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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
—— [(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— [(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one —— C27H30O15
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one —— C27H30O15
7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one
—— [(2R,3R,4S,5R,6S)-3,5-dihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate —— C39H34O14
[(2R,3R,4S,5R,6S)-3,5-dihydroxy-6-[[(2R)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— [(Z)-[(2S)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C19H18FN3O3S
[(Z)-[(2S)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— [(Z)-[(2R)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea —— C19H18FN3O3S
[(Z)-[(2R)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-fluoro-2,3-dihydrochromen-4-ylidene]amino]thiourea
—— 7-Acetoxy-5-hydroxy-3,6,4'-trimethoxy-flavon 27782-53-2 C20H18O8
7-Acetoxy-5-hydroxy-3,6,4'-trimethoxy-flavon
—— abyssinone-IV —— C25H28O4
abyssinone-IV
—— ent-abyssinone II 1184961-93-0 C20H20O4
ent-abyssinone II
—— [(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] N-(3-chlorophenyl)carbamate —— C22H17ClN2O3
[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] N-(3-chlorophenyl)carbamate
—— [(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] N-(3-chlorophenyl)carbamate —— C22H17ClN2O3
[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] N-(3-chlorophenyl)carbamate
—— (2S,3E)-3-[(4-chlorophenyl)methylidene]-2-phenylchromen-4-one —— C22H15ClO2
(2S,3E)-3-[(4-chlorophenyl)methylidene]-2-phenylchromen-4-one
—— (1aS,7R,7aR)-1,1-dichloro-7-(4-fluorophenyl)-7a-methyl-1a-(4-methylphenyl)-7H-cyclopropa[b]chromene —— C24H19Cl2FO
(1aS,7R,7aR)-1,1-dichloro-7-(4-fluorophenyl)-7a-methyl-1a-(4-methylphenyl)-7H-cyclopropa[b]chromene
—— 2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenol —— C26H32O4
2-[(4aS,9aS)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenol
—— 2-[(4aS,9aR)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenol —— C26H32O4
2-[(4aS,9aR)-6-methoxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]-5-methoxyphenol
—— (6S)-6-(4-fluorophenyl)-3-methyl-6H-indeno[2,1-c]chromen-7-one —— C23H15FO2
(6S)-6-(4-fluorophenyl)-3-methyl-6H-indeno[2,1-c]chromen-7-one
—— 4-[(4aS,9aR)-5,6-dihydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,2,3-triol —— C24H28O6
4-[(4aS,9aR)-5,6-dihydroxyspiro[2,3,4,9a-tetrahydro-1H-xanthene-9,1'-cyclohexane]-4a-yl]benzene-1,2,3-triol
—— (3aR,4R,9bS)-2-methyl-3a-nitro-4-phenyl-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole —— C17H16N2O4
(3aR,4R,9bS)-2-methyl-3a-nitro-4-phenyl-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole
—— (3aR,4R,9bR)-4-(4-chlorophenyl)-2-methyl-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole —— C17H15ClN2O4
(3aR,4R,9bR)-4-(4-chlorophenyl)-2-methyl-3a-nitro-4,9b-dihydro-1H-chromeno[4,3-d][1,2]oxazole
—— (2'R,4R)-6,6-dimethyl-2'-phenyl-2-prop-2-enylsulfanylspiro[1,5-dihydropyrimidine-4,4'-2,3-dihydrochromene]-7'-ol —— C23H26N2O2S
(2'R,4R)-6,6-dimethyl-2'-phenyl-2-prop-2-enylsulfanylspiro[1,5-dihydropyrimidine-4,4'-2,3-dihydrochromene]-7'-ol
—— (2'S,4R)-6,6-dimethyl-2'-phenyl-2-prop-2-enylsulfanylspiro[1,5-dihydropyrimidine-4,4'-2,3-dihydrochromene]-7'-ol —— C23H26N2O2S
(2'S,4R)-6,6-dimethyl-2'-phenyl-2-prop-2-enylsulfanylspiro[1,5-dihydropyrimidine-4,4'-2,3-dihydrochromene]-7'-ol
—— (5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-3-methyl-2-[(4-methylphenyl)sulfonylamino]butanoate —— C27H25NO7S
(5-hydroxy-4-oxo-2-phenylchromen-7-yl) (2R)-3-methyl-2-[(4-methylphenyl)sulfonylamino]butanoate
—— 3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one —— C21H24O9
3-(4-hydroxyphenyl)-1-[2-hydroxy-6-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
