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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
—— Ethyl-4'-methoxy-7-flavon-3-ol-oxyacetat 24700-29-6 C20H18O7
Ethyl-4'-methoxy-7-flavon-3-ol-oxyacetat
—— 6-morpholin-4-yl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide 1219446-23-7 C26H20F3N3O4
6-morpholin-4-yl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide
—— 2-(4-Methoxy-phenyl)-8-phenyl-chroman-4-one 87241-82-5 C22H18O3
2-(4-Methoxy-phenyl)-8-phenyl-chroman-4-one
—— (2S,3R)-3-Chloro-2-(4-chloro-phenyl)-7-methoxy-3-nitro-chroman-4-one 143468-44-4 C16H11Cl2NO5
(2S,3R)-3-Chloro-2-(4-chloro-phenyl)-7-methoxy-3-nitro-chroman-4-one
—— 3-(cyanomethyl)-4'-methoxyflavone 80907-33-1 C18H13NO3
3-(cyanomethyl)-4'-methoxyflavone
—— 7-decyl-3,2',3',5'-tetramethoxyflavone 1354708-23-8 C29H38O6
7-decyl-3,2',3',5'-tetramethoxyflavone
—— Acetic acid 2-(4-benzyloxy-phenyl)-3-hydroxy-7-methoxy-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester 154048-06-3 C32H26O10S
Acetic acid 2-(4-benzyloxy-phenyl)-3-hydroxy-7-methoxy-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester
—— 3-(3,4-dimethoxy-phenyl)-7-(3,5,7-trimethoxy-4-oxo-4<i>H</i>-chromen-2-yl)-2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid ethyl ester 36194-43-1 C31H30O11
3-(3,4-dimethoxy-phenyl)-7-(3,5,7-trimethoxy-4-oxo-4<i>H</i>-chromen-2-yl)-2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid ethyl ester
—— 7-(phenyl)-7-(3-fluorophenyl)-7H-2-methyl-2,3-dihydrofuro[3',2',:5,6]naphtho[2,1-b]pyran 173301-05-8 C28H21FO2
7-(phenyl)-7-(3-fluorophenyl)-7H-2-methyl-2,3-dihydrofuro[3',2',:5,6]naphtho[2,1-b]pyran
—— 8-Phenyl-2-p-tolyl-chroman-4-one 87241-81-4 C22H18O2
8-Phenyl-2-p-tolyl-chroman-4-one
—— 3-(4-acryloyloxyphenyl)-3-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran 943246-66-0 C29H22O4
3-(4-acryloyloxyphenyl)-3-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran
—— 8-allyl-2-(4-chlorophenyl)-7-(methoxymethoxy)chroman-4-one 1134396-42-1 C20H19ClO4
8-allyl-2-(4-chlorophenyl)-7-(methoxymethoxy)chroman-4-one
—— 5,7-diethoxy-2-(3-ethoxy-4,5-dimethoxy-phenyl)-3,6-dimethoxy-chromen-4-one 30250-31-8 C25H30O9
5,7-diethoxy-2-(3-ethoxy-4,5-dimethoxy-phenyl)-3,6-dimethoxy-chromen-4-one
—— 25356-08-5 C16H13BrO2
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-morpholin-4-ylpyridine-2-carboxamide 1219446-26-0 C25H20ClN3O4
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-morpholin-4-ylpyridine-2-carboxamide
—— N-[2-(2-bromophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-18-7 C19H11BrN2O3S
N-[2-(2-bromophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 5-Amino-6,8-difluoro-2-[3-fluoro-4-(3-methylthiopropylamino)phenyl]-4H-1-benzopyran-4-one 152836-13-0 C19H17F3N2O2S
5-Amino-6,8-difluoro-2-[3-fluoro-4-(3-methylthiopropylamino)phenyl]-4H-1-benzopyran-4-one
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,22-trioxahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]-21-ol 1268817-03-3 C44H42O6
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,22-trioxahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]-21-ol
—— 1224255-92-8 C24H20Cl2O9
—— 6-(2-hydroxy-3-isopropylamino-propoxy)-3-methyl-2-phenyl-chromen-4-one 37933-64-5 C22H25NO4
6-(2-hydroxy-3-isopropylamino-propoxy)-3-methyl-2-phenyl-chromen-4-one
—— 3,7-Dimethoxy-flavon-2'-carbonsaeure 29417-54-7 C18H14O6
3,7-Dimethoxy-flavon-2'-carbonsaeure
—— 25297-07-8 C16H13ClO2
—— (2S,3R)-3-Chloro-2-(3-methoxy-phenyl)-3-nitro-chroman-4-one 143468-39-7 C16H12ClNO5
(2S,3R)-3-Chloro-2-(3-methoxy-phenyl)-3-nitro-chroman-4-one
—— 2-[(4-imidazol-1-yl)-phenyl]-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one 1187016-35-8 C27H21N3O4
