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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
—— methyl (1R,9R)-9-(4-bromophenyl)-1-hydroxy-5-methoxy-12-oxo-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carboxylate 1228174-52-4 C26H21BrO6
methyl (1R,9R)-9-(4-bromophenyl)-1-hydroxy-5-methoxy-12-oxo-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carboxylate
—— (2S,3R)-trans-3-acetoxy-3',4'-methylenedioxyflavan 1196870-62-8 C18H16O5
(2S,3R)-trans-3-acetoxy-3',4'-methylenedioxyflavan
—— 3,5-dihydroxy-8-(3-hydroxy-3-methyl-butyl)-2-(4-hydroxy-phenyl)-7-methoxy-chromen-4-one 28610-37-9 C21H22O7
3,5-dihydroxy-8-(3-hydroxy-3-methyl-butyl)-2-(4-hydroxy-phenyl)-7-methoxy-chromen-4-one
—— 5,7-Dimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-chromen-4-one 170234-85-2 C20H20O7
5,7-Dimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— Acetic acid 2-(3-acetoxy-4-methoxy-phenyl)-6-hydroxy-5,7-dimethoxy-4-oxo-4H-chromen-3-yl ester 170234-98-7 C22H20O10
Acetic acid 2-(3-acetoxy-4-methoxy-phenyl)-6-hydroxy-5,7-dimethoxy-4-oxo-4H-chromen-3-yl ester
—— 1449769-20-3 C61H54O28
—— 1333244-75-9 C18H10Cl2N2O2
—— 7-((2-methoxybenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1254040-76-0 C27H22O8
7-((2-methoxybenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3-acetoxyphenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239070-48-5 C28H27NO5
2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3-acetoxyphenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 9-chloro-10-difluoromethoxy-5-phenyl-2,2,4-trimethyl-2,5-dihydro-1H-[1]benzopyrano[3,4-f]quinoline 239068-96-3 C26H22ClF2NO2
9-chloro-10-difluoromethoxy-5-phenyl-2,2,4-trimethyl-2,5-dihydro-1H-[1]benzopyrano[3,4-f]quinoline
—— 2,5-dihydro-10-methoxy-5-(3-(2-methanesulfonyloxyethyl)phenyl)-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239069-77-3 C29H31NO5S
2,5-dihydro-10-methoxy-5-(3-(2-methanesulfonyloxyethyl)phenyl)-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 3-[4-(3-chloro-phenyl)-piperazin-1-ylmethyl]-2-phenyl-chromen-4-one 21826-28-8 C26H23ClN2O2
3-[4-(3-chloro-phenyl)-piperazin-1-ylmethyl]-2-phenyl-chromen-4-one
—— Venosan 78920-51-1 C85H89N7O36S
Venosan
—— (+)-4',5',5,7-tetra-O-methyl-2,3-trans-3,4-cis-crombeol 77394-22-0 C20H22O7
(+)-4',5',5,7-tetra-O-methyl-2,3-trans-3,4-cis-crombeol
—— (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-yl 4-fluorobenzoate 1608504-26-2 C52H87FO8Si5
(2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-yl 4-fluorobenzoate
—— persiciloside 70404-41-0 C33H40O20
persiciloside
—— (2<i>S</i>)-3<i>t</i>,4<i>c</i>,7-Triacetoxy-2<i>r</i>-(3,4-diacetoxy-phenyl)-chroman 20772-33-2 C25H24O11
(2<i>S</i>)-3<i>t</i>,4<i>c</i>,7-Triacetoxy-2<i>r</i>-(3,4-diacetoxy-phenyl)-chroman
—— (+/-)-3',5,7-trihydroxy-8-(3,3-dimethylallyl)-flavanone 1075171-45-7 C20H20O5
(+/-)-3',5,7-trihydroxy-8-(3,3-dimethylallyl)-flavanone
—— 3-methylthio-5,7,4'-trimethoxyflavone 944731-50-4 C19H18O5S
3-methylthio-5,7,4'-trimethoxyflavone
—— 2-(4-chlorophenyl)-3-(phenylselanyl)-4H-chromen-4-one 1332698-05-1 C21H13ClO2Se
2-(4-chlorophenyl)-3-(phenylselanyl)-4H-chromen-4-one
—— 2,5-dihydro-2,2,4-trimethyl-5-phenyl-1H-[1]benzopyrano[3,4-f]quinolin-10-ol 239066-78-5 C25H23NO2
2,5-dihydro-2,2,4-trimethyl-5-phenyl-1H-[1]benzopyrano[3,4-f]quinolin-10-ol
—— [3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenyl]methylcarbonate 389090-30-6 C28H27NO5
[3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenyl]methylcarbonate
—— 3'-chloro-2'-benzyloxy-5-hydroxy-3,7,8-trimethoxyflavone 80352-57-4 C25H21ClO7
3'-chloro-2'-benzyloxy-5-hydroxy-3,7,8-trimethoxyflavone
—— (2R,3R)-2-(3,5-dihydroxy-4-(icosanoyloxy)phenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate 1050444-33-1 C42H56O12
(2R,3R)-2-(3,5-dihydroxy-4-(icosanoyloxy)phenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate
—— 6-Acetyl-3-ethyl-2-phenylchromen-4-one 92757-74-9 C19H16O3
