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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
—— 3,8-Dibrom-4'-methoxy-6-methyl-flavanon 93319-89-2 C17H14Br2O3
3,8-Dibrom-4'-methoxy-6-methyl-flavanon
—— 2,4-Diphenyl-4-hydroxy-3,4-dihydro-2H-naphtho<1,2-b>pyran 1053-65-2 C25H20O2
2,4-Diphenyl-4-hydroxy-3,4-dihydro-2H-naphtho<1,2-b>pyran
—— 3',4'-Dimethoxy-dihydrofurano(3',2':6,7)-flavon 95219-83-3 C19H16O5
3',4'-Dimethoxy-dihydrofurano(3',2':6,7)-flavon
—— 2-benzo[1,3]dioxol-5-yl-3-bromo-5-hydroxy-6-nitro-chroman-4-one 130986-68-4 C16H10BrNO7
2-benzo[1,3]dioxol-5-yl-3-bromo-5-hydroxy-6-nitro-chroman-4-one
—— Capreoside 7077-96-5 C27H30O15
Capreoside
—— 7-Hydroxy-8-methyl-3'.4'-dioxymethylen-flavon 110334-66-2 C17H12O5
7-Hydroxy-8-methyl-3'.4'-dioxymethylen-flavon
—— N-[4-(3,6-dibromo-7-methyl-4-oxochromen-2-yl)-2-nitrophenyl]acetamide 145665-96-9 C18H12Br2N2O5
N-[4-(3,6-dibromo-7-methyl-4-oxochromen-2-yl)-2-nitrophenyl]acetamide
—— 7-nitro-2-phenyl-chroman-4-one 107915-51-5 C15H11NO4
7-nitro-2-phenyl-chroman-4-one
—— 1219945-26-2 C51H49O24
—— (1R,7R,8R,13S,21R)-7,13-bis(3,4-dimethoxyphenyl)-3,17,19-trimethoxy-6,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2,4,10,15(20),16,18-hexaene-8,21-diol 114569-27-6 C37H38O12
(1R,7R,8R,13S,21R)-7,13-bis(3,4-dimethoxyphenyl)-3,17,19-trimethoxy-6,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2,4,10,15(20),16,18-hexaene-8,21-diol
—— 6-methoxy-4-(p-methoxyphenoxymethyl)chrom-3-ene 67238-38-4 C18H18O4
6-methoxy-4-(p-methoxyphenoxymethyl)chrom-3-ene
—— 2-(4-benzyloxy-3-methoxy-phenyl)-6-bromo-3-hydroxy-benzo[<i>h</i>]chromen-4-one 122215-45-6 C27H19BrO5
2-(4-benzyloxy-3-methoxy-phenyl)-6-bromo-3-hydroxy-benzo[<i>h</i>]chromen-4-one
—— 8-Fluor-flavanon 1148-21-6 C15H11FO2
8-Fluor-flavanon
—— Sophoranon-diacetat 27743-56-2 C34H40O6
Sophoranon-diacetat
—— 7-β-D-glucopyranosyloxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 121965-14-8 C24H26O11
7-β-D-glucopyranosyloxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— Acetylderivat von 6-Nitro-2'-methoxy-flavonol 130955-72-5 C18H13NO7
Acetylderivat von 6-Nitro-2'-methoxy-flavonol
—— 3-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one 116865-66-8 C17H14O6
3-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one
—— 8-acetylamino-6-methoxy-2-(2-methoxy-phenyl)-chroman-4-one 109614-13-3 C19H19NO5
8-acetylamino-6-methoxy-2-(2-methoxy-phenyl)-chroman-4-one
—— 7,4'-Dimethoxy-5-ethoxy-flavon 95937-54-5 C19H18O5
7,4'-Dimethoxy-5-ethoxy-flavon
—— 7-Methoxy-5-allyloxy-flavon 94305-82-5 C19H16O4
7-Methoxy-5-allyloxy-flavon
—— 1-[N-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)]-4-[3-O-methylene-(7,5,4’-trihydroxy flavonol)]-[1,2,3]-triazole 1469990-01-9 C32H31N3O15
1-[N-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)]-4-[3-O-methylene-(7,5,4’-trihydroxy flavonol)]-[1,2,3]-triazole
—— 5,7,4'-tri-O-benzyl-3-O-(2'',4''-di-O-acetyl-3'',6''-di-O-allyl-β-D-glucopyranosyl)kaempferol 1246814-35-6 C52H50O13
5,7,4'-tri-O-benzyl-3-O-(2'',4''-di-O-acetyl-3'',6''-di-O-allyl-β-D-glucopyranosyl)kaempferol
—— 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-propyltetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one 1417412-06-6 C44H42O10
