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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
—— 7-O-methylcyanidin 3-O-robinobioside 1010839-83-4 C28H33O15
7-O-methylcyanidin 3-O-robinobioside
—— haploside C peracetate 97744-92-8 C47H52O26
haploside C peracetate
—— 7-acetoxy-2-methyl-2-phenyl-chroman-4-one 109253-95-4 C18H16O4
7-acetoxy-2-methyl-2-phenyl-chroman-4-one
—— 4'-Methoxy-6-carbomethoxy-flavon 63070-96-2 C18H14O5
4'-Methoxy-6-carbomethoxy-flavon
—— 7-Hydroxy-8-acetamidoflavon 37042-36-7 C17H13NO4
7-Hydroxy-8-acetamidoflavon
—— 2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3-fluoro-4-chlorophenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239069-24-0 C26H23ClFNO3
2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3-fluoro-4-chlorophenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 7-acetoxy-5-methoxyflavone 1265223-26-4 C18H14O5
7-acetoxy-5-methoxyflavone
—— 2,5-dihydro-9-methylthiomethoxy-10-methoxy-2,2,4-trimethyl-5-(3(methylthio)methoxyphenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239070-52-1 C30H33NO4S2
2,5-dihydro-9-methylthiomethoxy-10-methoxy-2,2,4-trimethyl-5-(3(methylthio)methoxyphenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 39953-79-2 C25H24O3
—— N-(4-bromo-phenyl)-2-[2-(4-chloro-phenyl)-3-nitro-chroman-4-yl]-acetamide 1134455-67-6 C23H18BrClN2O4
N-(4-bromo-phenyl)-2-[2-(4-chloro-phenyl)-3-nitro-chroman-4-yl]-acetamide
—— 6-C-β-glucopyranosyl-7-O-methylluteolinidin 1144076-82-3 C22H23O10*Cl
6-C-β-glucopyranosyl-7-O-methylluteolinidin
—— 2-(4-methoxyphenyl)-3-benzyloxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one 1187016-51-8 C25H22N2O4
2-(4-methoxyphenyl)-3-benzyloxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one
—— 7-hydroxy-5-methoxy-2-phenyl-chromenylium; chloride 39828-17-6 C16H13O3*Cl
7-hydroxy-5-methoxy-2-phenyl-chromenylium; chloride
—— (3R,4R,2'R,3'S)-2'-(3,4-Dihydroxy-phenyl)-3-(2-hydroxy-4-methoxy-phenyl)-7-methoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3',7'-diol 95568-69-7 C32H30O9
(3R,4R,2'R,3'S)-2'-(3,4-Dihydroxy-phenyl)-3-(2-hydroxy-4-methoxy-phenyl)-7-methoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3',7'-diol
—— (2S,4R)-6-chloro-3,4-dihydro-2,4-diphenyl-2H-1-benzopyran-4-ol 1277188-79-0 C21H17ClO2
(2S,4R)-6-chloro-3,4-dihydro-2,4-diphenyl-2H-1-benzopyran-4-ol
—— 7-hydroxy-3-methoxy-2-(2-methoxy-phenyl)-chromen-4-one 743431-33-6 C17H14O5
7-hydroxy-3-methoxy-2-(2-methoxy-phenyl)-chromen-4-one
—— 2,3,10-trimethoxy-5,6a,7,12a-tetrahydro-isochromeno[4,3-b]chromen-7-ol 16877-49-9 C19H20O6
2,3,10-trimethoxy-5,6a,7,12a-tetrahydro-isochromeno[4,3-b]chromen-7-ol
—— 943753-33-1 C36H31NO5
—— 2-benzoyloxy-3-phenyl-2,3-dihydro-1<i>H</i>-naphtho[1,2-<i>e</i>][1,3]oxazine 69025-37-2 C25H19NO3
2-benzoyloxy-3-phenyl-2,3-dihydro-1<i>H</i>-naphtho[1,2-<i>e</i>][1,3]oxazine
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((S)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate 1352306-95-6 C2HF3O2*C29H31NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((S)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-(4-methyl-1H-imidazol-1-yl)propoxy)phenyl)-2H-chromen-6-ol 1352308-18-9 C29H28N2O4
3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-(4-methyl-1H-imidazol-1-yl)propoxy)phenyl)-2H-chromen-6-ol
—— 7,4'-dihydroxyethylkaempferol-3-rutinoside 791084-12-3 C31H38O17
7,4'-dihydroxyethylkaempferol-3-rutinoside
—— Acetic acid 2,2,7-trimethyl-6-oxo-8-phenyl-2H,6H-pyrano[3,2-g]chromen-5-yl ester 74443-27-9 C23H20O5
Acetic acid 2,2,7-trimethyl-6-oxo-8-phenyl-2H,6H-pyrano[3,2-g]chromen-5-yl ester
—— 39953-80-5 C24H22O3
—— 8-<2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-3-hydroxy-chromanyl-(4)>-4-<2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3,4-dihydroxy-chromanyl-(8)>-5,7,3',4'-tetramethoxy-3-hydroxy-flavan 22969-99-9 C57H62O19
8-<2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-3-hydroxy-chromanyl-(4)>-4-<2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3,4-dihydroxy-chromanyl-(8)>-5,7,3',4'-tetramethoxy-3-hydroxy-flavan
—— (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1332833-26-7 C57H52O16
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— 7-allyloxy-3-methyl-2-phenyl-chromen-4-one 18651-20-2 C19H16O3
7-allyloxy-3-methyl-2-phenyl-chromen-4-one
—— 2,3-Dihydro-3,3-bis-(4-methoxyphenyl)-1H-naphtho-<2,1-b>-pyran-1-ol 29517-98-4 C27H24O4
2,3-Dihydro-3,3-bis-(4-methoxyphenyl)-1H-naphtho-<2,1-b>-pyran-1-ol
—— 7-(1,1-Dimethylpropargyloxy)-5-hydroxy-3-methylflavone 74443-23-5 C21H18O4
7-(1,1-Dimethylpropargyloxy)-5-hydroxy-3-methylflavone
—— haploside E 97744-91-7 C29H34O17
haploside E
—— (2R,3S)-3,5,6,7,3',4'-hexa-O-benzylflavan 848047-71-2 C57H50O7
(2R,3S)-3,5,6,7,3',4'-hexa-O-benzylflavan
—— 2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-6-methoxymethoxy-chromen-4-one 170234-86-3 C21H22O8
2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-6-methoxymethoxy-chromen-4-one
—— 2-(benzo[1,3]dioxol-5-yl)-3-benzyloxy-6-amino-4H-1-benzopyran-4-one hydrochloride 1187016-59-6 C23H17NO5*ClH
2-(benzo[1,3]dioxol-5-yl)-3-benzyloxy-6-amino-4H-1-benzopyran-4-one hydrochloride
—— 5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-methoxy-4H-chromen-4-one 1612925-22-0 C44H36O7
5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-methoxy-4H-chromen-4-one
—— 86294-09-9 C23H26O8
—— 1612925-23-1 C45H36O8
—— N-[2-(4-methoxyphenyl)-3-hydroxy-4H-1-benzopyran-4-one-6-yl]-4-methoxybenzene carboxiimidamide hydrochloride 1187016-22-3 C24H20N2O5*ClH
N-[2-(4-methoxyphenyl)-3-hydroxy-4H-1-benzopyran-4-one-6-yl]-4-methoxybenzene carboxiimidamide hydrochloride
—— 3-Methyl-7-hydroxyflavanon 93011-84-8 C16H14O3
3-Methyl-7-hydroxyflavanon
—— 2-methoxy-6-phenyl-8-(1-phenylethenyl)-3-phenylmethoxy-6H-benzo[c]chromene 1026381-21-4 C35H28O3
2-methoxy-6-phenyl-8-(1-phenylethenyl)-3-phenylmethoxy-6H-benzo[c]chromene
—— 3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol 131021-81-3 C43H40O16
3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol
—— 2,3-Dihydro-3,3-bis-(2-methoxyphenyl)-naphtho<2,1-b>pyran-1-on 28658-95-9 C27H22O4
2,3-Dihydro-3,3-bis-(2-methoxyphenyl)-naphtho<2,1-b>pyran-1-on
—— 7-Chloro-6-acetyl-flavanone 40590-94-1 C17H13ClO3
7-Chloro-6-acetyl-flavanone
—— N-(3-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)-4H-chromen-6-yl)acetamide 285138-19-4 C20H19NO7
N-(3-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)-4H-chromen-6-yl)acetamide
—— 3',7-di-O-(β-hydroxyethyl)diosmetin 172805-77-5 C20H20O8
3',7-di-O-(β-hydroxyethyl)diosmetin
—— (3R,4R)-3,4-trans-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-2',4',7-trimethoxyisoflavan 95541-47-2 C38H40O10
(3R,4R)-3,4-trans-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-2',4',7-trimethoxyisoflavan
—— (2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-[5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 30746-93-1 C36H34O20
(2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-[5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
—— 3',7-bis-O-(2-bromoethyl)diosmetin 282096-87-1 C20H18Br2O6
3',7-bis-O-(2-bromoethyl)diosmetin
—— (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(4-(5,7-dihydroxy-4-oxo-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)-2-hydroxyphenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1542609-25-5 C35H38O21
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(4-(5,7-dihydroxy-4-oxo-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)-2-hydroxyphenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— Fukugisid 29082-55-1 C36H30O16
Fukugisid
—— 8,9-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-pyrano[3,2-<i>c</i>]quinolin-4-one 35893-85-7 C23H21NO7
8,9-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-pyrano[3,2-<i>c</i>]quinolin-4-one