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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
—— 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C33H40O15
5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C33H40O15
5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— 5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenyl 2,1,3-benzothiadiazole-4-sulfonate —— C32H34N2O6S2
5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenyl 2,1,3-benzothiadiazole-4-sulfonate
—— 4-(naphthalen-2-yloxymethyl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide —— C33H26N2O3
4-(naphthalen-2-yloxymethyl)-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzamide
—— 2-[5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenoxy]-1-phenylethanone —— C34H38O5
2-[5-methoxy-2-(6'-methoxy-1',3',4',9a'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4a'(2'H)-yl)phenoxy]-1-phenylethanone
—— N-[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine —— C28H23BrN2O3S
N-[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]-6-ethoxy-2-(4-methoxyphenyl)chromen-4-imine
—— [2-(1-Adamantylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C29H29NO5
[2-(1-Adamantylamino)-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— 2-(6-carboxy-1,3-benzodioxan-8-yl)chromone —— C18H12O6
2-(6-carboxy-1,3-benzodioxan-8-yl)chromone
—— 6-bromo-3-methyl-2-phenyl-3-piperidin-1-yl-2H-chromen-4-one —— C21H22BrNO2
6-bromo-3-methyl-2-phenyl-3-piperidin-1-yl-2H-chromen-4-one
—— (8-Chloro-3-hydroxy-4-oxo-2-phenyl-4H-chromen-6-YL)acetic acid —— C17H11ClO5
(8-Chloro-3-hydroxy-4-oxo-2-phenyl-4H-chromen-6-YL)acetic acid
—— 9-(3-bromophenyl)-4-chloro-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H15BrClFN4O
9-(3-bromophenyl)-4-chloro-11-(2-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— (6R)-2,3,8,10-tetrahydroxy-9,11-bis(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one —— C30H32O7
(6R)-2,3,8,10-tetrahydroxy-9,11-bis(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one
—— (6S)-2,3,8,10-tetrahydroxy-9,11-bis(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one —— C30H32O7
(6S)-2,3,8,10-tetrahydroxy-9,11-bis(3-methylbut-2-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one
—— 7-Methyl-2-(3-nitrophenyl)chromen-4-one —— C16H11NO4
7-Methyl-2-(3-nitrophenyl)chromen-4-one
—— 7-Methyl-2-[4-(trifluoromethyl)phenyl]chromen-4-one —— C17H11F3O2
7-Methyl-2-[4-(trifluoromethyl)phenyl]chromen-4-one
—— [2-(4-Methoxyphenyl)chromen-4-ylidene]oxidanium —— C16H13O3+
[2-(4-Methoxyphenyl)chromen-4-ylidene]oxidanium
—— [4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] pyridin-1-ium-4-carboxylate —— C29H23N2O4+
[4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenyl] pyridin-1-ium-4-carboxylate
—— 2-[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C20H17O6-
2-[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— Benzyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C27H24O6
Benzyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— Methyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C21H20O6
Methyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— Ethyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C22H22O6
Ethyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoic acid —— C20H18O6
2-[2-(4-Methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoic acid
—— Cyclohexyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C26H28O6
Cyclohexyl 2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— [3a-(2,4-Diacetyloxyphenyl)spiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-6-yl] acetate —— C28H30O7
[3a-(2,4-Diacetyloxyphenyl)spiro[1,2,3,9a-tetrahydrocyclopenta[b]chromene-9,1'-cyclopentane]-6-yl] acetate
—— Ethyl 2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate —— C24H26O7
Ethyl 2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoic acid —— C22H22O7
2-[2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoic acid
