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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
—— rac-2-(3-fluoro-4-trifluoromethylphenyl)-2H-chromene-3-carboxylic acid 1204754-94-8 C17H10F4O3
rac-2-(3-fluoro-4-trifluoromethylphenyl)-2H-chromene-3-carboxylic acid
—— [(7R,8R)-5-hydroxy-8-(4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-6-oxo-7,8-dihydropyrano[3,2-g]chromen-7-yl] acetate 1420046-26-9 C28H30O7
[(7R,8R)-5-hydroxy-8-(4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-6-oxo-7,8-dihydropyrano[3,2-g]chromen-7-yl] acetate
—— 7-Propargyloxy-3-methylflavone 124039-97-0 C19H14O3
7-Propargyloxy-3-methylflavone
—— 2-(1,3-benzodioxol-5-yl)-2-methyl-2,3,4,5-tetrahydro-1-benzoxepine 1449790-35-5 C18H18O3
2-(1,3-benzodioxol-5-yl)-2-methyl-2,3,4,5-tetrahydro-1-benzoxepine
—— trans-3-aminoflavanone trifluoroacetate 62214-73-7 C2HF3O2*C15H13NO2
trans-3-aminoflavanone trifluoroacetate
—— bis-deacylgentiodelphin chloride 84297-58-5 C33H41O22*Cl
bis-deacylgentiodelphin chloride
—— Toluene-4-sulfonic acid 3,6-dihydroxy-7-methoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-5-yl ester 154048-13-2 C26H24O11S
Toluene-4-sulfonic acid 3,6-dihydroxy-7-methoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-5-yl ester
—— 6,8-dimethyl-2-(4-(phenylthio)phenyl)-4H-chromen-4-one 1360145-33-0 C23H18O2S
6,8-dimethyl-2-(4-(phenylthio)phenyl)-4H-chromen-4-one
—— 5,7,3',4'-tetraacetoxy-6,8-di-C-(hexa-O-acetyl-β-D-xylopyranosyl)flavone 1253227-65-4 C45H46O24
5,7,3',4'-tetraacetoxy-6,8-di-C-(hexa-O-acetyl-β-D-xylopyranosyl)flavone
—— 6-chloro-3-methoxymethoxy-2-phenyl-4-oxo-4H-1-benzopyran 1250865-50-9 C17H13ClO4
6-chloro-3-methoxymethoxy-2-phenyl-4-oxo-4H-1-benzopyran
—— rac-2-(4-chlorophenyl)-2H-chromene-3-carboxylic acid 1204754-59-5 C16H11ClO3
rac-2-(4-chlorophenyl)-2H-chromene-3-carboxylic acid
—— rac-2-(4-methylphenyl)-2H-chromene-3-carboxylic acid 1204754-95-9 C17H14O3
rac-2-(4-methylphenyl)-2H-chromene-3-carboxylic acid
—— 3-chloro-4-hydroxymethyl-flav-3-ene 99943-68-7 C16H13ClO2
3-chloro-4-hydroxymethyl-flav-3-ene
—— 6-[(E)-3-(4-Methoxy-phenyl)-acryloyl]-3-methyl-2-phenyl-chromen-4-one 144728-46-1 C26H20O4
6-[(E)-3-(4-Methoxy-phenyl)-acryloyl]-3-methyl-2-phenyl-chromen-4-one
—— 2-(2-Chloro-acetylamino)-3-(3-{4-[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenylazo}-4-hydroxy-phenyl)-propionic acid 70539-26-3 C29H36ClN3O15
2-(2-Chloro-acetylamino)-3-(3-{4-[(2R,3R,4S,5R,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenylazo}-4-hydroxy-phenyl)-propionic acid
—— 2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiin-5-ol 1352754-69-8 C28H44O5SSi2
2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiin-5-ol
—— 7-O-(N,N,N-Trimethylammonioethyl)-3'-O-cyclopentyldiosmetin iodide 205524-18-1 C26H32NO6*I
