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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
—— (3R)-3-[2-[4-(3-ethoxy-4-fluorophenyl)phenyl]-3,4-dihydro-2H-chromen-7-yl]-3-hydroxypropanoic acid —— C26H25FO5
(3R)-3-[2-[4-(3-ethoxy-4-fluorophenyl)phenyl]-3,4-dihydro-2H-chromen-7-yl]-3-hydroxypropanoic acid
—— (3R)-3-hydroxy-3-[2-[4-(6-methoxypyridin-2-yl)phenyl]-3,4-dihydro-2H-chromen-7-yl]propanoic acid —— C24H23NO5
(3R)-3-hydroxy-3-[2-[4-(6-methoxypyridin-2-yl)phenyl]-3,4-dihydro-2H-chromen-7-yl]propanoic acid
—— 2-[(3S)-7-[2-fluoro-4-(2-methylphenyl)phenyl]-3,5,6,7-tetrahydro-2H-furo[3,2-g]chromen-3-yl]acetic acid —— C26H23FO4
2-[(3S)-7-[2-fluoro-4-(2-methylphenyl)phenyl]-3,5,6,7-tetrahydro-2H-furo[3,2-g]chromen-3-yl]acetic acid
—— 7-[(2-chloro-6-fluorobenzyl)oxy]-5-hydroxy-2-phenyl-4H-chromen-4-one —— C22H14ClFO4
7-[(2-chloro-6-fluorobenzyl)oxy]-5-hydroxy-2-phenyl-4H-chromen-4-one
—— (4E)-N-hydroxy-2-(4-methoxyphenyl)-6-nitro-4H-chromen-4-imine —— C16H12N2O5
(4E)-N-hydroxy-2-(4-methoxyphenyl)-6-nitro-4H-chromen-4-imine
—— 3-cyclopropyl-3-[2-[2-fluoro-4-(2-methoxypyridin-4-yl)phenyl]-3,4-dihydro-2H-chromen-7-yl]-2-methylpropanoic acid —— C28H28FNO4
3-cyclopropyl-3-[2-[2-fluoro-4-(2-methoxypyridin-4-yl)phenyl]-3,4-dihydro-2H-chromen-7-yl]-2-methylpropanoic acid
—— (2S,3R)-methyl 3-cyclopropyl-3-(2-(2-fluoro-4-hydroxyphenyl)chroman-7-yl)-2-methylpropanoate —— C23H25FO4
(2S,3R)-methyl 3-cyclopropyl-3-(2-(2-fluoro-4-hydroxyphenyl)chroman-7-yl)-2-methylpropanoate
—— methyl 3-cyclopropyl-3-[2-[2-fluoro-4-(2-methoxypyridin-4-yl)phenyl]-3,4-dihydro-2H-chromen-7-yl]-2-methylpropanoate —— C29H30FNO4
methyl 3-cyclopropyl-3-[2-[2-fluoro-4-(2-methoxypyridin-4-yl)phenyl]-3,4-dihydro-2H-chromen-7-yl]-2-methylpropanoate
—— (2S,3R)-methyl 3-cyclopropyl-3-(2-(2-fluoro-4-(2-methoxypyridin-4-yl)phenyl)chroman-7-yl)-2-methylpropanoate —— C29H30FNO4
(2S,3R)-methyl 3-cyclopropyl-3-(2-(2-fluoro-4-(2-methoxypyridin-4-yl)phenyl)chroman-7-yl)-2-methylpropanoate
—— methyl (Z)-3-[2-[4-(2-fluoro-5-methoxyphenyl)phenyl]-3,4-dihydro-2H-chromen-7-yl]but-2-enoate —— C27H25FO4
methyl (Z)-3-[2-[4-(2-fluoro-5-methoxyphenyl)phenyl]-3,4-dihydro-2H-chromen-7-yl]but-2-enoate
—— (3R)-3-cyclopropyl-3-[2-[4-(2-fluoro-5-methoxyphenyl)phenyl]-3,4-dihydro-2H-chromen-7-yl]-2-methylpropanoic acid —— C29H29FO4
(3R)-3-cyclopropyl-3-[2-[4-(2-fluoro-5-methoxyphenyl)phenyl]-3,4-dihydro-2H-chromen-7-yl]-2-methylpropanoic acid
—— 11-(2,6-Dimethylphenyl)sulfanyl-5-(4-ethoxyphenyl)-1',1'-diethyl-10,18-dimethoxy-5-(4-propoxyphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-21,4'-cyclohexane] 1427470-63-0 C56H60O5S
11-(2,6-Dimethylphenyl)sulfanyl-5-(4-ethoxyphenyl)-1',1'-diethyl-10,18-dimethoxy-5-(4-propoxyphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-21,4'-cyclohexane]
—— (2R,6S)-4-[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]-2,6-dimethylmorpholine —— C57H61NO4S
(2R,6S)-4-[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]-2,6-dimethylmorpholine
—— [11-(2,6-Dimethylphenyl)sulfanyl-5-(4-ethoxyphenyl)-1',1'-diethyl-10-methoxy-5-(4-propoxyphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-21,4'-cyclohexane]-18-yl]methanol —— C56H60O5S
[11-(2,6-Dimethylphenyl)sulfanyl-5-(4-ethoxyphenyl)-1',1'-diethyl-10-methoxy-5-(4-propoxyphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-21,4'-cyclohexane]-18-yl]methanol
—— [10-(2,6-Dimethylphenyl)sulfanyl-5,5-bis(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(13),9,11,15,17,19-nonaene-21,3'-cyclohexane]-11-yl]methanol —— C52H52O4S
[10-(2,6-Dimethylphenyl)sulfanyl-5,5-bis(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(13),9,11,15,17,19-nonaene-21,3'-cyclohexane]-11-yl]methanol
—— 4-[4-[11-(2,6-Dimethylphenyl)sulfanyl-1',1'-diethyl-10-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]morpholine 1427470-50-5 C55H57NO4S
4-[4-[11-(2,6-Dimethylphenyl)sulfanyl-1',1'-diethyl-10-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]morpholine
—— 10-Methoxy-5-(4-methoxyphenyl)-1',1'-dimethyl-11-(2-methylnaphthalen-1-yl)sulfanyl-5-(4-propoxyphenyl)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] 1427470-55-0 C55H52O4S
10-Methoxy-5-(4-methoxyphenyl)-1',1'-dimethyl-11-(2-methylnaphthalen-1-yl)sulfanyl-5-(4-propoxyphenyl)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]
—— 5,5-Bis(4-ethoxyphenyl)-10-methoxy-1',1'-dimethyl-11-(2-methylnaphthalen-1-yl)sulfanylspiro[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] 1427470-59-4 C55H52O4S
5,5-Bis(4-ethoxyphenyl)-10-methoxy-1',1'-dimethyl-11-(2-methylnaphthalen-1-yl)sulfanylspiro[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]
—— 3-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]-2-methylpropanoic acid —— C19H16O8
3-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]-2-methylpropanoic acid
—— 1-[(2S)-5-(2,5-difluorophenyl)-2'-phenylspiro[1,3,4-thiadiazole-2,4'-2,3-dihydrochromene]-3-yl]ethanone —— C24H18F2N2O2S
1-[(2S)-5-(2,5-difluorophenyl)-2'-phenylspiro[1,3,4-thiadiazole-2,4'-2,3-dihydrochromene]-3-yl]ethanone
—— (2R)-3,5,7-tributoxy-2-(3,4-dibutoxyphenyl)-2H-chromene —— C35H52O6
(2R)-3,5,7-tributoxy-2-(3,4-dibutoxyphenyl)-2H-chromene
—— [1-[5,7-dibutoxy-2-(3,4-dibutoxyphenyl)-2H-chromen-3-yl]-2-methylpropan-2-yl]-hydroxy-dimethylsilane —— C37H58O6Si
[1-[5,7-dibutoxy-2-(3,4-dibutoxyphenyl)-2H-chromen-3-yl]-2-methylpropan-2-yl]-hydroxy-dimethylsilane
—— 3,5-Dihydroxy-7,3',4'-tributoxyflavone —— C27H34O7
3,5-Dihydroxy-7,3',4'-tributoxyflavone
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-3-[3-(4-hydroxyphenyl)prop-2-enoyl]oxan-2-yl]oxychromen-4-one —— C30H26O14
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-3-[3-(4-hydroxyphenyl)prop-2-enoyl]oxan-2-yl]oxychromen-4-one
—— N-[2-(2-ethenylphenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide —— C22H15N3O3
N-[2-(2-ethenylphenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 10-Methoxy-11-(4-methoxy-2-methylphenyl)sulfanyl-5,5-bis(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-21,1'-cyclooctane] 1427470-10-7 C50H48O5S
10-Methoxy-11-(4-methoxy-2-methylphenyl)sulfanyl-5,5-bis(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-21,1'-cyclooctane]
—— N-[2-[2-(3,3-difluoropropyl)phenyl]-4-oxochromen-8-yl]pyrazine-2-carboxamide —— C23H17F2N3O3
N-[2-[2-(3,3-difluoropropyl)phenyl]-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 4-[1',1'-diethyl-5-(4-ethylphenyl)-10-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]-11-yl]sulfanyl-N,N,3-trimethylaniline —— C54H57NO3S
4-[1',1'-diethyl-5-(4-ethylphenyl)-10-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]-11-yl]sulfanyl-N,N,3-trimethylaniline
—— N-[2-(3-methylsulfinylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide —— C22H16N2O4S
N-[2-(3-methylsulfinylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide
—— N-[2-(4-methylphenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide —— C21H15N3O3
