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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
—— Eupatolitin-tetraacetat 29536-45-6 C25H22O12
Eupatolitin-tetraacetat
—— 6',6'''-Dimethoxy-biflavonyl-(3',3''') 98879-16-4 C32H22O6
6',6'''-Dimethoxy-biflavonyl-(3',3''')
—— 4'-methoxy-4β-(2-naphthyloxy)flavan 88214-78-2 C26H22O3
4'-methoxy-4β-(2-naphthyloxy)flavan
—— 7-benzyloxy-2',4'-dimethoxyflavone 1235986-70-5 C24H20O5
7-benzyloxy-2',4'-dimethoxyflavone
—— (2S)-4',7-dimethoxyflavan-4-ol 273931-29-6 C17H18O4
(2S)-4',7-dimethoxyflavan-4-ol
—— 2-(4-(benzyloxy)-3-methoxyphenyl)-5,7-dihydroxychroman-4-one 117766-65-1 C23H20O6
2-(4-(benzyloxy)-3-methoxyphenyl)-5,7-dihydroxychroman-4-one
—— (8S)-8-(2-chlorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-17-6 C21H22ClN3O2
(8S)-8-(2-chlorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— bis(3-O-acetyl-5,7,3',4'-tetra-O-benzyl)epicatechin 4β,8-dimer 477565-90-5 C90H78O14
bis(3-O-acetyl-5,7,3',4'-tetra-O-benzyl)epicatechin 4β,8-dimer
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)]glucosyl-4H-chromen-4-one 1246840-60-7 C64H50F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)]glucosyl-4H-chromen-4-one
—— (R)-5,7-Dihydroxy-6,8-bis-((1R,6R)-6-isopropyl-3-methyl-cyclohex-2-enyl)-2-phenyl-chroman-4-one 123406-75-7 C35H44O4
(R)-5,7-Dihydroxy-6,8-bis-((1R,6R)-6-isopropyl-3-methyl-cyclohex-2-enyl)-2-phenyl-chroman-4-one
—— 6,7-dimethoxy-2-[3-(pyrrolidin-1-ylmethyl)-phenyl]-4H-chromen-4-one 916060-88-3 C22H23NO4
6,7-dimethoxy-2-[3-(pyrrolidin-1-ylmethyl)-phenyl]-4H-chromen-4-one
—— 6-Ethyl-7-hydroxy-flavan-8-aldehyd 95020-88-5 C18H18O3
6-Ethyl-7-hydroxy-flavan-8-aldehyd
—— 4-oxo-N-(1,3-thiazol-2-yl)-2-[3-(trifluoromethyl)phenyl]chromene-8-carboxamide 1219444-84-4 C20H11F3N2O3S
4-oxo-N-(1,3-thiazol-2-yl)-2-[3-(trifluoromethyl)phenyl]chromene-8-carboxamide
—— (2R,4R)-4-methyl-2-phenylchroman 1273579-13-7 C16H16O
(2R,4R)-4-methyl-2-phenylchroman
—— 3-Hydroxy-2-(3-nitro-phenyl)-4-oxo-4H-chromene-6-carboxylic acid 976-00-1 C16H9NO7
3-Hydroxy-2-(3-nitro-phenyl)-4-oxo-4H-chromene-6-carboxylic acid
—— 3,6-Dihydroxy-8-methoxy-flavon 92965-29-2 C16H12O5
3,6-Dihydroxy-8-methoxy-flavon
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-hexyl-5,7,8-trimethoxy-chromen-4-one 134082-11-4 C38H40O7
2-(3,4-Bis-benzyloxy-phenyl)-3-hexyl-5,7,8-trimethoxy-chromen-4-one
—— 2-(4-Benzyloxy-phenyl)-3,5,6,7-tetramethoxy-chromen-4-one 14801-88-8 C26H24O7
2-(4-Benzyloxy-phenyl)-3,5,6,7-tetramethoxy-chromen-4-one
—— 7-Chlor-4'-methoxy-flavonolacetat 101875-92-7 C18H13ClO5
7-Chlor-4'-methoxy-flavonolacetat
—— 7-Brom-flavonolacetat 101439-22-9 C17H11BrO4
7-Brom-flavonolacetat
—— 5,7,4'-Tribenzyl-3,4-isopropyliden-pelargidandiol 106278-66-4 C39H36O6
5,7,4'-Tribenzyl-3,4-isopropyliden-pelargidandiol
—— 4'-benzyloxy-5,6,7,3',5'-pentamethoxyflavone 89354-95-0 C27H26O8
4'-benzyloxy-5,6,7,3',5'-pentamethoxyflavone
—— 6,8-Dimethoxy-4'-benzyloxy-flavonol 95957-64-5 C24H20O6
6,8-Dimethoxy-4'-benzyloxy-flavonol
—— 3,5,2'-Trimethoxy-flavon 95020-27-2 C18H16O5
3,5,2'-Trimethoxy-flavon
—— 3,7-β-D-Octa-O-acetylglucosid v. 3,7-Dihydroxy-4'-methoxy-flavon 124103-70-4 C44H48O23
3,7-β-D-Octa-O-acetylglucosid v. 3,7-Dihydroxy-4'-methoxy-flavon
