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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
—— 3',4'-dihydroxy-3-methoxyflavone-4'-β-D-galactopyranoside 517892-14-7 C22H22O10
3',4'-dihydroxy-3-methoxyflavone-4'-β-D-galactopyranoside
—— 4-[4-[1',1',5',5'-Tetramethyl-10,11-bis(methylsulfanyl)-5-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-yl]phenyl]morpholine 1263318-55-3 C47H49NO2S2
4-[4-[1',1',5',5'-Tetramethyl-10,11-bis(methylsulfanyl)-5-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-yl]phenyl]morpholine
—— 3-[2-O-(alpha-L-Rhamnopyranosyl)-beta-D-glucopyranosyloxy]-5,4'-dihydroxy-7-[2-O-[(E)-4-hydroxycinnamoyl]-beta-D-glucopyranosyloxy]flavone 173268-23-0 C42H46O22
3-[2-O-(alpha-L-Rhamnopyranosyl)-beta-D-glucopyranosyloxy]-5,4'-dihydroxy-7-[2-O-[(E)-4-hydroxycinnamoyl]-beta-D-glucopyranosyloxy]flavone
—— 5-Dimethylcarbamoylmethyl-2-phenyl-1-oxonia-pyrene 47569-34-6 C25H20NO2
5-Dimethylcarbamoylmethyl-2-phenyl-1-oxonia-pyrene
—— 2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-[3-methyl-5-(1H-pyrrolidin-1-yl)phenyl]-1H-[1]benzopyrano[3,4-f]quinoline 239067-81-3 C31H34N2O2
2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-[3-methyl-5-(1H-pyrrolidin-1-yl)phenyl]-1H-[1]benzopyrano[3,4-f]quinoline
—— β-Neohesperidosyl-7 trihydroxy-4',5,7 methoxy-3' flavanon; β-Neohesperidosid-7 des Homoeriodictyol 13241-34-4 C28H34O15
β-Neohesperidosyl-7 trihydroxy-4',5,7 methoxy-3' flavanon; β-Neohesperidosid-7 des Homoeriodictyol
—— 3-(4-methoxyphenyl)-3-(4-(2-hydroxyethoxy)phenyl)-6-(3-methylmorpholino)-11-fluoro-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran 1360882-70-7 C42H40FNO5
3-(4-methoxyphenyl)-3-(4-(2-hydroxyethoxy)phenyl)-6-(3-methylmorpholino)-11-fluoro-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran
—— abyssinone IV 4'-OMe 916595-84-1 C26H30O4
abyssinone IV 4'-OMe
—— 2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-8-methyl-chromen-4-one 39690-10-3 C20H20O6
2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-8-methyl-chromen-4-one
—— 10-(bromodifluoromethoxy)-5-phenyl-2,2-dimethyl-4-methylene-2,3,4,5-tetrahydro-1H-chromeno[3,4-f]quinoline 239070-05-4 C26H22BrF2NO2
10-(bromodifluoromethoxy)-5-phenyl-2,2-dimethyl-4-methylene-2,3,4,5-tetrahydro-1H-chromeno[3,4-f]quinoline
—— 3-(4-methoxyphenyl)-3-(4-(2-hydroxyethoxy)phenyl)-6,11-bismorpholino-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran 1360882-68-3 C45H46N2O6
3-(4-methoxyphenyl)-3-(4-(2-hydroxyethoxy)phenyl)-6,11-bismorpholino-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran
—— (2R,3S)-trans-3-acetoxy-4'-(phenylmethoxy)flavan 1196870-70-8 C24H22O4
(2R,3S)-trans-3-acetoxy-4'-(phenylmethoxy)flavan
—— 3-(4''-nitrobenzylidene)-2-(4'-nitrophenyl)-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one 111599-81-6 C23H16N2O7
