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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
—— (2S,3R,4S)-4α-(2,4,6-trihydroxyphenyl)flavan-3,3',4',7-tetraol 125090-60-0 C21H18O8
(2S,3R,4S)-4α-(2,4,6-trihydroxyphenyl)flavan-3,3',4',7-tetraol
—— 3-(benzenesulfonyl)-2-(2-chlorophenyl)-6-methylchromen-4-one 87127-67-1 C22H15ClO4S
3-(benzenesulfonyl)-2-(2-chlorophenyl)-6-methylchromen-4-one
—— 2-(3-chloro-phenyl)-7-hydroxy-chroman-4-one 36745-29-6 C15H11ClO3
2-(3-chloro-phenyl)-7-hydroxy-chroman-4-one
—— 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbonitrile 101439-67-2 C17H11NO2
3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbonitrile
—— 10-methyl-3,3-diphenyl-3H-naphtho<2.1-b>pyran 157945-90-9 C26H20O
10-methyl-3,3-diphenyl-3H-naphtho<2.1-b>pyran
—— 2-Phenyl-γ-pyrono(6,7)benzisoxazol 49586-06-3 C17H11NO3
2-Phenyl-γ-pyrono(6,7)benzisoxazol
—— 2-[6-amino-3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372103-08-7 C18H16N2O6S
2-[6-amino-3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— tert-butyl (R)-3-hydroxy-3-[(S)-2-(p-methoxyphenyl)-8-methoxy-2H-chromen-3-yl]propanoate 1101850-46-7 C24H28O6
tert-butyl (R)-3-hydroxy-3-[(S)-2-(p-methoxyphenyl)-8-methoxy-2H-chromen-3-yl]propanoate
—— Kazinol U 1238116-48-7 C20H22O4
Kazinol U
—— 3,5,7-Trimethoxy-2-[3-methoxy-4-((2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-chromen-4-one 50991-81-6 C29H36O12
3,5,7-Trimethoxy-2-[3-methoxy-4-((2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-chromen-4-one
—— 7-O-(Morpholinoethyl)-3'-O-cyclopentyldiosmetin 205524-16-9 C27H31NO7
7-O-(Morpholinoethyl)-3'-O-cyclopentyldiosmetin
—— 7-(benzyloxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one 116222-56-1 C23H20O6
7-(benzyloxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one
—— 6-Nitro-5-acetoxy-flavon 93329-06-7 C17H11NO6
6-Nitro-5-acetoxy-flavon
—— 5-O-acetyl-3',4',7'-tri-O-methylluteolin 31794-09-9 C20H18O7
5-O-acetyl-3',4',7'-tri-O-methylluteolin
—— 1-(7-Hydroxy-2-phenyl-chroman-6-yl)-3-(4-methoxy-phenyl)-propan-1-one 112777-04-5 C25H24O4
1-(7-Hydroxy-2-phenyl-chroman-6-yl)-3-(4-methoxy-phenyl)-propan-1-one
—— 2-(1-(4-amino-3-(piperidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one 1408085-82-4 C27H24F2N6O2
2-(1-(4-amino-3-(piperidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one
—— 2-[2-(2-trifluoromethylphenyl)chroman-6-yloxy]-5-nitropyridine 728934-56-3 C21H15F3N2O4
2-[2-(2-trifluoromethylphenyl)chroman-6-yloxy]-5-nitropyridine
—— 4'-Benzyleriodictyol 4049-40-5 C22H18O6
4'-Benzyleriodictyol
—— 2-[2-(3-chloro-4-fluorophenyl)chroman-6-yloxy]-5-nitropyridine 728934-60-9 C20H14ClFN2O4
2-[2-(3-chloro-4-fluorophenyl)chroman-6-yloxy]-5-nitropyridine
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-decyl-5,7,8-trimethoxy-chromen-4-one 134109-93-6 C42H48O7
2-(3,4-Bis-benzyloxy-phenyl)-3-decyl-5,7,8-trimethoxy-chromen-4-one
—— 2-(2-chlorophenyl)-4-oxo-4H-chromene-3-carbonitrile 1384106-89-1 C16H8ClNO2
2-(2-chlorophenyl)-4-oxo-4H-chromene-3-carbonitrile
—— 2-phenyl-pyrano[3,2-c]quinolin-4-one 98596-21-5 C18H11NO2
2-phenyl-pyrano[3,2-c]quinolin-4-one
—— 2'-(2,3-di-O-acetyl-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo[b]furanyl)propiophenone 174456-37-2 C29H30O12
2'-(2,3-di-O-acetyl-β-D-glucopyranosyloxy)-6'-acetoxy-3-(5-benzo[b]furanyl)propiophenone
—— 6-chloro-3-hydroxy-7-methyl-2-naphthalen-1-ylchromen-4-one 141213-90-3 C20H13ClO3
6-chloro-3-hydroxy-7-methyl-2-naphthalen-1-ylchromen-4-one
