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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
—— 6-(N,N-diethylaminomethyl)-5-hydroxy-7,3',4'-trimethoxyflavone 1638743-79-9 C23H27NO6
6-(N,N-diethylaminomethyl)-5-hydroxy-7,3',4'-trimethoxyflavone
—— 7-O-benzyl-3,4′,5-tri-O-methylkaempferol 742091-47-0 C25H22O6
7-O-benzyl-3,4′,5-tri-O-methylkaempferol
—— 5-hydroxy-3-methoxy-2-(4-methoxyphenyl)-7,8-(2,2-dimethyl-2H-pyran)-4H-chromen-4-one 55395-01-2 C22H22O6
5-hydroxy-3-methoxy-2-(4-methoxyphenyl)-7,8-(2,2-dimethyl-2H-pyran)-4H-chromen-4-one
—— 3-<hydroxy-(2-furyl)methyl>-2-phenyl-4H-1-benzopyran-4-one 98153-10-7 C20H14O4
3-<hydroxy-(2-furyl)methyl>-2-phenyl-4H-1-benzopyran-4-one
—— 8-bromo-5-hydroxy-7,4'-dimethoxyflavone 1390643-64-7 C17H13BrO5
8-bromo-5-hydroxy-7,4'-dimethoxyflavone
—— 3,5,4'-trimethoxy-6'',6''-dimethyldihydropyrano<2'',3'':7,8>flavone 55395-02-3 C23H24O6
3,5,4'-trimethoxy-6'',6''-dimethyldihydropyrano<2'',3'':7,8>flavone
—— Nor-β-anhydroicaritin-triacetat 28610-35-7 C26H24O9
Nor-β-anhydroicaritin-triacetat
—— 5,6-dihydroxy-2-(4-hydroxyphenyl)-7-(methoxymethoxy)-4H-chromen-4-one 1402607-44-6 C17H14O7
5,6-dihydroxy-2-(4-hydroxyphenyl)-7-(methoxymethoxy)-4H-chromen-4-one
—— 3,7-bis-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-methoxy-chromen-4-one 3306-18-1 C32H28O7
3,7-bis-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-methoxy-chromen-4-one
—— 6-(morpholin-1-yl)methyl-5-hydroxy-7,3',4'-trimethoxyflavone 1638743-81-3 C23H25NO7
6-(morpholin-1-yl)methyl-5-hydroxy-7,3',4'-trimethoxyflavone
—— 7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5,6-dihydroxy-4H-chromen-4-one 62252-32-8 C29H22O6
7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5,6-dihydroxy-4H-chromen-4-one
—— Sorbifolin-triacetat 29528-35-6 C22H18O9
Sorbifolin-triacetat
—— 7-butoxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one 1361022-44-7 C19H18O6
7-butoxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— 7-propoxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one 1361022-43-6 C18H16O6
7-propoxy-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— 9-hydroxy-6-(4-(2-morpholinoethoxy)phenyl)-2,2-diphenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one 1436402-36-6 C34H29NO7
9-hydroxy-6-(4-(2-morpholinoethoxy)phenyl)-2,2-diphenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one
—— 2-(3,4,5-trihydroxyphenyl)-8-hydroxy-5-methyl-3-O-β-D-glucopyranosyloxypyrano[4,3,2-de]-1-benzopyrilium —— C24H23O12
2-(3,4,5-trihydroxyphenyl)-8-hydroxy-5-methyl-3-O-β-D-glucopyranosyloxypyrano[4,3,2-de]-1-benzopyrilium
—— delphinidin 3-O-<2-O-(β-D-xylopyranosyl)-6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside> —— C32H39O20
delphinidin 3-O-<2-O-(β-D-xylopyranosyl)-6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside>
—— (2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3-((E)-3-(3,4-dimethoxyphenyl)acrylamido)-4-fluorobenzoate —— C38H38FNO11
(2R,3S)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3-((E)-3-(3,4-dimethoxyphenyl)acrylamido)-4-fluorobenzoate
—— (2R,3R)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3-((E)-3-(3,4-dimethoxyphenyl)acrylamido)-4-fluorobenzoate —— C38H38FNO11
(2R,3R)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3-((E)-3-(3,4-dimethoxyphenyl)acrylamido)-4-fluorobenzoate
—— (2R,3R)-5,7-dimethoxy-4-oxo-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3-((E)-3-(3,4-dimethoxyphenyl)acrylamido)-4-fluorobenzoate —— C38H36FNO12
