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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-Bromo-6-chloro-7-methyl-2-phenyl-2,3-dihydrochromen-4-one —— C16H12BrClO2
3-Bromo-6-chloro-7-methyl-2-phenyl-2,3-dihydrochromen-4-one
—— Neohesperidin dihydrochalcone hydrate —— C28H38O16
Neohesperidin dihydrochalcone hydrate
—— Kaempferol-3-O-sophoroside-O-glucoside —— C33H40O21
Kaempferol-3-O-sophoroside-O-glucoside
—— Kaempferol-3,7-di-o-glucoside —— C27H30O16
Kaempferol-3,7-di-o-glucoside
—— Tetrahydoxy-flavanone pentoside —— C20H20O10
Tetrahydoxy-flavanone pentoside
—— Kaempferol-7,4'-dimethoxy-8-butyryl ester —— C21H20O7
Kaempferol-7,4'-dimethoxy-8-butyryl ester
—— 9-(2-chlorophenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C22H15ClN4OS
9-(2-chlorophenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 6-chloro-2-(2-chlorophenyl)-7-hydroxy-6',6'-dimethyl-2,3,5',6'-tetrahydro-1'H-spiro[chromene-4,4'-pyrimidine]-2'(3'H)-thione —— C20H20Cl2N2O2S
6-chloro-2-(2-chlorophenyl)-7-hydroxy-6',6'-dimethyl-2,3,5',6'-tetrahydro-1'H-spiro[chromene-4,4'-pyrimidine]-2'(3'H)-thione
—— 11-(3-bromo-4-methoxyphenyl)-4-chloro-9-(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 —— C26H20BrClN4O3
11-(3-bromo-4-methoxyphenyl)-4-chloro-9-(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
—— 4-chloro-9-(4-fluorophenyl)-11-thiophen-2-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 —— C22H14ClFN4OS
4-chloro-9-(4-fluorophenyl)-11-thiophen-2-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
—— 3-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C22H20N2O
3-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— 4-[(Z)-2-[(3E)-2-chloro-3-[(2Z)-2-(2-phenylchromen-4-ylidene)ethylidene]cyclohexen-1-yl]ethenyl]-2-phenylchromenylium —— C40H30ClO2+
4-[(Z)-2-[(3E)-2-chloro-3-[(2Z)-2-(2-phenylchromen-4-ylidene)ethylidene]cyclohexen-1-yl]ethenyl]-2-phenylchromenylium
—— 9-(3-bromo-4-methoxyphenyl)-11-(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 —— C26H21BrN4O2
9-(3-bromo-4-methoxyphenyl)-11-(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
—— 9-(3-bromo-4-methoxyphenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H17BrCl2N4O2
9-(3-bromo-4-methoxyphenyl)-11-(2,4-dichlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 11-(2,4-dichlorophenyl)-9-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H15Cl2FN4O
11-(2,4-dichlorophenyl)-9-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 4-ethoxy-2-(4-fluorophenyl)-2H-chromene —— C17H15FO2
4-ethoxy-2-(4-fluorophenyl)-2H-chromene
—— (1S,5R,6R,7S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol —— C60H48O24
(1S,5R,6R,7S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
—— 2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl 4-chlorobenzene-1-sulfonate —— C22H15ClO6S
2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl 4-chlorobenzene-1-sulfonate
—— 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one;(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C32H26O12
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one;(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— 1-(4-Morpholin-4-ylsulfonylphenyl)-3-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea —— C26H26N4O4S2
1-(4-Morpholin-4-ylsulfonylphenyl)-3-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]thiourea
—— Cinnamtannin B1 (constituent of cinnamomum verum bark) [DSC] 88082-60-4 C45H36O18
Cinnamtannin B1 (constituent of cinnamomum verum bark) [DSC]
—— N-(6,8-dichloro-2-phenyl-2,3-dihydrochromen-4-ylidene)hydroxylamine —— C15H11Cl2NO2
N-(6,8-dichloro-2-phenyl-2,3-dihydrochromen-4-ylidene)hydroxylamine
—— 11-(3-bromo-4-methoxyphenyl)-9-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H18BrFN4O2
11-(3-bromo-4-methoxyphenyl)-9-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 4-chloro-9-(4-chlorophenyl)-11-(4-fluorophenyl)-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 —— C25H17Cl2FN4OS
4-chloro-9-(4-chlorophenyl)-11-(4-fluorophenyl)-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
—— 9-(2,4-dichlorophenyl)-11-(4-fluorophenyl)-4-methoxy-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C25H17Cl2FN4O2
