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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
—— (E)-2-[4-amino-5-(2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-5-oxa-7-aza-spiro[3.4]octan-6-one —— C27H25N5O3
(E)-2-[4-amino-5-(2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-5-oxa-7-aza-spiro[3.4]octan-6-one
—— (R,S)-7-(cis-3-aminomethyl-cyclobutyl)-5-(2-phenyl-chroman-7-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine —— C26H27N5O
(R,S)-7-(cis-3-aminomethyl-cyclobutyl)-5-(2-phenyl-chroman-7-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine
—— (R,S)-cis-4-{3-[4-amino-5-(2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutylmethyl}-piperazin-2-one —— C30H32N6O2
(R,S)-cis-4-{3-[4-amino-5-(2-phenyl-chroman-7-yl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutylmethyl}-piperazin-2-one
—— 1-{cis-3-[8-amino-1-(2-phenyl-chroman-7-yl)-imidazo[1,5-a]pyrazin-3-yl]-cyclobutylmethyl}-(S)-pyrrolidine-2-carboxylic acid amide —— C31H34N6O2
1-{cis-3-[8-amino-1-(2-phenyl-chroman-7-yl)-imidazo[1,5-a]pyrazin-3-yl]-cyclobutylmethyl}-(S)-pyrrolidine-2-carboxylic acid amide
—— flavonon-7-yl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside —— C42H40O7
flavonon-7-yl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside
—— 2,4-cis-7-hydroxyflavan-4-ol —— C15H14O3
2,4-cis-7-hydroxyflavan-4-ol
—— 2-(Benzo[1,3]dioxol-5-yl)-4-butylsulfanyl-6-isopropoxy-2H-chromen-3-carboxylic acid —— C24H26O6S
2-(Benzo[1,3]dioxol-5-yl)-4-butylsulfanyl-6-isopropoxy-2H-chromen-3-carboxylic acid
—— 6,8-Difluoro-2-[4-(N,N-dimethylamino)-3-fluorophenyl]-5-hexylamino-4H-1-benzopyran-4-one —— C23H25F3N2O2
6,8-Difluoro-2-[4-(N,N-dimethylamino)-3-fluorophenyl]-5-hexylamino-4H-1-benzopyran-4-one
—— 2-[4-[N-acetyl-N-(3-phthalimidopropyl)amino]-3-fluorophenyl]-6,8-difluoro-5-hexylamino-4H-1-benzopyran-4-one —— C34H32F3N3O5
2-[4-[N-acetyl-N-(3-phthalimidopropyl)amino]-3-fluorophenyl]-6,8-difluoro-5-hexylamino-4H-1-benzopyran-4-one
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-hexylamino-4H-1-benzopyran-4-one —— C26H29F3N2O3
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-hexylamino-4H-1-benzopyran-4-one
—— 2-[4-(N-acetyl-N-ethoxycarbonylmethylamino)-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one —— C21H17F3N2O5
2-[4-(N-acetyl-N-ethoxycarbonylmethylamino)-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one
—— 2-[4-(N-acetyl-N-ethoxycarbonylmethylamino)-3-fluorophenyl]-6,8-difluoro-5-hexylamino-4H-1-benzopyran-4-one —— C27H29F3N2O5
2-[4-(N-acetyl-N-ethoxycarbonylmethylamino)-3-fluorophenyl]-6,8-difluoro-5-hexylamino-4H-1-benzopyran-4-one
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(1-hexylamino)-7-methyl-4H-1-benzopyran-4-one —— C27H31F3N2O3
