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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
—— (3-nitro-2-phenyl-chroman-4-yl)-acetaldehyde 1134455-41-6 C17H15NO4
(3-nitro-2-phenyl-chroman-4-yl)-acetaldehyde
—— 3-benzoyl-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one 75618-55-2 C24H20O4
3-benzoyl-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one
—— 4'-isopropyl-3-methylflavone-8-carboxylic acid N,N-diethylamide 90102-26-4 C24H27NO3
4'-isopropyl-3-methylflavone-8-carboxylic acid N,N-diethylamide
—— 3-(2-fluoro-4-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-60-8 C30H32FNO4*ClH
3-(2-fluoro-4-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 5-amino-6,8-difluoro-2-[4-[[3-(dimethylamino)propionyl]amino]-3-fluorophenyl]-7-(hydroxymethyl)-4H-1-benzopyran-4-one 468719-62-2 C21H20F3N3O4
5-amino-6,8-difluoro-2-[4-[[3-(dimethylamino)propionyl]amino]-3-fluorophenyl]-7-(hydroxymethyl)-4H-1-benzopyran-4-one
—— 5-[4-(2-diethylamino-ethoxy)-phenyl]-5,11-dihydrochromeno[4,3-c]chromene-2,8-diol 554431-02-6 C28H29NO5
5-[4-(2-diethylamino-ethoxy)-phenyl]-5,11-dihydrochromeno[4,3-c]chromene-2,8-diol
—— 2-(4-Chlor-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6586-30-7 C16H10Cl2O4
2-(4-Chlor-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— (R)-4-(benzo[d][1,3]dioxol-5-yl)-2-(4-pentylphenyl)-4H-chromene 1449039-38-6 C27H26O3
(R)-4-(benzo[d][1,3]dioxol-5-yl)-2-(4-pentylphenyl)-4H-chromene
—— Artocarpesin-tetramethylether 3162-08-1 C24H26O6
Artocarpesin-tetramethylether
—— 3.7.2'.4'-Tetramethoxy-8-methyl-5-hydroxy-flavon 7555-84-2 C20H20O7
3.7.2'.4'-Tetramethoxy-8-methyl-5-hydroxy-flavon
—— 7-allyloxy-8-iodo-5-methoxyflavone 77693-08-4 C19H15IO4
7-allyloxy-8-iodo-5-methoxyflavone
—— 7-Hydroxy-4'-methoxy-dihydroflavonal-acetat 27782-79-2 C20H18O7
7-Hydroxy-4'-methoxy-dihydroflavonal-acetat
—— 7-acetoxy-8-iodoflavone 693800-72-5 C17H11IO4
7-acetoxy-8-iodoflavone
—— ethyl 2-(4-dimethylaminophenyl)-9-methoxy-2-(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1346415-42-6 C32H31NO5
ethyl 2-(4-dimethylaminophenyl)-9-methoxy-2-(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— Dimers 2-Phenyl-cumaron 10487-53-3 C28H20O2
Dimers 2-Phenyl-cumaron
—— 2-(p-Dimethylaminophenyl)-4-methyl-benzopyrylium-Kation 47075-88-7 C18H18NO
2-(p-Dimethylaminophenyl)-4-methyl-benzopyrylium-Kation
—— 4'-Methoxyfurano[4'',5'': 8,7]flavone 77373-20-7 C18H14O4
4'-Methoxyfurano[4'',5'': 8,7]flavone
—— (2S)-2-[2-[(E)-7-chloro-3,7-dimethyloct-2-enyl]-3,4-dimethoxyphenyl]-6-(3-chloro-3-methylbutyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one 1130021-56-5 C34H46Cl2O6
(2S)-2-[2-[(E)-7-chloro-3,7-dimethyloct-2-enyl]-3,4-dimethoxyphenyl]-6-(3-chloro-3-methylbutyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one
—— 5,5-Bis(4-methoxyphenyl)-1',1',3',3'-tetramethyl-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,2'-cyclopentane] 1263318-47-3 C44H44O3S2
5,5-Bis(4-methoxyphenyl)-1',1',3',3'-tetramethyl-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,2'-cyclopentane]
—— 5-(3',4'-dihydro-8'-methyl-2'-phenyl-2'H-1'-benzopyran-7'-yloxymethyl)-4-phenyl-1,2,4-triazole-3(4H)-thiol 122484-17-7 C25H23N3O2S
5-(3',4'-dihydro-8'-methyl-2'-phenyl-2'H-1'-benzopyran-7'-yloxymethyl)-4-phenyl-1,2,4-triazole-3(4H)-thiol
—— 5,7-Diallyloxy-3-methyl-flavon 22395-12-6 C22H20O4
5,7-Diallyloxy-3-methyl-flavon
—— 7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3,4-dihydro-2H-chromen-4-ol 144337-27-9 C29H26O4
7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3,4-dihydro-2H-chromen-4-ol
—— 1-ethoxy-3-(4-methoxyphenyl)-1-phenyl-1H-benzo[ f ]chromene 1365174-58-8 C28H24O3
1-ethoxy-3-(4-methoxyphenyl)-1-phenyl-1H-benzo[ f ]chromene
—— 2-[3,5-Bis(trifluoromethyl)phenyl]-6-bromochromen-4-one 1012781-41-7 C17H7BrF6O2
2-[3,5-Bis(trifluoromethyl)phenyl]-6-bromochromen-4-one
