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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-methyl-2-(3-nitrophenyl)-4-oxo-4H-1-benzopyran-8-carboxylic acid 188018-64-6 C17H11NO6
3-methyl-2-(3-nitrophenyl)-4-oxo-4H-1-benzopyran-8-carboxylic acid
—— 2',5'-dichloro-3-methylflavone-8-carboxylic acid 90102-52-6 C17H10Cl2O4
2',5'-dichloro-3-methylflavone-8-carboxylic acid
—— 7-bromo-3-hydroxy-2-phenyl-chromen-4-one 1222-33-9 C15H9BrO3
7-bromo-3-hydroxy-2-phenyl-chromen-4-one
—— 2-(4-methoxyphenyl)-2-methyl-2,3-dihydro-4H-chromen-4-one 1313611-35-6 C17H16O3
2-(4-methoxyphenyl)-2-methyl-2,3-dihydro-4H-chromen-4-one
—— 7-Naphthalen-2-yl-2,2-diphenylchromene 933066-99-0 C31H22O
7-Naphthalen-2-yl-2,2-diphenylchromene
—— [(2R)-3-[(4-methoxyphenyl)methyl]-2-phenyl-2H-chromen-4-yl] 2,2-dimethylpropanoate 1318698-10-0 C28H28O4
[(2R)-3-[(4-methoxyphenyl)methyl]-2-phenyl-2H-chromen-4-yl] 2,2-dimethylpropanoate
—— 2-(4-Benzyloxy-phenyl)-3-hydroxy-7-isopropyl-chromen-4-one 132020-68-9 C25H22O4
2-(4-Benzyloxy-phenyl)-3-hydroxy-7-isopropyl-chromen-4-one
—— 3-N,N-diethylaminomethylideneflavanone 99111-28-1 C20H21NO2
3-N,N-diethylaminomethylideneflavanone
—— Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3,6,7-trimethoxy-4-oxo-4H-chromen-5-yl ester 19862-25-0 C28H26O9
Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-3,6,7-trimethoxy-4-oxo-4H-chromen-5-yl ester
—— 2'-Chloro-5-hydroxy-3,7,8-trimethoxyflavone 95055-86-0 C18H15ClO6
2'-Chloro-5-hydroxy-3,7,8-trimethoxyflavone
—— 8-{5-[4-(2-methoxyphenyl)-1-piperazinyl]pentylsulfonyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 188017-47-2 C32H36N2O5S
8-{5-[4-(2-methoxyphenyl)-1-piperazinyl]pentylsulfonyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 2-(4-ethylaminophenyl)-8-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-4-oxo-4H-1-benzopyran 188018-71-5 C33H38N4O4
2-(4-ethylaminophenyl)-8-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-4-oxo-4H-1-benzopyran
—— 3-(5-bromo-pentyloxy)-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one 114050-95-2 C22H23BrO4
3-(5-bromo-pentyloxy)-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one
—— 5-Hydroxy-3,7,2',4'-tetramethoxy-6-methyl-flavon 7555-77-3 C20H20O7
5-Hydroxy-3,7,2',4'-tetramethoxy-6-methyl-flavon
—— 7-Allyloxy-3-methyl-3',4',5'-trimethoxy-flavon 18651-25-7 C22H22O6
7-Allyloxy-3-methyl-3',4',5'-trimethoxy-flavon
—— 2-(3.4-Methylendioxy-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-brom-4H-chromen 6586-28-3 C17H11BrO6
2-(3.4-Methylendioxy-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— 8-{2-Hydroxy-3-[4-(2-methoxyphenyl)-1-piperazinyl]-propoxy}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-56-3 C30H32N2O5*ClH
8-{2-Hydroxy-3-[4-(2-methoxyphenyl)-1-piperazinyl]-propoxy}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 3-(benzyloxy)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)-4H-chromen-4-one 960365-83-7 C26H24O7
