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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
—— (+/-)-2-benzo[1,3]dioxol-5-yl-7-hydroxy-8-nitro-chroman-4-one 132727-14-1 C16H11NO7
(+/-)-2-benzo[1,3]dioxol-5-yl-7-hydroxy-8-nitro-chroman-4-one
—— 67322-35-4 C60H72O34
—— 4',4'''-Dimethoxy-3,3''-biflavonyloxymethan 19397-93-4 C33H24O8
4',4'''-Dimethoxy-3,3''-biflavonyloxymethan
—— 5-Hydroxy-8-dimethylaminomethyl-flavon 67719-95-3 C18H17NO3
5-Hydroxy-8-dimethylaminomethyl-flavon
—— 2-(3-Benzyloxy-4-methoxy-phenyl)-3,5,6-trihydroxy-7-methoxy-chromen-4-one 154048-39-2 C24H20O8
2-(3-Benzyloxy-4-methoxy-phenyl)-3,5,6-trihydroxy-7-methoxy-chromen-4-one
—— 2',5'-dibenzyloxy-3-hydroxy-4',5,6,7-tetramethoxyflavone 105843-02-5 C33H30O9
2',5'-dibenzyloxy-3-hydroxy-4',5,6,7-tetramethoxyflavone
—— 4-[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-benzoic acid butyl ester 126480-41-9 C27H25NO4
4-[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-benzoic acid butyl ester
—— 2-[1]naphthyl-4-oxo-chroman-6-carboxylic acid 111664-53-0 C20H14O4
2-[1]naphthyl-4-oxo-chroman-6-carboxylic acid
—— methyl 1-(4-(4-oxo-2-phenyl-4H-chromen-6-yl)benzyl)azetidine-3-carboxylate 1220973-17-0 C26H21NO4
methyl 1-(4-(4-oxo-2-phenyl-4H-chromen-6-yl)benzyl)azetidine-3-carboxylate
—— 3-phenyl-3-(4-methoxyphenyl)-5,7-dimorpholino-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-72-0 C44H44N2O5
3-phenyl-3-(4-methoxyphenyl)-5,7-dimorpholino-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-phenyl-1H-[1]benzopyrano[3,4-f]quinoline 239069-12-6 C26H25NO3
2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-phenyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 7-(acetoxymethyl)-5-amino-2-[4-[(3-bromopropionyl)amino]-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one 468719-77-9 C21H16BrF3N2O5
7-(acetoxymethyl)-5-amino-2-[4-[(3-bromopropionyl)amino]-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one
—— 2-[4-(allyloxycarbonyl)amino-3-fluorophenyl]-7-[(allyloxycarbonyl)oxy]methyl-5-[(3-bromopropionyl)amino]-6,8-difluoro-4H-1-benzopyran-4-one 468719-81-5 C27H22BrF3N2O8
2-[4-(allyloxycarbonyl)amino-3-fluorophenyl]-7-[(allyloxycarbonyl)oxy]methyl-5-[(3-bromopropionyl)amino]-6,8-difluoro-4H-1-benzopyran-4-one
—— 5,6-Dihydroxy-3,3',4',7-tetrabenzyloxyflavon 67443-85-0 C43H34O8
5,6-Dihydroxy-3,3',4',7-tetrabenzyloxyflavon
—— 2',4-Dimethoxy-β-flavanol 67765-51-9 C17H18O4
2',4-Dimethoxy-β-flavanol
—— 7-amino-2-(4-methoxy-phenyl)-chroman-4-one 113454-22-1 C16H15NO3
7-amino-2-(4-methoxy-phenyl)-chroman-4-one
—— 6-Butyryl-2-(4-chloro-phenyl)-3-methoxy-chromen-4-one 173469-81-3 C20H17ClO4
6-Butyryl-2-(4-chloro-phenyl)-3-methoxy-chromen-4-one
