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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
—— (-)-5,7-O-divaleroyl-3',4'-O-divaleroyl-3'',4'',5''-O-trivaleroylepicatechin-3-O-gallate 1309248-14-3 C57H74O17
(-)-5,7-O-divaleroyl-3',4'-O-divaleroyl-3'',4'',5''-O-trivaleroylepicatechin-3-O-gallate
—— (2R,3S,4S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-propoxychroman-3-ol 1217257-57-2 C46H44O7
(2R,3S,4S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-propoxychroman-3-ol
—— (7-{2-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2-oxo-ethoxy}-4-oxo-2-phenyl-4H-chromen-5-yloxy)-acetic acid; compound with 2-[bis-(2-hydroxy-ethyl)-amino]-ethanol 41988-36-7 C6H15NO3*C39H37NO11
(7-{2-[1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2-oxo-ethoxy}-4-oxo-2-phenyl-4H-chromen-5-yloxy)-acetic acid; compound with 2-[bis-(2-hydroxy-ethyl)-amino]-ethanol
—— 3,3-bis(4-methoxyphenyl)-12-bromo-6,13,13-trimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1381922-50-4 C37H31BrO3
3,3-bis(4-methoxyphenyl)-12-bromo-6,13,13-trimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl naphthalen-1-ylcarbamate 1261480-71-0 C26H21NO8
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl naphthalen-1-ylcarbamate
—— (2R,2'R,3R,3'R)-2,2'-((S)-4,4',5,5',6,6'-hexamethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(5,7-dimethoxychroman-3-ol) 116310-06-6 C40H46O14
(2R,2'R,3R,3'R)-2,2'-((S)-4,4',5,5',6,6'-hexamethoxy-[1,1'-biphenyl]-2,2'-diyl)bis(5,7-dimethoxychroman-3-ol)
—— 3,3-dibromo-2-(3-bromo-4-methoxy-phenyl)-chroman-4-one 101279-55-4 C16H11Br3O3
3,3-dibromo-2-(3-bromo-4-methoxy-phenyl)-chroman-4-one
—— 3-(4-chlorophenyl)-3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran 1219801-69-0 C20H17ClO
3-(4-chlorophenyl)-3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran
—— 7-[(3-Methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)-amino]-quinoline-3-carboxylic acid 339539-05-8 C27H18N2O5
7-[(3-Methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)-amino]-quinoline-3-carboxylic acid
—— 5-hydroxy-4’,7-dimethoxy-6-prenylflavanone 70872-22-9 C22H24O5
5-hydroxy-4’,7-dimethoxy-6-prenylflavanone
—— (+)-guibourtinidol-(4α,8)-(-)-catechin di-O-methyl ether 130245-32-8 C32H30O10
(+)-guibourtinidol-(4α,8)-(-)-catechin di-O-methyl ether
—— 4β-methoxy-4α-(2,4-dimethoxyphenyl)-tri-O-methyl-3-O-acetyl-(-)-fisetinidol 137299-05-9 C29H32O9
4β-methoxy-4α-(2,4-dimethoxyphenyl)-tri-O-methyl-3-O-acetyl-(-)-fisetinidol
—— 2-(3,4-bis-benzyloxyphenyl)-7-benzyloxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-methoxy-4H-1-benzopyran-4-one 381686-08-4 C71H64O11
2-(3,4-bis-benzyloxyphenyl)-7-benzyloxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-5-methoxy-4H-1-benzopyran-4-one
—— 2-phenyl-5-p-tolyl-2,3-dihydrofuro[3,2-c]pyridin-4(5H)-one 1067879-95-1 C20H17NO2
2-phenyl-5-p-tolyl-2,3-dihydrofuro[3,2-c]pyridin-4(5H)-one
