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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
—— 7,4'-Dibenzyl-quercetin-3-mono-β-D-xylosid 6770-42-9 C34H30O11
7,4'-Dibenzyl-quercetin-3-mono-β-D-xylosid
—— 4'-Benzyleriodictin 10357-16-1 C28H28O10
4'-Benzyleriodictin
—— 3,3-di(4-methoxyphenyl)-6,7-dimethoxy-11-(2-(2-hydroxyethoxy)ethoxycarbonyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 912260-44-7 C43H42O9
3,3-di(4-methoxyphenyl)-6,7-dimethoxy-11-(2-(2-hydroxyethoxy)ethoxycarbonyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 6,8-Diiod-5-hydroxy-4'-methoxy-7,3'-diacetoxy-flavanon 3162-06-9 C20H16I2O8
6,8-Diiod-5-hydroxy-4'-methoxy-7,3'-diacetoxy-flavanon
—— 7,4'-Dihydroxy-5,8-dimethoxyflavon 57096-05-6 C17H14O6
7,4'-Dihydroxy-5,8-dimethoxyflavon
—— 4-chloro-2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid 1426900-47-1 C19H14ClNO4S
4-chloro-2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid
—— 11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-phenylspiro[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] 1278522-88-5 C50H48O4
11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-phenylspiro[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]
—— 5-Hydroxy-6-(3",4"-dimethoxycinnamoyl)-3',4'-dimethoxyflavanone 116515-42-5 C28H26O8
5-Hydroxy-6-(3",4"-dimethoxycinnamoyl)-3',4'-dimethoxyflavanone
—— 8-bromocatechin pentaacetate 88056-66-0 C25H23BrO11
8-bromocatechin pentaacetate
—— 3-amino-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(4-methyl-1-piperazinyl)benzenesulfonamide 260063-63-6 C26H26N4O7S
3-amino-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(4-methyl-1-piperazinyl)benzenesulfonamide
—— 3-(4-methoxyphenyl)-3-(4-morpholinophenyl)-5,6,7-trimethoxy-11-phenyl-13,13-diethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-62-8 C50H49NO6
3-(4-methoxyphenyl)-3-(4-morpholinophenyl)-5,6,7-trimethoxy-11-phenyl-13,13-diethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 8-Brom-7-<2-diethylamino-ethoxy>-flavon 3427-66-5 C21H22BrNO3
8-Brom-7-<2-diethylamino-ethoxy>-flavon
—— methyl 2-fluoro-5-((2R,4R)-2-(3-(((R)-1-(naphthalen-1-yl)ethyl)amino)propyl) chroman-4-yl)benzoate 1451372-83-0 C32H32FNO3
methyl 2-fluoro-5-((2R,4R)-2-(3-(((R)-1-(naphthalen-1-yl)ethyl)amino)propyl) chroman-4-yl)benzoate
—— methyl 2-methyl-5-((2R,4S)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoate 1451372-76-1 C32H33NO3
methyl 2-methyl-5-((2R,4S)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoate
—— 2-[2,4-Bis(methoxymethoxy)phenyl]-5,7-bis(methoxymethoxy)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one 181627-74-7 C28H36O10
2-[2,4-Bis(methoxymethoxy)phenyl]-5,7-bis(methoxymethoxy)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
—— 7,8,4'-Tribenzyloxy-dihydroflavonol-3-acetat 2652-31-5 C38H32O7
7,8,4'-Tribenzyloxy-dihydroflavonol-3-acetat
—— 2-biphenyl-4-yl-6-bromo-3-hydroxy-chromen-4-one 41255-25-8 C21H13BrO3
2-biphenyl-4-yl-6-bromo-3-hydroxy-chromen-4-one
—— 2-[2-(4-methanesulfonyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid 1426900-51-7 C20H17NO6S2
2-[2-(4-methanesulfonyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid
—— 3,7,4'-Tribenzyloxy-5-hydroxy-8,3'-dimethoxyflavon 5928-15-4 C38H32O8
3,7,4'-Tribenzyloxy-5-hydroxy-8,3'-dimethoxyflavon
—— 2,8-Dimethoxy-4'-hydroxy-3-methyl-flav-3-en 10375-40-3 C18H18O4
2,8-Dimethoxy-4'-hydroxy-3-methyl-flav-3-en
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-2-(1-naphthyl)-ethanesulfonamide 260063-99-8 C28H21NO7S
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-2-(1-naphthyl)-ethanesulfonamide
—— Lupinifolinoltriacetat 55730-72-8 C31H32O9
Lupinifolinoltriacetat
—— 5,6,2'-trimethoxyflavanone 3749-31-3 C18H18O5
5,6,2'-trimethoxyflavanone
—— N-Hydroxy-N-(2-phenyl-3,4-dihydro-2H-benzopyran-6-yl)methylacetamide 138936-45-5 C18H19NO3
N-Hydroxy-N-(2-phenyl-3,4-dihydro-2H-benzopyran-6-yl)methylacetamide
—— epi-Gallo-catechinhexamethylether 100456-82-4 C21H26O7