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(1-hexylamino)-7-methyl-4H-1-benzopyran-4-one
—— 2-(4-aminophenyl)-5,6,7-trimethoxy-4H-chromen-4-one —— C18H17NO5
2-(4-aminophenyl)-5,6,7-trimethoxy-4H-chromen-4-one
—— 2,2-bis(4-dimethylaminophenyl)-2H-naphtho[1,2-b]pyran —— C29H28N2O
2,2-bis(4-dimethylaminophenyl)-2H-naphtho[1,2-b]pyran
—— (+)-trans-2-(2,4-dichloro-5-fluorophenyl)-5,7-dihydroxy-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-chromen-4-one maleate —— C4H4O4*C21H18Cl2FNO5
(+)-trans-2-(2,4-dichloro-5-fluorophenyl)-5,7-dihydroxy-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-chromen-4-one maleate
—— 2-(4-(benzo[d]oxazol-2-ylthio)phenyl)-5,7-dihydroxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-chromen-4-one —— C28H22N2O5S
2-(4-(benzo[d]oxazol-2-ylthio)phenyl)-5,7-dihydroxy-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-4H-chromen-4-one
—— 7,8-dihydroxy-5-hydroxymethyl-2-phenyl-chroman-4-one —— C16H14O5
7,8-dihydroxy-5-hydroxymethyl-2-phenyl-chroman-4-one
—— 2'-[3-(sec-butylamino)-2-hydroxypropoxy]flavone —— C22H25NO4
2'-[3-(sec-butylamino)-2-hydroxypropoxy]flavone
—— N-(3-Piperidinopropyl)-3,3'-dimethylflavone-8-carboxamide —— C26H30N2O3
N-(3-Piperidinopropyl)-3,3'-dimethylflavone-8-carboxamide
—— 3-carbamoyl-2-phenylchromone —— C16H11NO3
3-carbamoyl-2-phenylchromone
—— 2-(4-(benzyloxy)-3-methoxyphenyl)-4H-chromen-4-one —— C23H18O4
2-(4-(benzyloxy)-3-methoxyphenyl)-4H-chromen-4-one
—— 6,7-(diphenylmethylenedioxy)-5-methoxyflavone —— C29H20O5
6,7-(diphenylmethylenedioxy)-5-methoxyflavone
—— 8-methoxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid ethyl ester —— C22H24N2O4
8-methoxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid ethyl ester
—— 8-methoxy-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid ethyl ester —— C23H26N2O4
8-methoxy-2,3-dimethyl-8-o-tolyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid ethyl ester
—— (+/-)-trans-flavanol 3-O-benzoate —— C22H18O3
(+/-)-trans-flavanol 3-O-benzoate
—— 2-phenylchroman-4-one oxime —— C15H13NO2
2-phenylchroman-4-one oxime
—— 2-phenyl-2H-chromene —— C15H12O
2-phenyl-2H-chromene
—— E-3-(furfurylidene)flavanone —— C20H14O3
E-3-(furfurylidene)flavanone
—— N-benzyl-N-(2-phenyl-2,3-dihydro-4H-chromen-4-ylidene)amine —— C22H19NO
N-benzyl-N-(2-phenyl-2,3-dihydro-4H-chromen-4-ylidene)amine
—— 6-chloro-2-(2-nitro-phenyl)-2H-chromene-3-carbaldehyde —— C16H10ClNO4
6-chloro-2-(2-nitro-phenyl)-2H-chromene-3-carbaldehyde
—— 2-(4-methylphenyl)chroman —— C16H16O
2-(4-methylphenyl)chroman
—— 2-(p-chlorophenyl)-2H-chromene-3-carbaldehyde —— C16H11ClO2
2-(p-chlorophenyl)-2H-chromene-3-carbaldehyde
—— (R)-2-(4-chlorophenyl)-2H-chromene-3-carbaldehyde —— C16H11ClO2
