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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'-t-butyl-3-methylene flavanone 77038-52-9 C20H20O2
4'-t-butyl-3-methylene flavanone
—— 3-Decyl-2-(3,4-dihydroxy-phenyl)-5-hydroxy-6,7-dimethoxy-chromen-4-one 134081-51-9 C27H34O7
3-Decyl-2-(3,4-dihydroxy-phenyl)-5-hydroxy-6,7-dimethoxy-chromen-4-one
—— 3'-cyano flavanone 77038-31-4 C16H11NO2
3'-cyano flavanone
—— 2-(3,4-dimethoxyphenyl)-5-hydroxy-6-iodo-3,7-dimethoxy-4H-chromen-4-one 1192850-43-3 C19H17IO7
2-(3,4-dimethoxyphenyl)-5-hydroxy-6-iodo-3,7-dimethoxy-4H-chromen-4-one
—— 2-(3',4'-bis(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one 307521-00-2 C29H22O5
2-(3',4'-bis(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one
—— 2-(4-pyridyl)flavanone 77038-45-0 C20H15NO2
2-(4-pyridyl)flavanone
—— 2-(3,5-dimethoxyphenyl)chroman-4-one 1428926-06-0 C17H16O4
2-(3,5-dimethoxyphenyl)chroman-4-one
—— 3-Decyl-2-(3,4-dihydroxy-phenyl)-5,7,8-trimethoxy-chromen-4-one 134081-27-9 C28H36O7
3-Decyl-2-(3,4-dihydroxy-phenyl)-5,7,8-trimethoxy-chromen-4-one
—— 2-(4-methylphenyl)-2,3-dihydro-4H-chromen-4-one —— C16H14O2
2-(4-methylphenyl)-2,3-dihydro-4H-chromen-4-one
—— 3-Decyl-2-(3,4-dihydroxy-phenyl)-5-hydroxy-7,8-dimethoxy-chromen-4-one 134081-43-9 C27H34O7
3-Decyl-2-(3,4-dihydroxy-phenyl)-5-hydroxy-7,8-dimethoxy-chromen-4-one
—— 3-Hydroxy-4'-chloroflavone 19275-70-8 C15H9ClO3
3-Hydroxy-4'-chloroflavone
—— 2-(4-(dimethylamino)phenyl)-4H-chromen-4-one 50287-25-7 C17H15NO2
2-(4-(dimethylamino)phenyl)-4H-chromen-4-one
—— 2-(4-bromophenyl)-3-hydroxy-4H-chromen-4-one 54210-23-0 C15H9BrO3
2-(4-bromophenyl)-3-hydroxy-4H-chromen-4-one
—— 2-(2-fluorophenyl)-4H-chromen-4-one 1645-20-1 C15H9FO2
2-(2-fluorophenyl)-4H-chromen-4-one
—— 2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one 128814-90-4 C16H9F3O2
2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— 4'-nitroflavone 19725-49-6 C15H9NO4
4'-nitroflavone
—— 2-(4-methoxyphenyl)-3-benzyloxy-6-[(1-iminoethyl-2-hydroxy)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-55-2 C31H26N2O5*ClH
2-(4-methoxyphenyl)-3-benzyloxy-6-[(1-iminoethyl-2-hydroxy)amino]-4H-1-benzopyran-4-one hydrochloride
—— 3-(benzyloxy)-2-(4-hydroxyphenyl)-4H-chromen-4-one 1167577-39-0 C22H16O4
3-(benzyloxy)-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— 3-(benzyloxy)-2-(4-(2-(2-hydroxyethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-26-3 C26H24O6
3-(benzyloxy)-2-(4-(2-(2-hydroxyethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 2-(4-(dimethylamino)phenyl)-6-hydroxy-4H-chromen-4-one 887646-88-0 C17H15NO3
2-(4-(dimethylamino)phenyl)-6-hydroxy-4H-chromen-4-one
—— (R)-2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-methoxy-2H-chromene-3-carboxylic acid 203918-16-5 C21H20O7
(R)-2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-methoxy-2H-chromene-3-carboxylic acid
—— 2-(1,3-benzodioxol-5-yl)-4-butyl-6-propan-2-yloxy-2H-chromene-3-carboxylic acid 203918-92-7 C24H26O6
2-(1,3-benzodioxol-5-yl)-4-butyl-6-propan-2-yloxy-2H-chromene-3-carboxylic acid
—— 3’,4’,5,7-tetra-O-benzyl-4β-O-propargylcatechin 1217257-69-6 C46H40O7
3’,4’,5,7-tetra-O-benzyl-4β-O-propargylcatechin
—— 7-(diethylamino)-2-phenyl-4H-chromen-4-one 231627-89-7 C19H19NO2
7-(diethylamino)-2-phenyl-4H-chromen-4-one
—— andrographidine E 113963-41-0 C24H26O11
andrographidine E
—— andrographidine D 113963-40-9 C25H28O12
andrographidine D
—— andrographidine F 113963-42-1 C25H28O13
