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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-methoxy-2-(2-nitrophenyl)-4H-chromen-4-one —— C16H11NO5
6-methoxy-2-(2-nitrophenyl)-4H-chromen-4-one
—— N-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]hydroxylamine —— C18H17NO3
N-[6-ethyl-2-(4-methoxyphenyl)chromen-4-ylidene]hydroxylamine
—— (2R)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoic acid —— C19H16O6
(2R)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoic acid
—— 2-[2-(4-Chlorophenyl)-4-oxochromen-6-yl]oxyacetic acid —— C17H11ClO5
2-[2-(4-Chlorophenyl)-4-oxochromen-6-yl]oxyacetic acid
—— (2S)-2-(3,4-dimethoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one —— C19H20O4
(2S)-2-(3,4-dimethoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
—— 4-oxo-2-phenyl-4H-chromen-3-yl thiophene-2-carboxylate —— C20H12O4S
4-oxo-2-phenyl-4H-chromen-3-yl thiophene-2-carboxylate
—— (2R)-2-(3,4-dimethoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one —— C19H20O4
(2R)-2-(3,4-dimethoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
—— 2-(3-Bromophenyl)-6-hydroxychromen-4-one —— C15H9BrO3
2-(3-Bromophenyl)-6-hydroxychromen-4-one
—— [2-(4-Chlorophenyl)-4-oxochromen-3-yl] propanoate —— C18H13ClO4
[2-(4-Chlorophenyl)-4-oxochromen-3-yl] propanoate
—— (2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoic acid —— C19H16O6
(2S)-2-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxypropanoic acid
—— 6-Methyl-3-(morpholin-4-ylmethyl)-2-phenylchromen-4-one —— C21H21NO3
6-Methyl-3-(morpholin-4-ylmethyl)-2-phenylchromen-4-one
—— 4-(4-Fluorophenyl)imino-2-phenylchromen-6-ol —— C21H14FNO2
4-(4-Fluorophenyl)imino-2-phenylchromen-6-ol
—— [2-(4-Methoxyphenyl)-4-oxochromen-6-yl] propanoate —— C19H16O5
[2-(4-Methoxyphenyl)-4-oxochromen-6-yl] propanoate
—— (2R,3S)-2-(4-hydroxyphenyl)-3-methoxy-2,3-dihydrochromen-4-one —— C16H14O4
(2R,3S)-2-(4-hydroxyphenyl)-3-methoxy-2,3-dihydrochromen-4-one
—— 3,4-dihydroxy-2-(4-hydroxyphenyl)chromen-5-one —— C15H10O5
3,4-dihydroxy-2-(4-hydroxyphenyl)chromen-5-one
—— (2S)-2-(3,4-dimethoxyphenyl)-6-methoxy-2,3-dihydrochromen-4-one —— C18H18O5
(2S)-2-(3,4-dimethoxyphenyl)-6-methoxy-2,3-dihydrochromen-4-one
—— (2S)-2-(4-hydroxyphenyl)-6-(2-methylbut-3-en-2-yl)-3,4-dihydro-2H-chromen-7-ol —— C20H22O3
(2S)-2-(4-hydroxyphenyl)-6-(2-methylbut-3-en-2-yl)-3,4-dihydro-2H-chromen-7-ol
—— [7-carboxy-3-(4-hydroxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-ylidene]oxidanium —— C24H21O12+
[7-carboxy-3-(4-hydroxyphenyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8-dioxatricyclo[7.3.1.05,13]trideca-1(12),3,5(13),6,9-pentaen-11-ylidene]oxidanium
—— 6-Benzofuranol, 2-(2-hydroxy-4-methoxyphenyl)- —— C34H32O9
6-Benzofuranol, 2-(2-hydroxy-4-methoxyphenyl)-
—— (3R)-3-(2,2-diphenylchromen-6-yl)-3-phenylbenzo[f]chromene —— C40H28O2
(3R)-3-(2,2-diphenylchromen-6-yl)-3-phenylbenzo[f]chromene
—— Artocommunol CB —— C35H40O6
Artocommunol CB
—— (2R,3R)-7-Methoxy-3,5,8-trihydroxyflavanone —— C16H14O6
(2R,3R)-7-Methoxy-3,5,8-trihydroxyflavanone
—— Diplacol —— C25H28O7
Diplacol
—— Nymphaeol A 73676-38-7 C25H28O6
Nymphaeol A
—— 2-(3,4-dimethoxyphenyl)-3,4,8-trihydroxy-6,7-dimethoxychromen-5-one —— C19H18O9
2-(3,4-dimethoxyphenyl)-3,4,8-trihydroxy-6,7-dimethoxychromen-5-one
—— (2S,3R,4S,5S,6R)-2-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-[(E)-3-(4-hydroxyphenyl)prop-2-enyl]-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol —— C30H32O12
(2S,3R,4S,5S,6R)-2-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-[(E)-3-(4-hydroxyphenyl)prop-2-enyl]-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— (2R)-8-chloro-5,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one —— C18H17ClO5
(2R)-8-chloro-5,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— [(2R,3R)-2-(3,4-diacetyloxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] acetate —— C21H20O9
[(2R,3R)-2-(3,4-diacetyloxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— [(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl] acetate —— C17H16O7
[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-chromen-7-yl] acetate
—— [(2R,3R)-5-acetyloxy-2-(3,4-diacetyloxyphenyl)-7-hydroxy-3,4-dihydro-2H-chromen-3-yl] acetate —— C23H22O10
[(2R,3R)-5-acetyloxy-2-(3,4-diacetyloxyphenyl)-7-hydroxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— Dorsmanin I —— C25H26O6
Dorsmanin I
—— (2R,3S,4R)-3,4-dimethoxy-2-phenyl-3,4-dihydro-2H-furo[2,3-h]chromene —— C19H18O4
(2R,3S,4R)-3,4-dimethoxy-2-phenyl-3,4-dihydro-2H-furo[2,3-h]chromene
—— 5-hydroxy-7-methoxy-2-phenyl-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C22H22O9
5-hydroxy-7-methoxy-2-phenyl-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— [(2S,3S,4R,5R,6S)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl] (E)-3-phenylprop-2-enoate —— C30H28O12
[(2S,3S,4R,5R,6S)-2-[[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl] (E)-3-phenylprop-2-enoate
—— trans-5-O-methyldihydroquercetin —— C16H14O7
trans-5-O-methyldihydroquercetin
—— [(2R,3R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-chromen-3-yl] acetate —— C24H28O13
[(2R,3R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— 2-(3,4-dihydroxyphenyl)-4,8-dihydroxy-3,5-dimethoxychromen-7-one —— C17H14O8
2-(3,4-dihydroxyphenyl)-4,8-dihydroxy-3,5-dimethoxychromen-7-one
—— (2S)-8-[(2S)-2,3-dihydroxy-3-methylbutyl]-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C20H22O6
(2S)-8-[(2S)-2,3-dihydroxy-3-methylbutyl]-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 5,6-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C23H24O13
5,6-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— Microfolione —— C21H22O5
Microfolione
—— (2R,3R)-3-[(2S,9S,15R)-9,15-dimethylheptadecan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C34H50O6
(2R,3R)-3-[(2S,9S,15R)-9,15-dimethylheptadecan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— Propolin B —— C25H30O7
Propolin B
—— Jayacanol —— C25H26O6
Jayacanol
—— (2S)-8-bromo-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C15H11BrO5
(2S)-8-bromo-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— (2S)-7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one —— C29H36O14
(2S)-7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one —— C26H30O12
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one
—— Licoagrodin —— C45H44O9
Licoagrodin
—— epigallocatechin-(2β->7,4β->8)-epicatechin 103883-03-0 C30H24O13
epigallocatechin-(2β->7,4β->8)-epicatechin
—— (2S,3R)-3,5,7-trihydroxy-2-(2-hydroxyphenyl)-6-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one —— C21H22O7
(2S,3R)-3,5,7-trihydroxy-2-(2-hydroxyphenyl)-6-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— [(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C31H28O13
[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate