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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
—— eriodictyol 7,3'-dimethyl ether —— C17H16O6
eriodictyol 7,3'-dimethyl ether
—— 7-carboxymethyloxy-3',4',5-trimethoxy flavone monohydrate 847909-44-8 C20H18O8*H2O
7-carboxymethyloxy-3',4',5-trimethoxy flavone monohydrate
—— 5,7-diacetoxy-2-(3,4-dimethoxy-phenyl)-chromen-4-one 84122-44-1 C21H18O8
5,7-diacetoxy-2-(3,4-dimethoxy-phenyl)-chromen-4-one
—— 7-carboxymethyloxy-5-hydroxy-3',4'-dimethoxy flavone 203191-28-0 C19H16O8
7-carboxymethyloxy-5-hydroxy-3',4'-dimethoxy flavone
—— quercetin 3-O-β-D-glucopyranosyl-7-O-β-D-glucopyranosyl-(1->3)-α-L-[2-O-(2S)-2-methylbutyryl]-rhamnopyranoside 909803-30-1 C38H48O22
quercetin 3-O-β-D-glucopyranosyl-7-O-β-D-glucopyranosyl-(1->3)-α-L-[2-O-(2S)-2-methylbutyryl]-rhamnopyranoside
—— quercetin 3-O-β-D-glucopyranosyl-7-O-β-D-(6-O-3-hydroxyisobutyryl)-glucopyranosyl-(1->3)-α-L-[2-O-(2S)-2-methylbutyryl]-rhamnopyranoside 909803-31-2 C42H54O24
quercetin 3-O-β-D-glucopyranosyl-7-O-β-D-(6-O-3-hydroxyisobutyryl)-glucopyranosyl-(1->3)-α-L-[2-O-(2S)-2-methylbutyryl]-rhamnopyranoside
—— 3-Hydroxy-3',4',5,7,8-pentamethoxy-flavon 27500-35-2 C20H20O8
3-Hydroxy-3',4',5,7,8-pentamethoxy-flavon
—— sinocrassoside D2 909803-33-4 C27H30O17
sinocrassoside D2
—— 5,7-dihydroxy-3',4'-dimethoxyflavone 7-O-rhamnosyl(1->2)glucoside 34280-03-0 C29H34O15
5,7-dihydroxy-3',4'-dimethoxyflavone 7-O-rhamnosyl(1->2)glucoside
—— Isorhamnetin-3-β-D-glucopyranosid 6743-96-0 C22H22O12
Isorhamnetin-3-β-D-glucopyranosid
—— 2-(3,4-dimethoxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one 72947-60-5 C20H20O8
2-(3,4-dimethoxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one
—— 3-hydroxy-2-(2-methoxy-phenyl)-6-methyl-chromen-4-one 108971-73-9 C17H14O4
3-hydroxy-2-(2-methoxy-phenyl)-6-methyl-chromen-4-one
—— 5,7,8-Trihydroxy-3,3',4'-trimethoxyflavon 62506-94-9 C18H16O8
5,7,8-Trihydroxy-3,3',4'-trimethoxyflavon
—— quercetagetin 7-O-glucopyranoside 548-75-4 C21H20O13
quercetagetin 7-O-glucopyranoside
—— Quercetin-3-β-gentiobiosid 7431-83-6 C27H30O17
Quercetin-3-β-gentiobiosid
—— 7-Epoxypropoxy-3-methyl-flavon 37933-96-3 C19H16O4
7-Epoxypropoxy-3-methyl-flavon
—— 7-O-methylquercetin 3-O-α-L-rhamnopyranoside 20188-83-4 C22H22O11
7-O-methylquercetin 3-O-α-L-rhamnopyranoside
—— 7-amino-4'-flavonecarboxylic acid methyl ester 55737-18-3 C17H13NO4
7-amino-4'-flavonecarboxylic acid methyl ester
—— alatanin 1 131189-50-9 C38H41O20
alatanin 1
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-propylbenzoyl)]galactosyl-4H-chromen-4-one 1262615-53-1 C68H60O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-propylbenzoyl)]galactosyl-4H-chromen-4-one
—— 4'-diethylamino-3-hydroxyflavone 146680-78-6 C19H19NO3
4'-diethylamino-3-hydroxyflavone
—— 4-fluoro-3-formyl-flav-3-ene 98770-05-9 C16H11FO2
4-fluoro-3-formyl-flav-3-ene
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-methylphenylacetyl)]galactosyl-4H-chromen-4-one 1262615-55-3 C66H56O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-methylphenylacetyl)]galactosyl-4H-chromen-4-one
—— 4-chloro-3,8-diformyl-5,7-dimethoxy-flav-3-ene 98770-02-6 C19H15ClO5
4-chloro-3,8-diformyl-5,7-dimethoxy-flav-3-ene
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-fluorobenzoyl)]galactosyl-4H-chromen-4-one 1262615-67-7 C35H26F2O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-fluorobenzoyl)]galactosyl-4H-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorophenylbutanoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one 1262615-48-4 C71H62F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorophenylbutanoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-fluorophenylacetyl)]galactosyl-4H-chromen-4-one 1262615-69-9 C37H30F2O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-fluorophenylacetyl)]galactosyl-4H-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorophenylacetyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one 1262615-43-9 C67H54F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorophenylacetyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorobenzoyl)]galactosyl-4H-chromen-4-one 1262615-54-2 C62H46F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorobenzoyl)]galactosyl-4H-chromen-4-one
