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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
—— (2S)-5,7-dibutoxy-2-(3,4-dibutoxyphenyl)-3,4-dihydro-2H-chromen-3-ol —— C31H46O6
(2S)-5,7-dibutoxy-2-(3,4-dibutoxyphenyl)-3,4-dihydro-2H-chromen-3-ol
—— 7-Butoxy-2-(3,4-dibutoxyphenyl)-5-hydroxy-3-[2-[hydroxy(dimethyl)silyl]-2-methylpropyl]chromen-4-one —— C33H48O7Si
7-Butoxy-2-(3,4-dibutoxyphenyl)-5-hydroxy-3-[2-[hydroxy(dimethyl)silyl]-2-methylpropyl]chromen-4-one
—— (2R,3S,4S)-3,5,7-tributoxy-2-(3,4-dibutoxyphenyl)-3,4-dihydro-2H-chromen-4-ol —— C35H54O7
(2R,3S,4S)-3,5,7-tributoxy-2-(3,4-dibutoxyphenyl)-3,4-dihydro-2H-chromen-4-ol
—— (2R)-3,5,7-tributoxy-2-(3-butoxy-4-methylphenyl)-2H-chromene —— C32H46O5
(2R)-3,5,7-tributoxy-2-(3-butoxy-4-methylphenyl)-2H-chromene
—— 2-(4-methoxyphenyl)-N-pyrrol-1-ylchromen-4-imine —— C20H16N2O2
2-(4-methoxyphenyl)-N-pyrrol-1-ylchromen-4-imine
—— 3-morpholin-4-ylsulfonyl-N'-[(2R)-2-phenyl-2H-chromen-4-yl]benzohydrazide —— C26H25N3O5S
3-morpholin-4-ylsulfonyl-N'-[(2R)-2-phenyl-2H-chromen-4-yl]benzohydrazide
—— 3-morpholin-4-ylsulfonyl-N'-[(2S)-2-phenyl-2H-chromen-4-yl]benzohydrazide —— C26H25N3O5S
3-morpholin-4-ylsulfonyl-N'-[(2S)-2-phenyl-2H-chromen-4-yl]benzohydrazide
—— 2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,6-diol —— C15H14O4
2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,6-diol
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one —— C21H22O12
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one
—— N-[2-(4-methylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide —— C22H16N2O3
N-[2-(4-methylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide
—— N-[2-(2-ethyl-3-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide —— C21H15FN2O3S
N-[2-(2-ethyl-3-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— N-[2-(2-ethenyl-5-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide —— C21H13FN2O3S
N-[2-(2-ethenyl-5-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 10-Methoxy-11-(2-methoxy-6-methylphenyl)sulfanyl-5-(4-methoxyphenyl)-1',1',5',5'-tetramethyl-5-(4-methylphenyl)spiro[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] —— C52H52O4S
10-Methoxy-11-(2-methoxy-6-methylphenyl)sulfanyl-5-(4-methoxyphenyl)-1',1',5',5'-tetramethyl-5-(4-methylphenyl)spiro[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]
—— N-[2-[2-(3,3-difluoropropyl)phenyl]-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide —— C22H16F2N2O3S
N-[2-[2-(3,3-difluoropropyl)phenyl]-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 11-(2,6-Dimethylphenyl)sulfanyl-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[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] 1427470-13-0 C52H52O3S2
11-(2,6-Dimethylphenyl)sulfanyl-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[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]
—— N-[(4E)-4-ethylidene-2-(3-methylsulfonylphenyl)chromen-8-yl]pyridine-3-carboxamide —— C24H20N2O4S
N-[(4E)-4-ethylidene-2-(3-methylsulfonylphenyl)chromen-8-yl]pyridine-3-carboxamide
—— 10-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-phenylsulfanylspiro[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] —— C50H48O4S
10-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-phenylsulfanylspiro[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]
—— 10-Methoxy-5-(4-methoxyphenyl)-11-(2-methoxyphenyl)sulfanyl-1',1',5',5'-tetramethyl-5-(4-methylphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),8,10,12,15,17,19-octaene-21,3'-cyclohexane] —— C51H52O4S
10-Methoxy-5-(4-methoxyphenyl)-11-(2-methoxyphenyl)sulfanyl-1',1',5',5'-tetramethyl-5-(4-methylphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),8,10,12,15,17,19-octaene-21,3'-cyclohexane]
—— [4-[11-(2,6-Dimethylphenyl)sulfanyl-10-methoxy-5-(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]-5-yl]phenyl] methanimidate —— C52H51NO4S
[4-[11-(2,6-Dimethylphenyl)sulfanyl-10-methoxy-5-(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]-5-yl]phenyl] methanimidate
—— N-[4-oxo-2-[2-(3,3,3-trifluoropropyl)phenyl]chromen-8-yl]pyrazine-2-carboxamide —— C23H16F3N3O3
N-[4-oxo-2-[2-(3,3,3-trifluoropropyl)phenyl]chromen-8-yl]pyrazine-2-carboxamide
—— 11-(2,6-Dimethylphenyl)sulfanyl-10-methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene 1427470-08-3 C45H40O4S
11-(2,6-Dimethylphenyl)sulfanyl-10-methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene
—— (3R,6S)-1-[4-[10-(2,6-dimethylphenyl)sulfanyl-1',1'-diethyl-11-methoxy-5-(4-methoxyphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,4'-cyclohexane]-5-yl]phenyl]-3,6-dimethylazepane —— C59H65NO3S
