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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',4',5,6,7-pentamethoxy-8-C-prenylflavone 1174901-16-6 C25H28O7
3',4',5,6,7-pentamethoxy-8-C-prenylflavone
—— 3-O-acetyl-5,7,3',4'-tetra-O-benzylepicatechin-4β,8-(3-O-acetyl-5,7,3',4'-tetra-O-benzyl-4-hydroxyepicatechin) 477565-93-8 C90H78O15
3-O-acetyl-5,7,3',4'-tetra-O-benzylepicatechin-4β,8-(3-O-acetyl-5,7,3',4'-tetra-O-benzyl-4-hydroxyepicatechin)
—— 4-(3,3-diphenyl-3H-benzo[f]chromen-8-yl)morpholine 1073241-56-1 C29H25NO2
4-(3,3-diphenyl-3H-benzo[f]chromen-8-yl)morpholine
—— (2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin 1390643-77-2 C38H44O7Si
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl-3-acetylcatechin
—— 3-amino-8-methoxy-2-phenyl-4H-chromen-4-one 1204351-73-4 C16H13NO3
3-amino-8-methoxy-2-phenyl-4H-chromen-4-one
—— 10-(2-Isopropyl-5-methyl-hexyl)-5-methoxy-7,8-dimethyl-4-phenyl-3,4,7,8-tetrahydro-pyrano[3,2-g]chromene-2,6-dione 38273-20-0 C31H40O5
10-(2-Isopropyl-5-methyl-hexyl)-5-methoxy-7,8-dimethyl-4-phenyl-3,4,7,8-tetrahydro-pyrano[3,2-g]chromene-2,6-dione
—— 5,7,8-Trimethoxy-2-(2,3,6-trimethoxy-phenyl)-chromen-4-one 27500-11-4 C21H22O8
5,7,8-Trimethoxy-2-(2,3,6-trimethoxy-phenyl)-chromen-4-one
—— 7-hydroxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromene-8-carbaldehyde 42345-42-6 C17H12O5
7-hydroxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromene-8-carbaldehyde
—— (2R,3R)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl epi-catechin 1390643-86-3 C36H42O6Si
(2R,3R)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methyl epi-catechin
—— 2-(4-iodo-phenyl)-5-methoxy-chromen-4-one 26506-11-6 C16H11IO3
2-(4-iodo-phenyl)-5-methoxy-chromen-4-one
—— 3-Brom-3-hydroxymethyl-flavanon 29080-57-7 C16H13BrO3
3-Brom-3-hydroxymethyl-flavanon
—— 2'-Methyl-(7,8)-oxazolo-flavon 24045-30-5 C17H11NO3
2'-Methyl-(7,8)-oxazolo-flavon
—— 3-O-acetyl-4-[(2-benzothiazolyl)thio]-5,7,3',4'-tetra-O-benzylepicatechin 477565-89-2 C52H43NO7S2
3-O-acetyl-4-[(2-benzothiazolyl)thio]-5,7,3',4'-tetra-O-benzylepicatechin
—— 2-[2-hydroxy-4-(4-methoxybenzyloxy)phenyl]-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-pyrano[2,3-f]chromen-4-one 1216959-11-3 C33H32O7
2-[2-hydroxy-4-(4-methoxybenzyloxy)phenyl]-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-pyrano[2,3-f]chromen-4-one
—— 6-acetamino-3-methoxy-3′,4′-dimethoxyflavone 285138-22-9 C20H19NO6
6-acetamino-3-methoxy-3′,4′-dimethoxyflavone
—— 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(4-O-acetyl-α-L-rhamnopyranosyloxy)-4H-chromen-4-one 916069-06-2 C44H40O11
