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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
—— 4-chloro-7-N,N-dimethylamino-3-formyl-flav-3-ene 98769-95-0 C18H16ClNO2
4-chloro-7-N,N-dimethylamino-3-formyl-flav-3-ene
—— 4-benzylmercapto-3-formyl-flav-3-ene 99943-51-8 C23H18O2S
4-benzylmercapto-3-formyl-flav-3-ene
—— 4-N,N-dimethylamino-3-formyl-flav-3-ene 99943-62-1 C18H17NO2
4-N,N-dimethylamino-3-formyl-flav-3-ene
—— 2-(6-Methyl-4-oxo-2-phenylchromen-8-yl)propanoic acid 87626-83-3 C19H16O4
2-(6-Methyl-4-oxo-2-phenylchromen-8-yl)propanoic acid
—— 8-(methoxycarbonylmethyl)-6-methyl-2-phenyl-4H-1-benzopyran-4-one 87626-75-3 C19H16O4
8-(methoxycarbonylmethyl)-6-methyl-2-phenyl-4H-1-benzopyran-4-one
—— 2-(Diethylamino)ethyl 2-(6-methyl-4-oxo-2-phenylchromen-8-yl)acetate 87626-76-4 C24H27NO4
2-(Diethylamino)ethyl 2-(6-methyl-4-oxo-2-phenylchromen-8-yl)acetate
—— 5,7-dihydroxy-3-(3-methylbenzyloxy)-2-phenyl-4H-chromen-4-one 1236113-89-5 C23H18O5
5,7-dihydroxy-3-(3-methylbenzyloxy)-2-phenyl-4H-chromen-4-one
—— 8-bromomethyl-6-methyl-2-phenyl-4H-1-benzopyran-4-one 87165-64-8 C17H13BrO2
8-bromomethyl-6-methyl-2-phenyl-4H-1-benzopyran-4-one
—— 3-methyl-2-(4'-chlorophenyl)-4H-benzopyran-4-one 1233712-99-6 C16H11ClO2
3-methyl-2-(4'-chlorophenyl)-4H-benzopyran-4-one
—— (+)-catechin 7,3'-di-O-β-D-glucopyranoside 105330-53-8 C27H34O16
(+)-catechin 7,3'-di-O-β-D-glucopyranoside
—— (+)-catechin 5,3'-di-O-β-D-glucopyranoside 105330-54-9 C27H34O16
(+)-catechin 5,3'-di-O-β-D-glucopyranoside
—— (2S,3R,4S,5S,6R)-2-[4-[(2R,3S)-3-hydroxy-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 105330-61-8 C24H30O11
(2S,3R,4S,5S,6R)-2-[4-[(2R,3S)-3-hydroxy-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— (+)-catechin 3',4'-di-O-β-D-glucopyranoside 105330-55-0 C27H34O16
(+)-catechin 3',4'-di-O-β-D-glucopyranoside
—— 2-(p-tolyl)-2H-chromene 1261361-47-0 C16H14O
2-(p-tolyl)-2H-chromene
—— 3-(but-2-ynyloxy)-2-(2-(trifluoromethyl)phenyl)-4H-chromen-4-one 1429665-29-1 C20H13F3O3
3-(but-2-ynyloxy)-2-(2-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— 3-hydroxy-6-nitroflavone 107618-68-8 C15H9NO5
3-hydroxy-6-nitroflavone
—— 3-(but-2-ynyloxy)-2-phenyl-4H-chromen-4-one 1429665-05-3 C19H14O3
3-(but-2-ynyloxy)-2-phenyl-4H-chromen-4-one
—— 3-(but-2-ynyloxy)-2-(2,4-dimethoxyphenyl)-4H-chromen-4-one 1429665-16-6 C21H18O5
3-(but-2-ynyloxy)-2-(2,4-dimethoxyphenyl)-4H-chromen-4-one
—— 3-(but-2-ynyloxy)-5-methoxy-2-phenyl-4H-chromen-4-one 1429665-25-7 C20H16O4
3-(but-2-ynyloxy)-5-methoxy-2-phenyl-4H-chromen-4-one
—— N-(2-Diethylaminoethyl)-3,3'-dimethylflavone-8-carboxamide 92606-57-0 C24H28N2O3
N-(2-Diethylaminoethyl)-3,3'-dimethylflavone-8-carboxamide
—— 2,8-diphenyl-chromen-4-one 87241-87-0 C21H14O2
2,8-diphenyl-chromen-4-one
—— 5,7,3',4'-tetra-O-benzyl-4β-(5,7,3',4'-tetra-O-benzylcatechin)catechin 137624-12-5 C86H74O12
5,7,3',4'-tetra-O-benzyl-4β-(5,7,3',4'-tetra-O-benzylcatechin)catechin
—— (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-methoxyflavan-3-ol 294203-72-8 C44H40O7
(2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-4-methoxyflavan-3-ol
—— 3-Acetoxy-5,7,3',4'-tetramethoxy-flavan 100735-99-7 C21H24O7
3-Acetoxy-5,7,3',4'-tetramethoxy-flavan
—— 5,7-Di-O-(beta-hydroxyethyl)rutoside 862127-03-5 C31H38O18
