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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
—— apigenin 7-O-neohesperidoside 17306-46-6 C27H30O14
apigenin 7-O-neohesperidoside
—— (2S,3S)-(-)-aromadendrin trimethyl ether 115728-45-5 C18H18O6
(2S,3S)-(-)-aromadendrin trimethyl ether
—— dihydrokaempferol 480-20-6 C15H12O6
dihydrokaempferol
—— (2R,3S,4R)-(+)-5,7,4'-trimethoxyflavan-3,4-diol 118205-74-6 C18H20O6
(2R,3S,4R)-(+)-5,7,4'-trimethoxyflavan-3,4-diol
—— embinin 52589-13-6 C29H34O14
embinin
—— 6-Hydroxy-5,7-dimethoxy-2-[4-(trifluoromethoxy)phenyl]chromen-4-one 1456770-97-0 C18H13F3O6
6-Hydroxy-5,7-dimethoxy-2-[4-(trifluoromethoxy)phenyl]chromen-4-one
—— BJ755-3 I 1456770-95-8 C17H11F3O6
BJ755-3 I
—— 6-methyl-7-methoxyflavone 74670-17-0 C17H14O3
6-methyl-7-methoxyflavone
—— methyl 2-(2-bromophenyl)-4-oxo-4H-chromene-3-carboxylate 1391042-58-2 C17H11BrO4
methyl 2-(2-bromophenyl)-4-oxo-4H-chromene-3-carboxylate
—— 8-Hydroxy-flavanon 92496-66-7 C15H12O3
8-Hydroxy-flavanon
—— 6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one 1613023-70-3 C25H24O4
6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one
—— dimethyl 6-methyl-2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate 412013-84-4 C18H17O5P
dimethyl 6-methyl-2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate
—— 5-Acetoxy-7,8-dimethoxy-flavon 64703-83-9 C19H16O6
5-Acetoxy-7,8-dimethoxy-flavon
—— (R)-2-phenyl-3,4-dihydro-2H-benzo[h]chromene 1132755-88-4 C19H16O
(R)-2-phenyl-3,4-dihydro-2H-benzo[h]chromene
—— 2-(2-nitrophenyl)-4H-chromen-4-one 53277-26-2 C15H9NO4
2-(2-nitrophenyl)-4H-chromen-4-one
—— 2-(4-methoxy-phenyl)-6-nitro-chromen-4-one 132318-81-1 C16H11NO5
2-(4-methoxy-phenyl)-6-nitro-chromen-4-one
—— N-(3,4-dihydro-2-phenyl-6-hydroxy-5,7,8-trimethyl-2H-1-benzopyran-4-yl)(diethylamino)acetamide 1145873-59-1 C24H32N2O3
N-(3,4-dihydro-2-phenyl-6-hydroxy-5,7,8-trimethyl-2H-1-benzopyran-4-yl)(diethylamino)acetamide
—— Pelargonidin 3,5-di-O-glucoside —— C27H31O15+
Pelargonidin 3,5-di-O-glucoside
—— 2-(3-Methoxy-phenyl)-6,8-dimethyl-chromen-4-one 88952-90-3 C18H16O3
2-(3-Methoxy-phenyl)-6,8-dimethyl-chromen-4-one
—— 6-formyl-3,4-dihydro-7-hydroxy-8-methyl-2-phenyl-2H-1-benzopyran 127055-93-0 C17H16O3
6-formyl-3,4-dihydro-7-hydroxy-8-methyl-2-phenyl-2H-1-benzopyran
—— 3,7-Dimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)-5,6-dimethylchromen-4-one 209982-71-8 C27H26O6
3,7-Dimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)-5,6-dimethylchromen-4-one
—— 3-O-(tert-butyldimethylsilyl)-5,7,3',4'-tetra-O-(trifluoromethanesulfonyl)epicatechin 299412-43-4 C25H24F12O14S4Si
3-O-(tert-butyldimethylsilyl)-5,7,3',4'-tetra-O-(trifluoromethanesulfonyl)epicatechin
—— (2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol 299412-41-2 C21H28O6Si
(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol
—— (8S)-8-(4-chlorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carbaldehyde 1046469-27-5 C19H17ClN2O2
(8S)-8-(4-chlorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carbaldehyde
—— azetidin-1-yl[(8S)-8-(4-chlorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanone 1224893-65-5 C22H22ClN3O2
azetidin-1-yl[(8S)-8-(4-chlorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanone
—— (8S)-8-(4-chlorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxylic acid 1046469-28-6 C19H17ClN2O3
(8S)-8-(4-chlorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxylic acid
