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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
—— 50450-34-5 C53H60O28
—— 2-biphenyl-4-yl-6-chloro-3-hydroxy-chromen-4-one 41255-24-7 C21H13ClO3
2-biphenyl-4-yl-6-chloro-3-hydroxy-chromen-4-one
—— (+)-<i>N</i>-(6-methoxy-4-oxo-2-phenyl-chroman-8-yl)-succinamic acid 114006-11-0 C20H19NO6
(+)-<i>N</i>-(6-methoxy-4-oxo-2-phenyl-chroman-8-yl)-succinamic acid
—— 2-(4'-methoxy-biphenyl-4-yl)-chromen-4-one 869559-76-2 C22H16O3
2-(4'-methoxy-biphenyl-4-yl)-chromen-4-one
—— 2-Benzo[1,3]dioxol-5-yl-10-methyl-3-phenyl-pyrano[2,3-f]chromene-4,8-dione 41733-41-9 C26H16O6
2-Benzo[1,3]dioxol-5-yl-10-methyl-3-phenyl-pyrano[2,3-f]chromene-4,8-dione
—— Methyltachrosinat 42344-96-7 C25H22O8
Methyltachrosinat
—— 5-hydroxy-2-[3-hydroxy-4-methoxy-2-(isobut-2-en-1-yl)phenyl]-6,8-bis(isobut-2-en-1-yl)-4-oxo-4H-chromen-7-yl acetate 1188911-06-9 C30H32O7
5-hydroxy-2-[3-hydroxy-4-methoxy-2-(isobut-2-en-1-yl)phenyl]-6,8-bis(isobut-2-en-1-yl)-4-oxo-4H-chromen-7-yl acetate
—— 3-bromo-6-methyl-8-nitro-2-phenyl-chromen-4-one 132859-91-7 C16H10BrNO4
3-bromo-6-methyl-8-nitro-2-phenyl-chromen-4-one
—— diethyl 4-(3-bromomethyl-6-chloro-4H-1-benzopyran-4-on-2-yl)benzylphosphonate 166305-07-3 C21H21BrClO5P
diethyl 4-(3-bromomethyl-6-chloro-4H-1-benzopyran-4-on-2-yl)benzylphosphonate
—— 52250-30-3 C17H12O6
—— Acetic acid 2,2-dimethyl-6-oxo-8-phenyl-3,4-dihydro-2H,6H-pyrano[3,2-g]chromen-5-yl ester 55390-59-5 C22H20O5
Acetic acid 2,2-dimethyl-6-oxo-8-phenyl-3,4-dihydro-2H,6H-pyrano[3,2-g]chromen-5-yl ester
—— 7'-hydroxy-5'-methoxy-8-methyl-2,2'-diphenyl-3',4'-dihydro-2'<i>H</i>-[4,8']bichromenyl-7-one 39828-22-3 C32H26O5
7'-hydroxy-5'-methoxy-8-methyl-2,2'-diphenyl-3',4'-dihydro-2'<i>H</i>-[4,8']bichromenyl-7-one
—— 5-O-Demethyltachrosinol 42345-03-9 C21H20O6
5-O-Demethyltachrosinol
—— 7-benzyloxy-2-biphenyl-4-yl-chroman-4-one 41255-29-2 C28H22O3
7-benzyloxy-2-biphenyl-4-yl-chroman-4-one
—— 2-(3-Benzyloxy-4,5-dimethoxy-phenyl)-5,6,7,8-tetramethoxy-chromen-4-one 42509-28-4 C28H28O9
2-(3-Benzyloxy-4,5-dimethoxy-phenyl)-5,6,7,8-tetramethoxy-chromen-4-one
—— 2,4-trans-7,4'-Dimethoxy-4-acetylflavan 50403-50-4 C19H20O5
2,4-trans-7,4'-Dimethoxy-4-acetylflavan
—— Flavon-3-acetylaldoxim 51746-47-5 C18H13NO4
Flavon-3-acetylaldoxim
—— 3,5,8-trimethoxy-3',4',7-tris(tosyloxy)flavone 117155-53-0 C39H34O14S3
3,5,8-trimethoxy-3',4',7-tris(tosyloxy)flavone
—— 4-Chloro-1a,7a-dihydro-7(1H)-(2-hydroxy-3-isopropylaminopropyloxyimino)-1a-phenylcyclopropa[b]chromen 139772-57-9 C22H25ClN2O3
4-Chloro-1a,7a-dihydro-7(1H)-(2-hydroxy-3-isopropylaminopropyloxyimino)-1a-phenylcyclopropa[b]chromen
