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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
(-)-表没食子儿茶素 epigallocatechin 970-74-1 C15H14O7
(-)-表没食子儿茶素
(-)-表儿茶素没食子酸酯 (-)-epicatechin gallate 1257-08-5 C22H18O10
(-)-表儿茶素没食子酸酯
(-)-白漆甙元 ent-Fisetinidol-4β-ol 34620-73-0 C15H14O6
(-)-白漆甙元
(-)-没食子儿茶素-3-没食子酸酯 (+)-gallocatechin 3-O-gallate 5127-64-0 C22H18O11
(-)-没食子儿茶素-3-没食子酸酯
(-)-儿茶素 (-)-catechin 18829-70-4 C15H14O6
(-)-儿茶素
(-)-倍儿茶酸 (-)-gallocatechin 3371-27-5 C15H14O7
(-)-倍儿茶酸
(-)-二氢槲皮素 (-)-taxifolin 111003-33-9 C15H12O7
(-)-二氢槲皮素
(-)-beta,3,4-三羟基苯戊酸2-(3,4-二羟基苯基)-3,4-二氢-5,7-二羟基-2H-1-苯并吡喃-3-基酯 Phylloflavan 98570-83-3 C26H26O10
(-)-beta,3,4-三羟基苯戊酸2-(3,4-二羟基苯基)-3,4-二氢-5,7-二羟基-2H-1-苯并吡喃-3-基酯
(+)-表非瑟酮醇 (+/-)-2<i>r</i>-(3,4-dihydroxy-phenyl)-chroman-3<i>c</i>,7-diol 490-49-3 C15H14O5
(+)-表非瑟酮醇
(+)-表儿茶素 (+)-epicatechin 35323-91-2 C15H14O6
(+)-表儿茶素
(+)-柔金合欢素 (+)-mollisacacidin 967-27-1 C15H14O6
(+)-柔金合欢素
(+)-儿茶素n水 5,7,3',4'-tetrahydroxyflavan-3-ol hydrate 88191-48-4 C15H14O6*H2O
(+)-儿茶素n水
(+)-儿茶素5-没食子酸酯 [2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-5-yl] 3,4,5-trihydroxybenzoate 128232-62-2 C22H18O10
(+)-儿茶素5-没食子酸酯
((-)-儿茶酚)-四甲基醚-乙酸酯 ((-)-catechol)-tetramethyl ether-acetate 132199-49-6 C21H24O7
((-)-儿茶酚)-四甲基醚-乙酸酯
—— Ethyl-4'-chlor-7-flavon-3-ol-oxyacetat 24700-04-7 C19H15ClO6
Ethyl-4'-chlor-7-flavon-3-ol-oxyacetat
—— (2S,3S)-cis-5,7-bis(benzyloxy)-2-(3-benzyloxyphenyl)chroman-3-ol 850307-77-6 C36H32O5
(2S,3S)-cis-5,7-bis(benzyloxy)-2-(3-benzyloxyphenyl)chroman-3-ol
—— 5,7,3',4'-Tetramethoxyflavan-4β-ol 1195582-97-8 C19H22O6
5,7,3',4'-Tetramethoxyflavan-4β-ol
—— 3',4'-Dimethoxy-7-aminoflavon 15847-19-5 C17H15NO4
3',4'-Dimethoxy-7-aminoflavon
—— 3'-Hydroxy-5,7,8,2'-tetramethoxy-flavon 14389-83-4 C19H18O7
3'-Hydroxy-5,7,8,2'-tetramethoxy-flavon
—— 5,6-Dihydroxy-2',6'-dimethoxy-flavon 24457-41-8 C17H14O6
5,6-Dihydroxy-2',6'-dimethoxy-flavon
—— 5,6,4'-Triaethoxy-7-methoxy-flavon 20081-41-8 C22H24O6
5,6,4'-Triaethoxy-7-methoxy-flavon
—— 7-Methoxy-8-methyl-flavanon 27500-47-6 C17H16O3
7-Methoxy-8-methyl-flavanon
—— Sophoranochromen-monoacetat 29624-49-5 C32H36O5
Sophoranochromen-monoacetat
—— Rutinosyl-7-trihydroxy-3',5,7-methoxy-4'-flavanonol 33078-62-5 C28H34O16
Rutinosyl-7-trihydroxy-3',5,7-methoxy-4'-flavanonol
—— [2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4<i>H</i>-chromen-8-yl]-acetonitrile 39690-11-4 C21H19NO6
[2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4<i>H</i>-chromen-8-yl]-acetonitrile
—— 3,3-bis(4-methoxyphenyl)-6,7-dimethoxy-10,12-bis(trifluoromethyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1381922-51-5 C40H32F6O5
3,3-bis(4-methoxyphenyl)-6,7-dimethoxy-10,12-bis(trifluoromethyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 4'-O-methoxymethyl-7-O-n-propylapigenin 1104802-54-1 C20H20O6
4'-O-methoxymethyl-7-O-n-propylapigenin
—— 3-O-(β-D-glucopyranosyl)-4'-O-(6-O-acetyl-β-D-glucosyl)rhamnazin 1421281-88-0 C31H36O18
3-O-(β-D-glucopyranosyl)-4'-O-(6-O-acetyl-β-D-glucosyl)rhamnazin
—— 3,4-Diacetoxy-3',4',5,7-tetramethoxyflavan 70191-81-0 C23H26O9
3,4-Diacetoxy-3',4',5,7-tetramethoxyflavan
—— Ethyl-3'-iod-7-flavon-3-ol-oxyacetat 26193-96-4 C19H15IO6
Ethyl-3'-iod-7-flavon-3-ol-oxyacetat
—— (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',5'-bis(benzyloxy)-4'-methoxyphenyl]chroman-3-yl 3'',4'',5''-tris(benzyloxy)benzoate 901125-41-5 C72H62O11
(-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',5'-bis(benzyloxy)-4'-methoxyphenyl]chroman-3-yl 3'',4'',5''-tris(benzyloxy)benzoate
—— Hexahydrosophoranochromen 23057-60-5 C30H40O4
Hexahydrosophoranochromen
—— 2'-2,4-Dichlorphenyl-(7,8)-oxazolo-flavon 24052-94-6 C22H11Cl2NO3
2'-2,4-Dichlorphenyl-(7,8)-oxazolo-flavon
—— 7-Benzyloxy-5-methoxy-flavanon 61080-87-3 C23H20O4
7-Benzyloxy-5-methoxy-flavanon
—— (2S,3S)-5,7-bis(benzyloxy)-2-phenylchroman-3-yl 3,4,5-tris(benzyloxy)benzoate 850307-85-6 C57H48O8
(2S,3S)-5,7-bis(benzyloxy)-2-phenylchroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— 2-(4-Methoxy-phenyl)-8-phenyl-chromen-4-one 87241-89-2 C22H16O3
2-(4-Methoxy-phenyl)-8-phenyl-chromen-4-one
—— 3,4'-Dimethoxyflav-3-en 34811-86-4 C17H16O3
3,4'-Dimethoxyflav-3-en
—— (±)‐N‐[4‐oxo‐2‐(3,4‐dimethoxyphenyl)‐3,4‐dihydro‐2H‐chromen‐3‐yl]acetamide 37884-33-6 C19H19NO5
(±)‐N‐[4‐oxo‐2‐(3,4‐dimethoxyphenyl)‐3,4‐dihydro‐2H‐chromen‐3‐yl]acetamide
—— Chrysoeriol-4'-glucosid 36451-44-2 C22H22O11
Chrysoeriol-4'-glucosid
—— 6,4'-Dibenzyloxy-5,7-dimethoxy-flavon 32922-03-5 C31H26O6
6,4'-Dibenzyloxy-5,7-dimethoxy-flavon
—— 5-Hydroxy-6,7,2',3'-tetramethoxy-flavon 23806-75-9 C19H18O7
5-Hydroxy-6,7,2',3'-tetramethoxy-flavon
—— 2,3-Dihydro-1,3-bis-(2-methoxyphenyl)-1H-naphtho-<2.1-b>pyran 28656-13-5 C27H24O3
2,3-Dihydro-1,3-bis-(2-methoxyphenyl)-1H-naphtho-<2.1-b>pyran
—— 1-[N-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)]-4-[3-O-methylene-(7-methoxy-5,4’-dihydroxy flavonol)]-[1,2,3]-triazole 1469990-02-0 C33H33N3O15
1-[N-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)]-4-[3-O-methylene-(7-methoxy-5,4’-dihydroxy flavonol)]-[1,2,3]-triazole
—— N-[4-oxo-2-(2-propan-2-ylphenyl)chromen-8-yl]pyrazine-2-carboxamide 1219445-84-7 C23H19N3O3
N-[4-oxo-2-(2-propan-2-ylphenyl)chromen-8-yl]pyrazine-2-carboxamide
—— 6-(4-hydroxyphenyl)-7,8,9,10-tetrahydro-6H-benzo[c]chromen-2-ol 533885-00-6 C19H18O3
6-(4-hydroxyphenyl)-7,8,9,10-tetrahydro-6H-benzo[c]chromen-2-ol
—— 5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-morpholin-4-ylphenyl)-N,N-bis(2,2,2-trifluoroethyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-11-amine 1278523-89-9 C57H56F6N2O4
5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-morpholin-4-ylphenyl)-N,N-bis(2,2,2-trifluoroethyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-11-amine
—— 2',2'',4',4'',7,7'-Hexamethoxy-3',3''-biflavonyl 23494-40-8 C36H30O10
2',2'',4',4'',7,7'-Hexamethoxy-3',3''-biflavonyl
—— 7,3'-Di-β-D-glucopyranosyloxy-5-hydroxy-4'-methoxy-flavanon 27960-46-9 C28H34O16
7,3'-Di-β-D-glucopyranosyloxy-5-hydroxy-4'-methoxy-flavanon
—— 6-Methyl-3-nitro-2-phenyl-chroman-4-one 77821-88-6 C16H13NO4
6-Methyl-3-nitro-2-phenyl-chroman-4-one
—— 5-Amino-6,8-difluoro-2-[3-fluoro-4-[6-(imidazol-1-yl)hexylamino]phenyl]-4H-1-benzopyran-4-one 152169-54-5 C24H23F3N4O2
5-Amino-6,8-difluoro-2-[3-fluoro-4-[6-(imidazol-1-yl)hexylamino]phenyl]-4H-1-benzopyran-4-one