—— Toluene-4-sulfonic acid 3-hydroxy-7-methoxy-8-methoxymethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester 154048-54-1 C26H24O10S
Toluene-4-sulfonic acid 3-hydroxy-7-methoxy-8-methoxymethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester
—— 2-(3,4-Bis-benzyloxy-phenyl)-6,7-dimethoxy-5-pentyloxy-chromen-4-one 103777-19-1 C36H36O7
2-(3,4-Bis-benzyloxy-phenyl)-6,7-dimethoxy-5-pentyloxy-chromen-4-one
—— 2-(3-methylsulfonylphenyl)-4-oxo-N-pyridin-2-ylchromene-8-carboxamide 1219445-05-2 C22H16N2O5S
2-(3-methylsulfonylphenyl)-4-oxo-N-pyridin-2-ylchromene-8-carboxamide
—— Bis-(7-hydroxy-8-flavonyl)-methan 98840-32-5 C31H20O6
Bis-(7-hydroxy-8-flavonyl)-methan
—— 6-Ethyl-3'-cyano-α-pyrono<6',5'-7,8>flavan 95697-57-7 C21H17NO3
6-Ethyl-3'-cyano-α-pyrono<6',5'-7,8>flavan
—— Reso-oxyayanin A 93876-66-5 C18H16O7
Reso-oxyayanin A
—— 7,8-Benzo-4'-methoxy-6-nitro-flavon 100151-83-5 C20H13NO5
7,8-Benzo-4'-methoxy-6-nitro-flavon
—— (R)-7-(benzyloxy)-2-(3-(benzyloxy)-4-methoxyphenyl)-5-(methoxymethoxy)chroman-3-one 1365537-62-7 C32H30O7
(R)-7-(benzyloxy)-2-(3-(benzyloxy)-4-methoxyphenyl)-5-(methoxymethoxy)chroman-3-one
—— 2-(3,4-Bis-benzyloxy-phenyl)-3,5-dihydroxy-6,7-dimethoxy-chromen-4-one 124910-06-1 C31H26O8
2-(3,4-Bis-benzyloxy-phenyl)-3,5-dihydroxy-6,7-dimethoxy-chromen-4-one
—— [Cu(MPCS)<sub>2</sub>(NO3)<sub>2</sub>] 1415229-40-1 C34H34CuN8O10
[Cu(MPCS)<sub>2</sub>(NO3)<sub>2</sub>]
—— 3',4'-methylenedioxy-5,7-dihydroxy-6-(3,3-dimethyl)allylflavanone 1352547-29-5 C21H20O6
3',4'-methylenedioxy-5,7-dihydroxy-6-(3,3-dimethyl)allylflavanone
—— 3,6,4'-Trihydroxy-8-methoxy-flavon 92965-46-3 C16H12O6
3,6,4'-Trihydroxy-8-methoxy-flavon
—— (+-)-3t,7-Diacetoxy-2r-(3,4-diacetoxy-phenyl)-chroman-4c-ol 114619-78-2 C23H22O10
(+-)-3t,7-Diacetoxy-2r-(3,4-diacetoxy-phenyl)-chroman-4c-ol
—— 1420046-24-7 C25H27NO6
—— 2-{3-(benzyloxy)-2-[2,4-bis(benzyloxy)phenyl]-6-methyl-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione 372102-57-3 C40H35NO7S
2-{3-(benzyloxy)-2-[2,4-bis(benzyloxy)phenyl]-6-methyl-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione
—— 8-Acetoxy-6-methyl-flavon 94712-30-8 C18H14O4
8-Acetoxy-6-methyl-flavon
—— 6-ethyl-7-hydroxy-2-phenyl-chroman-4-one 26081-90-3 C17H16O3
6-ethyl-7-hydroxy-2-phenyl-chroman-4-one
—— 3,4'-Dihydroxy-5,7,8-trimethoxy-flavon 93876-68-7 C18H16O7
3,4'-Dihydroxy-5,7,8-trimethoxy-flavon
—— 7,8-Dimethoxy-3-phenylflavon 65894-00-0 C23H18O4
7,8-Dimethoxy-3-phenylflavon
—— 8-amino-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one 112686-65-4 C17H17NO3
8-amino-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-isopropoxy-4H-chromen-4-one 1201808-12-9 C39H34O6
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-isopropoxy-4H-chromen-4-one
—— (+)-balsacone H 1572949-11-1 C24H22O6
(+)-balsacone H
—— (+/-)-4,7-Diacetoxy-flavan 22109-91-7 C19H18O5
(+/-)-4,7-Diacetoxy-flavan
—— 5,7-Dihydroxy-2',4'-dimethoxy-3-methyl-6-isopentyl-flavon 102655-78-7 C23H26O6
5,7-Dihydroxy-2',4'-dimethoxy-3-methyl-6-isopentyl-flavon
—— N-[4-oxo-2-[3-(trifluoromethyl)phenyl]chromen-8-yl]pyrazine-2-carboxamide 1219444-83-3 C21H12F3N3O3
N-[4-oxo-2-[3-(trifluoromethyl)phenyl]chromen-8-yl]pyrazine-2-carboxamide