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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
—— Kandelin A-1 88903-77-9 C39H32O15
Kandelin A-1
—— 8-ethoxycarbonyl-3'-[(2-quinolinyl)methoxy]flavone 205045-47-2 C28H21NO5
8-ethoxycarbonyl-3'-[(2-quinolinyl)methoxy]flavone
—— 3'-hydroxy-8-ethoxycarbonylflavone 205045-84-7 C18H14O5
3'-hydroxy-8-ethoxycarbonylflavone
—— Pelargonidin 3-O-(6-O-malonyl-beta-D-glucoside) 165070-68-8 C24H23O13+
Pelargonidin 3-O-(6-O-malonyl-beta-D-glucoside)
—— pelargonidin 3-rutinoside-5-glucoside 202338-79-2 C33H41O19
pelargonidin 3-rutinoside-5-glucoside
—— (2R,3S,4S)-2,3-trans-3,4-cis-3,4-diacetoxy-3',4',7,8-tetramethoxyflavan 29799-82-4 C23H26O9
(2R,3S,4S)-2,3-trans-3,4-cis-3,4-diacetoxy-3',4',7,8-tetramethoxyflavan
—— cis,cis-3,7,8,3',4'-Pentamethoxy-flavan-4-ol 63865-02-1 C20H24O7
cis,cis-3,7,8,3',4'-Pentamethoxy-flavan-4-ol
—— 8-ethoxycarbonyl-4'-[(2-quinolinyl)methoxy]flavone 205045-70-1 C28H21NO5
8-ethoxycarbonyl-4'-[(2-quinolinyl)methoxy]flavone
—— 8-allyl-3-nitro-2-(2-chlorophenyl)-4H-1-benzopyran-4-one 596108-54-2 C18H12ClNO4
8-allyl-3-nitro-2-(2-chlorophenyl)-4H-1-benzopyran-4-one
—— 8-allyl-3-nitro-2-(3-nitrophenyl)-4H-1-benzopyran-4-one 596108-51-9 C18H12N2O6
8-allyl-3-nitro-2-(3-nitrophenyl)-4H-1-benzopyran-4-one
—— 8-allyl-3-nitro-2-(2-benzyloxyphenyl)-4H-1-benzopyran-4-one 596108-58-6 C25H19NO5
8-allyl-3-nitro-2-(2-benzyloxyphenyl)-4H-1-benzopyran-4-one
—— 8-allyl-3-nitro-2-(4-nitrophenyl)-4H-1-benzopyran-4-one 596108-50-8 C18H12N2O6
8-allyl-3-nitro-2-(4-nitrophenyl)-4H-1-benzopyran-4-one
—— 8-allyl-3-nitro-2-(2-methoxyphenyl)-4H-1-benzopyran-4-one 596108-55-3 C19H15NO5
8-allyl-3-nitro-2-(2-methoxyphenyl)-4H-1-benzopyran-4-one
—— 8-Allyl-3-nitro-2-(2-nitro-phenyl)-chromen-4-one 596108-47-3 C18H12N2O6
8-Allyl-3-nitro-2-(2-nitro-phenyl)-chromen-4-one
—— 8-allyl-3-nitro-2-(4-methoxy-3-nitrophenyl)-4H-1-benzopyran-4-one 596108-52-0 C19H14N2O7
8-allyl-3-nitro-2-(4-methoxy-3-nitrophenyl)-4H-1-benzopyran-4-one
—— isoliquiritin 85760-70-9 C21H22O9
isoliquiritin
—— 3,5-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one 108237-77-0 C15H10O7
3,5-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
—— 5-(benzyloxy)-2-(5-bromo-2-methoxyphenyl)-4H-chromen-4-one 1443430-27-0 C23H17BrO4
5-(benzyloxy)-2-(5-bromo-2-methoxyphenyl)-4H-chromen-4-one
—— 5-(benzyloxy)-2-(2-methoxyphenyl)-4H-chromen-4-one 1443430-26-9 C23H18O4
5-(benzyloxy)-2-(2-methoxyphenyl)-4H-chromen-4-one
—— 2-(5-bromo-2-methoxyphenyl)-3-hydroxy-5-methoxy-4H-chromen-4-one 1443430-18-9 C17H13BrO5
2-(5-bromo-2-methoxyphenyl)-3-hydroxy-5-methoxy-4H-chromen-4-one
—— 2-(5-bromo-2-methoxyphenyl)-5-hydroxy-4H-chromen-4-one 1443430-28-1 C16H11BrO4
2-(5-bromo-2-methoxyphenyl)-5-hydroxy-4H-chromen-4-one
—— (+/-)-2,3-trans-5-benzyloxy-3,4'-dihydroxyflavanone 86788-64-9 C22H18O5
(+/-)-2,3-trans-5-benzyloxy-3,4'-dihydroxyflavanone
—— 5-hydroxy-4',8-dinitroflavone 158555-14-7 C15H8N2O7
5-hydroxy-4',8-dinitroflavone
—— ethyl 2-(5-methoxy-2,2-diphenyl-2H-chromen-4-yl)acetate 1374325-23-1 C26H24O4
