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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
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-10-ol 1263318-33-7 C44H44O4S
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-10-ol
—— 4'-O-(CO-Phe-OH)-quercetin 1138406-20-8 C25H19NO10
4'-O-(CO-Phe-OH)-quercetin
—— 7-((4-chlorobenzyl)oxy)-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-3,5-diyl diacetate 1187652-47-6 C30H23ClO11
7-((4-chlorobenzyl)oxy)-2-(3,4-diacetoxyphenyl)-4-oxo-4H-chromene-3,5-diyl diacetate
—— 6-(2-tosyloxyethoxy)-4'-dimethylaminoflavone 1147337-57-2 C26H25NO6S
6-(2-tosyloxyethoxy)-4'-dimethylaminoflavone
—— 3-(bromocarbethoxymethyl)-4'-methylflavone 80907-31-9 C20H17BrO4
3-(bromocarbethoxymethyl)-4'-methylflavone
—— 2',4'-Dimethoxy-5'-benzoylflavon 33427-53-1 C24H18O5
2',4'-Dimethoxy-5'-benzoylflavon
—— 3'-O-(CO-Glu-OH)-quercetin 879224-87-0 C21H17NO12
3'-O-(CO-Glu-OH)-quercetin
—— 2-(3,4-distearoyloxyphenyl)-4-oxo-4H-chromene-5-hydroxy-3,7-distearate 1515926-90-5 C87H146O11
2-(3,4-distearoyloxyphenyl)-4-oxo-4H-chromene-5-hydroxy-3,7-distearate
—— 1466397-24-9 C19H15NO10
—— 5-amino-4'-[N2,N6-(dicarbobenzyloxy)-L-lysinamido]-7-methyl-6,8,3'-trifluoro-4H-1-benzopyran-4-one 468719-71-3 C38H35F3N4O7
5-amino-4'-[N2,N6-(dicarbobenzyloxy)-L-lysinamido]-7-methyl-6,8,3'-trifluoro-4H-1-benzopyran-4-one
—— (Z)-2-[2-(5,7-Dimethoxy-4-oxo-4H-chromen-2-yl)-phenyl]-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid 182220-43-5 C27H22O8
(Z)-2-[2-(5,7-Dimethoxy-4-oxo-4H-chromen-2-yl)-phenyl]-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid
—— 4'-O-(4-O-α-D-glucopyranosyl-α-D-glucopyranosyl)-(+)-catechin 1037072-18-6 C27H34O16
4'-O-(4-O-α-D-glucopyranosyl-α-D-glucopyranosyl)-(+)-catechin
—— 4,10-Dioxo-2-phenyl-4H,10H-benzo<1,2-b:3,4-b'>dipyran-8-carboxylic acid 95095-12-8 C19H10O6
4,10-Dioxo-2-phenyl-4H,10H-benzo<1,2-b:3,4-b'>dipyran-8-carboxylic acid
—— 3,7-bisbenzyloxy-2-(3-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-4-benzyloxyphenyl)-5-hydroxyl-4H-chromen-4-one 357194-12-8 C50H46O16
3,7-bisbenzyloxy-2-(3-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-4-benzyloxyphenyl)-5-hydroxyl-4H-chromen-4-one
—— 7-[2-Oxo-2-(2,2,6,6-tetramethyl-piperidin-1-yl)-ethoxy]-2-phenyl-chromen-4-one 102603-59-8 C26H29NO4
7-[2-Oxo-2-(2,2,6,6-tetramethyl-piperidin-1-yl)-ethoxy]-2-phenyl-chromen-4-one
—— 3'-O-(CO-Phe-OH)-quercetin 1138406-28-6 C25H19NO10
3'-O-(CO-Phe-OH)-quercetin
—— 2-phenyl-2H-chromen-8-ol 1017832-12-0 C15H12O2
2-phenyl-2H-chromen-8-ol
—— 6-C-β-D-galactopyranossylquercetine 101665-34-3 C21H20O12
6-C-β-D-galactopyranossylquercetine
—— 2-[4-(Dibromomethyl)phenyl]chromen-4-one 118092-41-4 C16H10Br2O2
2-[4-(Dibromomethyl)phenyl]chromen-4-one
—— 7-Chlor-3-methylflavon 36774-81-9 C16H11ClO2
7-Chlor-3-methylflavon
