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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
—— 3-(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dimethoxy-4H-chromen-4-one 1393953-78-0 C37H28O7
3-(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dimethoxy-4H-chromen-4-one
—— 3',4':5,6-bis(diphenylmethylenedioxy)-7-methoxyflavone 104480-94-6 C42H28O7
3',4':5,6-bis(diphenylmethylenedioxy)-7-methoxyflavone
—— pedalitin 5-methyl ether 25782-18-7 C17H14O7
pedalitin 5-methyl ether
—— 3-hydroxy-2',3',4',5',6'-pentadeuteroflavone 104197-23-1 C15H10O3
3-hydroxy-2',3',4',5',6'-pentadeuteroflavone
—— 2',3',4',5',6'-pentadeuterioflavone 54849-75-1 C15H10O2
2',3',4',5',6'-pentadeuterioflavone
—— 5-Amino-2-(4-amino-3-fluorophenyl)-7-(3-bromopropanoyl)oxymethyl-6,8-difluoro-4H-1-benzopyran-4-one 180595-69-1 C19H14BrF3N2O4
5-Amino-2-(4-amino-3-fluorophenyl)-7-(3-bromopropanoyl)oxymethyl-6,8-difluoro-4H-1-benzopyran-4-one
—— 2-[4-(allyloxycarbonyl)amino-3-fluorophenyl]-7-[(allyloxycarbonyl)oxy]methyl-5-amino-6,8-difluoro-4H-1-benzopyran-4-one 468719-69-9 C24H19F3N2O7
2-[4-(allyloxycarbonyl)amino-3-fluorophenyl]-7-[(allyloxycarbonyl)oxy]methyl-5-amino-6,8-difluoro-4H-1-benzopyran-4-one
—— 7-(acetoxymethyl)-5-amino-2-[4-amino-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one 165179-78-2 C18H13F3N2O4
7-(acetoxymethyl)-5-amino-2-[4-amino-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one
—— 6-amino-3-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 1245282-96-5 C17H15NO4
6-amino-3-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
—— dihydroartonin Y 270563-50-3 C20H20O6
dihydroartonin Y
—— 3E-hydroxyminoflavanone 7255-80-3 C15H11NO3
3E-hydroxyminoflavanone
—— 2-(p-tolyl)-2H-chromene 88348-42-9 C16H14O
2-(p-tolyl)-2H-chromene
—— (R)-6-chloro-2-p-tolyl-2H-chromene-3-carbaldehyde 1195315-24-2 C17H13ClO2
(R)-6-chloro-2-p-tolyl-2H-chromene-3-carbaldehyde
—— (R)-2-p-tolyl-2H-chromene-3-carbaldehyde 1195315-06-0 C17H14O2
(R)-2-p-tolyl-2H-chromene-3-carbaldehyde
—— dihydroartocarpesin 3373-97-5 C20H20O6
dihydroartocarpesin
—— (R)-8-methoxy-2-p-tolyl-2H-chromene-3-carbaldehyde 1195315-23-1 C18H16O3
(R)-8-methoxy-2-p-tolyl-2H-chromene-3-carbaldehyde
—— trans-3-acetoxyflavanone 57043-45-5 C17H14O4
trans-3-acetoxyflavanone
—— 6-Nitro-flavanon 3034-03-5 C15H11NO4
6-Nitro-flavanon
—— (2R,3S)-2-phenylchroman-3-ol 55568-96-2 C15H14O2
(2R,3S)-2-phenylchroman-3-ol
—— (2R,3S)-2-phenylchroman-3-yl 3,4,5-trihydroxybenzoate 1607010-92-3 C22H18O6
(2R,3S)-2-phenylchroman-3-yl 3,4,5-trihydroxybenzoate
—— (2R,3R)-cis-flavan-3-ol 55568-98-4 C15H14O2
(2R,3R)-cis-flavan-3-ol
—— cis-3-hydroxyflavanone dimethyl acetal 94137-50-5 C17H18O4
cis-3-hydroxyflavanone dimethyl acetal
—— (2R<sup>*</sup>,3S<sup>*</sup>,4S<sup>*</sup>)-flavan-3,4-diol —— C15H14O3
(2R<sup>*</sup>,3S<sup>*</sup>,4S<sup>*</sup>)-flavan-3,4-diol
—— 3,3-d2-Flavanone 146196-89-6 C15H12O2
3,3-d2-Flavanone
—— (2R<sup>*</sup>,3S<sup>*</sup>,4R<sup>*</sup>)-flavan-3,4-diol 1086-73-3 C15H14O3
(2R<sup>*</sup>,3S<sup>*</sup>,4R<sup>*</sup>)-flavan-3,4-diol
—— (E)-2,3-Dihydro-3-<(4-chlorophenyl)methylene>-2-phenyl-4H-1-benzopyran-4-one 77015-47-5 C22H15ClO2
(E)-2,3-Dihydro-3-<(4-chlorophenyl)methylene>-2-phenyl-4H-1-benzopyran-4-one
—— rac-trans-3-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-4-one 1621-55-2 C15H12O3
rac-trans-3-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-4-one
—— 3-benzylidene-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one 24467-44-5 C22H16O2
3-benzylidene-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
—— (2R)-6-methoxy-2-(2-nitrophenyl)-2H-chromene-3-carbaldehyde 911107-26-1 C17H13NO5
