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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
—— (2R)-2-(4-fluorophenyl)-6-hydroxy-2-methyl-3H-chromen-4-one —— C16H13FO3
(2R)-2-(4-fluorophenyl)-6-hydroxy-2-methyl-3H-chromen-4-one
—— ethyl (7S)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylate —— C22H19FO5
ethyl (7S)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylate
—— (7S)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylic acid —— C20H15ClO5
(7S)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylic acid
—— (2S)-2-(4-chlorophenyl)-6-hydroxy-2-methyl-3H-chromen-4-one —— C16H13ClO3
(2S)-2-(4-chlorophenyl)-6-hydroxy-2-methyl-3H-chromen-4-one
—— (2R,3Z)-2-[4-(dimethylamino)phenyl]-3-(furan-2-ylmethylidene)chromen-4-one —— C22H19NO3
(2R,3Z)-2-[4-(dimethylamino)phenyl]-3-(furan-2-ylmethylidene)chromen-4-one
—— (9R,11R)-11-(2-fluorophenyl)-9-(2-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C25H19FN4O
(9R,11R)-11-(2-fluorophenyl)-9-(2-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9S,11S)-11-(2-fluorophenyl)-9-(2-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C25H19FN4O
(9S,11S)-11-(2-fluorophenyl)-9-(2-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (2S)-2-(4-methoxyphenyl)-2H-chromene-5,7-diol —— C16H14O4
(2S)-2-(4-methoxyphenyl)-2H-chromene-5,7-diol
—— (2R)-2-(4-methoxyphenyl)-2H-chromene-5,7-diol —— C16H14O4
(2R)-2-(4-methoxyphenyl)-2H-chromene-5,7-diol
—— (2S)-2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2,3-dihydrochromen-4-one —— C21H22ClNO5
(2S)-2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2,3-dihydrochromen-4-one
—— (2R)-2-(4-oxo-2-phenylchromen-7-yl)oxypropanoic acid —— C18H14O5
(2R)-2-(4-oxo-2-phenylchromen-7-yl)oxypropanoic acid
—— (2S)-2-(4-oxo-2-phenylchromen-8-yl)propanoic acid —— C18H14O4
(2S)-2-(4-oxo-2-phenylchromen-8-yl)propanoic acid
—— 1-[2-hydroxy-4-methoxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one 11075-15-3 C22H26O10
1-[2-hydroxy-4-methoxy-6-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
—— [(2R,3S,4S,5R,6S)-6-[[(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate —— C26H28O13
[(2R,3S,4S,5R,6S)-6-[[(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate
—— Luteolin-5-O-glucoside, tms- —— C42H76O11Si7
Luteolin-5-O-glucoside, tms-
—— tupichinol A 497142-88-8 C17H18O4
tupichinol A
—— (-)-(2S)-5,7,4',5',6'-pentamethoxyflavan-4-one —— C20H22O7
(-)-(2S)-5,7,4',5',6'-pentamethoxyflavan-4-one
—— [2-(3,4-dihydroxyphenyl)-4-hydroxy-3,6-dimethoxy-5-oxochromen-7-yl] hydrogen sulfate —— C17H14O11S
[2-(3,4-dihydroxyphenyl)-4-hydroxy-3,6-dimethoxy-5-oxochromen-7-yl] hydrogen sulfate
—— (7S)-7-(3,4-dihydroxyphenyl)-4-methoxy-5-(3-methylbut-2-enyl)-7,8-dihydrofuro[2,3-f]chromen-9-one —— C23H22O6
(7S)-7-(3,4-dihydroxyphenyl)-4-methoxy-5-(3-methylbut-2-enyl)-7,8-dihydrofuro[2,3-f]chromen-9-one
—— N-(8-methoxy-2-naphthalen-1-yl-4H-chromen-3-ylidene)hydroxylamine —— C20H17NO3
N-(8-methoxy-2-naphthalen-1-yl-4H-chromen-3-ylidene)hydroxylamine
—— (2R,3S)-2,3-trans-3-Acetoxy-6-[(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxyflavan-4-yl]-3',4',7,8-tetramethoxyflavan —— C41H44O13
(2R,3S)-2,3-trans-3-Acetoxy-6-[(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxyflavan-4-yl]-3',4',7,8-tetramethoxyflavan
—— 4-[(3R)-3-[4-(dimethylamino)phenyl]benzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine —— C33H30N2O
4-[(3R)-3-[4-(dimethylamino)phenyl]benzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine
—— 4-[(3S)-3-[4-(dimethylamino)phenyl]benzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine —— C33H30N2O
4-[(3S)-3-[4-(dimethylamino)phenyl]benzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine
—— 4-[(3R)-3-[4-(dimethylamino)phenyl]-8-methoxybenzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine —— C34H32N2O2
4-[(3R)-3-[4-(dimethylamino)phenyl]-8-methoxybenzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine
—— 4-[(3S)-3-[4-(dimethylamino)phenyl]-8-methoxybenzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine —— C34H32N2O2
4-[(3S)-3-[4-(dimethylamino)phenyl]-8-methoxybenzo[f]chromen-3-yl]-N,N-dimethylnaphthalen-1-amine
