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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''-benzylthioprocyanidin B5 82863-23-8 C37H32O12S
4''-benzylthioprocyanidin B5
—— (2R,3R,4S)-4-(2,4,6-trihydroxyphenyl)flavan-3,3',4',5,7-pentaol 61541-06-8 C21H18O9
(2R,3R,4S)-4-(2,4,6-trihydroxyphenyl)flavan-3,3',4',5,7-pentaol
—— epicatechin-(4β->8)-epicatechin-(4β->8, 2β->O->7)-catechin 114653-45-1 C45H36O18
epicatechin-(4β->8)-epicatechin-(4β->8, 2β->O->7)-catechin
—— vitexin 3681-93-4 C21H20O10
vitexin
—— platanoside-B 1255211-63-2 C107H90O54
platanoside-B
—— platanoside-A 1255211-38-1 C58H52O27
platanoside-A
—— (8S)-N,N,2-trimethyl-8-(2-methylphenyl)-3-{[2-(trimethylsilyl)ethoxy]methyl}-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-28-9 C27H37N3O3Si
(8S)-N,N,2-trimethyl-8-(2-methylphenyl)-3-{[2-(trimethylsilyl)ethoxy]methyl}-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— malvidin 3-O-[6-O-(3-hydroxy-3-methylglutaroyl)-β-D-glucopyranoside] 1158964-28-3 C29H33O16
malvidin 3-O-[6-O-(3-hydroxy-3-methylglutaroyl)-β-D-glucopyranoside]
—— 6,8-dibromo-3-nitro-2-phenyl-2H-chromene 865566-89-8 C15H9Br2NO3
6,8-dibromo-3-nitro-2-phenyl-2H-chromene
—— 8-ethoxy-3-nitro-2-phenyl-2H-chromene 1435972-49-8 C17H15NO4
8-ethoxy-3-nitro-2-phenyl-2H-chromene
—— 2-(2,4,5-Trimethoxyphenyl)-7-hydroxy chromen-4-one 1430207-43-4 C18H16O6
2-(2,4,5-Trimethoxyphenyl)-7-hydroxy chromen-4-one
—— 2-(2,4,5-Trimethoxyphenyl)-6-chloro,3-hydroxy chromen-4-one 1430207-45-6 C18H15ClO6
2-(2,4,5-Trimethoxyphenyl)-6-chloro,3-hydroxy chromen-4-one
—— 2-(2,4,5-Trimethoxyphenyl)-6-hydroxy chroman-4-one 1430207-47-8 C18H18O6
2-(2,4,5-Trimethoxyphenyl)-6-hydroxy chroman-4-one
—— 2-(2,4,5-Trimethoxyphenyl)-6-chloro chromen-4-one 1430207-44-5 C18H15ClO5
2-(2,4,5-Trimethoxyphenyl)-6-chloro chromen-4-one
—— 2-(2,4,5-Trimethoxyphenyl)-6-hydroxy chromen-4-one 1187207-19-7 C18H16O6
2-(2,4,5-Trimethoxyphenyl)-6-hydroxy chromen-4-one
—— cyanidin 3-O-(2-O-β-D-xylopyranosyl)-β-D-glucopyranoside 63535-17-1 C26H29O15
cyanidin 3-O-(2-O-β-D-xylopyranosyl)-β-D-glucopyranoside
—— kaempferol 3-O-β-D-glucopyranosyl(1->4)-[α-Lrhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-[2-O-(E)-feruloyl]-β-D-glucopyranoside 1374330-90-1 C49H58O28
kaempferol 3-O-β-D-glucopyranosyl(1->4)-[α-Lrhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-[2-O-(E)-feruloyl]-β-D-glucopyranoside
—— kaempferol 3-O-[6-(E)-feruloyl]-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside-7-O-β-D-glucopyranoside 902120-18-7 C43H48O24
kaempferol 3-O-[6-(E)-feruloyl]-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside-7-O-β-D-glucopyranoside
—— 7-O-[2'-O-feruloyl-β-D-glucuronopyranosyl(1->2)-O-β-D-glucuronopyranoside]chrysoeriol 380468-53-1 C38H36O21
7-O-[2'-O-feruloyl-β-D-glucuronopyranosyl(1->2)-O-β-D-glucuronopyranoside]chrysoeriol
—— kaempferol 3-O-α-L-rhamnopyranosyl(1'''→6'')-β-D-galactopyranoside-7-O-(2'''''-O-trans-feruloyl)-β-D-glucopyranosyl(1'''''→2''''')-β-D-glucopyranoside 1624333-08-9 C49H58O28
kaempferol 3-O-α-L-rhamnopyranosyl(1'''→6'')-β-D-galactopyranoside-7-O-(2'''''-O-trans-feruloyl)-β-D-glucopyranosyl(1'''''→2''''')-β-D-glucopyranoside
—— kaempferol 3-O-β-D-glucopyranosyl(1->4)-[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-[3-O-(E)-coumaroyl]-β-D-glucopyranoside 1374330-92-3 C49H58O28
kaempferol 3-O-β-D-glucopyranosyl(1->4)-[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-[3-O-(E)-coumaroyl]-β-D-glucopyranoside
—— 7-O-(E)-feruloyl kaempferol-3-(2,6-di-O-acetyl-β-D-glucopyranoside) 1174172-68-9 C35H32O16
7-O-(E)-feruloyl kaempferol-3-(2,6-di-O-acetyl-β-D-glucopyranoside)
—— isorhamnetin-3-rutinoside 604-80-8 C28H32O16
isorhamnetin-3-rutinoside
—— kaempferol 3-O-β-D-glucosyl-(1→2)-β-D-galactoside 7-O-α-L-rhamnoside 1147526-84-8 C33H40O20
kaempferol 3-O-β-D-glucosyl-(1→2)-β-D-galactoside 7-O-α-L-rhamnoside
—— rhamnocitrin-3-O-α-L-rhamnopyranosyl-(1->6)-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside 1391144-89-0 C34H42O19
