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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'-7-di-O-benzylquercet-3-yl 4-O-acetyl-2,3-O-carbonyl-α-L-rhamnopranoside 130999-28-9 C38H32O13
4'-7-di-O-benzylquercet-3-yl 4-O-acetyl-2,3-O-carbonyl-α-L-rhamnopranoside
—— [2-(4-Hydroxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-acetic acid 97980-72-8 C17H12O6
[2-(4-Hydroxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-acetic acid
—— 6-chloro-7-methyl-2-(4-(phenylthio)phenyl)-4H-chromen-4-one 1360145-34-1 C22H15ClO2S
6-chloro-7-methyl-2-(4-(phenylthio)phenyl)-4H-chromen-4-one
—— 92413-41-7 C30H36O9
—— (6,8-dichloro-2-phenyl-2H-chromen-3-yl)methanol 1228538-83-7 C16H12Cl2O2
(6,8-dichloro-2-phenyl-2H-chromen-3-yl)methanol
—— 3-[(3R,4S,5S,6R)-6-((3aR,4R,6S,7S,7aR)-2-Butyl-7-hydroxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxymethyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-one 70189-39-8 C33H40O16
3-[(3R,4S,5S,6R)-6-((3aR,4R,6S,7S,7aR)-2-Butyl-7-hydroxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxymethyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-one
—— 7-O-(2-Hydroxyiminopropyl)-3'-O-cyclopentyldiosmetin 205524-19-2 C24H25NO7
7-O-(2-Hydroxyiminopropyl)-3'-O-cyclopentyldiosmetin
—— 3-phenyl-3-(4-methoxyphenyl)-5-methoxy-7-fluoro-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-70-8 C37H31FO4
3-phenyl-3-(4-methoxyphenyl)-5-methoxy-7-fluoro-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 7-Benzyloxy-2-(4-benzyloxy-phenyl)-3,5-dihydroxy-6,8-dimethoxy-chromen-4-one 176662-28-5 C31H26O8
7-Benzyloxy-2-(4-benzyloxy-phenyl)-3,5-dihydroxy-6,8-dimethoxy-chromen-4-one
—— 3,3-bis(4-methoxyphenyl)-5,7-dichloro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1380855-12-8 C36H28Cl2O3
3,3-bis(4-methoxyphenyl)-5,7-dichloro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-8-ol 1259400-97-9 C45H44O5
13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-8-ol
—— 8-(2,3,4,5,6-Pentakis-phenylphenyl)-2,2-diphenylchromene 1322004-71-6 C57H40O
8-(2,3,4,5,6-Pentakis-phenylphenyl)-2,2-diphenylchromene
—— 2',6'-dibenzyloxy-3',4',5,6,7-pentamethoxyflavone 89328-93-8 C34H32O9
2',6'-dibenzyloxy-3',4',5,6,7-pentamethoxyflavone
—— 4',5,7-tri(methoxymethoxy)-6-(3,3-dimethyl)allylflavanone 199393-59-4 C26H32O8
4',5,7-tri(methoxymethoxy)-6-(3,3-dimethyl)allylflavanone
—— ethyl (E)-3-[(Z)-6-chloro-3-phenyl-1-(phenylimino)-1H-isochromen-4-yl]acrylate 1453187-89-7 C26H20ClNO3
ethyl (E)-3-[(Z)-6-chloro-3-phenyl-1-(phenylimino)-1H-isochromen-4-yl]acrylate
—— 3'-Hydroxy-β-flavanol 67765-50-8 C15H14O3
3'-Hydroxy-β-flavanol
—— 6,8-Dibrom-5-hydroxy-7,4'-diacetoxy-flavon 3162-18-3 C19H12Br2O7
6,8-Dibrom-5-hydroxy-7,4'-diacetoxy-flavon
—— 4-O-methylokanin 4'-O-(6"-O-p-coumaroyl-β-D-glucopyranoside) 142628-32-8 C31H30O13
4-O-methylokanin 4'-O-(6"-O-p-coumaroyl-β-D-glucopyranoside)
—— 7-O-[(4-Methyl-1-piperazinyl)carbonylmethyl]-3'-O-cyclopentyldiosmetin 205524-11-4 C28H32N2O7
7-O-[(4-Methyl-1-piperazinyl)carbonylmethyl]-3'-O-cyclopentyldiosmetin
—— 3-phenyl-3-(4-methoxyphenyl)-5-morpholino-7-fluoro-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-73-1 C40H36FNO4
3-phenyl-3-(4-methoxyphenyl)-5-morpholino-7-fluoro-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 1204484-89-8 C63H56N4O7
—— 1089147-06-7 C57H55N5O10
—— 2-(benzo[d][1,3]dioxol-5-yl)-4-oxo-4H-chromene-3,5,7-triyl triacetate 1187652-45-4 C22H16O10
2-(benzo[d][1,3]dioxol-5-yl)-4-oxo-4H-chromene-3,5,7-triyl triacetate
—— 2-(3,4-Dimethoxy-phenyl)-3,5-dihydroxy-7-methoxy-6-methoxymethoxy-chromen-4-one 154048-28-9 C20H20O9
2-(3,4-Dimethoxy-phenyl)-3,5-dihydroxy-7-methoxy-6-methoxymethoxy-chromen-4-one
