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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
—— epiafzelechin-(4β->8)-ent-epiafzelechin 130981-94-1 C30H26O10
epiafzelechin-(4β->8)-ent-epiafzelechin
—— 5-(3,5-dichlorophenyl)-10-methoxy-2,2,4-trimethyl-1H-chromeno[3,4-f]quinolin-5-ol 1026874-71-4 C26H23Cl2NO3
5-(3,5-dichlorophenyl)-10-methoxy-2,2,4-trimethyl-1H-chromeno[3,4-f]quinolin-5-ol
—— 2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-[3-(methoxymethoxy)phenyl]-1H-[1]benzopyrano[3,4-f]quinoline 239067-67-5 C28H29NO4
2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-[3-(methoxymethoxy)phenyl]-1H-[1]benzopyrano[3,4-f]quinoline
—— 10-methoxy-2,2,4-trimethyl-5-[3-(trifluoromethyl)phenyl]-1H-chromeno[3,4-f]quinolin-5-ol 1026890-20-9 C27H24F3NO3
10-methoxy-2,2,4-trimethyl-5-[3-(trifluoromethyl)phenyl]-1H-chromeno[3,4-f]quinolin-5-ol
—— 10-methoxy-2,2,4-trimethyl-5-phenyl-1H-chromeno[3,4-f]quinolin-5-ol 239070-98-5 C26H25NO3
10-methoxy-2,2,4-trimethyl-5-phenyl-1H-chromeno[3,4-f]quinolin-5-ol
—— 5-(3-bromo-5-methylphenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239066-82-1 C27H26BrNO2
5-(3-bromo-5-methylphenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 5-(3,5-dichlorophenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239066-90-1 C26H23Cl2NO2
5-(3,5-dichlorophenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 5-(3,5-dimethylphenyl)-10-methoxy-2,2,4-trimethyl-1H-chromeno[3,4-f]quinolin-5-ol 1025956-01-7 C28H29NO3
5-(3,5-dimethylphenyl)-10-methoxy-2,2,4-trimethyl-1H-chromeno[3,4-f]quinolin-5-ol
—— (+/-)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-phenyl-1H-[1]benzopyrano[3,4-f]quinoline 239066-72-9 C26H25NO2
(+/-)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-phenyl-1H-[1]benzopyrano[3,4-f]quinoline
—— epicatechin-(4α->2)-phloroglucinol 104320-35-6 C21H18O9
epicatechin-(4α->2)-phloroglucinol
—— (2S)-7,3'-dimethoxy-4'-hydroxyflavan 116498-59-0 C17H18O4
(2S)-7,3'-dimethoxy-4'-hydroxyflavan
—— 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxychromen-4-one 114882-17-6 C28H32O17
3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxychromen-4-one
—— (2R,4R)-4-Phenoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran 31696-63-6 C21H18O2
(2R,4R)-4-Phenoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran
—— (7-flavonyloxy)acetic acid hydrazide 113494-96-5 C17H14N2O4
(7-flavonyloxy)acetic acid hydrazide
—— [6-bromo-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N,N-diethylcarbamodithioate 1609113-92-9 C21H22BrNO3S2
[6-bromo-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] N,N-diethylcarbamodithioate
—— [2-(4-chlorophenyl)-4-oxo-2,3-dihydrochromen-3-yl] N,N-diethylcarbamodithioate 1609113-95-2 C20H20ClNO2S2
[2-(4-chlorophenyl)-4-oxo-2,3-dihydrochromen-3-yl] N,N-diethylcarbamodithioate
—— 2,2-di(4-fluorophenyl)-6-methoxy-2H-1-chromene 465519-45-3 C22H16F2O2
2,2-di(4-fluorophenyl)-6-methoxy-2H-1-chromene
—— 7-((6-bromohexyl)oxy)-8-methyl-2-phenyl-4H-chromen-4-one 1431664-89-9 C22H23BrO3
7-((6-bromohexyl)oxy)-8-methyl-2-phenyl-4H-chromen-4-one
—— 7-(3-bromopropoxy)-8-methyl-2-phenyl-4H-chromen-4-one 1431664-86-6 C19H17BrO3
7-(3-bromopropoxy)-8-methyl-2-phenyl-4H-chromen-4-one
—— 7-(4-bromobutoxy)-8-methyl-2-phenyl-4H-chromen-4-one 1431664-87-7 C20H19BrO3
7-(4-bromobutoxy)-8-methyl-2-phenyl-4H-chromen-4-one
—— 7-((5-bromopentyl)oxy)-8-methyl-2-phenyl-4H-chromen-4-one 1431664-88-8 C21H21BrO3
7-((5-bromopentyl)oxy)-8-methyl-2-phenyl-4H-chromen-4-one
—— (8S)-N-(cyanomethyl)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1224893-51-9 C22H22N4O2
(8S)-N-(cyanomethyl)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 2-(2-chlorophenyl)-6-methylchroman-4-one 610758-70-8 C16H13ClO2