rhamnocitrin-3-O-α-L-rhamnopyranosyl-(1->6)-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside
—— 5,4'-dihydroxy-7-methoxyflavone 4'-O-β-D-galactopyranoside 204459-40-5 C22H22O10
5,4'-dihydroxy-7-methoxyflavone 4'-O-β-D-galactopyranoside
—— kaempferol 3-O-β-D-glucopyranosyl-7-O-[(6R,2E)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1→ 2)]-α-L-rhamnopyranoside 1448521-58-1 C37H44O17
kaempferol 3-O-β-D-glucopyranosyl-7-O-[(6R,2E)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1→ 2)]-α-L-rhamnopyranoside
—— kaempferol 3-O-rhamnoside 7-O-rhamnoside 482-38-2 C27H30O14
kaempferol 3-O-rhamnoside 7-O-rhamnoside
—— kaempferide, 7-O-(4-O-acethyl-α-L-rhamnopyranosyl) 1258963-38-0 C24H24O11
kaempferide, 7-O-(4-O-acethyl-α-L-rhamnopyranosyl)
—— rhamnocitrin-3-O-α-L-rhamnopyranosyl-(1->2)-β-D-galactopyranoside 1391144-85-6 C28H32O15
rhamnocitrin-3-O-α-L-rhamnopyranosyl-(1->2)-β-D-galactopyranoside
—— kaempferide 3-O-α-L-rhamnopyranosyl (1->6)-β-D-glucopyranoside 1010795-61-5 C28H32O15
kaempferide 3-O-α-L-rhamnopyranosyl (1->6)-β-D-glucopyranoside
—— rhamnocitrin-3-O-[(S)-3-hydroxy-3-methylglutaryl-(1->4)]-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside 1391144-82-3 C34H40O19
rhamnocitrin-3-O-[(S)-3-hydroxy-3-methylglutaryl-(1->4)]-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside
—— kaempferol 3-O-β-D-glucopyranosyl-7-O-[(6R,2E)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1→ 3)]-α-L-rhamnopyranoside 1448521-59-2 C37H44O17
kaempferol 3-O-β-D-glucopyranosyl-7-O-[(6R,2E)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1→ 3)]-α-L-rhamnopyranoside
—— quercetin 3-O-α-L-rhamnopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside 1247924-97-5 C45H60O28
quercetin 3-O-α-L-rhamnopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside
—— rhamnocitrin-3-O-[(S)-3-hydroxy-3-methylglutaryl-(1->3)]-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside 1391144-81-2 C34H40O19
rhamnocitrin-3-O-[(S)-3-hydroxy-3-methylglutaryl-(1->3)]-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside
—— 5,7-dimethoxy-3,4′-dihydroxyflavone 77316-40-6 C17H14O6
5,7-dimethoxy-3,4′-dihydroxyflavone
—— isorhamnetin 3-O-β-D-glucopyranosyl-7-O-[(6R,2E)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1→ 3)]-α-L-rhamnopyranoside 1448521-60-5 C38H46O18
isorhamnetin 3-O-β-D-glucopyranosyl-7-O-[(6R,2E)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1→ 3)]-α-L-rhamnopyranoside
—— cordylasin B 1068653-43-9 C45H60O27
cordylasin B
—— cordylasin A 1068653-41-7 C45H60O28
cordylasin A
—— Kaempferol 3-O-α-L-rhamnopyranoside 915778-43-7 C21H20O10
Kaempferol 3-O-α-L-rhamnopyranoside
—— kaempferol 3-O-α-L-rhamnopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside 1247924-98-6 C45H60O27
kaempferol 3-O-α-L-rhamnopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside
—— 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranoside 1252679-93-8 C26H28O14
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranoside
—— sesuvioside C 1312097-82-7 C29H34O17
sesuvioside C
—— chrysin 6-C-(2''-O-α-L-rhamnopyranosyl)-β-D-glucopyranosyl-7-O-β-D-glucopyranoside 1646145-96-1 C33H40O18
chrysin 6-C-(2''-O-α-L-rhamnopyranosyl)-β-D-glucopyranosyl-7-O-β-D-glucopyranoside
—— sesuvioside E 1312097-84-9 C30H36O17
sesuvioside E
—— chrysin 6-C-(2''-O-α-L-rhamnopyranosyl)-6'-deoxyribohexos-3-uloside 1646145-98-3 C27H28O12
chrysin 6-C-(2''-O-α-L-rhamnopyranosyl)-6'-deoxyribohexos-3-uloside
—— sesuvioside A 1312097-78-1 C29H34O16
sesuvioside A
—— chrysin 6-C-(2''-O-α-L-rhamnosyl)-β-L-fucopyranoside 1646145-97-2 C27H30O12
chrysin 6-C-(2''-O-α-L-rhamnosyl)-β-L-fucopyranoside
—— 8-C-β-D-glucopyranosyl(-)-epicatechin 4-β-benzylthioether 103215-61-8 C28H30O11S
8-C-β-D-glucopyranosyl(-)-epicatechin 4-β-benzylthioether
—— (-)-(2S,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol 87292-50-0 C43H38O6
(-)-(2S,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol