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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
—— 3,3-Diphenyl-3H-benzo[f]chromene-8-carboxylic acid thiophen-2-ylmethyl ester 211796-97-3 C31H22O3S
3,3-Diphenyl-3H-benzo[f]chromene-8-carboxylic acid thiophen-2-ylmethyl ester
—— 4-chloro-3-formyl-5,6,7-trimethoxy-flav-3-ene 98784-18-0 C19H17ClO5
4-chloro-3-formyl-5,6,7-trimethoxy-flav-3-ene
—— 3-hydroxy-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one 1017266-10-2 C16H9F3O3
3-hydroxy-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— 6,6-Diphenyl-5,6-dihydro-naphtho<2',1':2,3>pyranon-(4) 4222-17-7 C25H18O2
6,6-Diphenyl-5,6-dihydro-naphtho<2',1':2,3>pyranon-(4)
—— 1-(ethoxycarbonylmethyl)-1,2-dihydro-3,3-diphenyl-3H-naphtho[2,1-b]pyran-1-ol 1253612-50-8 C29H26O4
1-(ethoxycarbonylmethyl)-1,2-dihydro-3,3-diphenyl-3H-naphtho[2,1-b]pyran-1-ol
—— 6-(C-β-D-xylopyranosyl)naringenin 1248653-83-9 C20H20O9
6-(C-β-D-xylopyranosyl)naringenin
—— 6,8-di-(C-β-D-xylopyranosyl)naringenin 1248653-84-0 C25H28O13
6,8-di-(C-β-D-xylopyranosyl)naringenin
—— kaempferol 3-O-(6''-malonylglucoside) 81149-02-2 C24H22O14
kaempferol 3-O-(6''-malonylglucoside)
—— kaempferol 3-O-(2'',6''-di-O-E-p-coumaroyl)-β-D-galactopyranoside 1354833-01-4 C39H32O15
kaempferol 3-O-(2'',6''-di-O-E-p-coumaroyl)-β-D-galactopyranoside
—— Kaempferol-3-O-β-D-(2''-cis-p-cumaryl-6''-trans-p-cumaryl)glucopyranosid 137120-98-0 C39H32O15
Kaempferol-3-O-β-D-(2''-cis-p-cumaryl-6''-trans-p-cumaryl)glucopyranosid
—— mahuanin D 88010-42-8 C30H24O9
mahuanin D
—— (2R,3R,8R,9S)-5-Methoxy-8-(2,4,6-trimethoxy-benzyl)-2,9-bis-(3,4,5-trimethoxy-phenyl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-3-ol 121795-69-5 C40H46O13
(2R,3R,8R,9S)-5-Methoxy-8-(2,4,6-trimethoxy-benzyl)-2,9-bis-(3,4,5-trimethoxy-phenyl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-3-ol
—— (2R,3R,8R,9R)-5-Methoxy-8-(2,4,6-trimethoxy-benzyl)-2,9-bis-(3,4,5-trimethoxy-phenyl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-3-ol 121844-28-8 C40H46O13
(2R,3R,8R,9R)-5-Methoxy-8-(2,4,6-trimethoxy-benzyl)-2,9-bis-(3,4,5-trimethoxy-phenyl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-3-ol
—— 3'-(2-chromonyl)flavone 27172-32-3 C24H14O4
3'-(2-chromonyl)flavone
—— 2-benzo[1,3]dioxol-5-yl-6,8-dichloro-chromen-4-one 132567-78-3 C16H8Cl2O4
2-benzo[1,3]dioxol-5-yl-6,8-dichloro-chromen-4-one
—— 6,8-dichloro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441772-04-8 C18H14Cl2O6
6,8-dichloro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 6,8-dichloro-2-(3,4-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one 101576-54-9 C17H12Cl2O5
6,8-dichloro-2-(3,4-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one
—— 6,8-Dichloro-2-(4-chloro-naphthalen-1-yl)-chromen-4-one 146517-75-1 C19H9Cl3O2
6,8-Dichloro-2-(4-chloro-naphthalen-1-yl)-chromen-4-one
—— 5,7-Di-O-methyl-(-)-epicatechin 87564-45-2 C17H18O6
5,7-Di-O-methyl-(-)-epicatechin
—— Methyl 2-(2-Hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)-phenoxy)acetate 1144104-72-2 C18H14O9
Methyl 2-(2-Hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)-phenoxy)acetate
—— kuwanon M 85802-38-6 C50H48O12
kuwanon M
—— 3',7-di-O-benzyl-4'-O-methylquercetin 1268621-74-4 C30H24O7
3',7-di-O-benzyl-4'-O-methylquercetin
—— 2'-Chloro-7-(2,3-epoxypropoxy)-flavone 84858-60-6 C18H13ClO4
2'-Chloro-7-(2,3-epoxypropoxy)-flavone
—— 2-(2-chlorophenyl)-7-hydroxy-4H-1-benzopyran-4-one 936028-62-5 C15H9ClO3
2-(2-chlorophenyl)-7-hydroxy-4H-1-benzopyran-4-one