—— 4-(4-Methoxyphenyl)-3,4-dihydro-2H-phenanthro<9,10-b>pyran-2-one 139097-84-0 C24H18O3
4-(4-Methoxyphenyl)-3,4-dihydro-2H-phenanthro<9,10-b>pyran-2-one
—— 7-O-methyl-3-O-α-L-rhamnopyranosylgossypetin 56768-33-3 C22H22O12
7-O-methyl-3-O-α-L-rhamnopyranosylgossypetin
—— 2-(3-isopropoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66848-81-5 C19H16O5
2-(3-isopropoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 3-(furan-2-carbonyl)-2-(3-nitro-phenyl)-chromen-4-one 65485-41-8 C20H11NO6
3-(furan-2-carbonyl)-2-(3-nitro-phenyl)-chromen-4-one
—— 7,4'-Dihydroxy-3',5'-dimethoxy-flavanon 96112-40-2 C17H16O6
7,4'-Dihydroxy-3',5'-dimethoxy-flavanon
—— 3,7-dihydroxy-2-[3,4-dihydroxy-phenyl]-5-(3-(2,6-cis-dimethylmorpholin-4-yl)-2-hydroxy-propoxy)chromen-4-one 1383562-26-2 C24H27NO9
3,7-dihydroxy-2-[3,4-dihydroxy-phenyl]-5-(3-(2,6-cis-dimethylmorpholin-4-yl)-2-hydroxy-propoxy)chromen-4-one
—— 2',4',6-Trimethyl-flavanon 2567-71-7 C18H18O2
2',4',6-Trimethyl-flavanon
—— 5-methoxy-2,2-dimethyl-8-phenyl-3,4-dihydro-2<i>H</i>-pyrano[2,3-<i>f</i>]chromen-10-one 50678-96-1 C21H20O4
5-methoxy-2,2-dimethyl-8-phenyl-3,4-dihydro-2<i>H</i>-pyrano[2,3-<i>f</i>]chromen-10-one
—— 1389342-00-0 C18H14O7
—— (2R,3R)-3,5-bis(benzyloxy)-2-(4-(benzyloxy)-3-methoxyphenyl)-7-(methoxymethoxy)chromane 1365537-68-3 C39H38O7
(2R,3R)-3,5-bis(benzyloxy)-2-(4-(benzyloxy)-3-methoxyphenyl)-7-(methoxymethoxy)chromane
—— 6-methyl-6-phenyl-6H-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-g]chromene 1569315-54-3 C22H16O5
6-methyl-6-phenyl-6H-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-g]chromene
—— N-[4-(3,8-dibromo-6-methyl-4-oxochromen-2-yl)-2-nitrophenyl]acetamide 145665-95-8 C18H12Br2N2O5
N-[4-(3,8-dibromo-6-methyl-4-oxochromen-2-yl)-2-nitrophenyl]acetamide
—— (2R,3R)-cis-3-acetoxy-3',4'-methylenedioxyflavan 1196870-64-0 C18H16O5
(2R,3R)-cis-3-acetoxy-3',4'-methylenedioxyflavan
—— trans-(2S,3R)-4'-methoxy-7-(phenylmethoxy)-flavan-3-ol 1196870-42-4 C23H22O4
trans-(2S,3R)-4'-methoxy-7-(phenylmethoxy)-flavan-3-ol
—— 2-(3,4-Bis-benzyloxy-phenyl)-6-hexadecyloxy-5,7-dimethoxy-chromen-4-one 103777-16-8 C47H58O7
2-(3,4-Bis-benzyloxy-phenyl)-6-hexadecyloxy-5,7-dimethoxy-chromen-4-one
—— Acetic acid (3R,4S,5R,6R)-4,5-diacetoxy-2-{4-[3-(3-acetoxy-4-methoxy-phenyl)-propyl]-3,5-dihydroxy-phenoxy}-6-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester 128373-99-9 C42H52O21
Acetic acid (3R,4S,5R,6R)-4,5-diacetoxy-2-{4-[3-(3-acetoxy-4-methoxy-phenyl)-propyl]-3,5-dihydroxy-phenoxy}-6-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester
—— 3-hydroxy-5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 743466-26-4 C18H16O6
3-hydroxy-5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 8-allyl-5,7-dihydroxyflavone 15013-78-2 C18H14O4
