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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
—— 7,8-dimethoxy-2-(2-methyl-1H-benzimidazol-5-yl)-4H-chromen-4-one 460744-62-1 C19H16N2O4
7,8-dimethoxy-2-(2-methyl-1H-benzimidazol-5-yl)-4H-chromen-4-one
—— 5-(7,8-dimethoxy-4-oxo-4H-chromen-2-yl)-1,3-dihydro-2H-benzimidazol-2-one —— C18H14N2O5
5-(7,8-dimethoxy-4-oxo-4H-chromen-2-yl)-1,3-dihydro-2H-benzimidazol-2-one
—— (+/-) 4'-acetoxyflavanone 76390-79-9 C17H14O4
(+/-) 4'-acetoxyflavanone
—— 13-(4-Hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15,17,19-heptaen-3-one 78490-17-2 C24H16O5
13-(4-Hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15,17,19-heptaen-3-one
—— acetic acid-(4-chroman-2-yl-phenyl ester) 93514-16-0 C17H16O3
acetic acid-(4-chroman-2-yl-phenyl ester)
—— 2-(2,6-dihydroxyphenyl)-3-hydroxy-4H-chromen-4-one 70460-34-3 C15H10O5
2-(2,6-dihydroxyphenyl)-3-hydroxy-4H-chromen-4-one
—— 17-Hydroxy-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15(20),16,18-heptaen-3-one 78490-20-7 C24H16O6
17-Hydroxy-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15(20),16,18-heptaen-3-one
—— 2,4'-Dimethoxy-3,4-flavandion-chinoxalin 1603-43-6 C23H18N2O3
2,4'-Dimethoxy-3,4-flavandion-chinoxalin
—— 8-carboxamido-6,7-dimethylflavone 129696-91-9 C18H15NO3
8-carboxamido-6,7-dimethylflavone
—— 2,4-cis-7-methoxyflavan-4-ol 22218-55-9 C16H16O3
2,4-cis-7-methoxyflavan-4-ol
—— (+)-2,4-trans-7-methoxyflavan-4-ol 55539-24-7 C16H16O3
(+)-2,4-trans-7-methoxyflavan-4-ol
—— Guibourtinidol-(4alpha->6)-catechin 26277-74-7 C30H26O10
Guibourtinidol-(4alpha->6)-catechin
—— 6-Methoxyaromadendrin 3-O-acetate 130926-71-5 C18H16O8
6-Methoxyaromadendrin 3-O-acetate
—— 2-(2-Chloro-4-nitrophenyl)-4-(4-chlorophenyl)-3a,4-diethoxy-8-methylchromeno[4,3-d]thiadiazole 906461-29-8 C26H23Cl2N3O5S
2-(2-Chloro-4-nitrophenyl)-4-(4-chlorophenyl)-3a,4-diethoxy-8-methylchromeno[4,3-d]thiadiazole
—— rosinidin 4092-64-2 C17H15O6
rosinidin
—— 7,3'-Dihydroxy-4'-methoxy-8-methylflavan 87733-81-1 C17H18O4
7,3'-Dihydroxy-4'-methoxy-8-methylflavan
—— aurantinidin 19353-01-6 C15H11O6
aurantinidin
—— 2-(3,4-Dimethoxyphenyl)-6-[3-(3,4-dimethoxyphenyl)-2,2-difluoro-3-hydroxypropanoyl]-3-fluorobenzo[h]chromen-4-one 1009071-40-2 C32H25F3O8
2-(3,4-Dimethoxyphenyl)-6-[3-(3,4-dimethoxyphenyl)-2,2-difluoro-3-hydroxypropanoyl]-3-fluorobenzo[h]chromen-4-one
—— 6-[2,2-Difluoro-3-(4-fluorophenyl)-3-hydroxypropanoyl]-3-fluoro-2-(4-fluorophenyl)benzo[h]chromen-4-one 1009071-38-8 C28H15F5O4
6-[2,2-Difluoro-3-(4-fluorophenyl)-3-hydroxypropanoyl]-3-fluoro-2-(4-fluorophenyl)benzo[h]chromen-4-one
—— 6-(2,2-Difluoro-3-hydroxy-3-phenylpropanoyl)-3-fluoro-2-phenylpyrano[3,2-h]quinolin-4-one 1009071-41-3 C27H16F3NO4
6-(2,2-Difluoro-3-hydroxy-3-phenylpropanoyl)-3-fluoro-2-phenylpyrano[3,2-h]quinolin-4-one
—— 6-(2,2-difluoro-3-hydroxy-3-phenylpropanoyl)-3-fluoro-2-phenyl-4H-benzo[h]-chromen-4-one 1009071-37-7 C28H17F3O4
6-(2,2-difluoro-3-hydroxy-3-phenylpropanoyl)-3-fluoro-2-phenyl-4H-benzo[h]-chromen-4-one
—— naringenin, per-TMSi ether 4067-72-5 C24H36O5Si3
naringenin, per-TMSi ether
—— 4'-geranyloxy-5,7-dimethoxymethoxyflavanone 225650-11-3 C29H36O7
4'-geranyloxy-5,7-dimethoxymethoxyflavanone
—— 3-Acetoxy-3',4',5,7-tetramethoxy-4-flavonon 13650-85-6 C21H22O8
3-Acetoxy-3',4',5,7-tetramethoxy-4-flavonon
—— 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-, (S)- 24292-53-3 C15H12O4
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-, (S)-
—— 2-Benzoyl-3-methyl-7-phenyl-5H-furo<3,2-g><1>benzopyran-5-one 108141-95-3 C25H16O4
