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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
—— 3.7-Di-O-methyl-quercetin-triacetat 56606-44-1 C23H20O10
3.7-Di-O-methyl-quercetin-triacetat
—— 2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetic acid 97980-65-9 C17H12O5
2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetic acid
—— 1421313-33-8 C37H34O6
—— Terflavoxate 86433-39-8 C26H29NO4
Terflavoxate
—— Terflavoxate hydrochloride 86433-39-8 C26H29NO4*ClH
Terflavoxate hydrochloride
—— kaempferol-7-O-(2''-E-p-coumaroyl)-α-L-arabinofuranoside 1297489-38-3 C29H24O12
kaempferol-7-O-(2''-E-p-coumaroyl)-α-L-arabinofuranoside
—— 3,5,8-triacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one 13013-85-9 C25H20O12
3,5,8-triacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one
—— 5-hydroxy-7-(oxiran-2-ylmethoxy)-2-phenyl-4H-chromen-4-one 84858-42-4 C18H14O5
5-hydroxy-7-(oxiran-2-ylmethoxy)-2-phenyl-4H-chromen-4-one
—— 2-(4-methoxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b’]dipyran-4-one 1020409-03-3 C21H18O4
2-(4-methoxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b’]dipyran-4-one
—— 2-(3'-bromomethyl-phenyl)-4H-1-benzopyran-4-one 228088-37-7 C16H11BrO2
2-(3'-bromomethyl-phenyl)-4H-1-benzopyran-4-one
—— N-{[(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxy]acetyl}-L-methionine 1141487-78-6 C22H21NO7S
N-{[(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxy]acetyl}-L-methionine
—— 3,3',5-Trihydroxy-4',7-di-(β-hydroxyethoxy)flavon 50846-12-3 C19H18O9
3,3',5-Trihydroxy-4',7-di-(β-hydroxyethoxy)flavon
—— 8-(o-methoxybenzyl)-3',4',5,7-tetra-O-methyl-(+)-catechin 81410-28-8 C27H30O7
8-(o-methoxybenzyl)-3',4',5,7-tetra-O-methyl-(+)-catechin
—— 2-(3,4-dichlorophenyl)-4H-chromen-4-one 84437-40-1 C15H8Cl2O2
2-(3,4-dichlorophenyl)-4H-chromen-4-one
—— kuwanol A 96562-91-3 C34H28O8
kuwanol A
—— 2-(naphthalen-2-yl)chroman-4-one 77038-49-4 C19H14O2
2-(naphthalen-2-yl)chroman-4-one
—— (-)-(2S)-2'-chloroflavan-4-one 6344-24-7 C15H11ClO2
(-)-(2S)-2'-chloroflavan-4-one
—— 3,5,7-trimethoxy-4'-methylflavone 1385652-25-4 C19H18O5
3,5,7-trimethoxy-4'-methylflavone
—— 6-(o-methoxybenzyl)-3',4',5,7-tetra-O-methyl-(+)-catechin 81410-26-6 C27H30O7
6-(o-methoxybenzyl)-3',4',5,7-tetra-O-methyl-(+)-catechin
—— 2-(3-hydroxy-phenyl)-5-methoxy-chromen-4-one 743436-63-7 C16H12O4
2-(3-hydroxy-phenyl)-5-methoxy-chromen-4-one
—— chrysin 6-C-β-boivinopyranosyl-7-O-β-D-glucopyranoside 1646145-99-4 C27H30O12
chrysin 6-C-β-boivinopyranosyl-7-O-β-D-glucopyranoside
—— (2R,3S)-2-(4-benzyloxyphenyl)-7-benzyloxychroman-3-ol 850816-16-9 C29H26O4
(2R,3S)-2-(4-benzyloxyphenyl)-7-benzyloxychroman-3-ol
—— (E)-1-(2,4-Dihydroxy-phenyl)-3-[4-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propenone 5041-81-6 C21H22O9
(E)-1-(2,4-Dihydroxy-phenyl)-3-[4-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propenone
—— camelliquercetiside C 1365758-47-9 C41H44O22
camelliquercetiside C
—— quercetin 3-O-[α-L-arabinopyranosyl(1->3)][2-O''-(E)-p-coumaroyl][β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside 1365758-43-5 C47H54O27
quercetin 3-O-[α-L-arabinopyranosyl(1->3)][2-O''-(E)-p-coumaroyl][β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside
—— 4',7-Dichlorflavon 36774-78-4 C15H8Cl2O2
4',7-Dichlorflavon
—— quercetin 3-O-[2-O''-(E)-p-coumaroyl][β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->6)]-β-D-glucoside 1365758-45-7 C42H46O23