6-Acetyl-3-ethyl-2-phenylchromen-4-one
—— 4'-acetoxy-5,7-di-benzoxy-6-C-(tri-O-acetyl-α-L-arabinopyranosyl)-8-C-(tri-O-acetyl-β-D-xylopyranosyl)flavanone 1253228-00-0 C53H54O20
4'-acetoxy-5,7-di-benzoxy-6-C-(tri-O-acetyl-α-L-arabinopyranosyl)-8-C-(tri-O-acetyl-β-D-xylopyranosyl)flavanone
—— 2,2-bis(4-methylphenyl)-3H-benzo[h][1,4]benzodioxine 121688-01-5 C26H22O2
2,2-bis(4-methylphenyl)-3H-benzo[h][1,4]benzodioxine
—— (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine 1608504-10-4 C45H85NO6Si5
(2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine
—— 3'-methoxy-4',5,7-tri[(2-methoxyethoxy)methoxy]flavone 1456788-20-7 C28H36O12
3'-methoxy-4',5,7-tri[(2-methoxyethoxy)methoxy]flavone
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3-(butyryloxy)-4,5-dihydroxybenzoate 1050444-23-9 C26H24O12
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3-(butyryloxy)-4,5-dihydroxybenzoate
—— (+)-fisetinidol-(4α,6)-(+)-catechin O-methyl ether 123484-74-2 C31H28O11
(+)-fisetinidol-(4α,6)-(+)-catechin O-methyl ether
—— (2R,3R)-2-(3,4-dihydroxy-5-(icosanoyloxy)phenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate 1050444-32-0 C42H56O12
(2R,3R)-2-(3,4-dihydroxy-5-(icosanoyloxy)phenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4-dihydroxy-5-(icosanoyloxy)benzoate 1050444-36-4 C42H56O12
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4-dihydroxy-5-(icosanoyloxy)benzoate
—— 3,4,5-Trihydroxy-benzoic acid (2R,3S,4S)-5,7-dihydroxy-4-phenylsulfanyl-2-(3,4,5-trihydroxy-phenyl)-chroman-3-yl ester 402493-24-7 C28H22O11S
3,4,5-Trihydroxy-benzoic acid (2R,3S,4S)-5,7-dihydroxy-4-phenylsulfanyl-2-(3,4,5-trihydroxy-phenyl)-chroman-3-yl ester
—— 1608504-27-3 C52H86F2O8Si5
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(5-piperonyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-37-9 C46H41NO10
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(5-piperonyl)-1,4,10,13-tetraoxa-7-azatridecane
—— (2R,3R,8R,11R,12R)-5-hydroxy-11-(2-hydroxypropan-2-yl)-8-methyl-2-(3,4,5-trihydroxyphenyl)-3,4,9,10,11,12-hexahydro-2H,8H-8,12-methanooxocino[2,3-h]chromen-3-yl 3,4,5-trihydroxybenzoate 1173275-68-7 C32H34O12
(2R,3R,8R,11R,12R)-5-hydroxy-11-(2-hydroxypropan-2-yl)-8-methyl-2-(3,4,5-trihydroxyphenyl)-3,4,9,10,11,12-hexahydro-2H,8H-8,12-methanooxocino[2,3-h]chromen-3-yl 3,4,5-trihydroxybenzoate
—— N,N'-<2-Phenyl-8-benzopyronyl-5,7-di(oxyacetyl)>bis<1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisochinolin 41988-23-2 C59H60N2O14
N,N'-<2-Phenyl-8-benzopyronyl-5,7-di(oxyacetyl)>bis<1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisochinolin
—— 30831-48-2 C18H15Cl2N3O4
—— 3-(3-(2-aminonaphthalen-1-yl)-2-oxoindolin-3-yl)chroman-2,4-dione 1352535-23-9 C27H18N2O4
3-(3-(2-aminonaphthalen-1-yl)-2-oxoindolin-3-yl)chroman-2,4-dione
—— 7-Amino-2-(4-chloro-phenyl)-3-methoxy-chromen-4-one 27500-29-4 C16H12ClNO3
7-Amino-2-(4-chloro-phenyl)-3-methoxy-chromen-4-one
—— 5.7.4'-Trimethoxyflavan-4β-ol 1195621-65-8 C18H20O5
5.7.4'-Trimethoxyflavan-4β-ol
—— isoquercitrin laurate 1237534-83-6 C33H42O13
isoquercitrin laurate
—— 3-Brom-flavanol-4 97379-27-6 C15H13BrO2
3-Brom-flavanol-4
—— 7-fluoro-2-(3,4-dimethoxyphenyl)benzopyran-4-one 1049032-99-6 C17H13FO4
7-fluoro-2-(3,4-dimethoxyphenyl)benzopyran-4-one
—— S-(2-{4-nitrophenyl}-4-oxo-3,4-dihydro-2H-chromen-3-yl) ethanethioate 94953-67-0 C17H13NO5S
S-(2-{4-nitrophenyl}-4-oxo-3,4-dihydro-2H-chromen-3-yl) ethanethioate
—— 5,7-di(benzyloxy)-3',4'-methylenedioxyflavone 1122102-15-1 C30H22O6
5,7-di(benzyloxy)-3',4'-methylenedioxyflavone
—— 2-(4'-methoxyphenyl)-3-[(3'',4''-dimethoxy-1,1'-biphenyl-4-yl)methyl]-4H-1-benzopyran-4-one 1158953-12-8 C31H26O5
2-(4'-methoxyphenyl)-3-[(3'',4''-dimethoxy-1,1'-biphenyl-4-yl)methyl]-4H-1-benzopyran-4-one
—— theograndin I 637004-62-7 C21H18O15S
theograndin I
—— 5,7-dimethoxy-8-bromo-flavone 42079-76-5 C17H13BrO4
5,7-dimethoxy-8-bromo-flavone