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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
—— 5,7-difluoro-3',4',5'-trimethoxyflavonol 1394018-34-8 C18H14F2O6
5,7-difluoro-3',4',5'-trimethoxyflavonol
—— 8-acetylamino-2-(4-methoxy-phenyl)-chroman-4-one 132594-03-7 C18H17NO4
8-acetylamino-2-(4-methoxy-phenyl)-chroman-4-one
—— 2-(4-amino-phenyl)-6-methyl-chroman-4-one 113454-64-1 C16H15NO2
2-(4-amino-phenyl)-6-methyl-chroman-4-one
—— 6-Benzoyl-8-methyl-flavonol 95811-68-0 C23H16O4
6-Benzoyl-8-methyl-flavonol
—— (-)-epicatechin tetramethyl ether 3-O-acetate 58065-34-2 C21H24O7
(-)-epicatechin tetramethyl ether 3-O-acetate
—— 2'-Nitro-5'-dimethylaminoflavon 57476-53-6 C17H14N2O4
2'-Nitro-5'-dimethylaminoflavon
—— 6-hydroxy-2-(2,6-difluorophenyl)chroman-4-one 488849-66-7 C15H10F2O3
6-hydroxy-2-(2,6-difluorophenyl)chroman-4-one
—— 2-(3,4-dimethoxy-phenyl)-5,8-dihydroxy-3-methoxy-chromen-4-one 859050-38-7 C18H16O7
2-(3,4-dimethoxy-phenyl)-5,8-dihydroxy-3-methoxy-chromen-4-one
—— (+/-)-3<i>t</i>-hydroxy-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4-one oxime 93818-35-0 C17H17NO4
(+/-)-3<i>t</i>-hydroxy-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4-one oxime
—— 7,4'-Diacetoxy-3,5,8,3'-tetramethoxy-flavon 23344-33-4 C23H22O10
7,4'-Diacetoxy-3,5,8,3'-tetramethoxy-flavon
—— Butyl-[[2-[4-(diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl]-dimethylazanium;bromide 1234679-34-5 Br*C26H35N2O3
Butyl-[[2-[4-(diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl]-dimethylazanium;bromide
—— 11-(4-methoxyphenyl)-6-phenylindeno[1,2-c]chromene 1309468-61-8 C29H20O2
11-(4-methoxyphenyl)-6-phenylindeno[1,2-c]chromene
—— 7-((3-chlorobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1160162-40-2 C26H19ClO7
7-((3-chlorobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 8-Nitro-3,7-dihydroxy-3'-methoxy-flavon 132318-56-0 C16H11NO7
8-Nitro-3,7-dihydroxy-3'-methoxy-flavon
—— 2-(2-methoxyphenyl)chroman-4,6-diol 488850-03-9 C16H16O4
2-(2-methoxyphenyl)chroman-4,6-diol
—— 1421313-18-9 C38H36O7
—— (2R,3S,4S)-4-(1,3,5-tri-O-methylphloroglucinol)-5,7,3',4'-tetra-O-methylflavan-3-ol 17422-83-2 C28H32O9
(2R,3S,4S)-4-(1,3,5-tri-O-methylphloroglucinol)-5,7,3',4'-tetra-O-methylflavan-3-ol
—— (2R,3R)-8-Methoxy-2-(4-methoxy-phenyl)-3-nitro-chroman 113495-54-8 C17H17NO5
(2R,3R)-8-Methoxy-2-(4-methoxy-phenyl)-3-nitro-chroman
—— 6,8-dibromo-2-(3-hydroxy-phenyl)-chroman-4-one 107943-16-8 C15H10Br2O3
6,8-dibromo-2-(3-hydroxy-phenyl)-chroman-4-one
—— 7-Chlor-6-amino-flavon 92426-56-7 C15H10ClNO2
7-Chlor-6-amino-flavon
—— (2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4-hydroxy-5-(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate) 1186527-15-0 C49H41N3O19S3Si
(2R,3R)-2-(3-tert-butyldiphenylsilyloxy-4-hydroxy-5-(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychromane-5,7-diyl bis(2-nitrobenzenesulfonate)
—— 1278523-76-4 C53H54O7
—— 6,7,8-trihydroxy-2-(3',4',5'-trihydroxyphenyl)-4H-1-benzopyran-4-one-8-Β-D-glucopyranoside 132186-53-9 C21H20O13
6,7,8-trihydroxy-2-(3',4',5'-trihydroxyphenyl)-4H-1-benzopyran-4-one-8-Β-D-glucopyranoside
—— (+/-)-4',5,7-trimethoxymethoxy-8-allyl-flavanone 1134396-38-5 C24H28O8
(+/-)-4',5,7-trimethoxymethoxy-8-allyl-flavanone
—— 3-ethyl-6,11-dimethyl-7-phenyl-4,8-dioxa-2-thiatricyclo[7.3.1.05,13]trideca-1(12),5,9(13),10-tetraen-12-ol 124488-31-9 C20H20O3S
