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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
—— 2-(5-bromo-2,4-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one 1443430-17-8 C17H13BrO5
2-(5-bromo-2,4-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one
—— Methanesulfonic acid (2S,3S)-2-(4-methoxy-phenyl)-4-oxo-chroman-3-yl ester 67139-32-6 C17H16O6S
Methanesulfonic acid (2S,3S)-2-(4-methoxy-phenyl)-4-oxo-chroman-3-yl ester
—— 2-(4-Methoxy-phenyl)-2H-chromen-2-ol 99618-41-4 C16H14O3
2-(4-Methoxy-phenyl)-2H-chromen-2-ol
—— [2-(4-methoxyphenyl)-4H-chromen-4-yl]malononitrile 1428871-45-7 C19H14N2O2
[2-(4-methoxyphenyl)-4H-chromen-4-yl]malononitrile
—— 3-Benzoyl-4'-methoxy-6-methyl-flavonol 807-55-6 C24H18O5
3-Benzoyl-4'-methoxy-6-methyl-flavonol
—— 1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(4''-methoxyphenyl)-propane-1,3-dione 115123-03-0 C22H24O10
1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(4''-methoxyphenyl)-propane-1,3-dione
—— 7-(2-(dimethylamino)ethoxy)-2-(4-methoxyphenyl)-4H-chromen-4-one 10400-05-2 C20H21NO4
7-(2-(dimethylamino)ethoxy)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— Genkwanin 4'-O-β-D-glucopyranoside 20486-36-6 C22H22O10
Genkwanin 4'-O-β-D-glucopyranoside
—— 3-methoxy-2-(1-naphthalenyl)-4H-1-benzopyran-4-one 1621102-02-0 C20H14O3
3-methoxy-2-(1-naphthalenyl)-4H-1-benzopyran-4-one
—— 5,7,3'-triacetoxy-4'-hydroxyflavone 143631-90-7 C21H16O9
5,7,3'-triacetoxy-4'-hydroxyflavone
—— 5,7-Diacetoxy-3',4'-dihydroxyflavone 143631-91-8 C19H14O8
5,7-Diacetoxy-3',4'-dihydroxyflavone
—— 1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(3''-chlorophenyl)-propane-1,3-dione 1294456-85-1 C21H21ClO9
1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(3''-chlorophenyl)-propane-1,3-dione
—— 1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(2''-chlorophenyl)-propane-1,3-dione 1294456-84-0 C21H21ClO9
1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(2''-chlorophenyl)-propane-1,3-dione
—— luteolin-7-O-rutinoside 3563-98-2 C27H30O15
luteolin-7-O-rutinoside
—— 6-chloro-3-hydroxy-8-(2-naphthyl)flavone 910625-97-7 C25H15ClO3
6-chloro-3-hydroxy-8-(2-naphthyl)flavone
—— Acetic acid 2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-6-yl ester 25782-27-8 C21H20O8
Acetic acid 2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-6-yl ester
—— 3',5'-di-tert-butyl-4'-hydroxy-7-(3-hydroxypropoxy)-flavone 1103806-97-8 C26H32O5
3',5'-di-tert-butyl-4'-hydroxy-7-(3-hydroxypropoxy)-flavone
—— sigmoidin B tetraacetate 101910-49-0 C28H28O10
sigmoidin B tetraacetate
—— sigmoidin C triacetate 101910-51-4 C26H24O9
sigmoidin C triacetate
—— sigmoidin C 101923-93-7 C20H18O6
sigmoidin C
—— sigmoidin B trimethyl ether 101910-48-9 C23H26O6
sigmoidin B trimethyl ether
—— 2,2-diphenyl-5-hydroxy-6-morpholinocarbonyl-2H-naphtho[1,2-b]pyran 402564-12-9 C30H25NO4
2,2-diphenyl-5-hydroxy-6-morpholinocarbonyl-2H-naphtho[1,2-b]pyran
—— 2,2-diphenyl-5-methoxy-6-carboethoxy-2H-naphtho[1,2-b]pyran 402564-11-8 C29H24O4
2,2-diphenyl-5-methoxy-6-carboethoxy-2H-naphtho[1,2-b]pyran
—— Methyl 2-((2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4-oxo-4H-chromen-5-yl)oxy)acetate 1144104-75-5 C18H14O9
Methyl 2-((2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4-oxo-4H-chromen-5-yl)oxy)acetate
—— 8-(1,3-benzodithiol-2-ylidene)methyl-3,3-diphenyl-[3H]-naphtho[2,1-b]pyrane 833461-90-8 C33H22OS2
8-(1,3-benzodithiol-2-ylidene)methyl-3,3-diphenyl-[3H]-naphtho[2,1-b]pyrane
—— 5,7-dihydroxy-8-methoxy-2-(p-tolyl)-4H-chromen-4-one 884867-40-7 C17H14O5
5,7-dihydroxy-8-methoxy-2-(p-tolyl)-4H-chromen-4-one
