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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
—— 7-chloro-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one 111391-86-7 C16H11ClO4
7-chloro-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one
—— 3,7,4'-trimethoxyflavone 20979-40-2 C18H16O5
3,7,4'-trimethoxyflavone
—— 7,2',4'-Trihydroxy-3-methoxyflavylium-chlorid 63549-26-8 C16H13O5*Cl
7,2',4'-Trihydroxy-3-methoxyflavylium-chlorid
—— 3,7-dihydroxy-2-(2,3,4-trihydroxy-phenyl)-chromen-4-one 39273-13-7 C15H10O7
3,7-dihydroxy-2-(2,3,4-trihydroxy-phenyl)-chromen-4-one
—— 6-Amino-2-(4-hydroxyphenyl)-3-methoxychromen-4-one 132020-52-1 C16H13NO4
6-Amino-2-(4-hydroxyphenyl)-3-methoxychromen-4-one
—— 7,2'-dihydroxyflavonol 24615-01-8 C15H10O5
7,2'-dihydroxyflavonol
—— 2-(2,3-dihydroxy-phenyl)-3,7-dihydroxy-chromen-4-one 80710-44-7 C15H10O6
2-(2,3-dihydroxy-phenyl)-3,7-dihydroxy-chromen-4-one
—— 7-Hydroxy-3,4'-dimethoxy-flavon 78430-12-3 C17H14O5
7-Hydroxy-3,4'-dimethoxy-flavon
—— 7-hydroxy-3-methoxy-2-(3-methoxy-phenyl)-chromen-4-one 743431-36-9 C17H14O5
7-hydroxy-3-methoxy-2-(3-methoxy-phenyl)-chromen-4-one
—— 7-hydroxy-3-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 20979-43-5 C19H18O7
7-hydroxy-3-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— ourateaproanthocyanidin 18206-61-6 C31H28O12
ourateaproanthocyanidin
—— 6-Methoxy-4'-aminoflavon 39679-62-4 C16H13NO3
6-Methoxy-4'-aminoflavon
—— 6-methoxy-2-(4-nitrophenyl)-4H-chromen-4-one 39679-61-3 C16H11NO5
6-methoxy-2-(4-nitrophenyl)-4H-chromen-4-one
—— procyanidin B-5 660441-80-5 C30H26O12
procyanidin B-5
—— 3-<(dimethylamino)methyl>flavanone hydrochloride 33460-83-2 C18H19NO2*ClH
3-<(dimethylamino)methyl>flavanone hydrochloride
—— Detralex 111804-73-0 C56H66O30
Detralex
—— 2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide 774581-86-1 C21H23N3O2
2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide
—— 7-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C26H28O14
7-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— methyl 4-(6,7,8,9-tetrahydro-6,6,9,9-tetramethyl-4H-4-oxonaphtho<2,3-b>pyran-2-yl)benzoate 113027-18-2 C25H26O4
methyl 4-(6,7,8,9-tetrahydro-6,6,9,9-tetramethyl-4H-4-oxonaphtho<2,3-b>pyran-2-yl)benzoate
—— 4H-1-Benzopyran-4-one, 6-bromo-2,3-dihydro-3-hydroxy-2-phenyl- 644973-52-4 C15H11BrO3
4H-1-Benzopyran-4-one, 6-bromo-2,3-dihydro-3-hydroxy-2-phenyl-
—— Delphinidin 3-glucosylglucoside 58213-36-8 C27H31O17+
Delphinidin 3-glucosylglucoside
—— 2-(3,4-dihydroxy-phenyl)-3,7,8-trihydroxy-chromenylium; chloride 65618-22-6 C15H11O6*Cl
2-(3,4-dihydroxy-phenyl)-3,7,8-trihydroxy-chromenylium; chloride
—— 4'-chloro-3,7-dihydroxyflavone 70460-36-5 C15H9ClO4
4'-chloro-3,7-dihydroxyflavone
—— methyl (2S,3S,4S,5R,6S)-6-[[(2S)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate 121927-82-0 C22H22O12
methyl (2S,3S,4S,5R,6S)-6-[[(2S)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
—— methyl (2S,3S,4S,5R,6S)-6-[[(2S)-5,8-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate 121927-85-3 C22H22O12
methyl (2S,3S,4S,5R,6S)-6-[[(2S)-5,8-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
—— Typhaneoside 104472-68-6 C34H42O20
Typhaneoside
—— Ikarisoside B 113558-10-4 C32H38O15
Ikarisoside B
—— beta-D-Glucopyranosiduronic acid, 2-(3,4-dimethoxyphenyl)-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl, methyl ester 126005-95-6 C24H24O12
beta-D-Glucopyranosiduronic acid, 2-(3,4-dimethoxyphenyl)-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl, methyl ester
