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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
—— 4-chloro-2-(3-chlorophenyl)-2H-chromene 870105-50-3 C15H10Cl2O
4-chloro-2-(3-chlorophenyl)-2H-chromene
—— [(2R,3S,4S,5R,6S)-6-[6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)propanoate 1370444-32-8 C43H50O22
[(2R,3S,4S,5R,6S)-6-[6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)propanoate
—— 2-(4-Methoxyphenyl)-3-methyl-8-(prop-1-en-1-yl)-4H-1-benzopyran-4-one 90101-79-4 C20H18O3
2-(4-Methoxyphenyl)-3-methyl-8-(prop-1-en-1-yl)-4H-1-benzopyran-4-one
—— myricetin-3-O-L-rhamnoside 17912-87-7 C21H20O12
myricetin-3-O-L-rhamnoside
—— 4',5,6,7,8-pentamethoxy-2-flavene 1443134-15-3 C20H22O6
4',5,6,7,8-pentamethoxy-2-flavene
—— 5-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid 157407-84-6 C27H28O15
5-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
—— 2',2'''-biflavone 20081-49-6 C30H18O4
2',2'''-biflavone
—— 3-O-methylquercetin 7-O-beta-glucopyranosyl-4'-O-beta-D-glucopyranoside 47858-32-2 C28H32O17
3-O-methylquercetin 7-O-beta-glucopyranosyl-4'-O-beta-D-glucopyranoside
—— 5,7-Dihydroxy-8-C-prenyl-3',4',5'-trimethyoxyflavanon 62252-11-3 C23H26O7
5,7-Dihydroxy-8-C-prenyl-3',4',5'-trimethyoxyflavanon
—— Ophioglonol 4'-O-beta-D-glucopyranoside 850754-69-7 C22H22O12
Ophioglonol 4'-O-beta-D-glucopyranoside
—— 4',4''',5,5'',7,7''-hexamethoxy-3',3'''-biflavone 98947-45-6 C36H30O10
4',4''',5,5'',7,7''-hexamethoxy-3',3'''-biflavone
—— 7-[(1-Benzyltriazol-4-yl)methoxy]-2-phenyl-2,3-dihydrochromen-4-one 1394289-71-4 C25H21N3O3
7-[(1-Benzyltriazol-4-yl)methoxy]-2-phenyl-2,3-dihydrochromen-4-one
—— 7-[(1-Benzyltriazol-4-yl)methoxy]-2-(4-chlorophenyl)-2,3-dihydrochromen-4-one 1394289-72-5 C25H20ClN3O3
7-[(1-Benzyltriazol-4-yl)methoxy]-2-(4-chlorophenyl)-2,3-dihydrochromen-4-one
—— 7-[(1-Hexyltriazol-4-yl)methoxy]-2-(4-propan-2-ylphenyl)-2,3-dihydrochromen-4-one 1394289-70-3 C27H33N3O3
7-[(1-Hexyltriazol-4-yl)methoxy]-2-(4-propan-2-ylphenyl)-2,3-dihydrochromen-4-one
—— 7-[(1-Hexyltriazol-4-yl)methoxy]-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one 1394289-69-0 C25H29N3O4
7-[(1-Hexyltriazol-4-yl)methoxy]-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— 2-(4-Bromophenyl)-7-[(1-hexyltriazol-4-yl)methoxy]-2,3-dihydrochromen-4-one 1394289-68-9 C24H26BrN3O3
2-(4-Bromophenyl)-7-[(1-hexyltriazol-4-yl)methoxy]-2,3-dihydrochromen-4-one
—— 2-(4-Bromophenyl)-7-[[1-[(4-bromophenyl)methyl]triazol-4-yl]methoxy]-2,3-dihydrochromen-4-one 1394289-75-8 C25H19Br2N3O3
2-(4-Bromophenyl)-7-[[1-[(4-bromophenyl)methyl]triazol-4-yl]methoxy]-2,3-dihydrochromen-4-one
—— 7-[[1-[(4-Bromophenyl)methyl]triazol-4-yl]methoxy]-2-(4-propan-2-ylphenyl)-2,3-dihydrochromen-4-one 1394289-76-9 C28H26BrN3O3
7-[[1-[(4-Bromophenyl)methyl]triazol-4-yl]methoxy]-2-(4-propan-2-ylphenyl)-2,3-dihydrochromen-4-one
—— 7-[(1-Hexyltriazol-4-yl)methoxy]-2-phenyl-2,3-dihydrochromen-4-one 1394289-67-8 C24H27N3O3
7-[(1-Hexyltriazol-4-yl)methoxy]-2-phenyl-2,3-dihydrochromen-4-one
—— 7-[(1-Benzyltriazol-4-yl)methoxy]-2-(4-propan-2-ylphenyl)-2,3-dihydrochromen-4-one 1394289-73-6 C28H27N3O3
7-[(1-Benzyltriazol-4-yl)methoxy]-2-(4-propan-2-ylphenyl)-2,3-dihydrochromen-4-one
—— 3-amino-2-phenyl-3,4-dihydro-2H-chromen-4-ol;hydrochloride 6965-54-4 C15H16ClNO2
3-amino-2-phenyl-3,4-dihydro-2H-chromen-4-ol;hydrochloride
—— 2-(3,6,7-Trihydroxy-chroman-4-one 6270-97-9 C15H12O7
2-(3,6,7-Trihydroxy-chroman-4-one
—— Cobalt;2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-dimethoxychromen-4-one 7621-88-7 C19H18CoO7
Cobalt;2-(3,4-dimethoxyphenyl)-5-hydroxy-3,7-dimethoxychromen-4-one
—— 2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one 7596-10-3 C19H18O7Zn+2
2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one
—— 7596-77-2 C19H18O7Sn
—— 2-(Diethylamino)ethyl (2Z)-3-(4-oxo-2-phenyl-4H-1-benzopyran-8-yl)prop-2-enoate 87626-87-7 C24H25NO4
2-(Diethylamino)ethyl (2Z)-3-(4-oxo-2-phenyl-4H-1-benzopyran-8-yl)prop-2-enoate
—— kaempferol 3-O-[α-L-rhamnopyranosyl-(1->-2)-α-L-arabinopyranoside]-7-O-α-L-rhamnopyranoside 1332699-45-2 C32H38O18
