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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
—— 8-amino-2-[3-amino-4-(benzyloxy)phenyl]-3-(benzyloxy)-6-methyl-4H-chromen-4-one 372102-14-2 C30H26N2O4
8-amino-2-[3-amino-4-(benzyloxy)phenyl]-3-(benzyloxy)-6-methyl-4H-chromen-4-one
—— 8-bromo-2-(3-chloro-4-methoxyphenyl)-3-methoxy-6-methyl-4H-chromen-4-one 372103-25-8 C18H14BrClO4
8-bromo-2-(3-chloro-4-methoxyphenyl)-3-methoxy-6-methyl-4H-chromen-4-one
—— 2-[2,4-bis(benzyloxy)phenyl]-3-hydroxy-6-methyl-8-nitro-4H-chromen-4-one 372102-54-0 C30H23NO7
2-[2,4-bis(benzyloxy)phenyl]-3-hydroxy-6-methyl-8-nitro-4H-chromen-4-one
—— 2-[4-(benzyloxy)-3-chlorophenyl]-3-hydroxy-6-methyl-8-nitro-4H-chromen-4one 372102-43-7 C23H16ClNO6
2-[4-(benzyloxy)-3-chlorophenyl]-3-hydroxy-6-methyl-8-nitro-4H-chromen-4one
—— 2-(3-Hydroxy-4-oxo-4H-1-benzopyran-2-yl)benzene-1-sulfonic acid 17356-55-7 C15H10O6S
2-(3-Hydroxy-4-oxo-4H-1-benzopyran-2-yl)benzene-1-sulfonic acid
—— 2-(3-fluoro-4-methoxyphenyl)-3-hydroxy-6-methyl-8-nitro-4H-chromen-4-one 372102-10-8 C17H12FNO6
2-(3-fluoro-4-methoxyphenyl)-3-hydroxy-6-methyl-8-nitro-4H-chromen-4-one
—— 8-bromo-2-(3-chloro-4-methoxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one 372103-24-7 C17H12BrClO4
8-bromo-2-(3-chloro-4-methoxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one
—— 2-[4-(benzyloxy)-3-methylphenyl]-3-hydroxy-6-methyl-8-nitro-4H-chromen-4-one 372102-67-5 C24H19NO6
2-[4-(benzyloxy)-3-methylphenyl]-3-hydroxy-6-methyl-8-nitro-4H-chromen-4-one
—— 3-hydroxy-6-(trifluoromethyl)-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441772-97-9 C19H15F3O6
3-hydroxy-6-(trifluoromethyl)-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 3-hydroxy-6-(methylsulfonyl)-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441773-09-6 C19H18O8S
3-hydroxy-6-(methylsulfonyl)-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 5-fluoro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441772-32-2 C18H15FO6
5-fluoro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 8-fluoro-3-hydroxy-4-oxo-2-(2,4,5-trimethoxyphenyl)-4H-chromene-6-carbonitrile 1441772-75-3 C19H14FNO6
8-fluoro-3-hydroxy-4-oxo-2-(2,4,5-trimethoxyphenyl)-4H-chromene-6-carbonitrile
—— 8-fluoro-3-hydroxy-6-nitro-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441772-68-4 C18H14FNO8
8-fluoro-3-hydroxy-6-nitro-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 5,7-difluoro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4Hchromen-4-one 1441772-61-7 C18H14F2O6
5,7-difluoro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4Hchromen-4-one
—— 2-(4-hydroxyphenyl)-3-(1H-imidazol-1-yl)-2H-chromene-5,7-diol 89782-01-4 C18H14N2O4
2-(4-hydroxyphenyl)-3-(1H-imidazol-1-yl)-2H-chromene-5,7-diol
—— 6-ethoxycarbonyl-3-hydroxyflavone 141023-44-1 C18H14O5
6-ethoxycarbonyl-3-hydroxyflavone
—— 8-allyl-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 4412-35-5 C19H16O2
8-allyl-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 6-Chloro-2-(3-chlorophenyl)-4H-chromen-4-one 141109-91-3 C15H8Cl2O2
6-Chloro-2-(3-chlorophenyl)-4H-chromen-4-one
—— quercetin 3-O-(3'-O-p-coumaroyl)-glucoside 67214-04-4 C30H26O14
quercetin 3-O-(3'-O-p-coumaroyl)-glucoside
—— 4-Methylidene-2-phenyl-4H-1-benzopyran-7-ol 479541-80-5 C16H12O2
4-Methylidene-2-phenyl-4H-1-benzopyran-7-ol
—— Upidosin mesylate monohydrate 171894-73-8 C32H39N3O8S
Upidosin mesylate monohydrate
—— 4-[4-(6-Methoxy-3-phenylspiro[benzo[3,4]fluoreno[2,1-b]pyran-13(3H),9a(2)-[9H]fluoren]-3-yl)phenyl]morpholine 251575-74-3 C49H37NO3
4-[4-(6-Methoxy-3-phenylspiro[benzo[3,4]fluoreno[2,1-b]pyran-13(3H),9a(2)-[9H]fluoren]-3-yl)phenyl]morpholine
—— kaempferol-3-O-rhamnoside 22334-39-0 C21H20O10
kaempferol-3-O-rhamnoside
—— 4H-1-Benzopyran-4-one, 2,3-dihydro-2-[4-methoxy-3-[[(phenylamino)carbonyl]oxy]phenyl]- 1386981-02-7 C23H19NO5