—— [6-[3-acetyloxy-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-3,4-dihydro-2H-chromen-5-yl]-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate —— C42H46O14
[6-[3-acetyloxy-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-3,4-dihydro-2H-chromen-5-yl]-2-(3,4-dimethoxyphenyl)-7,8-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— 9,11-bis(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-4-ol —— C26H22N4O4
9,11-bis(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-4-ol
—— (2S)-2-(4-cyanophenyl)-3,4-dihydro-2H-chromene-6-carbonitrile —— C17H12N2O
(2S)-2-(4-cyanophenyl)-3,4-dihydro-2H-chromene-6-carbonitrile
—— (2R)-2-(4-cyanophenyl)-3,4-dihydro-2H-chromene-6-carbonitrile —— C17H12N2O
(2R)-2-(4-cyanophenyl)-3,4-dihydro-2H-chromene-6-carbonitrile
—— 1-[2-[4-[(2S)-3-phenyl-2H-chromen-2-yl]phenoxy]ethyl]pyrrolidine —— C27H27NO2
1-[2-[4-[(2S)-3-phenyl-2H-chromen-2-yl]phenoxy]ethyl]pyrrolidine
—— 7-[(2S)-2-hydroxy-3-(propan-2-ylamino)propoxy]-2-(4-methylphenyl)chromen-4-one —— C22H25NO4
7-[(2S)-2-hydroxy-3-(propan-2-ylamino)propoxy]-2-(4-methylphenyl)chromen-4-one
—— 7-[(2R)-2-hydroxy-3-(propan-2-ylamino)propoxy]-2-(4-methylphenyl)chromen-4-one —— C22H25NO4
7-[(2R)-2-hydroxy-3-(propan-2-ylamino)propoxy]-2-(4-methylphenyl)chromen-4-one
—— (2S,4S)-4,7-dihydroxy-5-methoxy-6-methyl-2-phenyl-3,4-dihydro-2H-chromene-8-carbaldehyde —— C18H18O5
(2S,4S)-4,7-dihydroxy-5-methoxy-6-methyl-2-phenyl-3,4-dihydro-2H-chromene-8-carbaldehyde
—— Flavanone, 5,7-dihydroxy, mono-TMS —— C18H20O4Si
Flavanone, 5,7-dihydroxy, mono-TMS
—— mundulea flavanone A 126909-50-0 C21H22O4
mundulea flavanone A
—— NeochamaejasmineB —— C30H22O10
NeochamaejasmineB
—— (2R,3R)-3-[(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydro-1-benzopyran-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one —— C30H22O10
(2R,3R)-3-[(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydro-1-benzopyran-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one
—— 8-[5-(4,5-dihydroxy-7-oxochromen-2-yl)-2-methoxyphenyl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one —— C32H22O10
8-[5-(4,5-dihydroxy-7-oxochromen-2-yl)-2-methoxyphenyl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
—— (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C21H18O11
(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
—— 2-Phenylchromane-6-carboxamidine —— C16H16N2O
2-Phenylchromane-6-carboxamidine
—— (2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C21H18O11
(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
—— (2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C21H18O11
(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
—— (2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid —— C21H18O11
(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
—— (2R)-5-hydroxy-7-methoxy-6-methyl-2-phenyl-2,3-dihydrochromen-4-one —— C17H16O4
(2R)-5-hydroxy-7-methoxy-6-methyl-2-phenyl-2,3-dihydrochromen-4-one
—— [(2R,3R,4S,5R)-3,4-diacetoxy-5-(5,6-dibenzyloxy-4-oxo-2-phenyl-chromen-7-yl)oxy-tetrahydrofuran-2-yl]methyl acetate —— C40H36O12
[(2R,3R,4S,5R)-3,4-diacetoxy-5-(5,6-dibenzyloxy-4-oxo-2-phenyl-chromen-7-yl)oxy-tetrahydrofuran-2-yl]methyl acetate
—— 2-(diethylamino)ethyl (2S)-2-(4-oxo-2-phenylchromen-8-yl)propanoate —— C24H27NO4
2-(diethylamino)ethyl (2S)-2-(4-oxo-2-phenylchromen-8-yl)propanoate
—— 2-[3,4-bis(phenylmethoxy)phenyl]-4-hydroxy-7-(6-hydroxyhexoxy)-3-methoxychromen-5-one —— C36H36O8
2-[3,4-bis(phenylmethoxy)phenyl]-4-hydroxy-7-(6-hydroxyhexoxy)-3-methoxychromen-5-one
—— 2-[2,4-bis(methoxymethoxy)phenyl]-4-hydroxy-3,7-bis(methoxymethoxy)chromen-5-one —— C23H26O11
2-[2,4-bis(methoxymethoxy)phenyl]-4-hydroxy-3,7-bis(methoxymethoxy)chromen-5-one
—— 3-Acetoxy-4'-chloroflavone —— C17H11ClO4
3-Acetoxy-4'-chloroflavone
—— (2R,3R)-4-[(2R,3R)-2-(3,5-dihydroxy-4-methoxy-phenyl)-3,5,7-trihydroxy-chroman-8-yl]-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol —— C31H28O13
(2R,3R)-4-[(2R,3R)-2-(3,5-dihydroxy-4-methoxy-phenyl)-3,5,7-trihydroxy-chroman-8-yl]-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol