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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
—— 8-(3"-hydroxyisoamyl)-5,7,3',4'-tetrahydroxyflavanone 132246-45-8 C20H22O7
8-(3"-hydroxyisoamyl)-5,7,3',4'-tetrahydroxyflavanone
—— 5,7-Dimethylflavone 75164-85-1 C17H14O2
5,7-Dimethylflavone
—— 7-methoxy-3-(cis-4'-methoxyflavan-4β-yloxy)flavone 88214-61-3 C32H26O6
7-methoxy-3-(cis-4'-methoxyflavan-4β-yloxy)flavone
—— 3,7,8,2',3'-Pentamethoxy-flavon 116557-15-4 C20H20O7
3,7,8,2',3'-Pentamethoxy-flavon
—— 2',5'-diisopropyloxy-3,4',5,7,8-pentamethoxyflavone 111786-55-1 C26H32O9
2',5'-diisopropyloxy-3,4',5,7,8-pentamethoxyflavone
—— 8-Bromo-7-butoxy-6-nitro-2-p-tolyl-chroman-4-one 135879-05-9 C20H20BrNO5
8-Bromo-7-butoxy-6-nitro-2-p-tolyl-chroman-4-one
—— 3-α-L-arabinofuranosyloxy-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one 121971-87-7 C24H26O11
3-α-L-arabinofuranosyloxy-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— (S)-ethyl 6-hydroxy-4-(m-tolyl)-3,4-dihydro-2H-pyran-5-carboxylate 1332624-54-0 C15H18O4
(S)-ethyl 6-hydroxy-4-(m-tolyl)-3,4-dihydro-2H-pyran-5-carboxylate
—— (+/-)-3',4',5',7-Tetrahydroxy-flavan-4-ol 97318-29-1 C15H14O6
(+/-)-3',4',5',7-Tetrahydroxy-flavan-4-ol
—— 3-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)propanoic acid 1312298-17-1 C18H18O8
3-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)propanoic acid
—— (+/-)-6-amino-7-methoxy-2-phenyl-chroman-4-one 113454-20-9 C16H15NO3
(+/-)-6-amino-7-methoxy-2-phenyl-chroman-4-one
—— 4-<2,4-Dimethoxyphenyl>-flavan-3-ol 95431-44-0 C23H22O4
4-<2,4-Dimethoxyphenyl>-flavan-3-ol
—— 3-Phenyl-1-(2-acetoxy-4-tetraacetylglucosyloxy-phenyl)-propanon-(1) 105001-92-1 C31H34O13
3-Phenyl-1-(2-acetoxy-4-tetraacetylglucosyloxy-phenyl)-propanon-(1)
—— 7,8,4'-Trimethoxy-3-acetoxyflavan-4-ol 117044-97-0 C20H22O7
7,8,4'-Trimethoxy-3-acetoxyflavan-4-ol
—— 6,8-Dimethoxy-4'-acetoxy-flavon 94306-11-3 C19H16O6
6,8-Dimethoxy-4'-acetoxy-flavon
—— 4-Acetamino-6-chlor-flavan 98144-64-0 C17H16ClNO2
4-Acetamino-6-chlor-flavan
—— 8-<Formyl-(2-hydroxy-1-formyl-ethoxy)-methyl>-5.7.4'-trihydroxy-flavon 96058-02-5 C20H16O9
8-<Formyl-(2-hydroxy-1-formyl-ethoxy)-methyl>-5.7.4'-trihydroxy-flavon
—— 2-(2,4-dimethoxy-phenyl)-3,7-dimethoxy-chromen-4-one 7578-50-9 C19H18O6
2-(2,4-dimethoxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— N-[2-(4-methylsulfonylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide 1219445-43-8 C22H16N2O5S
N-[2-(4-methylsulfonylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide
—— 2'.3'-Dichlor-7-methoxy-flavonol 92791-86-1 C16H10Cl2O4
2'.3'-Dichlor-7-methoxy-flavonol
—— 2-(3-acetoxy-4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-4H-chromene-3,5,7-triyl triacetate 1383545-68-3 C29H28O11
2-(3-acetoxy-4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-4H-chromene-3,5,7-triyl triacetate
—— rac-(6aR,7S,13S,13aR)-6-methoxy-6,7-diphenyl-14-(2-phenyl-4H-chromen-4-yl)-6a,7,13,13a-tetrahydro-6H-7,13-methanobenzo[6,7]oxepino[3,4-c]chromene 95082-70-5 C46H36O4
rac-(6aR,7S,13S,13aR)-6-methoxy-6,7-diphenyl-14-(2-phenyl-4H-chromen-4-yl)-6a,7,13,13a-tetrahydro-6H-7,13-methanobenzo[6,7]oxepino[3,4-c]chromene
—— 1156495-11-2 C50H44N2O11
—— 5,7-diacetoxy-2-(4-acetoxy-3-methoxy-phenyl)-chroman-4-one 6027-16-3 C22H20O9
5,7-diacetoxy-2-(4-acetoxy-3-methoxy-phenyl)-chroman-4-one
—— N-[2-(3-methylsulfonylphenyl)-4-oxochromen-8-yl]pyridine-3-carboxamide 1219445-35-8 C22H16N2O5S