epi-Gallo-catechinhexamethylether
—— 7,8''-biflavone 1247006-91-2 C30H18O4
7,8''-biflavone
—— 8-Allyl-2-benzo[1,3]dioxol-5-yl-chromen-4-one 198351-07-4 C19H14O4
8-Allyl-2-benzo[1,3]dioxol-5-yl-chromen-4-one
—— 8-Brom-6-fluorflavonol 4257-60-7 C15H8BrFO3
8-Brom-6-fluorflavonol
—— 8-Methyl-3,7,3',4',5'-penta-O-methyl-myricetin 16807-42-4 C21H22O8
8-Methyl-3,7,3',4',5'-penta-O-methyl-myricetin
—— 3-Methoxy-5,7-dihydroxy-8-allyl-flavon 17892-76-1 C19H16O5
3-Methoxy-5,7-dihydroxy-8-allyl-flavon
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(trifluoromethyl)benzenesulfonamide 260063-52-3 C22H14F3NO7S
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(trifluoromethyl)benzenesulfonamide
—— 2,3-dihydro-2-(2'-allyloxy-5'-dodecyl-phenyl)-4H-1-benzopyran-4-one 1497456-79-7 C30H40O3
2,3-dihydro-2-(2'-allyloxy-5'-dodecyl-phenyl)-4H-1-benzopyran-4-one
—— N-[4-[2-(1,2,3,4-Tetrahydro-6,7-dimethoxy-2-isoquinolinyl)ethyl]phenyl]-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxamide 159781-92-7 C35H32N2O5
N-[4-[2-(1,2,3,4-Tetrahydro-6,7-dimethoxy-2-isoquinolinyl)ethyl]phenyl]-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxamide
—— 5-((2S,4R)-2-(2-(((R)-1(4-fluoronaphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride 1451373-69-5 C31H30FNO3*ClH
5-((2S,4R)-2-(2-(((R)-1(4-fluoronaphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride
—— 5,7-diisopropyloxy-6-methoxy-2-(2-benzyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 188903-81-3 C30H32O7
5,7-diisopropyloxy-6-methoxy-2-(2-benzyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 22,22-Difluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5',20,23-hexamethylspiro[15-oxa-20,23-diazahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane] 1262589-87-6 C47H48F2N2O3
22,22-Difluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5',20,23-hexamethylspiro[15-oxa-20,23-diazahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]
—— 3-bromo-2-methoxyoctacetylhesperidin 1415983-00-4 C45H51BrO24
3-bromo-2-methoxyoctacetylhesperidin
—— N-(3-cyanophenyl)-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]urea 260063-73-8 C23H15N3O6
N-(3-cyanophenyl)-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]urea
—— triethyl-[2-(4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-ethyl]-ammonium; iodide 118801-23-3 C23H28NO3*I
triethyl-[2-(4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-ethyl]-ammonium; iodide
—— Amorphigenol-β-D-glucopyranosid 29360-13-2 C29H34O13
Amorphigenol-β-D-glucopyranosid
—— Parkinsonin-A-acetat 6980-23-0 C36H36O18
Parkinsonin-A-acetat
—— N-(3-bromophenyl)-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]urea 260063-71-6 C22H15BrN2O6
N-(3-bromophenyl)-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]urea
—— Butanedioic acid, mono(2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl) ester, (2R-trans)- 71634-80-5 C19H18O9
Butanedioic acid, mono(2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl) ester, (2R-trans)-
—— 7,4'-Dibenzyloxyflavan-3,4-diol 3960-16-5 C29H26O5
7,4'-Dibenzyloxyflavan-3,4-diol
—— 4-[11-Methoxy-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]-10-yl]phenol 1278523-56-0 C50H48O5
4-[11-Methoxy-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]-10-yl]phenol
—— 9-(4-oxo-4H-1-benzopyran-2-yl)-7-chlorobenzimidazolo[3,2-a]quinoline 1333215-85-2 C24H13ClN2O2
9-(4-oxo-4H-1-benzopyran-2-yl)-7-chlorobenzimidazolo[3,2-a]quinoline
—— 5,7,3',4',6'-Pentaacetoxy-flavon 1805-01-2 C25H20O12
5,7,3',4',6'-Pentaacetoxy-flavon
—— 7-hydroxy-8-(1-phenyl-2-propenyl)flavone 132314-42-2 C24H18O3
7-hydroxy-8-(1-phenyl-2-propenyl)flavone
—— methyl 6-(methacryloyloxy)-2-(4-methoxyphenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate 1130206-70-0 C32H26O6
methyl 6-(methacryloyloxy)-2-(4-methoxyphenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate
—— Eupatorin-diacetat 21764-12-5 C22H20O9
Eupatorin-diacetat