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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
—— 2-[3,5-Bis-(quinolin-2-ylmethoxy)-phenyl]-6-bromo-4-oxo-4H-chromene-8-carboxylic acid ethyl ester 207617-56-9 C38H27BrN2O6
2-[3,5-Bis-(quinolin-2-ylmethoxy)-phenyl]-6-bromo-4-oxo-4H-chromene-8-carboxylic acid ethyl ester
—— 3-(bromomethyl)-7-methoxy-4'-nitroflavone 905601-23-2 C17H12BrNO5
3-(bromomethyl)-7-methoxy-4'-nitroflavone
—— 6-Bromo-2-(3,5-dihydroxy-phenyl)-4-oxo-4H-chromene-8-carboxylic acid ethyl ester 207617-55-8 C18H13BrO6
6-Bromo-2-(3,5-dihydroxy-phenyl)-4-oxo-4H-chromene-8-carboxylic acid ethyl ester
—— 3-acetoxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chroman-4-one 71660-28-1 C22H24O9
3-acetoxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chroman-4-one
—— 7-hydroxy-3-methyl-4'-nitroflavone 1094-30-0 C16H11NO5
7-hydroxy-3-methyl-4'-nitroflavone
—— 3',4',5,7-tetramethyl-propolin G 1130021-58-7 C34H44O6
3',4',5,7-tetramethyl-propolin G
—— (2S,1'R)-3-(1'-hydroxypropyl)-2-phenyl-2H-chromene 1440429-46-8 C18H18O2
(2S,1'R)-3-(1'-hydroxypropyl)-2-phenyl-2H-chromene
—— (2R,1'R)-3-(1'-hydroxypropyl)-2-phenyl-2H-chromene 1440429-61-7 C18H18O2
(2R,1'R)-3-(1'-hydroxypropyl)-2-phenyl-2H-chromene
—— 6-(2-hydroxy-2-methylbutyl)-2'-(7-hydroxy-3,7-dimethyloct-2-enyl)-3',4',5,7-tetramethoxyflavanone 1130021-50-9 C34H48O8
6-(2-hydroxy-2-methylbutyl)-2'-(7-hydroxy-3,7-dimethyloct-2-enyl)-3',4',5,7-tetramethoxyflavanone
—— nymphaeol-C 73676-36-5 C30H36O6
nymphaeol-C
—— N,N-dimethyl-4-(3-(naphthalen-1-yl)-3H-benzo[f]chromen-3-yl)benzenamine 1222927-04-9 C31H25NO
N,N-dimethyl-4-(3-(naphthalen-1-yl)-3H-benzo[f]chromen-3-yl)benzenamine
—— 3,5,7,3',4'-pentamethoxy-8-hydroxyflavone 727382-22-1 C20H20O8
3,5,7,3',4'-pentamethoxy-8-hydroxyflavone
—— 2-(3,4-dimethoxy-phenyl)-5,8-dihydroxy-3,6,7-trimethoxy-chromen-4-one 110492-41-6 C20H20O9
2-(3,4-dimethoxy-phenyl)-5,8-dihydroxy-3,6,7-trimethoxy-chromen-4-one
—— 5'-hydroxyquercetagetin 727422-83-5 C15H10O9
5'-hydroxyquercetagetin
—— Ampeloptin-hexamethylaether 693257-00-0 C21H24O8
Ampeloptin-hexamethylaether
—— 2-(3-hydroxy-4,5-dimethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 33554-66-4 C20H20O8
2-(3-hydroxy-4,5-dimethoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— 2-(3,4-Bis-benzyloxy-phenyl)-7-(2-bromo-ethoxy)-5-hydroxy-3-methoxy-chromen-4-one 211228-61-4 C32H27BrO7
2-(3,4-Bis-benzyloxy-phenyl)-7-(2-bromo-ethoxy)-5-hydroxy-3-methoxy-chromen-4-one
—— 2,3-dimethoxy-6-(3,5,6,7-tetramethoxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzoic acid methyl ester 742096-73-7 C23H24O10
2,3-dimethoxy-6-(3,5,6,7-tetramethoxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzoic acid methyl ester
—— 2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxychromen-4-one 22773-86-0 C15H10O7
2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxychromen-4-one
—— 3,5,6,7-Tetra-acetyl-6-hydroxygalangin 142646-46-6 C23H18O10
3,5,6,7-Tetra-acetyl-6-hydroxygalangin
—— 7-benzyloxy-3-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 354119-95-2 C25H22O7
7-benzyloxy-3-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 5,8-diacetoxy-3,7-dimethoxy-2-phenyl-chromen-4-one 33910-27-9 C21H18O8
5,8-diacetoxy-3,7-dimethoxy-2-phenyl-chromen-4-one
—— 6-hydroxy-3,5,7-trimethoxy-2-phenyl-chromen-4-one 154047-77-5 C18H16O6
6-hydroxy-3,5,7-trimethoxy-2-phenyl-chromen-4-one
—— myristinin C 888489-66-5 C33H40O7
myristinin C
—— 5-hydroxy-3,7-dimethoxy-2-(3-methoxy-phenyl)-chromen-4-one 70987-95-0 C18H16O6
5-hydroxy-3,7-dimethoxy-2-(3-methoxy-phenyl)-chromen-4-one
—— 5,6-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 693785-37-4 C18H18O5
