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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
—— 11-(4-fluorophenyl)-14-methylsulfanyl-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H19FN4OS
11-(4-fluorophenyl)-14-methylsulfanyl-9-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 6''-O-acetylisovitexin —— C23H22O11
6''-O-acetylisovitexin
—— [2,6'-Bi-2H-1-benzopyran]-7,8'-diol, 3,4-dihydro-2',2'-dimethyl-7'-(3-methyl-2-butenyl)-, (S)-; (2S)-3,4-Dihydro-2',2'-dimethyl-7'-(3-methyl-2-buten-1-yl)[2,6'-bi-2H-1-benzopyran]-7,8'-diol; (-)-Kazinol B —— C25H30O4
[2,6'-Bi-2H-1-benzopyran]-7,8'-diol, 3,4-dihydro-2',2'-dimethyl-7'-(3-methyl-2-butenyl)-, (S)-; (2S)-3,4-Dihydro-2',2'-dimethyl-7'-(3-methyl-2-buten-1-yl)[2,6'-bi-2H-1-benzopyran]-7,8'-diol; (-)-Kazinol B
—— Flavanone, 8--D-glucopyranosyl-4',5,7-trihydroxy-, (S)-(8CI); (2S)-8--D-Glucopyranosyl-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one —— C21H22O10
Flavanone, 8--D-glucopyranosyl-4',5,7-trihydroxy-, (S)-(8CI); (2S)-8--D-Glucopyranosyl-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
—— (2S,3S)-2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O12
(2S,3S)-2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— Kaempferol 3-O-(6''-O-acetyl)glucoside-7-O-rhamnoside —— C29H32O16
Kaempferol 3-O-(6''-O-acetyl)glucoside-7-O-rhamnoside
—— 8-[5,7-Dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-8-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one —— C32H24O10
8-[5,7-Dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-8-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
—— 4H-1-Benzopyran-4-one,2-[4-[5-(3,4-dihydro-5,7-dihydroxy-4-oxo-2H-1-benzopyran-2-yl)-2-hydroxyphenoxy]phenyl]-2,3-dihydro-5,7-dihydroxy- —— C30H22O10
4H-1-Benzopyran-4-one,2-[4-[5-(3,4-dihydro-5,7-dihydroxy-4-oxo-2H-1-benzopyran-2-yl)-2-hydroxyphenoxy]phenyl]-2,3-dihydro-5,7-dihydroxy-
—— [2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate —— C30H27NO7
[2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] 5-oxo-1-phenylpyrrolidine-3-carboxylate
—— ethyl 6-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromene-3-carboxylate —— C20H18O6
ethyl 6-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromene-3-carboxylate
—— 8-(7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylic acid —— C19H16O7
8-(7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylic acid
—— [[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2H-chromen-4-yl]amino]thiourea —— C18H16FN3O3S
[[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2H-chromen-4-yl]amino]thiourea
—— 8-(7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylate —— C19H15O7-
8-(7-methoxy-4-oxo-2,3-dihydrochromen-2-yl)-4H-1,3-benzodioxine-6-carboxylate
—— 6-Bromo-7,8-dimethyl-2-phenylchromen-4-one —— C17H13BrO2
6-Bromo-7,8-dimethyl-2-phenylchromen-4-one
—— Ethyl 2-[[2-[2-(4-tert-butylphenyl)-6-methyl-4-oxochromen-3-yl]oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C34H37NO6S
Ethyl 2-[[2-[2-(4-tert-butylphenyl)-6-methyl-4-oxochromen-3-yl]oxyacetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— 2,3-Dihydrosciadopitysin —— C33H26O10
2,3-Dihydrosciadopitysin
—— 9-(2,5-dimethoxyphenyl)-11-(4-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C27H24N4O4
9-(2,5-dimethoxyphenyl)-11-(4-methoxyphenyl)-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-chlorophenyl)-11-(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 —— C26H21ClN4OS
9-(3-chlorophenyl)-11-(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
—— 9-(2-chlorophenyl)-11-(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 —— C26H21ClN4OS
9-(2-chlorophenyl)-11-(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
—— 11-(3-bromo-4-methoxyphenyl)-9-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C25H18BrClN4O2
11-(3-bromo-4-methoxyphenyl)-9-(4-chlorophenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— (2S)-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-7-ol;(5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-ol;hydrochloride —— C57H63ClN2O6
(2S)-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-7-ol;(5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-ol;hydrochloride
—— 3-[(3R,4S,5R,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C34H42O20