—— 2-(4-Chloro-phenyl)-3-hydroxy-6-propionyl-chromen-4-one 141070-44-2 C18H13ClO4
2-(4-Chloro-phenyl)-3-hydroxy-6-propionyl-chromen-4-one
—— 10-chloro-9-hydroxy-5-(3-trifluoromethylphenyl)-2,2,4-trimethyl-1H-2,5-dihydro[1]benzopyrano[3,4-f]quinoline 239068-83-8 C26H21ClF3NO2
10-chloro-9-hydroxy-5-(3-trifluoromethylphenyl)-2,2,4-trimethyl-1H-2,5-dihydro[1]benzopyrano[3,4-f]quinoline
—— 2-(3,4-dihydroxy-phenyl)-5-β-D-glucopyranosyloxy-3,7-dihydroxy-chromenylium; chloride 30511-96-7 C21H21O11*Cl
2-(3,4-dihydroxy-phenyl)-5-β-D-glucopyranosyloxy-3,7-dihydroxy-chromenylium; chloride
—— Diethyl-mikanin 4334-30-9 C22H24O7
Diethyl-mikanin
—— ethyl 4-oxo-2-phenyl-6,7,8-trifluoro-4H-chromene-3-carboxylate 1443627-62-0 C18H11F3O4
ethyl 4-oxo-2-phenyl-6,7,8-trifluoro-4H-chromene-3-carboxylate
—— 2-(4-benzyloxy-3-methoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one 67718-31-4 C26H24O7
2-(4-benzyloxy-3-methoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanyl-11-phenoxyspiro[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] 1263318-25-7 C50H48O4S
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanyl-11-phenoxyspiro[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]
—— 6-carboxy-2'-(3-hydroxy-propoxy)-flavone 66848-79-1 C19H16O6
6-carboxy-2'-(3-hydroxy-propoxy)-flavone
—— 2-<4-Hydroxyphenyl>-benzo<4.5>thieno<3,2-b>pyran-4-on 66831-88-7 C17H10O3S
2-<4-Hydroxyphenyl>-benzo<4.5>thieno<3,2-b>pyran-4-on
—— 3-[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-propionic acid 126480-35-1 C19H17NO4
3-[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-propionic acid
—— 2-(3,4-Bis-benzyloxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one 176662-11-6 C32H28O8
2-(3,4-Bis-benzyloxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one
—— 3-(4-methoxyphenyl)-3-(4-morpholinophenyl)-5-methoxy-11-phenyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-54-8 C46H41NO4
3-(4-methoxyphenyl)-3-(4-morpholinophenyl)-5-methoxy-11-phenyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 2-(4-Benzyloxy-3-methoxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one 176662-09-2 C26H24O8
2-(4-Benzyloxy-3-methoxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one
—— (E)-methyl 3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)acrylate 1412410-98-0 C19H14O6
(E)-methyl 3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)acrylate
—— 6,8-diacetyl-5,7-dihydroxy-4'-tert-butyl-flavan 1384189-38-1 C23H26O5
6,8-diacetyl-5,7-dihydroxy-4'-tert-butyl-flavan
—— N-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)-4-(3-(2,5-difluorobenzyl)-2-isopropyl-8-oxo-3,8-dihydrochromeno[6,7-d]imidazol-6-yl)benzamide 1311276-96-6 C31H28F2N4O5
N-((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)-4-(3-(2,5-difluorobenzyl)-2-isopropyl-8-oxo-3,8-dihydrochromeno[6,7-d]imidazol-6-yl)benzamide
—— 1334997-80-6 C17H13NO5
—— cyclolinderatone 117020-76-5 C25H28O4
cyclolinderatone
