-O-trans-sinapoylisovitexin
—— 7-benzyloxy-2-(4-benzyloxyphenyl)-5-hydroxy-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one —— C63H56O10
7-benzyloxy-2-(4-benzyloxyphenyl)-5-hydroxy-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one
—— 6''-(2-O-trans-sinapoyl-β-D-glucopyranosyl)-7-O-trans-sinapoylisovitexin 4'-O-β-D-glucopyranoside —— C55H60O28
6''-(2-O-trans-sinapoyl-β-D-glucopyranosyl)-7-O-trans-sinapoylisovitexin 4'-O-β-D-glucopyranoside
—— 6''-(2-O-trans-sinapoyl-β-D-glucopyranosyl)-7-O-trans-sinapoylisovitexin —— C49H50O23
6''-(2-O-trans-sinapoyl-β-D-glucopyranosyl)-7-O-trans-sinapoylisovitexin
—— diplacone —— C25H28O6
diplacone
—— (S)-5,7,3',4'-tetrahydroxy-6-(3',3'-dimethylallyl)flavanone —— C20H20O6
(S)-5,7,3',4'-tetrahydroxy-6-(3',3'-dimethylallyl)flavanone
—— 6-C-β-D-glucopyranosyl-eriodictyol —— C21H22O11
6-C-β-D-glucopyranosyl-eriodictyol
—— 8-C-β-D-glucopyranosyl-eriodictyol —— C21H22O11
8-C-β-D-glucopyranosyl-eriodictyol
—— (S)-5,7,3',4'-tetrahydroxy-8-(3',3'-dimethylallyl)flavanone —— C20H20O6
(S)-5,7,3',4'-tetrahydroxy-8-(3',3'-dimethylallyl)flavanone
—— 2S-eriodictyol-5-O-β-D-glucopyranoside —— C21H22O11
2S-eriodictyol-5-O-β-D-glucopyranoside
—— (2R)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-chromen-4-one —— C15H12O6
(2R)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-chromen-4-one
—— 5,7,3',4'-tetrahydroxyflavan-5-O-β-glucosyl-(4,8)-eridictyol —— C36H34O16
5,7,3',4'-tetrahydroxyflavan-5-O-β-glucosyl-(4,8)-eridictyol
—— luteolinidin —— C15H12O7
luteolinidin
—— 6-C-glucosyl-8-C-arabinosylgenkwanin —— C27H30O14
6-C-glucosyl-8-C-arabinosylgenkwanin
—— 3-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-diethylcarbamate —— C22H23NO7
3-(5-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-diethylcarbamate
—— 3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-diethylcarbamate —— C23H25NO7
3-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl N,N-diethylcarbamate
—— N,N-diethylcarbamic acid 4-(5,6,7-trimethoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl ester —— C23H25NO7
N,N-diethylcarbamic acid 4-(5,6,7-trimethoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl ester
—— 5-amino-2-(4-amino-3,5-difluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one —— C15H8F4N2O2
5-amino-2-(4-amino-3,5-difluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one
—— 7-acetoxy-5-hydroxy-2-(4-methoxy-phenyl)-chromen-4-one —— C18H14O6
7-acetoxy-5-hydroxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 3''-O-α-L-rhamnopyranosyl-6-C-β-D-glucopyranosylacacetin —— C28H32O14
3''-O-α-L-rhamnopyranosyl-6-C-β-D-glucopyranosylacacetin
—— biphenyl-4,4'-dicarboxylic acid bis-{1-[6-methoxy-13,13-dimethyl-3-phenyl-3-(4-pyrrolidin-1-yl-phenyl)-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran-7-yl]-piperidin-4-yl}ester —— C102H94N4O8
biphenyl-4,4'-dicarboxylic acid bis-{1-[6-methoxy-13,13-dimethyl-3-phenyl-3-(4-pyrrolidin-1-yl-phenyl)-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran-7-yl]-piperidin-4-yl}ester
—— acacetin-7-O-<β-D-glucopyranosyl(1->4)-α-D-xylopyranoside> —— C27H30O14
acacetin-7-O-<β-D-glucopyranosyl(1->4)-α-D-xylopyranoside>
—— isosakuranetin 7-O-rhamnoside —— C22H22O9
isosakuranetin 7-O-rhamnoside
—— acacetin 7-O-(6-O-acetyl)-β-D-glucopyranosyl-(1→2)[(4-O-acetyl)-α-L-rhamnopyranosyl-(1→6)]-β-D-glucopyranoside —— C38H46O21
acacetin 7-O-(6-O-acetyl)-β-D-glucopyranosyl-(1→2)[(4-O-acetyl)-α-L-rhamnopyranosyl-(1→6)]-β-D-glucopyranoside
—— 2-[8-allyl-3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran-2-yl]benzoic acid benzyl ester —— C26H22ClNO6
2-[8-allyl-3-chloro-3,4-dihydro-4-hydroxy-3-nitro-2H-1-benzopyran-2-yl]benzoic acid benzyl ester
—— 2-[8-allyl-3-chloro-2,3-dihydro-3-nitro-4-oxo-4H-1-benzopyran-2-yl]benzoic acid benzyl ester —— C26H20ClNO6
2-[8-allyl-3-chloro-2,3-dihydro-3-nitro-4-oxo-4H-1-benzopyran-2-yl]benzoic acid benzyl ester
—— 3',4'-dihydroxyflavanone 6-O-β-D-(4”-O-methyl)-glucopyranoside —— C22H24O10
3',4'-dihydroxyflavanone 6-O-β-D-(4”-O-methyl)-glucopyranoside
—— 4'-hydroxyflavanone 6-O-β-D-(4”-O-methyl)-glucopyranoside —— C22H24O9
4'-hydroxyflavanone 6-O-β-D-(4”-O-methyl)-glucopyranoside
—— flavanone 4'-O-β-D-(4”-O-methyl)-glucopyranoside —— C22H24O8
flavanone 4'-O-β-D-(4”-O-methyl)-glucopyranoside