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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-(4-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451741-24-4 C47H41N3O8
3-(benzyloxy)-2-(4-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 2-phenyl-7-((6-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)hexyl)oxy)-4H-chromen-4-one 1489102-68-2 C41H48N4O3
2-phenyl-7-((6-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)hexyl)oxy)-4H-chromen-4-one
—— 6-methyl-2-(4-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451741-12-0 C43H41N3O8
6-methyl-2-(4-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 6-fluoro-2-(4-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451741-18-6 C40H34FN3O7
6-fluoro-2-(4-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 4-oxo-2-phenylchroman-7-yl methacrylate 1263777-25-8 C19H16O4
4-oxo-2-phenylchroman-7-yl methacrylate
—— 6-fluoro-2-(4-(2-(2-(2-(4-((2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451741-36-8 C41H36FN3O9
6-fluoro-2-(4-(2-(2-(2-(4-((2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 2-phenyl-7-((5-(4-(2-((1,2,3,4-tetrahydroacridin-9-yl)amino)ethyl)piperazin-1-yl)pentyl)oxy)-4H-chromen-4-one 1489102-62-6 C39H44N4O3
2-phenyl-7-((5-(4-(2-((1,2,3,4-tetrahydroacridin-9-yl)amino)ethyl)piperazin-1-yl)pentyl)oxy)-4H-chromen-4-one
—— 7-[6-(4-hydroxypiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-60-1 C26H31NO4
7-[6-(4-hydroxypiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 7-(2-(dimethylamino)ethoxy)-2-phenyl-4H-chromen-4-one 10400-01-8 C19H19NO3
7-(2-(dimethylamino)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-(4-Pentenoxy)flavone 119161-55-6 C20H18O3
7-(4-Pentenoxy)flavone
—— 2-(2,4-dimethoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one 1119807-65-6 C32H22O7
2-(2,4-dimethoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one
—— 7-[4-[4-(4-Methylphenyl)piperazin-1-yl]butoxy]-2-phenylchromen-4-one 1245609-32-8 C30H32N2O3
7-[4-[4-(4-Methylphenyl)piperazin-1-yl]butoxy]-2-phenylchromen-4-one
—— 7-[4-(4-hydroxypiperidinyl)butoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-65-6 C24H27NO4
7-[4-(4-hydroxypiperidinyl)butoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 7-(2-((1-(2-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)ethoxy)-2-phenyl-4H-chromen-4-one 1451741-48-2 C39H33N3O8
7-(2-((1-(2-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)ethoxy)-2-phenyl-4H-chromen-4-one
—— 2-phenyl-7-(4-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)butoxy)-4H-chromen-4-one 1489102-83-1 C39H44N4O3
2-phenyl-7-(4-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)butoxy)-4H-chromen-4-one
—— 6-bromo-2',4'-dimethoxyflavone 1119807-90-7 C17H13BrO4
6-bromo-2',4'-dimethoxyflavone
—— 2-phenyl-7-((5-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)pentyl)oxy)-4H-chromen-4-one 1489102-86-4 C40H46N4O3
2-phenyl-7-((5-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)pentyl)oxy)-4H-chromen-4-one
—— 7-trimethylsilyloxy-2-phenyl-4H-chromen-4-one 39273-05-7 C18H18O3Si
7-trimethylsilyloxy-2-phenyl-4H-chromen-4-one
—— 2-phenyl-8H-pyrano[2,3-h]chromen-4-one 1431847-44-7 C18H12O3
2-phenyl-8H-pyrano[2,3-h]chromen-4-one
—— 7-(pent-4-yn-1-yloxy)-2-phenyl-4H-chromen-4-one 1451739-70-0 C20H16O3
7-(pent-4-yn-1-yloxy)-2-phenyl-4H-chromen-4-one
—— 7-<<7-(4-hydroxypiperidyl)heptyl>oxy>-2-phenylchromone hydrochloride 139653-09-1 C27H33NO4*ClH
7-<<7-(4-hydroxypiperidyl)heptyl>oxy>-2-phenylchromone hydrochloride
—— 7-(hex-5-yn-1-yloxy)-2-phenyl-4H-chromen-4-one 1451739-96-0 C21H18O3
7-(hex-5-yn-1-yloxy)-2-phenyl-4H-chromen-4-one
—— 7-hydroxy-8-nitro-2-phenyl-chromen-4-one 107572-69-0 C15H9NO5
7-hydroxy-8-nitro-2-phenyl-chromen-4-one
—— 7-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one 1451741-26-6 C40H35N3O7