5,7-Di-O-(beta-hydroxyethyl)rutoside
—— (2S,4S)-6,8-dimethyl-7-hydroxy-4'-methoxy-4,2''-oxidoflavan-5-O-β-D-6-O-acetyl-glucopyranoside 877852-68-1 C26H30O10
(2S,4S)-6,8-dimethyl-7-hydroxy-4'-methoxy-4,2''-oxidoflavan-5-O-β-D-6-O-acetyl-glucopyranoside
—— (2S,4S)-6,8-dimethyl-7-hydroxy-4'-methoxy-4,2''-oxidoflavan-5-O-β-D-3-O-acetyl-glucopyranoside 877853-21-9 C26H30O10
(2S,4S)-6,8-dimethyl-7-hydroxy-4'-methoxy-4,2''-oxidoflavan-5-O-β-D-3-O-acetyl-glucopyranoside
—— 3',5,7-Tri-O-(beta-hydroxyethyl)rutoside 81793-49-9 C33H42O19
3',5,7-Tri-O-(beta-hydroxyethyl)rutoside
—— cyanodelphin 138949-72-1 C85H97O49
cyanodelphin
—— 5-O-(beta-Hydroxyethyl)rutoside 862127-12-6 C29H34O17
5-O-(beta-Hydroxyethyl)rutoside
—— 4-β-D-glucopyranosyloxy-2'-hydroxy-3,4',6'-trimethoxy-<i>trans</i>-chalcone 112572-59-5 C24H28O11
4-β-D-glucopyranosyloxy-2'-hydroxy-3,4',6'-trimethoxy-<i>trans</i>-chalcone
—— 1580489-94-6 C16H12O5
—— 8-Acetyl-7-hydroxy-3-methylflavone 42345-38-0 C18H14O4
8-Acetyl-7-hydroxy-3-methylflavone
—— 6,8-dimethylflavanone 123251-10-5 C17H16O2
6,8-dimethylflavanone
—— 3-(3-chlorobenzyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one 1160162-38-8 C22H15ClO5
3-(3-chlorobenzyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one
—— 2-(4-Methoxy-phenyl)-8-methyl-chromene-4-thione 769949-18-0 C17H14O2S
2-(4-Methoxy-phenyl)-8-methyl-chromene-4-thione
—— 2-(4-methoxy-phenyl)-7-(3-morpholin-4-yl-propoxy)-chromene-4-thione 769949-21-5 C23H25NO4S
2-(4-methoxy-phenyl)-7-(3-morpholin-4-yl-propoxy)-chromene-4-thione
—— 4',5,7-trihydroxy-3',5'-dimethoxyflavone 7-O-[2-O-(β-D-apifuranos-1-yl)-β-D-glucopyranoside] 1256917-31-3 C28H32O16
4',5,7-trihydroxy-3',5'-dimethoxyflavone 7-O-[2-O-(β-D-apifuranos-1-yl)-β-D-glucopyranoside]
—— 2-(4-methoxyphenyl)-2H-chromene 1261361-45-8 C16H14O2
2-(4-methoxyphenyl)-2H-chromene
—— rhamnocitrin-O-α-L-rhamnopyranoside 57525-01-6 C22H22O10
rhamnocitrin-O-α-L-rhamnopyranoside
—— 2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one 1393953-75-7 C21H22O9
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-bis(methoxymethoxy)-4H-chromen-4-one
—— rhamnocitrin-3-O-[(S)-3-hydroxy-3-methylglutaryl-(1->6)]-β-D-galactopyranoside 1391144-83-4 C28H30O15
rhamnocitrin-3-O-[(S)-3-hydroxy-3-methylglutaryl-(1->6)]-β-D-galactopyranoside
—— 6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one 4424-13-9 C16H10O4
6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one
—— (+/-)-3<i>t</i>-hydroxy-2<i>r</i>-(4-hydroxy-phenyl)-5,7-dimethoxy-chroman-4-one 26207-83-0 C17H16O6
(+/-)-3<i>t</i>-hydroxy-2<i>r</i>-(4-hydroxy-phenyl)-5,7-dimethoxy-chroman-4-one
—— 6-prenyl-5,4'-dihydroxy-3,7,3'-trimethoxyflavone 90179-88-7 C23H24O7
6-prenyl-5,4'-dihydroxy-3,7,3'-trimethoxyflavone
—— 6-prenyl-5,7,4'-trihydroxy-3,3'-dimethoxyflavone 90179-86-5 C22H22O7
6-prenyl-5,7,4'-trihydroxy-3,3'-dimethoxyflavone
—— pavetannin A 157086-14-1 C30H24O12
pavetannin A
—— rhodalidin 94696-37-4 C26H28O16
rhodalidin
—— 4',4''',5,5'',7,7''-hexahydroxy-3,3''-O-β-D-glucosyl-3',3'''-bisflavonoyl ether 1326303-84-7 C42H38O23
4',4''',5,5'',7,7''-hexahydroxy-3,3''-O-β-D-glucosyl-3',3'''-bisflavonoyl ether
—— quercetin 3-O-β-D-galactopyranosyl-7-O-β-D-glucopyranoside 6892-74-6 C27H30O17
quercetin 3-O-β-D-galactopyranosyl-7-O-β-D-glucopyranoside