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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
—— Monardaein 73545-87-6 C42H41O23+
Monardaein
—— 3-nitro-2-(3,4,5-trimethoxyphenyl)-2H-chromene 81289-20-5 C18H17NO6
3-nitro-2-(3,4,5-trimethoxyphenyl)-2H-chromene
—— 2-(3,4-dimethoxyphenyl)-3-methoxy-4H-benzo[h]chromen-4-one 1456866-18-4 C22H18O5
2-(3,4-dimethoxyphenyl)-3-methoxy-4H-benzo[h]chromen-4-one
—— 3-hydroxy-2-(4-methoxyphenyl)-4H-benzo[h]chromen-4-one 22812-51-7 C20H14O4
3-hydroxy-2-(4-methoxyphenyl)-4H-benzo[h]chromen-4-one
—— 3-methoxy-2-(4-methoxyphenyl)-4H-benzo[h]chromen-4-one 320576-66-7 C21H16O4
3-methoxy-2-(4-methoxyphenyl)-4H-benzo[h]chromen-4-one
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((R)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol 1352306-86-5 C29H31NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((R)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol
—— 2-(4-((S)-2-(azetidin-1-yl)propoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol 1352307-52-8 C28H29NO4
2-(4-((S)-2-(azetidin-1-yl)propoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol
—— 3-(3-hydroxyphenyl)-2-(4-((S)-2-((R)-3-methoxypyrrolidin-1-yl)propoxy)phenyl)-4-methyl-2H-chromen-6-ol 1443992-85-5 C30H33NO5
3-(3-hydroxyphenyl)-2-(4-((S)-2-((R)-3-methoxypyrrolidin-1-yl)propoxy)phenyl)-4-methyl-2H-chromen-6-ol
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol 1352307-49-3 C28H29NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol 1352306-64-9 C30H33NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol
—— 5-ethylpyranomalvidin-3-glucoside 1311158-29-8 C27H29O12
5-ethylpyranomalvidin-3-glucoside
—— 8-vinyl-(+)-catechin 388089-50-7 C17H16O6
8-vinyl-(+)-catechin
—— 10-guaiacylpyranomalvidin 3-glucoside 388089-40-5 C32H31O14
10-guaiacylpyranomalvidin 3-glucoside
—— 415692-46-5 C40H37O18
—— 403982-48-9 C33H33O15
—— peonidin‐3‐O‐glucoside 47729-58-8 C22H23O11
peonidin‐3‐O‐glucoside
—— malvidin-3-O-galactoside 18470-06-9 C23H25O12
malvidin-3-O-galactoside
—— 5-((2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)-8-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)pyrano[4,3,2-de]chromen-1-ium 415692-44-3 C40H37O18
5-((2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)-8-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)pyrano[4,3,2-de]chromen-1-ium
—— malvidin-3-O-β-glucopyranoside 18470-06-9 C23H25O12
malvidin-3-O-β-glucopyranoside
—— catechin-(4,8)-malvidin-3-O-glucoside 725223-71-2 C38H37O18
catechin-(4,8)-malvidin-3-O-glucoside
—— peonidin-3-O-β-glucopyranoside 47729-58-8 C22H23O11
peonidin-3-O-β-glucopyranoside
—— Cyanidin-3-glucosid-Kation 47705-70-4 C21H21O11
Cyanidin-3-glucosid-Kation
—— Cyanidin-3-glucosid 47705-70-4 C21H21O11
Cyanidin-3-glucosid
—— cyanidin 3-O-β-L-glucopyranoside 47705-70-4 C21H21O11
cyanidin 3-O-β-L-glucopyranoside
—— petunidin 3-O-glucopyranoside 71991-88-3 C22H23O12
petunidin 3-O-glucopyranoside
—— vitisin A-petunidin-glucoside 403982-49-0 C25H23O14
vitisin A-petunidin-glucoside
—— petunidin-3-O-galactoside 71991-88-3 C22H23O12
petunidin-3-O-galactoside
—— (6aR,12aR)-6a,12a-cis-2,3,4,8,10-Pentahydroxy-5,5-dimethyl-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran 132200-94-3 C18H18O7
(6aR,12aR)-6a,12a-cis-2,3,4,8,10-Pentahydroxy-5,5-dimethyl-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran
—— Patuletin-3-galactosid 19833-27-3 C22H22O13
Patuletin-3-galactosid
