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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
—— (4R)-4-hydroxy-6-methoxy-2-phenyl-4H-chromene-3-carbaldehyde 1326217-73-5 C17H14O4
(4R)-4-hydroxy-6-methoxy-2-phenyl-4H-chromene-3-carbaldehyde
—— 4-[4-[5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-(4-morpholin-4-ylphenoxy)spiro[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-yl]phenyl]morpholine 1278524-00-7 C63H64N2O6
4-[4-[5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-(4-morpholin-4-ylphenoxy)spiro[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-yl]phenyl]morpholine
—— 3,4-Dihydro-6-methoxy-2-phenyl-2H-naphtho<1,2-b>pyran 84101-83-7 C20H18O2
3,4-Dihydro-6-methoxy-2-phenyl-2H-naphtho<1,2-b>pyran
—— 3-(allyloxy)-2-(2'-bromophenyl)-4H-chromen-4-one 1233689-71-8 C18H13BrO3
3-(allyloxy)-2-(2'-bromophenyl)-4H-chromen-4-one
—— ((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-glutamic acid 1432474-29-7 C28H27NO17
((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-glutamic acid
—— (3R,4S,5R,6R)-2-((5-acetoxy-2-(4-acetoxyphenyl)-7-hydroxy-4-oxo-4H-chromen-3-yl)oxy)-4,5-bis(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydro-2H-pyran-3-yl benzoate 1374991-29-3 C62H58O14Si
(3R,4S,5R,6R)-2-((5-acetoxy-2-(4-acetoxyphenyl)-7-hydroxy-4-oxo-4H-chromen-3-yl)oxy)-4,5-bis(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydro-2H-pyran-3-yl benzoate
—— (S)-2-Methyl-butyric acid (2R,3R)-5,7-dihydroxy-4-oxo-2-phenyl-chroman-3-yl ester 437717-44-7 C20H20O6
(S)-2-Methyl-butyric acid (2R,3R)-5,7-dihydroxy-4-oxo-2-phenyl-chroman-3-yl ester
—— 3-(4-tert-butylphenyl)-2,3-dihydro-1H-naphtho[2,1-b]pyran 1219801-67-8 C23H24O
3-(4-tert-butylphenyl)-2,3-dihydro-1H-naphtho[2,1-b]pyran
—— 6-(2,6-Dimethoxy-benzoyloxy)-2',6'-dimethoxy-flavon 24493-45-6 C26H22O8
6-(2,6-Dimethoxy-benzoyloxy)-2',6'-dimethoxy-flavon
—— 2-(4-Benzyloxy-3-methoxy-phenyl)-3,5-dihydroxy-7-methoxy-6-methoxymethoxy-chromen-4-one 154048-31-4 C26H24O9
2-(4-Benzyloxy-3-methoxy-phenyl)-3,5-dihydroxy-7-methoxy-6-methoxymethoxy-chromen-4-one
—— 3,3-dichloro-2-ethoxy-2-phenyl-chroman-4-one 30797-41-2 C17H14Cl2O3
3,3-dichloro-2-ethoxy-2-phenyl-chroman-4-one
—— 8-benzyloxy-4',6,7-trimethoxy-5-isopropyloxyflavone 169129-92-4 C28H28O7
8-benzyloxy-4',6,7-trimethoxy-5-isopropyloxyflavone
—— 2,3-Dihydro-1,3-bis-(3-methoxyphenyl)-1H-naphtho-<2,1-b>pyran-1-ol 28656-17-9 C27H24O4
2,3-Dihydro-1,3-bis-(3-methoxyphenyl)-1H-naphtho-<2,1-b>pyran-1-ol
—— 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4Hchromen-7-yl4-methylbenzenesulfonate 1610737-91-1 C36H28O7S
5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4Hchromen-7-yl4-methylbenzenesulfonate
—— 6-Acetoxy-5-acetoxymethyl-flavon 27500-42-1 C20H16O6
6-Acetoxy-5-acetoxymethyl-flavon
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol 195008-00-5 C45H38O16
(2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— 8-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-3,3-diphenylbenzo[f]chromene 1346946-98-2 C35H28O3
8-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-3,3-diphenylbenzo[f]chromene
—— 7-(2-{1-[4-(4-methoxyphenyl)piperazin-1-yl]-2-oxopropylidene}hydrazinyl)-2-phenyl-4H-chromen-4-one 1394154-45-0 C29H28N4O4
7-(2-{1-[4-(4-methoxyphenyl)piperazin-1-yl]-2-oxopropylidene}hydrazinyl)-2-phenyl-4H-chromen-4-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-trifluoromethoxybenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-34-6 C46H40F3NO9
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-trifluoromethoxybenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— N-[2-(4-Dimethylamino-phenyl)-3-methoxy-4-oxo-4H-chromen-6-yl]-acetamide 285138-21-8 C20H20N2O4
N-[2-(4-Dimethylamino-phenyl)-3-methoxy-4-oxo-4H-chromen-6-yl]-acetamide
—— 4-[2-(2-phenyl-4-oxo-3,4-dihydro-2H-benzo[1,3]oxazin-3-yl)ethoxy]benzaldehyde 872988-86-8 C23H19NO4
4-[2-(2-phenyl-4-oxo-3,4-dihydro-2H-benzo[1,3]oxazin-3-yl)ethoxy]benzaldehyde
—— 6-acetoxy-4-(5-oxo-2-phenyl-3H,5H-naphtho[1,8-bc]furan-4-ylidenemethyl)-benzo[d]isoxazole-7-carboxylic acid methyl ester 32855-64-4 C29H19NO7
