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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-hydroxy-3,8-dimethyl-2-phenyl-chromen-4-one 108983-44-4 C17H14O3
7-hydroxy-3,8-dimethyl-2-phenyl-chromen-4-one
—— 4',7-Di-O-allyl-quercetin 2181-13-7 C21H18O7
4',7-Di-O-allyl-quercetin
—— (S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 1-acetylpyrrolidine-2-carboxylate 1158555-89-5 C22H19NO9
(S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 1-acetylpyrrolidine-2-carboxylate
—— Propanenitrile, 3-((2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl)oxy)-, (2R-trans)- 71634-92-9 C18H17NO6
Propanenitrile, 3-((2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl)oxy)-, (2R-trans)-
—— 7-Benzoyloxy-6-carbomethoxy-3-ethyl-flavon 33845-66-8 C26H20O6
7-Benzoyloxy-6-carbomethoxy-3-ethyl-flavon
—— 2-(p-Anisyl)-6-chlor-4-oxo-4H-pyrano<3,2-h>chinolin 21477-15-6 C19H12ClNO3
2-(p-Anisyl)-6-chlor-4-oxo-4H-pyrano<3,2-h>chinolin
—— 4-[4-[11-Cyclopentyloxy-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]phenyl]morpholine 1278523-92-4 C58H61NO5
4-[4-[11-Cyclopentyloxy-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]phenyl]morpholine
—— 2-(2'-chlorophenyl)-6-chloro-3-bromoflavone 106551-54-6 C15H7BrCl2O2
2-(2'-chlorophenyl)-6-chloro-3-bromoflavone
—— sodium (2R,3R)-5,7,4'-tri-O-benzylepicatechin-3'-O-sulfonate 1390643-99-8 C36H31O9S*Na
sodium (2R,3R)-5,7,4'-tri-O-benzylepicatechin-3'-O-sulfonate
—— 2-[2,4-dioxo-5-[[4-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidin-3-yl]acetic acid 1062051-93-7 C21H13NO6S
2-[2,4-dioxo-5-[[4-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidin-3-yl]acetic acid
—— 3,5,7,8,4'-Pentamethoxy-3'-hydroxy-flavon 4670-40-0 C20H20O8
3,5,7,8,4'-Pentamethoxy-3'-hydroxy-flavon
—— 2-methyl-5-((2S,4S)-2-(3-(((R)-1-(naphthalen-1-yl)ethyl)amino)propyl)chroman-4-yl)benzoic acid hydrochloride 1451373-75-3 C32H33NO3*ClH
2-methyl-5-((2S,4S)-2-(3-(((R)-1-(naphthalen-1-yl)ethyl)amino)propyl)chroman-4-yl)benzoic acid hydrochloride
—— 2-[2-(3-Methoxyphenyl)-4-oxochromen-8-yl]acetonitrile 87626-91-3 C18H13NO3
2-[2-(3-Methoxyphenyl)-4-oxochromen-8-yl]acetonitrile
—— 6-chloro-4-methyl-2,2-diphenyl-2<i>H</i>-chromene 38472-54-7 C22H17ClO
6-chloro-4-methyl-2,2-diphenyl-2<i>H</i>-chromene
—— (2R,3S)-5,7-bis(benzyloxy)-2-(4-methoxy-3-(methoxymethoxy)phenyl)chroman-3-yl propionate 1365537-59-2 C35H36O8
(2R,3S)-5,7-bis(benzyloxy)-2-(4-methoxy-3-(methoxymethoxy)phenyl)chroman-3-yl propionate
—— 7-acetoxy-6,3',4'-trimethoxyflavone 118793-58-1 C20H18O7
7-acetoxy-6,3',4'-trimethoxyflavone
—— 7-Hydroxy-6-bromo-2-phenyl-1H-chromene-4-one 78050-72-3 C15H9BrO3
7-Hydroxy-6-bromo-2-phenyl-1H-chromene-4-one
—— 7-Hydroxy-3,6-diiodflavanon 4508-52-5 C15H10I2O3
7-Hydroxy-3,6-diiodflavanon
—— 8-Iod-7,4'-dihydroxy-flavon 4178-33-0 C15H9IO4
8-Iod-7,4'-dihydroxy-flavon
—— 7-acetoxy-2-(3,4-dimethoxy-phenyl)-5-methoxy-chromen-4-one 94550-33-1 C20H18O7
7-acetoxy-2-(3,4-dimethoxy-phenyl)-5-methoxy-chromen-4-one
—— 3-benzyloxy-7-iodo-2-(4-benzyloxy-3,5-dimethoxy-phenyl)-chromen-4-one 649551-78-0 C31H25IO6
3-benzyloxy-7-iodo-2-(4-benzyloxy-3,5-dimethoxy-phenyl)-chromen-4-one
—— 2'-Phenylspiro<cumaran-2,1'-cyclopropan>-3-on 72886-18-1 C16H12O2
2'-Phenylspiro<cumaran-2,1'-cyclopropan>-3-on
—— 7-O-benzyl-3-O-(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-tamarixetin 898224-27-6 C76H66O19
7-O-benzyl-3-O-(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-tamarixetin
—— 6'-benzyloxy-5,6,7,2',3',4'-hexamethoxyflavone 111680-96-7 C28H28O9
6'-benzyloxy-5,6,7,2',3',4'-hexamethoxyflavone
—— 8-[2-(benzoyloxy)-3-(propylamino)propoxy]flavone hydrochloride 120462-32-0 C28H27NO5*ClH