7-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-<<7-(4-hydroxypiperidyl)heptyl>oxy>-2-phenylchromone 139652-66-7 C27H33NO4
7-<<7-(4-hydroxypiperidyl)heptyl>oxy>-2-phenylchromone
—— 7-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one 1451741-28-8 C42H39N3O8
7-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-[8-(4-Hydroxypiperidinyl)octoxy]-2-phenyl-4H-1-benzopyran-4-one hydrochloride 139653-08-0 C28H35NO4*ClH
7-[8-(4-Hydroxypiperidinyl)octoxy]-2-phenyl-4H-1-benzopyran-4-one hydrochloride
—— 7-(allyloxy)-2-phenyl-4H-chromen-4-one 65679-28-9 C18H14O3
7-(allyloxy)-2-phenyl-4H-chromen-4-one
—— 2-Phenyl-7-[2-(4-phenylpiperazin-1-yl)ethoxy]chromen-4-one 1245609-16-8 C27H26N2O3
2-Phenyl-7-[2-(4-phenylpiperazin-1-yl)ethoxy]chromen-4-one
—— 2-Phenyl-7-[4-(4-phenylpiperazin-1-yl)butoxy]chromen-4-one 1245609-22-6 C29H30N2O3
2-Phenyl-7-[4-(4-phenylpiperazin-1-yl)butoxy]chromen-4-one
—— 7-[3-[4-(4-Methylphenyl)piperazin-1-yl]propoxy]-2-phenylchromen-4-one 1245609-29-3 C29H30N2O3
7-[3-[4-(4-Methylphenyl)piperazin-1-yl]propoxy]-2-phenylchromen-4-one
—— 2-(4-methoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one 1119807-72-5 C31H20O6
2-(4-methoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one
—— 2-(2-methoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one 1119807-79-2 C31H20O6
2-(2-methoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one
—— 7-ethoxyflavone 93321-62-1 C17H14O3
7-ethoxyflavone
—— 2-phenyl-7-(2-(piperidin-1-yl)ethoxy)-4H-chromen-4-one 10400-02-9 C22H23NO3
2-phenyl-7-(2-(piperidin-1-yl)ethoxy)-4H-chromen-4-one
—— 7-[5-(4-hydroxypiperidinyl)pentoxy]-2-phenyl-4H-1-benzopyran-4-one 140439-06-1 C25H29NO4
7-[5-(4-hydroxypiperidinyl)pentoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 5-carbomethoxymethyl-7,3',4',5'-tetrahydroxyflavone 1389341-67-6 C18H14O8
5-carbomethoxymethyl-7,3',4',5'-tetrahydroxyflavone
—— 2,3-trans-3-(Methylsulfonyloxy)flavanon 67139-31-5 C16H14O5S
2,3-trans-3-(Methylsulfonyloxy)flavanon
—— 9-methoxy-7-(4-trifluoromethyl-phenyl)-6,6-dimethyl-6H,7H-chromeno[4,3-b]chromene 1343415-18-8 C26H21F3O3
9-methoxy-7-(4-trifluoromethyl-phenyl)-6,6-dimethyl-6H,7H-chromeno[4,3-b]chromene
—— 2-phenyl-3-((3-(trifluoromethyl)phenyl)selanyl)-4H-chromen-4-one 1332697-95-6 C22H13F3O2Se
2-phenyl-3-((3-(trifluoromethyl)phenyl)selanyl)-4H-chromen-4-one
—— 3-((4-fluorophenyl)selanyl)-2-phenyl-4H-chromen-4-one 1332697-93-4 C21H13FO2Se
3-((4-fluorophenyl)selanyl)-2-phenyl-4H-chromen-4-one
—— (3aS,4R,9bR)-2-methyl-4-(4-methylphenyl)-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole 121824-23-5 C18H18N2O4
(3aS,4R,9bR)-2-methyl-4-(4-methylphenyl)-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole
—— 9-methoxy-7-(4-methoxy-phenyl)-6,6-dimethyl-6H,7H-chromeno[4,3-b]chromene 1343415-10-0 C26H24O4
9-methoxy-7-(4-methoxy-phenyl)-6,6-dimethyl-6H,7H-chromeno[4,3-b]chromene
—— 9-methoxy-6,6-dimethyl-7-(4-methylsulfanyl-phenyl)-6H,7H-chromeno[4,3-b]chromene 1343415-08-6 C26H24O3S
9-methoxy-6,6-dimethyl-7-(4-methylsulfanyl-phenyl)-6H,7H-chromeno[4,3-b]chromene
—— 9-methoxy-6,6-dimethyl-7-thiophen-2-yl-6H,7H-chromeno[4,3-b]chromene 1343415-17-7 C23H20O3S
9-methoxy-6,6-dimethyl-7-thiophen-2-yl-6H,7H-chromeno[4,3-b]chromene
—— 3,4'-Dimethylflavon 118092-37-8 C17H14O2
3,4'-Dimethylflavon
—— (+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol 332386-73-9 C50H44O7
(+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol
—— [(2S,3R)-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl]oxy-tert-butyl-dimethylsilane 915954-71-1 C56H58O7Si
[(2S,3R)-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl]oxy-tert-butyl-dimethylsilane
—— awobanin 136031-06-6 C36H37O19
awobanin
—— awobanin 64615-55-0 C36H37O19*Cl
awobanin