3-ethyl-6,11-dimethyl-7-phenyl-4,8-dioxa-2-thiatricyclo[7.3.1.05,13]trideca-1(12),5,9(13),10-tetraen-12-ol
—— (2R,3S)-3-(benzyloxy)-8-iodo-5-methoxy-2-(4-methoxyphenyl)chroman-7-ol 1453207-46-9 C24H23IO5
(2R,3S)-3-(benzyloxy)-8-iodo-5-methoxy-2-(4-methoxyphenyl)chroman-7-ol
—— 1,28-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19,22,25,28-decaoxaoctacosane 916330-77-3 C66H74O20
1,28-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19,22,25,28-decaoxaoctacosane
—— 3-Hydroxy-7-nonyl-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one 649551-62-2 C24H28O6
3-Hydroxy-7-nonyl-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
—— 6-Benzoyl-2'-methoxy-8-methyl-flavon 88856-34-2 C24H18O4
6-Benzoyl-2'-methoxy-8-methyl-flavon
—— 4-(5,8-dimethyl-2,2-diphenyl-2H-chromen-6-yl)morpholine 1073241-59-4 C27H27NO2
4-(5,8-dimethyl-2,2-diphenyl-2H-chromen-6-yl)morpholine
—— (2S,3S,4S,5R,6S)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3- yl)oxy)-5-hydroxy-2-propyltetrahydro-2H-pyran-3,4-diyl diacetate 1417412-10-2 C48H46O12
(2S,3S,4S,5R,6S)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3- yl)oxy)-5-hydroxy-2-propyltetrahydro-2H-pyran-3,4-diyl diacetate
—— 936028-65-8 C23H16O5
—— methyl 2-(4-iodophenyl)-4-oxo-4H-chromene-3-carboxylate 1417564-59-0 C17H11IO4
methyl 2-(4-iodophenyl)-4-oxo-4H-chromene-3-carboxylate
—— [(2RS,4R)-6-bromo-4-((R)-2-methyl-propane-2-sulfinylamino)-2-phenyl-chroman-4-yl]-difluoro-acetic acid ethyl ester 1415108-66-5 C23H26BrF2NO4S
[(2RS,4R)-6-bromo-4-((R)-2-methyl-propane-2-sulfinylamino)-2-phenyl-chroman-4-yl]-difluoro-acetic acid ethyl ester
—— 8-C-Methyl-quercetin-pentamethylaether 54945-85-6 C21H22O7
8-C-Methyl-quercetin-pentamethylaether
—— 6-acetoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 857823-64-4 C20H18O7
6-acetoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 1278523-77-5 C54H57NO6
—— 8-Acetoxy-flavon 93327-98-1 C17H12O4
8-Acetoxy-flavon
—— 2,2-bis(4-dimethylaminophenyl)-5-methoxycarbonyl-6-acetoxy-2H-naphtho[1,2-b]pyran 194941-02-1 C33H32N2O5
2,2-bis(4-dimethylaminophenyl)-5-methoxycarbonyl-6-acetoxy-2H-naphtho[1,2-b]pyran
—— Heptamethoxy-linarin 404853-80-1 C35H46O14
Heptamethoxy-linarin
—— 3,5,7-tris-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-chromen-4-one 103567-81-3 C44H36O7
3,5,7-tris-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-chromen-4-one
—— 91735-22-7 C17H17NO4
—— 3.4'-Dimethoxy-6.7-methylendioxy-flavon 98344-27-5 C18H14O6
3.4'-Dimethoxy-6.7-methylendioxy-flavon
—— 2-(benzo[1,3]dioxol-5-yl)-3-benzyloxy-6-[(1-iminoethyl-2-cyclopropyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-58-5 C27H22N2O5*ClH
2-(benzo[1,3]dioxol-5-yl)-3-benzyloxy-6-[(1-iminoethyl-2-cyclopropyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 2-((2R5,4R)-4-amino-6-nitro-2-phenyl-chroman-4-yl)-2,2-difluoro-ethanol 1415108-82-5 C17H16F2N2O4
2-((2R5,4R)-4-amino-6-nitro-2-phenyl-chroman-4-yl)-2,2-difluoro-ethanol
—— 6-acetyl-5,7-dihydroxy-3,4',8-trimethoxyflavone 110193-77-6 C20H18O8
6-acetyl-5,7-dihydroxy-3,4',8-trimethoxyflavone
—— 2-(4-Methoxy-phenyl)-3-methylene-chroman-4-one 77038-19-8 C17H14O3
2-(4-Methoxy-phenyl)-3-methylene-chroman-4-one
—— 8-<p-Toluolsulfo-oxy>-5,6-benzoflavon 96674-92-9 C26H18O5S
8-<p-Toluolsulfo-oxy>-5,6-benzoflavon
—— 5,7-dihydroxyflavanone oxime 1193346-74-5 C15H13NO4
5,7-dihydroxyflavanone oxime
—— 2-(3-iodo-phenyl)-5,7-dimethoxy-chromen-4-one 109091-20-5 C17H13IO4
2-(3-iodo-phenyl)-5,7-dimethoxy-chromen-4-one