3-(4''-nitrobenzylidene)-2-(4'-nitrophenyl)-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one
—— 502590-85-4 C15H10O7*C42H70O35
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate 1352307-50-6 C2HF3O2*C28H29NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate
—— 2-bromo-3-(3,4-dimethoxyphenyl)-1-(7-methoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)propan-1-one 116247-54-2 C28H29BrO5
2-bromo-3-(3,4-dimethoxyphenyl)-1-(7-methoxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)propan-1-one
—— 2-(4-aminophenyl)-7-(3-bromopropoxy)-4H-chromen-4-one 1489101-84-9 C18H16BrNO3
2-(4-aminophenyl)-7-(3-bromopropoxy)-4H-chromen-4-one
—— 3''-O-L-Rhamnopyranosylastragalin 28447-29-2 C27H30O15
3''-O-L-Rhamnopyranosylastragalin
—— tetraphenyl-2,2,9,9 tetrahydro-3,4,7,8 benzo<1,2-b:6,5-b'>dipyranne 80067-75-0 C36H30O2
tetraphenyl-2,2,9,9 tetrahydro-3,4,7,8 benzo<1,2-b:6,5-b'>dipyranne
—— (2R,3S)-trans-3-acetoxy-3',4'-dimethoxy-6-methylflavan 1196870-59-3 C20H22O5
(2R,3S)-trans-3-acetoxy-3',4'-dimethoxy-6-methylflavan
—— 7-acetylamino-2-(2,4-dimethoxy-phenyl)-3-hydroxy-chromen-4-one 27500-19-2 C19H17NO6
7-acetylamino-2-(2,4-dimethoxy-phenyl)-3-hydroxy-chromen-4-one
—— (2R,3S)-3,5,6,7,3',4'-hexahydroxyflavan 917567-28-3 C15H14O7
(2R,3S)-3,5,6,7,3',4'-hexahydroxyflavan
—— 3-Chlor-3'.4'.5-trimethoxyflavan-4-ol 27745-62-6 C18H19ClO5
3-Chlor-3'.4'.5-trimethoxyflavan-4-ol
—— (2R,3R)-7-Benzyloxy-3-hydroxy-2,3-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 35784-29-3 C25H24O7
(2R,3R)-7-Benzyloxy-3-hydroxy-2,3-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 2-(2-benzyloxy-phenyl)-3,7-dimethoxy-chromen-4-one 710337-98-7 C24H20O5
2-(2-benzyloxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— 2-(3,4-dimethoxy-phenyl)-6-hydroxy-3,7-dimethoxy-4-oxo-4<i>H</i>-chromene-5-carbaldehyde 67443-82-7 C20H18O8
2-(3,4-dimethoxy-phenyl)-6-hydroxy-3,7-dimethoxy-4-oxo-4<i>H</i>-chromene-5-carbaldehyde
—— 7,3',4'-Trimethoxyflavylium-chlorid 66715-29-5 C18H17O4*Cl
7,3',4'-Trimethoxyflavylium-chlorid
—— 5,7-Diethoxy-3-acetoxy-4'-hydroxyflavanon 26207-82-9 C21H22O7
5,7-Diethoxy-3-acetoxy-4'-hydroxyflavanon
—— 3-[1-Naphthalen-1-yl-meth-(Z)-ylidene]-2-phenyl-chroman-4-one 141247-42-9 C26H18O2
3-[1-Naphthalen-1-yl-meth-(Z)-ylidene]-2-phenyl-chroman-4-one
—— 7-methoxy-2-(naphthalen-2-yl)chroman-4-one 1620987-78-1 C20H16O3
7-methoxy-2-(naphthalen-2-yl)chroman-4-one
—— 7-methoxy-2-(4-(methoxymethoxy)phenyl)-6-(3-methylbut-2-en-1-yl)chroman-4-one 128961-19-3 C23H26O5
7-methoxy-2-(4-(methoxymethoxy)phenyl)-6-(3-methylbut-2-en-1-yl)chroman-4-one
—— 2-(3,4-dibenzyloxyphenyl)-7-benzyloxy-5-hydroxy-4-oxo-4H-chromen-3-yl 2,5-dibenzyloxybenzoate 1355333-58-2 C57H44O10