2-(2-chlorophenyl)-6-methylchroman-4-one
—— (3S)-4-amino-3-[[4-[3-(1,3-benzodioxol-5-ylmethyl)-8-oxo-2-(propylamino)pyrano[3,2-f]benzimidazol-6-yl]benzoyl]amino]-4-oxobutanoic acid 1311276-77-3 C32H29N5O8
(3S)-4-amino-3-[[4-[3-(1,3-benzodioxol-5-ylmethyl)-8-oxo-2-(propylamino)pyrano[3,2-f]benzimidazol-6-yl]benzoyl]amino]-4-oxobutanoic acid
—— (2S)-5,7-dimethoxy-4'-hydroxyflavan 103963-45-7 C17H18O4
(2S)-5,7-dimethoxy-4'-hydroxyflavan
—— 2-nitro-3-phenyl-3H-naphtho<2,1-b>pyran 106824-27-5 C19H13NO3
2-nitro-3-phenyl-3H-naphtho<2,1-b>pyran
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one —— C20H18O11
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
—— 5,7-dihydroxy-3-methoxy-2-(2,4,5-trimethoxy-phenyl)-chromen-4-one 852247-39-3 C19H18O8
5,7-dihydroxy-3-methoxy-2-(2,4,5-trimethoxy-phenyl)-chromen-4-one
—— 4-(chroman-2-yl)phenol 73111-07-6 C15H14O2
4-(chroman-2-yl)phenol
—— 7-benzyloxy-6,3',4'-trimethoxyflavone 118793-56-9 C25H22O6
7-benzyloxy-6,3',4'-trimethoxyflavone
—— 2-(Hydroxymethyl)-6-[7-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxyoxane-3,4,5-triol;chloride —— C27H31ClO17
2-(Hydroxymethyl)-6-[7-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxyoxane-3,4,5-triol;chloride
—— 3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-β-D-glucopyranoside 209746-56-5 C24H26O9
3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-β-D-glucopyranoside
—— (7R,8R)-7-acetoxy-2,3-dimethyl-8-phenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one 868633-84-5 C20H18N2O4
(7R,8R)-7-acetoxy-2,3-dimethyl-8-phenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one
—— 2-(4-chlorophenyl)-6-methylchroman-4-one 14166-16-6 C16H13ClO2
2-(4-chlorophenyl)-6-methylchroman-4-one
—— cis-2,4-diphenylchroman 55256-25-2 C21H18O
cis-2,4-diphenylchroman
—— 2,4-diphenylchroman 55256-25-2 C21H18O
2,4-diphenylchroman
—— (+)-gallocatechin 4α-benzylthioether 80044-62-8 C22H20O7S
(+)-gallocatechin 4α-benzylthioether
—— hyperoside octaacetate 73489-99-3 C37H36O20
hyperoside octaacetate
—— 6-fluoro-2-phenylchroman-4-one 93602-26-7 C15H11FO2
6-fluoro-2-phenylchroman-4-one
—— 2-([1,1'-biphenyl]-4-yl)-3-hydroxy-4H-chromen-4-one 41255-23-6 C21H14O3
2-([1,1'-biphenyl]-4-yl)-3-hydroxy-4H-chromen-4-one
—— (+)-gallocatechin 4β-benzylthioether 80044-63-9 C22H20O7S
(+)-gallocatechin 4β-benzylthioether
—— Epicatechin 3,5-di-O-gallate 37484-74-5 C29H22O14
Epicatechin 3,5-di-O-gallate
—— 2-phenylchromone-4-semicarbazone 2860-04-0 C16H15N3O2
2-phenylchromone-4-semicarbazone
—— 2-(4-methoxyphenyl)-6-methylchroman-4-one 27770-80-5 C17H16O3
2-(4-methoxyphenyl)-6-methylchroman-4-one
—— 2-(benzo[d][1,3]dioxol-5-yl)-7-methoxychroman-4-one 69098-00-6 C17H14O5
2-(benzo[d][1,3]dioxol-5-yl)-7-methoxychroman-4-one
—— Petunidin 3-galactoside 28500-02-9 C22H23O12+
Petunidin 3-galactoside
—— 7-dimethylaminomethyl-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one 165180-41-6 C28H32F3N3O4
7-dimethylaminomethyl-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methanesulfonyloxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one 165180-39-2 C27H29F3N2O7S
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methanesulfonyloxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one
—— 1-(2-methoxyethyl)-2-methyl-8-phenyl-1,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxylic acid 1015174-82-9 C21H22N2O4
1-(2-methoxyethyl)-2-methyl-8-phenyl-1,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxylic acid
—— 2-[4-(allyloxycarbonyl)amino-3-fluorophenyl]-7-[(allyloxycarbonyl)oxy]methyl-5-(chloroacetamido)-6,8-difluoro-4H-1-benzopyran-4-one 468719-70-2 C26H20ClF3N2O8
2-[4-(allyloxycarbonyl)amino-3-fluorophenyl]-7-[(allyloxycarbonyl)oxy]methyl-5-(chloroacetamido)-6,8-difluoro-4H-1-benzopyran-4-one