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-((4-fluorobenzyl)oxy)-5,7-dihydroxy-4H-chromen-4-one 1610737-60-4 C35H23FO7
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-((4-fluorobenzyl)oxy)-5,7-dihydroxy-4H-chromen-4-one
—— 5-[(-)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy-methoxy]-2-(4-methoxyphenyl)-8,8-dimethyl-2,3-dihydro-8H-pyrano[2,3-f]chromen-4-one 1034927-75-7 C32H40O6
5-[(-)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy-methoxy]-2-(4-methoxyphenyl)-8,8-dimethyl-2,3-dihydro-8H-pyrano[2,3-f]chromen-4-one
—— (2R,3S,4R)-3-acetoxy-8-<(2R,3S,4R)-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-6-<(2R,3S,4S)-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan 85950-34-1 C80H82O24
(2R,3S,4R)-3-acetoxy-8-<(2R,3S,4R)-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-6-<(2R,3S,4S)-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan
—— 5-amino-4'-chloroacetamido-7-methyl-6,8,3'-trifluoro-4H-1-benzopyran-4-one 468719-74-6 C18H12ClF3N2O3
5-amino-4'-chloroacetamido-7-methyl-6,8,3'-trifluoro-4H-1-benzopyran-4-one
—— 5,7,4'-triacetoxy-3-methoxyflavone 16692-53-8 C22H18O9
5,7,4'-triacetoxy-3-methoxyflavone
—— 4'-7-di-O-benzylquercet-3-yl 4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopranoside 131009-84-2 C38H32O13
4'-7-di-O-benzylquercet-3-yl 4-O-acetyl-2,3-O-carbonyl-β-L-rhamnopranoside
—— 3,7-bis-benzyloxy-2-(4-benzyloxy-3-(3-chloro-2,2-dimethylpropanoyloxy)phenyl)-5-hydroxy-chromen-4-one 1383562-35-3 C41H35ClO8
3,7-bis-benzyloxy-2-(4-benzyloxy-3-(3-chloro-2,2-dimethylpropanoyloxy)phenyl)-5-hydroxy-chromen-4-one
—— 4'-O-(CO-Val-OH)-quercetin 1138406-18-4 C21H19NO10
4'-O-(CO-Val-OH)-quercetin
—— 3,7-di(benzyloxy)-2-(3,4-dibenzyloxyphenyl)-5-allyloxy-4-oxo-4H-chromene 1355333-76-4 C46H38O7
3,7-di(benzyloxy)-2-(3,4-dibenzyloxyphenyl)-5-allyloxy-4-oxo-4H-chromene
—— acetic acid 4,5-diacetoxy-2-[2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-3-yl ester 952514-13-5 C26H24O14
acetic acid 4,5-diacetoxy-2-[2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-3-yl ester
—— (E)-2-phenyl-3-(6,6,6-trifluorohex-3-enyloxy)-4H-chromen-4-one 1333159-41-3 C21H17F3O3
(E)-2-phenyl-3-(6,6,6-trifluorohex-3-enyloxy)-4H-chromen-4-one
—— 2-(3,5-dimethoxyphenyl)-3-nitro-2H-chromene 81289-19-2 C17H15NO5
2-(3,5-dimethoxyphenyl)-3-nitro-2H-chromene
—— 4H-1-Benzopyran-4-one, 2,3-dihydro-2-phenyl-, oxime, (S)- 2860-05-1 C15H13NO2
4H-1-Benzopyran-4-one, 2,3-dihydro-2-phenyl-, oxime, (S)-
—— 2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-3,5-bisbenzyloxy-7-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-4H-chromen-4-one 1313191-78-4 C56H48O16
2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-3,5-bisbenzyloxy-7-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-4H-chromen-4-one
—— 3-acetoxy-2-(3-nitro-phenyl)-chromen-4-one 108897-68-3 C17H11NO6