—— 5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3,7-dimethoxy-8-(3-methyl-butyl)-chromen-4-one 40073-87-8 C23H26O7
5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3,7-dimethoxy-8-(3-methyl-butyl)-chromen-4-one
—— 4α-p-Tolylsulfonyl-flavan 55539-41-8 C22H20O3S
4α-p-Tolylsulfonyl-flavan
—— epigallocatechin-(4β-2)-phloroglucinol 82916-98-1 C21H18O10
epigallocatechin-(4β-2)-phloroglucinol
—— 7-Benzyloxy-2-(4-benzyloxy-phenyl)-3-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-hydroxymethyl-3-((2S,3R,4R,5S)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-chromen-4-one 58699-66-4 C40H40O15
7-Benzyloxy-2-(4-benzyloxy-phenyl)-3-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-hydroxymethyl-3-((2S,3R,4R,5S)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-chromen-4-one
—— Acetic acid 7-acetoxy-3-methoxy-6,8-bis-(3-methyl-but-2-enyl)-4-oxo-2-phenyl-4H-chromen-5-yl ester 40603-66-5 C30H32O7
Acetic acid 7-acetoxy-3-methoxy-6,8-bis-(3-methyl-but-2-enyl)-4-oxo-2-phenyl-4H-chromen-5-yl ester
—— 3-(N-Benzoyl)-amino-4'-chlorflavanon 41769-90-8 C22H16ClNO3
3-(N-Benzoyl)-amino-4'-chlorflavanon
—— 4',7-Dibenzyloxy-3',5,6-trihydroxy-flavon 27302-44-9 C29H22O7
4',7-Dibenzyloxy-3',5,6-trihydroxy-flavon
—— 7-O-tert-butyldimethylsilyl-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)apigenin 679398-80-2 C35H42O14Si
7-O-tert-butyldimethylsilyl-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)apigenin
—— (2S,3R)-3-Chloro-3-nitro-2-(3,4,5-trimethoxy-phenyl)-chroman-4-one 143468-41-1 C18H16ClNO7
(2S,3R)-3-Chloro-3-nitro-2-(3,4,5-trimethoxy-phenyl)-chroman-4-one
—— (+)-(2R,3R)-5,7-bis(benzyloxy)-2-[3',5'-bis(benzyloxy)-4'-methoxyphenyl]chroman-3-ol 901125-40-4 C44H40O7
(+)-(2R,3R)-5,7-bis(benzyloxy)-2-[3',5'-bis(benzyloxy)-4'-methoxyphenyl]chroman-3-ol
—— (-)-balsacone E 1572949-04-2 C25H24O6
(-)-balsacone E
—— 3-Chlor-3',4',5,7-tetramethoxyflavan-4-ol 54946-19-9 C19H21ClO6
3-Chlor-3',4',5,7-tetramethoxyflavan-4-ol
—— Toluene-4-sulfonic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3,6-dihydroxy-7-methoxy-4-oxo-4H-chromen-5-yl ester 154048-15-4 C31H26O10S
Toluene-4-sulfonic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3,6-dihydroxy-7-methoxy-4-oxo-4H-chromen-5-yl ester
—— 8-hydroxy-3-methyl-7-(4-nitro-phenyl)-chromeno[6,5-<i>d</i>]isoxazol-9-one 49544-05-0 C17H10N2O6
8-hydroxy-3-methyl-7-(4-nitro-phenyl)-chromeno[6,5-<i>d</i>]isoxazol-9-one
—— 4'-O-Methylkanzakiflavon-2 63934-55-4 C17H12O6
4'-O-Methylkanzakiflavon-2
—— 8-(2,3-dihydroxy-3-methyl-butyl)-5,7-dimethoxy-2-phenyl-chromen-4-one 42345-02-8 C22H24O6
