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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
—— [(3-Hydroxy-2-phenyl-chromen-4-ylidene)amino]thiourea 1361237-36-6 C16H13N3O2S
[(3-Hydroxy-2-phenyl-chromen-4-ylidene)amino]thiourea
—— N-{[(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxy]acetyl}-L-phenylglycine 1141487-80-0 C25H19NO7
N-{[(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxy]acetyl}-L-phenylglycine
—— 2-[3-(4-chlorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one 1018817-38-3 C23H18ClNO2
2-[3-(4-chlorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one
—— 2-[4-(6-Azidohexoxy)phenyl]-7-[tert-butyl(diphenyl)silyl]oxy-5-hydroxy-2,3-dihydrochromen-4-one 1072920-64-9 C37H41N3O5Si
2-[4-(6-Azidohexoxy)phenyl]-7-[tert-butyl(diphenyl)silyl]oxy-5-hydroxy-2,3-dihydrochromen-4-one
—— 7-[Tert-butyl(diphenyl)silyl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one 1073260-14-6 C31H30O5Si
7-[Tert-butyl(diphenyl)silyl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
—— 2-[3-(4-fluorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one 1018817-37-2 C23H18FNO2
2-[3-(4-fluorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one
—— 2-[3-(3,4-dichlorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one 1018817-40-7 C23H17Cl2NO2
2-[3-(3,4-dichlorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one
—— 2-[3-(2,4-dichlorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one 1018817-39-4 C23H17Cl2NO2
2-[3-(2,4-dichlorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one
—— 7,3',4'-trihydroxyflavanone-7-O-β-D-glucopyranoside 30382-18-4 C21H22O10
7,3',4'-trihydroxyflavanone-7-O-β-D-glucopyranoside
—— Coreopsin 499-29-6 C21H22O10
Coreopsin
—— 7-fluoro-2-(3-methoxyphenyl)-4H-chromen-4-one 1403475-77-3 C16H11FO3
7-fluoro-2-(3-methoxyphenyl)-4H-chromen-4-one
—— 1,1'-diethylinulavosin 106954-03-4 C22H28O2
1,1'-diethylinulavosin
—— 7-ethyl-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 649551-44-0 C17H14O6
7-ethyl-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 7-ethyl-3-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 649551-68-8 C20H20O6
7-ethyl-3-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 2',6'-dihydroxy-4-methoxydihydrochalcone 2'-O-β-D-glucopyranoside 21562-21-0 C22H26O9
2',6'-dihydroxy-4-methoxydihydrochalcone 2'-O-β-D-glucopyranoside
—— 3-hydroxy-2-(4-methoxy-phenyl)-chroman-4-one 6515-31-7 C16H14O4
3-hydroxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 2-(4-methoxyphenyl)chroman-4-one oxime 6953-32-8 C16H15NO3
2-(4-methoxyphenyl)chroman-4-one oxime
—— 2,3-dihydro-3-hydroxy-7-methoxyflavone 1621-57-4 C16H14O4
2,3-dihydro-3-hydroxy-7-methoxyflavone
—— (3E)-3-[(4-chlorophenyl)methylidene]-2-(4-methoxyphenyl)chromen-4-one 150073-64-6 C23H17ClO3
(3E)-3-[(4-chlorophenyl)methylidene]-2-(4-methoxyphenyl)chromen-4-one
—— (+)-(2S,4S)-4'-methoxyflavan-4-ol —— C16H16O3
(+)-(2S,4S)-4'-methoxyflavan-4-ol
—— (2R,3S)-3-Hydroxy-2-(4-methoxy-phenyl)-chroman-4-one —— C16H14O4
(2R,3S)-3-Hydroxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 4-(4-methoxyphenyl)-1-phenyl-1,4-dihydrochromeno[4,3-c]pyrazole 1370351-82-8 C23H18N2O2
4-(4-methoxyphenyl)-1-phenyl-1,4-dihydrochromeno[4,3-c]pyrazole
—— trans-3-mesyloxy-4'-methoxyflavanone 67139-32-6 C17H16O6S
trans-3-mesyloxy-4'-methoxyflavanone
—— 2,3-trans-3-hydroxy-4'-methoxyflavan-4-one 6515-31-7 C16H14O4
2,3-trans-3-hydroxy-4'-methoxyflavan-4-one
—— 3-(4''-methoxybenzylidene)-2-(4'-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one 111599-78-1 C24H20O4
3-(4''-methoxybenzylidene)-2-(4'-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
—— 3-hydroxy-2,3,7-trimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 1808-02-2 C19H20O7
3-hydroxy-2,3,7-trimethoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 2-(2,4-Difluorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one 1424351-80-3 C21H16F2N2O4
2-(2,4-Difluorophenyl)-5,7-dimethoxy-8-(2-methylpyrazol-3-yl)chromen-4-one
—— N-[(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]-cyclopropane-carboxamide 1092938-54-9 C23H25N3O2
N-[(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]-cyclopropane-carboxamide
—— 5,7-dihydroxy-2-(4-((3-nitrophenyl)ethynyl)phenyl)-4H-chromen-4-one 1084329-11-2 C23H13NO6
5,7-dihydroxy-2-(4-((3-nitrophenyl)ethynyl)phenyl)-4H-chromen-4-one
—— 2-(2,4-Difluorophenyl)-5,6,7-trimethoxychromen-4-one 1372702-77-6 C18H14F2O5
2-(2,4-Difluorophenyl)-5,6,7-trimethoxychromen-4-one
—— 2-(2,4-Difluorophenyl)-5,7-dihydroxy-6-methoxychromen-4-one 1342207-64-0 C16H10F2O5
2-(2,4-Difluorophenyl)-5,7-dihydroxy-6-methoxychromen-4-one
—— 6-bromo-2-(2,4-difluorophenyl)-2,3-dihydro-4H-chromen-4-one 1313611-68-5 C15H9BrF2O2
6-bromo-2-(2,4-difluorophenyl)-2,3-dihydro-4H-chromen-4-one
—— 2-(4-fluorophenyl)-5,7-dihydroxy-4H-chromen-4-one 152969-67-0 C15H9FO4
2-(4-fluorophenyl)-5,7-dihydroxy-4H-chromen-4-one
—— 6,4'-di(methoxymethoxy)flavanone 353239-45-9 C19H20O6
6,4'-di(methoxymethoxy)flavanone
—— (-)-(S)-6,4'-dihydroxyflavanone 1228118-69-1 C15H12O4
(-)-(S)-6,4'-dihydroxyflavanone
—— (8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-amine 1092938-52-7 C19H21N3O
(8S)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-amine
—— N-[(8S)-2,3-dimethyl-8-(2-methylphenyl)-7,8-dihydro-6H-pyrano[2,3-e]benzimidazol-5-yl]cyclobutanecarboxamide 1173003-87-6 C24H27N3O2
N-[(8S)-2,3-dimethyl-8-(2-methylphenyl)-7,8-dihydro-6H-pyrano[2,3-e]benzimidazol-5-yl]cyclobutanecarboxamide
—— (2R,3R)-2-(3,5-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one 206753-49-3 C15H12O7
(2R,3R)-2-(3,5-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one
—— 3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-6-(beta-D-glucopyranosyloxy)-7-methoxy-, (2Z)- 486-23-7 C22H22O11
3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-6-(beta-D-glucopyranosyloxy)-7-methoxy-, (2Z)-
—— Isorhamnetin 3-sophoroside-7-glucoside 17331-29-2 C34H42O22
Isorhamnetin 3-sophoroside-7-glucoside
—— 3',4'-dibenzyloxy-3-(3-dimethylaminopropoxy)flavone 307521-17-1 C34H33NO5
3',4'-dibenzyloxy-3-(3-dimethylaminopropoxy)flavone
—— ethyl (3',4'-dibenzyloxyflavon-3-yl)oxyacetate 307521-42-2 C33H28O7
ethyl (3',4'-dibenzyloxyflavon-3-yl)oxyacetate
—— 2-(3,4-bis(benzyloxy)phenyl)-3-hydroxy-4H-furo[2,3-h]chromen-4-one 1279111-47-5 C31H22O6
2-(3,4-bis(benzyloxy)phenyl)-3-hydroxy-4H-furo[2,3-h]chromen-4-one
—— 3-methoxy-7,3',4'-tribenzyloxyflavone 307521-29-5 C37H30O6
3-methoxy-7,3',4'-tribenzyloxyflavone
—— 2-(3,4-bisbenzyloxyphenyl)-5-hydroxy-7-(2-methylbenzyloxy)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one 321133-86-2 C71H64O11
2-(3,4-bisbenzyloxyphenyl)-5-hydroxy-7-(2-methylbenzyloxy)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one
—— 3',4'-Dibenzyloxy-5,6,7,8-tetramethoxyflavone 80140-30-3 C33H30O8
3',4'-Dibenzyloxy-5,6,7,8-tetramethoxyflavone
—— [4-(13)C]-5,7-dibenzyloxy-2-[3,4-bis(benzyloxy)phenyl]-2H-chromene 272769-88-7 C43H36O5
[4-(13)C]-5,7-dibenzyloxy-2-[3,4-bis(benzyloxy)phenyl]-2H-chromene
—— 7-(2-benzyloxyethoxy)-3-hydroxy-3',4'-dibenzyloxyflavone 307521-03-5 C38H32O7
7-(2-benzyloxyethoxy)-3-hydroxy-3',4'-dibenzyloxyflavone
—— 3-(3-chloropropoxy)-3',4'-dibenzyloxyflavone 307521-38-6 C32H27ClO5
3-(3-chloropropoxy)-3',4'-dibenzyloxyflavone
—— 3-(3-chloropropoxy)-7,3',4'-tribenzyloxyflavone 307521-40-0 C39H33ClO6
3-(3-chloropropoxy)-7,3',4'-tribenzyloxyflavone