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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
—— 4-chloro-9-(4-chloro-3-fluorophenyl)-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 —— C23H14Cl2FN5O
4-chloro-9-(4-chloro-3-fluorophenyl)-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
—— 2-(4-Tert-butylphenyl)-6-chloro-3-(imidazo[1,2-a]pyridin-2-ylmethoxy)chromen-4-one —— C27H23ClN2O3
2-(4-Tert-butylphenyl)-6-chloro-3-(imidazo[1,2-a]pyridin-2-ylmethoxy)chromen-4-one
—— 4-methoxy-11-(4-methoxyphenyl)-9-(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 —— C27H24N4O3
4-methoxy-11-(4-methoxyphenyl)-9-(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
—— [2-(Furan-2-ylmethylcarbamoylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H20N2O7
[2-(Furan-2-ylmethylcarbamoylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— Benzyl 2-[2-(4-chlorophenyl)-4-oxochromen-3-yl]oxypropanoate —— C25H19ClO5
Benzyl 2-[2-(4-chlorophenyl)-4-oxochromen-3-yl]oxypropanoate
—— (+/-)-Naringenin, O,O'-bis(trifluoroacetyl)- —— C19H10F6O7
(+/-)-Naringenin, O,O'-bis(trifluoroacetyl)-
—— 2'-Hydroxyflavanone, tert.-butyldimethylsilyl ether —— C21H26O3Si
2'-Hydroxyflavanone, tert.-butyldimethylsilyl ether
—— 2'-Hydroxyflavanone, pentafluoropropionate —— C18H11F5O4
2'-Hydroxyflavanone, pentafluoropropionate
—— 4'-Hydroxyflavanone, heptafluorobutyrate —— C19H11F7O4
4'-Hydroxyflavanone, heptafluorobutyrate
—— 2-(3,4-Di(pentafluoropropionyl)oxyphenyl)-2,3-dihydro-5-hydroxy,7-(pentafluoropropionyl)oxy-4H-1-benzopyran-4-one —— C24H9F15O9
2-(3,4-Di(pentafluoropropionyl)oxyphenyl)-2,3-dihydro-5-hydroxy,7-(pentafluoropropionyl)oxy-4H-1-benzopyran-4-one
—— 4'-Hydroxyflavanone, trifluoroacetate —— C17H11F3O4
4'-Hydroxyflavanone, trifluoroacetate
—— (+/-)-Naringenin, O,O'-bis(pentafluoropropionyl)- —— C21H10F10O7
(+/-)-Naringenin, O,O'-bis(pentafluoropropionyl)-
—— (+/-)-Naringenin, O,O',O''-tri(pentafluoropropionyl)- —— C24H9F15O8
(+/-)-Naringenin, O,O',O''-tri(pentafluoropropionyl)-
—— [8-chloro-2-(4-chlorophenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]acetic acid —— C17H10Cl2O5
[8-chloro-2-(4-chlorophenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]acetic acid
—— 3-methyl-N-(2-morpholin-4-yl-5-morpholin-4-ylsulfonylphenyl)-4-oxo-2-phenylchromene-8-carboxamide —— C31H31N3O7S
3-methyl-N-(2-morpholin-4-yl-5-morpholin-4-ylsulfonylphenyl)-4-oxo-2-phenylchromene-8-carboxamide
—— 9-(2-fluorophenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H17FN4O
9-(2-fluorophenyl)-11-phenyl-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-(oxolan-2-ylmethylimino)chromen-6-ol —— C21H21NO4
2-(4-Methoxyphenyl)-4-(oxolan-2-ylmethylimino)chromen-6-ol
—— 4-chloro-9-(3-methoxyphenyl)-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 —— C26H21ClN4O3
4-chloro-9-(3-methoxyphenyl)-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
—— 11-(4-fluorophenyl)-9-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19FN4O2
11-(4-fluorophenyl)-9-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— N-(3,4-dihydro-2H-quinolin-1-yl)-1-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methanimine —— C33H30N2O3
N-(3,4-dihydro-2H-quinolin-1-yl)-1-[2-(3,4-dimethoxyphenyl)-4-phenyl-4H-chromen-3-yl]methanimine
—— 4-chloro-11-(4-fluorophenyl)-9-(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-11-(4-fluorophenyl)-9-(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
—— 11-(2-fluorophenyl)-4-methyl-9-(4-methylsulfanylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C26H21FN4OS
11-(2-fluorophenyl)-4-methyl-9-(4-methylsulfanylphenyl)-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-(4-Methoxyphenyl)-4-(1-phenylethylimino)chromen-6-ol —— C24H21NO3
2-(4-Methoxyphenyl)-4-(1-phenylethylimino)chromen-6-ol
—— 9-(3,4-dichlorophenyl)-4-methyl-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 —— C24H17Cl2N5O
9-(3,4-dichlorophenyl)-4-methyl-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
—— Epigallocatechin (6TMS) —— C33H62O7Si6
Epigallocatechin (6TMS)
—— 2-(3,4-Di(tert.-butyldimethylsilyl)oxyphenyl)-2,3-dihydro-5-hydroxy,7-(tert.-butyldimethylsilyl)oxy-4H-1-benzopyran-4-one —— C33H54O6Si3