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(4-O-acetyl-α-L-rhamnopyranosyloxy)-4H-chromen-4-one
—— (2S,3R)-2-Benzo[1,3]dioxol-5-yl-3-methyl-chroman-4-one oxime 36944-47-5 C17H15NO4
(2S,3R)-2-Benzo[1,3]dioxol-5-yl-3-methyl-chroman-4-one oxime
—— Tetra-allylresamorin 32406-45-4 C27H26O6
Tetra-allylresamorin
—— 5-acetoxy-7,5',7'-trimethoxy-2,2'-bis-(4-methoxy-phenyl)-[8,8']bichromenyl-4,4'-dione 26505-93-1 C37H30O11
5-acetoxy-7,5',7'-trimethoxy-2,2'-bis-(4-methoxy-phenyl)-[8,8']bichromenyl-4,4'-dione
—— 2,3-Dihydro-3,3-bis-(2-methoxyphenyl)-1H-naphtho-<2,1-b>-pyran-1-ol 29517-97-3 C27H24O4
2,3-Dihydro-3,3-bis-(2-methoxyphenyl)-1H-naphtho-<2,1-b>-pyran-1-ol
—— 2-(4-Benzyloxy-phenyl)-3,5-dihydroxy-7-methoxy-6-methoxymethoxy-chromen-4-one 154048-30-3 C25H22O8
2-(4-Benzyloxy-phenyl)-3,5-dihydroxy-7-methoxy-6-methoxymethoxy-chromen-4-one
—— (2S)-7-methoxy-2-(2,4,5-trifluorophenyl)-2H-chromene-3-carbaldehyde 1608094-88-7 C17H11F3O3
(2S)-7-methoxy-2-(2,4,5-trifluorophenyl)-2H-chromene-3-carbaldehyde
—— 7-Methoxy-8-acetoxy-methyl-flavanon 27500-48-7 C19H18O5
7-Methoxy-8-acetoxy-methyl-flavanon
—— 4-oxo-2-phenyl-4H-chromene-6-carbonitrile 35794-54-8 C16H9NO2
4-oxo-2-phenyl-4H-chromene-6-carbonitrile
—— (2R,3R)-5,7-diacetoxy-2-(3',4',5'-triacetoxy-phenyl)-chroman-3-yl 3-acetoxy-4,5-bis(phosphoryl-oxy)benzoate 1338809-84-9 C34H32O23P2
(2R,3R)-5,7-diacetoxy-2-(3',4',5'-triacetoxy-phenyl)-chroman-3-yl 3-acetoxy-4,5-bis(phosphoryl-oxy)benzoate
—— (2R,3R)-5,7-diacetoxy-2-(3',4',5'-triacetoxy-phenyl)-chroman-3-yl 3,5-diacetoxy-4-(phosphoryloxy)-benzoate 1338809-83-8 C36H33O21P
(2R,3R)-5,7-diacetoxy-2-(3',4',5'-triacetoxy-phenyl)-chroman-3-yl 3,5-diacetoxy-4-(phosphoryloxy)-benzoate
—— 6-(5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yloxy)-3,6-dihydro-2-methyl-2H-pyran-3-yl acetate 916069-05-1 C44H38O9
6-(5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yloxy)-3,6-dihydro-2-methyl-2H-pyran-3-yl acetate
—— 7-(2-bromoethoxy)-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one 1509943-41-2 C17H15BrO5
7-(2-bromoethoxy)-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one
—— 5,7-bis(benzoxy)-2-(4-(benzoxy)phenyl)-3-[2'',3'',4''-tri-O-acetyl-α-L-rhamnopyranosyloxy]-4H-chromen-4-one 910041-19-9 C48H44O13
5,7-bis(benzoxy)-2-(4-(benzoxy)phenyl)-3-[2'',3'',4''-tri-O-acetyl-α-L-rhamnopyranosyloxy]-4H-chromen-4-one
—— 5,7-Diethoxy-3,4'-dihydroxyflavanon 26207-84-1 C19H20O6
5,7-Diethoxy-3,4'-dihydroxyflavanon
—— (2R,3R)-5,7-diacetoxy-2-(3',4',5'-triacetoxy-phenyl)-chroman-3-yl 3,5-diacetoxy-4-(dibenzyloxy-phosphoryloxy)benzoate 1338809-93-0 C50H45O21P
(2R,3R)-5,7-diacetoxy-2-(3',4',5'-triacetoxy-phenyl)-chroman-3-yl 3,5-diacetoxy-4-(dibenzyloxy-phosphoryloxy)benzoate