kaempferol 3-O-[α-L-rhamnopyranosyl-(1->-2)-α-L-arabinopyranoside]-7-O-α-L-rhamnopyranoside
—— quercetin 3-O-[α-L-rhamnopyranosyl-(1->-2)-α-L-arabinopyranoside]-7-O-α-L-rhamnopyranoside 1332699-43-0 C32H38O19
quercetin 3-O-[α-L-rhamnopyranosyl-(1->-2)-α-L-arabinopyranoside]-7-O-α-L-rhamnopyranoside
—— Ascorutin 8067-12-7 C33H38O22
Ascorutin
—— 4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-phenyl-2H-chromen-6-ol 1352308-00-9 C30H33NO3
4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-phenyl-2H-chromen-6-ol
—— (2R)-6-fluoro-2-phenyl-2H-chromene-3-carbaldehyde 1334997-81-7 C16H11FO2
(2R)-6-fluoro-2-phenyl-2H-chromene-3-carbaldehyde
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-propylbenzoyl)]glucosyl-4H-chromen-4-one 1246840-66-3 C41H40O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-propylbenzoyl)]glucosyl-4H-chromen-4-one
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-fluorobenzoyl)]glucosyl-4H-chromen-4-one 1246840-67-4 C35H26F2O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-fluorobenzoyl)]glucosyl-4H-chromen-4-one
—— 4',7-dihydroxy-3'-methoxyflavanone 137297-47-3 C16H14O5
4',7-dihydroxy-3'-methoxyflavanone
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)]glucosyl-4H-chromen-4-one 1246840-68-5 C37H30F2O14
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)]glucosyl-4H-chromen-4-one
—— 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-ethoxybenzoyl)]glucosyl-4H-chromen-4-one 1246840-65-2 C39H36O16
2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-ethoxybenzoyl)]glucosyl-4H-chromen-4-one
—— Cyanidin 3-xylosyl(feruloylglucosyl)galactoside 142561-99-7 C42H47O23+
Cyanidin 3-xylosyl(feruloylglucosyl)galactoside
—— 7-[[6-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]oxy]-5-hydroxy-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one 289915-88-4 C30H36O16
7-[[6-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]oxy]-5-hydroxy-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one
—— (E)-((2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-2-yl)methyl 3-(4-(benzyloxy)phenyl)acrylate 1344995-07-8 C86H74O14
(E)-((2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-2-yl)methyl 3-(4-(benzyloxy)phenyl)acrylate
—— 3',4',5,7-tetra-O-benzyl-3-O-(2'',3'',4''-tri-O-benzyl-6''-O-tert-butyl diphenylsilyl-β-D-glucopyranosyl)quercetin 1344995-06-7 C86H80O12Si
3',4',5,7-tetra-O-benzyl-3-O-(2'',3'',4''-tri-O-benzyl-6''-O-tert-butyl diphenylsilyl-β-D-glucopyranosyl)quercetin
—— 3-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, O-(3-sulphopropyl) derivative, sodium salt 29595-59-3 C30H35NaO19S
3-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, O-(3-sulphopropyl) derivative, sodium salt
—— Myricetin 3'-rhamnoside 38537-01-8 C21H20O12
Myricetin 3'-rhamnoside
—— Vicenin 1 35927-38-9 C26H28O14
Vicenin 1
—— 2-(4-(dimethylamino)phenyl)-6,7-dimethyl-4H-chromen-4-one 1353224-49-3 C19H19NO2
2-(4-(dimethylamino)phenyl)-6,7-dimethyl-4H-chromen-4-one
—— 2-(2,4-dihydroxyphenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one 1353224-20-0 C17H14O5
2-(2,4-dihydroxyphenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one
—— 2-(4-(dimethylamino)phenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one 1353224-46-0 C19H19NO3
2-(4-(dimethylamino)phenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one
—— 2-(4-(benzyloxy)-3-methoxyphenyl)-6,7-dimethyl-4H-chromen-4-one 1353223-86-5 C25H22O4
2-(4-(benzyloxy)-3-methoxyphenyl)-6,7-dimethyl-4H-chromen-4-one
—— 3-hydroxy-6.7-dimethylphenyl-2-(3-methoxy-4-(pyrrolidin-1-yl)phenyl)-4H-chromen-4-one 1353224-65-3 C22H23NO4
3-hydroxy-6.7-dimethylphenyl-2-(3-methoxy-4-(pyrrolidin-1-yl)phenyl)-4H-chromen-4-one
—— 2-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one 1353223-88-7 C25H22O5
2-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one
—— 3-hydroxy-6.7-dimethylphenyl-2-(3-hydroxy-4-(pyrrolidin-1-yl)phenyl)-4H-chromen-4-one 1353224-67-5 C21H21NO4
3-hydroxy-6.7-dimethylphenyl-2-(3-hydroxy-4-(pyrrolidin-1-yl)phenyl)-4H-chromen-4-one