2-(3,4-Di(tert.-butyldimethylsilyl)oxyphenyl)-2,3-dihydro-5-hydroxy,7-(tert.-butyldimethylsilyl)oxy-4H-1-benzopyran-4-one
—— Laricitrin (5TMS) —— C31H52O8Si5
Laricitrin (5TMS)
—— catechine (2R-cis)-TMS —— C30H54O6Si5
catechine (2R-cis)-TMS
—— 2-(3,4-bis(tert.-butyldimethylsilyl)oxyphenyl)-2,3-dihydro-5,7-bis(tert.-butyldimethylsilyl)oxy-4H-1-benzopyran-4-one —— C39H68O6Si4
2-(3,4-bis(tert.-butyldimethylsilyl)oxyphenyl)-2,3-dihydro-5,7-bis(tert.-butyldimethylsilyl)oxy-4H-1-benzopyran-4-one
—— 4-chloro-3-[(4-chlorophenyl)sulfamoyl]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C28H21Cl2N3O4S
4-chloro-3-[(4-chlorophenyl)sulfamoyl]-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 2-[[6-[[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-1-ium-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol —— C27H33O15+
2-[[6-[[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-1-ium-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
—— 4-chloro-9-(4-methoxyphenyl)-11-(4-methylphenyl)-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 —— C27H23ClN4O2S
4-chloro-9-(4-methoxyphenyl)-11-(4-methylphenyl)-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
—— N-[(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-amine —— C26H24N4OS
N-[(6-methyl-2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-amine
—— 3,4-Dihydro-3-methyl-2-phenyl-2H-1-benzopyran-4-ol 1217812-90-2 C16H16O2
3,4-Dihydro-3-methyl-2-phenyl-2H-1-benzopyran-4-ol
—— Calcium;[2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-5-oxoniochromen-4-ylidene]oxidanium —— C30H24CaO14+6
Calcium;[2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-5-oxoniochromen-4-ylidene]oxidanium
—— 9-(4-chlorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C23H16ClN5O
9-(4-chlorophenyl)-11-pyridin-3-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 2-(5-methyl-2-propan-2-ylphenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide —— C27H28N2O3
2-(5-methyl-2-propan-2-ylphenoxy)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]acetamide
—— [5-methoxy-2-(7-methoxy-2,4,4-trimethyl-3H-chromen-2-yl)phenyl] acetate —— C22H26O5
[5-methoxy-2-(7-methoxy-2,4,4-trimethyl-3H-chromen-2-yl)phenyl] acetate
—— 4-chloro-11-(4-methoxyphenyl)-14-methylsulfanyl-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C26H21ClN4O2S
4-chloro-11-(4-methoxyphenyl)-14-methylsulfanyl-9-phenyl-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-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 —— C25H20ClN5O3
4-chloro-9-(3,4-dimethoxyphenyl)-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
—— N-(2,4-dimethylphenyl)-3-nitro-4-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C29H26N4O5S
N-(2,4-dimethylphenyl)-3-nitro-4-[2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— 4-methyl-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(7),3,5,14,16-hexaene —— C30H30N4OS
4-methyl-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(7),3,5,14,16-hexaene
—— 3-[[2-(3,4-Dihydroxyphenyl)-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-7-yl]oxy]-3-oxopropanoic acid —— C24H24O14
3-[[2-(3,4-Dihydroxyphenyl)-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-7-yl]oxy]-3-oxopropanoic acid
—— 4-chloro-9-(3-methoxyphenyl)-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 —— C26H21ClN4O2
4-chloro-9-(3-methoxyphenyl)-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
—— 4-chloro-9-(2,4-dichlorophenyl)-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 —— C25H17Cl3N4O
4-chloro-9-(2,4-dichlorophenyl)-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
—— 7-hydroxy-5,8-dimethoxy-2-phenyl-4H-chromen-3-one —— C17H16O5
7-hydroxy-5,8-dimethoxy-2-phenyl-4H-chromen-3-one
—— 4-[11-(2,4-dichlorophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-9-yl]-N,N-dimethylaniline —— C26H20Cl2FN5O
4-[11-(2,4-dichlorophenyl)-4-fluoro-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaen-9-yl]-N,N-dimethylaniline
—— Apigenin 4'-O-rhamside —— C21H20O9
Apigenin 4'-O-rhamside
—— 6,8-dibromo-2-(4-bromophenyl)-3-nitro-2H-chromene —— C15H8Br3NO3
6,8-dibromo-2-(4-bromophenyl)-3-nitro-2H-chromene
—— Quercetin 3-(6''-p-hydroxybenzoylgalactoside) —— C28H24O14
Quercetin 3-(6''-p-hydroxybenzoylgalactoside)