—— 7-Hydroxy-4'-methoxy-5-acetoxy-flavon-7-(tetra-O-acetyl-β-D-galaktopyranosid) 28585-73-1 C32H32O15
7-Hydroxy-4'-methoxy-5-acetoxy-flavon-7-(tetra-O-acetyl-β-D-galaktopyranosid)
—— (2S,3S,4S,5R,6S)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3- yl)oxy)-5-hydroxy-2-methyltetrahydro-2H-pyran-3,4-diyl diacetate 916069-08-4 C46H42O12
(2S,3S,4S,5R,6S)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3- yl)oxy)-5-hydroxy-2-methyltetrahydro-2H-pyran-3,4-diyl diacetate
—— 3-Phenanthryliden-6-nitro-flavanon 27171-74-0 C30H19NO4
3-Phenanthryliden-6-nitro-flavanon
—— 2-(4-methansulfonylphenyl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-17-6 C18H16N2O5S*ClH
2-(4-methansulfonylphenyl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— α-Rhamnorobin 21848-54-4 C21H20O10
α-Rhamnorobin
—— 4-(4-Methoxyphenyl)-2-phenyl-benz<b>oxepin-3,5-dion 23772-13-6 C23H18O4
4-(4-Methoxyphenyl)-2-phenyl-benz<b>oxepin-3,5-dion
—— 2-dimethoxymethyl-6-methoxy-2-(4-methoxy-phenyl)-2,3-dihydro-benzofuran-3-ol 25826-80-6 C19H22O6
2-dimethoxymethyl-6-methoxy-2-(4-methoxy-phenyl)-2,3-dihydro-benzofuran-3-ol
—— 3-<i>p</i>-tolyl-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one 21629-65-2 C19H15NO2
3-<i>p</i>-tolyl-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one
—— 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-2H-1-benzopyran 1392108-91-6 C50H42O6
2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-tris(phenylmethoxy)-2H-1-benzopyran
—— 3-allyl-2-(p-tolyl)-4H-chromen-4-one 1514918-51-4 C19H16O2
3-allyl-2-(p-tolyl)-4H-chromen-4-one
—— 4'-O-ethyl-naringin 1419853-53-4 C29H36O14
4'-O-ethyl-naringin
—— 6-Ethyl-3.7.8.2'.5'-pentahydroxy-flavon 93322-68-0 C17H14O7
6-Ethyl-3.7.8.2'.5'-pentahydroxy-flavon
—— 4'-O-iso-propyl-naringin 1419853-77-2 C30H38O14
4'-O-iso-propyl-naringin
—— 7-decyl-3,2',4',6'-tetramethoxyflavone 1354708-25-0 C29H38O6
7-decyl-3,2',4',6'-tetramethoxyflavone
—— 7-Amino-4'-nitroflavon 36768-20-4 C15H10N2O4
7-Amino-4'-nitroflavon
—— 3,3'-dihydroxy-2,2'-bis-(4-methoxy-phenyl)-6,6'-methanediyl-bis-benzo[<i>h</i>]chromen-4-one 22812-20-0 C41H28O8
3,3'-dihydroxy-2,2'-bis-(4-methoxy-phenyl)-6,6'-methanediyl-bis-benzo[<i>h</i>]chromen-4-one
—— 2'-p-Hydroxyphenyl-(7,8)-oxazolo-flavon 24138-74-7 C22H13NO4
2'-p-Hydroxyphenyl-(7,8)-oxazolo-flavon
—— 6-amino-3-hydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one hydrochloride 1252652-96-2 C16H13NO4*ClH
6-amino-3-hydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one hydrochloride
—— Neohesperidosid-7-trihydroxy-3',5,7-methoxy-4'-flavonol 28383-41-7 C28H34O16
Neohesperidosid-7-trihydroxy-3',5,7-methoxy-4'-flavonol