7-O-(N,N,N-Trimethylammonioethyl)-3'-O-cyclopentyldiosmetin iodide
—— 1062237-62-0 C19H13ClO5
—— 5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-2-(3-nitrophenyl)-4H-benzopyran-4-one 358739-03-4 C21H20N2O7
5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-2-(3-nitrophenyl)-4H-benzopyran-4-one
—— 3-(2-[4-(dimethylamino)phenyl]-3-hydroxy-4-oxo-4H-chromen-6-yl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 1508268-96-9 C35H30N2O7
3-(2-[4-(dimethylamino)phenyl]-3-hydroxy-4-oxo-4H-chromen-6-yl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
—— Methyl 2-(4-methoxyphenyl)-1-benzofuran-4-carboxylate 1170725-07-1 C17H14O4
Methyl 2-(4-methoxyphenyl)-1-benzofuran-4-carboxylate
—— 7-O-(N,N-Dimethylaminocarbonylmethyl)-3'-O-pentyldiosmetin 205524-26-1 C25H29NO7
7-O-(N,N-Dimethylaminocarbonylmethyl)-3'-O-pentyldiosmetin
—— 3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)-5-methyl-N-(2-propenyl)benzamide 1025806-58-9 C31H32N2O3
3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)-5-methyl-N-(2-propenyl)benzamide
—— cis-(2R,3R)-3-acetoxy-4'-methoxy-7-hydroxyflavan 1196870-76-4 C18H18O5
cis-(2R,3R)-3-acetoxy-4'-methoxy-7-hydroxyflavan
—— 2-(4-(phenylthio)phenyl)-4H-chromen-4-one 1360145-31-8 C21H14O2S
2-(4-(phenylthio)phenyl)-4H-chromen-4-one
—— 18-Ethyl-8-methoxy-13,13-bis(4-methoxyphenyl)-6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaen-18-ol 1259401-32-5 C39H34O6
18-Ethyl-8-methoxy-13,13-bis(4-methoxyphenyl)-6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaen-18-ol
—— (S)-ethyl 4-(benzoyloxy)-7-bromo-1-phenyl-1H-isochromene-3-carboxylate 1373347-32-0 C25H19BrO5
(S)-ethyl 4-(benzoyloxy)-7-bromo-1-phenyl-1H-isochromene-3-carboxylate
—— 2-(3-benzyloxy-4-methoxy-phenyl)-6-hydroxy-3,7-dimethoxy-chromen-4-one 742078-02-0 C25H22O7
2-(3-benzyloxy-4-methoxy-phenyl)-6-hydroxy-3,7-dimethoxy-chromen-4-one
—— 7-Hydroxy-8-morpholinomethyl-flavon 27500-40-9 C20H19NO4
7-Hydroxy-8-morpholinomethyl-flavon
—— 7-Hydroxy-8-(3',4'-methylenedioxyphenyl)-2,2-dimethyl-3,4-dihydro-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one 88055-37-2 C21H18O6
7-Hydroxy-8-(3',4'-methylenedioxyphenyl)-2,2-dimethyl-3,4-dihydro-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one
—— 7-Methoxy-8-benzylaminomethyl-3-ethyl-flavon 103031-65-8 C26H25NO3
7-Methoxy-8-benzylaminomethyl-3-ethyl-flavon
—— 2-(4-acetoxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one 109555-13-7 C19H16O6
2-(4-acetoxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one
—— 10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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] 1278522-69-2 C52H52O6
10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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]
