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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
—— 1,4-Bis-(4H-chromen-4-on-2-yl)-benzol 27172-28-7 C24H14O4
1,4-Bis-(4H-chromen-4-on-2-yl)-benzol
—— 6-Acetyl-7-hydroxy-2-(2-methoxy-phenyl)-chromen-4-one 126412-03-1 C18H14O5
6-Acetyl-7-hydroxy-2-(2-methoxy-phenyl)-chromen-4-one
—— (1R,3R,6R,7R,10R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3S)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one —— C25H22O10
(1R,3R,6R,7R,10R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3S)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one
—— 2,3-dihydro-5-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 105285-13-0 C17H16O4
2,3-dihydro-5-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 5,4'-diacetoxyflavanone 745-39-1 C19H14O6
5,4'-diacetoxyflavanone
—— 9-phenyl-8-oxa-10,12-diaza-tricyclo[7.3.1.0(2,7)]trideca-2(7),3,5-trien-11-one 159211-13-9 C16H14N2O2
9-phenyl-8-oxa-10,12-diaza-tricyclo[7.3.1.0(2,7)]trideca-2(7),3,5-trien-11-one
—— (2R,3R)-3,5-dihydroxy-7-methoxyflavanone 480-13-7 C16H14O5
(2R,3R)-3,5-dihydroxy-7-methoxyflavanone
—— 3-(4,6-dimethoxy-3-oxo-2,3-dihydrobenzofuran-2-yloxy)-5,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one 1055316-75-0 C27H22O9
3-(4,6-dimethoxy-3-oxo-2,3-dihydrobenzofuran-2-yloxy)-5,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one
—— 3-acetoxy-5,7-dimethoxy-2-phenyl-chromen-4-one 147437-72-7 C19H16O6
3-acetoxy-5,7-dimethoxy-2-phenyl-chromen-4-one
—— trans-3-hydroxy-5,7-dimethoxyflavanone 67335-36-8 C17H16O5
trans-3-hydroxy-5,7-dimethoxyflavanone
—— 3-(tert-butyldimethylsilyloxy)-5,7-dimethoxy-2-phenyl-4H-chromen-4-one 1160162-39-9 C23H28O5Si
3-(tert-butyldimethylsilyloxy)-5,7-dimethoxy-2-phenyl-4H-chromen-4-one
—— 4,6-dimethoxy-1aphenyl-1aH-oxireno[2,3-b]chromen-7(7aH)-one 1265223-29-7 C17H14O5
4,6-dimethoxy-1aphenyl-1aH-oxireno[2,3-b]chromen-7(7aH)-one
—— 3-(4-Oxo-2-phenyl-4H-1-benzopyran-6-yl)-5-phenyl-4,5-Dihydro-1H-pyrazole-1-carboxaldehyde 154185-80-5 C25H18N2O3
3-(4-Oxo-2-phenyl-4H-1-benzopyran-6-yl)-5-phenyl-4,5-Dihydro-1H-pyrazole-1-carboxaldehyde
—— 6-Cinnamoyl-2-phenylchromone 958828-21-2 C24H16O3
6-Cinnamoyl-2-phenylchromone
—— 6-chloro-2-(3-methoxyphenyl)-7-methyl-4H-chromen-4-one 88952-85-6 C17H13ClO3
6-chloro-2-(3-methoxyphenyl)-7-methyl-4H-chromen-4-one
—— 6-Chloro-2-(4-chloronaphthalen-1-yl)-7-methylchromen-4-one 146517-74-0 C20H12Cl2O2
6-Chloro-2-(4-chloronaphthalen-1-yl)-7-methylchromen-4-one
—— (R) ethyl 3-formy-4-hydroxy-7-methoxy-2-(4-nitrophenyl)-4H-chromene-4-carboxylate 1254213-08-5 C20H17NO8
(R) ethyl 3-formy-4-hydroxy-7-methoxy-2-(4-nitrophenyl)-4H-chromene-4-carboxylate
—— (R) ethyl 2-(4-fluorophenyl)-3-formy-4-hydroxy-7-methoxy-4H-chromene-4-carboxylate 1254213-06-3 C20H17FO6
(R) ethyl 2-(4-fluorophenyl)-3-formy-4-hydroxy-7-methoxy-4H-chromene-4-carboxylate
—— (R) ethyl 3-formy-4-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromene-4-carboxylate 1254213-00-7 C21H20O7
(R) ethyl 3-formy-4-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromene-4-carboxylate
—— 7-{2-[2-oxo-1-(4-phenylpiperazin-1-yl)propylidene]hydrazinyl}-2-phenyl-4H-chromen-4-one 1394154-37-0 C28H26N4O3
7-{2-[2-oxo-1-(4-phenylpiperazin-1-yl)propylidene]hydrazinyl}-2-phenyl-4H-chromen-4-one
—— 7-ethyl-4,10-dioxo-2-phenyl-7,10-dihydro-4H-pyrano-[2,3-f]quinoline-9-carboxylic acid 1492929-03-9 C21H15NO5
7-ethyl-4,10-dioxo-2-phenyl-7,10-dihydro-4H-pyrano-[2,3-f]quinoline-9-carboxylic acid
—— 8-methyl-4-oxo-2-phenyl-4H-chromen-7-yl benzoate 1431664-75-3 C23H16O4
8-methyl-4-oxo-2-phenyl-4H-chromen-7-yl benzoate
—— 918399-43-6 C35H33O14
—— (2-1)-Rhamnosyl-7-O-glucosylkaempferol 17353-03-6 C27H30O15
(2-1)-Rhamnosyl-7-O-glucosylkaempferol
—— Flavan, 2,3,3',4,4',5,7-heptahydroxy- 64296-43-1 C15H14O8
Flavan, 2,3,3',4,4',5,7-heptahydroxy-
—— Phloracetophenon-4'β-neohesperidosid 18916-17-1 C27H34O14
