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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-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C28H32O15
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C28H32O15
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— (2S)-7-[[(2S,3S,4S,5S)-4,5-dihydroxy-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C27H32O12
(2S)-7-[[(2S,3S,4S,5S)-4,5-dihydroxy-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— (2S)-7-[[(2S,3S,4S,5S)-4,5-dihydroxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C27H32O12
(2S)-7-[[(2S,3S,4S,5S)-4,5-dihydroxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— (2S)-7-[[(2S,3S,4S,5S)-4,5-dihydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C27H32O12
(2S)-7-[[(2S,3S,4S,5S)-4,5-dihydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 5-methoxy-2-[(2R)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenol —— C17H18O4
5-methoxy-2-[(2R)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenol
—— 5-methoxy-2-[(2S)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenol —— C17H18O4
5-methoxy-2-[(2S)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenol
—— 7-[(2-fluorobenzyl)oxy]-5-hydroxy-2-phenyl-4H-chromen-4-one —— C22H15FO4
7-[(2-fluorobenzyl)oxy]-5-hydroxy-2-phenyl-4H-chromen-4-one
—— (E)-2-(4-chlorophenyl)-6-methoxy-N-(5-propan-2-yl-1,3,4-thiadiazol-2-yl)chromen-4-imine —— C21H18ClN3O2S
(E)-2-(4-chlorophenyl)-6-methoxy-N-(5-propan-2-yl-1,3,4-thiadiazol-2-yl)chromen-4-imine
—— (E)-6-chloro-2-(4-methoxyphenyl)-N-(5-methyl-1,3,4-thiadiazol-2-yl)chromen-4-imine —— C19H14ClN3O2S
(E)-6-chloro-2-(4-methoxyphenyl)-N-(5-methyl-1,3,4-thiadiazol-2-yl)chromen-4-imine
—— (4E)-2-(4-methoxyphenyl)-4-[(4-methyl-1,3-benzothiazol-2-yl)imino]chromen-6-ol —— C24H18N2O3S
(4E)-2-(4-methoxyphenyl)-4-[(4-methyl-1,3-benzothiazol-2-yl)imino]chromen-6-ol
—— N-[(E)-[6,8-dichloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]quinazolin-4-amine —— C25H18Cl2N4O3
N-[(E)-[6,8-dichloro-2-(3,4-dimethoxyphenyl)chromen-4-ylidene]amino]quinazolin-4-amine
—— methyl 2-[(2E)-2-[6,8-dichloro-2-(4-methoxyphenyl)chromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate —— C22H17Cl2N3O4S
methyl 2-[(2E)-2-[6,8-dichloro-2-(4-methoxyphenyl)chromen-4-ylidene]hydrazinyl]-4-methyl-1,3-thiazole-5-carboxylate
—— (2R,3R,4S,5S,6R)-3-[3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-7-yl]oxy-6-(hydroxymethyl)oxane-2,4,5-triol —— C22H23O11+
(2R,3R,4S,5S,6R)-3-[3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-7-yl]oxy-6-(hydroxymethyl)oxane-2,4,5-triol
—— 3-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethyl-tetrahydropyran-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one —— C22H22O10
3-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethyl-tetrahydropyran-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one
—— 5,7-Dihydroxy-3-[3-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-4-oxo-chroman-8-yl]-2-(4-hydroxyphenyl)chromen-4-one —— C31H22O10
5,7-Dihydroxy-3-[3-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-4-oxo-chroman-8-yl]-2-(4-hydroxyphenyl)chromen-4-one
—— Rutin hydrate 95 —— C27H36O19
Rutin hydrate 95
—— cycloartocarpin 5912-09-4 C26H26O6
cycloartocarpin
—— [(Z)-[(2R)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C18H16FN3O3S
[(Z)-[(2R)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— 2-[(Z)-[2-(3,4-dimethoxyphenyl)-2,3-dihydrochromen-4-ylidene]amino]oxy-N,N-diethylethanamine —— C23H30N2O4
2-[(Z)-[2-(3,4-dimethoxyphenyl)-2,3-dihydrochromen-4-ylidene]amino]oxy-N,N-diethylethanamine
—— 5,7-Dihydroxy-3[2,4-dihydroxy-3-(2,3-dihydroxy-3-methylbutyl)phenyl]chromone —— C20H20O8
5,7-Dihydroxy-3[2,4-dihydroxy-3-(2,3-dihydroxy-3-methylbutyl)phenyl]chromone
—— [5-[5,7-dihydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-2-hydroxyphenyl] sulfate —— C21H19O15S-
[5-[5,7-dihydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-yl]-2-hydroxyphenyl] sulfate
—— [(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C35H34O18
[(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— 3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C38H48O20
3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— [(3S)-2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate —— C44H34O20
[(3S)-2-(3,4-dihydroxyphenyl)-8-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
—— (3R)-3,5,7-trihydroxy-2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C15H12O6
