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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
—— Toluene-4-sulfonic acid 8-benzyloxy-5-isopropoxy-6,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 173217-49-7 C35H34O10S
Toluene-4-sulfonic acid 8-benzyloxy-5-isopropoxy-6,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester
—— 7-hydroxy-6-nitroflavone 107572-70-3 C15H9NO5
7-hydroxy-6-nitroflavone
—— Epicatechin 3-O-p-hydroxybenzoate 108907-45-5 C22H18O8
Epicatechin 3-O-p-hydroxybenzoate
—— 8-Benzyloxy-3-hydroxy-5-isopropoxy-6,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 173217-47-5 C28H28O8
8-Benzyloxy-3-hydroxy-5-isopropoxy-6,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 4',5,7-trimethoxymethoxy-3'-methoxy-8-(3,3-dimethylallyl)-flavanone 175030-47-4 C27H34O9
4',5,7-trimethoxymethoxy-3'-methoxy-8-(3,3-dimethylallyl)-flavanone
—— 3(2H)-Benzofuranone, 4-(beta-D-glucopyranosyloxy)-2,6-dihydroxy-2-[(4-hydroxyphenyl)methyl]- 210050-28-5 C21H22O11
3(2H)-Benzofuranone, 4-(beta-D-glucopyranosyloxy)-2,6-dihydroxy-2-[(4-hydroxyphenyl)methyl]-
—— Diinsininol 176739-79-0 C36H32O16
Diinsininol
—— 6-(4-Benzyloxy-3,5-dimethoxy-phenyl)-[1,3]dioxolo[4,5-g]chromen-8-one 203005-13-4 C25H20O7
6-(4-Benzyloxy-3,5-dimethoxy-phenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
—— 3'-benzyloxy-8-carboxyflavone 205045-46-1 C23H16O5
3'-benzyloxy-8-carboxyflavone
—— [3-Nitro-2-(3-nitro-phenyl)-4-oxo-4H-chromen-8-yl]-acetic acid 596108-63-3 C17H10N2O8
[3-Nitro-2-(3-nitro-phenyl)-4-oxo-4H-chromen-8-yl]-acetic acid
—— [2-(2-Benzyloxy-phenyl)-3-nitro-4-oxo-4H-chromen-8-yl]-acetic acid 596108-70-2 C24H17NO7
[2-(2-Benzyloxy-phenyl)-3-nitro-4-oxo-4H-chromen-8-yl]-acetic acid
—— methyl 2-(1,3-benzodioxol-5-yl)-4-pent-4-enoxy-6-propan-2-yloxy-2H-chromene-3-carboxylate 203918-06-3 C26H28O7
methyl 2-(1,3-benzodioxol-5-yl)-4-pent-4-enoxy-6-propan-2-yloxy-2H-chromene-3-carboxylate
—— 3-Methoxy-2-(3-methoxyphenyl)-8-prop-2-enylchromen-4-one 600151-78-8 C20H18O4
3-Methoxy-2-(3-methoxyphenyl)-8-prop-2-enylchromen-4-one
—— [2-(2-Benzyloxy-phenyl)-3-nitro-4-oxo-4H-chromen-8-yl]-acetic acid methoxymethyl ester 596108-71-3 C26H21NO8
[2-(2-Benzyloxy-phenyl)-3-nitro-4-oxo-4H-chromen-8-yl]-acetic acid methoxymethyl ester
—— 6,8-dibromo-2-(2-hydroxy-phenyl)-chromen-4-one 107916-20-1 C15H8Br2O3
6,8-dibromo-2-(2-hydroxy-phenyl)-chromen-4-one
—— Dimethyl 5-(6-methyl-4-oxochromen-2-yl)benzene-1,3-dicarboxylate 468060-89-1 C20H16O6
Dimethyl 5-(6-methyl-4-oxochromen-2-yl)benzene-1,3-dicarboxylate
—— [3-Nitro-2-(2-nitro-phenyl)-4-oxo-4H-chromen-8-yl]-acetic acid methoxymethyl ester 596108-73-5 C19H14N2O9
[3-Nitro-2-(2-nitro-phenyl)-4-oxo-4H-chromen-8-yl]-acetic acid methoxymethyl ester
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]-8-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one 677021-29-3 C25H26O13
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]-8-[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
—— Phellodensin A 612086-81-4 C20H18O6
Phellodensin A
—— quercetin-3-O-β-D-glucopyranosyl-(1<*>2)-β-D-xylopyranoside 159030-04-3 C26H28O16
quercetin-3-O-β-D-glucopyranosyl-(1<*>2)-β-D-xylopyranoside
—— 3-Hydroxy-2-(4-methylphenyl)-8-prop-2-enylchromen-4-one 178666-51-8 C19H16O3
3-Hydroxy-2-(4-methylphenyl)-8-prop-2-enylchromen-4-one
—— Toluene-4-sulfonic acid 3,7-dimethoxy-8-methoxymethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester 154048-50-7 C27H26O10S
Toluene-4-sulfonic acid 3,7-dimethoxy-8-methoxymethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester
—— oritin-4α-ol tri-O-methylether 29810-22-8 C18H20O6
oritin-4α-ol tri-O-methylether
—— [2-(4-Methoxy-phenyl)-3-nitro-4-oxo-4H-chromen-8-yl]-acetic acid 596108-65-5 C18H13NO7
[2-(4-Methoxy-phenyl)-3-nitro-4-oxo-4H-chromen-8-yl]-acetic acid
—— [3-Amino-2-(2-hydroxy-phenyl)-4-oxo-4H-chromen-8-yl]-acetic acid methoxymethyl ester 596108-72-4 C19H17NO6
[3-Amino-2-(2-hydroxy-phenyl)-4-oxo-4H-chromen-8-yl]-acetic acid methoxymethyl ester
—— methyl 2-(benzo[1,3]dioxol-5-yl)-4-(trifluoromethanesulfonyloxy)-2H-chromen-3-carboxylate 203919-43-1 C19H13F3O8S
methyl 2-(benzo[1,3]dioxol-5-yl)-4-(trifluoromethanesulfonyloxy)-2H-chromen-3-carboxylate
—— (2R,3S,8S,9S,10R)-10-(2,4-dihydroxyphenyl)-8-(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(3-hydroxy-4-methoxyphenyl)-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene-3,5,9-triol 176896-91-6 C46H40O16
(2R,3S,8S,9S,10R)-10-(2,4-dihydroxyphenyl)-8-(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(3-hydroxy-4-methoxyphenyl)-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene-3,5,9-triol
—— 3-Hydroxy-2-phenyl-8-prop-2-enylchromen-4-one 178666-49-4 C18H14O3
3-Hydroxy-2-phenyl-8-prop-2-enylchromen-4-one
—— 2-Benzo[1,3]dioxol-5-yl-4-butyl-6-isopropoxy-2H-chromene-3-carboxylic acid methyl ester 434285-35-5 C25H28O6
2-Benzo[1,3]dioxol-5-yl-4-butyl-6-isopropoxy-2H-chromene-3-carboxylic acid methyl ester
—— 2H-1-Benzopyran-4-ol, 3,4-dihydro-6-methyl-2-phenyl- 61854-55-5 C16H16O2
2H-1-Benzopyran-4-ol, 3,4-dihydro-6-methyl-2-phenyl-
—— 8,9-trans-9,10-trans-tetrahydropyrano<2,3-h>chromene 119002-92-5 C31H28O11
8,9-trans-9,10-trans-tetrahydropyrano<2,3-h>chromene
—— 3',4'-dimethoxy-7,8-dihydroxyflavone 110865-15-1 C17H14O6
3',4'-dimethoxy-7,8-dihydroxyflavone
—— 4H-1-Benzopyran-4-one, 2-(2,6-dichlorophenyl)- 162827-53-4 C15H8Cl2O2
4H-1-Benzopyran-4-one, 2-(2,6-dichlorophenyl)-
—— 6-Amino-5,7-dihydroxyflavone 848470-36-0 C15H11NO4
6-Amino-5,7-dihydroxyflavone
—— tanariflavanone D 856680-01-8 C25H28O7
tanariflavanone D
—— Theograndin II 637004-63-8 C21H18O16S
Theograndin II
—— 5-Hydroxy-7-(2-methoxy-ethoxymethoxy)-8-(3-methyl-but-2-enyl)-2-phenyl-chromen-4-one 375373-63-0 C24H26O6
5-Hydroxy-7-(2-methoxy-ethoxymethoxy)-8-(3-methyl-but-2-enyl)-2-phenyl-chromen-4-one
—— rac-2'-benzyloxyflavanone 501368-31-6 C22H18O3
rac-2'-benzyloxyflavanone
—— 4-(5,6,7-Trihydroxy-4-oxochromen-2-yl)benzoic acid 859505-69-4 C16H10O7
4-(5,6,7-Trihydroxy-4-oxochromen-2-yl)benzoic acid
—— 4-methyl-7-hydroxyflavylium chloride 20921-29-3 C16H13O2*Cl
4-methyl-7-hydroxyflavylium chloride
—— 2-(2,4-Dichlorophenyl)-5,6,7-trihydroxychromen-4-one 859505-66-1 C15H8Cl2O5
2-(2,4-Dichlorophenyl)-5,6,7-trihydroxychromen-4-one
—— tanariflavanone C 856680-00-7 C30H36O7
tanariflavanone C
—— procyanidin B-2 67253-04-7 C30H26O12
procyanidin B-2
—— 2-(3-Chlorophenyl)-5,6,7-trihydroxychromen-4-one 859505-64-9 C15H9ClO5
2-(3-Chlorophenyl)-5,6,7-trihydroxychromen-4-one
—— 2-(3-Bromo-4-fluorophenyl)-5,6,7-trihydroxychromen-4-one 859505-68-3 C15H8BrFO5
2-(3-Bromo-4-fluorophenyl)-5,6,7-trihydroxychromen-4-one
—— 2-(4-Chlorophenyl)-5,6,7-trihydroxychromen-4-one 859505-65-0 C15H9ClO5
2-(4-Chlorophenyl)-5,6,7-trihydroxychromen-4-one
—— 6-(4-Methoxy-phenyl)-6H,7H-chromeno[4,3-b]chromene 850152-09-9 C23H18O3
6-(4-Methoxy-phenyl)-6H,7H-chromeno[4,3-b]chromene
—— Ophioglonin 7-O-beta-D-glucopyranoside 850754-67-5 C22H20O12
Ophioglonin 7-O-beta-D-glucopyranoside
—— 3-Chlorodiosmin 827346-33-8 C28H31ClO15
3-Chlorodiosmin
—— 3',4',7-O-trimethylnymphaeol C 856414-73-8 C33H42O6
3',4',7-O-trimethylnymphaeol C