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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
—— 2-[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C21H19O5-
2-[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 2-[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetate —— C20H17O5-
2-[6,8-Dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetate
—— methyl 4-[11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-9-yl]benzoate —— C26H19FN4O3
methyl 4-[11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaen-9-yl]benzoate
—— Methyl 2-(6-methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate —— C20H18O5
Methyl 2-(6-methyl-4-oxo-2-phenylchromen-3-yl)oxypropanoate
—— 9-(4-bromophenyl)-11-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H16BrClN4O
9-(4-bromophenyl)-11-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 6-[6-carboxy-2-[2-[4-(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy-3-hydroxyphenyl]-4-hydroxy-5-oxochromen-7-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid —— C33H34O24
6-[6-carboxy-2-[2-[4-(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy-3-hydroxyphenyl]-4-hydroxy-5-oxochromen-7-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
—— 9,11-bis(2-methoxyphenyl)-14-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C27H24N4O3
9,11-bis(2-methoxyphenyl)-14-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 2-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]propan-2-amine —— C19H22N2O
2-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]propan-2-amine
—— N-morpholin-4-yl-2-phenyl-2,3-dihydrochromen-4-imine —— C19H20N2O2
N-morpholin-4-yl-2-phenyl-2,3-dihydrochromen-4-imine
—— 2-cyano-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]-N-(oxolan-2-ylmethyl)acetamide 554427-30-4 C25H24N2O4
2-cyano-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]-N-(oxolan-2-ylmethyl)acetamide
—— [8-chloro-2-(4-isobutylphenyl)-4-oxo-4H-chromen-6-yl]acetic acid —— C21H19ClO4
[8-chloro-2-(4-isobutylphenyl)-4-oxo-4H-chromen-6-yl]acetic acid
—— 2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl methanesulfonate —— C17H14O6S
2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl methanesulfonate
—— N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-benzothiazol-2-amine —— C22H17N3OS
N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1,3-benzothiazol-2-amine
—— 4-chloro-9-(2-fluorophenyl)-11-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H18ClFN4O
4-chloro-9-(2-fluorophenyl)-11-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— (2R,3R)-3-[(2R,3R)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C31H24O10
(2R,3R)-3-[(2R,3R)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 6-ethoxy-2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]chromen-4-imine —— C29H26N2O4S
6-ethoxy-2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]chromen-4-imine
—— 11-(4-ethoxy-3-methoxyphenyl)-9-(4-ethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C29H28N4O4
11-(4-ethoxy-3-methoxyphenyl)-9-(4-ethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 11-(4-methylphenyl)-14-methylsulfanyl-9-(4-propan-2-ylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C29H28N4OS
11-(4-methylphenyl)-14-methylsulfanyl-9-(4-propan-2-ylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— Methyl 2-[2-(4-chlorophenyl)-6-ethyl-4-oxochromen-3-yl]oxypropanoate —— C21H19ClO5
Methyl 2-[2-(4-chlorophenyl)-6-ethyl-4-oxochromen-3-yl]oxypropanoate
—— Ethyl 2-[2-(4-chlorophenyl)-6-ethyl-4-oxochromen-3-yl]oxypropanoate —— C22H21ClO5
Ethyl 2-[2-(4-chlorophenyl)-6-ethyl-4-oxochromen-3-yl]oxypropanoate
—— 1-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]-N-(4-methoxyphenyl)methanimine —— C31H27NO4
1-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]-N-(4-methoxyphenyl)methanimine
—— 4-chloro-9-(3-chlorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C23H15Cl2N5O
4-chloro-9-(3-chlorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— Ethyl 2-[[2-[5,7-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C32H33NO6S
Ethyl 2-[[2-[5,7-dimethyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— 1,1-Dichloro-7-(2-methylphenyl)-1a-phenyl-1,1a,7,7a-tetrahydrocyclopropa[b]chromene —— C23H18Cl2O
1,1-Dichloro-7-(2-methylphenyl)-1a-phenyl-1,1a,7,7a-tetrahydrocyclopropa[b]chromene
—— 5,7-bis[(4-methylbenzyl)oxy]-2-phenyl-4H-chromen-4-one —— C31H26O4
