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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-(2.4-Dichlor-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-81-6 C16H9Cl3O4
2-(2.4-Dichlor-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— 2,2-Diphenyl-5,6-benzo-chroman 13218-00-3 C25H20O
2,2-Diphenyl-5,6-benzo-chroman
—— (2R,3R,4S)-4-(2-amino-4,6-dimethoxyphenyl)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol 1169702-46-8 C23H23NO8
(2R,3R,4S)-4-(2-amino-4,6-dimethoxyphenyl)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol
—— 5,7-dihydroxy-8-allyl-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-42-9 C23H22O8
5,7-dihydroxy-8-allyl-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 11-Methyl-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one 112649-55-5 C22H14O3
11-Methyl-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one
—— 6-Methoxy-5-jod-flavon 4253-14-9 C16H11IO3
6-Methoxy-5-jod-flavon
—— 3',6-Dichlor-4'-methyl-flavonol 3412-17-7 C16H10Cl2O3
3',6-Dichlor-4'-methyl-flavonol
—— 3-Acetoxy-2'.4'.6-trimethyl-flavon 2567-79-5 C20H18O4
3-Acetoxy-2'.4'.6-trimethyl-flavon
—— 6-Fluor-4'-hydroxy-3'-methoxyflavanon 4257-32-3 C16H13FO4
6-Fluor-4'-hydroxy-3'-methoxyflavanon
—— 2-[3,4-bis(phenylmethoxy)phenyl]-5-decoxy-6,7-dimethoxychromen-4-one 103777-23-7 C41H46O7
2-[3,4-bis(phenylmethoxy)phenyl]-5-decoxy-6,7-dimethoxychromen-4-one
—— (E)-3-(4-β-D-allopyranosyloxyphenyl)-1-(4-fluorophenyl)-propenone 1089671-19-1 C21H21FO7
(E)-3-(4-β-D-allopyranosyloxyphenyl)-1-(4-fluorophenyl)-propenone
—— (2-benzo[1,3]dioxol-5-yl-7-hydroxy-3-methoxy-4-oxo-4<i>H</i>-chromen-8-yl)-acetaldehyde 111472-16-3 C19H14O7
(2-benzo[1,3]dioxol-5-yl-7-hydroxy-3-methoxy-4-oxo-4<i>H</i>-chromen-8-yl)-acetaldehyde
—— (2R,3S,4R,5S,6R)-2-(hydroxymethyl)-6-[3-[2-methoxy-4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]phenyl]tetrahydropyran-3,4,5-triol 1453853-13-8 C22H24N2O7
(2R,3S,4R,5S,6R)-2-(hydroxymethyl)-6-[3-[2-methoxy-4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]phenyl]tetrahydropyran-3,4,5-triol
—— 3-(2,4-difluoro-3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-63-1 C30H31F2NO4*ClH
3-(2,4-difluoro-3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 5,7,4'-triacetoxy-6-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-8-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)flavone 1253228-06-6 C46H48O24
5,7,4'-triacetoxy-6-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-8-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)flavone
—— 2-{[4-(4-oxo-4H-chromen-2-yl)phenyl]amino}acetic acid 1356490-83-9 C17H13NO4
2-{[4-(4-oxo-4H-chromen-2-yl)phenyl]amino}acetic acid
—— 2-(2,4-dichlorophenyl)-4-[(trimethylsilyl)oxy]-3,4-dihydro-2H-chromene-4-carbonitrile 1313611-74-3 C19H19Cl2NO2Si
2-(2,4-dichlorophenyl)-4-[(trimethylsilyl)oxy]-3,4-dihydro-2H-chromene-4-carbonitrile
—— troxerutin vinyl sebacate 1218941-83-3 C45H60O22
troxerutin vinyl sebacate
—— 2-(2-fluorophenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one 1613023-71-4 C25H23FO4
2-(2-fluorophenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one
—— 2-phenyl-4-[benzimidazol-2-yl-hydrazono]benzopyran 452936-45-7 C22H18N4O
2-phenyl-4-[benzimidazol-2-yl-hydrazono]benzopyran
—— (2R,3S)-3'-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzyl-3-acetylcatechin 1390643-75-0 C44H48O7Si
(2R,3S)-3'-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzyl-3-acetylcatechin
—— 3a-Iod-6-brom-3',4'-dimethoxy-flavanon 19015-45-3 C17H14BrIO4
3a-Iod-6-brom-3',4'-dimethoxy-flavanon
—— 2-[2-(2,6-dimethyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid 1426900-59-5 C21H19NO4S
2-[2-(2,6-dimethyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid
—— bis(2-phenyl-3-chromonyl)disulfide 94953-74-9 C30H18O4S2
bis(2-phenyl-3-chromonyl)disulfide
—— 3,8-dibromo-6-nitro-7-n-butoxyflavanone 139589-35-8 C19H15Br2NO5
3,8-dibromo-6-nitro-7-n-butoxyflavanone
—— 2'-Benzyloxy-3,4'-dimethoxy-5,7-diacetoxy-flavon 13618-52-5 C28H24O9
2'-Benzyloxy-3,4'-dimethoxy-5,7-diacetoxy-flavon
—— 2'-Hydroxy-3,5,7,4'-tetramethoxy-flavon 13618-54-7 C19H18O7
2'-Hydroxy-3,5,7,4'-tetramethoxy-flavon
—— 2-<Naphthyl-(1)>-3-acetoxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-83-8 C22H15ClO5
2-<Naphthyl-(1)>-3-acetoxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— methyl 2-fluoro-5-((2S,4R)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoate 1451372-73-8 C31H30FNO3
methyl 2-fluoro-5-((2S,4R)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoate
—— 7-methoxy-2-(3-methoxyphenyl)chroman-4-one 32272-16-5 C17H16O4
7-methoxy-2-(3-methoxyphenyl)chroman-4-one
—— 2-(4-Amino-phenyl)-3,6,8-tribromo-chromen-4-one 153450-03-4 C15H8Br3NO2
2-(4-Amino-phenyl)-3,6,8-tribromo-chromen-4-one
—— 5-hydroxy-4'-methyl-5'-phenylfuro<2',3':7,8>flavone 130592-45-9 C24H16O4
5-hydroxy-4'-methyl-5'-phenylfuro<2',3':7,8>flavone
—— 5,7-dihydroxy-6,8-dipropyl-2-(3-ethoxycarbonylmethoxy-4-methoxy-phenyl)-4H-1-benzopyran-4-one 198886-52-1 C26H30O8
5,7-dihydroxy-6,8-dipropyl-2-(3-ethoxycarbonylmethoxy-4-methoxy-phenyl)-4H-1-benzopyran-4-one
—— 7-ethoxycarbonylmethoxy-5-hydroxy-2-[5-hydroxy-4-methoxy-2-(3-methylbut-2-enyl)phenyl]-4H-1-benzopyran-4-one 198886-45-2 C25H26O8
7-ethoxycarbonylmethoxy-5-hydroxy-2-[5-hydroxy-4-methoxy-2-(3-methylbut-2-enyl)phenyl]-4H-1-benzopyran-4-one
—— (2S,4S)-2-(2-methoxyphenyl)chroman-4-ol 67765-43-9 C16H16O3
(2S,4S)-2-(2-methoxyphenyl)chroman-4-ol
—— 4-Aethyl-5,6-benzoflavan-4-ol 2859-91-8 C21H20O2
4-Aethyl-5,6-benzoflavan-4-ol
—— 3-(4-hydroxy-3-(trifluoromethyl)phenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-93-7 C31H32F3NO4*ClH
3-(4-hydroxy-3-(trifluoromethyl)phenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 3-iodo-7-methoxy-2-phenyl-4H-furo[2,3-b]benzopyran-4-one 1279109-12-4 C18H11IO4
3-iodo-7-methoxy-2-phenyl-4H-furo[2,3-b]benzopyran-4-one
—— 8-Brom-6-fluor-4'-methoxy-flavonol 4434-71-3 C16H10BrFO4
8-Brom-6-fluor-4'-methoxy-flavonol
—— (7-methoxy-3-nitro-2-phenyl-chroman-4-yl)-acetaldehyde 1134455-60-9 C18H17NO5
(7-methoxy-3-nitro-2-phenyl-chroman-4-yl)-acetaldehyde
—— 209746-64-5 C29H32O10
—— 2-[2-(5-fluoro-2-methyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid 1426900-54-0 C20H16FNO4S
2-[2-(5-fluoro-2-methyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid
—— 1-(4-methylphenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea 122484-07-5 C26H27N3O3S
1-(4-methylphenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea
—— 6-Methyl-3,5,7,2',4'-pentamethoxy-flavon 7555-90-0 C21H22O7
6-Methyl-3,5,7,2',4'-pentamethoxy-flavon
—— 3-(3,4-dihydroxyphenyl)-N-[3-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxypropyl]prop-2-enamide 1156494-97-1 C27H23NO10
3-(3,4-dihydroxyphenyl)-N-[3-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxypropyl]prop-2-enamide
—— 3,3'-Bis-<chromen-4-on-2-yl>-2,2',6,6'-tetramethoxy-biphenyl 15837-62-4 C34H26O8
3,3'-Bis-<chromen-4-on-2-yl>-2,2',6,6'-tetramethoxy-biphenyl
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (diisopropoxyphosphoryl)-L-prolinate 1120368-05-9 C26H30NO8P
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (diisopropoxyphosphoryl)-L-prolinate
—— 2-Allyl-2-<2-hydroxy-phenyl>-benzofuran-3-on 4986-26-9 C17H14O3
2-Allyl-2-<2-hydroxy-phenyl>-benzofuran-3-on
—— 2,3-Dimethyl-7-phenyl-furo<3.2-g><1>benzopyran-5-on 4196-67-2 C19H14O3
2,3-Dimethyl-7-phenyl-furo<3.2-g><1>benzopyran-5-on
—— 6-Fluor-2'-hydroxy-flavanon 4257-37-8 C15H11FO3
6-Fluor-2'-hydroxy-flavanon