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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
—— (6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate —— C27H22O6
(6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(3,4-dimethoxyphenyl)prop-2-enoate
—— (6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(4-tert-butylphenyl)prop-2-enoate —— C29H26O4
(6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(4-tert-butylphenyl)prop-2-enoate
—— (6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(4-methoxyphenyl)prop-2-enoate —— C26H20O5
(6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(4-methoxyphenyl)prop-2-enoate
—— [5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-3-sulfonatooxychromen-7-yl] sulfate —— C16H10O13S2-2
[5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-3-sulfonatooxychromen-7-yl] sulfate
—— [5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4-oxochromen-3-yl] sulfate —— C17H13O10S-
[5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4-oxochromen-3-yl] sulfate
—— [5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl] sulfate —— C22H21O15S-
[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl] sulfate
—— [5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl] sulfate —— C16H11O10S-
[5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl] sulfate
—— (6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(furan-2-yl)prop-2-enoate —— C23H16O5
(6-Methyl-4-oxo-2-phenylchromen-3-yl) 3-(furan-2-yl)prop-2-enoate
—— (6R,7S)-6,7-bis(4-bromophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C24H16Br2N4O
(6R,7S)-6,7-bis(4-bromophenyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— (2S,3R)-7-Hydroxy-3-(4-hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-chroman-4-one oxime —— C28H30N2O5
(2S,3R)-7-Hydroxy-3-(4-hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-chroman-4-one oxime
—— [(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-6-[(2R)-4,5,7-trihydroxy-3-oxo-4H-chromen-2-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-oxo-4-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexylamino]butanoate —— C48H51N3O12
[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-6-[(2R)-4,5,7-trihydroxy-3-oxo-4H-chromen-2-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-oxo-4-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexylamino]butanoate
—— (2,3-Dimethylphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium —— C25H24NO2+
(2,3-Dimethylphenyl)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azanium
—— 2-chloro-6-(3,4-dimethoxyphenyl)-7-(2-fluorophenyl)-10-(methylsulfanyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C27H22ClFN4O3S
2-chloro-6-(3,4-dimethoxyphenyl)-7-(2-fluorophenyl)-10-(methylsulfanyl)-7,12-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— 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),2,4,6,14,16-hexaene —— C25H18ClFN4OS
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),2,4,6,14,16-hexaene
—— 2-(3,4-dihydroxyphenyl)-3-[4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxychromen-7-one —— C32H38O20
2-(3,4-dihydroxyphenyl)-3-[4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxychromen-7-one
—— (6-Methyl-4-oxo-2-phenylchromen-3-yl) 2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C25H18O6
(6-Methyl-4-oxo-2-phenylchromen-3-yl) 2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— (6-Methyl-4-oxo-2-phenylchromen-3-yl) oxolane-2-carboxylate —— C21H18O5
(6-Methyl-4-oxo-2-phenylchromen-3-yl) oxolane-2-carboxylate
—— methyl 4-(4-chloro-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-hexaen-9-yl)benzoate —— C25H18ClN5O3
methyl 4-(4-chloro-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-hexaen-9-yl)benzoate
—— 2-(3,4-Dimethoxyphenyl)-3-(3-oxobutan-2-yloxy)chromen-4-one —— C21H20O6
2-(3,4-Dimethoxyphenyl)-3-(3-oxobutan-2-yloxy)chromen-4-one
—— 4-chloro-9-(4-methylsulfanylphenyl)-11-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 —— C25H19ClN4OS
4-chloro-9-(4-methylsulfanylphenyl)-11-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
—— 3-[[6-[2-(3,4-dihydroxyphenyl)-4-hydroxy-5-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid —— C24H22O14
3-[[6-[2-(3,4-dihydroxyphenyl)-4-hydroxy-5-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
—— 9-(4-chlorophenyl)-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-hexaene —— C24H16ClFN4O
9-(4-chlorophenyl)-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-hexaene
—— 9-(3-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-(3-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
