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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-O-methylkaempferol 3-O-(α-L-rhamnopyranosyl-(1→6)-O-β-D-galactopyranoside) —— C28H32O15
7-O-methylkaempferol 3-O-(α-L-rhamnopyranosyl-(1→6)-O-β-D-galactopyranoside)
—— atriplexin II —— C29H32O17
atriplexin II
—— atriplexin III —— C28H30O17
atriplexin III
—— kaempferol 3-O-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→6)-[α-L-rhamnopyranosyl(1→2)]-β-D-galactopyranoside-7-O-β-D-glucopyranoside —— C45H60O29
kaempferol 3-O-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→6)-[α-L-rhamnopyranosyl(1→2)]-β-D-galactopyranoside-7-O-β-D-glucopyranoside
—— kaempferol 3-O-β-D-xylopyranosyl(1→2)-β-D-galactopyranoside-7-O-α-L-rhamnopyranoside —— C32H38O19
kaempferol 3-O-β-D-xylopyranosyl(1→2)-β-D-galactopyranoside-7-O-α-L-rhamnopyranoside
—— kaempferol-3-O-α-L-rhamnosyl-(1'''→6'')-O-β-D-galactopyranosyl-7-O-β-D-apiofuranoside —— C32H38O19
kaempferol-3-O-α-L-rhamnosyl-(1'''→6'')-O-β-D-galactopyranosyl-7-O-β-D-apiofuranoside
—— kaempferol-3-O-α-L-rhamnopyranosyl-7-O-β-D-glucuronopyranoside —— C27H28O16
kaempferol-3-O-α-L-rhamnopyranosyl-7-O-β-D-glucuronopyranoside
—— (-)-catechin-8-C-β-D-glucopyranoside —— C21H24O11
(-)-catechin-8-C-β-D-glucopyranoside
—— (-)-catechin-8-C-β-D-galactopyranoside —— C21H24O11
(-)-catechin-8-C-β-D-galactopyranoside
—— (-)-catechin-6-C-β-D,8-C-β-D-digalactopyranoside —— C27H34O16
(-)-catechin-6-C-β-D,8-C-β-D-digalactopyranoside
—— (-)-catechin 7-O-β-D-glucopyranoside —— C21H24O11
(-)-catechin 7-O-β-D-glucopyranoside
—— (-)-catechin-6-C-β-D-galactopyranoside —— C21H24O11
(-)-catechin-6-C-β-D-galactopyranoside
—— (-)-catechin-6-C-β-D-glucopyranoside —— C21H24O11
(-)-catechin-6-C-β-D-glucopyranoside
—— (-)-catechin-6-C-β-D,8-C-β-D-diglucopyranoside —— C27H34O16
(-)-catechin-6-C-β-D,8-C-β-D-diglucopyranoside
—— (2R,3S)-2,8-bis(3,4-dihydroxyphenyl)-15-methyl-12-nitro-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d] [1,3]benzodioxocine-3,5-diol —— C31H25NO11
(2R,3S)-2,8-bis(3,4-dihydroxyphenyl)-15-methyl-12-nitro-3,4-dihydro-2H,14H-8,14-methanochromeno[7,8-d] [1,3]benzodioxocine-3,5-diol
—— 3'-O-methyl-(+)-catechin-7-O-β-glucuronide —— C22H24O12
3'-O-methyl-(+)-catechin-7-O-β-glucuronide
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-3-aminochroman-5,7-diol —— C15H15NO5
(2R,3R)-2-(3,4-dihydroxyphenyl)-3-aminochroman-5,7-diol
—— (R)-8,8-methylmethine-catechin-malvidin 3-O-glucoside —— C40H41O18
(R)-8,8-methylmethine-catechin-malvidin 3-O-glucoside
—— (S)-8,8-methylmethine-catechin-malvidin 3-O-glucoside —— C40H41O18
(S)-8,8-methylmethine-catechin-malvidin 3-O-glucoside
—— theadibenzotropolone B —— C50H38O21
theadibenzotropolone B
—— (2R,3S)-2-[3'-(di-tert-butylhydroxysilyloxy)-4'-hydroxyphenyl]chroman-3,5,7-triol —— C23H32O7Si
(2R,3S)-2-[3'-(di-tert-butylhydroxysilyloxy)-4'-hydroxyphenyl]chroman-3,5,7-triol
—— (2R,3S)-5,7-bis(benzyloxy)-2-(4'-benzyloxy-3'-hydroxyphenyl)chroman-3-ol —— C36H32O6
(2R,3S)-5,7-bis(benzyloxy)-2-(4'-benzyloxy-3'-hydroxyphenyl)chroman-3-ol
—— (2R,3S)-5,7-bis(benzyloxy)-2-[4'-benzyloxy-3'-(di-tert-butylhydroxysilyloxy)phenyl]chroman-3-ol —— C44H50O7Si
(2R,3S)-5,7-bis(benzyloxy)-2-[4'-benzyloxy-3'-(di-tert-butylhydroxysilyloxy)phenyl]chroman-3-ol
—— (2R,3S)-5,7-bis(benzyloxy)-2-[3'-benzyloxy-4'-(di-tert-butylhydroxysilyloxy)phenyl]chroman-3-ol —— C44H50O7Si
(2R,3S)-5,7-bis(benzyloxy)-2-[3'-benzyloxy-4'-(di-tert-butylhydroxysilyloxy)phenyl]chroman-3-ol