2-Benzoyl-3-methyl-7-phenyl-5H-furo<3,2-g><1>benzopyran-5-one
—— 7-(2-(benzylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1236122-70-5 C24H21NO4
7-(2-(benzylamino)ethoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 7-[2-(3-Aminopropylamino)ethoxy]-5-hydroxy-2-phenylchromen-4-one 1190373-68-2 C20H22N2O4
7-[2-(3-Aminopropylamino)ethoxy]-5-hydroxy-2-phenylchromen-4-one
—— 2-(4-acetoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 124458-87-3 C20H18O7
2-(4-acetoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— N-[4-({[2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-4-oxo-4H-1-benzopyran-3-yl]oxy}acetyl)phenyl]acetamide 6847-12-7 C29H27NO7
N-[4-({[2-(3,4-Dimethoxyphenyl)-6,8-dimethyl-4-oxo-4H-1-benzopyran-3-yl]oxy}acetyl)phenyl]acetamide
—— (R)-7-methoxy-2-phenylchromane 1132755-83-9 C16H16O2
(R)-7-methoxy-2-phenylchromane
—— 2-phenyl-3-nitrodihydronaphtho<2,1-b>pyran 106824-26-4 C19H15NO3
2-phenyl-3-nitrodihydronaphtho<2,1-b>pyran
—— 2,7,4'-Trimethoxy-3,4-flavandion-chinoxalin 1807-99-4 C24H20N2O4
2,7,4'-Trimethoxy-3,4-flavandion-chinoxalin
—— 3-Hydroxy-2,3,7,4'-tetramethoxyflavanon 1808-02-2 C19H20O7
3-Hydroxy-2,3,7,4'-tetramethoxyflavanon
—— (2R,3R)-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)phenyl]chroman-3-yl 3,4-difluorobenzoate 1394226-60-8 C57H46F2O8
(2R,3R)-5,7-bis(benzyloxy)-2-[3',4',5'-tris(benzyloxy)phenyl]chroman-3-yl 3,4-difluorobenzoate
—— 7-Hydroxy-4'-methoxy-flavylium 46991-39-3 C16H13O3
7-Hydroxy-4'-methoxy-flavylium
—— (+)-(R)-5-hydroxy-7-methoxy-8-methylflavanone 249931-52-0 C17H16O4
(+)-(R)-5-hydroxy-7-methoxy-8-methylflavanone
—— 2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one 1621-67-6 C16H12O4
2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
—— (+)-(R)-dimethylcryptostrobin 249931-51-9 C18H18O4
(+)-(R)-dimethylcryptostrobin
—— (2R,S<sub>S</sub>)-5,7-dimethoxy-8-methyl-3-(p-tolylsulfinyl)flavanone 249931-49-5 C25H24O5S
(2R,S<sub>S</sub>)-5,7-dimethoxy-8-methyl-3-(p-tolylsulfinyl)flavanone
—— (4R)-4-hydroxy-2-(4-methoxyphenyl)-4H-chromene-3-carbaldehyde 1326217-67-7 C17H14O4
(4R)-4-hydroxy-2-(4-methoxyphenyl)-4H-chromene-3-carbaldehyde
—— 3-allyl-2-(4-fluorophenyl)-4H-chromen-4-one 1514918-52-5 C18H13FO2
3-allyl-2-(4-fluorophenyl)-4H-chromen-4-one
—— 4'-Methoxy-flavan-3-ol 98107-97-2 C16H16O3
4'-Methoxy-flavan-3-ol
—— 6-[3-(Diethylamino)propoxy]-5-hydroxy-7-methoxy-2-phenylchromen-4-one 1263322-91-3 C23H27NO5
6-[3-(Diethylamino)propoxy]-5-hydroxy-7-methoxy-2-phenylchromen-4-one
—— 5-Hydroxy-7-methoxy-2-phenyl-6-(3-pyrrolidin-1-ylpropoxy)chromen-4-one 1263322-92-4 C23H25NO5
5-Hydroxy-7-methoxy-2-phenyl-6-(3-pyrrolidin-1-ylpropoxy)chromen-4-one
—— 5-Hydroxy-7-methoxy-2-phenyl-6-(3-piperidin-1-ylpropoxy)chromen-4-one 1263322-93-5 C24H27NO5
5-Hydroxy-7-methoxy-2-phenyl-6-(3-piperidin-1-ylpropoxy)chromen-4-one
—— 5-Hydroxy-7-methoxy-6-[3-(4-methylpiperazin-1-yl)propoxy]-2-phenylchromen-4-one 1263322-95-7 C24H28N2O5
5-Hydroxy-7-methoxy-6-[3-(4-methylpiperazin-1-yl)propoxy]-2-phenylchromen-4-one
—— 5-Hydroxy-7-methoxy-2-phenyl-6-(4-piperidin-1-ylbutoxy)chromen-4-one 1263322-98-0 C25H29NO5
5-Hydroxy-7-methoxy-2-phenyl-6-(4-piperidin-1-ylbutoxy)chromen-4-one
—— 5-Hydroxy-7-methoxy-6-[4-(4-methylpiperazin-1-yl)butoxy]-2-phenylchromen-4-one 1263323-00-7 C25H30N2O5
5-Hydroxy-7-methoxy-6-[4-(4-methylpiperazin-1-yl)butoxy]-2-phenylchromen-4-one
—— 5-Hydroxy-7-methoxy-2-phenyl-6-(4-pyrrolidin-1-ylbutoxy)chromen-4-one 1263322-97-9 C24H27NO5
5-Hydroxy-7-methoxy-2-phenyl-6-(4-pyrrolidin-1-ylbutoxy)chromen-4-one