(3R,6S)-1-[4-[10-(2,6-dimethylphenyl)sulfanyl-1',1'-diethyl-11-methoxy-5-(4-methoxyphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,4'-cyclohexane]-5-yl]phenyl]-3,6-dimethylazepane
—— (9R,11R)-9,11-bis(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 —— C26H22N4O
(9R,11R)-9,11-bis(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
—— 4-[4-[11-(2,6-Dimethylphenyl)sulfanyl-10-methoxy-5-(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]-5-yl]phenyl]morpholine 1427470-11-8 C55H57NO4S
4-[4-[11-(2,6-Dimethylphenyl)sulfanyl-10-methoxy-5-(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]-5-yl]phenyl]morpholine
—— 2-(6-bromo-4H-1,3-benzodioxin-8-yl)-7-methylchromen-4-one —— C18H13BrO4
2-(6-bromo-4H-1,3-benzodioxin-8-yl)-7-methylchromen-4-one
—— (2R)-N-benzyl-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-amine —— C31H25NO
(2R)-N-benzyl-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-amine
—— benzyl-[(2R)-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium —— C31H26NO+
benzyl-[(2R)-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium
—— benzyl-[(2S)-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium —— C31H26NO+
benzyl-[(2S)-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium
—— 2-(2-Hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one —— C20H18O3
2-(2-Hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
—— 8-Prenyl-flavonol —— C20H18O3
8-Prenyl-flavonol
—— 4-oxo-2-phenyl-N-(1,3,4-thiadiazol-2-yl)chromene-8-carboxamide —— C18H11N3O3S
4-oxo-2-phenyl-N-(1,3,4-thiadiazol-2-yl)chromene-8-carboxamide
—— (E)-3-[(4S)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one —— C35H32O5
(E)-3-[(4S)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one
—— 5,7-Bis-(4-tert-butyl-benzyloxy)-2-phenyl-chromen-4-one —— C37H38O4
5,7-Bis-(4-tert-butyl-benzyloxy)-2-phenyl-chromen-4-one
—— 5,7-Bis-(4-bromo-benzyloxy)-2-phenyl-chromen-4-one —— C29H20Br2O4
5,7-Bis-(4-bromo-benzyloxy)-2-phenyl-chromen-4-one
—— 5,7-bis[(2,4-dichlorobenzyl)oxy]-2-phenyl-4H-chromen-4-one —— C29H18Cl4O4
5,7-bis[(2,4-dichlorobenzyl)oxy]-2-phenyl-4H-chromen-4-one
—— (E)-3-[(4R)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one —— C35H32O5
(E)-3-[(4R)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]-1-(4-ethoxyphenyl)prop-2-en-1-one
—— 6-Butoxy-2-(4-methoxyphenyl)-4-methylchromenylium —— C21H23O3+
6-Butoxy-2-(4-methoxyphenyl)-4-methylchromenylium
—— 2-Phenyl-5,7-dipropoxy-chromen-4-one —— C21H22O4
2-Phenyl-5,7-dipropoxy-chromen-4-one
—— 6-fluoro-2-(4-methoxyphenyl)-N-(4-methylpiperazin-4-ium-1-yl)chromen-4-imine —— C21H23FN3O2+
6-fluoro-2-(4-methoxyphenyl)-N-(4-methylpiperazin-4-ium-1-yl)chromen-4-imine
—— 6-fluoro-2-(4-methoxyphenyl)-N-(4-methylpiperazin-1-yl)chromen-4-imine —— C21H22FN3O2
6-fluoro-2-(4-methoxyphenyl)-N-(4-methylpiperazin-1-yl)chromen-4-imine
—— 2-(4-methoxyphenyl)-N-(4-methylpiperazin-4-ium-1-yl)chromen-4-imine —— C21H24N3O2+
2-(4-methoxyphenyl)-N-(4-methylpiperazin-4-ium-1-yl)chromen-4-imine
—— [(2R,3S,4S,5R,6R)-6-[2-[3-(1-benzofuran-5-yl)propanoyl]-3-hydroxy-5-methylphenoxy]-3,4,5,6-tetrahydroxyoxan-2-yl]methyl methyl carbonate —— C26H28O12
[(2R,3S,4S,5R,6R)-6-[2-[3-(1-benzofuran-5-yl)propanoyl]-3-hydroxy-5-methylphenoxy]-3,4,5,6-tetrahydroxyoxan-2-yl]methyl methyl carbonate
—— 2-(4-methoxyphenyl)-N-(4-methylpiperazin-1-yl)chromen-4-imine —— C21H23N3O2
2-(4-methoxyphenyl)-N-(4-methylpiperazin-1-yl)chromen-4-imine
—— (2R,3E)-3-[(2-chlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15ClO2
(2R,3E)-3-[(2-chlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(2-chlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15ClO2
(2S,3Z)-3-[(2-chlorophenyl)methylidene]-2-phenylchromen-4-one
—— 6-[(1S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one —— C40H36O11
6-[(1S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
—— (2S,3E)-3-[(2-chlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15ClO2
(2S,3E)-3-[(2-chlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3Z)-3-[(2-chlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15ClO2
(2R,3Z)-3-[(2-chlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R,3Z)-3-[(3-methoxyphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O3
(2R,3Z)-3-[(3-methoxyphenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3E)-3-[(3-methoxyphenyl)methylidene]-2-phenylchromen-4-one —— C23H18O3
(2S,3E)-3-[(3-methoxyphenyl)methylidene]-2-phenylchromen-4-one