3-(benzyloxy)-5-methoxy-7-(methoxymethoxy)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— tricin 7-O-β-glucopyranoside-2''-sulphate sodium salt 1392102-95-2 C23H23O15S*Na
tricin 7-O-β-glucopyranoside-2''-sulphate sodium salt
—— 8,9,10,11-tetrahydro-2-phenyl-4H-benzofuro<2,3-h><1>benzopyran-4-one 112649-52-2 C21H16O3
8,9,10,11-tetrahydro-2-phenyl-4H-benzofuro<2,3-h><1>benzopyran-4-one
—— 8-[(1R,5R,6S)-6-(2,4-Dimethoxy-benzoyl)-5-(2,4-dimethoxy-phenyl)-3-methyl-cyclohex-2-enyl]-2-(2,4-dimethoxy-phenyl)-5,7-dimethoxy-3-(3-methyl-but-2-enyl)-chromen-4-one 79056-25-0 C48H52O11
8-[(1R,5R,6S)-6-(2,4-Dimethoxy-benzoyl)-5-(2,4-dimethoxy-phenyl)-3-methyl-cyclohex-2-enyl]-2-(2,4-dimethoxy-phenyl)-5,7-dimethoxy-3-(3-methyl-but-2-enyl)-chromen-4-one
—— 2-(naphthalen-1-yl)chroman-4-one 1256155-45-9 C19H14O2
2-(naphthalen-1-yl)chroman-4-one
—— 5-Allyloxy-3,7,3',4'-tetra-p-tosyloxy-flavon 20046-07-5 C46H38O15S4
5-Allyloxy-3,7,3',4'-tetra-p-tosyloxy-flavon
—— 1-(2,2-diphenyl-2H-chromen-6-yl)-1H-pyrrole 1073241-70-9 C25H19NO
1-(2,2-diphenyl-2H-chromen-6-yl)-1H-pyrrole
—— 2-(2-Hydroxy-phenyl)-6-phenyl-chroman-4-one 87241-77-8 C21H16O3
2-(2-Hydroxy-phenyl)-6-phenyl-chroman-4-one
—— 8-Trideuteriomethylmercapto-5,7,3',4'-tetramethoxy-flavanol-(3) 13178-94-4 C20H24O6S
8-Trideuteriomethylmercapto-5,7,3',4'-tetramethoxy-flavanol-(3)
—— 3-Methyl-8-{3-[4-(2-methylaminocarbonyloxyphenyl)-1-piperazinyl]-propylcarbamoyl}-4-oxo-2-phenyl-4H-1-benzopyran 152736-60-2 C32H34N4O5
3-Methyl-8-{3-[4-(2-methylaminocarbonyloxyphenyl)-1-piperazinyl]-propylcarbamoyl}-4-oxo-2-phenyl-4H-1-benzopyran
—— (3aS,13bS,13cR)-6-[(E)-2-(2,4-Dimethoxy-phenyl)-vinyl]-4,11-dimethoxy-8a-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)-2-methyl-1,8a,13b,13c-tetrahydro-3aH-8,9-dioxa-benzo[fg]naphthacene 137460-80-1 C44H44O8
(3aS,13bS,13cR)-6-[(E)-2-(2,4-Dimethoxy-phenyl)-vinyl]-4,11-dimethoxy-8a-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)-2-methyl-1,8a,13b,13c-tetrahydro-3aH-8,9-dioxa-benzo[fg]naphthacene
—— 4-Brom-2,7-di(p-tolylthio)phenoxazin-3-on 50793-66-3 C26H18BrNO2S2
4-Brom-2,7-di(p-tolylthio)phenoxazin-3-on
—— 8,8'-bi-isorhamnetin 554453-88-2 C32H22O14
8,8'-bi-isorhamnetin
—— 8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-2-(3-nitrophenyl)-4-oxo-4H-1-benzopyran 188017-42-7 C31H32N4O6
8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-2-(3-nitrophenyl)-4-oxo-4H-1-benzopyran
—— 2-(4-(benzyloxy)-3-(methoxymethoxy)phenyl)-3-hydroxy-4H-chromen-4-one 1599469-70-1 C24H20O6
2-(4-(benzyloxy)-3-(methoxymethoxy)phenyl)-3-hydroxy-4H-chromen-4-one
—— 3-(4-bromo-butoxy)-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one 114050-94-1 C21H21BrO4
3-(4-bromo-butoxy)-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one