5,6-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 3-acetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one 110146-98-0 C21H16O8
3-acetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one
—— 3-hydroxy-2-(3-hydroxy-phenyl)-7-methoxy-chromen-4-one 725743-74-8 C16H12O5
3-hydroxy-2-(3-hydroxy-phenyl)-7-methoxy-chromen-4-one
—— 2-(2,3-dihydroxy-phenyl)-3-hydroxy-chromen-4-one 108239-97-0 C15H10O5
2-(2,3-dihydroxy-phenyl)-3-hydroxy-chromen-4-one
—— 2-(2,3-dimethoxy-phenyl)-3-methoxy-chromen-4-one 80710-43-6 C18H16O5
2-(2,3-dimethoxy-phenyl)-3-methoxy-chromen-4-one
—— 5-hydroxy-3,6-dimethoxy-2-phenyl-chromen-4-one 743431-06-3 C17H14O5
5-hydroxy-3,6-dimethoxy-2-phenyl-chromen-4-one
—— 3,5,8-trihydroxy-2-phenyl-chromen-4-one 727412-95-5 C15H10O5
3,5,8-trihydroxy-2-phenyl-chromen-4-one
—— 5.8-Diacetoxy-flavon 111475-55-9 C19H14O6
5.8-Diacetoxy-flavon
—— 3,5-Dihydroxyflavone 3-glucuronide 1242087-57-5 C21H18O10
3,5-Dihydroxyflavone 3-glucuronide
—— 5-hydroxy-3,8-dimethoxy-2-phenyl-chromen-4-one 743431-07-4 C17H14O5
5-hydroxy-3,8-dimethoxy-2-phenyl-chromen-4-one
—— (6R,6aS,7aR,13R,13aS,14aS)-6,13-Bis-(3,4-dimethoxy-phenyl)-3,10-dimethoxy-6a,13,13a,14a-tetrahydro-6H,7aH-5,7,12,14-tetraoxa-dibenzo[a,h]anthracene 88195-32-8 C36H36O10
(6R,6aS,7aR,13R,13aS,14aS)-6,13-Bis-(3,4-dimethoxy-phenyl)-3,10-dimethoxy-6a,13,13a,14a-tetrahydro-6H,7aH-5,7,12,14-tetraoxa-dibenzo[a,h]anthracene
—— 8-(4,5-Dihydro-5,5-dimethyl-4-oxo-3-furanyl)-7-hydroxy-5-methoxyflavon 91360-61-1 C22H18O6
8-(4,5-Dihydro-5,5-dimethyl-4-oxo-3-furanyl)-7-hydroxy-5-methoxyflavon
—— 2'-hydroxy-5,6,7,8-tetramethoxyflavone 107092-78-4 C19H18O7
2'-hydroxy-5,6,7,8-tetramethoxyflavone
—— Toluene-4-sulfonic acid 7-benzyloxy-5,6,8-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 1026339-87-6 C33H30O10S
Toluene-4-sulfonic acid 7-benzyloxy-5,6,8-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester
—— 2',5,6,7,8-pentamethoxyflavone 1350827-47-2 C20H20O7
2',5,6,7,8-pentamethoxyflavone
—— 7-Benzyloxy-3-hydroxy-5,6,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 176662-13-8 C26H24O8
7-Benzyloxy-3-hydroxy-5,6,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 7-hydroxy-5,6,8-trimethoxy-2-phenyl-chromen-4-one 3353-65-9 C18H16O6
7-hydroxy-5,6,8-trimethoxy-2-phenyl-chromen-4-one
—— 3,5,6,8,4'-Pentamethoxy-7-benzyloxy-flavon 50461-98-8 C27H26O8
3,5,6,8,4'-Pentamethoxy-7-benzyloxy-flavon
—— 3-hydroxy-5,6,7,8-tetramethoxy-2-phenyl-chromen-4-one 743458-10-8 C19H18O7
3-hydroxy-5,6,7,8-tetramethoxy-2-phenyl-chromen-4-one
—— Didymocarpin 72916-52-0 C18H18O6
Didymocarpin
—— 3',4'-diacetyloxy-3'-hydroxy-3,7-dimethoxyflavone 124458-88-4 C21H18O9
3',4'-diacetyloxy-3'-hydroxy-3,7-dimethoxyflavone
—— 3'-acetoxy-5-hydroxy-3,7,4'-trimethoxyflavone 124458-89-5 C20H18O8
3'-acetoxy-5-hydroxy-3,7,4'-trimethoxyflavone
—— 3.5.7-Tri-O-methyl-quercetin 7622-61-9 C18H16O7
3.5.7-Tri-O-methyl-quercetin
—— (E)-3-(4-Methoxy-phenyl)-acrylic acid (2R,3S,4S,5R,6S)-6-[(2R,3S)-2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxy-chroman-5-yloxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 103215-63-0 C34H38O13
(E)-3-(4-Methoxy-phenyl)-acrylic acid (2R,3S,4S,5R,6S)-6-[(2R,3S)-2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxy-chroman-5-yloxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester
—— (E)-3-(3,4-Dimethoxy-phenyl)-acrylic acid (2S,3R,4S,5S,6R)-2-[(2R,3S)-2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxy-chroman-5-yloxy]-4,5-dihydroxy-6-[(E)-3-(4-methoxy-phenyl)-acryloyloxymethyl]-tetrahydro-pyran-3-yl ester 103215-62-9 C45H48O16
(E)-3-(3,4-Dimethoxy-phenyl)-acrylic acid (2S,3R,4S,5S,6R)-2-[(2R,3S)-2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxy-chroman-5-yloxy]-4,5-dihydroxy-6-[(E)-3-(4-methoxy-phenyl)-acryloyloxymethyl]-tetrahydro-pyran-3-yl ester