9-(2,4-dichlorophenyl)-11-(4-fluorophenyl)-4-methoxy-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 4-chloro-9-(3,4-dimethoxyphenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C26H20ClFN4O3
4-chloro-9-(3,4-dimethoxyphenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate —— C28H21NO6
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 2-(1,3-dioxoisoindol-2-yl)propanoate
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C28H24O6
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate —— C27H22O5
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate —— C24H18O5
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(furan-2-yl)prop-2-enoate
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate —— C26H19ClO4
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(2-chlorophenyl)prop-2-enoate
—— 2-[2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxypropanoate —— C22H20ClO5-
2-[2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxypropanoate
—— 2-(4-cyanophenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C24H19N3O3
2-(4-cyanophenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— 2-[2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxypropanoic acid —— C22H21ClO5
2-[2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl]oxypropanoic acid
—— 2-(3,4-dimethoxyphenyl)-N-(5-methyl-4-phenyl-1,3-thiazol-2-yl)chromen-4-imine —— C27H22N2O3S
2-(3,4-dimethoxyphenyl)-N-(5-methyl-4-phenyl-1,3-thiazol-2-yl)chromen-4-imine
—— 6',6'-dimethyl-2-phenyl-2'-(prop-2-en-1-ylsulfanyl)-2,3,5',6'-tetrahydro-1'H-spiro[chromene-4,4'-pyrimidin]-7-ol —— C23H26N2O2S
6',6'-dimethyl-2-phenyl-2'-(prop-2-en-1-ylsulfanyl)-2,3,5',6'-tetrahydro-1'H-spiro[chromene-4,4'-pyrimidin]-7-ol
—— 10-(2,4-Dihydroxyphenyl)-8-(3,4-dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene-3,5,9-triol —— C31H28O11
10-(2,4-Dihydroxyphenyl)-8-(3,4-dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene-3,5,9-triol
—— 7-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-2-(4-hydroxyphenyl)chromen-5-one —— C26H28O14
7-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-2-(4-hydroxyphenyl)chromen-5-one
—— 3-methyl-4-oxo-N-(oxolan-2-ylmethyl)-2-phenylchromene-8-carboxamide —— C22H21NO4
3-methyl-4-oxo-N-(oxolan-2-ylmethyl)-2-phenylchromene-8-carboxamide
—— 4-[11-(4-bromophenyl)-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]-N,N-dimethylaniline —— C26H22BrN5O
4-[11-(4-bromophenyl)-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]-N,N-dimethylaniline
—— 4-chloro-9-(2-chlorophenyl)-11-(2-fluorophenyl)-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 —— C25H17Cl2FN4OS
4-chloro-9-(2-chlorophenyl)-11-(2-fluorophenyl)-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
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] but-2-enoate —— C21H18O4
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] but-2-enoate
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(4-methylphenyl)prop-2-enoate —— C27H22O4
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(4-methylphenyl)prop-2-enoate
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate —— C26H20O4
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-phenylprop-2-enoate
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate —— C26H19NO6
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 3-(3-nitrophenyl)prop-2-enoate
—— [6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C26H20O6
[6-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl] 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— 4,5-dihydroxy-2-(4-hydroxyphenyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-7-one —— C21H20O10
4,5-dihydroxy-2-(4-hydroxyphenyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-7-one
—— (4-Acetylphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium —— C26H24NO3+
(4-Acetylphenyl)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]azanium
—— 4-amino-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C22H19N3O2
4-amino-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azaniumyl-3-methylbutanoate —— C22H23NO4
2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azaniumyl-3-methylbutanoate