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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
—— 2-Hydroxy-2-phenylchromene-3,4-dione —— C15H10O4
2-Hydroxy-2-phenylchromene-3,4-dione
—— 5-Bromo-3-hydroxy-2-(3-methoxy-4-phenylmethoxyphenyl)-7-phenylmethoxychromen-4-one —— C30H23BrO6
5-Bromo-3-hydroxy-2-(3-methoxy-4-phenylmethoxyphenyl)-7-phenylmethoxychromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C36H40O19
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one —— C21H22O11
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydrochromen-4-one
—— 3-Cyclopropyloxy-2-(3,4-dihydroxyphenyl)-7-hydroperoxy-5-hydroxychromen-4-one —— C18H14O8
3-Cyclopropyloxy-2-(3,4-dihydroxyphenyl)-7-hydroperoxy-5-hydroxychromen-4-one
—— 5-Chloro-16-methyl-10-phenyl-6-propyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1,5,7,11,13,16-hexaene-4,18-dione —— C25H19ClO5
5-Chloro-16-methyl-10-phenyl-6-propyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1,5,7,11,13,16-hexaene-4,18-dione
—— 2-benzylamino-2-phenyl-3-methyl-4-phenylethynyl-2H-1-benzopyran —— C31H25NO
2-benzylamino-2-phenyl-3-methyl-4-phenylethynyl-2H-1-benzopyran
—— 5,6-Dihydroxy-7-methoxydihydroflavone —— C16H14O5
5,6-Dihydroxy-7-methoxydihydroflavone
—— Ethane;2-phenyl-2,3-dihydrochromen-4-one —— C23H36O2
Ethane;2-phenyl-2,3-dihydrochromen-4-one
—— [(11S)-11-[4-(2-piperidin-1-ylethoxy)phenyl]-5,11-dihydrochromeno[4,3-c]chromen-2-yl] 2,2-dimethylpropanoate —— C34H37NO5
[(11S)-11-[4-(2-piperidin-1-ylethoxy)phenyl]-5,11-dihydrochromeno[4,3-c]chromen-2-yl] 2,2-dimethylpropanoate
—— 5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]chromen-4-one —— C23H24O11
5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]chromen-4-one
—— Ethane;3-hydroxy-2-(2,4,5-trihydroxyphenyl)chromen-4-one —— C19H22O6
Ethane;3-hydroxy-2-(2,4,5-trihydroxyphenyl)chromen-4-one
—— 2-(2-dodecoxy-5-hydroxy-4-methylphenyl)-2,4,4,7-tetramethyl-3H-chromen-6-ol;4-(4-hydroxy-2,5-dimethylphenyl)sulfanyl-2,5-dimethylphenol —— C48H66O6S
2-(2-dodecoxy-5-hydroxy-4-methylphenyl)-2,4,4,7-tetramethyl-3H-chromen-6-ol;4-(4-hydroxy-2,5-dimethylphenyl)sulfanyl-2,5-dimethylphenol
—— 5-[[3-ethoxy-4-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromen-2-yl)phenyl]methyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C25H29NO5S
5-[[3-ethoxy-4-(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromen-2-yl)phenyl]methyl]-4-hydroxy-3H-1,3-thiazol-2-one
—— [(1R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]-[7-hydroxy-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]chromen-2-yl]methanesulfonic acid —— C39H45NO8S
[(1R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]-[7-hydroxy-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]chromen-2-yl]methanesulfonic acid
—— 4-bromo-3-[5,7-dihydroxy-8-[(2S,3R)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-4-oxochromen-2-yl]-N-hydroxybenzamide —— C22H21BrN2O7
4-bromo-3-[5,7-dihydroxy-8-[(2S,3R)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]-4-oxochromen-2-yl]-N-hydroxybenzamide
—— (2S)-6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one —— C25H28O5
(2S)-6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one
—— 7-hydroxy-2-(4-hydroxyphenyl)-3,5-bis[[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one —— C27H30O14
7-hydroxy-2-(4-hydroxyphenyl)-3,5-bis[[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one
—— 4-Oxo-2-phenyl-3-(propan-2-ylamino)chromene-6-carboxylic acid;hydrochloride —— C19H18ClNO4
4-Oxo-2-phenyl-3-(propan-2-ylamino)chromene-6-carboxylic acid;hydrochloride
—— Ethane;3-methyl-2-(4-methylphenyl)chromen-4-one —— C21H26O2
Ethane;3-methyl-2-(4-methylphenyl)chromen-4-one
—— 5,7-Dichloro-2-phenylchromen-4-one —— C15H8Cl2O2
5,7-Dichloro-2-phenylchromen-4-one
—— (4-Oxo-2-phenyl-2,3-dihydrochromen-3-yl)urea —— C16H14N2O3
(4-Oxo-2-phenyl-2,3-dihydrochromen-3-yl)urea
—— [(2-phenyl-2,3-dihydrochromen-4-ylidene)amino] N-(3-chlorophenyl)carbamate —— C22H17ClN2O3
[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino] N-(3-chlorophenyl)carbamate
—— ethyl N-(ethoxycarbonylamino)-N-(2-phenyl-2H-chromen-4-yl)carbamate —— C21H22N2O5