andrographidine F
—— 3,3-Bis(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran-6-ol 192438-04-3 C27H22O4
3,3-Bis(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran-6-ol
—— 2-(3,4-dimethylphenyl)-4H-chromen-4-one 1373355-20-4 C17H14O2
2-(3,4-dimethylphenyl)-4H-chromen-4-one
—— (+)-butin 74628-42-5 C15H12O5
(+)-butin
—— 3-tosyloxyflavone 13800-28-7 C22H16O5S
3-tosyloxyflavone
—— (1R,3S,6R,7S,10R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 29782-68-1 C25H22O10
(1R,3S,6R,7S,10R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one
—— 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-(2-hydroxy-3-methyl-3-butenyl)-6-(3-methyl-2-butenyl)-, (2S)- 234766-44-0 C25H28O7
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-(2-hydroxy-3-methyl-3-butenyl)-6-(3-methyl-2-butenyl)-, (2S)-
—— (9-Methoxy-6-methyl-2,2-diphenyl-2H-naphtho[1,2-b]pyran-5-yl)methanol 757240-51-0 C28H24O3
(9-Methoxy-6-methyl-2,2-diphenyl-2H-naphtho[1,2-b]pyran-5-yl)methanol
—— 5,7,3',4'-tetra-O-benzylepicatechin-4β,8-(5,7,3',4'-tetra-O-methylepicatechin) 299412-75-2 C62H58O12
5,7,3',4'-tetra-O-benzylepicatechin-4β,8-(5,7,3',4'-tetra-O-methylepicatechin)
—— [(2R,3R)-8-[(2R,3R,4R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-phenoxycarbothioyloxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl]oxy-phenoxymethanethione 299412-38-7 C76H66O14S2
[(2R,3R)-8-[(2R,3R,4R)-2-[3,4-bis(phenylmethoxy)phenyl]-3-phenoxycarbothioyloxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl]oxy-phenoxymethanethione
—— (2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-ol 888026-41-3 C50H58O8
(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-ol
—— 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C29H34O15
5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 3,3''-dihydroxy-4',4''',5,5'',7,7''-hexamethoxy-3',3'''-biflavone 1253959-25-9 C36H30O12
3,3''-dihydroxy-4',4''',5,5'',7,7''-hexamethoxy-3',3'''-biflavone
—— 3-bromo-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 454482-66-7 C18H15BrO5
3-bromo-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 3-iodo-2-(4-methoxyphenyl)-4H-chromen-4-one 150107-86-1 C16H11IO3
3-iodo-2-(4-methoxyphenyl)-4H-chromen-4-one
—— [4,8]-2,3-trans-3,4-trans:2,3-trans-octa-O-benzyl-bi-(+)-catechin 137550-06-2 C86H74O12
[4,8]-2,3-trans-3,4-trans:2,3-trans-octa-O-benzyl-bi-(+)-catechin
—— 5,7,3',4'-tetra-O-benzyl[2-14C]epicatechin 1126481-82-0 C43H38O6
5,7,3',4'-tetra-O-benzyl[2-14C]epicatechin
—— 5,7,3',4'-tetra-O-benzyl-4-(2-ethoxyethoxy)[2-14C]epicatechin 1126481-85-3 C47H46O8
5,7,3',4'-tetra-O-benzyl-4-(2-ethoxyethoxy)[2-14C]epicatechin
—— (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)chroman-3-ol 773859-58-8 C36H32O5
(-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)chroman-3-ol
—— 5,7,3′,4′-tetra-O-benzyl-4β-(2-ethoxyethoxy)-(+)-catechin 478796-20-2 C47H46O8
5,7,3′,4′-tetra-O-benzyl-4β-(2-ethoxyethoxy)-(+)-catechin
—— 7-carboxymethyloxy-3',4',6-trimethoxy flavone 203191-07-5 C20H18O8
7-carboxymethyloxy-3',4',6-trimethoxy flavone
—— 3',7-Dihydroxy-4',5,6-trimethoxy-flavon 25892-98-2 C18H16O7
3',7-Dihydroxy-4',5,6-trimethoxy-flavon
—— 7-hydroxyethyloxy-3',4',5-trimethoxy flavone 203191-36-0 C20H20O7
7-hydroxyethyloxy-3',4',5-trimethoxy flavone
—— 2-(4-(2-hydroxyethoxy)-3-(methoxymethoxy)phenyl)-3,7-bis(methoxymethoxy)-4H-chromen-4-one 1181377-21-8 C23H26O10
2-(4-(2-hydroxyethoxy)-3-(methoxymethoxy)phenyl)-3,7-bis(methoxymethoxy)-4H-chromen-4-one