—— Methyl 2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate —— C23H24O7
Methyl 2-[2-(3,4-dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate —— C22H21O7-
2-[2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl]oxypropanoate
—— 9,11-bis(2-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C24H16Cl2N4O
9,11-bis(2-chlorophenyl)-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-Tert-butylphenyl)-4-oxochromen-3-yl] 2-(2,4-dichlorophenoxy)acetate —— C27H22Cl2O5
[2-(4-Tert-butylphenyl)-4-oxochromen-3-yl] 2-(2,4-dichlorophenoxy)acetate
—— [4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] benzoate —— C25H20O7
[4-Oxo-2-(3,4,5-trimethoxyphenyl)chromen-6-yl] benzoate
—— (2S)-2-[2-(4-chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C19H14ClO5-
(2S)-2-[2-(4-chlorophenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— [2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate —— C25H25NO6
[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 3-methyl-4-oxo-2-phenylchromene-8-carboxylate
—— (9R,11S)-11-(4-fluorophenyl)-9-(2,3,4-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C27H23FN4O4
(9R,11S)-11-(4-fluorophenyl)-9-(2,3,4-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (9R,11R)-9-(4-ethoxy-3-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H22N4O3S
(9R,11R)-9-(4-ethoxy-3-methoxyphenyl)-11-thiophen-2-yl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (9S,11R)-4-methyl-9-(4-methylphenyl)-11-thiophen-2-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 —— C24H20N4OS
(9S,11R)-4-methyl-9-(4-methylphenyl)-11-thiophen-2-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
—— 3-methyl-2-phenyl-8-[4-[(E)-3-phenylprop-2-enyl]piperazine-1-carbonyl]chromen-4-one —— C30H28N2O3
3-methyl-2-phenyl-8-[4-[(E)-3-phenylprop-2-enyl]piperazine-1-carbonyl]chromen-4-one
—— (2R)-4-ethoxy-3-methyl-2-phenyl-2H-chromene —— C18H18O2
(2R)-4-ethoxy-3-methyl-2-phenyl-2H-chromene
—— (9S,11S)-11-(3-chlorophenyl)-9-(2,4-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H21ClN4O3
(9S,11S)-11-(3-chlorophenyl)-9-(2,4-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (9R,11S)-11-pyridin-3-yl-9-(3,4,5-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C26H23N5O4
(9R,11S)-11-pyridin-3-yl-9-(3,4,5-trimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (9R,11R)-4-chloro-9-(4-chlorophenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C24H15Cl2FN4O
(9R,11R)-4-chloro-9-(4-chlorophenyl)-11-(4-fluorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— (9R,11R)-4-chloro-9,11-bis(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 —— C27H23ClN4OS
(9R,11R)-4-chloro-9,11-bis(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
—— Propan-2-yl 2-[6-ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyacetate —— C23H24O6
Propan-2-yl 2-[6-ethyl-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyacetate
—— 6-chloro-2-(3,4-dimethoxyphenyl)-N-(1,3-thiazol-2-yl)chromen-4-imine —— C20H15ClN2O3S
6-chloro-2-(3,4-dimethoxyphenyl)-N-(1,3-thiazol-2-yl)chromen-4-imine
—— 6-chloro-2-(4-methoxyphenyl)-N-(6-methyl-1,3-benzothiazol-2-yl)chromen-4-imine —— C24H17ClN2O2S
6-chloro-2-(4-methoxyphenyl)-N-(6-methyl-1,3-benzothiazol-2-yl)chromen-4-imine
—— methyl (2S)-2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate —— C21H20O6
methyl (2S)-2-[2-(4-methoxyphenyl)-6-methyl-4-oxochromen-3-yl]oxypropanoate
—— [2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl] 4-methylbenzoate —— C27H23ClO4
[2-(4-Tert-butylphenyl)-6-chloro-4-oxochromen-3-yl] 4-methylbenzoate
—— 2-(4-Methylphenyl)-3-(2-naphthalen-1-yl-2-oxoethoxy)chromen-4-one —— C28H20O4
2-(4-Methylphenyl)-3-(2-naphthalen-1-yl-2-oxoethoxy)chromen-4-one
—— [2-(3-Bromo-4-methoxyphenyl)-4-oxochromen-3-yl] benzoate —— C23H15BrO5
[2-(3-Bromo-4-methoxyphenyl)-4-oxochromen-3-yl] benzoate
—— [2-(4-Methoxyphenyl)-4-oxochromen-3-yl] pyridine-3-carboxylate —— C22H15NO5
[2-(4-Methoxyphenyl)-4-oxochromen-3-yl] pyridine-3-carboxylate