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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
—— 3-(carboxymethyl)-4'-methoxyflavone 80907-20-6 C18H14O5
3-(carboxymethyl)-4'-methoxyflavone
—— 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(2,4-di-O-acetyl-α-L-rhamnopyranosyloxy)-4H-chromen-4-one 916069-07-3 C46H42O12
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(2,4-di-O-acetyl-α-L-rhamnopyranosyloxy)-4H-chromen-4-one
—— 2-(6-methoxypyridin-3-yl)-3-benzyloxy-6-(N-tert-butoxycarbonylamino)-4H-1-benzopyran-4-one 1187016-65-4 C27H26N2O6
2-(6-methoxypyridin-3-yl)-3-benzyloxy-6-(N-tert-butoxycarbonylamino)-4H-1-benzopyran-4-one
—— 7-Methox-8-morpholinomethyl-flavanon 27500-50-1 C21H23NO4
7-Methox-8-morpholinomethyl-flavanon
—— (2R,3S)-4-(3-hydroxy-5,7-dimethoxychroman-2-yl)benzene-1,2-diol 47299-80-9 C17H18O6
(2R,3S)-4-(3-hydroxy-5,7-dimethoxychroman-2-yl)benzene-1,2-diol
—— 2,2'-(2,5,2',5'-tetramethoxy-biphenyl-4,4'-diyl)-bis-chromen-4-one 23494-36-2 C34H26O8
2,2'-(2,5,2',5'-tetramethoxy-biphenyl-4,4'-diyl)-bis-chromen-4-one
—— 3-O-<Methoxyoxalyl>-3',4',5,7-tetra-O-methyl-(+)-catechin 138571-72-9 C22H24O9
3-O-<Methoxyoxalyl>-3',4',5,7-tetra-O-methyl-(+)-catechin
—— 5-hydroxy-4'-methoxyflavone 7-O-β-D-galactopyranoside tetraacetate 80443-10-3 C30H30O14
5-hydroxy-4'-methoxyflavone 7-O-β-D-galactopyranoside tetraacetate
—— 3,3-dichloro-2-methoxy-2-phenyl-chroman-4-one 30797-40-1 C16H12Cl2O3
3,3-dichloro-2-methoxy-2-phenyl-chroman-4-one
—— apigenin-7-O-β-D-hepta-O-acetyllactoside 1389307-07-6 C41H44O22
apigenin-7-O-β-D-hepta-O-acetyllactoside
—— 3-O-<1-Imidazolyl(thiocarbonyl)>-3',4',5,7-tetra-O-methyl-(+)-epicatechin 138571-73-0 C23H24N2O6S
3-O-<1-Imidazolyl(thiocarbonyl)>-3',4',5,7-tetra-O-methyl-(+)-epicatechin
—— 8-iodocatechin pentaacetate 117820-40-3 C25H23IO11
8-iodocatechin pentaacetate
—— 4-bromo-epigallocatechin gallate peracetate 329904-37-2 C38H33BrO19
4-bromo-epigallocatechin gallate peracetate
—— 3'-methyl-4',5,7-trihydroxyflavanone 1262526-58-8 C16H14O5
3'-methyl-4',5,7-trihydroxyflavanone
—— apigenin 7-O-peracetyl-β-D-glucoside 119249-30-8 C29H28O14
apigenin 7-O-peracetyl-β-D-glucoside
—— 2-(6-hydroxypyridin-3-yl)-3-benzyloxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-67-6 C23H19N3O4*ClH
2-(6-hydroxypyridin-3-yl)-3-benzyloxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— apigenin-7-O-β-D-tetra-O-acetylgalactoside 1389307-04-3 C29H28O14
apigenin-7-O-β-D-tetra-O-acetylgalactoside
—— 3',4',5,7-Tetra-O-methyl-3-O-<phenyloxy(thiocarbonyl)>-(+)-catechin 138571-70-7 C26H26O7S
3',4',5,7-Tetra-O-methyl-3-O-<phenyloxy(thiocarbonyl)>-(+)-catechin
—— 4'-O-benzylapigenin-7-O-β-D-tetra-O-acetylglucoside 23598-19-8 C36H34O14
4'-O-benzylapigenin-7-O-β-D-tetra-O-acetylglucoside
—— 4-[(2R,3R,4S)-5-Fluoro-4-methyl-6-triisopropylsilanyloxy-3-(4-triisopropylsilanyloxy-phenyl)-chroman-2-yl]-phenol 783342-12-1 C40H59FO4Si2
4-[(2R,3R,4S)-5-Fluoro-4-methyl-6-triisopropylsilanyloxy-3-(4-triisopropylsilanyloxy-phenyl)-chroman-2-yl]-phenol
—— 4'-O-(2''''-phenylethyl)-naringin 1419853-94-3 C35H40O14
4'-O-(2''''-phenylethyl)-naringin
—— 5,6,7,8-Tetrachlorflavan 29390-32-7 C15H10Cl4O
5,6,7,8-Tetrachlorflavan
—— 5-((2R,3R)-5,7-diacetoxy-3-((3,5-diacetoxy-4-methoxybenzoyl)oxy)chroman-2-yl)-benzene-1,2,3-triyl triacetate 1004981-53-6 C37H34O18
5-((2R,3R)-5,7-diacetoxy-3-((3,5-diacetoxy-4-methoxybenzoyl)oxy)chroman-2-yl)-benzene-1,2,3-triyl triacetate
—— 4-[(2R,3R,4S)-4-Methyl-6-triisopropylsilanyloxy-3-(4-triisopropylsilanyloxy-phenyl)-chroman-2-yl]-phenol 783342-49-4 C40H60O4Si2
