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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
—— tert-butyl [(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]carbamate 1092938-93-6 C24H29N3O3
tert-butyl [(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]carbamate
—— 3,5,7-trihydroxy-6-methyl-2-phenyl-chromen-4-one 858250-35-8 C16H12O5
3,5,7-trihydroxy-6-methyl-2-phenyl-chromen-4-one
—— Acetic acid 5,7-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-6-yl ester 98452-85-8 C22H22O9
Acetic acid 5,7-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-6-yl ester
—— Pratensin A 142609-00-5 C23H22O9
Pratensin A
—— 5,8-dihydroxy-3,4',6,7-tetramethoxyflavone 50461-92-2 C19H18O8
5,8-dihydroxy-3,4',6,7-tetramethoxyflavone
—— 4',5,6,7-tetrahydroxy-3',5'-dimethoxyflavone 141250-36-4 C17H14O8
4',5,6,7-tetrahydroxy-3',5'-dimethoxyflavone
—— 3',4',5,6,7-pentahydroxy-5'-methoxyflavone 141250-34-2 C16H12O8
3',4',5,6,7-pentahydroxy-5'-methoxyflavone
—— (8S)-N-(2-methoxyethyl)-N,2,3-trimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1224893-55-3 C24H29N3O3
(8S)-N-(2-methoxyethyl)-N,2,3-trimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 6-hydroxy-5-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 858800-92-7 C17H14O5
6-hydroxy-5-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 858800-64-3 C18H16O5
5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 3,4',7-Triacetoxy-flavon 20189-92-8 C21H16O8
3,4',7-Triacetoxy-flavon
—— 3-fluoro-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 1394018-31-5 C18H15FO5
3-fluoro-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— (+/-)-4',7-Dihydroxy-flavan-4-ol 92549-54-7 C15H14O4
(+/-)-4',7-Dihydroxy-flavan-4-ol
—— 4'-hydroxy-3'-carboxyflavone 126342-64-1 C16H10O5
4'-hydroxy-3'-carboxyflavone
—— 6,4'-dihydroxy-3'-carboxyflavone 126342-65-2 C16H10O6
6,4'-dihydroxy-3'-carboxyflavone
—— 5-O-hexanoyl-7-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) apigenin 1145669-50-6 C82H68O22
5-O-hexanoyl-7-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) apigenin
—— 2-(4-benzyloxy-phenyl)-7-methoxy-chromen-4-one 66715-17-1 C23H18O4
2-(4-benzyloxy-phenyl)-7-methoxy-chromen-4-one
—— 2-(4-acetoxy-phenyl)-7-methoxy-chromen-4-one 32272-24-5 C18H14O5
2-(4-acetoxy-phenyl)-7-methoxy-chromen-4-one
—— 7-Methoxy-4'-<2-morpholino-aethoxy>-flavon 112864-32-1 C22H23NO5
7-Methoxy-4'-<2-morpholino-aethoxy>-flavon
—— tectochrysin 5-glucoside 128508-07-6 C22H22O9
tectochrysin 5-glucoside
—— 5-hydroxy-6-bromo-7-methoxy-flavone 1215208-39-1 C16H11BrO4
5-hydroxy-6-bromo-7-methoxy-flavone
—— 2-(5-bromo-2-methoxyphenyl)-3-hydroxy-4H-chromen-4-one 1443430-14-5 C16H11BrO4
2-(5-bromo-2-methoxyphenyl)-3-hydroxy-4H-chromen-4-one
—— 2-(5-bromo-2-methoxyphenyl)chroman-4-one 325779-18-8 C16H13BrO3
2-(5-bromo-2-methoxyphenyl)chroman-4-one
—— 2-[8-allyl-3-nitro-4-oxo-4H-1-benzopyran-2-yl]benzoic acid methyl ester 596108-56-4 C20H15NO6
2-[8-allyl-3-nitro-4-oxo-4H-1-benzopyran-2-yl]benzoic acid methyl ester
—— 7-cinnamyloxychrysin 130592-33-5 C24H18O4
7-cinnamyloxychrysin
—— 4-oxo-2-(3-(trifluoromethyl)phenyl)-4H-chromene-8-carbonyl chloride 1219446-82-8 C17H8ClF3O3
4-oxo-2-(3-(trifluoromethyl)phenyl)-4H-chromene-8-carbonyl chloride
—— 5,6-Diacetoxy-3,3',4',7-tetramethoxy-flavon 72947-59-2 C23H22O10
5,6-Diacetoxy-3,3',4',7-tetramethoxy-flavon