N-[2-(4-methylphenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— [18-Methoxy-5,5-bis(4-methoxyphenyl)-11-(2-methylphenyl)sulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-21,2'-bicyclo[2.2.1]heptane]-10-yl] methanimidate —— C49H43NO5S
[18-Methoxy-5,5-bis(4-methoxyphenyl)-11-(2-methylphenyl)sulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-21,2'-bicyclo[2.2.1]heptane]-10-yl] methanimidate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetate —— C28H25NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetate —— C28H25NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate —— C32H25NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate
—— methyl (2R)-2-[5-[(2S)-1-methoxy-1-oxopropan-2-yl]oxy-4-oxo-2-phenylchromen-7-yl]oxypropanoate —— C23H22O8
methyl (2R)-2-[5-[(2S)-1-methoxy-1-oxopropan-2-yl]oxy-4-oxo-2-phenylchromen-7-yl]oxypropanoate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoate —— C29H27NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoate
—— 5-Hydroxy-4-oxo-2-phenyl-4H-chromen-7-YL (2S)-3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}butanoate —— C27H25NO7S
5-Hydroxy-4-oxo-2-phenyl-4H-chromen-7-YL (2S)-3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}butanoate
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl N-(tert-butoxycarbonyl)-L-methioninate —— C25H27NO7S
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl N-(tert-butoxycarbonyl)-L-methioninate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2S)-2-acetamido-4-methylsulfanylbutanoate —— C22H21NO6S
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2S)-2-acetamido-4-methylsulfanylbutanoate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutanoate —— C25H27NO7S
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutanoate
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-acetamido-4-methylsulfanylbutanoate —— C22H21NO6S
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-acetamido-4-methylsulfanylbutanoate
—— 21,21-Dicyclohexyl-1',1'-diethyl-14,14-bis(4-methoxyphenyl)spiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,4'-cyclohexane] 1398417-15-6 C56H62O4S
21,21-Dicyclohexyl-1',1'-diethyl-14,14-bis(4-methoxyphenyl)spiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,4'-cyclohexane]
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate —— C23H23NO7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
—— 5-[3,7-dihydroxy-8-(hydroxymethyl)-4,6-dimethyl-3,4-dihydro-2H-chromen-2-yl]benzene-1,2,3-triol —— C18H20O7
5-[3,7-dihydroxy-8-(hydroxymethyl)-4,6-dimethyl-3,4-dihydro-2H-chromen-2-yl]benzene-1,2,3-triol
—— 5-hydroxy-7-((1-oxo-1-phenylpropan-2-yl)oxy)-2-phenyl-4H-chromen-4-one —— C24H18O5
5-hydroxy-7-((1-oxo-1-phenylpropan-2-yl)oxy)-2-phenyl-4H-chromen-4-one
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate —— C31H28N2O7
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl N-(tert-butoxycarbonyl)-L-tryptophanate —— C31H28N2O7
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl N-(tert-butoxycarbonyl)-L-tryptophanate
—— (NZ)-N-[2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]hydroxylamine —— C18H17NO4
(NZ)-N-[2-(3,4-dimethoxyphenyl)-7-methylchromen-4-ylidene]hydroxylamine
—— (NZ)-N-[2-(3,4-dimethoxyphenyl)-5,7-dimethylchromen-4-ylidene]hydroxylamine —— C19H19NO4
(NZ)-N-[2-(3,4-dimethoxyphenyl)-5,7-dimethylchromen-4-ylidene]hydroxylamine
—— (NZ)-N-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]hydroxylamine —— C18H17NO4
(NZ)-N-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]hydroxylamine