—— (2S)-2-(3-methoxy-4-propoxyphenyl)-3-nitro-2H-chromene —— C19H19NO5
(2S)-2-(3-methoxy-4-propoxyphenyl)-3-nitro-2H-chromene
—— (2R)-2-(3-methoxy-4-propoxyphenyl)-3-nitro-2H-chromene —— C19H19NO5
(2R)-2-(3-methoxy-4-propoxyphenyl)-3-nitro-2H-chromene
—— 2-(furan-2-ylmethyl)-8-(4-methoxyphenyl)-2,3-dihydro-1H-pyrano[3,2-f][1,3]benzoxazin-2-ium-10-one —— C23H20NO5+
2-(furan-2-ylmethyl)-8-(4-methoxyphenyl)-2,3-dihydro-1H-pyrano[3,2-f][1,3]benzoxazin-2-ium-10-one
—— cyclohexyl (2R)-2-(4-oxo-2-phenylchromen-6-yl)oxypropanoate —— C24H24O5
cyclohexyl (2R)-2-(4-oxo-2-phenylchromen-6-yl)oxypropanoate
—— (3R)-3-(2,6-dichlorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H11Cl2NO3
(3R)-3-(2,6-dichlorophenyl)-2-nitro-3H-benzo[f]chromene
—— (3S)-3-(2,6-dichlorophenyl)-2-nitro-3H-benzo[f]chromene —— C19H11Cl2NO3
(3S)-3-(2,6-dichlorophenyl)-2-nitro-3H-benzo[f]chromene
—— (2R)-6-chloro-2-(2,4-dichlorophenyl)-3-nitro-2H-chromene —— C15H8Cl3NO3
(2R)-6-chloro-2-(2,4-dichlorophenyl)-3-nitro-2H-chromene
—— (2R)-6-chloro-2-(2,6-dichlorophenyl)-3-nitro-2H-chromene —— C15H8Cl3NO3
(2R)-6-chloro-2-(2,6-dichlorophenyl)-3-nitro-2H-chromene
—— (2S)-6-chloro-2-(2,4-dichlorophenyl)-3-nitro-2H-chromene —— C15H8Cl3NO3
(2S)-6-chloro-2-(2,4-dichlorophenyl)-3-nitro-2H-chromene
—— (2R)-2-(4-tert-butylphenyl)-6-chloro-3-nitro-2H-chromene —— C19H18ClNO3
(2R)-2-(4-tert-butylphenyl)-6-chloro-3-nitro-2H-chromene
—— [(2R,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-propan-2-ylazanium —— C18H20NO2+
[(2R,3S)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-propan-2-ylazanium
—— [(2S,3R)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-propan-2-ylazanium —— C18H20NO2+
[(2S,3R)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-propan-2-ylazanium
—— (2S,3R)-2-phenyl-3-(propan-2-ylamino)-2,3-dihydrochromen-4-one —— C18H19NO2
(2S,3R)-2-phenyl-3-(propan-2-ylamino)-2,3-dihydrochromen-4-one
—— [(2R,3R)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-propan-2-ylazanium —— C18H20NO2+
[(2R,3R)-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl]-propan-2-ylazanium
—— (2S,3R,4'R)-4'-(2-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
(2S,3R,4'R)-4'-(2-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S,3S,4'S)-4'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H20N2O3
(2S,3S,4'S)-4'-(2-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S,3S,4'S)-4'-(4-methylphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H20N2O2
(2S,3S,4'S)-4'-(4-methylphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2R,3R,4'R)-4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H18N2O4
(2R,3R,4'R)-4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S,3R,4'R)-4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H18N2O4
(2S,3R,4'R)-4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S,3S,4'S)-4'-(4-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H20N2O3
(2S,3S,4'S)-4'-(4-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2R,3S,4'R)-4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H18N2O4
(2R,3S,4'R)-4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2R,3S,4'R)-4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
(2R,3S,4'R)-4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S,3R,4'S)-4'-(4-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H20N2O3
(2S,3R,4'S)-4'-(4-methoxyphenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S,3R,4'R)-4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
(2S,3R,4'R)-4'-(4-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2S,3S,4'R)-4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C24H18N2O4
(2S,3S,4'R)-4'-(1,3-benzodioxol-5-yl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one
—— (2R,3R,4'R)-4'-(2-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one —— C23H17ClN2O2
(2R,3R,4'R)-4'-(2-chlorophenyl)-2-phenylspiro[2H-chromene-3,5'-3,4-dihydropyrazole]-4-one