Phloracetophenon-4'β-neohesperidosid
—— pinocembrin 7-O-β-neohesperidoside 13241-31-1 C27H32O13
pinocembrin 7-O-β-neohesperidoside
—— poncirin chalcone 23643-72-3 C28H34O14
poncirin chalcone
—— 2-(2,4-Dimethoxyphenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one 1204194-98-8 C19H20O6
2-(2,4-Dimethoxyphenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
—— 2-(2-Chlorophenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one 1204194-87-5 C17H15ClO4
2-(2-Chlorophenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
—— 2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxyphenyl)-6,8-dimethyl-4h-1-benzopyran-4-one 1252795-97-3 C17H16O5
2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxyphenyl)-6,8-dimethyl-4h-1-benzopyran-4-one
—— 2-(4-Chlorophenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one 1204194-85-3 C17H15ClO4
2-(4-Chlorophenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
—— 5,7-Dihydroxy-2-(2-methoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one 1204194-96-6 C18H18O5
5,7-Dihydroxy-2-(2-methoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
—— 5,7-Dihydroxy-6,8-dimethyl-2-(2-nitrophenyl)-2,3-dihydrochromen-4-one 1204194-91-1 C17H15NO6
5,7-Dihydroxy-6,8-dimethyl-2-(2-nitrophenyl)-2,3-dihydrochromen-4-one
—— 5,7-Dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one 1204194-93-3 C18H18O6
5,7-Dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
—— 5,7-Dihydroxy-6,8-dimethyl-2-(4-nitrophenyl)-2,3-dihydrochromen-4-one 1204194-89-7 C17H15NO6
5,7-Dihydroxy-6,8-dimethyl-2-(4-nitrophenyl)-2,3-dihydrochromen-4-one
—— N-[(2-Dimethylamino-1-methyl)ethyl]-4'-chloroflavone-8-carboxamide 92606-02-5 C21H21ClN2O3
N-[(2-Dimethylamino-1-methyl)ethyl]-4'-chloroflavone-8-carboxamide
—— 3,4'-dimethylflavone-8-carboxylic acid 92606-28-5 C18H14O4
3,4'-dimethylflavone-8-carboxylic acid
—— N-[(2-Dimethylamino-1-methyl)ethyl]-3,4'-dimethylflavone-8-carboxamide 92606-31-0 C23H26N2O3
N-[(2-Dimethylamino-1-methyl)ethyl]-3,4'-dimethylflavone-8-carboxamide
—— N-[(2-Dimethylamino-1-methyl)ethyl]-3'-methylflavone-8-carboxamide 92606-10-5 C22H24N2O3
N-[(2-Dimethylamino-1-methyl)ethyl]-3'-methylflavone-8-carboxamide
—— 6-methoxy-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)chroman-4-one 1443993-02-9 C24H29NO4
6-methoxy-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)chroman-4-one
—— 4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-(3-(methylsulfonyl)phenyl)-2H-chromen-6-ol 1444103-55-2 C31H35NO5S
4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-(3-(methylsulfonyl)phenyl)-2H-chromen-6-ol
—— 3-(6-hydroxy-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-3-yl)benzonitrile 1444103-54-1 C31H32N2O3
3-(6-hydroxy-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-3-yl)benzonitrile
—— 4-(6-hydroxy-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-3-yl)benzonitrile 1443992-63-9 C31H32N2O3
4-(6-hydroxy-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-3-yl)benzonitrile
—— 3-(4-fluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol 1352308-01-0 C30H32FNO3
3-(4-fluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol
—— BYK 405879 917957-11-0 C22H25N3O2
BYK 405879
—— 1-[(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]-piperidin-2-one 1092938-56-1 C24H27N3O2
1-[(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]-piperidin-2-one
—— 1-[(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]-pyrrolidin-2-one 1092938-50-5 C23H25N3O2
1-[(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]-pyrrolidin-2-one
—— methyl [(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]carbamate 1092938-94-7 C21H23N3O3
methyl [(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]carbamate
—— 2-(4-chlorophenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-4H-chromen-4-one 199167-22-1 C20H17ClO4
2-(4-chlorophenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-4H-chromen-4-one