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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-Acetoxy-2-(4-methoxy-phenyl)-chroman 111296-83-4 C18H18O4
7-Acetoxy-2-(4-methoxy-phenyl)-chroman
—— ethyl 4-(6-methyl-4H-1-benzopyran-4-on-2-yl)benzylphosphonate 166305-13-1 C19H19O5P
ethyl 4-(6-methyl-4H-1-benzopyran-4-on-2-yl)benzylphosphonate
—— 7-Methoxy-8-ethylaminomethyl-3-ethyl-flavon 94918-18-0 C21H23NO3
7-Methoxy-8-ethylaminomethyl-3-ethyl-flavon
—— 11-Methoxy-5,5,10-tris(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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] 1278523-57-1 C51H50O5
11-Methoxy-5,5,10-tris(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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]
—— 4'-Ethoxy-5,7-dihydroxy-flavanon 26207-62-5 C17H16O5
4'-Ethoxy-5,7-dihydroxy-flavanon
—— 1621149-58-3 C28H22O5
—— 2,3-cis-2-acetoxy-3-bromo-4'-nitroflavan 88186-96-3 C17H14BrNO5
2,3-cis-2-acetoxy-3-bromo-4'-nitroflavan
—— 3,4-Diacetoxy-3',4',5',7-tetramethoxyflavan 63737-19-9 C23H26O9
3,4-Diacetoxy-3',4',5',7-tetramethoxyflavan
—— 3-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde 853294-39-0 C17H12O4
3-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde
—— 5-Hydroxy-3'-methoxy-7,4'-diacetoxy-flavanon 3162-02-5 C20H18O8
5-Hydroxy-3'-methoxy-7,4'-diacetoxy-flavanon
—— Lucidin-dibenzylether 3162-30-9 C32H26O8
Lucidin-dibenzylether
—— 2-[2'-(2",4"-Dichlorophenyl)-6'-chromonyl]propionic acid 60402-10-0 C18H12Cl2O4
2-[2'-(2",4"-Dichlorophenyl)-6'-chromonyl]propionic acid
—— (+)-3',4',7-tri-O-methylflavan-3,4-diol 98467-51-7 C18H20O6
(+)-3',4',7-tri-O-methylflavan-3,4-diol
—— 8-Acetyl-5.7-dihydroxy-3.4'-dimethoxyflavon 32532-13-1 C19H16O7
8-Acetyl-5.7-dihydroxy-3.4'-dimethoxyflavon
—— 2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one 19722-82-8 C26H24O8
2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one
—— 7-Hydroxy-6-carboxy-3-methyl-flavon 33845-82-8 C17H12O5
7-Hydroxy-6-carboxy-3-methyl-flavon
—— Isorhamnetin-4'-benzylether 1486-60-8 C23H18O7
Isorhamnetin-4'-benzylether
—— 6-chloro-3-hydroxy-2-(4-methoxy-phenyl)-pyrano[3,2-h]quinolin-4-one 21357-32-4 C19H12ClNO4
6-chloro-3-hydroxy-2-(4-methoxy-phenyl)-pyrano[3,2-h]quinolin-4-one
—— 7-Methoxy-2-phenyl-3,4-dihydro-2H-benzo[b]oxepin-5-one 116269-56-8 C17H16O3
7-Methoxy-2-phenyl-3,4-dihydro-2H-benzo[b]oxepin-5-one
—— 3'-benzyloxy-3,4'-dimethoxyflavone 95957-58-7 C24H20O5
3'-benzyloxy-3,4'-dimethoxyflavone
—— 4-methoxy-1a-phenyl-1,7a-dihydrocyclopropa[b]chromen-7-one 128814-92-6 C17H14O3
4-methoxy-1a-phenyl-1,7a-dihydrocyclopropa[b]chromen-7-one
—— 3,3',5-tri-O-acetyl-7-O-benzyl-4'-O-methylquercetin 96870-38-1 C29H24O10
3,3',5-tri-O-acetyl-7-O-benzyl-4'-O-methylquercetin
—— Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-[4-((E)-3-oxo-3-phenyl-propenyl)-phenoxy]-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 74642-73-2 C41H46O19
Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-[4-((E)-3-oxo-3-phenyl-propenyl)-phenoxy]-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— 3-methyl-2-phenylchroman 1383125-38-9 C16H16O
3-methyl-2-phenylchroman
—— 11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-methylphenyl)spiro[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] 1278523-58-2 C51H50O4
11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-methylphenyl)spiro[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]
—— 3-methyl-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde-(2,4-dinitro-phenylhydrazone) 115273-01-3 C23H16N4O6
3-methyl-4-oxo-2-phenyl-4H-chromene-6-carbaldehyde-(2,4-dinitro-phenylhydrazone)
—— 2-(o-methoxyphenyl)-2H-chromene-3-carbaldehyde 1440430-11-4 C17H14O3