—— 2-(4-(hept-1-ynyl)phenyl)-5,7-dihydroxy-4H-chromen-4-one 1084329-16-7 C22H20O4
2-(4-(hept-1-ynyl)phenyl)-5,7-dihydroxy-4H-chromen-4-one
—— 5,7-dihydroxy-2-(4-((4-methoxyphenyl)ethynyl)phenyl)-4H-chromen-4-one 1084329-07-6 C24H16O5
5,7-dihydroxy-2-(4-((4-methoxyphenyl)ethynyl)phenyl)-4H-chromen-4-one
—— 5,7-dihydroxy-2-(4-(3-hydroxy-3-methylbut-1-ynyl)phenyl)-4H-chromen-4-one 1084329-03-2 C20H16O5
5,7-dihydroxy-2-(4-(3-hydroxy-3-methylbut-1-ynyl)phenyl)-4H-chromen-4-one
—— 5,7-dihydroxy-2-(4-(3-hydroxyprop-1-ynyl)phenyl)-4H-chromen-4-one 1084329-01-0 C18H12O5
5,7-dihydroxy-2-(4-(3-hydroxyprop-1-ynyl)phenyl)-4H-chromen-4-one
—— 5,7-dihydroxy-2-(4-(3-methoxyprop-1-ynyl)phenyl)-4H-chromen-4-one 1084329-15-6 C19H14O5
5,7-dihydroxy-2-(4-(3-methoxyprop-1-ynyl)phenyl)-4H-chromen-4-one
—— 5,7-dihydroxy-2-(4-(phenylethynyl)phenyl)-4H-chromen-4-one 1084329-14-5 C23H14O4
5,7-dihydroxy-2-(4-(phenylethynyl)phenyl)-4H-chromen-4-one
—— 2-(4-((4-fluorophenyl)ethynyl)phenyl)-5,7-dihydroxy-4H-chromen-4-one 1084329-10-1 C23H13FO4
2-(4-((4-fluorophenyl)ethynyl)phenyl)-5,7-dihydroxy-4H-chromen-4-one
—— 5,7-dihydroxy-2-(4-(p-tolylethynyl)phenyl)-4H-chromen-4-one 1084329-05-4 C24H16O4
5,7-dihydroxy-2-(4-(p-tolylethynyl)phenyl)-4H-chromen-4-one
—— 3-methoxy-8-allyl-3'-chloroflavone 600151-87-9 C19H15ClO3
3-methoxy-8-allyl-3'-chloroflavone
—— diethyl 3-phenyl-4-(4-chlorophenyl)-3a-nitrobenzopyrano[3.4-c]pyrrolidine-1,1-dicarboxylate 1227402-13-2 C29H27ClN2O7
diethyl 3-phenyl-4-(4-chlorophenyl)-3a-nitrobenzopyrano[3.4-c]pyrrolidine-1,1-dicarboxylate
—— diethyl 7-methoxy-3-phenyl-4-(4-chlorophenyl)-3a-nitrobenzopyrano[3.4-c]pyrrolidine-1,1-dicarboxylate 1227402-22-3 C30H29ClN2O8
diethyl 7-methoxy-3-phenyl-4-(4-chlorophenyl)-3a-nitrobenzopyrano[3.4-c]pyrrolidine-1,1-dicarboxylate
—— 4'-tert-Butylflavonol 724754-30-7 C19H18O3
4'-tert-Butylflavonol
—— (R) ethyl 3-formy-4-hydroxy-2-phenyl-4H-chromene-4-carboxylate 1254212-96-8 C19H16O5
(R) ethyl 3-formy-4-hydroxy-2-phenyl-4H-chromene-4-carboxylate
—— 2-(4-Hydroxy-phenyl)-3,8-dimethoxy-chromen-4-one 111391-84-5 C17H14O5
2-(4-Hydroxy-phenyl)-3,8-dimethoxy-chromen-4-one
—— hexyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate 1217342-28-3 C23H24O6
hexyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate
—— N-icosyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide 1217342-47-6 C37H53NO5
N-icosyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide
—— O7-[(bromoethoxyl)carbonyl]methyl chrysin 1227681-41-5 C19H15BrO6
O7-[(bromoethoxyl)carbonyl]methyl chrysin
—— N-hexyl-2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide 1217342-38-5 C23H25NO5
N-hexyl-2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide
—— octyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate 1217342-30-7 C25H28O6
octyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate
—— N-octyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide 1217342-40-9 C25H29NO5
N-octyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide
—— methyl 4-chloro-2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)benzoate 1235837-73-6 C25H17ClO8
methyl 4-chloro-2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)benzoate
—— N-(naphthalen-2-yl)-2-(4-oxo-2-phenyl-4H-chromen-3-yloxy)acetamide 1070399-51-7 C27H19NO4
N-(naphthalen-2-yl)-2-(4-oxo-2-phenyl-4H-chromen-3-yloxy)acetamide
—— N-(naphthalen-2-yl)-2-(4-oxo-2-phenyl-4H-chromen-6-yloxy)acetamide 1070399-53-9 C27H19NO4
N-(naphthalen-2-yl)-2-(4-oxo-2-phenyl-4H-chromen-6-yloxy)acetamide
—— Apigenin-7-glucosid 897953-43-4 C21H20O10
Apigenin-7-glucosid