—— guaiacylcatechinpyrylium —— C25H21O8
guaiacylcatechinpyrylium
—— 3-O-stearoyl-(+)-catechin —— C33H48O7
3-O-stearoyl-(+)-catechin
—— (2R,3S)-5,7-bis(benzyloxy)-2-(3'-benzyloxy-4'-hydroxyphenyl)chroman-3-ol —— C36H32O6
(2R,3S)-5,7-bis(benzyloxy)-2-(3'-benzyloxy-4'-hydroxyphenyl)chroman-3-ol
—— 3-O-[(RS)-2-methyloctanoyl]-(+)-catechin —— C24H30O7
3-O-[(RS)-2-methyloctanoyl]-(+)-catechin
—— (2R,3S)-2-[4'-(di-tert-butylhydroxysilyloxy)-3'-hydroxyphenyl]chroman-3,5,7-triol —— C23H32O7Si
(2R,3S)-2-[4'-(di-tert-butylhydroxysilyloxy)-3'-hydroxyphenyl]chroman-3,5,7-triol
—— [(2R,3S)-3,5,7-Tris-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-8-yl]-(2,4,6-tris-benzyloxy-phenyl)-methanone —— C78H66O10
[(2R,3S)-3,5,7-Tris-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-8-yl]-(2,4,6-tris-benzyloxy-phenyl)-methanone
—— 2-(3′,4′-dihydroxyphenyl)chromane-(4→8,2→O-7)-catechin —— C30H24O9
2-(3′,4′-dihydroxyphenyl)chromane-(4→8,2→O-7)-catechin
—— 4-(((2R,3S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-chroman-3-yloxy)methyl)-1-(3,4,5-tris(benzyloxy)benzyl)-1H-1,2,3-triazole —— C74H65N3O9
4-(((2R,3S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-chroman-3-yloxy)methyl)-1-(3,4,5-tris(benzyloxy)benzyl)-1H-1,2,3-triazole
—— 3-O-(4-hydroxy-3,5-dimethoxybenzoyl)epicatechin —— C24H22O10
3-O-(4-hydroxy-3,5-dimethoxybenzoyl)epicatechin
—— (2S)-7,4'-dihydroxyflavan(4β→8)-catechin —— C30H26O9
(2S)-7,4'-dihydroxyflavan(4β→8)-catechin
—— (2R,3S,10S)-2,10-bis(3,4-dihydroxyphenyl)-3,4,9,10-tetrahydro-3,5-dihydroxy-2H,8H-benzo[1,2-b:3,4-b']dipyran-8-one —— C24H20O9
(2R,3S,10S)-2,10-bis(3,4-dihydroxyphenyl)-3,4,9,10-tetrahydro-3,5-dihydroxy-2H,8H-benzo[1,2-b:3,4-b']dipyran-8-one
—— (+)-catechin 5-O-β-glucuronide —— C21H22O12
(+)-catechin 5-O-β-glucuronide
—— (+)-epicatechin-6-C-β-D-glucopyranoside —— C21H24O11
(+)-epicatechin-6-C-β-D-glucopyranoside
—— 3-O-(3,4,5-trimethoxybenzoyl)-(-)-catechin —— C25H24O10
3-O-(3,4,5-trimethoxybenzoyl)-(-)-catechin
—— (2R,3S,10R)-2,10-bis(3,4-dihydroxyphenyl)-3,4,9,10-tetrahydro-3,5-dihydroxy-2H,8H-benzo-[1,2-b:3,4-b']dipyran-8-one —— C24H20O9
(2R,3S,10R)-2,10-bis(3,4-dihydroxyphenyl)-3,4,9,10-tetrahydro-3,5-dihydroxy-2H,8H-benzo-[1,2-b:3,4-b']dipyran-8-one
—— (R)-mesquitol-[5->8]-catechin —— C30H26O12
(R)-mesquitol-[5->8]-catechin
—— 3-O-decanoyl-(+)-catechin —— C25H32O7
3-O-decanoyl-(+)-catechin
—— 3-O-(3,4,5-trimethoxybenzoyl)-(-)-catechin —— C25H24O10
3-O-(3,4,5-trimethoxybenzoyl)-(-)-catechin
—— 3-{8''-[3',4'-dihydroxy-1'-(3,5,7-trihydroxychroman-2-yl)phenyl]-3'',5'',7''-trihydroxychroman-2''-yl}hexa-2,4-diene-2,5-dioic acid —— C30H26O14
3-{8''-[3',4'-dihydroxy-1'-(3,5,7-trihydroxychroman-2-yl)phenyl]-3'',5'',7''-trihydroxychroman-2''-yl}hexa-2,4-diene-2,5-dioic acid
—— malvidin 3-O-glucopyranoside —— C23H25O12
malvidin 3-O-glucopyranoside
—— (2R)-5,7,3',4'-tetramethoxyflavan-3-one —— C19H20O6
(2R)-5,7,3',4'-tetramethoxyflavan-3-one
—— (+)-catechin(2->8'')catechin —— C30H26O12
(+)-catechin(2->8'')catechin
—— catechin-(6->6')-catechin —— C30H26O12
catechin-(6->6')-catechin
—— (2R,3S)-2-(3',4'-dihydroxyphenyl)-3,5,9,10-tetrahydroxy-2,3-trans-3,4-dihydro-2H-benzofurano[2,3-h]chromene —— C21H16O8
(2R,3S)-2-(3',4'-dihydroxyphenyl)-3,5,9,10-tetrahydroxy-2,3-trans-3,4-dihydro-2H-benzofurano[2,3-h]chromene
—— 5,7,3',4'-tetra-O-benzyl-4β-(phenylsulfanyl)-catechin —— C49H42O6S
5,7,3',4'-tetra-O-benzyl-4β-(phenylsulfanyl)-catechin
—— 3-O-hexanoyl-(+)-catechin —— C21H24O7
3-O-hexanoyl-(+)-catechin