3-acetoxy-2-(3-nitro-phenyl)-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-((2-nitrobenzyl)oxy)-4H-chromen-4-one 1394914-31-8 C22H15NO9
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-((2-nitrobenzyl)oxy)-4H-chromen-4-one
—— sodium 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-olate 79054-98-1 C15H9O7*Na
sodium 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-olate
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 7-(2-(4-(2-tert-butoxy-2-oxoethyl)phenylamino)-2-oxoethylamino)-7-oxoheptanoate 1469894-76-5 C36H38N2O12
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 7-(2-(4-(2-tert-butoxy-2-oxoethyl)phenylamino)-2-oxoethylamino)-7-oxoheptanoate
—— 3-O-[2-O-benzyl-3,4-di-O-acetyl-β-L-arabinopyranosyl-(1->4)-2,3-di-O-acetyl-α-L-rhamnopyranoside]-4'-O-benzylkaempferol 1307876-21-6 C48H48O18
3-O-[2-O-benzyl-3,4-di-O-acetyl-β-L-arabinopyranosyl-(1->4)-2,3-di-O-acetyl-α-L-rhamnopyranoside]-4'-O-benzylkaempferol
—— 7-(2-(piperidin-1-yl)ethoxy)-5-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one hydrochloride 1389320-61-9 C22H23NO7*ClH
7-(2-(piperidin-1-yl)ethoxy)-5-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one hydrochloride
—— monopotassium mono(3,5-dihydroxy-4-oxo-2-(4-(sulfonatooxy)phenyl)-4H-chromen-7-yl sulfate) 116115-04-9 C15H8O12S2*2K
monopotassium mono(3,5-dihydroxy-4-oxo-2-(4-(sulfonatooxy)phenyl)-4H-chromen-7-yl sulfate)
—— 2-(4-Oxo-2-phenyl-4H-chromen-8-yl)-propionic acid 2-diethylamino-ethyl ester; hydrochloride 87626-81-1 C24H27NO4*ClH
2-(4-Oxo-2-phenyl-4H-chromen-8-yl)-propionic acid 2-diethylamino-ethyl ester; hydrochloride
—— methyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-8-yl]butanoate 213622-51-6 C22H22O5
methyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-8-yl]butanoate
—— 3,5-Dihydroxy-7-methoxy-3',4'-diphenylmethylendioxy-flavon 97258-86-1 C29H20O7
3,5-Dihydroxy-7-methoxy-3',4'-diphenylmethylendioxy-flavon
—— 2-(((2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)methyl)benzonitrile 1394914-30-7 C23H15NO7
2-(((2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)methyl)benzonitrile
—— hesperetin 7-O-<2-O-(α-L-rhamnopyranosyl)-β-L-quinovopyranoside> 158694-65-6 C28H34O14
hesperetin 7-O-<2-O-(α-L-rhamnopyranosyl)-β-L-quinovopyranoside>
—— 108887-59-8 C57H58O29
—— (2S,3R)-trans-3-acetoxy-3'-bromo-4',5'-dimethoxyflavan 1196870-61-7 C19H19BrO5
(2S,3R)-trans-3-acetoxy-3'-bromo-4',5'-dimethoxyflavan
—— 3-(4-bromobutoxy)-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 945991-48-0 C21H21BrO5
3-(4-bromobutoxy)-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 5-amino-4'-[Nα,NG,NG'-(tricarbobenzyloxy)-L-argininamido]-7-methyl-6,8,3'-trifluoro-4H-1-benzopyran-4-one 468719-72-4 C46H41F3N6O9
5-amino-4'-[Nα,NG,NG'-(tricarbobenzyloxy)-L-argininamido]-7-methyl-6,8,3'-trifluoro-4H-1-benzopyran-4-one