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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
—— Scoparin, 8-Glykosyl-5.7.4'-trihydroxy-3'-methoxy-flavon 100438-24-2 C22H22O11
Scoparin, 8-Glykosyl-5.7.4'-trihydroxy-3'-methoxy-flavon
—— cis-3-Amino-4',7-dimethoxy-flavanon 93818-34-9 C17H17NO4
cis-3-Amino-4',7-dimethoxy-flavanon
—— 6-Iod-3',4'-methylendioxy-flavanon 109722-39-6 C16H11IO4
6-Iod-3',4'-methylendioxy-flavanon
—— 7-O-(N,N-Diethylaminothiocarbonylmethyl)3'-O-cyclopentyldiosmetin 205524-10-3 C27H31NO6S
7-O-(N,N-Diethylaminothiocarbonylmethyl)3'-O-cyclopentyldiosmetin
—— 7-n-Butoxy-flavonolacetat 59880-43-2 C21H20O5
7-n-Butoxy-flavonolacetat
—— (2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene-3,4-diol 137624-11-4 C43H38O7
(2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromene-3,4-diol
—— (+/-)-4',7-dibenzyloxy<2,3,3-2H3>flavanone 95307-75-8 C29H24O4
(+/-)-4',7-dibenzyloxy<2,3,3-2H3>flavanone
—— 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one 4657-07-2 C25H28O11
2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
—— 8-Bromo-7-butoxy-2-(4-methoxy-phenyl)-6-nitro-chroman-4-one 135879-09-3 C20H20BrNO6
8-Bromo-7-butoxy-2-(4-methoxy-phenyl)-6-nitro-chroman-4-one
—— 8-amino-3-(benzyloxy)-2-[4-(benzyloxy)-3-fluorophenyl]-6-methyl-4H-chromen-4-one 372102-38-0 C30H24FNO4
8-amino-3-(benzyloxy)-2-[4-(benzyloxy)-3-fluorophenyl]-6-methyl-4H-chromen-4-one
—— 2-[2-[2,4-Bis(2-phenoxyethoxy)phenyl]-4-oxochromen-3-yl]oxypropanedioic acid 1099682-37-7 C34H28O11
2-[2-[2,4-Bis(2-phenoxyethoxy)phenyl]-4-oxochromen-3-yl]oxypropanedioic acid
—— 7-ethoxy-3-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one 1364733-22-1 C17H14O5
7-ethoxy-3-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— [(2R,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(2-methoxyphenyl)prop-2-enoate 217661-68-2 C42H47O22
[(2R,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(2-methoxyphenyl)prop-2-enoate
—— Isoliquiritigenin metabolite MG4 1084629-09-3 C21H20O10
Isoliquiritigenin metabolite MG4
—— 4,9-dimethoxy-7-(4-methoxy-phenyl)-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one 62061-97-6 C20H18O6
4,9-dimethoxy-7-(4-methoxy-phenyl)-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one
—— 3'',5''-diethoxyphenyl 4',5,7-trimethoxyflavone-3'-ylacetate 77670-47-4 C30H30O9
3'',5''-diethoxyphenyl 4',5,7-trimethoxyflavone-3'-ylacetate
—— 6-(2-oxopropyl)chromeno[4,3-b]chromen-7(6H)-one 1609940-21-7 C19H14O4
6-(2-oxopropyl)chromeno[4,3-b]chromen-7(6H)-one
—— (+/-)-5,7-dihydroxy-3'-bromo-8-(3,3-dimethylallyl)-flavanone 1075171-27-5 C20H19BrO4
(+/-)-5,7-dihydroxy-3'-bromo-8-(3,3-dimethylallyl)-flavanone
—— 3-(But-2-ynyloxy)-2-(2-methoxyphenyl)-4H-chromen-4-one 1429665-30-4 C20H16O4
3-(But-2-ynyloxy)-2-(2-methoxyphenyl)-4H-chromen-4-one
—— 1-<α-(3,4-dimethoxybenzoyl)(3,4-dimethoxy-6N-morpholinomethylbenzylidene)>-3-(3,4-dimethoxyphenyl)-6,7-dimethoxyisochromene 125416-98-0 C42H45NO11
1-<α-(3,4-dimethoxybenzoyl)(3,4-dimethoxy-6N-morpholinomethylbenzylidene)>-3-(3,4-dimethoxyphenyl)-6,7-dimethoxyisochromene
—— 3,8-dibromo-7-butoxy-2-(2,4-dichlorophenyl)-6-nitrochromen-4-one 139589-38-1 C19H13Br2Cl2NO5
3,8-dibromo-7-butoxy-2-(2,4-dichlorophenyl)-6-nitrochromen-4-one
—— 7-<β-D-2,3,4,6-Tetraacetyl-glucopyranosyl>-diosmetin 121330-72-1 C30H30O15
7-<β-D-2,3,4,6-Tetraacetyl-glucopyranosyl>-diosmetin
—— [(7R,8R)-5-hydroxy-10-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2,2-dimethyl-6-oxo-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-7-yl] (2S)-2-methoxy-2-phenylacetate 1323905-38-9 C34H34O8
[(7R,8R)-5-hydroxy-10-[(2R)-2-hydroxy-3-methylbut-3-enyl]-2,2-dimethyl-6-oxo-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-7-yl] (2S)-2-methoxy-2-phenylacetate