—— 3',7-bis-O-(2-tosyloxyethyl)diosmetin 282096-86-0 C34H32O12S2
3',7-bis-O-(2-tosyloxyethyl)diosmetin
—— kayaflanone triacetate 17482-36-9 C39H30O13
kayaflanone triacetate
—— 2-[4-[N-(tert-butoxycarbonyl)-N-methylamino]-3-fluorophenyl]-6,8-difluoro-5-(4-pentenylamino)-4H-benzopyran-4-one 152169-25-0 C26H27F3N2O4
2-[4-[N-(tert-butoxycarbonyl)-N-methylamino]-3-fluorophenyl]-6,8-difluoro-5-(4-pentenylamino)-4H-benzopyran-4-one
—— 4-(7-(benzyloxy)-5-hydroxychroman-2-yl)phenyl acetate 1253227-42-7 C24H22O5
4-(7-(benzyloxy)-5-hydroxychroman-2-yl)phenyl acetate
—— 2-(6-methoxy-2-phenylchroman-4-ylidene)hydrazine-1-carboxamide 1266399-51-2 C17H17N3O3
2-(6-methoxy-2-phenylchroman-4-ylidene)hydrazine-1-carboxamide
—— Methanesulfonic acid (2R,3R)-2-(4-chloro-phenyl)-4-oxo-chroman-3-yl ester 67139-33-7 C16H13ClO5S
Methanesulfonic acid (2R,3R)-2-(4-chloro-phenyl)-4-oxo-chroman-3-yl ester
—— 3,6-dihydroxy-7-methoxy-5-(tosyloxy)flavone 154048-10-9 C23H18O8S
3,6-dihydroxy-7-methoxy-5-(tosyloxy)flavone
—— 4-[4-(8-Methoxy-1',1',5',5'-tetramethyl-13-phenylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-13-yl)phenyl]morpholine 1259401-20-1 C48H49NO4
4-[4-(8-Methoxy-1',1',5',5'-tetramethyl-13-phenylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-13-yl)phenyl]morpholine
—— 6-amino-4′-(dimethylamino)-3-hydroxyflavone 6608-11-3 C17H16N2O3
6-amino-4′-(dimethylamino)-3-hydroxyflavone
—— 2-(2-(4-methoxyphenyl)-6-methylchroman-4-ylidene)hydrazine-1-carboxamide 1266399-50-1 C18H19N3O3
2-(2-(4-methoxyphenyl)-6-methylchroman-4-ylidene)hydrazine-1-carboxamide
—— (2S,5''R)-5,7,4'-trihydroxy-6-(2-oxopyrrolidin-5-yl)flavanone 1029363-32-3 C19H17NO6
(2S,5''R)-5,7,4'-trihydroxy-6-(2-oxopyrrolidin-5-yl)flavanone
—— 2-(4-Amino-3-fluorophenyl)-6,8-difluoro-5-(4-methylpentylamino)-4H-1-benzopyran-4-one 152169-11-4 C21H21F3N2O2
2-(4-Amino-3-fluorophenyl)-6,8-difluoro-5-(4-methylpentylamino)-4H-1-benzopyran-4-one
—— 6-fluoro-2-(4-(phenylthio)phenyl)-4H-chromen-4-one 1360145-36-3 C21H13FO2S
6-fluoro-2-(4-(phenylthio)phenyl)-4H-chromen-4-one
—— 5,3',5'-Triacetoxy-3,7,4'-trimethoxy-flavon 15868-41-4 C24H22O11
5,3',5'-Triacetoxy-3,7,4'-trimethoxy-flavon
—— Acetic acid 2-(4-acetoxy-3-methoxy-phenyl)-8,8-dimethyl-10-(3-methyl-but-2-enyl)-4-oxo-3,4-dihydro-2H,8H-pyrano[3,2-g]chromen-5-yl ester 144049-83-2 C30H32O8
Acetic acid 2-(4-acetoxy-3-methoxy-phenyl)-8,8-dimethyl-10-(3-methyl-but-2-enyl)-4-oxo-3,4-dihydro-2H,8H-pyrano[3,2-g]chromen-5-yl ester
—— methyl 6-methoxy-2-(4-(3-hydroxypropoxy)phenyl)-2-(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1188494-59-8 C32H30O7
methyl 6-methoxy-2-(4-(3-hydroxypropoxy)phenyl)-2-(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— cis-3,6-dichloro-5,7-dimethoxyflavanone 75630-79-4 C17H14Cl2O4
cis-3,6-dichloro-5,7-dimethoxyflavanone