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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
—— 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-(2-hydroxy-ethoxy)-chromen-4-one 172805-74-2 C32H28O7
7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-(2-hydroxy-ethoxy)-chromen-4-one
—— 1297599-54-2 C34H30O15
—— 1453812-74-2 C16H9F3O6S
—— 3'-chloro-2'-benzyloxy-5,7-dihydroxy-3-methoxyflavone 80352-55-2 C23H17ClO6
3'-chloro-2'-benzyloxy-5,7-dihydroxy-3-methoxyflavone
—— kaempferol 3-O-rhamninoside 83170-31-4 C33H40O19
kaempferol 3-O-rhamninoside
—— 1-[3-Methyl-7-(2-Methylallyloxy)flavon-8-yl]-3-(3-Methoxy-Phenyl)-Propen-1-one 329913-48-6 C30H26O5
1-[3-Methyl-7-(2-Methylallyloxy)flavon-8-yl]-3-(3-Methoxy-Phenyl)-Propen-1-one
—— (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-4-(benzoyloxy)-6-((5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,5-diyl diacetate 1309453-97-1 C62H54O16
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-4-(benzoyloxy)-6-((5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,5-diyl diacetate
—— 2-[5-(2,4-Dimethoxyphenyl)-2-thienyl]-4H-1-benzopyran-4-one 654067-72-8 C21H16O4S
2-[5-(2,4-Dimethoxyphenyl)-2-thienyl]-4H-1-benzopyran-4-one
—— 1542609-33-5 C47H54O29
—— 7-(1,1-Dimethyl-propargyloxy)-flavon 71686-61-8 C20H16O3
7-(1,1-Dimethyl-propargyloxy)-flavon
—— (2R,3R)-cis-3-acetoxy-4',6-dimethoxyflavan 1196870-57-1 C19H20O5
(2R,3R)-cis-3-acetoxy-4',6-dimethoxyflavan
—— 7-(dimethylamino)-2-(4-methoxyphenyl)-4H-chromen-4-one 94005-12-6 C18H17NO3
7-(dimethylamino)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 3-<(diethylamino)ethyl>-3',4',5,7-tetra-O-ethylquercetin hydrochloride 82547-02-2 C29H39NO7*ClH
3-<(diethylamino)ethyl>-3',4',5,7-tetra-O-ethylquercetin hydrochloride
—— 7-Hydroxy-3-methyl-8-morpholinomethyl-2-phenyl-chromon 102475-13-8 C21H21NO4
7-Hydroxy-3-methyl-8-morpholinomethyl-2-phenyl-chromon
—— 5-methoxy-2-(4-methoxyphenyl)-7-(((2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-(methoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one 70522-70-2 C27H32O10
5-methoxy-2-(4-methoxyphenyl)-7-(((2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-(methoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
—— 1542609-23-3 C47H54O29
—— 2-(3-acetoxy-phenyl)-6-diacetylamino-chromen-4-one 119881-50-4 C21H17NO6
2-(3-acetoxy-phenyl)-6-diacetylamino-chromen-4-one
—— 5-Oxo-2-phenyl-5H-1-oxa-pyrene-4-carboxylic acid isopropyl ester 38159-05-6 C25H18O4
5-Oxo-2-phenyl-5H-1-oxa-pyrene-4-carboxylic acid isopropyl ester
—— 6,8-Di-C-β-D-glucopyranosylacacetin 28234-99-3 C28H32O15
6,8-Di-C-β-D-glucopyranosylacacetin
—— Dihydro-isoanhydroicaritin 28610-33-5 C21H22O6
Dihydro-isoanhydroicaritin
—— N-[3-Methoxy-2-(2-methoxy-phenyl)-4-oxo-4H-chromen-7-yl]-acetamide 27500-16-9 C19H17NO5
N-[3-Methoxy-2-(2-methoxy-phenyl)-4-oxo-4H-chromen-7-yl]-acetamide
—— N-(3-Methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)-acetamide 27500-12-5 C18H15NO4
N-(3-Methoxy-4-oxo-2-phenyl-4H-chromen-7-yl)-acetamide
—— 2-(2-Methyl-benzothiazol-5-yl)-chromen-4-one 29808-15-9 C17H11NO2S
2-(2-Methyl-benzothiazol-5-yl)-chromen-4-one
—— 4'-benzyloxy-3,6,7,8-tetramethoxy-5-trifluoromethanesulfonyloxy-flavone 1266729-27-4 C27H23F3O10S
4'-benzyloxy-3,6,7,8-tetramethoxy-5-trifluoromethanesulfonyloxy-flavone
—— 3-chloro-4'-methoxyflavanone 75630-76-1 C16H13ClO3
3-chloro-4'-methoxyflavanone
—— 2-(3,4,5-tris(benzyloxy)phenyl)chroman-3-ol 896121-48-5 C36H32O5
2-(3,4,5-tris(benzyloxy)phenyl)chroman-3-ol
—— 4-[2-(5-Hydroxy-4-oxo-chroman-2-yl)-eth-(Z)-ylidene]-2-phenyl-4H-thiazol-5-one 78646-30-7 C20H15NO4S
4-[2-(5-Hydroxy-4-oxo-chroman-2-yl)-eth-(Z)-ylidene]-2-phenyl-4H-thiazol-5-one
