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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
—— (1-difluoromethoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide 373632-42-9 C27H20F3NO5S
(1-difluoromethoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide
—— 2-[2-(4-Methylphenyl)-4-oxochromen-8-yl]acetonitrile 87627-03-0 C18H13NO2
2-[2-(4-Methylphenyl)-4-oxochromen-8-yl]acetonitrile
—— 2-(4-methoxyphenyl)-2H-benzo[h]chromen-4(3H)-one 40649-91-0 C20H16O3
2-(4-methoxyphenyl)-2H-benzo[h]chromen-4(3H)-one
—— (S)-(-)-6-bromo-5,7-dihydroxy-8-methyl-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one 84314-27-2 C16H13BrO4
(S)-(-)-6-bromo-5,7-dihydroxy-8-methyl-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
—— 4',6-Dichloro-3-methyl-2H-flav-3-ene 78318-11-3 C16H12Cl2O
4',6-Dichloro-3-methyl-2H-flav-3-ene
—— 1,13-bis[4'-(6-chloro-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane 958457-96-0 C38H32Cl2O9
1,13-bis[4'-(6-chloro-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane
—— 10-(4-Chloro-phenyl)-8-(hydroxy-diphenyl-methyl)-7-oxo-7a,8,9,10-tetrahydro-7H-benzo[c]xanthene-9-carboxylic acid 135978-83-5 C37H27ClO5
10-(4-Chloro-phenyl)-8-(hydroxy-diphenyl-methyl)-7-oxo-7a,8,9,10-tetrahydro-7H-benzo[c]xanthene-9-carboxylic acid
—— 3,3-di(4-methoxyphenyl)-10-methoxy-11-morpholino-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 761409-20-5 C41H39NO5
3,3-di(4-methoxyphenyl)-10-methoxy-11-morpholino-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 5,7-dihydroxy-3-methoxy-2-(4-methoxy-phenyl)-6,8-bis-(3-methyl-but-2-enyl)-chromen-4-one 55929-18-5 C27H30O6
5,7-dihydroxy-3-methoxy-2-(4-methoxy-phenyl)-6,8-bis-(3-methyl-but-2-enyl)-chromen-4-one
—— 2-methoxy-2-oxo-(S)-1-phenylethyl 2-[(4-oxo-2-phenyl-4H-chromen-6-yl)amino]-(R)-butanoate 1192308-01-2 C28H25NO6
2-methoxy-2-oxo-(S)-1-phenylethyl 2-[(4-oxo-2-phenyl-4H-chromen-6-yl)amino]-(R)-butanoate
—— 6-chloro-2-(4-methylphenyl)-3-nitro-2H-chromene 1438276-91-5 C16H12ClNO3
6-chloro-2-(4-methylphenyl)-3-nitro-2H-chromene
—— 5-hydroxy-7-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde 855463-37-5 C17H12O5
5-hydroxy-7-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde
—— 2-(3-acetoxy-4-methoxyphenyl)-7-(2-methylbut-3-en-2-yloxy)-4-oxo-4H-chromene-3,5-diyl diacetate 1383545-63-8 C27H26O10
2-(3-acetoxy-4-methoxyphenyl)-7-(2-methylbut-3-en-2-yloxy)-4-oxo-4H-chromene-3,5-diyl diacetate
—— 3',5'-bis-(4-methylbenzyloxy)-7-(2,3-epoxypropoxy)flavone 1374792-15-0 C34H30O6
3',5'-bis-(4-methylbenzyloxy)-7-(2,3-epoxypropoxy)flavone
—— 3-O-Methyl-6,8-diprenylgalangin 40603-65-4 C26H28O5
3-O-Methyl-6,8-diprenylgalangin
—— trans-(2S,3R)-3-acetoxy-3',4'-dimethoxy-7-hydroxyflavan 1196870-73-1 C19H20O6
trans-(2S,3R)-3-acetoxy-3',4'-dimethoxy-7-hydroxyflavan
—— 1-(Chroman-4-on-2-yl)-4-(4H-chromen-4-on-2-yl)-benzol 118092-50-5 C24H16O4