quercetin 3-O-[2-O''-(E)-p-coumaroyl][β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->6)]-β-D-glucoside
—— quercetin 3-O-[2-O''-(E)-p-coumaroyl][α-L-rhamnopyranosyl-(1→6)-O-β-D-glucopyranoside] 194292-73-4 C36H36O18
quercetin 3-O-[2-O''-(E)-p-coumaroyl][α-L-rhamnopyranosyl-(1→6)-O-β-D-glucopyranoside]
—— 5,7-dihydroxy-3-methoxy-6-C-methylflavone 8,4'-di-O-β-D-glucopyranoside 1395087-18-9 C29H34O17
5,7-dihydroxy-3-methoxy-6-C-methylflavone 8,4'-di-O-β-D-glucopyranoside
—— kaempferol 3-O-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside 482-38-2 C27H30O14
kaempferol 3-O-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside
—— 4H-1-Benzopyran-4-one,5,7-bis(acetyloxy)-6,8-dimethoxy-2-(4-methoxyphenyl)- 10211-35-5 C22H20O9
4H-1-Benzopyran-4-one,5,7-bis(acetyloxy)-6,8-dimethoxy-2-(4-methoxyphenyl)-
—— 7-mono-O-(β-hydroxyetyl)rutoside 23869-24-1 C29H34O17
7-mono-O-(β-hydroxyetyl)rutoside
—— 725223-63-2 C49H43O20
—— 725223-64-3 C49H43O20
—— (2R,2''R,3R,3''R,4R)-[4,8]-2,3-cis-3,4-trans-(-)-epigallocatechin-(-)-epigallocatechin-3''-O-gallate 86588-88-7 C37H30O18
(2R,2''R,3R,3''R,4R)-[4,8]-2,3-cis-3,4-trans-(-)-epigallocatechin-(-)-epigallocatechin-3''-O-gallate
—— (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (9Z,12Z)-9,12-octadecadienoate 1421589-36-7 C39H50O13
(6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (9Z,12Z)-9,12-octadecadienoate
—— 8-methoxy-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid 917957-44-9 C21H22N2O4
8-methoxy-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid
—— 4-[(Z)-(3-hydroxy-2-phenyl-chromen-4-ylidene)amino]-1,5-dimethyl-2-phenyl-pyrazol-3-one 1361237-32-2 C26H21N3O3
4-[(Z)-(3-hydroxy-2-phenyl-chromen-4-ylidene)amino]-1,5-dimethyl-2-phenyl-pyrazol-3-one
—— 8-methoxy-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid methylamide 917957-47-2 C22H25N3O3
8-methoxy-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid methylamide
—— 8-methoxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid 911048-71-0 C20H20N2O4
8-methoxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid
—— 8-methoxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid methylamide 911048-72-1 C21H23N3O3
8-methoxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid methylamide
—— 1297599-53-1 C35H31O16
—— (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate 1421589-37-8 C39H48O13
(6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate
—— 7-(tetrazol-5-ylmethyloxy)-3',4',5-trimethoxyflavone 1092093-60-1 C20H18N4O6
7-(tetrazol-5-ylmethyloxy)-3',4',5-trimethoxyflavone
—— 7,4'-dihydroxy-8-methoxyflavone 1202796-51-7 C16H12O5
7,4'-dihydroxy-8-methoxyflavone
—— 5,4'-dihydroxy-6'',6''-dimethyl-4'',5''-dihydropyrano-[2'',3'':7,8]flavanone 68634-20-8 C20H20O5
5,4'-dihydroxy-6'',6''-dimethyl-4'',5''-dihydropyrano-[2'',3'':7,8]flavanone
—— 2-(4-acetoxyphenyl)-5-hydroxy-8-(3-methylbut-2-enyloxy)-4-oxochroman-7-yl acetate 334701-04-1 C24H24O7
2-(4-acetoxyphenyl)-5-hydroxy-8-(3-methylbut-2-enyloxy)-4-oxochroman-7-yl acetate
—— 3,7-diacetoxy-2-(2,3,4-triacetoxy-phenyl)-chromen-4-one 114999-30-3 C25H20O12
3,7-diacetoxy-2-(2,3,4-triacetoxy-phenyl)-chromen-4-one
—— 2-(4-acetoxyphenyl)-5-hydroxy-4-oxochroman-7-yl acetate 3162-03-6 C19H16O7
2-(4-acetoxyphenyl)-5-hydroxy-4-oxochroman-7-yl acetate
—— 4-(7-acetoxy-5-((3-methylbut-2-en-1-yl)oxy)-4-oxochroman-2-yl)phenyl acetate 334701-03-0 C24H24O7
4-(7-acetoxy-5-((3-methylbut-2-en-1-yl)oxy)-4-oxochroman-2-yl)phenyl acetate