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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
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-3,6,7-trihydroxy-2,3-dihydrochromen-4-one —— C15H12O7
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,6,7-trihydroxy-2,3-dihydrochromen-4-one
—— (2R,3S)-3-hydroxy-2,3-dimethoxy-2-phenylchromen-4-one —— C17H16O5
(2R,3S)-3-hydroxy-2,3-dimethoxy-2-phenylchromen-4-one
—— (2R,3S)-2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one —— C15H12O7
(2R,3S)-2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
—— 2-(diethylamino)ethyl (2R)-2-(4-oxo-2-phenylchromen-8-yl)propanoate —— C24H27NO4
2-(diethylamino)ethyl (2R)-2-(4-oxo-2-phenylchromen-8-yl)propanoate
—— (9S,11R)-9,11-bis(4-methoxyphenyl)-14-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C27H24N4O3
(9S,11R)-9,11-bis(4-methoxyphenyl)-14-methyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— N-[2-[[(2R)-2-hydroxy-3-[2-(4-methylphenyl)-4-oxochromen-7-yl]oxypropyl]amino]ethyl]propanamide —— C24H28N2O5
N-[2-[[(2R)-2-hydroxy-3-[2-(4-methylphenyl)-4-oxochromen-7-yl]oxypropyl]amino]ethyl]propanamide
—— (2S,3S,4R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol —— C15H14O6
(2S,3S,4R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol
—— (9S,11S)-11-(2,5-dimethoxyphenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C27H24N4O3
(9S,11S)-11-(2,5-dimethoxyphenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 4-[(9S,11S)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-11-yl]-N,N-dimethylaniline —— C27H25N5O2
4-[(9S,11S)-9-(2-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaen-11-yl]-N,N-dimethylaniline
—— (9S,11S)-11-(4-bromophenyl)-4-fluoro-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H16BrFN4O
(9S,11S)-11-(4-bromophenyl)-4-fluoro-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9S,11S)-11-(2,5-dimethoxyphenyl)-9-(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 —— C26H21FN4O3
(9S,11S)-11-(2,5-dimethoxyphenyl)-9-(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
—— (9R,11R)-11-(3-bromo-4-methoxyphenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C26H21BrN4O2
(9R,11R)-11-(3-bromo-4-methoxyphenyl)-9-(4-methylphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9S,11R)-11-(2,5-dimethoxyphenyl)-9-(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 —— C26H21FN4O3
(9S,11R)-11-(2,5-dimethoxyphenyl)-9-(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
—— (9S,11R)-4-chloro-9-(3,4-dimethoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C26H21ClN4O3
(9S,11R)-4-chloro-9-(3,4-dimethoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9R,11R)-9-(4-chlorophenyl)-11-(2,5-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C26H21ClN4O3
(9R,11R)-9-(4-chlorophenyl)-11-(2,5-dimethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (Z)-1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one —— C21H22O10
(Z)-1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
—— (2S,3S,4S,5R,6S)-3,5-dihydroxy-6-[6-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4-methyloxane-2-carboxylic acid —— C22H20O10
(2S,3S,4S,5R,6S)-3,5-dihydroxy-6-[6-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4-methyloxane-2-carboxylic acid
—— (2S)-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-5-ol —— C16H16O4
(2S)-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-5-ol
—— (2,2-Dimethyl-6-oxo-1,3-dioxin-4-yl)oxidanium;[3-oxonio-4-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenyl]oxidanium;titanium —— C27H30O15Ti+4
(2,2-Dimethyl-6-oxo-1,3-dioxin-4-yl)oxidanium;[3-oxonio-4-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenyl]oxidanium;titanium
—— 6-(4-methoxyphenyl)-7-[(E)-3-(4-methoxyphenyl)prop-2-enyl]-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene —— C27H26O5
6-(4-methoxyphenyl)-7-[(E)-3-(4-methoxyphenyl)prop-2-enyl]-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— Phenol, 2-(3,4-dihydro-7-methoxy-2H-1-benzopyran-3-yl)-5-methoxy-, (R)-; 2-[(3R)-3,4-Dihydro-7-methoxy-2H-1-benzopyran-3-yl]-5-methoxyphenol; (-)-Isosativan —— C17H18O4
Phenol, 2-(3,4-dihydro-7-methoxy-2H-1-benzopyran-3-yl)-5-methoxy-, (R)-; 2-[(3R)-3,4-Dihydro-7-methoxy-2H-1-benzopyran-3-yl]-5-methoxyphenol; (-)-Isosativan
—— 5,7,3',4'-Tetrahydroxy-3-methoxy-8-geranylflavone —— C26H28O7
5,7,3',4'-Tetrahydroxy-3-methoxy-8-geranylflavone
—— 4-(6,8-dibromo-4-hydroxy-3-oxo-4H-chromen-2-yl)benzoic acid —— C16H10Br2O5
4-(6,8-dibromo-4-hydroxy-3-oxo-4H-chromen-2-yl)benzoic acid
