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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
—— 2-(3-chloro-4-fluorophenyl)chroman-6-ol 728934-48-3 C15H12ClFO2
2-(3-chloro-4-fluorophenyl)chroman-6-ol
—— 2-(4-methylphenyl)-2-(4-trifluoromethoxyphenyl)-13,14-dihydronaphtho[1,2-h]-benzo[f]-chromene 1194840-34-0 C35H25F3O2
2-(4-methylphenyl)-2-(4-trifluoromethoxyphenyl)-13,14-dihydronaphtho[1,2-h]-benzo[f]-chromene
—— 6-[2-(2,3-difluorophenyl)chroman-6-yloxy]-pyridin-3-ylamine 728934-65-4 C20H16F2N2O2
6-[2-(2,3-difluorophenyl)chroman-6-yloxy]-pyridin-3-ylamine
—— 1-{2-[4-(2,8-dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)phenoxy]ethyl}pyrrolidine-2,5-dione 1056053-89-4 C29H25NO7
1-{2-[4-(2,8-dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)phenoxy]ethyl}pyrrolidine-2,5-dione
—— N-(biphenyl-4-yl)-2-(4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide 1070399-80-2 C29H21NO4
N-(biphenyl-4-yl)-2-(4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide
—— (2R)-2-(4-chlorophenyl)-4-methyl-2H-chromene 1273579-02-4 C16H13ClO
(2R)-2-(4-chlorophenyl)-4-methyl-2H-chromene
—— tert-butyl (3-((6-chloro-2-(3-methoxy-2-nitrophenyl)-4-oxo-4H-chromen-8-yl)amino)propyl)carbamate 1621457-95-1 C24H26ClN3O7
tert-butyl (3-((6-chloro-2-(3-methoxy-2-nitrophenyl)-4-oxo-4H-chromen-8-yl)amino)propyl)carbamate
—— 3',4'-dimethoxy-5,7-di[(2-methoxyethoxy)methoxy]flavone 1456788-22-9 C25H30O10
3',4'-dimethoxy-5,7-di[(2-methoxyethoxy)methoxy]flavone
—— 3-(3-chloro-4-pyrrolidinophenyl)-3-phenyl-3H-naphtho[2,1-b]pyran 834895-44-2 C29H24ClNO
3-(3-chloro-4-pyrrolidinophenyl)-3-phenyl-3H-naphtho[2,1-b]pyran
—— 7-(2-aminoethoxy)-2-phenyl-4H-chromen-4-one 3151-96-0 C17H15NO3
7-(2-aminoethoxy)-2-phenyl-4H-chromen-4-one
—— 2,8-di-(m-chlorophenyl)-3,7-dihydroxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran 115540-54-0 C24H12Cl2O6
2,8-di-(m-chlorophenyl)-3,7-dihydroxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran
—— avicularin heptaacetate 94035-82-2 C34H32O18
avicularin heptaacetate
—— 2-(4-Dimethylamino)phenyl-5-methylamino-4H-benzopyran-4-one 130599-51-8 C18H18N2O2
2-(4-Dimethylamino)phenyl-5-methylamino-4H-benzopyran-4-one
—— 2-(2-trifluoromethylphenyl)chroman-6-ol 728934-45-0 C16H13F3O2
2-(2-trifluoromethylphenyl)chroman-6-ol
—— butyl 2-(2-chloro-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate 1609940-37-5 C22H19ClO5
butyl 2-(2-chloro-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate
—— 5,7-Dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chroman-3-one 332386-48-8 C20H22O7
5,7-Dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chroman-3-one
—— 7-Acyl-quercetin-3'-glucosid 107713-22-4 C23H22O13
7-Acyl-quercetin-3'-glucosid
—— 6-chloro-8-(4,5-diphenyl-1,3-oxazol-2-yl)-3',3'-dimethyl-1'-propylspiro[2H-1-benzopyran-2,2'-indoline] 1236035-50-9 C36H31ClN2O2
6-chloro-8-(4,5-diphenyl-1,3-oxazol-2-yl)-3',3'-dimethyl-1'-propylspiro[2H-1-benzopyran-2,2'-indoline]
—— 3,3',4',5-Tetraacetoxy-7-isopentyloxy-flavon 96215-31-5 C28H28O11
3,3',4',5-Tetraacetoxy-7-isopentyloxy-flavon
—— 6-[2-(2-chlorophenyl)chroman-6-yloxy]-pyridin-3-ylamine 728934-72-3 C20H17ClN2O2
6-[2-(2-chlorophenyl)chroman-6-yloxy]-pyridin-3-ylamine
—— 3',5'-di-tert.-butyl-4'-hydroxy-7-(2-hydroxyethoxy)flavone 152816-41-6 C25H30O5
3',5'-di-tert.-butyl-4'-hydroxy-7-(2-hydroxyethoxy)flavone
—— 94235-72-0 C27H29NO4
—— 8-(2,3,4,5,6-Pentamethylphenyl)-2,2-diphenylchromene 1322004-74-9 C32H30O
8-(2,3,4,5,6-Pentamethylphenyl)-2,2-diphenylchromene
—— (2R,3S)-5,7,3'-tri-O-benzyl-3-acetylcatechin 4'-(2,3,4-tri-O-acetyl-β-D-methyl glucuronate) 1422182-75-9 C51H50O16
