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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
—— (8S)-N'-acetyl-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carbohydrazide 1046469-21-9 C22H24N4O3
(8S)-N'-acetyl-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carbohydrazide
—— (8S)-8-(2-cyclopropylphenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1224893-62-2 C24H27N3O2
(8S)-8-(2-cyclopropylphenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— (8S)-8-(4-chloro-2-methylphenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carbaldehyde 1046469-30-0 C20H19ClN2O2
(8S)-8-(4-chloro-2-methylphenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carbaldehyde
—— [(8S)-8-(4-chlorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanol 1046469-26-4 C19H19ClN2O2
[(8S)-8-(4-chlorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanol
—— (8S)-8-(2-chloro-4-fluorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1046469-43-5 C21H21ClFN3O2
(8S)-8-(2-chloro-4-fluorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— (8S)-8-(4-chloro-2-methylphenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxylic acid 1046469-31-1 C20H19ClN2O3
(8S)-8-(4-chloro-2-methylphenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxylic acid
—— (8S)-8-(4-chloro-2-methylphenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1046469-40-2 C22H24ClN3O2
(8S)-8-(4-chloro-2-methylphenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— (8S)-8-(4-chlorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1046469-37-7 C21H22ClN3O2
(8S)-8-(4-chlorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— [(8S)-8-(4-chloro-2-methylphenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanol 1046469-29-7 C20H21ClN2O2
[(8S)-8-(4-chloro-2-methylphenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanol
—— Rhodionine 85571-15-9 C21H20O11
Rhodionine
—— 3-decyl-3',4',5,7-tetrahydroxyflavone 1052191-83-9 C25H30O6
3-decyl-3',4',5,7-tetrahydroxyflavone
—— 3-hexyl-3',4',5,7-tetrahydroxyflavone 1052191-79-3 C21H22O6
3-hexyl-3',4',5,7-tetrahydroxyflavone
—— 3-butyl-3',4',5,7-tetrahydroxyflavone 1052191-74-8 C19H18O6
3-butyl-3',4',5,7-tetrahydroxyflavone
—— (S)(+)-7-fluoro-2-p-tolylchroman-4-one 1219977-62-4 C16H13FO2
(S)(+)-7-fluoro-2-p-tolylchroman-4-one
—— 7-methoxy-2-p-tolyl-4H-chromene-4-thione 1219977-54-4 C17H14O2S
7-methoxy-2-p-tolyl-4H-chromene-4-thione
—— (R)(+)-7-fluoro-2-(4-fluorophenyl)chroman-4-one 1219977-59-9 C15H10F2O2
(R)(+)-7-fluoro-2-(4-fluorophenyl)chroman-4-one
—— (+/-)-2-(4-Fluorophenyl)-7-methylchroman-4-one 1219977-42-0 C16H13FO2
(+/-)-2-(4-Fluorophenyl)-7-methylchroman-4-one
—— 7-fluoro-2-(p-tolyl)-4H-chromen-4-one 1219977-45-3 C16H11FO2
7-fluoro-2-(p-tolyl)-4H-chromen-4-one
—— 7-Fluoro-2-(4-methoxyphenyl)chromene-4-thione 1219977-49-7 C16H11FO2S
7-Fluoro-2-(4-methoxyphenyl)chromene-4-thione
—— 7-fluoro-2-(4-fluorophenyl)chroman-4-one 1219977-40-8 C15H10F2O2
7-fluoro-2-(4-fluorophenyl)chroman-4-one
—— (R)(+)-7-fluoro-2-p-tolylchroman-4-one 1219977-61-3 C16H13FO2
(R)(+)-7-fluoro-2-p-tolylchroman-4-one
—— (+/-)-7-Fluoro-2-p-tolylchroman-4-one 1219977-41-9 C16H13FO2
(+/-)-7-Fluoro-2-p-tolylchroman-4-one
—— 2-(4-Fluorophenyl)-7-methoxychromene-4-thione 1219977-53-3 C16H11FO2S
2-(4-Fluorophenyl)-7-methoxychromene-4-thione
—— 7-fluoro-2-(4-fluorophenyl)-4H-chromen-4-one 1219977-44-2 C15H8F2O2
7-fluoro-2-(4-fluorophenyl)-4H-chromen-4-one
—— 3-(2,6-dimethylphenyl)-1H-naphtho[2,1-b]pyran-1-one 1219683-93-8 C21H16O2
3-(2,6-dimethylphenyl)-1H-naphtho[2,1-b]pyran-1-one
—— (S)(+)-7-fluoro-2-(4-fluorophenyl)chroman-4-one 1219977-60-2 C15H10F2O2
(S)(+)-7-fluoro-2-(4-fluorophenyl)chroman-4-one