—— 4H-1-Benzopyran-4-one,3,5-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-7-(phenylmethoxy)- 176662-27-4 C25H22O8
4H-1-Benzopyran-4-one,3,5-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-7-(phenylmethoxy)-
—— 7-benzyloxy-6,3',4',5'-tetramethoxyflavone 79492-63-0 C26H24O7
7-benzyloxy-6,3',4',5'-tetramethoxyflavone
—— 4'-acetoxy-6-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-7-benzyloxy-5-hydroxyflavan 1253227-72-3 C35H36O12
4'-acetoxy-6-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-7-benzyloxy-5-hydroxyflavan
—— Toluene-4-sulfonic acid 7-benzyloxy-5-hydroxy-6,8-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl ester 176662-23-0 C31H26O9S
Toluene-4-sulfonic acid 7-benzyloxy-5-hydroxy-6,8-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl ester
—— 1462876-37-4 C32H20Cl2O7
—— 3,3',4',5-Tetraacetoxy-7-butoxy-flavon 96075-57-9 C27H26O11
3,3',4',5-Tetraacetoxy-7-butoxy-flavon
—— 3,5,7-triethoxy-2-(3-ethoxy-4-methoxy-phenyl)-chromen-4-one 7678-38-8 C24H28O7
3,5,7-triethoxy-2-(3-ethoxy-4-methoxy-phenyl)-chromen-4-one
—— 3-Aethyl-7-methoxy-8-diaethylaminomethyl-flavon 102558-34-9 C23H27NO3
3-Aethyl-7-methoxy-8-diaethylaminomethyl-flavon
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one O-(6-azidohexyl) oxime 1072920-39-8 C21H24N4O5
5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one O-(6-azidohexyl) oxime
—— 6-Chloro-2-(4-chloro-phenyl)-3-hydroxy-2,3-dimethoxy-chroman-4-one 131136-65-7 C17H14Cl2O5
6-Chloro-2-(4-chloro-phenyl)-3-hydroxy-2,3-dimethoxy-chroman-4-one
—— 4-acetamido-5-hydroxy-2-(4-methoxycarbonyl)phenyl-2,3,4,5-tetrahydro-1-benzoxepin 114498-95-2 C20H21NO5
4-acetamido-5-hydroxy-2-(4-methoxycarbonyl)phenyl-2,3,4,5-tetrahydro-1-benzoxepin
—— 3-Benzyloxy-2-(4-chloro-phenyl)-6-propionyl-chromen-4-one 141070-52-2 C25H19ClO4
3-Benzyloxy-2-(4-chloro-phenyl)-6-propionyl-chromen-4-one
—— 5,7,3',4',5'',7'',3''',4'''-octa-O-methylprocyanidin B-3 37126-92-4 C38H42O12
5,7,3',4',5'',7'',3''',4'''-octa-O-methylprocyanidin B-3
—— 3'-acetoxy-6,7,4'-trimethoxyflavone 118793-65-0 C20H18O7
3'-acetoxy-6,7,4'-trimethoxyflavone
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-methylpiperazin-1-yl)-4H-chromen-4-one 1094471-36-9 C35H34N2O5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-methylpiperazin-1-yl)-4H-chromen-4-one
—— (Z)-3,3-diethoxy-2-(2-(3-methoxyphenyl)benzofuran-3(2H)-ylidene)-1-phenylpropan-1-ol 1361060-72-1 C28H30O5
(Z)-3,3-diethoxy-2-(2-(3-methoxyphenyl)benzofuran-3(2H)-ylidene)-1-phenylpropan-1-ol
—— 4H-1-Benzopyran-4-one,5-hydroxy-3,6,8-trimethoxy-2-phenyl-7-(phenylmethoxy)- 176662-32-1 C25H22O7
4H-1-Benzopyran-4-one,5-hydroxy-3,6,8-trimethoxy-2-phenyl-7-(phenylmethoxy)-
—— 67690-78-2 C25H26O8
—— 134272-41-6 C20H17NO3
—— (Z)-1-(1-(3-(4-chlorobenzylidene)-1,3-dihydroisobenzofuran-1-yl)cyclopropyl)-3-phenylisoquinoline 1589566-26-6 C33H24ClNO
(Z)-1-(1-(3-(4-chlorobenzylidene)-1,3-dihydroisobenzofuran-1-yl)cyclopropyl)-3-phenylisoquinoline
—— 1428646-22-3 C21H15FO4
—— 2-[3-methoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]acetonitrile 600152-03-2 C19H15NO4
2-[3-methoxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]acetonitrile
—— 3,6-Dihydroxyflavone 3-glucuronide 1242087-59-7 C21H18O10
3,6-Dihydroxyflavone 3-glucuronide
—— 6,8-Di-C-prenyl-5-hydroxy-7,4'-dimethoxyflavon 68634-23-1 C27H30O5
6,8-Di-C-prenyl-5-hydroxy-7,4'-dimethoxyflavon
—— 2',3',7-trihydroxyflavone 35836-42-1 C15H10O5
2',3',7-trihydroxyflavone
—— 4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(2-chlorobenzoate) 1244966-61-7 C29H16Cl2O6
4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(2-chlorobenzoate)