(2R,3R)-5,7-dimethoxy-4-oxo-2-(3,4,5-trimethoxyphenyl)chroman-3-yl 3-((E)-3-(3,4-dimethoxyphenyl)acrylamido)-4-fluorobenzoate
—— (E)-flavone-6-carboxaldehyde O-ethyl oxime —— C18H15NO3
(E)-flavone-6-carboxaldehyde O-ethyl oxime
—— takakin 8-O-β-D-glucuronide 6''-methyl ester —— C23H22O12
takakin 8-O-β-D-glucuronide 6''-methyl ester
—— 4'-hydroxy-7,3'-dimethoxyflavone-5-O-β-D(+)glucopyranoside —— C23H24O11
4'-hydroxy-7,3'-dimethoxyflavone-5-O-β-D(+)glucopyranoside
—— gossypetin 3-O-β-D-glucopyranosyl-7-O-α-L-(3-O-(S)-2-methylbutyryl)rhamnopyranoside —— C32H38O18
gossypetin 3-O-β-D-glucopyranosyl-7-O-α-L-(3-O-(S)-2-methylbutyryl)rhamnopyranoside
—— gossypetin 8-O-β-D-glucuronide 3-sulphate —— C21H18O17S
gossypetin 8-O-β-D-glucuronide 3-sulphate
—— gossypetin-3,8-dimethyl ether 5-O-β-D-glucopyranoside —— C23H24O13
gossypetin-3,8-dimethyl ether 5-O-β-D-glucopyranoside
—— 7,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one —— C16H12O6
7,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
—— 4'-dodecyl-7-hydroxyflavylium chloride —— C27H35O2*Cl
4'-dodecyl-7-hydroxyflavylium chloride
—— 3-acetoxy-2-(2,4-dimethoxy-phenyl)-6-methyl-chromen-4-one —— C20H18O6
3-acetoxy-2-(2,4-dimethoxy-phenyl)-6-methyl-chromen-4-one
—— 10-bromo-3,3-diphenyl-3H-benzo[f]chromene —— C25H17BrO
10-bromo-3,3-diphenyl-3H-benzo[f]chromene
—— 7-O-methylcyanidin —— C16H13O6*Cl
7-O-methylcyanidin
—— 6'''-sinapoylsaponarin —— C38H40O18
6'''-sinapoylsaponarin
—— 6-hydroxycyanidin 3-O-β-D-rutinoside —— C27H31O16
6-hydroxycyanidin 3-O-β-D-rutinoside
—— 4'-Chloro-5-hydroxyflavone —— C15H9ClO3
4'-Chloro-5-hydroxyflavone
—— 1,2-O-[(2S,4S)-3,4-dihydro-7-hydroxy-2-(4-methoxyphenyl)-6,8-dimethyl-2H-1-benzopyran-5,4-diyl] β-D-glucopyranose —— C24H28O9
1,2-O-[(2S,4S)-3,4-dihydro-7-hydroxy-2-(4-methoxyphenyl)-6,8-dimethyl-2H-1-benzopyran-5,4-diyl] β-D-glucopyranose
—— methyl 2-(benzo[1,3]dioxol-5-yl)-6-benzyloxy-4-oxo-chroman-3-carboxylate —— C25H20O7
methyl 2-(benzo[1,3]dioxol-5-yl)-6-benzyloxy-4-oxo-chroman-3-carboxylate
—— 2,3-dimethyl-7,7-diphenyl-7H-pyrano<3,2-e>benzimidazole —— C24H20N2O
2,3-dimethyl-7,7-diphenyl-7H-pyrano<3,2-e>benzimidazole
—— 2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid (2,3-dihydroxy-propyl)amide —— C22H25N3O4
2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid (2,3-dihydroxy-propyl)amide
—— rhamnocitrin 3-O-α-L-arabinopyranoside —— C21H20O10
rhamnocitrin 3-O-α-L-arabinopyranoside
—— 5-(pent-4-yn-1-yloxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)-4H-chromen-4-one —— C38H58O6Si3
5-(pent-4-yn-1-yloxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)-4H-chromen-4-one
—— 3,3'-di-O-methylquercetin 4'-O-β-D-glucopyranoside —— C23H24O12
3,3'-di-O-methylquercetin 4'-O-β-D-glucopyranoside
—— quercetin 3,3'-dimethyl ether 7-rutinoside —— C29H34O16
quercetin 3,3'-dimethyl ether 7-rutinoside
—— luteolin 7,4'-dimethyl ether 3'-glucoside —— C23H24O11
luteolin 7,4'-dimethyl ether 3'-glucoside
—— Limocitrinyle-3-O β-D-sophoroside —— C29H34O18
Limocitrinyle-3-O β-D-sophoroside
—— limocitrin 7-O-β-D-glucopyranoside —— C23H24O13
limocitrin 7-O-β-D-glucopyranoside
—— limocitrin 3,7-di-O-β-D-glucopyranoside —— C29H34O18
limocitrin 3,7-di-O-β-D-glucopyranoside
—— haploside C —— C31H36O18
haploside C
—— limocitrin-3-O-[(S)-3-hydroxy-3-methylglutaryl-(1→6)]-β-D-glucopyranoside —— C29H32O17
limocitrin-3-O-[(S)-3-hydroxy-3-methylglutaryl-(1→6)]-β-D-glucopyranoside
—— acacetin-7-O-glucoside-6"-O-malonyl ester —— C25H24O13
acacetin-7-O-glucoside-6"-O-malonyl ester
—— chamaemeloside —— C27H28O14
chamaemeloside