—— 3-(benzyloxy)-2-[4-(benzyloxy)-3-fluorophenyl]-6-methyl-8-nitro-4H-chromen-4-one 372102-37-9 C30H22FNO6
3-(benzyloxy)-2-[4-(benzyloxy)-3-fluorophenyl]-6-methyl-8-nitro-4H-chromen-4-one
—— 6-Brom-7-hydroxy-flavonol 100914-53-2 C15H9BrO4
6-Brom-7-hydroxy-flavonol
—— 7-Hydroxy-8-methoxy-6-allyl-flavon 94305-80-3 C19H16O4
7-Hydroxy-8-methoxy-6-allyl-flavon
—— Deca-O-acetyl-leucocyanidin 7060-65-3 C50H46O23
Deca-O-acetyl-leucocyanidin
—— 4-[2-(3,3-diphenyl-3H-benzo[f]chromen-5-yl)ethenyl]-N,N-4-[2-(3,3-diphenyl-3H-benzo[f]chromen-5-yl)ethenyl]-N,N-diethylaniline 1381878-67-6 C37H33NO
4-[2-(3,3-diphenyl-3H-benzo[f]chromen-5-yl)ethenyl]-N,N-4-[2-(3,3-diphenyl-3H-benzo[f]chromen-5-yl)ethenyl]-N,N-diethylaniline
—— 2'',3'',4'',6''-tetra-O-acetyl-4',5,7-tri-O-methylisovitexin 6991-11-3 C32H34O14
2'',3'',4'',6''-tetra-O-acetyl-4',5,7-tri-O-methylisovitexin
—— 3,8-dibromo-6-chloro-2-phenyl-chroman-4-one 264282-96-4 C15H9Br2ClO2
3,8-dibromo-6-chloro-2-phenyl-chroman-4-one
—— 2-[2,4-Bis(2-phenoxyethoxy)phenyl]-3-ethoxychromen-4-one 1099682-35-5 C33H30O7
2-[2,4-Bis(2-phenoxyethoxy)phenyl]-3-ethoxychromen-4-one
—— 7-(3-Iodo-propoxy)-2-phenyl-chromen-4-one 213891-09-9 C18H15IO3
7-(3-Iodo-propoxy)-2-phenyl-chromen-4-one
—— 6-chloro-8-methyl-2-(4-nitrophenyl)-4H-chromen-4-one 1343513-33-6 C16H10ClNO4
6-chloro-8-methyl-2-(4-nitrophenyl)-4H-chromen-4-one
—— 4-[2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1-methylpyridinium bromide 372103-35-0 Br*C22H17ClNO4
4-[2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1-methylpyridinium bromide
—— 7-Methoxy-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-2-phenyl-chroman-4-one 24467-46-7 C24H20O4
7-Methoxy-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-2-phenyl-chroman-4-one
—— 4-(6-methoxy-4-oxo-4H-chromen-2-yl)benzonitrile 39679-63-5 C17H11NO3
4-(6-methoxy-4-oxo-4H-chromen-2-yl)benzonitrile
—— N-[[4'-N,N-diethylamino-3-hydroxy-6-flavonyl]methyl]-N-methyl-N-(3-sulfopropyl)-1-dodecanaminium 937025-73-5 C36H54N2O6S
N-[[4'-N,N-diethylamino-3-hydroxy-6-flavonyl]methyl]-N-methyl-N-(3-sulfopropyl)-1-dodecanaminium
—— 3,8-dibromo-6-chloro-2-(2-methoxyphenyl)chromen-4-one 134640-70-3 C16H9Br2ClO3
3,8-dibromo-6-chloro-2-(2-methoxyphenyl)chromen-4-one
—— 2-hydroxy-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429326-76-0 C21H16O3
2-hydroxy-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 5-hydroxy-3,3',4',5'-tetramethoxyflavone 356543-13-0 C19H18O7
5-hydroxy-3,3',4',5'-tetramethoxyflavone
—— 4-(1-bromonaphthalen-2-yloxy)-6-methoxy-2H-chromene 115997-83-6 C20H15BrO3
4-(1-bromonaphthalen-2-yloxy)-6-methoxy-2H-chromene
—— 6-Chloro-2-phenyl-chroman-4-ol 97723-88-1 C15H13ClO2
6-Chloro-2-phenyl-chroman-4-ol
—— (2R,3S)-8-bromo-3,6-dihydroxy-5,7,3',4'-tetra-O-benzylflavan 848047-69-8 C43H37BrO7
(2R,3S)-8-bromo-3,6-dihydroxy-5,7,3',4'-tetra-O-benzylflavan
—— 11-methyl-2-phenyl-2,3,6,7,8,9-hexahydro-4H-benzofuro[3,2-g]chromen-4-one 1233321-98-6 C22H20O3
11-methyl-2-phenyl-2,3,6,7,8,9-hexahydro-4H-benzofuro[3,2-g]chromen-4-one
—— 5,3'-Diacetoxy-3,7,8,4'-tetramethoxy-flavon 4670-43-3 C23H22O10
5,3'-Diacetoxy-3,7,8,4'-tetramethoxy-flavon
—— 5-Hydroxy-7-acetoxy-3'.4'-dioxymethylen-flavon 109695-17-2 C18H12O7
5-Hydroxy-7-acetoxy-3'.4'-dioxymethylen-flavon
—— (2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester 566202-93-5 C47H52BrNO6Si
(2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester
—— Bis-<5.7.3'.4'-tetramethoxy-flavenyliden-(4)> 106168-94-9 C38H36O10
Bis-<5.7.3'.4'-tetramethoxy-flavenyliden-(4)>
—— (+/-)-2,3-trans-5',4-dimethoxyflavan-3-ol 86788-70-7 C17H18O4
(+/-)-2,3-trans-5',4-dimethoxyflavan-3-ol
—— 5-Chlorospiro<benzofuran-2(3H),1'-<2>cyclohexene>-3-phenyl-3-ol 141883-78-5 C19H17ClO2
5-Chlorospiro<benzofuran-2(3H),1'-<2>cyclohexene>-3-phenyl-3-ol