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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
—— cyclohexyl-[(2R)-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium —— C30H30NO+
cyclohexyl-[(2R)-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium
—— cyclohexyl-[(2S)-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium —— C30H30NO+
cyclohexyl-[(2S)-3-methyl-2-phenyl-4-(2-phenylethynyl)chromen-2-yl]azanium
—— 4-[(3aR,9aR)-7-chloro-6-hydroxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-6-chlorobenzene-1,3-diol —— C22H22Cl2O4
4-[(3aR,9aR)-7-chloro-6-hydroxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-6-chlorobenzene-1,3-diol
—— 4-[(3aS,9aS)-7-chloro-6-hydroxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-6-chlorobenzene-1,3-diol —— C22H22Cl2O4
4-[(3aS,9aS)-7-chloro-6-hydroxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-6-chlorobenzene-1,3-diol
—— 4-[(3aS,9aR)-7-chloro-6-hydroxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-6-chlorobenzene-1,3-diol —— C22H22Cl2O4
4-[(3aS,9aR)-7-chloro-6-hydroxyspiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-3a-yl]-6-chlorobenzene-1,3-diol
—— 4-[(4aS,9aR)-6-hydroxy-5-methylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-2-methylbenzene-1,3-diol —— C26H32O4
4-[(4aS,9aR)-6-hydroxy-5-methylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-2-methylbenzene-1,3-diol
—— 4-[(4aS,9aS)-6-hydroxy-5-methylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-2-methylbenzene-1,3-diol —— C26H32O4
4-[(4aS,9aS)-6-hydroxy-5-methylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-2-methylbenzene-1,3-diol
—— 4-[(4aR,9aR)-6-hydroxy-5-methylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-2-methylbenzene-1,3-diol —— C26H32O4
4-[(4aR,9aR)-6-hydroxy-5-methylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-2-methylbenzene-1,3-diol
—— 4-[(4aR,9aS)-6-hydroxy-5-methylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-2-methylbenzene-1,3-diol —— C26H32O4
4-[(4aR,9aS)-6-hydroxy-5-methylspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-2-methylbenzene-1,3-diol
—— 2-cyano-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C25H24N2O4
2-cyano-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (2S,3Z)-2-phenyl-3-[(4-propan-2-ylphenyl)methylidene]chromen-4-one —— C25H22O2
(2S,3Z)-2-phenyl-3-[(4-propan-2-ylphenyl)methylidene]chromen-4-one
—— (2S,3R)-3-bromo-3-[(R)-bromo(phenyl)methyl]-2-phenyl-2H-chromen-4-one —— C22H16Br2O2
(2S,3R)-3-bromo-3-[(R)-bromo(phenyl)methyl]-2-phenyl-2H-chromen-4-one
—— (2R,3Z)-2-phenyl-3-[(4-propan-2-ylphenyl)methylidene]chromen-4-one —— C25H22O2
(2R,3Z)-2-phenyl-3-[(4-propan-2-ylphenyl)methylidene]chromen-4-one
—— (2S,3Z)-3-[(4-bromophenyl)methylidene]-2-phenylchromen-4-one —— C22H15BrO2
(2S,3Z)-3-[(4-bromophenyl)methylidene]-2-phenylchromen-4-one
—— (2S,3Z)-3-[(2,4-dichlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H14Cl2O2
(2S,3Z)-3-[(2,4-dichlorophenyl)methylidene]-2-phenylchromen-4-one
—— (2R)-2-phenyl-3-[[4-(2H-tetrazol-5-yl)phenyl]methylidene]chromen-4-one —— C23H16N4O2
(2R)-2-phenyl-3-[[4-(2H-tetrazol-5-yl)phenyl]methylidene]chromen-4-one
—— Diethyl-[2-[2-oxo-2-[(4-oxo-2-phenylchromen-3-yl)amino]ethyl]sulfanylethyl]azanium —— C23H27N2O3S+
Diethyl-[2-[2-oxo-2-[(4-oxo-2-phenylchromen-3-yl)amino]ethyl]sulfanylethyl]azanium
—— (2R,3Z)-3-[(3-bromophenyl)methylidene]-2-phenylchromen-4-one —— C22H15BrO2
(2R,3Z)-3-[(3-bromophenyl)methylidene]-2-phenylchromen-4-one
—— (S)-3-<(Z)-Benzyliden>-flavan-4-on 19041-38-4 C22H16O2
(S)-3-<(Z)-Benzyliden>-flavan-4-on
—— 4-[(4aS,9aR)-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,3-diol —— C24H28O4
4-[(4aS,9aR)-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,3-diol
—— 4-[(4aR,9aS)-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,3-diol —— C24H28O4
4-[(4aR,9aS)-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,3-diol
—— 4-[(4aR,9aR)-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,3-diol —— C24H28O4
4-[(4aR,9aR)-6-hydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,3-diol
—— 8-Chloro-3-hydroxy-2-phenylchromen-4-one —— C15H9ClO3
8-Chloro-3-hydroxy-2-phenylchromen-4-one
—— 3-(2-methoxyethyl)-5-[[(2S)-2-phenyl-2H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H19NO3S2