1-(Chroman-4-on-2-yl)-4-(4H-chromen-4-on-2-yl)-benzol
—— 6-fluoro-2'-chloro-4'-aminoflavone 1388722-89-1 C15H9ClFNO2
6-fluoro-2'-chloro-4'-aminoflavone
—— 1a-Phenyl-1a,6b-dihydro-cyclopropa<b>benzofuran-1-carbonsaeure-tert-butylester 111536-68-6 C20H20O3
1a-Phenyl-1a,6b-dihydro-cyclopropa<b>benzofuran-1-carbonsaeure-tert-butylester
—— 6-bromo-4-[(trimethylsilyl)oxy]-2-(4-methoxyphenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile 1313611-40-3 C21H24BrNO3Si
6-bromo-4-[(trimethylsilyl)oxy]-2-(4-methoxyphenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile
—— 3',4'-bis(benzyloxy)-3-hydroxy-5,7,8-trimethoxyflavones 116512-06-2 C32H28O8
3',4'-bis(benzyloxy)-3-hydroxy-5,7,8-trimethoxyflavones
—— 7-(2-(diethylamino)ethoxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one hydrochloride 1389320-60-8 C21H23NO6*ClH
7-(2-(diethylamino)ethoxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one hydrochloride
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)benzamide 373632-48-5 C29H23F2NO5
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)benzamide
—— 6-fluoro-2-(2-hydroxy-phenyl)-chromen-4-one 1645-23-4 C15H9FO3
6-fluoro-2-(2-hydroxy-phenyl)-chromen-4-one
—— 7-(4-Morpholinobut-2-yn)-oxy-3-methylflavone 328564-27-8 C24H23NO4
7-(4-Morpholinobut-2-yn)-oxy-3-methylflavone
—— 6-bromo-2-(4-methoxyphenyl)-3-nitro-2H-chromene 57544-04-4 C16H12BrNO4
6-bromo-2-(4-methoxyphenyl)-3-nitro-2H-chromene
—— Acetic acid (2R,3R,4R,2'R,3'S)-3'-acetoxy-2'-(3,4-dimethoxy-phenyl)-7,8,5',7'-tetramethoxy-2-(4-methoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3-yl ester 78139-55-6 C41H44O13
Acetic acid (2R,3R,4R,2'R,3'S)-3'-acetoxy-2'-(3,4-dimethoxy-phenyl)-7,8,5',7'-tetramethoxy-2-(4-methoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3-yl ester
—— (2S,3R)-3-Chloro-6-ethoxy-2-phenyl-chroman-4-one 75595-97-0 C17H15ClO3
(2S,3R)-3-Chloro-6-ethoxy-2-phenyl-chroman-4-one
—— 6-methoxy-2'-chloro-4'-nitroflavone 1388723-05-4 C16H10ClNO5
6-methoxy-2'-chloro-4'-nitroflavone
—— 3-Hydroxy-2-phenyl-8,8-dimethyl-2,3,6,7-tetrahydro-4H,8H-benzo<1,2-b; 5,4-b'>dipyran-4-one 97911-06-3 C20H20O4
3-Hydroxy-2-phenyl-8,8-dimethyl-2,3,6,7-tetrahydro-4H,8H-benzo<1,2-b; 5,4-b'>dipyran-4-one
—— 8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol,2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl]-3,4-dihydro-,(2R,3R,4R,8S,14R,15R)- (9CI) 50722-68-4 C45H36O18
8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol,2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl]-3,4-dihydro-,(2R,3R,4R,8S,14R,15R)- (9CI)
—— 3,5-dihydroxy-8,8-dimethyl-2-phenyl-7,8-dihydro-6<i>H</i>-pyrano[3,2-<i>g</i>]chromen-4-one 51948-75-5 C20H18O5
3,5-dihydroxy-8,8-dimethyl-2-phenyl-7,8-dihydro-6<i>H</i>-pyrano[3,2-<i>g</i>]chromen-4-one
—— 6-bromomethyl-2-(2',4'-dichlorophenyl)chromone 60402-69-9 C16H9BrCl2O2
