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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
—— 5-hydroxy-2-phenyl-7-(6-piperidin-1-yl-hexyloxy)-chromen-4-one —— C26H31NO4
5-hydroxy-2-phenyl-7-(6-piperidin-1-yl-hexyloxy)-chromen-4-one
—— 5-hydroxy-7-(4-(6-methylbenzo[d]thiazol-2-ylamino)butoxy)-2-phenyl-4H-chromen-4-one —— C27H24N2O4S
5-hydroxy-7-(4-(6-methylbenzo[d]thiazol-2-ylamino)butoxy)-2-phenyl-4H-chromen-4-one
—— 5-hydroxy-7-(4-(6-nitrobenzo[d]thiazol-2-ylamino)butoxy)-2-phenyl-4H-chromen-4-one —— C26H21N3O6S
5-hydroxy-7-(4-(6-nitrobenzo[d]thiazol-2-ylamino)butoxy)-2-phenyl-4H-chromen-4-one
—— 5-hydroxy-7-(4-(6-iodobenzo[d]thiazol-2-ylamino)butoxy)-2-phenyl-4H-chromen-4-one —— C26H21IN2O4S
5-hydroxy-7-(4-(6-iodobenzo[d]thiazol-2-ylamino)butoxy)-2-phenyl-4H-chromen-4-one
—— N-(2-(4-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)butylamino)benzo[d]thiazol-6-yl)acetamide —— C28H25N3O5S
N-(2-(4-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)butylamino)benzo[d]thiazol-6-yl)acetamide
—— 5-hydroxy-2-phenyl-7-(4-(6-(trifluoromethyl)benzo[d]thiazol-2-ylamino)butoxy)-4H-chromen-4-one —— C27H21F3N2O4S
5-hydroxy-2-phenyl-7-(4-(6-(trifluoromethyl)benzo[d]thiazol-2-ylamino)butoxy)-4H-chromen-4-one
—— 2-(4-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)butylamino)benzo[d]thiazole-6-carbonitrile —— C27H21N3O4S
2-(4-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)butylamino)benzo[d]thiazole-6-carbonitrile
—— 7-amino-5-hydroxyflavone —— C15H11NO3
7-amino-5-hydroxyflavone
—— 7-(4-dimethylamino-butoxy)-5-hydroxy-2-phenyl-chromen-4-one —— C21H23NO4
7-(4-dimethylamino-butoxy)-5-hydroxy-2-phenyl-chromen-4-one
—— 7-O-(3'-morpholinpropyl)ylchrysin —— C22H23NO5
7-O-(3'-morpholinpropyl)ylchrysin
—— 5-hydroxy-7-(3-(4-methylpiperazin-1-yl)propoxy)-2-phenyl-4H-chromen-4-one —— C23H26N2O4
5-hydroxy-7-(3-(4-methylpiperazin-1-yl)propoxy)-2-phenyl-4H-chromen-4-one
—— 7-(6-dimethylamino-hexyloxy)-5-hydroxy-2-phenyl-chromen-4-one —— C23H27NO4
7-(6-dimethylamino-hexyloxy)-5-hydroxy-2-phenyl-chromen-4-one
—— 5-hydroxy-2-phenyl-7-(piperidin-1-yl)-4H-chromen-4-one —— C20H19NO3
5-hydroxy-2-phenyl-7-(piperidin-1-yl)-4H-chromen-4-one
—— 7-(3-dimethylamino-propoxy)-5-hydroxy-2-phenyl chromen-4-one —— C20H21NO4
7-(3-dimethylamino-propoxy)-5-hydroxy-2-phenyl chromen-4-one
—— 5-hydroxy-7-pentoxy-2-phenylchromen-4-one —— C20H20O4
5-hydroxy-7-pentoxy-2-phenylchromen-4-one
—— 5-O-hexanoylchrysin —— C21H20O5
5-O-hexanoylchrysin
—— 5-O-benzoylchrysin —— C22H14O5
5-O-benzoylchrysin
—— 7-(4-(2-(benzo[d]thiazol-2-yl)hydrazinyl)butoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one —— C26H23N3O4S
7-(4-(2-(benzo[d]thiazol-2-yl)hydrazinyl)butoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 7-(4-(benzo[d]thiazol-2-ylamino)butoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one —— C26H22N2O4S
7-(4-(benzo[d]thiazol-2-ylamino)butoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 7-(benzyloxy)-8-(3-(diethylamino)propoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one —— C29H31NO5
7-(benzyloxy)-8-(3-(diethylamino)propoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 7-(benzyloxy)-5-hydroxy-8-(3-morpholinopropoxy)-2-phenyl-4H-chromen-4-one —— C29H29NO6
7-(benzyloxy)-5-hydroxy-8-(3-morpholinopropoxy)-2-phenyl-4H-chromen-4-one