3-[(3R,4S,5R,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— 6-[4-[(2S)-5,7-dihydroxy-6-methyl-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one —— C32H24O10
6-[4-[(2S)-5,7-dihydroxy-6-methyl-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
—— 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C22H22O12
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— Viscidulin III tetraacetate —— C25H22O12
Viscidulin III tetraacetate
—— Ombuin 3-glucoside —— C23H24O12
Ombuin 3-glucoside
—— Sepinol —— C16H14O7
Sepinol
—— Pinobanksin-3,7-diacetat 103553-98-6 C19H16O7
Pinobanksin-3,7-diacetat
—— 6-(3-Bromophenyl)-7-(3,4-dimethoxyphenyl)-7,12-dihydro-6H-chromeno[4,3-D][1,2,4]triazolo[1,5-A]pyrimidine —— C26H21BrN4O3
6-(3-Bromophenyl)-7-(3,4-dimethoxyphenyl)-7,12-dihydro-6H-chromeno[4,3-D][1,2,4]triazolo[1,5-A]pyrimidine
—— 7-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5,8-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C27H30O16
7-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5,8-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 7-Methyl-2-(4-methylphenyl)-3-(3-oxobutan-2-yloxy)chromen-4-one —— C21H20O4
7-Methyl-2-(4-methylphenyl)-3-(3-oxobutan-2-yloxy)chromen-4-one
—— Benzyl 2-[7-methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C27H24O5
Benzyl 2-[7-methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 2-[7-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C20H17O5-
2-[7-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— Methyl 2-[7-methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C21H20O5
Methyl 2-[7-methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 2-[7-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoic acid —— C20H18O5
2-[7-Methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoic acid
—— 2-(4-Ethoxyphenyl)-4-oxo-4H-chromen-3-yl 2,4,6-trimethylbenzenesulfonate —— C26H24O6S
2-(4-Ethoxyphenyl)-4-oxo-4H-chromen-3-yl 2,4,6-trimethylbenzenesulfonate
—— Ethyl 2-[7-methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C22H22O5
Ethyl 2-[7-methyl-2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 1-[[2-(4-Chlorophenyl)-6-methoxychromen-4-ylidene]amino]propan-2-ol —— C19H18ClNO3
1-[[2-(4-Chlorophenyl)-6-methoxychromen-4-ylidene]amino]propan-2-ol
—— Methyl 2-[2-(4-chlorophenyl)-4-oxochromen-3-yl]oxypropanoate —— C19H15ClO5
Methyl 2-[2-(4-chlorophenyl)-4-oxochromen-3-yl]oxypropanoate
—— [3,4,5-Triacetyloxy-6-[3,5-dihydroxy-4-[3-(4-nitrophenyl)propanoyl]phenoxy]oxan-2-yl]methyl acetate —— C29H31NO15
[3,4,5-Triacetyloxy-6-[3,5-dihydroxy-4-[3-(4-nitrophenyl)propanoyl]phenoxy]oxan-2-yl]methyl acetate
—— 11-(4-ethoxy-3-methoxyphenyl)-9-(2-ethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene —— C29H28N4O4
11-(4-ethoxy-3-methoxyphenyl)-9-(2-ethoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— 3-(Imidazo[1,2-a]pyridin-2-ylmethoxy)-6,7-dimethyl-2-phenylchromen-4-one —— C25H20N2O3
3-(Imidazo[1,2-a]pyridin-2-ylmethoxy)-6,7-dimethyl-2-phenylchromen-4-one
—— methyl 4-[11-(4-chlorophenyl)-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 —— C26H19ClN4O3
methyl 4-[11-(4-chlorophenyl)-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-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] oxolane-2-carboxylate —— C24H24O7
[2-(3,4-Dimethoxyphenyl)-5,7-dimethyl-4-oxochromen-3-yl] oxolane-2-carboxylate
—— 6-methoxy-2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]chromen-4-imine —— C28H24N2O4S
6-methoxy-2-(4-methoxyphenyl)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]chromen-4-imine
—— Methyl 2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C20H18O5
Methyl 2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— Ethyl 2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C21H20O5
Ethyl 2-[2-(4-methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(4-Methylphenyl)-4-oxochromen-3-yl]oxypropanoate —— C19H15O5-
2-[2-(4-Methylphenyl)-4-oxochromen-3-yl]oxypropanoate
—— 2-[2-(4-Methylphenyl)-4-oxochromen-3-yl]oxypropanoic acid —— C19H16O5
2-[2-(4-Methylphenyl)-4-oxochromen-3-yl]oxypropanoic acid
—— 5-[3-[3,4-Dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-5,7-dihydroxychromenylium-2-yl]benzene-1,2,3-triol —— C21H21O12+
5-[3-[3,4-Dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-5,7-dihydroxychromenylium-2-yl]benzene-1,2,3-triol