(R)-2-(4-chlorophenyl)-2H-chromene-3-carbaldehyde
—— 7-hydroxyethoxyflavone —— C17H14O4
7-hydroxyethoxyflavone
—— AO3003 —— C23H24O6
AO3003
—— 6-hydroxy-2-methyl-2-phenyl-2H-chromene —— C16H14O2
6-hydroxy-2-methyl-2-phenyl-2H-chromene
—— naringenin 7-O-cetyl ether —— C31H44O5
naringenin 7-O-cetyl ether
—— (2RS)-4'-fluoro-5,7-dihydroxyflavanone —— C15H11FO4
(2RS)-4'-fluoro-5,7-dihydroxyflavanone
—— 6'-prenyleriodictyol —— C20H20O6
6'-prenyleriodictyol
—— 2-(2,4-dimethoxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one —— C17H16O6
2-(2,4-dimethoxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— 2-(4-trifluoromethylphenyl)-3-methoxy-5,7-dihydroxy-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one —— C22H19F3O5
2-(4-trifluoromethylphenyl)-3-methoxy-5,7-dihydroxy-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one
—— 2-(Benzo[1,3]dioxol-5-yl)-4-cyclopentyl-6-isopropoxy-2H-chromen-3-carboxylic acid —— C25H26O6
2-(Benzo[1,3]dioxol-5-yl)-4-cyclopentyl-6-isopropoxy-2H-chromen-3-carboxylic acid
—— (+/-)-(1S<sup>*</sup>,2R<sup>*</sup>,5R<sup>*</sup>,6R<sup>*</sup>)-2-(2',6'-dimethoxyphenoxy)-1-hydroxy-6-<(2''S<sup>*</sup>,3''R<sup>*</sup>)-7''-methoxy-3''-methoxymethyl-2''-(3,4-methylenedioxyphenyl)chroman-6''-yl>-3,7-dioxabicyclo<3.3.0>octane —— C33H36O11
(+/-)-(1S<sup>*</sup>,2R<sup>*</sup>,5R<sup>*</sup>,6R<sup>*</sup>)-2-(2',6'-dimethoxyphenoxy)-1-hydroxy-6-<(2''S<sup>*</sup>,3''R<sup>*</sup>)-7''-methoxy-3''-methoxymethyl-2''-(3,4-methylenedioxyphenyl)chroman-6''-yl>-3,7-dioxabicyclo<3.3.0>octane
—— (+/-)-(1S<sup>*</sup>,2R<sup>*</sup>,5R<sup>*</sup>,6S<sup>*</sup>)-2-(2',6'-dimethoxyphenoxy)-1-hydroxy-6-<(2''S<sup>*</sup>,3''R<sup>*</sup>)-7''-methoxy-3''-methoxymethyl-2''-(3,4-methylenedioxyphenyl)chroman-6''-yl>-3,7-dioxabicyclo<3.3.0>octane —— C33H36O11
(+/-)-(1S<sup>*</sup>,2R<sup>*</sup>,5R<sup>*</sup>,6S<sup>*</sup>)-2-(2',6'-dimethoxyphenoxy)-1-hydroxy-6-<(2''S<sup>*</sup>,3''R<sup>*</sup>)-7''-methoxy-3''-methoxymethyl-2''-(3,4-methylenedioxyphenyl)chroman-6''-yl>-3,7-dioxabicyclo<3.3.0>octane
—— 2-(4-chlorophenyl)-6-methoxy-3-nitro-2H-chromene —— C16H12ClNO4
2-(4-chlorophenyl)-6-methoxy-3-nitro-2H-chromene
—— 2-(2-methoxyphenyl)-6-methoxy-3-nitro-2H-chromene —— C17H15NO5
2-(2-methoxyphenyl)-6-methoxy-3-nitro-2H-chromene
—— 2-(4-methoxyphenyl)-6-methoxy-3-nitro-2H-chromene —— C17H15NO5
2-(4-methoxyphenyl)-6-methoxy-3-nitro-2H-chromene
—— (E)-N'-(2-hydroxy-5-methoxybenzylidene)-4-(4-oxo-4H-chromen-2-yl)benzohydrazide —— C24H18N2O5
(E)-N'-(2-hydroxy-5-methoxybenzylidene)-4-(4-oxo-4H-chromen-2-yl)benzohydrazide
—— (E)-4-(4-oxo-4H-chromen-2-yl)-N'-(2,5-dihydroxybenzylidene)benzohydrazide —— C23H16N2O5
(E)-4-(4-oxo-4H-chromen-2-yl)-N'-(2,5-dihydroxybenzylidene)benzohydrazide