2-(o-methoxyphenyl)-2H-chromene-3-carbaldehyde
—— 3-[(Hexyl-methyl-amino)-methyl]-2-phenyl-chroman-4-one; hydriodide 34097-68-2 C23H29NO2*HI
3-[(Hexyl-methyl-amino)-methyl]-2-phenyl-chroman-4-one; hydriodide
—— (2R,3R,8R,9S,10S)-2,8-Bis-(3,4-dihydroxy-phenyl)-10-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 130932-27-3 C30H26O11
(2R,3R,8R,9S,10S)-2,8-Bis-(3,4-dihydroxy-phenyl)-10-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— 5,3',4'-Triaethoxy-3,7,8-trimethoxy-flav-4-on 4693-89-4 C24H28O8
5,3',4'-Triaethoxy-3,7,8-trimethoxy-flav-4-on
—— 5-methoxy-6-methyl-7-acetoxy-flavan 35290-25-6 C19H20O4
5-methoxy-6-methyl-7-acetoxy-flavan
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{2'',3''-di-O-[3'''-(4-fluorophenylpropanoyl)]}glucosyl-4H-chromen-4-one 1246840-72-1 C39H34F2O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-{2'',3''-di-O-[3'''-(4-fluorophenylpropanoyl)]}glucosyl-4H-chromen-4-one
—— 2-(3,4-dimethoxy-phenyl)-5,7-dihydroxy-3-methoxy-4-oxo-4<i>H</i>-chromene-8-carbaldehyde 853930-99-1 C19H16O8
2-(3,4-dimethoxy-phenyl)-5,7-dihydroxy-3-methoxy-4-oxo-4<i>H</i>-chromene-8-carbaldehyde
—— terephthalic acid bis-[3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-5-yl] ester 1071726-05-0 C54H46O22
terephthalic acid bis-[3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-5-yl] ester
—— 10-bromo-6-(4-methoxyphenyl)-7-(3-nitrophenyl)-6a,7-dihydro-6H-benzo[b]chromeno[4,3-e][1,4]thiazepine 1514898-56-6 C29H21BrN2O4S
10-bromo-6-(4-methoxyphenyl)-7-(3-nitrophenyl)-6a,7-dihydro-6H-benzo[b]chromeno[4,3-e][1,4]thiazepine
—— 74342-01-1 C57H64O32
—— 11-Cyclohexyloxy-10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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] 1278523-70-8 C57H60O6
11-Cyclohexyloxy-10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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]
—— methyl (2S,3S,4S,5R,6S)-6-((2-(4-((((S)-1-(tert-butoxy)-3-methyl-1-oxobutan-2-yl)carbamoyl)oxy)phenyl)-5,6-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate 1432474-22-0 C32H37NO15
methyl (2S,3S,4S,5R,6S)-6-((2-(4-((((S)-1-(tert-butoxy)-3-methyl-1-oxobutan-2-yl)carbamoyl)oxy)phenyl)-5,6-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate
—— flavone-7-yl α-isopropyl-4-chlorophenylacetate 131691-14-0 C26H21ClO4
flavone-7-yl α-isopropyl-4-chlorophenylacetate
—— Trifolin 31049-08-8 C21H22O11
Trifolin
—— 4-α-Phenylthioflavan 55539-21-4 C21H18OS
4-α-Phenylthioflavan
—— 3-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-oxy-flavone 905564-45-6 C27H26O10
3-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-oxy-flavone
—— 2,3-cis-3,4-trans-2-acetoxy-3-bromo-4'-methoxy-4-phenylflavan 88186-99-6 C24H21BrO4
2,3-cis-3,4-trans-2-acetoxy-3-bromo-4'-methoxy-4-phenylflavan
—— 6-bromo-2-(3,5-difluorophenyl)-4H-chromen-4-one 1400698-26-1 C15H7BrF2O2
6-bromo-2-(3,5-difluorophenyl)-4H-chromen-4-one
—— 6-Allyl-5-hydroxy-3.7.3'.4'-tetraallyloxy-flavon 2181-08-0 C30H30O7
6-Allyl-5-hydroxy-3.7.3'.4'-tetraallyloxy-flavon
—— 6-Brom-8-iod-5-hydroxy-7,4'-diacetoxy-flavanon 3143-25-7 C19H14BrIO7
6-Brom-8-iod-5-hydroxy-7,4'-diacetoxy-flavanon
—— 6-Fluoro-2-(2-iodo-phenyl)-chromen-4-one 899829-22-2 C15H8FIO2
6-Fluoro-2-(2-iodo-phenyl)-chromen-4-one
—— rac-2-(3-methylphenyl)-2H-chromene-3-carboxylic acid 1204754-96-0 C17H14O3
rac-2-(3-methylphenyl)-2H-chromene-3-carboxylic acid
—— 5-O-hexanoylapigenin-4'-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranoside 1145669-54-0 C48H42O13
5-O-hexanoylapigenin-4'-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranoside
—— 6-Bromo-3,3-dichloro-2-phenyl-chroman-4-one 71993-28-7 C15H9BrCl2O2
6-Bromo-3,3-dichloro-2-phenyl-chroman-4-one