ethyl 2-(5-methoxy-2,2-diphenyl-2H-chromen-4-yl)acetate
—— 5-hydroxy-4',6-dinitroflavone 158555-19-2 C15H8N2O7
5-hydroxy-4',6-dinitroflavone
—— 5,6-dihydro-2,2,5,5-tetraphenylpyrano[2,3,4-de]chromen-2-one 1374325-18-4 C35H26O2
5,6-dihydro-2,2,5,5-tetraphenylpyrano[2,3,4-de]chromen-2-one
—— 2,3-dihydro-5-hydroxy-2,2-diphenylchromen-4-one 1374325-20-8 C21H16O3
2,3-dihydro-5-hydroxy-2,2-diphenylchromen-4-one
—— 2,3-dihydro-5-methoxy-2,2-diphenylchromen-4-one 1374325-19-5 C22H18O3
2,3-dihydro-5-methoxy-2,2-diphenylchromen-4-one
—— 2-(4-hydroxy-3,5-dimethoxyphenyl)-5-hydroxy-4H-benzopyran-4-one 134178-08-8 C17H14O6
2-(4-hydroxy-3,5-dimethoxyphenyl)-5-hydroxy-4H-benzopyran-4-one
—— 5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-chroman-4-one 64490-09-1 C16H14O5
5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-chroman-4-one
—— 4'-Methyl-5-methoxyflavone 152038-80-7 C17H14O3
4'-Methyl-5-methoxyflavone
—— Hesperetin, triacetate 6274-73-3 C22H20O9
Hesperetin, triacetate
—— 3',4'-Dichloro-5-methoxyflavone 681481-33-4 C16H10Cl2O3
3',4'-Dichloro-5-methoxyflavone
—— (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one 13241-33-3 C28H34O15
(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one
—— 4'-Chloro-5-methoxyflavone 152038-81-8 C16H11ClO3
4'-Chloro-5-methoxyflavone
—— 4'-deoxyphlorizin 4319-68-0 C21H24O9
4'-deoxyphlorizin
—— 5-hydroxy-4'-phenylflavone 727730-26-9 C21H14O3
5-hydroxy-4'-phenylflavone
—— 5-hydroxy-4'-trifluoromethylflavone 1257513-86-2 C16H9F3O3
5-hydroxy-4'-trifluoromethylflavone
—— 2'-chloro-5-hydroxyflavanone 187099-72-5 C15H11ClO3
2'-chloro-5-hydroxyflavanone
—— (+/-)-2-(4-Methoxyphenyl)-7-methylchroman-4-one 91271-49-7 C17H16O3
(+/-)-2-(4-Methoxyphenyl)-7-methylchroman-4-one
—— 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxy-2,6-bis(3-methyl-2-butenyl)phenyl)-2,3-dihydro-3,5,7-trihydroxy-8-(3-methyl-2-butenyl)-, (2R,3R)- 152253-68-4 C30H36O7
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxy-2,6-bis(3-methyl-2-butenyl)phenyl)-2,3-dihydro-3,5,7-trihydroxy-8-(3-methyl-2-butenyl)-, (2R,3R)-
—— 2-(4-oxochroman-2-yl)phenyl phenylcarbamate 1386980-98-8 C22H17NO4
2-(4-oxochroman-2-yl)phenyl phenylcarbamate
—— 2'-Hydroxy-flavanon 221362-71-6 C15H12O3
2'-Hydroxy-flavanon
—— 8-carboxy-3-hydroxy-4'-[(2-quinolinyl)methoxy]flavone 205875-22-5 C26H17NO6
8-carboxy-3-hydroxy-4'-[(2-quinolinyl)methoxy]flavone
—— 3-[2-(phthalimido)ethoxy]-8-[2-(phthalimido)ethoxycarbonyl]4'-[(2-quinolinyl)methoxy]flavone 205875-23-6 C46H31N3O10
3-[2-(phthalimido)ethoxy]-8-[2-(phthalimido)ethoxycarbonyl]4'-[(2-quinolinyl)methoxy]flavone
—— Epigallocatechin 3,5-digallate 37484-73-4 C29H22O15
Epigallocatechin 3,5-digallate
—— 7-Fluor-4'-methoxyflavon 3915-32-0 C16H11FO3
7-Fluor-4'-methoxyflavon
—— 6-Brom-4'-methoxyflavon-3-ol 1229-58-9 C16H11BrO4
6-Brom-4'-methoxyflavon-3-ol
—— 3-hydroxy-2-(4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 58539-91-6 C17H12O6
3-hydroxy-2-(4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— GB 1a 19360-72-6 C30H22O10
GB 1a