ethyl N-(ethoxycarbonylamino)-N-(2-phenyl-2H-chromen-4-yl)carbamate
—— 2-(4-Oxo-2-phenylchromen-7-yl)oxyacetonitrile 38040-68-5 C17H11NO3
2-(4-Oxo-2-phenylchromen-7-yl)oxyacetonitrile
—— 2-Phenyl-3-(propan-2-ylamino)-2,3-dihydrochromen-4-one —— C18H19NO2
2-Phenyl-3-(propan-2-ylamino)-2,3-dihydrochromen-4-one
—— 4-Oxo-2-phenyl-3-(propan-2-ylamino)chromene-6-carboxylic acid —— C19H17NO4
4-Oxo-2-phenyl-3-(propan-2-ylamino)chromene-6-carboxylic acid
—— 3-Amino-2-phenyl-2,3-dihydrochromen-4-one;2,2,2-trifluoroacetic acid —— C17H14F3NO4
3-Amino-2-phenyl-2,3-dihydrochromen-4-one;2,2,2-trifluoroacetic acid
—— 4,4-Diphenyl-3-oxapentacyclo[12.9.0.02,7.08,13.015,20]tricosa-1(14),2(7),5,8,10,12,15,17,19-nonaene;ethane —— C42H50O
4,4-Diphenyl-3-oxapentacyclo[12.9.0.02,7.08,13.015,20]tricosa-1(14),2(7),5,8,10,12,15,17,19-nonaene;ethane
—— 2-Phenyl-3-(propan-2-ylamino)-2,3-dihydrochromen-4-one;hydrochloride —— C18H20ClNO2
2-Phenyl-3-(propan-2-ylamino)-2,3-dihydrochromen-4-one;hydrochloride
—— [2-(3,4-Dihydroxyphenyl)-4-oxo-6,8-di(pentanoyl)-3,7-di(pentanoyloxy)chromen-5-yl] pentanoate —— C40H50O12
[2-(3,4-Dihydroxyphenyl)-4-oxo-6,8-di(pentanoyl)-3,7-di(pentanoyloxy)chromen-5-yl] pentanoate
—— (2S,3S,4S,5R)-3,4,5-trihydroxy-6-[4-[3-oxo-3-(2,4,6-trihydroxyphenyl)propyl]phenoxy]oxane-2-carboxylic acid —— C21H22O11
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[4-[3-oxo-3-(2,4,6-trihydroxyphenyl)propyl]phenoxy]oxane-2-carboxylic acid
—— 3,5,7-trihydroxy-2-[2-[(2R,3R,5S)-3,4,4,5-tetrahydroxy-2-(hydroxymethyl)oxolan-2-yl]phenyl]chromen-4-one —— C20H18O11
3,5,7-trihydroxy-2-[2-[(2R,3R,5S)-3,4,4,5-tetrahydroxy-2-(hydroxymethyl)oxolan-2-yl]phenyl]chromen-4-one
—— N-[5,7-dimethoxy-2-(4-methoxyphenyl)-6-[4-(1-nitrosoethyl)phenoxy]chromen-4-ylidene]hydroxylamine —— C26H24N2O7
N-[5,7-dimethoxy-2-(4-methoxyphenyl)-6-[4-(1-nitrosoethyl)phenoxy]chromen-4-ylidene]hydroxylamine
—— 2-Phenylchromenylium-6-ol —— C15H11O2+
2-Phenylchromenylium-6-ol
—— 9-(3-methoxyphenyl)-4,7-dihydro-3H-pyrano[2,3-f]quinoxaline —— C18H16N2O2
9-(3-methoxyphenyl)-4,7-dihydro-3H-pyrano[2,3-f]quinoxaline
—— 7-(6-Bromohexoxy)-5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one —— C23H25BrO7
7-(6-Bromohexoxy)-5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
—— (-)-6-chloroepicatechin —— C15H13ClO6
(-)-6-chloroepicatechin
—— (2S)-2-[3-(3,7-dimethylocta-2,6-dienyl)-4-hydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one —— C25H28O5
(2S)-2-[3-(3,7-dimethylocta-2,6-dienyl)-4-hydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-(2-phenylethenyl)-2,3-dihydrochromen-4-one —— C23H18O5
5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-(2-phenylethenyl)-2,3-dihydrochromen-4-one
—— 3-{4-[4-(4-methoxy-phenyl)-piperazin-1-yl]-phenyl}-3-phenyl-7-(4-phenyl-(phen-1-oxy)carbonyl)-3H-naphtho[2,1-b]pyran —— C49H40N2O4
3-{4-[4-(4-methoxy-phenyl)-piperazin-1-yl]-phenyl}-3-phenyl-7-(4-phenyl-(phen-1-oxy)carbonyl)-3H-naphtho[2,1-b]pyran
—— 2-[4-[2-[(2R)-4,7-dihydroxy-3-oxo-4H-chromen-2-yl]-5-hydroxyphenoxy]phenyl]-4,7-dihydroxy-4H-chromen-3-one —— C30H22O10
2-[4-[2-[(2R)-4,7-dihydroxy-3-oxo-4H-chromen-2-yl]-5-hydroxyphenoxy]phenyl]-4,7-dihydroxy-4H-chromen-3-one
—— 4'-(4-methylphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H20N2O2
4'-(4-methylphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— 4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— 2-(4-hydroxy-5-oxo-2-phenylchromen-7-yl)oxypropanoic acid —— C18H14O6
2-(4-hydroxy-5-oxo-2-phenylchromen-7-yl)oxypropanoic acid
—— 4'-(4-bromophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17BrN2O2
4'-(4-bromophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— 4'-(2,4-dichlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H16Cl2N2O2
4'-(2,4-dichlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— 4'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H20N2O3
4'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— 2-phenyl-6-(1H-tetrazol-5-yl)-chromen-4-one 35794-55-9 C16H10N4O2
2-phenyl-6-(1H-tetrazol-5-yl)-chromen-4-one
—— 4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H18N2O4
4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one