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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
—— 5-[3,5-Bis(hexopyranosyloxy)-7-hydroxy-1-benzopyran-1-ium-2-yl]-2-hydroxyphenolatato--hydrogen chlorido (1/1) 83327-53-1 C27H31ClO16
5-[3,5-Bis(hexopyranosyloxy)-7-hydroxy-1-benzopyran-1-ium-2-yl]-2-hydroxyphenolatato--hydrogen chlorido (1/1)
—— (2R)-2-(4-methoxyphenyl)-4-methyl-2H-chromene 1273579-00-2 C17H16O2
(2R)-2-(4-methoxyphenyl)-4-methyl-2H-chromene
—— dimethyl 5-hydroxy-4-oxo-2-phenyl-4H-chromen-4',7-yl phosphate 1453477-45-6 C19H20O11P2
dimethyl 5-hydroxy-4-oxo-2-phenyl-4H-chromen-4',7-yl phosphate
—— 3-phenyl-3-(4-morpholinophenyl)-10,11,12-trimethoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1381922-55-9 C41H39NO5
3-phenyl-3-(4-morpholinophenyl)-10,11,12-trimethoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 2-Aminoethyl 4-(4-oxochromen-2-yl)benzoate 312700-20-2 C18H15NO4
2-Aminoethyl 4-(4-oxochromen-2-yl)benzoate
—— 7-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one 61303-29-5 C28H34O15
7-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one
—— N-(2-(benzo[d][1,3]dioxol-5-yl)-4-oxo-4H-chromen-6-yl)acetamide 109565-43-7 C18H13NO5
N-(2-(benzo[d][1,3]dioxol-5-yl)-4-oxo-4H-chromen-6-yl)acetamide
—— (2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7,8-tetramethoxyflavan-6-yl>-6-<(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-3',4',7-trimethoxyflavan 109671-73-0 C61H64O19
(2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7,8-tetramethoxyflavan-6-yl>-6-<(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-3',4',7-trimethoxyflavan
—— Isozapotin 24457-51-0 C19H18O6
Isozapotin
—— 4',5-dihydroxy-6'',6''-dimethyl-5''-C-prenyl-4'',5''-dihydropyrano[2'',3'':7,6]flavone 76288-42-1 C25H26O5
4',5-dihydroxy-6'',6''-dimethyl-5''-C-prenyl-4'',5''-dihydropyrano[2'',3'':7,6]flavone
—— 6-C-β-D-apiofuranoside-(1→4)-β-D-galactopyranosylnaringetol 1667763-77-0 C26H30O14
6-C-β-D-apiofuranoside-(1→4)-β-D-galactopyranosylnaringetol
—— 3-phenyl-3-(4-morpholinophenyl)-5,6,7-trimethoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-40-2 C41H39NO5
3-phenyl-3-(4-morpholinophenyl)-5,6,7-trimethoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— benzyl N-[5-[3-hydroxy-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-6-yl]pentyl]-N-(2-nitrophenyl)sulfonylcarbamate 1214741-42-0 C55H52N2O11S
benzyl N-[5-[3-hydroxy-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-6-yl]pentyl]-N-(2-nitrophenyl)sulfonylcarbamate
—— 3-Bromo-2-(4-nitrophenyl)-4h-chromen-4-one 153450-02-3 C15H8BrNO4
3-Bromo-2-(4-nitrophenyl)-4h-chromen-4-one
—— 2-(4-chloro-phenyl)-7-pyridin-2-ylamino-chromen-4-one 39924-77-1 C20H13ClN2O2
2-(4-chloro-phenyl)-7-pyridin-2-ylamino-chromen-4-one
—— 4',5,7-trihydroxy-8-(tert-butylamino)-2-phenyl-4H-chromen-4-one 1424957-87-8 C20H21NO5
4',5,7-trihydroxy-8-(tert-butylamino)-2-phenyl-4H-chromen-4-one
—— (2R,3S,4S,7S,8R)-2-(3,4-Dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-8-(3-hydroxy-4-methoxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,5,7-triol 118964-32-2 C31H28O11
(2R,3S,4S,7S,8R)-2-(3,4-Dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-8-(3-hydroxy-4-methoxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,5,7-triol
—— ((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-aspartic acid 1432474-30-0 C27H25NO17
((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-aspartic acid
—— baicalein-α-CD complex 1434133-63-7 C15H10O5*C36H60O30
baicalein-α-CD complex
—— 4',5,7-trihydroxy-8-(cyclohexylamino)-2-phenyl-4H-chromen-4-one 1424957-95-8 C22H23NO5
4',5,7-trihydroxy-8-(cyclohexylamino)-2-phenyl-4H-chromen-4-one
—— 4'-benzyloxy-5-hydroxy-3,6,7,8-tetramethoxy-flavone 1266729-26-3 C26H24O8
4'-benzyloxy-5-hydroxy-3,6,7,8-tetramethoxy-flavone
—— mono[6-(scutellarin)ethyleneamino-6-deoxy]-β-cyclodextrin 1424769-72-1 C65H92N2O45
mono[6-(scutellarin)ethyleneamino-6-deoxy]-β-cyclodextrin
—— 8-acetylchrysin 32374-76-8 C17H12O5
8-acetylchrysin
—— 7-O-geranyl apigenin 1072940-13-6 C25H26O5
7-O-geranyl apigenin