—— 7-benzyloxy-2-phenyl-chroman-4-one 20843-14-5 C22H18O3
7-benzyloxy-2-phenyl-chroman-4-one
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-propylbenzoyl)]galactosyl-4H-chromen-4-one 1262615-66-6 C41H40O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-propylbenzoyl)]galactosyl-4H-chromen-4-one
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{6''-O-[3'''-(4-fluorophenylpropanoyl)]}galactosyl-4H-chromen-4-one 1262615-77-9 C30H27FO13
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{6''-O-[3'''-(4-fluorophenylpropanoyl)]}galactosyl-4H-chromen-4-one
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-methylphenylacetyl)]galactosyl-4H-chromen-4-one 1262615-68-8 C39H36O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-methylphenylacetyl)]galactosyl-4H-chromen-4-one
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-ethoxybenzoyl)]glucosyl-4H-chromen-4-one 1262615-65-5 C39H36O16
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',6''-di-O-(4-ethoxybenzoyl)]glucosyl-4H-chromen-4-one
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{6''-O-[3'''-(4-methylphenylpropanoyl)]}galactosyl-4H-chromen-4-one 1262615-76-8 C31H30O13
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{6''-O-[3'''-(4-methylphenylpropanoyl)]}galactosyl-4H-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorophenylacetyl)]galactosyl-4H-chromen-4-one 1262615-56-4 C64H50F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorophenylacetyl)]galactosyl-4H-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-propylbenzoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one 1262615-40-6 C71H64O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-propylbenzoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorophenylpentanoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one 1262615-49-5 C73H66F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorophenylpentanoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorobenzoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen- 1262615-41-7 C65H50F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-fluorobenzoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-
—— 4-ethoxy-3-formyl-flav-3-ene 99943-47-2 C18H16O3
4-ethoxy-3-formyl-flav-3-ene
—— cyanidin 3-O-gentiobioside 47845-44-3 C27H31O16
cyanidin 3-O-gentiobioside
—— 7-acetylamino-4-chloro-3-formyl-flav-3-ene 98769-97-2 C18H14ClNO3
7-acetylamino-4-chloro-3-formyl-flav-3-ene
—— 3-formyl-4-piperidino-flav-3-ene 99943-48-3 C21H21NO2
3-formyl-4-piperidino-flav-3-ene
—— 3-(3-bromobenzyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one 1236113-85-1 C22H15BrO5
3-(3-bromobenzyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one
—— 2'-methyl-3'-nitroflavone 181044-14-4 C16H11NO4
2'-methyl-3'-nitroflavone
—— 2'-methyl-5-methoxy-3'-nitroflavone 921942-55-4 C17H13NO5
2'-methyl-5-methoxy-3'-nitroflavone
—— 4-chloro-6-N,N-dimethylamino-3-formyl-flav-3-ene 98770-04-8 C18H16ClNO2
4-chloro-6-N,N-dimethylamino-3-formyl-flav-3-ene
—— 4-chloro-3'-fluoro-3-formyl-flav-3-ene 98769-98-3 C16H10ClFO2
4-chloro-3'-fluoro-3-formyl-flav-3-ene
—— 3-formyl-4-(N-morpholino)-flav-3-ene 99943-49-4 C20H19NO3
3-formyl-4-(N-morpholino)-flav-3-ene
—— 3-formyl-4-(N-thiomorpholino)-flav-3-ene 99943-50-7 C20H19NO2S
3-formyl-4-(N-thiomorpholino)-flav-3-ene