—— 3,5,7,3',4'-pentahydroxy-6-methoxyflavone-3-O-β-D-glucopyranoside 19833-27-3 C22H22O13
3,5,7,3',4'-pentahydroxy-6-methoxyflavone-3-O-β-D-glucopyranoside
—— Isoscutellarin 62023-92-1 C21H18O12
Isoscutellarin
—— [2-[3,4-Bis(phenylmethoxy)phenyl]-6-methoxy-4-oxo-7-phenylmethoxy-5-propan-2-yloxychromen-3-yl] 4-methylbenzenesulfonate 188927-56-2 C47H42O10S
[2-[3,4-Bis(phenylmethoxy)phenyl]-6-methoxy-4-oxo-7-phenylmethoxy-5-propan-2-yloxychromen-3-yl] 4-methylbenzenesulfonate
—— 2-[3,4-Bis(phenylmethoxy)phenyl]-6-methoxy-7-phenylmethoxy-5-propan-2-yloxychromen-4-one 188927-51-7 C40H36O7
2-[3,4-Bis(phenylmethoxy)phenyl]-6-methoxy-7-phenylmethoxy-5-propan-2-yloxychromen-4-one
—— 3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-6-methoxy-chromen-4-one 67443-87-2 C26H22O13
3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-6-methoxy-chromen-4-one
—— [2-[3,4-Bis(phenylmethoxy)phenyl]-5-hydroxy-6-methoxy-4-oxo-7-phenylmethoxychromen-3-yl] 4-methylbenzenesulfonate 188927-46-0 C44H36O10S
[2-[3,4-Bis(phenylmethoxy)phenyl]-5-hydroxy-6-methoxy-4-oxo-7-phenylmethoxychromen-3-yl] 4-methylbenzenesulfonate
—— 6-phenoxy-2-phenyl-2H-1-benzopyran-3-carboxaldehyde 134822-91-6 C22H16O3
6-phenoxy-2-phenyl-2H-1-benzopyran-3-carboxaldehyde
—— 2-[3,4-Bis(phenylmethoxy)phenyl]-3-hydroxy-6-methoxy-7-phenylmethoxy-5-propan-2-yloxychromen-4-one 188927-41-5 C40H36O8
2-[3,4-Bis(phenylmethoxy)phenyl]-3-hydroxy-6-methoxy-7-phenylmethoxy-5-propan-2-yloxychromen-4-one
—— 2-[3,4-Bis(phenylmethoxy)phenyl]-3,5-dihydroxy-6-methoxy-7-phenylmethoxychromen-4-one 188927-61-9 C37H30O8
2-[3,4-Bis(phenylmethoxy)phenyl]-3,5-dihydroxy-6-methoxy-7-phenylmethoxychromen-4-one
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-chroman-3-yl 4-(phosphoryloxy)benzoate 1338809-88-3 C22H19O12P
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-chroman-3-yl 4-(phosphoryloxy)benzoate
—— 1-(2-(4-(5,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenoxy)ethyl)pyrrolidin-2-one 1612891-75-4 C23H23NO6
1-(2-(4-(5,7-dimethoxy-4-oxo-4H-chromen-2-yl)phenoxy)ethyl)pyrrolidin-2-one
—— 5,7,8-triacetoxy-2-phenyl-chromen-4-one 94879-97-7 C21H16O8
5,7,8-triacetoxy-2-phenyl-chromen-4-one
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-nitrochromen-4-one 170708-95-9 C18H13NO6
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-6-nitrochromen-4-one
—— 2-(1,5-benzodioxepan-7-yl)chromanone 128586-15-2 C18H16O4
2-(1,5-benzodioxepan-7-yl)chromanone
—— 2,3-bis(4-methoxyphenyl)benzo[de]chromene 1241954-65-3 C26H20O3
2,3-bis(4-methoxyphenyl)benzo[de]chromene
—— N-[(2R)-1-amino-1-oxo-3-phenylpropan-2-yl]-4-[7-[[(1R)-1-cyclohexylethyl]amino]-6-nitro-4-oxochromen-2-yl]benzamide 1311277-18-5 C33H34N4O6
N-[(2R)-1-amino-1-oxo-3-phenylpropan-2-yl]-4-[7-[[(1R)-1-cyclohexylethyl]amino]-6-nitro-4-oxochromen-2-yl]benzamide
—— 3,3-diphenyl-8-hydroxy-[3H][2,1-b]naphthopyran 623580-53-0 C25H18O2
3,3-diphenyl-8-hydroxy-[3H][2,1-b]naphthopyran
—— 3-amino-2-(4-chlorophenyl)-4H-1-benzopyran-4-one 67139-36-0 C15H10ClNO2
3-amino-2-(4-chlorophenyl)-4H-1-benzopyran-4-one
—— Ethyl 2-[3-(4-oxochromen-2-yl)phenyl]propanoate 155938-26-4 C20H18O4
Ethyl 2-[3-(4-oxochromen-2-yl)phenyl]propanoate
—— 2-benzo[1,3]dioxol-5-yl-5,7-dihydroxy-chroman-4-one 115782-43-9 C16H12O6
2-benzo[1,3]dioxol-5-yl-5,7-dihydroxy-chroman-4-one
—— 3,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 111391-77-6 C18H16O5
3,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one