4H-1-Benzopyran-4-one, 2,3-dihydro-2-[4-methoxy-3-[[(phenylamino)carbonyl]oxy]phenyl]-
—— 2-methoxy-6-nitro-4-(4-oxochroman-2-yl)phenyl phenylcarbamate 1386981-08-3 C23H18N2O7
2-methoxy-6-nitro-4-(4-oxochroman-2-yl)phenyl phenylcarbamate
—— 3-methyl-2-(2'-fluorophenyl)-4H-benzopyran-4-one 1233713-01-3 C16H11FO2
3-methyl-2-(2'-fluorophenyl)-4H-benzopyran-4-one
—— 2-(2-Bromophenyl)-3-methylchromen-4-one 1233712-98-5 C16H11BrO2
2-(2-Bromophenyl)-3-methylchromen-4-one
—— 9-Methoxy-5-phenyl-6,11,16-trioxatricyclo[8.6.0.02,7]hexadeca-1,4,7,9-tetraen-3-one 1571989-62-2 C20H18O5
9-Methoxy-5-phenyl-6,11,16-trioxatricyclo[8.6.0.02,7]hexadeca-1,4,7,9-tetraen-3-one
—— 3-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 87562-18-3 C22H22O11
3-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 2-(4-hydroxy-3-methoxy-5-nitrophenyl)chroman-4-one 908585-95-5 C16H13NO6
2-(4-hydroxy-3-methoxy-5-nitrophenyl)chroman-4-one
—— 3-Methyl-2-(3-methylphenyl)chromen-4-one 1233713-02-4 C17H14O2
3-Methyl-2-(3-methylphenyl)chromen-4-one
—— 5-amino-2-[4-(azidoacetamido)-3-fluorophenyl]-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one 468719-76-8 C18H12F3N5O4
5-amino-2-[4-(azidoacetamido)-3-fluorophenyl]-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one
—— 5-(azidoacetamido)-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one 468719-79-1 C18H12F3N5O4
5-(azidoacetamido)-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one
—— 3,5,6-trihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one 205496-87-3 C21H20O12
3,5,6-trihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-cyclopropyl-2-p-methoxyphenyl-5-methyl-2H-naphtho[1,2-b]-pyran 142340-13-4 C24H22O2
2-cyclopropyl-2-p-methoxyphenyl-5-methyl-2H-naphtho[1,2-b]-pyran
—— 5-methyl-5-[4-(3-piperidin-1-yl-propoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromene-2,8-diol 554430-32-9 C31H33NO5
5-methyl-5-[4-(3-piperidin-1-yl-propoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromene-2,8-diol
—— 5-methyl-5-[3-(2-piperidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromene-2,8-diol 554430-35-2 C30H31NO5
5-methyl-5-[3-(2-piperidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromene-2,8-diol
—— 5,7-dimethoxy-2-(3,4,5-tribenzyloxyphenyl)-2H-chromen-3(4H)-one 701284-31-3 C38H34O7
5,7-dimethoxy-2-(3,4,5-tribenzyloxyphenyl)-2H-chromen-3(4H)-one
—— 3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4H-chroman-4-one 1318627-91-6 C50H42O7
3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4H-chroman-4-one
—— 3'-nitro-5,7,4'-trimethoxyflavanone 118214-62-3 C18H17NO7
3'-nitro-5,7,4'-trimethoxyflavanone
—— 8-chloro-3'-nitro-5,7,4'-trimethoxyflavanone 118214-63-4 C18H16ClNO7
8-chloro-3'-nitro-5,7,4'-trimethoxyflavanone
—— [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 108887-51-0 C37H38O19
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
—— (+/-)-2,3-trans-3,4-trans-7,4'-dimethoxyflavan-3,4-diol —— C17H18O5
(+/-)-2,3-trans-3,4-trans-7,4'-dimethoxyflavan-3,4-diol
—— 7-O-β-D-(6-O-feruloyl)glucosylkaempferol 87863-91-0 C31H28O14
7-O-β-D-(6-O-feruloyl)glucosylkaempferol
—— 7-O-β-D-(2-O-feruloyl)glucosylkaempferol 87863-92-1 C31H28O14
7-O-β-D-(2-O-feruloyl)glucosylkaempferol
—— 6-chloro-3'-nitro-5,7,4'-trimethoxyflavanone 118214-61-2 C18H16ClNO7
6-chloro-3'-nitro-5,7,4'-trimethoxyflavanone
—— (+/-)-2,3-trans-3,4-cis-7,4'-dimethoxyflavan-3,4-diol —— C17H18O5
(+/-)-2,3-trans-3,4-cis-7,4'-dimethoxyflavan-3,4-diol
—— 7-O-(4'',6''-di-O-acetyl-β-D-allopyranosyl) apigenin 4'-O-β-D-allopyranoside 95690-53-2 C31H34O17
7-O-(4'',6''-di-O-acetyl-β-D-allopyranosyl) apigenin 4'-O-β-D-allopyranoside
—— Nidnyhlzimqfgy-iqwvolivsa- 109754-33-8 C23H18N2O2
Nidnyhlzimqfgy-iqwvolivsa-
—— [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl] acetate 75357-75-4 C23H22O11
[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl] acetate