—— 4H-1-Benzopyran-4-one, 3-((O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-6))-beta-D-galactopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)- 109008-28-8 C33H40O19
4H-1-Benzopyran-4-one, 3-((O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-6))-beta-D-galactopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
—— 4H-1-Benzopyran-4-one, 3-((6-deoxy-2-O-(6-O-(3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl)-beta-D-glucopyranosyl)-alpha-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy- 107190-71-6 C36H36O18
4H-1-Benzopyran-4-one, 3-((6-deoxy-2-O-(6-O-(3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl)-beta-D-glucopyranosyl)-alpha-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
—— 6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one 791601-81-5 C23H24O11
6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one
—— (E)-1-[2-hydroxy-6-methoxy-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one 61826-89-9 C22H24O10
(E)-1-[2-hydroxy-6-methoxy-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
—— 5-benzoyl-4'-benzyloxy-6-C-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyl)-7-methoxyflavone 1437307-71-5 C64H56O11
5-benzoyl-4'-benzyloxy-6-C-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyl)-7-methoxyflavone
—— 7-benzyloxy-5-hydroxy-2-(4-methoxymethoxyphenyl)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one 791601-77-9 C58H54O11
7-benzyloxy-5-hydroxy-2-(4-methoxymethoxyphenyl)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one
—— (E)-1-(4-bromophenyl)-3-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one 949143-89-9 C21H21BrO7
(E)-1-(4-bromophenyl)-3-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— 8-<3-{4-[4-Fluoro-2-(2,2,2-trifluoroethoxy)-phenyl]-1-piperazinyl}propylcarbamoyl>-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 335087-54-2 C32H31F4N3O4
8-<3-{4-[4-Fluoro-2-(2,2,2-trifluoroethoxy)-phenyl]-1-piperazinyl}propylcarbamoyl>-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 5,7,3'-tri-O-methyl-(-)-epicatechin 97914-19-7 C18H20O6
5,7,3'-tri-O-methyl-(-)-epicatechin
—— Licuroside 120926-46-7 C26H30O13
Licuroside
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-[3-(tetrahydropyran-2-yloxy)-propylamino]-4H-1-benzopyran-4-one 152169-29-4 C28H31F3N2O5
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-[3-(tetrahydropyran-2-yloxy)-propylamino]-4H-1-benzopyran-4-one
—— 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C27H30O14
5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— 2',5'-dihydroxyflavanone 1599474-55-1 C15H12O4
2',5'-dihydroxyflavanone
—— 2H-1-Benzopyran-3,4,7-triol, 3,4-dihydro-2-(4-hydroxyphenyl)-, [2S-(2I+/-,3I+/-,4I(2))]- 149820-44-0 C15H14O5
2H-1-Benzopyran-3,4,7-triol, 3,4-dihydro-2-(4-hydroxyphenyl)-, [2S-(2I+/-,3I+/-,4I(2))]-
—— methyl 6-bromo-3-methylflavone-8-carboxylate 91849-09-1 C18H13BrO4
methyl 6-bromo-3-methylflavone-8-carboxylate
—— (2R,3R,4S,5R)-2-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol —— C20H22O10
(2R,3R,4S,5R)-2-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-3,4,5-triol
—— [4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin 223387-30-2 C129H110O18
[4,8:4'',8'']-2,3-cis-3,4-trans: 2'',3''-cis-3'',4''-trans: 2'''',3''''-cis-dodeca-O-benzyl-tri-(-)-epicatechin
—— Proanthocyanidin A2 12798-56-0 C30H24O12
Proanthocyanidin A2
—— Proanthocyanidin A-2-heptamethylether 55626-24-9 C37H38O12
Proanthocyanidin A-2-heptamethylether
—— pavetannin B-1 139975-01-2 C45H36O18
pavetannin B-1
—— epicatechin(4β->8,2β->O->7)catechin 12798-56-0 C30H24O12
epicatechin(4β->8,2β->O->7)catechin
—— proanthocyanidin A-2 12798-56-0 C30H24O12
proanthocyanidin A-2