6-bromomethyl-2-(2',4'-dichlorophenyl)chromone
—— 8-bromo-6-methyl-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one 29976-72-5 C16H13BrO2
8-bromo-6-methyl-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
—— 2-(2-bromophenyl)chroman 1378939-28-6 C15H13BrO
2-(2-bromophenyl)chroman
—— 3-hydroxy-9-methyl-2-phenylpyrano[2,3-a]carbazol-4(11H)-one 1140919-27-2 C22H15NO3
3-hydroxy-9-methyl-2-phenylpyrano[2,3-a]carbazol-4(11H)-one
—— N-[2-[3,4-bis(phenylmethoxy)phenyl]-6-methyl-4-oxo-3-phenylmethoxychromen-8-yl]acetamide 941269-62-1 C39H33NO6
N-[2-[3,4-bis(phenylmethoxy)phenyl]-6-methyl-4-oxo-3-phenylmethoxychromen-8-yl]acetamide
—— (2S,3aS,4R,9bR)-2-fluoro-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol 787622-81-5 C18H17FO3
(2S,3aS,4R,9bR)-2-fluoro-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol
—— 7,4'-dimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone 948307-22-0 C24H28O6
7,4'-dimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone
—— 2-(4-benzyloxy-3-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 69261-80-9 C26H24O7
2-(4-benzyloxy-3-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— 1609067-53-9 C31H36N2O10
—— 3-Benzyloxy-5,7,8-trihydroxy-3,4'-dimethoxyflavon 62507-02-2 C24H20O8
3-Benzyloxy-5,7,8-trihydroxy-3,4'-dimethoxyflavon
—— trans/cis-2'-Benzyloxy-4',6',7-trimethoxyflavan-3,4-diol 58484-59-6 C25H26O7
trans/cis-2'-Benzyloxy-4',6',7-trimethoxyflavan-3,4-diol
—— 3-bromo-6-chloro-2-(4-methoxy-phenyl)-chroman-4-one 264282-95-3 C16H12BrClO3
3-bromo-6-chloro-2-(4-methoxy-phenyl)-chroman-4-one
—— 3-[1,3]dioxolan-2-yl-2,6-dihydroxy-4-(5-oxo-2-phenyl-5<i>H</i>-naphtho[1,8-<i>bc</i>]furan-4-ylmethyl)-benzoic acid methyl ester 33298-46-3 C29H22O8
3-[1,3]dioxolan-2-yl-2,6-dihydroxy-4-(5-oxo-2-phenyl-5<i>H</i>-naphtho[1,8-<i>bc</i>]furan-4-ylmethyl)-benzoic acid methyl ester
—— 2-(3-acetoxy-4-methoxyphenyl)-7-hydroxy-4-oxo-4H-chromene-3,5-diyl diacetate 37077-71-7 C22H18O10
2-(3-acetoxy-4-methoxyphenyl)-7-hydroxy-4-oxo-4H-chromene-3,5-diyl diacetate
—— 21,21-Dicyclohexyl-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20-dioxa-22-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane] 1398417-10-1 C56H62O4S
21,21-Dicyclohexyl-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20-dioxa-22-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]
—— 5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178367-17-4 C22H24O8
5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methylethanesulfonamide 373622-66-3 C24H26N2O6S2
N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methylethanesulfonamide
—— 1-[Hydroxy-(4-methoxy-phenyl)-phenyl-methyl]-3-phenyl-2,3-dihydro-1H-benzo[f]chromen-3-ol 135300-74-2 C33H28O4
1-[Hydroxy-(4-methoxy-phenyl)-phenyl-methyl]-3-phenyl-2,3-dihydro-1H-benzo[f]chromen-3-ol