—— (2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyl-oxy)phenyl)chroman-3-yl 4-(methoxymethoxy)benzoate 1338809-96-3 C59H52O10
(2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyl-oxy)phenyl)chroman-3-yl 4-(methoxymethoxy)benzoate
—— 2'-p-Chlorphenyl-(7,8)-oxazolo-flavon 24138-75-8 C22H12ClNO3
2'-p-Chlorphenyl-(7,8)-oxazolo-flavon
—— 4',5,7-trihydroxy-8-(dimethylamino)-2-phenyl-4H-chromen-4-one 1424957-89-0 C18H17NO5
4',5,7-trihydroxy-8-(dimethylamino)-2-phenyl-4H-chromen-4-one
—— 6-amino-3-hydroxy-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one hydrochloride 1252652-99-5 C16H10F3NO3*ClH
6-amino-3-hydroxy-2-(3-(trifluoromethyl)phenyl)-4H-chromen-4-one hydrochloride
—— 1514898-60-2 C28H19FN2O3S
—— 1-(N-β-D-glucotopyranosyl)-4-[3-O-methylene-(7,5,4’-trimethoxy flavonol)]-[1,2,3]-triazole 1469990-08-6 C27H29N3O11
1-(N-β-D-glucotopyranosyl)-4-[3-O-methylene-(7,5,4’-trimethoxy flavonol)]-[1,2,3]-triazole
—— 1333240-96-2 C26H19N3O3
—— 6-amino-2-(4-fluorophenyl)-4H-chromen-4-one hydrochloride 1252653-01-2 C15H10FNO2*ClH
6-amino-2-(4-fluorophenyl)-4H-chromen-4-one hydrochloride
—— 3-Brom-2',3',7'-trimethoxy-flavan-4-ol-acetat 27785-73-5 C20H21BrO6
3-Brom-2',3',7'-trimethoxy-flavan-4-ol-acetat
—— taxifolin*α-CD 1310728-92-7 C15H12O7*C36H60O30
taxifolin*α-CD
—— (2S,3R,4R)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,7-diol 78284-60-3 C21H18O7
(2S,3R,4R)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,7-diol
—— (+)-4',5',5,7-tetra-O-methyl-2,3-trans-crombeone 37487-89-1 C20H20O7
(+)-4',5',5,7-tetra-O-methyl-2,3-trans-crombeone
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-ethylbenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-49-3 C47H45NO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-ethylbenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-chlorobenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-45-9 C45H40ClNO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-chlorobenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— monopotassium mono(5-hydroxy-4-oxo-2-(4-(sulfonatooxy)phenyl)-4H-chromen-7-yl sulfate) 116097-08-6 C15H8O11S2*2K
monopotassium mono(5-hydroxy-4-oxo-2-(4-(sulfonatooxy)phenyl)-4H-chromen-7-yl sulfate)
—— 4',5,7-trihydroxy-8-(isopropylamino)-2-phenyl-4H-chromen-4-one 1424957-85-6 C19H19NO5
4',5,7-trihydroxy-8-(isopropylamino)-2-phenyl-4H-chromen-4-one
—— 4-[4-[11-(2-Adamantyloxy)-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 1278523-95-7 C63H67NO5
4-[4-[11-(2-Adamantyloxy)-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
—— (3aS,4R,9bR)-4-(4-Chloro-phenyl)-2-methyl-3a-nitro-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d]isoxazole 121824-24-6 C17H15ClN2O4
(3aS,4R,9bR)-4-(4-Chloro-phenyl)-2-methyl-3a-nitro-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d]isoxazole
—— 1046799-71-6 C20H22O4S2
—— ((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-valine 1432474-27-5 C28H29NO15
((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-valine
—— 3-O-(tert-butyldimethylsilyl)-4'-O-methyl-5,7,3-tri-O-(trifluoromethanesulfonyl)epicatechin 299412-66-1 C25H27F9O12S3Si
3-O-(tert-butyldimethylsilyl)-4'-O-methyl-5,7,3-tri-O-(trifluoromethanesulfonyl)epicatechin
—— 4',5-dihydroxy-6'',6''-dimethyl-5''-C-prenyl-4'',5''-dihydropyrano[2'',3'':7,8]flavone 76288-49-8 C25H26O5
4',5-dihydroxy-6'',6''-dimethyl-5''-C-prenyl-4'',5''-dihydropyrano[2'',3'':7,8]flavone
—— 5,6,7,4'-tetraacetoxy-8-iodoflavone 1374218-52-6 C23H17IO10
5,6,7,4'-tetraacetoxy-8-iodoflavone
—— 7-Chlor-4'-nitroflavon 36774-76-2 C15H8ClNO4
7-Chlor-4'-nitroflavon
—— 1,13-bis[4-(4H-chromen-4-on-2-yl)phenyl]-7-[(S)-2-(tertbutyloxycarbonylamino)-1-oxopropyl]-1,4,10,13-tetraoxa-7-azatridecane 1346227-74-4 C46H48N2O11
1,13-bis[4-(4H-chromen-4-on-2-yl)phenyl]-7-[(S)-2-(tertbutyloxycarbonylamino)-1-oxopropyl]-1,4,10,13-tetraoxa-7-azatridecane
—— 7-Difluoromethoxy-2-(4-difluoromethoxy-phenyl)-6-iodo-5-methoxy-chromen-4-one 801218-73-5 C18H11F4IO5
7-Difluoromethoxy-2-(4-difluoromethoxy-phenyl)-6-iodo-5-methoxy-chromen-4-one