—— (+/-)-8-Jod-5-hydroxy-7-methoxy-2-<4-methoxy-phenyl>-chroman-4-on 5232-46-2 C17H15IO5
(+/-)-8-Jod-5-hydroxy-7-methoxy-2-<4-methoxy-phenyl>-chroman-4-on
—— 4'-isopropyl-3-methylflavone-8-carboxylic acid N-n-butyl-N-ethylamide 90102-28-6 C26H31NO3
4'-isopropyl-3-methylflavone-8-carboxylic acid N-n-butyl-N-ethylamide
—— 8-<2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chromanyl-(4)>-4-<2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chromanyl-(8)>-5,7,3',4'-tetramethoxy-3-hydroxy-flavan 82863-13-6 C57H62O18
8-<2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chromanyl-(4)>-4-<2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chromanyl-(8)>-5,7,3',4'-tetramethoxy-3-hydroxy-flavan
—— 4-(4-chlorophenyl)-3-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxymethyl]-1H-1,2,4-triazole-5-thione 122484-19-9 C25H22ClN3O2S
4-(4-chlorophenyl)-3-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxymethyl]-1H-1,2,4-triazole-5-thione
—— naringenin/TMβCD complex 1453473-02-3 C15H12O5*C63H112O35
naringenin/TMβCD complex
—— [3,5,8-trimethoxy-4-oxo-2-(4-phenylmethoxyphenyl)chromen-7-yl] 4-methylbenzenesulfonate 117155-48-3 C32H28O9S
[3,5,8-trimethoxy-4-oxo-2-(4-phenylmethoxyphenyl)chromen-7-yl] 4-methylbenzenesulfonate
—— 1362479-01-3 C18H16O3
—— 5a-phenyl-5a,11,11a,12-tetrahydrochromeno[2,3-b]chromene 1383125-27-6 C22H18O2
5a-phenyl-5a,11,11a,12-tetrahydrochromeno[2,3-b]chromene
—— macarangaflavanone B 97134-79-7 C25H28O5
macarangaflavanone B
—— 1404170-13-3 C27H21FO2
—— 5,5'-Bis-<chromen-4-on-2-yl>-2,2',4,4'-tetramethoxy-biphenyl 15837-63-5 C34H26O8
5,5'-Bis-<chromen-4-on-2-yl>-2,2',4,4'-tetramethoxy-biphenyl
—— 2-Phenyl-3-piperidino-6-methylchromon 67467-41-8 C21H21NO2
2-Phenyl-3-piperidino-6-methylchromon
—— 3-(4-Phenylpiperazinomethyl)flavon 21826-26-6 C26H24N2O2
3-(4-Phenylpiperazinomethyl)flavon
—— 3-iodo-6-methyl-2-phenyl-4H-furo[2,3-b]benzopyran-4-one 1279109-11-3 C18H11IO3
3-iodo-6-methyl-2-phenyl-4H-furo[2,3-b]benzopyran-4-one
—— 2-(4-acetoxy-3-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-4H-chromene-3,5,7-triyl triacetate 1383545-67-2 C29H28O11
2-(4-acetoxy-3-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-4H-chromene-3,5,7-triyl triacetate
—— 2-Phenyl-3.6-dimethoxy-4-oxo-7-chlor-4H-chromen 6601-93-0 C17H13ClO4
2-Phenyl-3.6-dimethoxy-4-oxo-7-chlor-4H-chromen
—— 6-fluoro-2-phenyl-3-nitro-2H-chromene 1227402-04-1 C15H10FNO3
6-fluoro-2-phenyl-3-nitro-2H-chromene
—— (8-Methyl-2-phenyl-chroman-7-yloxy)-acetic acid [1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 122484-34-8 C26H26N2O4
(8-Methyl-2-phenyl-chroman-7-yloxy)-acetic acid [1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide
—— 3-iodo-2-(4-methoxy)phenyl-4H-furo[2,3-b]benzopyran-4-one 1279109-08-8 C18H11IO4
3-iodo-2-(4-methoxy)phenyl-4H-furo[2,3-b]benzopyran-4-one
—— (E)-ethyl 3-(7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)acrylate 1412410-87-7 C22H20O6
(E)-ethyl 3-(7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)acrylate
—— 2-(3-fluorophenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one 1613023-72-5 C25H23FO4
2-(3-fluorophenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one
—— 3'-Methoxycarbonyl-flavon 20093-84-9 C17H12O4
3'-Methoxycarbonyl-flavon
—— Isoagecorynin F acetate 144525-28-0 C23H24O10
Isoagecorynin F acetate
—— 7-methoxy-2-(4-methoxy-phenyl)-chroman-3,4-dione-3-oxime 94673-94-6 C17H15NO5
7-methoxy-2-(4-methoxy-phenyl)-chroman-3,4-dione-3-oxime
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((R)-2-methylpyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate 1352307-21-1 C2HF3O2*C29H31NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((R)-2-methylpyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate
—— (2RS,3RS)-3-bromo-2-methoxy-3-methylflavan 88186-82-7 C17H17BrO2
(2RS,3RS)-3-bromo-2-methoxy-3-methylflavan