—— (E)-1-(3-chlorophenyl)-3-(4-(((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)prop-2-en-1-one 1191907-65-9 C21H21ClO7
(E)-1-(3-chlorophenyl)-3-(4-(((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)prop-2-en-1-one
—— 4'-acetoxy-5-benzoyl-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone 1437307-74-8 C39H36O16
4'-acetoxy-5-benzoyl-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone
—— 7-[4-(1-amino-cyclobutyl)-phenyl]-2-ethyl-8-phenyl-2H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one 1279087-17-0 C28H25N3O2
7-[4-(1-amino-cyclobutyl)-phenyl]-2-ethyl-8-phenyl-2H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one
—— 2-<Naphthyl-(1)>-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-78-1 C20H13ClO4
2-<Naphthyl-(1)>-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— 2-Aethyl-4-hydroxy-4',7-dimethoxy-isoflavan 5093-61-8 C19H22O4
2-Aethyl-4-hydroxy-4',7-dimethoxy-isoflavan
—— myricetin 3-O-β-D-xylopyranoside 102849-44-5 C20H18O12
myricetin 3-O-β-D-xylopyranoside
—— Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-(3,4-bis-benzyloxy-phenyl)-5-hydroxy-3-methoxy-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester 13262-63-0 C44H42O16
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-(3,4-bis-benzyloxy-phenyl)-5-hydroxy-3-methoxy-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester
—— 3-Hydroxy-2-(4-hydroxy-3-methylphenyl)chromen-4-one 1017266-13-5 C16H12O4
3-Hydroxy-2-(4-hydroxy-3-methylphenyl)chromen-4-one
—— 5-Methoxy-6,7,4'-triaethoxy-flavon 20450-40-2 C22H24O6
5-Methoxy-6,7,4'-triaethoxy-flavon
—— 8-{2-[4-(2-Methoxyphenyl)-1-piperazinyl]-ethylsulfonylmethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-43-8 C30H32N2O5S*ClH
8-{2-[4-(2-Methoxyphenyl)-1-piperazinyl]-ethylsulfonylmethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone 1437307-75-9 C37H34O15
5-benzoyl-4'-hydroxy-6-C-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-7-methoxyflavone
—— 5,7,3'-Trihydroxy-4'-propoxyflavanon-7β-neohesperidosid 19229-48-2 C30H38O15
5,7,3'-Trihydroxy-4'-propoxyflavanon-7β-neohesperidosid
—— 7-acetoxy-8-iodoflavanone 693800-73-6 C17H13IO4
7-acetoxy-8-iodoflavanone
—— 8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-2-(1-naphthyl)-4-oxo-4H-1-benzopyran 188017-37-0 C35H35N3O4
8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-2-(1-naphthyl)-4-oxo-4H-1-benzopyran
—— 3-(4-fuorophenyl)-4-methyl-2-(4-((S)-2-((R)-2-methylpyrrolidin-1-yI)propoxy)phenyI)-2H-chromen-6-ol hydrochloride 1352307-85-7 C30H32FNO3*ClH
3-(4-fuorophenyl)-4-methyl-2-(4-((S)-2-((R)-2-methylpyrrolidin-1-yI)propoxy)phenyI)-2H-chromen-6-ol hydrochloride
—— 2-(2-Hydroxy-phenyl)-6-phenyl-chromen-4-one 87241-84-7 C21H14O3
2-(2-Hydroxy-phenyl)-6-phenyl-chromen-4-one
—— epiafzelechin-(4β->6)-epicatechin-3-O-gallate-peracetate 1262408-88-7 C59H52O26
epiafzelechin-(4β->6)-epicatechin-3-O-gallate-peracetate