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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',5'-bis(2-methylbenzyloxy)-7-hydroxyflavone 1374792-10-5 C31H26O5
3',5'-bis(2-methylbenzyloxy)-7-hydroxyflavone
—— 3-(3,4,5-TRIMETHOXYPHENYL)-2,3-DIHYDRO-1H-BENZO[F]CHROMEN-1-OL 915096-81-0 C22H22O5
3-(3,4,5-TRIMETHOXYPHENYL)-2,3-DIHYDRO-1H-BENZO[F]CHROMEN-1-OL
—— 2,8-bis-(4-methoxy-phenyl)-pyrano[3,2-<i>g</i>]chromene-4,6-dione 112996-55-1 C26H18O6
2,8-bis-(4-methoxy-phenyl)-pyrano[3,2-<i>g</i>]chromene-4,6-dione
—— 5-(2,2-dimethyl-1,3-dioxol-4-ylmethoxy)-7-ethoxycarbonylmethoxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-41-8 C29H30O10
5-(2,2-dimethyl-1,3-dioxol-4-ylmethoxy)-7-ethoxycarbonylmethoxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— (E)-3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-N-phenylacrylamide 1412410-95-7 C26H21NO5
(E)-3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-N-phenylacrylamide
—— 1126422-26-1 C60H50O24
—— 2-(2-pyridin-3-yl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester 1426900-28-8 C19H16N2O4S
2-(2-pyridin-3-yl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester
—— 4'-7-di-O-benzylquercet-3-yl 2,3,4-tri-O-acetyl-β-L-rhamnopranoside 130999-27-8 C41H38O14
4'-7-di-O-benzylquercet-3-yl 2,3,4-tri-O-acetyl-β-L-rhamnopranoside
—— 3,3-bis(hydroxymethyl)flavanone 138221-76-8 C17H16O4
3,3-bis(hydroxymethyl)flavanone
—— Acetic acid (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-phenyl)-4-oxo-4H-chromen-5-yloxy]-tetrahydro-pyran-2-ylmethyl ester 125300-53-0 C23H22O11
Acetic acid (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-phenyl)-4-oxo-4H-chromen-5-yloxy]-tetrahydro-pyran-2-ylmethyl ester
—— 3-Methoxy-5-acetoxy-7-allyloxy-flavon 17915-44-5 C21H18O6
3-Methoxy-5-acetoxy-7-allyloxy-flavon
—— 7-O-Methyl-myricetin-pentaaethyl-aether 16280-29-8 C26H32O8
7-O-Methyl-myricetin-pentaaethyl-aether
—— (-)-(7''R,8''S)-4'',5,7-trihydroxy-3',5'-dimethoxy-4',8''-oxyflavonolignan-7'',9''-diol 65870-44-2 C26H24O10
(-)-(7''R,8''S)-4'',5,7-trihydroxy-3',5'-dimethoxy-4',8''-oxyflavonolignan-7'',9''-diol
—— 2-(2,4-bis(benzyloxy)phenyl)-5,7-dihydroxy-3-(3-methylbut-2-en-1-yl)-8-(2-methylbut-3-en-2-yl)-4H-chromen-4-one 1610962-17-8 C39H38O6
2-(2,4-bis(benzyloxy)phenyl)-5,7-dihydroxy-3-(3-methylbut-2-en-1-yl)-8-(2-methylbut-3-en-2-yl)-4H-chromen-4-one
—— (2<i>R</i>)-3<i>c</i>,4<i>c</i>-Diacetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7,8-dimethoxy-chroman 72150-29-9 C23H26O9
(2<i>R</i>)-3<i>c</i>,4<i>c</i>-Diacetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7,8-dimethoxy-chroman
—— 6-(4-Aethoxy-benzoyloxy)-5,7,4'-triaethoxy-flavon 6563-72-0 C30H30O8
6-(4-Aethoxy-benzoyloxy)-5,7,4'-triaethoxy-flavon
—— 3-bromo-3,4-dimethoxyflavone 1373355-45-3 C17H13BrO4
3-bromo-3,4-dimethoxyflavone
—— [[2-(4-Methoxyphenyl)chromen-4-ylidene]amino] acetate 82340-47-4 C18H15NO4
[[2-(4-Methoxyphenyl)chromen-4-ylidene]amino] acetate
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-10-thiol 1263317-91-4 C44H44O3S2
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-10-thiol
—— 3-chloro-2,2-diphenyl-chroman-4-ol 3780-26-5 C21H17ClO2
3-chloro-2,2-diphenyl-chroman-4-ol
—— methyl 2-methyl-5-((2S,4R)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoate 1451372-75-0 C32H33NO3
methyl 2-methyl-5-((2S,4R)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoate
—— 2'-Hydroxy-flavylium 46808-87-1 C15H11O2
2'-Hydroxy-flavylium
—— I(5),II(5)-dihydroxy-I(7),II(7),I(8),II(8)-tetramethoxy<I(6)-II(6)>homobiflavone 84757-44-8 C35H28O10
I(5),II(5)-dihydroxy-I(7),II(7),I(8),II(8)-tetramethoxy<I(6)-II(6)>homobiflavone