(3R)-3,5,7-trihydroxy-2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— Disodium;[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-3-sulfinatooxychromen-2-yl)phenyl] sulfite —— C16H10Na2O11S2
Disodium;[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-3-sulfinatooxychromen-2-yl)phenyl] sulfite
—— Pelargonidin 3-O-[2-O-(6-(E)-feruloyl-beta-D-glucopyranosyl)-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside) —— C52H55O25+
Pelargonidin 3-O-[2-O-(6-(E)-feruloyl-beta-D-glucopyranosyl)-6-O-(E)-p-coumaroyl-beta-D-glucopyranoside] 5-O-(beta-D-glucopyranoside)
—— 3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one —— C28H32O16
3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
—— Potassium;[5-[5,7-dihydroxy-4-oxo-3-(3,4,5-trihydroxybenzoyl)oxychromen-2-yl]-2,3-dihydroxyphenyl] sulfate —— C22H13KO15S
Potassium;[5-[5,7-dihydroxy-4-oxo-3-(3,4,5-trihydroxybenzoyl)oxychromen-2-yl]-2,3-dihydroxyphenyl] sulfate
—— [(2R,3S,4S,5R,6S)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate —— C53H57O26+
[(2R,3S,4S,5R,6S)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
—— 2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromenylium-3,5,7-triol —— C21H21O11+
2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromenylium-3,5,7-triol
—— 2,6-dichloro-N-[2-(2-chlorophenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-N-(2,6-dichlorobenzoyl)benzamide —— C29H14Cl5NO6
2,6-dichloro-N-[2-(2-chlorophenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-N-(2,6-dichlorobenzoyl)benzamide
—— 3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C26H30O11
3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl acetate —— C24H26O12
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl acetate
—— N-[2-(2-chlorophenyl)-7-hydroxy-4-oxochromen-8-yl]benzamide —— C22H14ClNO4
N-[2-(2-chlorophenyl)-7-hydroxy-4-oxochromen-8-yl]benzamide
—— 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one —— C27H30O16
6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
—— 6-[2-(5,7-Dihydroxy-4-oxo-chromen-2-yl)-5-hydroxy-phenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one —— C30H18O10
6-[2-(5,7-Dihydroxy-4-oxo-chromen-2-yl)-5-hydroxy-phenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— (2R,3R)-8-benzyl-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol —— C22H20O6
(2R,3R)-8-benzyl-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2S,3R)-8-benzyl-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol —— C22H20O6
(2S,3R)-8-benzyl-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— 11-(3,4-dimethoxyphenyl)-9-(3-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
11-(3,4-dimethoxyphenyl)-9-(3-methoxyphenyl)-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,14,16-hexaene
—— N-[(2S)-2-hydroxypropyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C20H19NO4
N-[(2S)-2-hydroxypropyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— N-[(2R)-2-hydroxypropyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide —— C20H19NO4
N-[(2R)-2-hydroxypropyl]-3-methyl-4-oxo-2-phenylchromene-8-carboxamide
—— 2-[2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoic acid —— C20H18O6
2-[2-(4-Methoxyphenyl)-7-methyl-4-oxochromen-3-yl]oxypropanoic acid
—— 2-(3,4-Dihydroxyphenyl)-3,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy]chromenylium-7-olate —— C27H30O16
2-(3,4-Dihydroxyphenyl)-3,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy]chromenylium-7-olate
—— 5-Methoxy-2-(6'-methoxy-1',3',4',9A'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4A'(2'H)-YL)phenyl 3,5-dimethylisoxazole-4-sulfonate —— C31H37NO7S
5-Methoxy-2-(6'-methoxy-1',3',4',9A'-tetrahydrospiro[cyclohexane-1,9'-xanthen]-4A'(2'H)-YL)phenyl 3,5-dimethylisoxazole-4-sulfonate
—— Methyl 2-[4-[[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]imino]-2-(4-methoxyphenyl)chromen-6-yl]oxyacetate —— C29H23BrN2O5S
Methyl 2-[4-[[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]imino]-2-(4-methoxyphenyl)chromen-6-yl]oxyacetate
—— 1-(3-methoxypropyl)-3-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]urea —— C20H23N3O3
1-(3-methoxypropyl)-3-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]urea
—— 2,6-dimethyl-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-4-amine —— C21H20N4O
2,6-dimethyl-N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-4-amine
—— 2,6-dimethyl-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-4-amine —— C21H20N4O
2,6-dimethyl-N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyrimidin-4-amine