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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
—— 2H-1-Benzopyran-3-ol,2-(cyclohexyloxy)-3,4-dihydro-2-(4-methoxyphenyl)-, trans- 88215-03-6 C22H26O4
2H-1-Benzopyran-3-ol,2-(cyclohexyloxy)-3,4-dihydro-2-(4-methoxyphenyl)-, trans-
—— cis-4'-methoxyflavan-3-ol 40106-95-4 C16H16O3
cis-4'-methoxyflavan-3-ol
—— 6-(4-methoxyphenyl)-6H-[1,3]dioxolo[4,5-g]chromene 1346936-73-9 C17H14O4
6-(4-methoxyphenyl)-6H-[1,3]dioxolo[4,5-g]chromene
—— 2-(benzo[1,3]dioxol-5-yl)chroman 250660-51-6 C16H14O3
2-(benzo[1,3]dioxol-5-yl)chroman
—— (2S,4S)-(+)-cis-4-acetoxyflavan 142696-01-3 C17H16O3
(2S,4S)-(+)-cis-4-acetoxyflavan
—— (2S)-6''-O-acetylprunin 252324-55-3 C23H24O11
(2S)-6''-O-acetylprunin
—— 8-amino-3(benzyloxy)-2-[4-(benzyloxy)-3-bromophenyl]-6-methyl-4H-chromen-4-one 372102-34-6 C30H24BrNO4
8-amino-3(benzyloxy)-2-[4-(benzyloxy)-3-bromophenyl]-6-methyl-4H-chromen-4-one
—— 2-(benzyloxy)-5-[3-(benzyloxy)-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-6-methyl-4-oxo-4H-chromen-2-yl]benzonitrile 372102-50-6 C34H28N2O6S
2-(benzyloxy)-5-[3-(benzyloxy)-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-6-methyl-4-oxo-4H-chromen-2-yl]benzonitrile
—— N-{2-[4-(benzyloxy)-3-bromophenyl]-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl}acetamide 372102-31-3 C25H20BrNO5
N-{2-[4-(benzyloxy)-3-bromophenyl]-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl}acetamide
—— N-{3-(benzyloxy)-2-[4-(benzyloxy)-3-bromophenyl]-6-methyl-4-oxo-4H-chromen-8-yl}acetamide 372102-33-5 C32H26BrNO5
N-{3-(benzyloxy)-2-[4-(benzyloxy)-3-bromophenyl]-6-methyl-4-oxo-4H-chromen-8-yl}acetamide
—— 2-(3-Benzoylphenyl)-3-hydroxy-6,7-dimethoxychromen-4-one 1068580-82-4 C24H18O6
2-(3-Benzoylphenyl)-3-hydroxy-6,7-dimethoxychromen-4-one
—— 4-oxo-2-phenyl-4<i>H</i>-chromene-8-carboxylic acid 6587-14-0 C16H10O4
4-oxo-2-phenyl-4<i>H</i>-chromene-8-carboxylic acid
—— 2',5,7-trihydroxy-4',5',6-trimethoxyflavone 96410-36-5 C18H16O8
2',5,7-trihydroxy-4',5',6-trimethoxyflavone
—— 6,7-Dimethoxy-flavanon 34176-15-3 C17H16O4
6,7-Dimethoxy-flavanon
—— methyl 4-bromo-2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)benzoate 1235837-75-8 C25H17BrO8
methyl 4-bromo-2-(2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetoxy)benzoate
—— Piperidine, 1-[2-[4-(2H-1-benzopyran-2-yl)phenoxy]ethyl]- 189290-20-8 C22H25NO2
Piperidine, 1-[2-[4-(2H-1-benzopyran-2-yl)phenoxy]ethyl]-
—— 5-(3-methylbut-2-enyloxy)-2-(3-chloro-4-methoxyphenyl)-7-(methoxymethoxy)-4H-chromen-4-one 1192136-19-8 C23H23ClO6
5-(3-methylbut-2-enyloxy)-2-(3-chloro-4-methoxyphenyl)-7-(methoxymethoxy)-4H-chromen-4-one
—— 2-(4-fluorophenyl)-7-methyl-4H-chromen-4-one 324526-82-1 C16H11FO2
2-(4-fluorophenyl)-7-methyl-4H-chromen-4-one
—— 2-(3-chloro-4-methoxyphenyl)-5-hydroxy-7-(methoxymethoxy)-8-(3-methylbut-2-enyl)-4H-chromen-4-one 1192136-20-1 C23H23ClO6
2-(3-chloro-4-methoxyphenyl)-5-hydroxy-7-(methoxymethoxy)-8-(3-methylbut-2-enyl)-4H-chromen-4-one
—— 2-(3-chloro-4-methoxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-4H-chromen-4-one 1192136-21-2 C21H19ClO5
2-(3-chloro-4-methoxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-4H-chromen-4-one
—— 2-(3-chloro-4-methoxyphenyl)-5-hydroxy-7-(methoxymethoxy)-4H-chromen-4-one 1192136-18-7 C18H15ClO6
2-(3-chloro-4-methoxyphenyl)-5-hydroxy-7-(methoxymethoxy)-4H-chromen-4-one
—— 5,7-dimethoxy-2-(4-(2-(4-methylpiperazin-1-yl)ethoxy)phenyl)chromen-4-one 1612891-77-6 C24H28N2O5
5,7-dimethoxy-2-(4-(2-(4-methylpiperazin-1-yl)ethoxy)phenyl)chromen-4-one
—— 6,7-diacetoxyflavone 94307-79-6 C19H14O6
6,7-diacetoxyflavone
—— 5-Amino-2-(4-amino-3-fluorophenyl)-7-ethoxycarbonyl-6,8-difluoro-4H-1-benzopyran-4-one 165179-47-5 C18H13F3N2O4
5-Amino-2-(4-amino-3-fluorophenyl)-7-ethoxycarbonyl-6,8-difluoro-4H-1-benzopyran-4-one
—— 7-amino-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one 165180-12-1 C25H26F3N3O4