3-(2-methoxyethyl)-5-[[(2S)-2-phenyl-2H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (9R,11S)-9-(3-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C23H18N4O2S
(9R,11S)-9-(3-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 3-(2-methoxyethyl)-5-[[(2R)-2-phenyl-2H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H19NO3S2
3-(2-methoxyethyl)-5-[[(2R)-2-phenyl-2H-chromen-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2R)-7-hydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one —— C25H28O4
(2R)-7-hydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one
—— [(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C30H26O14
[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— 3-Hydroxy-7-methoxy-2-phenyl-6-propoxychromen-4-one —— C19H18O5
3-Hydroxy-7-methoxy-2-phenyl-6-propoxychromen-4-one
—— 11-(2,6-Dimethylphenyl)sulfanyl-1',1'-diethyl-10-methoxy-5,5-bis(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] 1427470-69-6 C56H60O4S
11-(2,6-Dimethylphenyl)sulfanyl-1',1'-diethyl-10-methoxy-5,5-bis(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-(4-Ethoxyphenyl)-2',4',4'-trimethyl-10,11-bis[(2-methylphenyl)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-21,1'-cyclohexane] 1427470-61-8 C59H58O3S2
5-(4-Ethoxyphenyl)-2',4',4'-trimethyl-10,11-bis[(2-methylphenyl)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-21,1'-cyclohexane]
—— 2-(3,4-Dihydroxyphenyl)-5-hydroxy-3-methoxychromen-7-one —— C16H12O6
2-(3,4-Dihydroxyphenyl)-5-hydroxy-3-methoxychromen-7-one
—— (2S,3S)-3-[(2R,3R)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C31H24O10
(2S,3S)-3-[(2R,3R)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— (9R,11S)-9-(2-fluorophenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H16F2N4O
(9R,11S)-9-(2-fluorophenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 5-methyl-2-[(2R)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenol —— C20H24O2
5-methyl-2-[(2R)-2,4,4,7-tetramethyl-3H-chromen-2-yl]phenol
—— (3S)-3-(2-chloro-6-fluorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H11ClFNO3
(3S)-3-(2-chloro-6-fluorophenyl)-2-nitro-3H-benzo[f]chromene
—— (3R)-3-naphthalen-1-yl-2-nitro-3H-benzo[f]chromene —— C23H15NO3
(3R)-3-naphthalen-1-yl-2-nitro-3H-benzo[f]chromene
—— ethyl N-(ethoxycarbonylamino)-N-[(2S)-2-phenyl-2H-chromen-4-yl]carbamate —— C21H22N2O5
ethyl N-(ethoxycarbonylamino)-N-[(2S)-2-phenyl-2H-chromen-4-yl]carbamate
—— (2S)-6-chloro-3-nitro-2-(3-phenoxyphenyl)-2H-chromene —— C21H14ClNO4
(2S)-6-chloro-3-nitro-2-(3-phenoxyphenyl)-2H-chromene
—— (2R)-6-chloro-3-nitro-2-(3-phenoxyphenyl)-2H-chromene —— C21H14ClNO4
(2R)-6-chloro-3-nitro-2-(3-phenoxyphenyl)-2H-chromene
—— (3R)-8-bromo-3-(2-fluorophenyl)-3-(4-methoxyphenyl)benzo[f]chromene —— C26H18BrFO2
(3R)-8-bromo-3-(2-fluorophenyl)-3-(4-methoxyphenyl)benzo[f]chromene
—— 1-[4-(1-benzofuran-2-yl)-1,3-thiazol-2-yl]-2-[(2S)-6-methyl-2-phenyl-2H-chromen-4-yl]hydrazine —— C27H21N3O2S
1-[4-(1-benzofuran-2-yl)-1,3-thiazol-2-yl]-2-[(2S)-6-methyl-2-phenyl-2H-chromen-4-yl]hydrazine
—— (2S)-6,8-dichloro-2-(3-propan-2-yloxyphenyl)-2,3-dihydrochromen-4-one —— C18H16Cl2O3
(2S)-6,8-dichloro-2-(3-propan-2-yloxyphenyl)-2,3-dihydrochromen-4-one
—— (2R)-6,8-dichloro-2-(3-propan-2-yloxyphenyl)-2,3-dihydrochromen-4-one —— C18H16Cl2O3
(2R)-6,8-dichloro-2-(3-propan-2-yloxyphenyl)-2,3-dihydrochromen-4-one
—— 8-(4-oxochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylate —— C18H11O6-
8-(4-oxochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylate
—— 8-[(2S)-6,7-dimethyl-4-oxo-2,3-dihydrochromen-2-yl]-4H-1,3-benzodioxine-6-carboxylate —— C20H17O6-
8-[(2S)-6,7-dimethyl-4-oxo-2,3-dihydrochromen-2-yl]-4H-1,3-benzodioxine-6-carboxylate
—— 2-(6-carboxy-4H-1,3-benzodioxin-8-yl)-6-methyl-4-oxochromen-3-olate —— C19H13O7-
2-(6-carboxy-4H-1,3-benzodioxin-8-yl)-6-methyl-4-oxochromen-3-olate
—— [[(2R)-6-chloro-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C19H18ClN3O3S
[[(2R)-6-chloro-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— (NZ)-N-[(2R)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine —— C18H17NO4
(NZ)-N-[(2R)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-methyl-2,3-dihydrochromen-4-ylidene]hydroxylamine
—— 6-Methyl-4-oxo-2-phenylchromene-3-carboxylate —— C17H11O4-
6-Methyl-4-oxo-2-phenylchromene-3-carboxylate