—— 2-(4-Fluorophenyl)-2H-chromen-4(3H)-one 1413433-47-2 C15H11FO2
2-(4-Fluorophenyl)-2H-chromen-4(3H)-one
—— 2-hydroxyethyl 4-oxo-2-p-tolyl-4H-chromene-3-carboxylate 1391042-69-5 C19H16O5
2-hydroxyethyl 4-oxo-2-p-tolyl-4H-chromene-3-carboxylate
—— 3-(2-methyl-N-piperidino)-propyl 3-methylflavone-8-carboxylate hydrochloride 86433-33-2 C26H29NO4*ClH
3-(2-methyl-N-piperidino)-propyl 3-methylflavone-8-carboxylate hydrochloride
—— 4'-bromo-3-(bromomethyl)-7-methoxyflavone 905601-24-3 C17H12Br2O3
4'-bromo-3-(bromomethyl)-7-methoxyflavone
—— (2R,3R)-(+)-4',7-di-O-methyldihydrokaempferol 41515-76-8 C17H16O6
(2R,3R)-(+)-4',7-di-O-methyldihydrokaempferol
—— 4'-bromo-7-hydroxy-3-methylflavone 905601-21-0 C16H11BrO3
4'-bromo-7-hydroxy-3-methylflavone
—— 4'-bromo-7-methoxy-3-methylflavone 905601-19-6 C17H13BrO3
4'-bromo-7-methoxy-3-methylflavone
—— Folorogenin 35815-06-6 C16H14O6
Folorogenin
—— (2<i>R</i>)-3<i>t</i>,5-diacetoxy-2<i>r</i>-(4-acetoxy-phenyl)-7-methoxy-chroman-4-one 37971-72-5 C22H20O9
(2<i>R</i>)-3<i>t</i>,5-diacetoxy-2<i>r</i>-(4-acetoxy-phenyl)-7-methoxy-chroman-4-one
—— Micranthoside 79852-11-2 C28H34O16
Micranthoside
—— 4-[3-phenyl-3H-naphtho[2,1-b]pyran-3-yl]-4'-(1-hydroxy-1-phenylprop-2-yn-1-yl)diphenyl ether 872715-68-9 C40H28O3
4-[3-phenyl-3H-naphtho[2,1-b]pyran-3-yl]-4'-(1-hydroxy-1-phenylprop-2-yn-1-yl)diphenyl ether
—— 4,4'-bis[3-phenyl-3H-naphtho[2,1-b]pyran-3-yl]diphenyl ether 872715-63-4 C50H34O3
4,4'-bis[3-phenyl-3H-naphtho[2,1-b]pyran-3-yl]diphenyl ether
—— 4-[3-phenyl-3H-naphtho[2,1-b]pyran-3-yl]-4'-[13-oxo-3-phenylindeno[2,1-f]naphtho[1,2-b]pyran-3-yl]diphenyl ether 872715-78-1 C57H36O4
4-[3-phenyl-3H-naphtho[2,1-b]pyran-3-yl]-4'-[13-oxo-3-phenylindeno[2,1-f]naphtho[1,2-b]pyran-3-yl]diphenyl ether
—— 7-hydroxy-2-(4-methoxyphenyl)-5-methyl-4-oxo-4H-chromene 65332-00-5 C17H14O4
7-hydroxy-2-(4-methoxyphenyl)-5-methyl-4-oxo-4H-chromene
—— 2-(3,4-Dihydroxy-phenyl)-5,6,7-trimethoxy-3-methyl-chromen-4-one 134081-31-5 C19H18O7
2-(3,4-Dihydroxy-phenyl)-5,6,7-trimethoxy-3-methyl-chromen-4-one
—— desmodol trimethyl ether 68349-74-6 C24H24O6
desmodol trimethyl ether
—— 3-(4-methoxyphenyl)-1-phenyl-3H-benzo[f]chromene 1193311-02-2 C26H20O2
3-(4-methoxyphenyl)-1-phenyl-3H-benzo[f]chromene
—— 2-(3,4-Dihydroxy-phenyl)-5,7,8-trimethoxy-3-methyl-chromen-4-one 134081-23-5 C19H18O7
2-(3,4-Dihydroxy-phenyl)-5,7,8-trimethoxy-3-methyl-chromen-4-one
—— 3-hydroxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-4H-furo[2,3-h]chromen-4-one 1310461-36-9 C20H18O4
3-hydroxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-4H-furo[2,3-h]chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7,8-dimethoxy-3-methyl-chromen-4-one 134081-39-3 C18H16O7
2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7,8-dimethoxy-3-methyl-chromen-4-one
—— 2-(3,4-Bis-benzyloxy-phenyl)-5,7,8-trimethoxy-3-methyl-chromen-4-one 134082-09-0 C33H30O7
2-(3,4-Bis-benzyloxy-phenyl)-5,7,8-trimethoxy-3-methyl-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-5-hydroxy-6,7-dimethoxy-3-methyl-chromen-4-one 134081-47-3 C18H16O7
2-(3,4-Dihydroxy-phenyl)-5-hydroxy-6,7-dimethoxy-3-methyl-chromen-4-one
—— 3,5,7-triacetoxy-2-(3,4,5-triacetoxy-phenyl)-chroman-4-one 75413-05-7 C27H24O14
3,5,7-triacetoxy-2-(3,4,5-triacetoxy-phenyl)-chroman-4-one
—— 3-phenyl-3-(α-naphthyl)-3H-naphtho[2,1-b]pyran 1227951-27-0 C29H20O
3-phenyl-3-(α-naphthyl)-3H-naphtho[2,1-b]pyran
—— 4'-bromo-3-methylflavone 905601-22-1 C16H11BrO2
4'-bromo-3-methylflavone
—— 4'-bromo-3-(bromomethyl)flavone 905601-27-6 C16H10Br2O2
4'-bromo-3-(bromomethyl)flavone