6-acetoxy-4-(5-oxo-2-phenyl-3H,5H-naphtho[1,8-bc]furan-4-ylidenemethyl)-benzo[d]isoxazole-7-carboxylic acid methyl ester
—— 4',7-di-O-prenylapigenin 76288-54-5 C25H26O5
4',7-di-O-prenylapigenin
—— 2-(3-Chlor-2-methoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-on 25769-27-1 C19H17ClO7
2-(3-Chlor-2-methoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-on
—— 6-amino-2-(3,4-dihydroxyphenyl)-3-hydroxy-4H-chromen-4-one hydrochloride 1085489-03-7 C15H11NO5*ClH
6-amino-2-(3,4-dihydroxyphenyl)-3-hydroxy-4H-chromen-4-one hydrochloride
—— 4',5,7-trihydroxy-8-(ethylamino)-2-phenyl-4H-chromen-4-one 1424957-80-1 C18H17NO5
4',5,7-trihydroxy-8-(ethylamino)-2-phenyl-4H-chromen-4-one
—— 6,4'-diacetoxy-7-hydroxyflavon-8-amino-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester) 1374218-62-8 C32H31NO17
6,4'-diacetoxy-7-hydroxyflavon-8-amino-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester)
—— 2-(4-hydroxyphenyl)-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one 1187016-50-7 C24H19NO5
2-(4-hydroxyphenyl)-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one
—— 7-O-prenylapigenin 68097-12-1 C20H18O5
7-O-prenylapigenin
—— 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl-4-methylbenzenesulfonate 1104802-77-8 C22H16O7S
5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl-4-methylbenzenesulfonate
—— 4-(5-acetoxy-7-(tert-butoxy)-4-oxo-4H-chromen-2-yl)phenyl acetate 1610737-80-8 C23H22O7
4-(5-acetoxy-7-(tert-butoxy)-4-oxo-4H-chromen-2-yl)phenyl acetate
—— 4-(6-acetoxy-8-amino-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenyl acetate 1374218-58-2 C19H15NO8
4-(6-acetoxy-8-amino-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenyl acetate
—— ((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-phenylalanine 1432474-28-6 C32H29NO15
((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-phenylalanine
—— 7-Amino-2'-chlorflavon 36768-18-0 C15H10ClNO2
7-Amino-2'-chlorflavon
—— 2'-p-Dimethylaminophenyl-(7,8)-oxazolo-flavon 24045-35-0 C24H18N2O3
2'-p-Dimethylaminophenyl-(7,8)-oxazolo-flavon
—— apigen-4'7-diyl-di(2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside) 130999-30-3 C43H46O23
apigen-4'7-diyl-di(2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside)
—— 2-(3-bromophenyl)-N-methoxy-2-methyl-1,3-benzoxazin-4-amine 937371-35-2 C16H15BrN2O2
2-(3-bromophenyl)-N-methoxy-2-methyl-1,3-benzoxazin-4-amine
—— 3',5'-Dichlor-5,7-diacetoxy-4'-methoxyflavon 24534-25-6 C20H14Cl2O7
3',5'-Dichlor-5,7-diacetoxy-4'-methoxyflavon
—— 5,6,7,4'-tetraacetoxy-3-bromoflavone 1373922-27-0 C23H17BrO10
5,6,7,4'-tetraacetoxy-3-bromoflavone
—— 29815-66-5 C31H25N3O3S2
—— 6-(7-iodo-2-phenyl-2H-chromen-3-yl)-2H-1,4-benzoxazin-3(4H)-one 943990-93-0 C23H16INO3
6-(7-iodo-2-phenyl-2H-chromen-3-yl)-2H-1,4-benzoxazin-3(4H)-one
—— apigenin 7-p-coumarate 126661-94-7 C24H16O7
apigenin 7-p-coumarate
—— 4-(5-acetoxy-4-oxo-7-(tosyloxy)-4H-chromen-2-yl)phenyl acetate 1610737-85-3 C26H20O9S
4-(5-acetoxy-4-oxo-7-(tosyloxy)-4H-chromen-2-yl)phenyl acetate
—— 5,6,7,4'-tetraacetoxy-8-chloroflavone 1373921-90-4 C23H17ClO10
5,6,7,4'-tetraacetoxy-8-chloroflavone
—— 6,8-dibromo-5,7,4'-trihydroxyflavone 1006032-73-0 C15H8Br2O5
6,8-dibromo-5,7,4'-trihydroxyflavone
—— silybin B 7-O-β-glucuronide 1370350-02-9 C31H30O16
silybin B 7-O-β-glucuronide
—— 8-(1,2-dihydroxypropyl)-3-methyl-2-phenyl-4H-1-benzopyran-4-one 103085-53-6 C19H18O4
8-(1,2-dihydroxypropyl)-3-methyl-2-phenyl-4H-1-benzopyran-4-one
—— 7-Hydroxy-2-phenyl-3-[(4-phenyl-thiazol-2-ylamino)-methyl]-chromen-4-one 22260-07-7 C25H18N2O3S
7-Hydroxy-2-phenyl-3-[(4-phenyl-thiazol-2-ylamino)-methyl]-chromen-4-one
—— 6,4'-diacetoxy-7-hydroxyflavon-8-nitro-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester) 1374218-54-8 C32H29NO19
6,4'-diacetoxy-7-hydroxyflavon-8-nitro-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsauremethyl ester)
—— 10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-N,N-bis(trifluoromethyl)spiro[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 1278523-67-3 C53H49F6NO5
10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-N,N-bis(trifluoromethyl)spiro[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