—— 5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(3-acetoxy-2-hydroxypropoxy)-4H-1-benzopyran-4-one 178367-20-9 C24H26O9
5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(3-acetoxy-2-hydroxypropoxy)-4H-1-benzopyran-4-one
—— 7-chloro-4-phenyl-2-(phenylethynyl)-9H-xanthen-9-one 1223559-03-2 C27H15ClO2
7-chloro-4-phenyl-2-(phenylethynyl)-9H-xanthen-9-one
—— 2-(3-Benzyloxy-4-oxo-2-p-tolyl-4H-chromen-6-yl)-propionic acid methyl ester 141070-59-9 C27H24O5
2-(3-Benzyloxy-4-oxo-2-p-tolyl-4H-chromen-6-yl)-propionic acid methyl ester
—— 4'-Methoxy-6-methyl-2,3-trans-flavan-3,4-cis-diol 1481-81-8 C17H18O4
4'-Methoxy-6-methyl-2,3-trans-flavan-3,4-cis-diol
—— lepidoside 71801-96-2 C26H28O14
lepidoside
—— 8,8'-bi-kaempferide 554453-86-0 C32H22O12
8,8'-bi-kaempferide
—— 1-(2-{4-[2-(tert-butyl-dimethyl-silyloxy)-8-fluoro-5,11-dihydro-chromeno[4,3c]-chromen-5-yl]-phenoxy}-ethyl)-piperidine 554430-97-6 C35H42FNO4Si
1-(2-{4-[2-(tert-butyl-dimethyl-silyloxy)-8-fluoro-5,11-dihydro-chromeno[4,3c]-chromen-5-yl]-phenoxy}-ethyl)-piperidine
—— 8-[(1R,5R,6S)-6-[2,4-Dimethoxy-3-(3-methyl-but-2-enyl)-benzoyl]-5-(2,4-dimethoxy-phenyl)-3-methyl-cyclohex-2-enyl]-2-(2,4-dimethoxy-phenyl)-5,7-dimethoxy-3-(3-methyl-but-2-enyl)-chromen-4-one 79056-47-6 C53H60O11
8-[(1R,5R,6S)-6-[2,4-Dimethoxy-3-(3-methyl-but-2-enyl)-benzoyl]-5-(2,4-dimethoxy-phenyl)-3-methyl-cyclohex-2-enyl]-2-(2,4-dimethoxy-phenyl)-5,7-dimethoxy-3-(3-methyl-but-2-enyl)-chromen-4-one
—— [4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-3-O-acetyl-(+)-catechin-(-)-epicatechin 664351-48-8 C88H76O13
[4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-3-O-acetyl-(+)-catechin-(-)-epicatechin
—— (2R,3S,4S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-3,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3'-ol 78139-44-3 C38H42O11
(2R,3S,4S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-3,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3'-ol
—— (2R,3S,4S)-3-acetoxy-5,7,3',4'-tetrabenzyloxy-4-isopropoxyflavan 478796-18-8 C48H46O8
(2R,3S,4S)-3-acetoxy-5,7,3',4'-tetrabenzyloxy-4-isopropoxyflavan
—— 7-O-β-glucopyranosyl matteucinol 101395-11-3 C24H28O10
7-O-β-glucopyranosyl matteucinol
—— 2',4'-Dichlor-7-methoxy-flavanon 92854-40-5 C16H12Cl2O3
2',4'-Dichlor-7-methoxy-flavanon
—— baicalein-(2,6-di-O-methyl)-β-cyclodextrin complex 1434133-64-8 C15H10O5*C56H98O35
baicalein-(2,6-di-O-methyl)-β-cyclodextrin complex
—— 3,7-Dimethoxy-flavon-2'-carbonsaeuremethylester 16855-05-3 C19H16O6
3,7-Dimethoxy-flavon-2'-carbonsaeuremethylester
—— 3,3',7-trimethoxy-4',5-bis-(propionyloxy)-flavone 77813-43-5 C24H24O9
3,3',7-trimethoxy-4',5-bis-(propionyloxy)-flavone
—— 2-(3-trifluoromethyl-4-methoxyphenyl)-3-methoxy-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one 372103-51-0 C25H26F3NO4
2-(3-trifluoromethyl-4-methoxyphenyl)-3-methoxy-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one
—— hexamethylchamaejasmin 129502-56-3 C36H34O10
hexamethylchamaejasmin