8-allyl-5,7-dihydroxyflavone
—— (6R,6aS,7aS,13R,13aS,14aS)-6,13-Bis-(3,4-dimethoxy-phenyl)-3,10-dimethoxy-6a,13,13a,14a-tetrahydro-6H,7aH-5,7,12,14-tetraoxa-dibenzo[a,h]anthracene 22333-54-6 C36H36O10
(6R,6aS,7aS,13R,13aS,14aS)-6,13-Bis-(3,4-dimethoxy-phenyl)-3,10-dimethoxy-6a,13,13a,14a-tetrahydro-6H,7aH-5,7,12,14-tetraoxa-dibenzo[a,h]anthracene
—— 7-O-(N-Ethoxyaminocarbonylmethyl)-3'-O-cyclopentyldiosmetin 1099011-95-6 C25H27NO8
7-O-(N-Ethoxyaminocarbonylmethyl)-3'-O-cyclopentyldiosmetin
—— 934374-25-1 C23H19NO7
—— 5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-2-(4-methoxyphenyl)-4H-chromen-4-one 1128053-50-8 C24H25NO5
5,7-dimethoxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 4'-benzyloxy-3'-methylflavonol 1017266-19-1 C23H18O4
4'-benzyloxy-3'-methylflavonol
—— 2-(4-isopropoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66848-87-1 C19H16O5
2-(4-isopropoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 4'-benzyloxy-5,6,7,8-tetramethoxyflavanone 73898-14-3 C26H26O7
4'-benzyloxy-5,6,7,8-tetramethoxyflavanone
—— (6-Bromo-7-methoxy-4-oxo-2-phenylchromen-5-yl) acetate 1215208-44-8 C18H13BrO5
(6-Bromo-7-methoxy-4-oxo-2-phenylchromen-5-yl) acetate
—— 3',4',5,7-tetra-O-benzyl-8-bromoepicatechin-4β,8-(3',4',5,7-tetra-O-benzylepicatechin) 442626-19-9 C86H73BrO12
3',4',5,7-tetra-O-benzyl-8-bromoepicatechin-4β,8-(3',4',5,7-tetra-O-benzylepicatechin)
—— methyl 6-chloro-4-oxo-2-phenyl-4H-chromene-3-carboxylate 1417564-63-6 C17H11ClO4
methyl 6-chloro-4-oxo-2-phenyl-4H-chromene-3-carboxylate
—— 2-(3,4-dihydroxy-phenyl)-3-hydroxy-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 412344-47-9 C16H10O7
2-(3,4-dihydroxy-phenyl)-3-hydroxy-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 1,3-diethyl-5-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-ylmethylene)-2-thioxo-dihydro-pyrimidine-4,6-dione 37042-07-2 C24H20N2O4S
1,3-diethyl-5-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-ylmethylene)-2-thioxo-dihydro-pyrimidine-4,6-dione
—— 6-Chloro-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one 1333313-20-4 C15H11ClO3
6-Chloro-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 5,5-bis(4-methoxyphenyl)-N,N,1',1',5',5'-hexamethyl-10-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]-11-amine 1263318-21-3 C46H49NO3S
5,5-bis(4-methoxyphenyl)-N,N,1',1',5',5'-hexamethyl-10-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]-11-amine
—— 3,5,7,3',4'-penta-O-benzyl-catechin-8-boronic acid-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin 1352123-20-6 C100H87BO14
3,5,7,3',4'-penta-O-benzyl-catechin-8-boronic acid-(4α->8)-3,5,7,3',4'-penta-O-benzyl-catechin