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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-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl 2-thiophenecarboxylate —— C21H14O5S
2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl 2-thiophenecarboxylate
—— 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C29H34O15
5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C29H34O15
5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— (2S)-7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C27H32O14
(2S)-7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— (2S)-7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C27H32O14
(2S)-7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one —— C29H34O15
5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
—— (2S)-7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one —— C27H32O14
(2S)-7-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one —— C33H40O15
5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
—— (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C28H34O15
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 6-ethyl-2-(4-methoxyphenyl)-N-(pyridin-3-ylmethyl)chromen-4-imine —— C24H22N2O2
6-ethyl-2-(4-methoxyphenyl)-N-(pyridin-3-ylmethyl)chromen-4-imine
—— N-(4-{[(4E)-6-ethyl-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]amino}phenyl)acetamide —— C26H24N2O3
N-(4-{[(4E)-6-ethyl-2-(4-methoxyphenyl)-4H-chromen-4-ylidene]amino}phenyl)acetamide
—— [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] (3S)-5-(3,4-dihydroxyphenyl)-3-hydroxypentanoate —— C26H26O10
[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] (3S)-5-(3,4-dihydroxyphenyl)-3-hydroxypentanoate
—— 2-{[2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl]oxy}-N-phenylacetamide —— C24H19NO5
2-{[2-(4-methoxyphenyl)-4-oxo-4H-chromen-6-yl]oxy}-N-phenylacetamide
—— N-(4,6-dimethylpyrimidin-2-yl)-4-[[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]benzenesulfonamide —— C29H26N4O4S
N-(4,6-dimethylpyrimidin-2-yl)-4-[[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]amino]benzenesulfonamide
—— (2R)-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azaniumyl-4-methylpentanoate —— C23H25NO4
(2R)-2-[2-(4-methoxyphenyl)-6-methylchromen-4-ylidene]azaniumyl-4-methylpentanoate
—— (E)-4-((3-chloro-4-fluorophenyl)imino)-2-(4-methoxyphenyl)-4H-chromen-6-ol —— C22H15ClFNO3
(E)-4-((3-chloro-4-fluorophenyl)imino)-2-(4-methoxyphenyl)-4H-chromen-6-ol
—— 3-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]benzoic acid —— C24H19NO4
3-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]benzoic acid
—— (2R)-2-[5-[(1S)-1-carboxyethoxy]-4-oxo-2-phenylchromen-7-yl]oxypropanoic acid —— C21H18O8
(2R)-2-[5-[(1S)-1-carboxyethoxy]-4-oxo-2-phenylchromen-7-yl]oxypropanoic acid
—— 4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenol —— C23H19NO3
4-[[2-(4-Methoxyphenyl)-6-methylchromen-4-ylidene]amino]phenol
—— 2-(4-Methoxyphenyl)-3-phenacyloxychromen-4-one —— C24H18O5
2-(4-Methoxyphenyl)-3-phenacyloxychromen-4-one
—— 3-[(2-Chloro-6-fluorophenyl)methoxy]-2-phenylchromen-4-one —— C22H14ClFO3
3-[(2-Chloro-6-fluorophenyl)methoxy]-2-phenylchromen-4-one
—— 2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-N-(furan-2-ylmethyl)acetamide —— C24H21NO7
2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-N-(furan-2-ylmethyl)acetamide
—— [(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] 4-methylbenzenesulfonate —— C22H19NO4S
[(E)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino] 4-methylbenzenesulfonate
—— 4-oxo-2-phenyl-4H-chromen-3-yl 2-oxo-2H-chromene-3-carboxylate —— C25H14O6
4-oxo-2-phenyl-4H-chromen-3-yl 2-oxo-2H-chromene-3-carboxylate
—— (2S,3Z)-3-hydroxyimino-2-phenylchromen-4-one —— C15H11NO3
(2S,3Z)-3-hydroxyimino-2-phenylchromen-4-one
—— (2R,3Z)-3-hydroxyimino-2-phenylchromen-4-one —— C15H11NO3
(2R,3Z)-3-hydroxyimino-2-phenylchromen-4-one
—— N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyridin-2-amine —— C20H17N3O
N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]pyridin-2-amine
—— (9R,11S)-11-(3,4-dimethoxyphenyl)-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 —— C26H22N4O3
(9R,11S)-11-(3,4-dimethoxyphenyl)-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
—— (9R,11R)-11-(3,4-dimethoxyphenyl)-9-(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