—— MbA-CR —— C38H48O26
MbA-CR
—— MbA-GR —— C41H44O24
MbA-GR
—— 3',4'-O-Diphenylmethane-3-(6-O-azidohexyl)quercetin —— C34H29N3O7
3',4'-O-Diphenylmethane-3-(6-O-azidohexyl)quercetin
—— MbA-CG —— C38H48O25
MbA-CG
—— [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[2-[4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyphenyl]-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate —— C47H54O28
[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[2-[4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyphenyl]-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
—— descaffeoylmontbretin A —— C44H58O30
descaffeoylmontbretin A
—— 3-O-(6-(4-(Caffeamidomethyl)-triazolyl)hexyl)quercetin —— C33H32N4O10
3-O-(6-(4-(Caffeamidomethyl)-triazolyl)hexyl)quercetin
—— 5-(3-Amino-2-methyl-2'-phenylspiro[1,2,4-oxadiazol-2-ium-5,4'-2,3-dihydrochromene]-2-yl)-2-fluorobenzonitrile —— C24H20FN4O2+
5-(3-Amino-2-methyl-2'-phenylspiro[1,2,4-oxadiazol-2-ium-5,4'-2,3-dihydrochromene]-2-yl)-2-fluorobenzonitrile
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]quinazolin-4-amine —— C27H24N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]quinazolin-4-amine
—— N,N-diethyl-3-nitro-4-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide —— C25H26N4O5S
N,N-diethyl-3-nitro-4-[(2Z)-2-(2-phenyl-2,3-dihydrochromen-4-ylidene)hydrazinyl]benzenesulfonamide
—— N-[(E)-[2-(4-methoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]quinazolin-4-amine —— C26H22N4O2
N-[(E)-[2-(4-methoxyphenyl)-6,7-dimethylchromen-4-ylidene]amino]quinazolin-4-amine
—— 4-Oxo-2-phenyl-8-(sulfinatoamino)chromene —— C15H10NO4S-
4-Oxo-2-phenyl-8-(sulfinatoamino)chromene
—— 4-Oxo-2-phenyl-8-(sulfinoamino)chromene —— C15H11NO4S
4-Oxo-2-phenyl-8-(sulfinoamino)chromene
—— N-[(E)-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]amino]quinazolin-4-amine —— C26H22N4O2
N-[(E)-[2-(4-methoxyphenyl)-5,7-dimethylchromen-4-ylidene]amino]quinazolin-4-amine
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-5,7-dimethylchromen-4-ylidene]amino]quinazolin-4-amine —— C27H24N4O3
N-[(E)-[2-(3,4-dimethoxyphenyl)-5,7-dimethylchromen-4-ylidene]amino]quinazolin-4-amine
—— 1-[2,4-dihydroxy-6-[(2R,3R,4S,5S,6S)-3,5,6-trihydroxy-4-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one —— C21H24O10
1-[2,4-dihydroxy-6-[(2R,3R,4S,5S,6S)-3,5,6-trihydroxy-4-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
—— 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C38H48O19
3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— methyl 2-[(2E)-2-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate —— C25H25N3O5S
methyl 2-[(2E)-2-[2-(3,4-dimethoxyphenyl)-6,7-dimethylchromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate
—— methyl 2-[(2E)-2-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate —— C24H23N3O4S
methyl 2-[(2E)-2-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate
—— methyl 2-[(2E)-2-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate —— C25H25N3O5S
methyl 2-[(2E)-2-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate
—— (E)-methyl 2-(2-(2-(4-methoxyphenyl)-5,7-dimethyl-4H-chromen-4-ylidene)hydrazinyl)-4-methylthiazole-5-carboxylate —— C24H23N3O4S
(E)-methyl 2-(2-(2-(4-methoxyphenyl)-5,7-dimethyl-4H-chromen-4-ylidene)hydrazinyl)-4-methylthiazole-5-carboxylate
—— N-[(E)-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]-1,3-benzothiazol-2-amine —— C25H21N3O2S
N-[(E)-[2-(4-methoxyphenyl)-6,8-dimethylchromen-4-ylidene]amino]-1,3-benzothiazol-2-amine
—— N-[(E)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-1,3-benzothiazol-2-amine —— C25H21N3O2S
N-[(E)-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]amino]-1,3-benzothiazol-2-amine
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]-1,3-benzothiazol-2-amine —— C25H21N3O3S
N-[(E)-[2-(3,4-dimethoxyphenyl)-6-methylchromen-4-ylidene]amino]-1,3-benzothiazol-2-amine
—— N-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]-1,3-benzothiazol-2-amine —— C26H23N3O3S
N-[(E)-[2-(3,4-dimethoxyphenyl)-6-ethylchromen-4-ylidene]amino]-1,3-benzothiazol-2-amine
—— N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]-1,3-benzothiazol-2-amine —— C24H19N3O2S
N-[(E)-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]-1,3-benzothiazol-2-amine
—— 2,5-dimethyl-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]furan-3-carboxamide —— C22H20N2O3
2,5-dimethyl-N-[(E)-(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]furan-3-carboxamide