N-[2-(3-methylsulfonylphenyl)-4-oxochromen-8-yl]pyridine-3-carboxamide
—— 3-(5-bromopentyl)-5-((4-oxo-2-phenyl-4H-chromen-6-yl)methylene)thiazolidine-2,4-dione 1561912-76-2 C24H20BrNO4S
3-(5-bromopentyl)-5-((4-oxo-2-phenyl-4H-chromen-6-yl)methylene)thiazolidine-2,4-dione
—— 7-Hydroxy-3-methyl-3',4',5'-trimethoxy-flavon 22395-07-9 C19H18O6
7-Hydroxy-3-methyl-3',4',5'-trimethoxy-flavon
—— (2R)-(+)-7-[5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochroman-7-yloxy]heptanoic acid 851776-95-9 C27H32O7
(2R)-(+)-7-[5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochroman-7-yloxy]heptanoic acid
—— Tri-O-methyl-3,4-di-O-acetylfisetinidol-4β-ol 20184-42-3 C22H24O8
Tri-O-methyl-3,4-di-O-acetylfisetinidol-4β-ol
—— 1420046-23-6 C25H27NO6
—— 3-Methoxy-3',4'-dihydroxy-6,7-methylendioxy-flavon 97980-75-1 C17H12O7
3-Methoxy-3',4'-dihydroxy-6,7-methylendioxy-flavon
—— 8-Methoxy-6,4'-diisopropyloxy-flavon 95164-90-2 C22H24O5
8-Methoxy-6,4'-diisopropyloxy-flavon
—— 5,5-Bis(4-methylphenyl)-1',1'-diphenylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,4'-cyclohexane] 1416325-62-6 C51H42O
5,5-Bis(4-methylphenyl)-1',1'-diphenylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,4'-cyclohexane]
—— luteolin 4'-O-phosphate 501445-18-7 C15H11O9P
luteolin 4'-O-phosphate
—— 7,8-diacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one 112685-46-8 C23H18O10
7,8-diacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one
—— 5,7,8,2',4'-Pentamethoxy-flavonol 89456-12-2 C20H20O8
5,7,8,2',4'-Pentamethoxy-flavonol
—— 2-(2,4-dimethyl-phenyl)-3-hydroxy-6-methyl-chromen-4-one 2749-35-1 C18H16O3
2-(2,4-dimethyl-phenyl)-3-hydroxy-6-methyl-chromen-4-one
—— 5-Amino-2-[3-(2-dimethylaminoethyl)oxy]phenyl-4H-benzopyran-4-one 129974-45-4 C19H20N2O3
5-Amino-2-[3-(2-dimethylaminoethyl)oxy]phenyl-4H-benzopyran-4-one
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-methylsulfanyl-10-thiophen-2-ylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1263318-01-9 C48H46O3S3
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-methylsulfanyl-10-thiophen-2-ylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— trans-4-bromo-4'-methoxy-6-methylflavan 104819-63-8 C17H17BrO2
trans-4-bromo-4'-methoxy-6-methylflavan
—— 6-Dibromomethyl-2-phenyl-chromen-4-one 118092-40-3 C16H10Br2O2
6-Dibromomethyl-2-phenyl-chromen-4-one
—— 4-chroman-2-yl-pyrocatechol 103391-88-4 C15H14O3
4-chroman-2-yl-pyrocatechol
—— (2S)-5,2'-dihydroxy-7-methoxyflavanone 62346-19-4 C16H14O5
(2S)-5,2'-dihydroxy-7-methoxyflavanone
—— 7-n-Butoxy-3'-methoxy-4'-aethoxy-flavonol-acetat 59880-51-2 C24H26O7
7-n-Butoxy-3'-methoxy-4'-aethoxy-flavonol-acetat
—— dihydrokamferol 3-O-α-L-rhamnoside-5-O-β-D-glucoside nonaacetate 135575-18-7 C45H50O24
dihydrokamferol 3-O-α-L-rhamnoside-5-O-β-D-glucoside nonaacetate
—— 3-morpholin-4-yl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]benzamide 1219446-07-7 C27H21F3N2O4
3-morpholin-4-yl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]benzamide
—— 2-(2-methylsulfonylphenyl)-N-(5-methyl-1,3-thiazol-2-yl)-4-oxochromene-8-carboxamide 1219446-02-2 C21H16N2O5S2
2-(2-methylsulfonylphenyl)-N-(5-methyl-1,3-thiazol-2-yl)-4-oxochromene-8-carboxamide
—— 7,8-Benzo-6-nitro-3'-hydroxy-flavon 98981-62-5 C19H11NO5
7,8-Benzo-6-nitro-3'-hydroxy-flavon
—— 8-Acetoxy-3-methyl-flavon 93655-54-0 C18H14O4
8-Acetoxy-3-methyl-flavon
—— 5-Hydroxy-7,3',4'-trimethoxy-8-methyl-flavanon 109560-25-0 C19H20O6
5-Hydroxy-7,3',4'-trimethoxy-8-methyl-flavanon