(2R,3S)-5,7,3'-tri-O-benzyl-3-acetylcatechin 4'-(2,3,4-tri-O-acetyl-β-D-methyl glucuronate)
—— (2R,3R)-epicatechin 4'-O-α-D-glucuronic acid 1390644-12-8 C21H22O12
(2R,3R)-epicatechin 4'-O-α-D-glucuronic acid
—— 8-Butyryl-6-methyl-2-p-tolyl-chromen-4-one 213622-39-0 C21H20O3
8-Butyryl-6-methyl-2-p-tolyl-chromen-4-one
—— 2-(4-Methoxy-phenyl)-6-methyl-8-propionyl-chromen-4-one 213622-36-7 C20H18O4
2-(4-Methoxy-phenyl)-6-methyl-8-propionyl-chromen-4-one
—— 3-(4-bromophenyl)sulfonyl-2-(4-chlorophenyl)-6-methylchromen-4-one 87127-93-3 C22H14BrClO4S
3-(4-bromophenyl)sulfonyl-2-(4-chlorophenyl)-6-methylchromen-4-one
—— 3-methyl-7-<i>p</i>-tolyl-chromeno[6,5-<i>d</i>]isoxazol-9-one 49586-12-1 C18H13NO3
3-methyl-7-<i>p</i>-tolyl-chromeno[6,5-<i>d</i>]isoxazol-9-one
—— 7-{(N-cyanocarbamoyl)-methyloxy}-3',4',5-trimethoxyflavone 1092093-63-4 C21H18N2O7
7-{(N-cyanocarbamoyl)-methyloxy}-3',4',5-trimethoxyflavone
—— (R)-8-acetyl-2-(4-fluorophenyl)-5,7-dimethylchroman-4-one 1438760-91-8 C19H17FO3
(R)-8-acetyl-2-(4-fluorophenyl)-5,7-dimethylchroman-4-one
—— 3-bromo-2-(3-bromo-4-methoxy-phenyl)-6-methyl-8-nitro-chromen-4-one 109091-87-4 C17H11Br2NO5
3-bromo-2-(3-bromo-4-methoxy-phenyl)-6-methyl-8-nitro-chromen-4-one
—— (+/-)-3-p-Toluolsulfonyloxy-7,8,3',4'-tetramethoxy-2,3-cis-flavan 102603-51-0 C26H28O8S
(+/-)-3-p-Toluolsulfonyloxy-7,8,3',4'-tetramethoxy-2,3-cis-flavan
—— 2-(3,4-Dimethoxy-phenyl)-3,6,7-trimethoxy-chromene-4,5,8-trione 61523-55-5 C20H18O9
2-(3,4-Dimethoxy-phenyl)-3,6,7-trimethoxy-chromene-4,5,8-trione
—— [(2R,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-fluorophenyl)prop-2-enoate 217661-70-6 C41H44FO21
[(2R,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-fluorophenyl)prop-2-enoate
—— 3-bromo-2-methoxyoctacetylnaringin 1415983-01-5 C44H49BrO23
3-bromo-2-methoxyoctacetylnaringin
—— 5-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-morpholino-4H-chromen-4-one 1610737-94-4 C40H35NO6
5-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-morpholino-4H-chromen-4-one
—— 3,7,4'-triacetoxy epicatechin 1071725-98-8 C21H20O9
3,7,4'-triacetoxy epicatechin
—— 5-(N-Acetyl)amino-2-[4-(N-acetyl)amino]phenyl-4H-benzopyran-4-one 130599-50-7 C19H16N2O4
5-(N-Acetyl)amino-2-[4-(N-acetyl)amino]phenyl-4H-benzopyran-4-one
—— (2R,3R)-ethyl 3-fluoro-4-oxo-2-(4-(trifluoromethyl)phenyl)-3,4-dihydro-2H-chromene-3-carboxylate 1207514-87-1 C19H14F4O4
(2R,3R)-ethyl 3-fluoro-4-oxo-2-(4-(trifluoromethyl)phenyl)-3,4-dihydro-2H-chromene-3-carboxylate
—— 2'-(2,3-di-O-Acetyl-β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone 174456-38-3 C27H28O11
2'-(2,3-di-O-Acetyl-β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone
—— 1433587-58-6 C15H11NO4
—— 5S-(-)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 1157856-51-3 C30H31NO4
5S-(-)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
—— 1089147-05-6 C56H53N5O10
—— (2R,3S)-2-(2,4-difluoro-5-hydroxyphenyl)chroman-3,5,7-triol 1256550-85-2 C15H12F2O5
(2R,3S)-2-(2,4-difluoro-5-hydroxyphenyl)chroman-3,5,7-triol
—— 3-acetyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one 1402841-87-5 C20H15N3O4
3-acetyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one
—— 4H-1-Benzopyran-4-one, 2-(3-methoxyphenyl)-,(2,4-dinitrophenyl)hydrazone 902149-11-5 C22H16N4O6
4H-1-Benzopyran-4-one, 2-(3-methoxyphenyl)-,(2,4-dinitrophenyl)hydrazone
—— (+/-)-5,7-dihydroxy-3',4'-methylenedioxy-8-(3,3-dimethylallyl)-flavanone 1075171-26-4 C21H20O6
(+/-)-5,7-dihydroxy-3',4'-methylenedioxy-8-(3,3-dimethylallyl)-flavanone
—— macaflavanone F 1075194-69-2 C30H36O6
macaflavanone F
—— 2-acetoxy-2-(4-methoxyphenyl)-3(2H)-benzofuranone 73867-53-5 C17H14O5
2-acetoxy-2-(4-methoxyphenyl)-3(2H)-benzofuranone