(2R)-6-methoxy-2-(2-nitrophenyl)-2H-chromene-3-carbaldehyde
—— 5-hydroxy-2-[2-hydroxy-4-(1,3,5-tri-<i>tert</i>-butyl-4-oxo-cyclohexa-2,5-dienyloxy)-phenyl]-8,8-dimethyl-3-(3-methyl-but-2-enyl)-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 65301-60-2 C43H52O7
5-hydroxy-2-[2-hydroxy-4-(1,3,5-tri-<i>tert</i>-butyl-4-oxo-cyclohexa-2,5-dienyloxy)-phenyl]-8,8-dimethyl-3-(3-methyl-but-2-enyl)-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— 5-hydroxy-2-[4-hydroxy-2-(1,3,5-tri-<i>tert</i>-butyl-4-oxo-cyclohexa-2,5-dienyloxy)-phenyl]-8,8-dimethyl-3-(3-methyl-but-2-enyl)-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 65301-61-3 C43H52O7
5-hydroxy-2-[4-hydroxy-2-(1,3,5-tri-<i>tert</i>-butyl-4-oxo-cyclohexa-2,5-dienyloxy)-phenyl]-8,8-dimethyl-3-(3-methyl-but-2-enyl)-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— (R)-2-(3-methoxyphenyl)-2H-chromene-3-carbaldehyde 1195315-11-7 C17H14O3
(R)-2-(3-methoxyphenyl)-2H-chromene-3-carbaldehyde
—— 6-methyl-2-(p-tolyl)chroman 5526-56-7 C17H18O
6-methyl-2-(p-tolyl)chroman
—— 6,8-di-tert-butyl-2-phenyl-2,3-dihydro<4H>benzopyran 76336-91-9 C23H30O
6,8-di-tert-butyl-2-phenyl-2,3-dihydro<4H>benzopyran
—— (2S,1'R)-2-(4'-chlorophenyl)-3-(1'-hydroxypropyl)-2H-chromene 1440429-51-5 C18H17ClO2
(2S,1'R)-2-(4'-chlorophenyl)-3-(1'-hydroxypropyl)-2H-chromene
—— (6R,6aS,9S,10S,10aS)-6,9-bis(4-chlorophenyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde 1644047-88-0 C34H23Cl2F3O3
(6R,6aS,9S,10S,10aS)-6,9-bis(4-chlorophenyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde
—— (2R,1'R)-2-(4'-chlorophenyl)-3-(1'-hydroxypropyl)-2H-chromene 1440429-67-3 C18H17ClO2
(2R,1'R)-2-(4'-chlorophenyl)-3-(1'-hydroxypropyl)-2H-chromene
—— 3',4'-dibenzyloxy-7-(hydroxyethoxy)flavone 307521-07-9 C31H26O6
3',4'-dibenzyloxy-7-(hydroxyethoxy)flavone
—— 3-hydroxyethoxy-7,3',4'-tribenzyloxyflavone 307521-31-9 C38H32O7
3-hydroxyethoxy-7,3',4'-tribenzyloxyflavone
—— 3-Methyl-8-(2-methylprop-1-en-1-yl)-2-phenyl-4H-1-benzopyran-4-one 92573-12-1 C20H18O2
3-Methyl-8-(2-methylprop-1-en-1-yl)-2-phenyl-4H-1-benzopyran-4-one
—— 2-(2,4-dichlorophenyl)-4H-chromen-4-one 141109-90-2 C15H8Cl2O2
2-(2,4-dichlorophenyl)-4H-chromen-4-one
—— 2-(2-methoxynaphthalen-1-yl)-4H-chromen-4-one 61595-25-3 C20H14O3
2-(2-methoxynaphthalen-1-yl)-4H-chromen-4-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-1,4,10,13-tetraoxa-7-azatridecane 1346226-87-6 C38H35NO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-1,4,10,13-tetraoxa-7-azatridecane
—— 1,13-bis[4-(4H-chromen-4-on-2-yl)phenyl]-7-(4-nitrobenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-09-5 C45H40N2O10
1,13-bis[4-(4H-chromen-4-on-2-yl)phenyl]-7-(4-nitrobenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 5,7-dihydroxy-3-(3-nitrobenzyloxy)-2-phenyl-4H-chromen-4-one 1236113-95-3 C22H15NO7
5,7-dihydroxy-3-(3-nitrobenzyloxy)-2-phenyl-4H-chromen-4-one
—— 2-[(Z)-(3-hydroxy-2-phenyl-chromen-4-ylidene)amino]benzoic acid 1361237-35-5 C22H15NO4
2-[(Z)-(3-hydroxy-2-phenyl-chromen-4-ylidene)amino]benzoic acid
—— theaflavanin 3-O-gallate 1256244-33-3 C27H20O12
theaflavanin 3-O-gallate
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 2,3,4,6-tetrahydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylate 1256244-36-6 C27H20O12
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 2,3,4,6-tetrahydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylate
—— Mesquitol-4beta-ol 38081-15-1 C15H14O7
Mesquitol-4beta-ol
—— (2R,3S,4S,2'R,3'S)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,7,3',7',8'-pentaol 109701-80-6 C30H26O11
(2R,3S,4S,2'R,3'S)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,7,3',7',8'-pentaol