8-[2-(benzoyloxy)-3-(propylamino)propoxy]flavone hydrochloride
—— 6-(3-carboxy-propionyloximethyl)-3-methyl-2-phenyl-chromen-4-one 114330-52-8 C21H18O6
6-(3-carboxy-propionyloximethyl)-3-methyl-2-phenyl-chromen-4-one
—— N-(2,4-dichlorophenyl)-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-urea 260063-72-7 C22H14Cl2N2O6
N-(2,4-dichlorophenyl)-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-urea
—— Obtusifolin-trimethylether 30315-09-4 C27H28O7
Obtusifolin-trimethylether
—— 5-Acetoxy-7,3'-dimethoxy-4'-<3-methyl-but-2-enyloxy>-flavan-4-on 5188-76-1 C24H26O7
5-Acetoxy-7,3'-dimethoxy-4'-<3-methyl-but-2-enyloxy>-flavan-4-on
—— 3'.6'-Dihydroxy-4'-methoxy-flavonol 1621-76-7 C16H12O6
3'.6'-Dihydroxy-4'-methoxy-flavonol
—— 1403357-08-3 C16H9Cl3O2
—— delphinidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(trans-feruloyl)-β-glucopyranoside]-5-O-β-glucopyranoside 1346257-29-1 C42H47O24
delphinidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(trans-feruloyl)-β-glucopyranoside]-5-O-β-glucopyranoside
—— 7-benzyloxy-3',4'-dimethoxy-3-methylflavone 91100-85-5 C25H22O5
7-benzyloxy-3',4'-dimethoxy-3-methylflavone
—— N-Hydroxy-N-(2-phenyl-3,4-dihydro-2H-benzopyran-6-yl)methylurea 138936-55-7 C17H18N2O3
N-Hydroxy-N-(2-phenyl-3,4-dihydro-2H-benzopyran-6-yl)methylurea
—— 5-[4-(3-piperidin-1-yl-propoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 1158184-83-8 C31H33NO5
5-[4-(3-piperidin-1-yl-propoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— 6-((4-chlorophenyl)amino)-2-phenyl-4H-chromen-4-one 1644565-54-7 C21H14ClNO2
6-((4-chlorophenyl)amino)-2-phenyl-4H-chromen-4-one
—— N-Cyclohexyl-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]sulfamide 260063-60-3 C21H22N2O7S
N-Cyclohexyl-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]sulfamide
—— 6-(2-phenylethynyl)flavone 1446428-55-2 C23H14O2
6-(2-phenylethynyl)flavone
—— 4-[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]phenyl]morpholine 1278522-90-9 C54H55NO5
4-[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]phenyl]morpholine
—— 3-(4-(benzyloxy)phenyl)-8-((3,7-dimethyloctyl)oxy)-1H-benzo[f]chromen-1-one 1621149-61-8 C36H38O4
3-(4-(benzyloxy)phenyl)-8-((3,7-dimethyloctyl)oxy)-1H-benzo[f]chromen-1-one
—— 143724-80-5 C20H18O6
—— 5.7.3'.4'-Tetraethyl-axillarin 13180-04-6 C25H30O8
5.7.3'.4'-Tetraethyl-axillarin
—— Bayin-hexaacetat 2903-77-7 C33H32O15
Bayin-hexaacetat
—— 5-Hydroxy-2',6,7-trimethoxyflavanon 2569-81-5 C18H18O6
5-Hydroxy-2',6,7-trimethoxyflavanon
—— 7,4'-Dibenzyl-isorhamnetin-3-mono-β-D-xylosid 6758-48-1 C35H32O11
7,4'-Dibenzyl-isorhamnetin-3-mono-β-D-xylosid
—— 5,9-Dimethoxy-8(3',4'-methylenedioxyphenyl)-2,2-dimethyl-2H,10H-benzo<1,2-b:3,4-b'>dipyran-10-one 89024-11-3 C23H20O7
5,9-Dimethoxy-8(3',4'-methylenedioxyphenyl)-2,2-dimethyl-2H,10H-benzo<1,2-b:3,4-b'>dipyran-10-one
—— [Pb(3-hydroxyflavone-1H)2] 6625-82-7 C30H18O6Pb
[Pb(3-hydroxyflavone-1H)2]
—— 3-hydroxy-7-iodo-2-(4-benzyloxy-3,5-dimethoxyphenyl)-chromen-4-one 649551-77-9 C24H19IO6
3-hydroxy-7-iodo-2-(4-benzyloxy-3,5-dimethoxyphenyl)-chromen-4-one
—— 4-[4-[5,5-Bis(4-methoxyphenyl)-1',1',5',5',11-pentamethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-21,3'-cyclohexane]-10-yl]phenyl]morpholine 1278524-02-9 C54H55NO4
4-[4-[5,5-Bis(4-methoxyphenyl)-1',1',5',5',11-pentamethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-21,3'-cyclohexane]-10-yl]phenyl]morpholine
—— 4-[4-[11-Cyclohexyloxy-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]phenyl]morpholine 1278523-91-3 C59H63NO5
4-[4-[11-Cyclohexyloxy-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]phenyl]morpholine