—— (8S)-8-(4-chlorophenyl)-N,2,3-trimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1224893-64-4 C20H20ClN3O2
(8S)-8-(4-chlorophenyl)-N,2,3-trimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 3-O-(tert-butyldimethylsilyl)-5,7,3',4'-tetra-O-(methanesulfonyl)epicatechin 299412-42-3 C25H36O14S4Si
3-O-(tert-butyldimethylsilyl)-5,7,3',4'-tetra-O-(methanesulfonyl)epicatechin
—— (2R,3R)-cis-3-[(tert-butyldimethylsilyl)oxy]flavan 299412-44-5 C21H28O2Si
(2R,3R)-cis-3-[(tert-butyldimethylsilyl)oxy]flavan
—— 5,7,3',4'-tetra-O-benzyl-3-O-(tert-butyldimethylsilyl)epicatechin 299412-40-1 C49H52O6Si
5,7,3',4'-tetra-O-benzyl-3-O-(tert-butyldimethylsilyl)epicatechin
—— 8-benzylcatechin 20728-79-4 C22H20O6
8-benzylcatechin
—— 3,5,7,3',4'-penta-O-benzyl-8-(α-hydroxybenzyl)catechin 330936-21-5 C57H50O7
3,5,7,3',4'-penta-O-benzyl-8-(α-hydroxybenzyl)catechin
—— 2-(4-tert-butylphenyl)-5-(2-(4-methoxyphenyl)-4H-chromen-4-ylthio)-1,3,4-oxadiazole 1423579-50-3 C28H26N2O3S
2-(4-tert-butylphenyl)-5-(2-(4-methoxyphenyl)-4H-chromen-4-ylthio)-1,3,4-oxadiazole
—— 7-(3-amino-2-hydroxypropoxy) flavone hydrochloride 84858-39-9 C18H17NO4*ClH
7-(3-amino-2-hydroxypropoxy) flavone hydrochloride
—— 7-(3-Methylamino-2-hydroxypropoxy) flavone hydrochloride 84858-31-1 C19H19NO4*ClH
7-(3-Methylamino-2-hydroxypropoxy) flavone hydrochloride
—— 7-(3-n-butylamino-2-hydroxypropoxy) flavone hydrochloride 84858-34-4 C22H25NO4*ClH
7-(3-n-butylamino-2-hydroxypropoxy) flavone hydrochloride
—— 7-(3-Ethylamino-2-hydroxypropoxy) flavone hydrochloride 84858-32-2 C20H21NO4*ClH
7-(3-Ethylamino-2-hydroxypropoxy) flavone hydrochloride
—— 7-[2-hydroxy-3-(benzylisopropylamino)propoxy]flavone 117096-65-8 C28H29NO4
7-[2-hydroxy-3-(benzylisopropylamino)propoxy]flavone
—— 7-(2-hydroxy-3-isopropylaminopropoxy) flavone hydrochloride 76323-05-2 C21H23NO4*ClH
7-(2-hydroxy-3-isopropylaminopropoxy) flavone hydrochloride
—— 7-(3-cyclopropylamino-2-hydroxypropoxy)flavone hydrochloride 84858-30-0 C21H21NO4*ClH
7-(3-cyclopropylamino-2-hydroxypropoxy)flavone hydrochloride
—— (E)-8-(3,4-dimethoxyphenyl)-4-methyl-7,8-dihydropyrano[3,2-g]chromene-2,6-dione 1447962-99-3 C21H18O6
(E)-8-(3,4-dimethoxyphenyl)-4-methyl-7,8-dihydropyrano[3,2-g]chromene-2,6-dione
—— (E)-8-(3-hydroxy-4-methoxyphenyl)-4-methyl-7,8-dihydropyrano[3,2-g]chromene-2,6-dione 1447962-98-2 C20H16O6
(E)-8-(3-hydroxy-4-methoxyphenyl)-4-methyl-7,8-dihydropyrano[3,2-g]chromene-2,6-dione
—— Methyl 2-(3-amino-4-oxo-2-phenylchromen-8-yl)acetate 187585-16-6 C18H15NO4
Methyl 2-(3-amino-4-oxo-2-phenylchromen-8-yl)acetate
—— 3-amino-4-oxo-2-phenyl-4H-1-benzopyran-8-acetic acid 163977-85-3 C17H13NO4
3-amino-4-oxo-2-phenyl-4H-1-benzopyran-8-acetic acid
—— 3-nitro-4-oxo-2-phenyl-4H-1-benzopyran-8-acetic acid 163977-81-9 C17H11NO6
3-nitro-4-oxo-2-phenyl-4H-1-benzopyran-8-acetic acid
—— (R)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one 1449417-52-0 C16H14O5
(R)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one
—— 5,3'-dihydroxy-4-methoxyflavanone 150436-37-6 C16H14O5
5,3'-dihydroxy-4-methoxyflavanone
—— (R)-2-(3-hydroxyphenyl)-2H-benzo[h]chromen-4(3H)-one 1402929-31-0 C19H14O3
(R)-2-(3-hydroxyphenyl)-2H-benzo[h]chromen-4(3H)-one
—— 3',5-dihydroxy-4'-methoxy-7-(2-oxo-3-carbomethoxypropoxy)flavanone 76799-51-4 C21H20O9
3',5-dihydroxy-4'-methoxy-7-(2-oxo-3-carbomethoxypropoxy)flavanone
—— 3-Hydroxy-2-methoxy-4'-methylflavanone 136764-61-9 C17H16O4
3-Hydroxy-2-methoxy-4'-methylflavanone