2-(3,4-dibenzyloxyphenyl)-7-benzyloxy-5-hydroxy-4-oxo-4H-chromen-3-yl 2,5-dibenzyloxybenzoate
—— (R)-methyl 3-(7-methoxy-4-oxochroman-2-yl)benzoate 1438761-56-8 C18H16O5
(R)-methyl 3-(7-methoxy-4-oxochroman-2-yl)benzoate
—— 2-(4-Benzyloxy-phenyl)-3,7-dimethoxy-chromen-4-one 111391-65-2 C24H20O5
2-(4-Benzyloxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— 1107692-67-0 C21H16N2O5
—— 2-[4-(benzyloxy)phenyl]-3-hydroxy-7-methoxy-4H-chromen-4-one 111391-50-5 C23H18O5
2-[4-(benzyloxy)phenyl]-3-hydroxy-7-methoxy-4H-chromen-4-one
—— 3-benzylidene-2-phenyl-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one 104445-74-1 C23H18O3
3-benzylidene-2-phenyl-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one
—— dimethyl-2,7 diphenyl-2,7 tetrahydro-3,4,8,9 benzo<1,2-b:4,5-b'>dipyranne 80067-70-5 C26H26O2
dimethyl-2,7 diphenyl-2,7 tetrahydro-3,4,8,9 benzo<1,2-b:4,5-b'>dipyranne
—— 2-Bromo-1-(7-methoxy-8-methyl-2-phenyl-chroman-6-yl)-ethanone 116247-58-6 C19H19BrO3
2-Bromo-1-(7-methoxy-8-methyl-2-phenyl-chroman-6-yl)-ethanone
—— 5-hydroxy-3,6'',6''-trimethylpyrano<2'',3'':7,6>flavone 74443-26-8 C21H18O4
5-hydroxy-3,6'',6''-trimethylpyrano<2'',3'':7,6>flavone
—— (Z)-3-(4-Acetoxy-3-methoxy-phenyl)-2-[2-(5,7-dimethoxy-4-oxo-4H-chromen-2-yl)-phenyl]-acrylic acid 182220-44-6 C29H24O9
(Z)-3-(4-Acetoxy-3-methoxy-phenyl)-2-[2-(5,7-dimethoxy-4-oxo-4H-chromen-2-yl)-phenyl]-acrylic acid
—— 3-acetoxy-6-nitro-2-phenyl-chromen-4-one 108896-96-4 C17H11NO6
3-acetoxy-6-nitro-2-phenyl-chromen-4-one
—— 3-(α-chloro-benzyl)-2-phenyl-chroman-4-one 22084-14-6 C22H17ClO2
3-(α-chloro-benzyl)-2-phenyl-chroman-4-one
—— 5,7-dimethoxy-2-(4-methoxyphenyl)-3-(prop-2-yn-1-yloxy)-4H-chromen-4-one 1467042-67-6 C21H18O6
5,7-dimethoxy-2-(4-methoxyphenyl)-3-(prop-2-yn-1-yloxy)-4H-chromen-4-one
—— (2R,3S)-trans-3-acetoxy-3',4'-dimethoxyflavan 1196870-53-7 C19H20O5
(2R,3S)-trans-3-acetoxy-3',4'-dimethoxyflavan
—— 8-(furan-3-yl)-5,7-dimethoxyflavone 1304546-53-9 C21H16O5
8-(furan-3-yl)-5,7-dimethoxyflavone
—— (2<i>S</i>)-3<i>t</i>,4<i>c</i>-Diacetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7-methoxy-chroman 20772-32-1 C22H24O8
(2<i>S</i>)-3<i>t</i>,4<i>c</i>-Diacetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7-methoxy-chroman
—— hydroxy-6 hydroxymethyl-7 phenyl-2 chromanne 80067-68-1 C16H16O3
hydroxy-6 hydroxymethyl-7 phenyl-2 chromanne
—— 3a-(4-bromophenyl)-8b-hydroxy-6-methoxy-3-phenyl-2,3,3a,8b-tetrahydro-cyclopenta[b]benzofuran-1-one 1228174-42-2 C24H19BrO4
3a-(4-bromophenyl)-8b-hydroxy-6-methoxy-3-phenyl-2,3,3a,8b-tetrahydro-cyclopenta[b]benzofuran-1-one
—— 7-O-(tert-butyldimethylsilyl)-5,4'-O-dipivaloylisocannflavin B 1030601-64-9 C37H50O8Si
7-O-(tert-butyldimethylsilyl)-5,4'-O-dipivaloylisocannflavin B