7-amino-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one
—— 7-ethoxycarbonyl-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one 165180-05-2 C28H29F3N2O6
7-ethoxycarbonyl-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one
—— 7-azido-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one 165180-06-3 C25H24F3N5O4
7-azido-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one
—— 2-(4-chlorophenyl)-3-hydroxy-4H-chromen-4-one 36136-82-0 C15H11ClO3
2-(4-chlorophenyl)-3-hydroxy-4H-chromen-4-one
—— (S)-3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol 1352306-67-2 C30H33NO4
(S)-3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol
—— (R)-3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol 1352306-69-4 C30H33NO4
(R)-3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol
—— 5-hydroxyfurano(4'',5''-6,7)flavone 69367-25-5 C17H10O4
5-hydroxyfurano(4'',5''-6,7)flavone
—— 3'-(1-trifluoroacetyl-2-trifluoroacetylaminobenzimidazolyl)-2-phenylspiro[4H-benzopyran-4,2'-thiazolidin]-4-one 1338824-99-9 C28H18F6N4O4S
3'-(1-trifluoroacetyl-2-trifluoroacetylaminobenzimidazolyl)-2-phenylspiro[4H-benzopyran-4,2'-thiazolidin]-4-one
—— 3'-(2-aminobenzimidazolyl)-2-phenylspiro[4H-benzopyran-4,2'-thiazolidin]-4-one 1338824-87-5 C24H20N4O2S
3'-(2-aminobenzimidazolyl)-2-phenylspiro[4H-benzopyran-4,2'-thiazolidin]-4-one
—— 4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone 74629-63-3 C29H30O11
4'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzylideneacetophenone
—— 3-(2-chlorobenzyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one 1236113-82-8 C22H15ClO5
3-(2-chlorobenzyloxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one
—— 2-(5-chloro-2-methoxyphenyl)-3-hydroxy-4H-chromen-4-one 1443430-20-3 C16H11ClO4
2-(5-chloro-2-methoxyphenyl)-3-hydroxy-4H-chromen-4-one
—— 2-(5-chloro-2-methoxyphenyl)chroman-4-one 1443430-31-6 C16H13ClO3
2-(5-chloro-2-methoxyphenyl)chroman-4-one
—— [2-(3,4-Dimethoxyphenyl)-4-oxo-4H-1-benzopyran-8-yl]acetic acid 87626-98-0 C19H16O6
[2-(3,4-Dimethoxyphenyl)-4-oxo-4H-1-benzopyran-8-yl]acetic acid
—— 8-allyl-2-(2,3,4,5-tetrafluorophenyl)-4H-benzopyran-4-one 131402-15-8 C18H10F4O2
8-allyl-2-(2,3,4,5-tetrafluorophenyl)-4H-benzopyran-4-one
—— 4-oxo-2-(2',3',4',5'-tetrafluorophenyl)-4H-1-benzopyran-8-acetic acid 131401-99-5 C17H8F4O4
4-oxo-2-(2',3',4',5'-tetrafluorophenyl)-4H-1-benzopyran-8-acetic acid
—— 2-(4-Allyloxycarbonylamino-3-fluorophenyl)-5-amino-6,8-difluoro-7-hydroxymethyl-4H-1-benzopyran-4-one 180596-49-0 C20H15F3N2O5
2-(4-Allyloxycarbonylamino-3-fluorophenyl)-5-amino-6,8-difluoro-7-hydroxymethyl-4H-1-benzopyran-4-one
—— 5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one 165179-73-7 C16H11F3N2O3
5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-(hydroxymethyl)-4H-1-benzopyran-4-one
—— 2-(4-methoxyphenyl)-4-phenyl-4H-chromene 111862-04-5 C22H18O2
2-(4-methoxyphenyl)-4-phenyl-4H-chromene
—— 2-(4-aminophenyl)benzo[h]chromen-4-one 20081-31-6 C19H13NO2
2-(4-aminophenyl)benzo[h]chromen-4-one
—— 7-[(4-Fluorophenyl)methoxy]-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one 1056206-49-5 C22H17FO5
7-[(4-Fluorophenyl)methoxy]-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one
—— HC2(C6H4)(C9H4O)(O)OMe 1007391-75-4 C18H12O3
HC2(C6H4)(C9H4O)(O)OMe
—— (E)-5-hydroxy-7-methoxy-2-(2-methoxy-4-((4-methoxybenzyl)oxy)phenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one 1443276-31-0 C35H38O7
(E)-5-hydroxy-7-methoxy-2-(2-methoxy-4-((4-methoxybenzyl)oxy)phenyl)-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
—— trans-3(2-Nitrobenzyliden)flavanon 24467-48-9 C22H15NO4
trans-3(2-Nitrobenzyliden)flavanon
—— (R)-2-(3-bromophenyl)chroman-4-one 1438763-01-9 C15H11BrO2
(R)-2-(3-bromophenyl)chroman-4-one
—— 2-(3-fluorophenyl)chroman-4-one 1678-20-2 C15H11FO2
2-(3-fluorophenyl)chroman-4-one