—— ethyl 4-((5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-6-yl)methyl)piperazine-1-carboxylate —— C23H24N2O6
ethyl 4-((5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-6-yl)methyl)piperazine-1-carboxylate
—— 5-hydroxy-7-(methoxymethoxy)-2-phenyl-4H-chromen-4-one —— C17H14O5
5-hydroxy-7-(methoxymethoxy)-2-phenyl-4H-chromen-4-one
—— 5,7-dihydroxy-6-((4-(2-hydroxyethyl)piperazin-1-yl)methyl)-2-phenyl-4H-chromen-4-one —— C22H24N2O5
5,7-dihydroxy-6-((4-(2-hydroxyethyl)piperazin-1-yl)methyl)-2-phenyl-4H-chromen-4-one
—— 5-hydroxy-7-morpholino-2-phenyl-4H-chromen-4-one —— C19H17NO4
5-hydroxy-7-morpholino-2-phenyl-4H-chromen-4-one
—— 6-formyl-5,7-dihydroxyflavone —— C16H10O5
6-formyl-5,7-dihydroxyflavone
—— 8-formyl-5,7-dihydroxyflavone —— C16H10O5
8-formyl-5,7-dihydroxyflavone
—— (R)-ethyl 2-[(5-hydroxy-4-oxo-2-phenyl-4H-chromem-7-yl)oxy]octanoate —— C25H28O6
(R)-ethyl 2-[(5-hydroxy-4-oxo-2-phenyl-4H-chromem-7-yl)oxy]octanoate
—— 5,7-dihydroxy-8-amino-2-phenyl-4H-benzopyran-4-one —— C15H11NO4
5,7-dihydroxy-8-amino-2-phenyl-4H-benzopyran-4-one
—— 7-O-Farnesylchrysin —— C30H34O4
7-O-Farnesylchrysin
—— 7-n-butyl-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one —— C19H18O3
7-n-butyl-5-hydroxy-2-phenyl-4H-1-benzopyran-4-one
—— 2-phenyl-5,7-bis((trifluoromethanesulfonyl)oxy)-4H-1-benzopyran-4-one —— C17H8F6O8S2
2-phenyl-5,7-bis((trifluoromethanesulfonyl)oxy)-4H-1-benzopyran-4-one
—— 5,7-di-O-tert-butyldimethylsilylchrysin —— C27H38O4Si2
5,7-di-O-tert-butyldimethylsilylchrysin
—— 5,7-Dihydroxyflavothione —— C15H10O3S
5,7-Dihydroxyflavothione
—— (R)-ethyl 2-[(5-hydroxy-4-oxo-2-phenyl-4H-chromem-7-yl)oxy]butanoate —— C21H20O6
(R)-ethyl 2-[(5-hydroxy-4-oxo-2-phenyl-4H-chromem-7-yl)oxy]butanoate
—— 7-geranoxy-5-hydroxyflavone —— C25H26O4
7-geranoxy-5-hydroxyflavone
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl diisopropylphosphate —— C21H23O7P
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl diisopropylphosphate
—— 7-O-tert-butyldimethylsilylchrysin —— C21H24O4Si
7-O-tert-butyldimethylsilylchrysin
—— chrysin dihexanoate —— C27H30O6
chrysin dihexanoate
—— 5-hydroxy-7-vinylflavone —— C17H12O3
5-hydroxy-7-vinylflavone
—— 6-Geranylchrysin —— C25H26O4
6-Geranylchrysin
—— 8-C-geranylchrysin —— C25H26O4
8-C-geranylchrysin
—— 5-hydroxy-7-octyloxyflavone —— C23H26O4
5-hydroxy-7-octyloxyflavone
—— 5,7-dihydroxy-2-phenyl-4H-chromene-4-selenone —— C15H10O3Se
5,7-dihydroxy-2-phenyl-4H-chromene-4-selenone
—— 2′-amino-1-benzyl-5′-hydroxy-5-methoxy-2,6′-dioxo-8′-phenyl-6′H-spiro[indoline-3,4′- pyrano[3,2-g]chromene]-3′‑carbonitrile —— C34H23N3O6
2′-amino-1-benzyl-5′-hydroxy-5-methoxy-2,6′-dioxo-8′-phenyl-6′H-spiro[indoline-3,4′- pyrano[3,2-g]chromene]-3′‑carbonitrile
—— 8-Nerolidylchrysin —— C30H34O4
8-Nerolidylchrysin
—— 8-Linalylchrysin —— C25H26O4
8-Linalylchrysin
—— 5,7-dihydroxy-4-methylflavylium chloride —— C16H13O3*Cl
5,7-dihydroxy-4-methylflavylium chloride
—— 2′-amino-6-chloro-5′-hydroxy-2,6′-dioxo-8′-phenyl-6′H-spiro[indoline-3,4′-pyrano [3,2-g]chromene]-3′‑carbonitrile —— C26H14ClN3O5
2′-amino-6-chloro-5′-hydroxy-2,6′-dioxo-8′-phenyl-6′H-spiro[indoline-3,4′-pyrano [3,2-g]chromene]-3′‑carbonitrile
—— N-((phenoxy)((5-hydroxy-2-phenyl-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-alanine methyl ester —— C25H22NO8P
N-((phenoxy)((5-hydroxy-2-phenyl-4-oxo-4H-chromene-7-yl)oxy)phosphoryl)-L-alanine methyl ester