—— 6-(4-fluorophenyl)-7-(4-methoxyphenyl)-7,11-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine —— C25H19FN4O2
6-(4-fluorophenyl)-7-(4-methoxyphenyl)-7,11-dihydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
—— methyl 4-[11-(2-methylphenyl)-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 —— C27H22N4O3
methyl 4-[11-(2-methylphenyl)-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
—— 2-(3,4-dihydroxyphenyl)-3,4,5-trihydroxy-8-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-7-one —— C21H20O12
2-(3,4-dihydroxyphenyl)-3,4,5-trihydroxy-8-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-7-one
—— 2-(3,4-dihydroxyphenyl)-3,4-dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-one —— C21H20O11
2-(3,4-dihydroxyphenyl)-3,4-dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-one
—— 9-(3,4-dimethoxyphenyl)-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 —— C27H24N4O3
9-(3,4-dimethoxyphenyl)-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
—— 4-hydroxy-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C22H18N2O3
4-hydroxy-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 3-oxo-3-[[3,4,5-trihydroxy-6-[4-hydroxy-2-(4-hydroxyphenyl)-5-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid —— C24H22O13
3-oxo-3-[[3,4,5-trihydroxy-6-[4-hydroxy-2-(4-hydroxyphenyl)-5-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid
—— (4,4-Dimethyl-2'-phenyl-2-sulfanylidenespiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-7'-yl) 4-methylbenzenesulfonate —— C27H28N2O4S2
(4,4-Dimethyl-2'-phenyl-2-sulfanylidenespiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-7'-yl) 4-methylbenzenesulfonate
—— Ethyl 2-[2-(3-bromo-4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoate —— C21H19BrO6
Ethyl 2-[2-(3-bromo-4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(3-Bromo-4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoic acid —— C19H15BrO6
2-[2-(3-Bromo-4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoic acid
—— 2-[2-(3-Bromo-4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoate —— C19H14BrO6-
2-[2-(3-Bromo-4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 11-(4-methoxyphenyl)-9-(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 —— C27H24N4O2S
11-(4-methoxyphenyl)-9-(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
—— [2-(3,4-Dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate —— C27H21ClO6
[2-(3,4-Dimethoxyphenyl)-7-methyl-4-oxochromen-3-yl] 3-(4-chlorophenyl)prop-2-enoate
—— 4-(6'-hydroxy-5'-methyl-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)-2-methylbenzene-1,3-diol —— C26H32O4
4-(6'-hydroxy-5'-methyl-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)-2-methylbenzene-1,3-diol
—— 2-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline —— C21H17ClN2O
2-chloro-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]aniline
—— (4E)-N-(4-ethoxyphenyl)-6-ethyl-2-(4-methoxyphenyl)-4H-chromen-4-iminium —— C26H26NO3+
(4E)-N-(4-ethoxyphenyl)-6-ethyl-2-(4-methoxyphenyl)-4H-chromen-4-iminium
—— 3-Hydroxy-2-(4-propan-2-yloxyphenyl)chromen-4-one —— C18H16O4
3-Hydroxy-2-(4-propan-2-yloxyphenyl)chromen-4-one
—— 9-Ethoxy-3,4-dimethoxyisochromeno[4,3-b]chromene-5,7-dione —— C20H16O7
9-Ethoxy-3,4-dimethoxyisochromeno[4,3-b]chromene-5,7-dione
—— 2-[4-(Difluoromethoxy)phenyl]-3-hydroxychromen-4-one —— C16H10F2O4
2-[4-(Difluoromethoxy)phenyl]-3-hydroxychromen-4-one
—— 3-Hydroxy-2-[4-(2-methylpropoxy)phenyl]chromen-4-one —— C19H18O4
3-Hydroxy-2-[4-(2-methylpropoxy)phenyl]chromen-4-one
—— 6-Ethoxy-3-hydroxy-2-(4-methoxyphenyl)chromen-4-one —— C18H16O5
6-Ethoxy-3-hydroxy-2-(4-methoxyphenyl)chromen-4-one
—— 5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenyl 2,1,3-benzoxadiazole-4-sulfonate —— C32H34N2O7S
5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenyl 2,1,3-benzoxadiazole-4-sulfonate
—— Thr1 inhibitor, 3 —— C15H12O7
Thr1 inhibitor, 3
—— (2R)-4,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-4H-chromen-3-one —— C25H28O5
(2R)-4,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-4H-chromen-3-one
—— (2S,3S)-2-(3-bromo-4-methoxy-phenyl)-3-hydroxy-6-methoxy-chroman-4-one —— C17H15BrO5
(2S,3S)-2-(3-bromo-4-methoxy-phenyl)-3-hydroxy-6-methoxy-chroman-4-one
—— (2R,3R)-2-(3-bromo-4-methoxy-phenyl)-3-hydroxy-6-methoxy-chroman-4-one —— C17H15BrO5
(2R,3R)-2-(3-bromo-4-methoxy-phenyl)-3-hydroxy-6-methoxy-chroman-4-one
—— (2S,3S)-3-hydroxy-6-methoxy-2-(3-methoxyphenyl)chroman-4-one —— C17H16O5
(2S,3S)-3-hydroxy-6-methoxy-2-(3-methoxyphenyl)chroman-4-one