5,7-bis[(4-methylbenzyl)oxy]-2-phenyl-4H-chromen-4-one
—— 1-[2-(2-methoxyphenyl)-4-(4-methylphenyl)-4H-chromen-3-yl]-N,N-dimethylmethanamine —— C26H27NO2
1-[2-(2-methoxyphenyl)-4-(4-methylphenyl)-4H-chromen-3-yl]-N,N-dimethylmethanamine
—— 4-chloro-9-(2-fluorophenyl)-11-(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-hexaene —— C25H18ClFN4O2
4-chloro-9-(2-fluorophenyl)-11-(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-hexaene
—— 2-[5-(1-Carboxylatoethoxy)-4-oxo-2-phenylchromen-7-yl]oxypropanoate —— C21H16O8-2
2-[5-(1-Carboxylatoethoxy)-4-oxo-2-phenylchromen-7-yl]oxypropanoate
—— (2S)-7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C28H34O15
(2S)-7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— Methyl 2-[2-(4-methoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C21H20O6
Methyl 2-[2-(4-methoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— 4-chloro-9-(4-fluorophenyl)-11-(4-methoxyphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C26H20ClFN4O2S
4-chloro-9-(4-fluorophenyl)-11-(4-methoxyphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— Methyl 2-(4-oxo-2-phenylchromen-6-yl)oxypropanoate —— C19H16O5
Methyl 2-(4-oxo-2-phenylchromen-6-yl)oxypropanoate
—— Ethyl 2-(4-oxo-2-phenylchromen-6-yl)oxypropanoate —— C20H18O5
Ethyl 2-(4-oxo-2-phenylchromen-6-yl)oxypropanoate
—— 6'-Chloro-2'-(2-chlorophenyl)-6,6-dimethyl-2-prop-2-enylsulfanylspiro[1,5-dihydropyrimidine-4,4'-2,3-dihydrochromene]-7'-ol —— C23H24Cl2N2O2S
6'-Chloro-2'-(2-chlorophenyl)-6,6-dimethyl-2-prop-2-enylsulfanylspiro[1,5-dihydropyrimidine-4,4'-2,3-dihydrochromene]-7'-ol
—— 11-(2-fluorophenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19FN4O
11-(2-fluorophenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl 4-(tert-butyl)benzenesulfonate —— C26H24O6S
2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl 4-(tert-butyl)benzenesulfonate
—— 6-Bromo-3-methyl-2-phenyl-3-piperidin-1-ium-1-yl-2,4-dihydrochromen-4-ol —— C21H25BrNO2+
6-Bromo-3-methyl-2-phenyl-3-piperidin-1-ium-1-yl-2,4-dihydrochromen-4-ol
—— (+/-)-7-(4-bromophenyl)-6-(4-chlorophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine 836646-51-6 C24H16BrClN4O
(+/-)-7-(4-bromophenyl)-6-(4-chlorophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— (3-Carboxyphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C24H20NO4+
(3-Carboxyphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 9-(4-bromophenyl)-11-(4-methoxyphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21BrN4O2S
9-(4-bromophenyl)-11-(4-methoxyphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 2-[2-(3,4-Dihydroxyphenyl)-7-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C27H31O16+
2-[2-(3,4-Dihydroxyphenyl)-7-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— Methyl 2-[4-[[4-(2,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]imino]-2-(4-methoxyphenyl)chromen-6-yl]oxyacetate —— C31H28N2O7S
Methyl 2-[4-[[4-(2,4-dimethoxyphenyl)-5-methyl-1,3-thiazol-2-yl]imino]-2-(4-methoxyphenyl)chromen-6-yl]oxyacetate
—— Octanoic acid 2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-YL ester 331460-14-1 C24H26O5
Octanoic acid 2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-YL ester
—— 9-(4-bromophenyl)-11-(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21BrN4OS
9-(4-bromophenyl)-11-(4-methylphenyl)-14-methylsulfanyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 6-ethoxy-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine —— C24H23N3O4S
6-ethoxy-2-(4-methoxyphenyl)-N-[5-(oxolan-2-yl)-1,3,4-thiadiazol-2-yl]chromen-4-imine
—— 2,3-Dimethoxy-6-(1-oxo-2,3-dihydrobenzo[f]chromen-3-yl)benzoic acid —— C22H18O6
2,3-Dimethoxy-6-(1-oxo-2,3-dihydrobenzo[f]chromen-3-yl)benzoic acid
—— 2-[2-(4-Tert-butylphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoic acid —— C23H24O5
2-[2-(4-Tert-butylphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoic acid
—— Ethyl 2-[2-(4-tert-butylphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C25H28O5
Ethyl 2-[2-(4-tert-butylphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(4-Tert-butylphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate —— C23H23O5-
2-[2-(4-Tert-butylphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoate
—— (2S)-4-(3-methyl-4-oxo-2-phenylchromene-8-carbonyl)morpholine-2-carboxamide —— C22H20N2O5
(2S)-4-(3-methyl-4-oxo-2-phenylchromene-8-carbonyl)morpholine-2-carboxamide