4-[(2R,3R,4S)-4-Methyl-6-triisopropylsilanyloxy-3-(4-triisopropylsilanyloxy-phenyl)-chroman-2-yl]-phenol
—— 7-Methoxy-8-chlormethyl-flavanon 27500-46-5 C17H15ClO3
7-Methoxy-8-chlormethyl-flavanon
—— (2S,3S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl (S)-2-methoxy-2-phenylacetate 1392108-93-8 C52H46O8
(2S,3S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl (S)-2-methoxy-2-phenylacetate
—— 4-(3-Hydroxy-5,7-dimethoxy-chroman-2-yl)-1,2,8-trimethoxy-9-oxo-9H-benzocycloheptene-6-carboxylic acid 26258-53-7 C26H26O10
4-(3-Hydroxy-5,7-dimethoxy-chroman-2-yl)-1,2,8-trimethoxy-9-oxo-9H-benzocycloheptene-6-carboxylic acid
—— 9-(2-Ethoxycarbonyl-phenyl)-3,4,5,6-tetrahydroxy-xanthenylium 24921-38-8 C22H17O7
9-(2-Ethoxycarbonyl-phenyl)-3,4,5,6-tetrahydroxy-xanthenylium
—— 2'-Benzyloxy-5,7,8,3'-tetramethoxy-flavon 23806-79-3 C26H24O7
2'-Benzyloxy-5,7,8,3'-tetramethoxy-flavon
—— apigenin-7-O-β-D-lactoside 1389307-14-5 C27H30O15
apigenin-7-O-β-D-lactoside
—— (epi)gallocatechin-3-O-gallate benzylthioether 220886-23-7 C29H24O11S
(epi)gallocatechin-3-O-gallate benzylthioether
—— 4-{7-[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropoxy]-4-oxo-8-propyl-4H-1-benzopyran-2-yl}benzoic acid, lysine salt 64505-06-2 C6H14N2O2*C33H34O9
4-{7-[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropoxy]-4-oxo-8-propyl-4H-1-benzopyran-2-yl}benzoic acid, lysine salt
—— 5,4'-Diacetoxy-7-methoxy-flavon 16280-23-2 C20H16O7
5,4'-Diacetoxy-7-methoxy-flavon
—— 7-{(hydroxyisopropylphosphoryl)methyloxy}-3',4',5-trimethoxyflavone 1092093-67-8 C22H25O9P
7-{(hydroxyisopropylphosphoryl)methyloxy}-3',4',5-trimethoxyflavone
—— 4'-O-(N-3''''',5'''''-dimethylphenyl-C-acetamido)-naringin 1419854-42-4 C37H43NO15
4'-O-(N-3''''',5'''''-dimethylphenyl-C-acetamido)-naringin
—— 4'-O-benzylapigenin-7-O-β-D-tetra-O-acetylgalactoside 23598-19-8 C36H34O14
4'-O-benzylapigenin-7-O-β-D-tetra-O-acetylgalactoside
—— 3',4',5,7-Tetra-O-methyl-3-O-<methylthio(thiocarbonyl)>-(+)-catechin 138571-71-8 C21H24O6S2
3',4',5,7-Tetra-O-methyl-3-O-<methylthio(thiocarbonyl)>-(+)-catechin
—— 6-bromo-2-phenyl-2H-chromene-3-carbaldehyde 57543-49-4 C16H11BrO2
6-bromo-2-phenyl-2H-chromene-3-carbaldehyde
—— (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1389307-17-8 C30H30O14
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— 3-methoxyflavothione 85726-13-2 C16H12O2S
3-methoxyflavothione
—— 4'-O-(2''''-bromoethyl)-naringin 1419854-26-4 C29H35BrO14
4'-O-(2''''-bromoethyl)-naringin
—— (2S)-(+)-3',4',5,7-Tetramethoxyflavan 138663-02-2 C19H22O5
(2S)-(+)-3',4',5,7-Tetramethoxyflavan
—— 3-O-<1-Imidazolyl(thiocarbonyl)>-3',4',5,7-tetra-O-methyl-(+)-catechin 138571-69-4 C23H24N2O6S
3-O-<1-Imidazolyl(thiocarbonyl)>-3',4',5,7-tetra-O-methyl-(+)-catechin
—— acacetin-7-O-β-D-lactoside 1389307-24-7 C28H32O15
acacetin-7-O-β-D-lactoside
—— 4'-O-allyl-naringin 1419853-85-2 C30H36O14
4'-O-allyl-naringin
—— 8-iodocatechin 117820-39-0 C15H13IO6
8-iodocatechin
—— 6-iodocatechin 104079-72-3 C15H13IO6
6-iodocatechin
—— (2R,3R)-5,7-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)phenyl)chroman-3-yl (2S)-2-methoxy-2-phenylacetate 1392108-92-7 C52H46O8
(2R,3R)-5,7-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)phenyl)chroman-3-yl (2S)-2-methoxy-2-phenylacetate
—— 6-iodocatechin pentaacetate 117820-41-4 C25H23IO11
6-iodocatechin pentaacetate
—— acacetin-7-O-β-D-hepta-O-acetyllactoside 1389307-18-9 C42H46O22
acacetin-7-O-β-D-hepta-O-acetyllactoside