2-[(4-imidazol-1-yl)-phenyl]-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one
—— 3,3-bis(4-fluorophenyl)-5,7-di(trifluoromethyl)-10-bromo-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1380855-39-9 C36H21BrF8O
3,3-bis(4-fluorophenyl)-5,7-di(trifluoromethyl)-10-bromo-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 5,6,7,2',3'-Pentamethoxy-flavon 23806-74-8 C20H20O7
5,6,7,2',3'-Pentamethoxy-flavon
—— <i>N</i>-(3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-7-yl)-2-morpholin-4-yl-acetamide 56822-79-8 C22H22N2O4
<i>N</i>-(3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-7-yl)-2-morpholin-4-yl-acetamide
—— 2-(4-bromo-2-methoxyphenyl)-3-hydroxychroman-4-one 1233689-68-3 C16H13BrO4
2-(4-bromo-2-methoxyphenyl)-3-hydroxychroman-4-one
—— Ethyl-3'-chlor-7-flavon-3-ol-oxyacetat 24700-00-3 C19H15ClO6
Ethyl-3'-chlor-7-flavon-3-ol-oxyacetat
—— 7,8-Dimethoxy-3-(methoxycarbonyl)-2-phenyl-4H-benzopyran-4-one 88685-89-6 C19H16O6
7,8-Dimethoxy-3-(methoxycarbonyl)-2-phenyl-4H-benzopyran-4-one
—— Isozapotinin 24457-52-1 C18H16O6
Isozapotinin
—— 2-(3-benzyloxy-4,5-dimethoxy-phenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one 30250-29-4 C26H24O9
2-(3-benzyloxy-4,5-dimethoxy-phenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one
—— 6-methoxy-3',4',5,7-tetraacetoxyflavone 22346-49-2 C24H20O11
6-methoxy-3',4',5,7-tetraacetoxyflavone
—— Acetic acid 7-acetoxy-2-(3-benzyloxy-4-methoxy-phenyl)-3,8-dimethoxy-4-oxo-4H-chromen-5-yl ester 25096-28-0 C29H26O10
Acetic acid 7-acetoxy-2-(3-benzyloxy-4-methoxy-phenyl)-3,8-dimethoxy-4-oxo-4H-chromen-5-yl ester
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-79-0 C19H11ClN2O3S
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— Trimethyl-isoorientin-tetraacetat 38971-16-3 C34H36O16
Trimethyl-isoorientin-tetraacetat
—— 4''',7-Di-O-methylagathisflavon tetraacetat 63088-11-9 C40H30O14
4''',7-Di-O-methylagathisflavon tetraacetat
—— 5-acetoxy-3,7-bis-benzyloxy-2-(4-benzyloxy-3-hydroxy-phenyl)-chromen-4-one 103511-81-5 C38H30O8
5-acetoxy-3,7-bis-benzyloxy-2-(4-benzyloxy-3-hydroxy-phenyl)-chromen-4-one
—— 1216959-09-9 C34H34O7
—— 7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4-oxo-4H-chromen-3-yl 3,4,5-tris(benzyloxy)benzoate 1355333-57-1 C64H50O11
7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4-oxo-4H-chromen-3-yl 3,4,5-tris(benzyloxy)benzoate
—— 25297-06-7 C16H13BrO2
—— 5,4'-diacetoxy-3,6,7,3'-tetramethoxyflavone 1061-75-2 C23H22O10
5,4'-diacetoxy-3,6,7,3'-tetramethoxyflavone
—— 2-(7-hydroxy-2-(4-nitrophenyl)-4-oxo-4H-chromen-5-yl)acetic acid 1389342-14-6 C17H11NO7
2-(7-hydroxy-2-(4-nitrophenyl)-4-oxo-4H-chromen-5-yl)acetic acid
—— (+/-)-3<i>c</i>-Methoxy-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4<i>c</i>-ol 111066-03-6 C18H20O4
(+/-)-3<i>c</i>-Methoxy-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4<i>c</i>-ol
—— 7-allyloxy-2-(3,4-dimethoxy-phenyl)-3-methoxy-chromen-4-one 102474-21-5 C21H20O6
7-allyloxy-2-(3,4-dimethoxy-phenyl)-3-methoxy-chromen-4-one
—— 2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-8-[2-oxo-2-(2,4,6-trimethoxy-phenyl)-ethyl]-chromen-4-one 39690-16-9 C30H30O10
2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-8-[2-oxo-2-(2,4,6-trimethoxy-phenyl)-ethyl]-chromen-4-one
—— 7-O-Methylcupressuflavon pentaacetat 41679-08-7 C41H30O15
7-O-Methylcupressuflavon pentaacetat
—— 25297-05-6 C17H16O2
—— 29617-70-7 C30H32O17
—— Acetic acid 7-acetoxy-3,6-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-5-yl ester 30250-36-3 C24H24O11
Acetic acid 7-acetoxy-3,6-dimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-5-yl ester