—— 7-hydroxy-6,3',4'-trimethoxyflavone 118793-57-0 C18H16O6
7-hydroxy-6,3',4'-trimethoxyflavone
—— 2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-chromen-4-one 108971-88-6 C17H14O5
2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-6-methoxy-4H-chromen-4-one 1628164-42-0 C16H12O5
2-(3,4-dihydroxyphenyl)-6-methoxy-4H-chromen-4-one
—— cyanidin 3-glucoside 1178870-99-9 C21H20O11
cyanidin 3-glucoside
—— 6-methoxy-2-(4-nitrophenyl)-4-oxo-4H-benzopyran-3-carboxylic acid 132018-20-3 C17H11NO7
6-methoxy-2-(4-nitrophenyl)-4-oxo-4H-benzopyran-3-carboxylic acid
—— 6-methoxy-3',8,-dinitroflavone 158555-25-0 C16H10N2O7
6-methoxy-3',8,-dinitroflavone
—— 6-hydroxy-4',8-dinitroflavone 158555-18-1 C15H8N2O7
6-hydroxy-4',8-dinitroflavone
—— 6-methoxy-4',8-dinitroflavone 158555-15-8 C16H10N2O7
6-methoxy-4',8-dinitroflavone
—— 6-(2-methoxyphenyl) apigenin trimethyl ether 220906-13-8 C25H22O6
6-(2-methoxyphenyl) apigenin trimethyl ether
—— 2-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-6-methoxy-4H-chromen-4-one 3518-25-0 C17H12O6
2-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-6-methoxy-4H-chromen-4-one
—— 2-(4-Hydroxy-phenyl)-3,6-dimethoxy-chromen-4-one 111391-82-3 C17H14O5
2-(4-Hydroxy-phenyl)-3,6-dimethoxy-chromen-4-one
—— 2-(4-acetamidophenyl)-6-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-29-2 C20H17NO6
2-(4-acetamidophenyl)-6-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— 3(S)-(3(R)-nitro-2(R)-p-tolyl-chroman-4-yl)-2-phenyl-1H-indole 1197893-91-6 C30H24N2O3
3(S)-(3(R)-nitro-2(R)-p-tolyl-chroman-4-yl)-2-phenyl-1H-indole
—— (2R,3S,4R)-2-(3,4-Dimethoxy-phenyl)-3,5,7-trimethoxy-4-(2,4,6-trimethoxy-phenyl)-chroman 78284-43-2 C29H34O9
(2R,3S,4R)-2-(3,4-Dimethoxy-phenyl)-3,5,7-trimethoxy-4-(2,4,6-trimethoxy-phenyl)-chroman
—— 5,5'''-bis[3-(p-methoxyphenyl)-[3H]-naphtho[2,1-b]pyran-3-yl]-[2,2',5',2'',5'',2''']-quaterthiophene 402491-87-6 C56H38O4S4
5,5'''-bis[3-(p-methoxyphenyl)-[3H]-naphtho[2,1-b]pyran-3-yl]-[2,2',5',2'',5'',2''']-quaterthiophene
—— (2S)-7-hydroxy-5-methoxyflavan 35290-20-1 C16H16O3
(2S)-7-hydroxy-5-methoxyflavan
—— 3-Methylflavon-8-carbonsaeure-β-piperidino-aethylestersuccinat 28782-19-6 C4H6O4*C24H25NO4
3-Methylflavon-8-carbonsaeure-β-piperidino-aethylestersuccinat
—— N-(4-methoxyphenyl)-2-(4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide 1070399-78-8 C24H19NO5
N-(4-methoxyphenyl)-2-(4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide
—— 2-phenyl-2-(4-dimethylaminophenyl)-5-hydroxymethyl-7,9-dimethoxy-2H-naphtho[1,2-b]pyran 213967-86-3 C30H29NO4
2-phenyl-2-(4-dimethylaminophenyl)-5-hydroxymethyl-7,9-dimethoxy-2H-naphtho[1,2-b]pyran
—— (thiophen-2-yl)methyl 4-oxo-2-p-tolyl-4H-chromene-3-carboxylate 1391042-70-8 C22H16O4S
(thiophen-2-yl)methyl 4-oxo-2-p-tolyl-4H-chromene-3-carboxylate
—— 10-fluoro-6-(4-methoxyphenyl)-6a,7-dihydro-7-(3,4-dimethoxyphenyl)-6H-[1]benzopyrano[3,4-c][1,5]benzothiazepine 1038412-49-5 C31H26FNO4S
10-fluoro-6-(4-methoxyphenyl)-6a,7-dihydro-7-(3,4-dimethoxyphenyl)-6H-[1]benzopyrano[3,4-c][1,5]benzothiazepine
—— ethyl 2-(7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)propanoate 1370734-43-2 C22H22O6
ethyl 2-(7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)propanoate
—— 2-(4-amino-phenyl)-7-methoxy-chromen-4-one 921942-36-1 C16H13NO3
2-(4-amino-phenyl)-7-methoxy-chromen-4-one