—— 7-methoxy-2-(4-methoxyphenyl)-4H-chromene-4-thione 1219977-55-5 C17H14O3S
7-methoxy-2-(4-methoxyphenyl)-4H-chromene-4-thione
—— 9-acetyl-2'-chloro-pyrano[2,3-f ]flavone 1227751-70-3 C20H13ClO4
9-acetyl-2'-chloro-pyrano[2,3-f ]flavone
—— 7-O-benzyl-5-O-hexanoyl apigenin 1145669-52-8 C28H26O6
7-O-benzyl-5-O-hexanoyl apigenin
—— (2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-8-[(2R,3S,4S)-3-hydroxy-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-4-yl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol 1229517-70-7 C93H80O13
(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-8-[(2R,3S,4S)-3-hydroxy-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-4-yl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol
—— Flavoxate-d4 Hydrochloride 1189678-43-0 C24H26ClNO4
Flavoxate-d4 Hydrochloride
—— 5,7-Dihydroxy-2-(4-hydroxyphenyl)-1-benzopyran-1-ium-3-yl alpha-D-erythro-hexopyranoside chloride 34425-22-4 C21H21ClO10
5,7-Dihydroxy-2-(4-hydroxyphenyl)-1-benzopyran-1-ium-3-yl alpha-D-erythro-hexopyranoside chloride
—— 3-Methylflavone-8-carboxylic Acid-d5 1189883-79-1 C17H12O4
3-Methylflavone-8-carboxylic Acid-d5
—— 1-[4-[(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]oxy-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one;dihydrochloride —— C27H36Cl2O14
1-[4-[(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]oxy-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one;dihydrochloride
—— Isopropyl 3-methylflavone-8-carboxylate 1286165-14-7 C20H18O4
Isopropyl 3-methylflavone-8-carboxylate
—— 2-(4-Chlorophenyl)-7-ethoxy-3-phenyl-2,3-dihydrochromen-4-one 1229005-62-2 C23H19ClO3
2-(4-Chlorophenyl)-7-ethoxy-3-phenyl-2,3-dihydrochromen-4-one
—— 4-(Nitrooxy)butyl [(5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)oxy]acetate 1227681-45-9 C21H19NO9
4-(Nitrooxy)butyl [(5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)oxy]acetate
—— 6-(Nitrooxy)hexyl [(5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)oxy]acetate 1227681-46-0 C23H23NO9
6-(Nitrooxy)hexyl [(5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)oxy]acetate
—— 5-fluoro-4'-chloroflavone 1257513-90-8 C15H8ClFO2
5-fluoro-4'-chloroflavone
—— 5-fluoro-4'-cyanoflavone 1257513-91-9 C16H8FNO2
5-fluoro-4'-cyanoflavone
—— 5,4'-difluoroflavone 1257513-89-5 C15H8F2O2
5,4'-difluoroflavone
—— 7-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one 26544-34-3 C26H28O14
7-[(2S,3R,4S,5S,6R)-3-[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 7-(4-(nitrooxy)butoxy)-4-oxo-2-phenyl-4H-chromen-5-yl acetate 1227681-48-2 C21H19NO8
7-(4-(nitrooxy)butoxy)-4-oxo-2-phenyl-4H-chromen-5-yl acetate
—— O5-acetyl-O7-nitrooxyethyl chrysin 1227681-47-1 C19H15NO8
O5-acetyl-O7-nitrooxyethyl chrysin
—— 7-(6-(nitrooxy)hexyloxy)-4-oxo-2-phenyl-4H-chromen-5-yl acetate 1227681-49-3 C23H23NO8
7-(6-(nitrooxy)hexyloxy)-4-oxo-2-phenyl-4H-chromen-5-yl acetate
—— (8S)-N,N,2,3-tetramethyl-8-phenyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 774582-29-5 C21H23N3O2
(8S)-N,N,2,3-tetramethyl-8-phenyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 7-Ethoxy-2-(3-nitrophenyl)-3-phenyl-2,3-dihydrochromen-4-one 1229005-60-0 C23H19NO5
7-Ethoxy-2-(3-nitrophenyl)-3-phenyl-2,3-dihydrochromen-4-one
—— 7-Ethoxy-2-(4-nitrophenyl)-3-phenyl-2,3-dihydrochromen-4-one 1229005-61-1 C23H19NO5
7-Ethoxy-2-(4-nitrophenyl)-3-phenyl-2,3-dihydrochromen-4-one
—— (2R,3S)-6-[(2S,3R,4R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 26277-74-7 C30H26O10
(2R,3S)-6-[(2S,3R,4R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— 6-chloro-3',5'-dimethoxylflavone 1215089-89-6 C17H13ClO4
6-chloro-3',5'-dimethoxylflavone