8-(2,3-dihydroxy-3-methyl-butyl)-5,7-dimethoxy-2-phenyl-chromen-4-one
—— Acetic acid (2S,3S,4S)-3-bromo-5,7-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-yl ester 54946-18-8 C20H21BrO6
Acetic acid (2S,3S,4S)-3-bromo-5,7-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-yl ester
—— 2-(4-Benzyloxy-phenyl)-5-fluoro-6-triisopropylsilanyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2H-chromene 783342-28-9 C46H61FO4Si2
2-(4-Benzyloxy-phenyl)-5-fluoro-6-triisopropylsilanyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2H-chromene
—— 3.2'-Dihydroxy-7.5'-dimethoxy-flavon 93322-56-6 C17H14O6
3.2'-Dihydroxy-7.5'-dimethoxy-flavon
—— Acetic acid 2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-8-(3-methyl-but-2-enyl)-4-oxo-4H-chromen-5-yl ester 40073-89-0 C26H28O8
Acetic acid 2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-8-(3-methyl-but-2-enyl)-4-oxo-4H-chromen-5-yl ester
—— 1a,7a-Dihydro-7(1H)-[2-(4-methyl-1-piperazinyl)ethyloxyimino]-1a-phenylcyclopropa[b]chromen 139771-47-4 C23H27N3O2
1a,7a-Dihydro-7(1H)-[2-(4-methyl-1-piperazinyl)ethyloxyimino]-1a-phenylcyclopropa[b]chromen
—— 2-(2-(2,4-dihydroxyphenyl)-7-hydroxy-4-oxo-4H-chromen-5-yl)acetic acid 1389341-97-2 C17H12O7
2-(2-(2,4-dihydroxyphenyl)-7-hydroxy-4-oxo-4H-chromen-5-yl)acetic acid
—— 2-(2-(4-chlorophenyl)-7-hydroxy-4-oxo-4H-chromen-5-yl)acetic acid 1389342-10-2 C17H11ClO5
2-(2-(4-chlorophenyl)-7-hydroxy-4-oxo-4H-chromen-5-yl)acetic acid
—— 4'-Methoxyisoxazolo<7,8>flavon 42345-50-6 C17H11NO4
4'-Methoxyisoxazolo<7,8>flavon
—— 8-hydroxy-3-methyl-7-phenyl-chromeno[6,5-<i>d</i>]isoxazol-9-one 49629-32-5 C17H11NO4
8-hydroxy-3-methyl-7-phenyl-chromeno[6,5-<i>d</i>]isoxazol-9-one
—— 4-[3-(3,4-Dimethoxy-phenyl)-2-hydroxy-propyl]-2-[5-(3-hydroxy-5,7-dimethoxy-chroman-2-yl)-2-methoxy-phenoxy]-5-methoxy-benzene-1,3-diol 61668-07-3 C36H40O12
4-[3-(3,4-Dimethoxy-phenyl)-2-hydroxy-propyl]-2-[5-(3-hydroxy-5,7-dimethoxy-chroman-2-yl)-2-methoxy-phenoxy]-5-methoxy-benzene-1,3-diol
—— 7-Methoxy-3,2'''-biflavonylmethan 66075-31-8 C32H22O7
7-Methoxy-3,2'''-biflavonylmethan
—— 3-(2-Oxo-2-phenyl-ethyl)-2-phenyl-chromen-4-one 50526-02-8 C23H16O3
3-(2-Oxo-2-phenyl-ethyl)-2-phenyl-chromen-4-one
—— Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3-hydroxy-7-methoxy-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester 154048-07-4 C33H28O11S
Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3-hydroxy-7-methoxy-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester
—— (+)-balsacone I 1572949-14-4 C25H24O7
(+)-balsacone I
—— 2-(2-methoxyphenyl)-3-nitro-2H-chromene 57543-93-8 C16H13NO4
2-(2-methoxyphenyl)-3-nitro-2H-chromene