(9R,11R)-11-(3,4-dimethoxyphenyl)-9-(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
—— (9R,11S)-9-(3,4-dimethoxyphenyl)-4-methyl-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C27H24N4O3
(9R,11S)-9-(3,4-dimethoxyphenyl)-4-methyl-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— 2-[[(4S)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylidene]propanedinitrile —— C28H22N2O3
2-[[(4S)-2-(3,4-dimethoxyphenyl)-4-(2-methylphenyl)-4H-chromen-3-yl]methylidene]propanedinitrile
—— (9S,11S)-9-(3,4-dimethoxyphenyl)-4-methyl-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene —— C27H24N4O3
(9S,11S)-9-(3,4-dimethoxyphenyl)-4-methyl-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2(7),3,5,14,16-hexaene
—— methyl N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]carbamate —— C17H16N2O3
methyl N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]carbamate
—— (1S,6R,13S)-16,17-dimethoxy-6-[3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-en-2-yl]-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one —— C29H32O12
(1S,6R,13S)-16,17-dimethoxy-6-[3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-en-2-yl]-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
—— (2R)-2-(1,3-benzodioxol-5-yl)-6-bromo-8-methoxy-3-nitro-2H-chromene —— C17H12BrNO6
(2R)-2-(1,3-benzodioxol-5-yl)-6-bromo-8-methoxy-3-nitro-2H-chromene
—— [2-acetyloxy-4-[(2R)-5,7-diacetyloxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl] acetate —— C23H20O10
[2-acetyloxy-4-[(2R)-5,7-diacetyloxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl] acetate
—— [5-(7-Methoxy-4-oxo-2-phenylchromen-8-yl)-2-methyl-3-oxopent-4-en-2-yl] acetate —— C24H22O6
[5-(7-Methoxy-4-oxo-2-phenylchromen-8-yl)-2-methyl-3-oxopent-4-en-2-yl] acetate
—— [(E)-5-(7-methoxy-4-oxo-2-phenylchromen-8-yl)-2-methyl-3-oxopent-4-en-2-yl] acetate —— C24H22O6
[(E)-5-(7-methoxy-4-oxo-2-phenylchromen-8-yl)-2-methyl-3-oxopent-4-en-2-yl] acetate
—— (7S)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-N-propan-2-yl-8H-furo[3,2-f]chromene-2-carboxamide —— C23H22ClNO4
(7S)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-N-propan-2-yl-8H-furo[3,2-f]chromene-2-carboxamide
—— (7R)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-N-propan-2-yl-8H-furo[3,2-f]chromene-2-carboxamide —— C23H22ClNO4
(7R)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-N-propan-2-yl-8H-furo[3,2-f]chromene-2-carboxamide
—— (7S)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-N-propyl-8H-furo[3,2-f]chromene-2-carboxamide —— C23H22ClNO4
(7S)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-N-propyl-8H-furo[3,2-f]chromene-2-carboxamide
—— (7R)-7-(4-chlorophenyl)-N,1,7-trimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide —— C21H18ClNO4
(7R)-7-(4-chlorophenyl)-N,1,7-trimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxamide
—— (7S)-7-(4-fluorophenyl)-1,7-dimethyl-2-(piperidine-1-carbonyl)-8H-furo[3,2-f]chromen-9-one —— C25H24FNO4
(7S)-7-(4-fluorophenyl)-1,7-dimethyl-2-(piperidine-1-carbonyl)-8H-furo[3,2-f]chromen-9-one
—— (7R)-7-(4-fluorophenyl)-1,7-dimethyl-2-(piperidine-1-carbonyl)-8H-furo[3,2-f]chromen-9-one —— C25H24FNO4
(7R)-7-(4-fluorophenyl)-1,7-dimethyl-2-(piperidine-1-carbonyl)-8H-furo[3,2-f]chromen-9-one
—— (7R)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-N-propyl-8H-furo[3,2-f]chromene-2-carboxamide —— C23H22ClNO4
(7R)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-N-propyl-8H-furo[3,2-f]chromene-2-carboxamide
—— (7S)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-N-propyl-8H-furo[3,2-f]chromene-2-carboxamide —— C23H22FNO4
(7S)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-N-propyl-8H-furo[3,2-f]chromene-2-carboxamide
—— ethyl (7R)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylate —— C22H19FO5
ethyl (7R)-7-(4-fluorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylate
—— (7R)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylic acid —— C20H15ClO5
(7R)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylic acid
—— ethyl (7R)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylate —— C22H19ClO5
ethyl (7R)-7-(4-chlorophenyl)-1,7-dimethyl-9-oxo-8H-furo[3,2-f]chromene-2-carboxylate
—— (2R)-2-(4-chlorophenyl)-6-hydroxy-2-methyl-3H-chromen-4-one —— C16H13ClO3
(2R)-2-(4-chlorophenyl)-6-hydroxy-2-methyl-3H-chromen-4-one