—— (S)-2,8-bis-(tert-butyldimethylsilanyloxy)-5-[4-(3-iodo-propoxy)-phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene 1157856-68-2 C38H51IO5Si2
(S)-2,8-bis-(tert-butyldimethylsilanyloxy)-5-[4-(3-iodo-propoxy)-phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene
—— 6,7-difluoro-3-iodo-2-phenyl-chromen-4-one 1279087-97-6 C15H7F2IO2
6,7-difluoro-3-iodo-2-phenyl-chromen-4-one
—— 3-(N-2-hydroxyphenyl)aminomethylidene-flavanone 99111-21-4 C22H17NO3
3-(N-2-hydroxyphenyl)aminomethylidene-flavanone
—— 2-(4-dimethylaminophenyl)-6-methoxy-7-(N-morpholinyl)-2,13,13-triphenyl-2H,13H-indeno[1,2-h]benzo[f]chromene 404934-60-7 C51H44N2O3
2-(4-dimethylaminophenyl)-6-methoxy-7-(N-morpholinyl)-2,13,13-triphenyl-2H,13H-indeno[1,2-h]benzo[f]chromene
—— N-{3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-8-nitro-4oxo-4H-chromen-6yl}acetamide 372102-84-6 C31H24N2O7
N-{3-(benzyloxy)-2-[4-(benzyloxy)phenyl]-8-nitro-4oxo-4H-chromen-6yl}acetamide
—— 1233322-00-3 C23H22O4
—— 3-Methanesulfonyl-4-(4-methoxy-phenyl)-2-methyl-1,2,3,3a,4,9b-hexahydro-chromeno[3,4-b]pyrrole-1-carboxylic acid methyl ester 133765-36-3 C22H25NO6S
3-Methanesulfonyl-4-(4-methoxy-phenyl)-2-methyl-1,2,3,3a,4,9b-hexahydro-chromeno[3,4-b]pyrrole-1-carboxylic acid methyl ester
—— 1263317-93-6 C46H48O4S2
—— 3,8-dibromo-7-butoxy-2-(4-methylphenyl)-6-nitrochromen-4-one 139589-39-2 C20H17Br2NO5
3,8-dibromo-7-butoxy-2-(4-methylphenyl)-6-nitrochromen-4-one
—— 3-acetoxy-2,3,4'-trimethoxyflavan-4-one 344578-81-0 C20H20O7
3-acetoxy-2,3,4'-trimethoxyflavan-4-one
—— 2-(2-(2-chlorophenyl)chroman-4-ylidene)hydrazine-1-carboxamide 534569-41-0 C16H14ClN3O2
2-(2-(2-chlorophenyl)chroman-4-ylidene)hydrazine-1-carboxamide
—— 3-acetoxy-2-(3,4-diacetoxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one 114889-48-4 C22H18O10
3-acetoxy-2-(3,4-diacetoxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one
—— 3-(3-methoxyphenyl)-2,3-dihydro-1H-benzo[f]chromen-1-one 28656-20-4 C20H16O3
3-(3-methoxyphenyl)-2,3-dihydro-1H-benzo[f]chromen-1-one
—— {2-(4-iodo-phenyl)-6-(tetrahydro-pyran-2-yloxy)-3-[4-(tetrahydro-pyran-2-yloxy)phenyl]-4-trifluoromethyl-chroman-4-yloxy}trimethyl-silane 1352306-41-2 C35H40F3IO6Si
{2-(4-iodo-phenyl)-6-(tetrahydro-pyran-2-yloxy)-3-[4-(tetrahydro-pyran-2-yloxy)phenyl]-4-trifluoromethyl-chroman-4-yloxy}trimethyl-silane
—— (S)-3-(4-fluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol 1352307-42-6 C30H32FNO3
(S)-3-(4-fluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol
—— 1400900-17-5 C31H26ClNO4S
—— 7-chloro-2-(3,4-dichlorophenyl)-4-(propylimino)-4H-chromen-5-ol 1262129-50-9 C18H14Cl3NO2
7-chloro-2-(3,4-dichlorophenyl)-4-(propylimino)-4H-chromen-5-ol
—— 1333408-75-5 C26H18ClFO4
—— (4R)-3,3-dimethyl-4-(nitromethyl)chroman-2-ol 1264757-61-0 C12H15NO4
(4R)-3,3-dimethyl-4-(nitromethyl)chroman-2-ol
—— 1352172-04-3 C41H28N6O7
—— (1-difluoromethoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea 373632-32-7 C24H22F2N2O4
(1-difluoromethoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea
—— 1a,7a-Dihydro-4,5-dimethoxy-7(1H)-(2-methylaminoethyloxyimino)-1a-phenylcyclopropa[b]chromen 139771-02-1 C21H24N2O4
1a,7a-Dihydro-4,5-dimethoxy-7(1H)-(2-methylaminoethyloxyimino)-1a-phenylcyclopropa[b]chromen
—— 5-hydroxy-4'-aminoflavone 1257513-93-1 C15H11NO3
5-hydroxy-4'-aminoflavone
—— ent-Fisetinidol-(4β,8)-catechin hepta-O-methyl ether 78185-21-4 C37H40O11
ent-Fisetinidol-(4β,8)-catechin hepta-O-methyl ether
—— 1453812-66-2 C15H9FO3
—— 7,2',4'-Trihydroxyflavylium-chlorid 97320-19-9 C15H11O4*Cl
7,2',4'-Trihydroxyflavylium-chlorid