—— 2-[2-(4-fluorophenyl)-3-methoxy-4-oxochromen-8-yl]acetonitrile 600165-99-9 C18H12FNO3
2-[2-(4-fluorophenyl)-3-methoxy-4-oxochromen-8-yl]acetonitrile
—— 6-acetoxy-2-(2-acetoxy-phenyl)-chromen-4-one 94307-78-5 C19H14O6
6-acetoxy-2-(2-acetoxy-phenyl)-chromen-4-one
—— 6,8-dimethoxy-2-phenyl-5-(toluene-4-sulfonyloxy)-chromen-4-one 102664-16-4 C24H20O7S
6,8-dimethoxy-2-phenyl-5-(toluene-4-sulfonyloxy)-chromen-4-one
—— 2-nitro-4-(4-oxo-4H-chromen-2-yl)-benzaldehyde 130987-53-0 C16H9NO5
2-nitro-4-(4-oxo-4H-chromen-2-yl)-benzaldehyde
—— (2S,3R)-3-chloro-3-nitro-2-phenylchroman-4-one 143468-31-9 C15H10ClNO4
(2S,3R)-3-chloro-3-nitro-2-phenylchroman-4-one
—— 1-(4-bromophenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea 122484-04-2 C25H24BrN3O3S
1-(4-bromophenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea
—— 8-Chlor-2'-<2-amino-ethoxy>-flavon 3427-72-3 C17H14ClNO3
8-Chlor-2'-<2-amino-ethoxy>-flavon
—— 6-Brom-2'-chlor-4'-methyl-flavonol 3412-20-2 C16H10BrClO3
6-Brom-2'-chlor-4'-methyl-flavonol
—— 7-Benzyloxy-5-formyl-6-hydroxy-flavon 5928-34-7 C23H16O5
7-Benzyloxy-5-formyl-6-hydroxy-flavon
—— 3-Methyl-7,4'-dibenzyl-kaempferol 1592-66-1 C30H24O6
3-Methyl-7,4'-dibenzyl-kaempferol
—— 1,3-dimethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-2-thioxo-dihydro-pyrimidine-4,6-dione 37042-06-1 C22H16N2O4S
1,3-dimethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-2-thioxo-dihydro-pyrimidine-4,6-dione
—— 5,7-dihydroxy-2-(3-allyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 178367-42-5 C19H16O6
5,7-dihydroxy-2-(3-allyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 6,8-diallyl-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-57-6 C22H20O6
6,8-diallyl-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 4'-β-D-Glucosyloxy-2',6'-dihydroxy-4-methoxy-chalkon 25218-10-4 C22H24O10
4'-β-D-Glucosyloxy-2',6'-dihydroxy-4-methoxy-chalkon
—— 3,4-Dihydroxy-7,8,4'-tribenzyloxyflavan 2652-34-8 C36H32O6
3,4-Dihydroxy-7,8,4'-tribenzyloxyflavan
—— 3-(5-benzo[b]furanyl)-2'-(β-D-glucopyranosyloxy)-6'-acetoxy-4'-methylpropiophenone 209746-87-2 C26H28O10
3-(5-benzo[b]furanyl)-2'-(β-D-glucopyranosyloxy)-6'-acetoxy-4'-methylpropiophenone
—— 1-ethoxy-1-phenyl-3-p-tolyl-1H-benzo[ f ]chromene 1365174-55-5 C28H24O2
1-ethoxy-1-phenyl-3-p-tolyl-1H-benzo[ f ]chromene
—— isoswertisin hexaacetate 14965-01-6 C34H34O16
isoswertisin hexaacetate
—— (8-methoxy-3-nitro-2-phenyl-chroman-4-yl)-acetaldehyde 1134455-58-5 C18H17NO5
(8-methoxy-3-nitro-2-phenyl-chroman-4-yl)-acetaldehyde
—— 2-(2,3,6-trimethoxy-phenyl)-chromen-4-one 744252-76-4 C18H16O5
2-(2,3,6-trimethoxy-phenyl)-chromen-4-one
—— 3,4'-Dihydroxy-5,7-dimethyl-flavon 2552-69-4 C17H14O4
3,4'-Dihydroxy-5,7-dimethyl-flavon
—— Acetic acid 7-acetoxy-6-benzhydryl-4-oxo-2-phenyl-4H-chromen-5-yl ester 98498-20-5 C32H24O6
Acetic acid 7-acetoxy-6-benzhydryl-4-oxo-2-phenyl-4H-chromen-5-yl ester
—— N-(5,7-Dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,4-dinitro-benzenesulfonamide 272773-89-4 C23H17N3O10S
N-(5,7-Dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,4-dinitro-benzenesulfonamide
—— (2R,3R)-3,7'-dihydroxy-6-methoxyflavanone 34050-66-3 C16H14O5
(2R,3R)-3,7'-dihydroxy-6-methoxyflavanone
—— Nona-O-acetyl-procyanidino-(-)-epicatechin 5262-71-5 C48H42O21
Nona-O-acetyl-procyanidino-(-)-epicatechin
—— 1-(4-methoxyphenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea 122484-08-6 C26H27N3O4S
1-(4-methoxyphenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea
—— 2-(4-Methoxy-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-84-9 C19H15ClO6
2-(4-Methoxy-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-chlor-4H-chromen