—— 5,7-bisbenzyloxy-2-(3,4-bisbenzyloxyphenyl)-3-(β-D-glucopyranosyloxy)-4H-chromen-4-one 1332833-27-8 C49H44O12
5,7-bisbenzyloxy-2-(3,4-bisbenzyloxyphenyl)-3-(β-D-glucopyranosyloxy)-4H-chromen-4-one
—— 2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-phenyl-1H-[1]benzopyrano[3,4-f]quinazoline 239070-13-4 C25H24N2O2
2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-phenyl-1H-[1]benzopyrano[3,4-f]quinazoline
—— 108887-53-2 C57H58O29
—— 1333244-73-7 C19H13ClN2O2
—— 3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol 23598-10-9 C43H40O16
3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol
—— 6-(2-Amino-6-benzo[1,3]dioxol-5-yl-pyrimidin-4-yl)-8-methyl-2-phenyl-chroman-7-ol 116625-96-8 C27H23N3O4
6-(2-Amino-6-benzo[1,3]dioxol-5-yl-pyrimidin-4-yl)-8-methyl-2-phenyl-chroman-7-ol
—— N-[(1,5-dimethyl-1H-pyrazol-4-yl)methyl]-2-[[(2R)-2-(3-fluorophenyl)-3,4-dihydro-2H-1-benzopyran-6-yl]oxy]-5-thiazolecarboxamide 1279038-00-4 C25H23FN4O3S
N-[(1,5-dimethyl-1H-pyrazol-4-yl)methyl]-2-[[(2R)-2-(3-fluorophenyl)-3,4-dihydro-2H-1-benzopyran-6-yl]oxy]-5-thiazolecarboxamide
—— Acetic acid 2-(4-acetoxy-3-methoxy-phenyl)-5,7-dimethoxy-6-methoxymethoxy-4-oxo-4H-chromen-3-yl ester 170234-95-4 C24H24O11
Acetic acid 2-(4-acetoxy-3-methoxy-phenyl)-5,7-dimethoxy-6-methoxymethoxy-4-oxo-4H-chromen-3-yl ester
—— 3'-Benzyl-diosmetin 102593-81-7 C23H18O6
3'-Benzyl-diosmetin
—— Neohesperidosyl-6 tetrahydroxy-3',4,4',6 amon 34770-39-3 C27H30O15
Neohesperidosyl-6 tetrahydroxy-3',4,4',6 amon
—— (2R,3S,4S)-4-(1,3,5-tri-O-methylphloroglucinol)-5,7,3',4'-tetra-O-methylflavan-3-ol 78284-48-7 C28H32O9
(2R,3S,4S)-4-(1,3,5-tri-O-methylphloroglucinol)-5,7,3',4'-tetra-O-methylflavan-3-ol
—— trans-(2S,3R)-3-acetoxy-7-hydroxy-4'-methoxyflavan 1196870-72-0 C18H18O5
trans-(2S,3R)-3-acetoxy-7-hydroxy-4'-methoxyflavan
—— 3',5'-Dichlor-5,7-dihydroxy-3,4'-dimethoxyflavon 24527-00-2 C17H12Cl2O6
3',5'-Dichlor-5,7-dihydroxy-3,4'-dimethoxyflavon
—— [8-(4-methoxybenzoyl)oxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl] 4-methoxybenzoate 110865-11-7 C32H24O9
[8-(4-methoxybenzoyl)oxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl] 4-methoxybenzoate
—— 5,7,4'-trihydroxyflavanone N-phenyl hydrazone 1334290-11-7 C21H18N2O4
5,7,4'-trihydroxyflavanone N-phenyl hydrazone
—— 7,3',4'-trimethoxyflavan-4-ol 20046-13-3 C18H20O5
7,3',4'-trimethoxyflavan-4-ol
—— 6-methoxy-2-(4-methoxy-phenyl)-2-methyl-benzofuran-3-one 25826-68-0 C17H16O4
6-methoxy-2-(4-methoxy-phenyl)-2-methyl-benzofuran-3-one
—— 1451075-60-7 C59H39N5NiO2
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21-(trifluoromethyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19(24),20,22-nonaene-18,3'-cyclohexane] 1259401-22-3 C47H45F3O5
8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21-(trifluoromethyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19(24),20,22-nonaene-18,3'-cyclohexane]
—— (2R,3aS,4R,9bR)-8-hydroxy-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene-2-carbonitrile 787622-34-8 C19H17NO3
(2R,3aS,4R,9bR)-8-hydroxy-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene-2-carbonitrile
—— 6-mesyloxyflavone 796-85-0 C16H12O5S
6-mesyloxyflavone
—— 1-[N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)]-4-[3-O-methylene-(7,5,4’-trimethoxy flavonol)]-[1,2,3]-triazole 1469989-89-6 C35H37N3O15
1-[N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)]-4-[3-O-methylene-(7,5,4’-trimethoxy flavonol)]-[1,2,3]-triazole
—— 3-Hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-5,7-dimethoxy-6-methoxymethoxy-chromen-4-one 170234-72-7 C20H20O9
3-Hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-5,7-dimethoxy-6-methoxymethoxy-chromen-4-one