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-propyltetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one
—— 4'-Chlor-3'-amino-flavon 92426-54-5 C15H10ClNO2
4'-Chlor-3'-amino-flavon
—— 7-n-Butoxy-4'-methoxyflavon 59880-37-4 C20H20O4
7-n-Butoxy-4'-methoxyflavon
—— (E)-2-(4-bromophenyl)-3-(pyrrolidin-1-ylmethylene)chroman-4-one 1268459-91-1 C20H18BrNO2
(E)-2-(4-bromophenyl)-3-(pyrrolidin-1-ylmethylene)chroman-4-one
—— 3,3',4'-Trimethoxy-4',5'-dihydro-furano-3',2',6,7-flavon 108977-47-5 C20H18O6
3,3',4'-Trimethoxy-4',5'-dihydro-furano-3',2',6,7-flavon
—— 4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-β-D-glucopyranoside 1609690-78-9 C21H21ClO7
4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-β-D-glucopyranoside
—— 7-n-Butoxy-3',4'-methylendioxy-flavanon 59880-38-5 C20H18O5
7-n-Butoxy-3',4'-methylendioxy-flavanon
—— Artocarpetin-triacetat 142009-25-4 C22H18O9
Artocarpetin-triacetat
—— 6-acetylamino-2-(4-benzyloxy-3-methoxy-phenyl)-chroman-4-one 102891-97-4 C25H23NO5
6-acetylamino-2-(4-benzyloxy-3-methoxy-phenyl)-chroman-4-one
—— 7-(benzyloxy)-2-(4-bromophenyl)-3-hydroxy-5-methoxy-4H-chromen-4-one 1402931-94-5 C23H17BrO5
7-(benzyloxy)-2-(4-bromophenyl)-3-hydroxy-5-methoxy-4H-chromen-4-one
—— N',N'''-(((3H-benzo[f]chromene-3,3-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(4-methoxybenzohydrazide) 1352172-05-4 C43H34N4O5
N',N'''-(((3H-benzo[f]chromene-3,3-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(4-methoxybenzohydrazide)
—— 6-[2-(5,7-Dimethoxy-4-oxo-4H-chromen-2-yl)-4,5-dimethoxy-phenyl]-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 100288-25-3 C37H32O11
6-[2-(5,7-Dimethoxy-4-oxo-4H-chromen-2-yl)-4,5-dimethoxy-phenyl]-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 2-((3S,3aS,11aS,11bR)-3,8-bis((tert-butyldimethylsilyl)oxy)-7-methoxy-3a-methyl-2,3,3a,11b-tetrahydrocyclopenta[c]xanthen-11a(1H)-yl)ethyl methanesulfonate 1352277-44-1 C33H54O7SSi2
2-((3S,3aS,11aS,11bR)-3,8-bis((tert-butyldimethylsilyl)oxy)-7-methoxy-3a-methyl-2,3,3a,11b-tetrahydrocyclopenta[c]xanthen-11a(1H)-yl)ethyl methanesulfonate
—— 3-methoxy-3-(5-methoxy-2,3,8,8-tetramethyl-4-oxo-3,4-dihydro-2<i>H</i>,8<i>H</i>-pyrano[3,2-<i>g</i>]chromen-10-yl)-3-phenyl-propionic acid 124104-70-7 C27H30O7
3-methoxy-3-(5-methoxy-2,3,8,8-tetramethyl-4-oxo-3,4-dihydro-2<i>H</i>,8<i>H</i>-pyrano[3,2-<i>g</i>]chromen-10-yl)-3-phenyl-propionic acid
—— 7-O-(N,N-Dimethylaminoethyl)-3'-O-cyclopentyldiosmetin 205524-17-0 C25H29NO6
7-O-(N,N-Dimethylaminoethyl)-3'-O-cyclopentyldiosmetin
—— 4'-chloro-4α-phenoxyflavan 89839-97-4 C21H17ClO2
4'-chloro-4α-phenoxyflavan
—— 7-n-Butoxy-3',4'-dimethoxyflavonol-acetat 59880-49-8 C23H24O7
7-n-Butoxy-3',4'-dimethoxyflavonol-acetat
—— permethyl 6''-O-α-L-rhamnopyranosyl-6-C-β-D-glucopyranosylacacetin 67549-81-9 C36H48O14
permethyl 6''-O-α-L-rhamnopyranosyl-6-C-β-D-glucopyranosylacacetin
—— 7,8-Dimethoxyflavanon-2,4-dinitrophenylhydrazon 95435-50-0 C23H20N4O7
7,8-Dimethoxyflavanon-2,4-dinitrophenylhydrazon
—— 5,6-dihydroxy-3,8-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 743423-89-4 C20H20O9
5,6-dihydroxy-3,8-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 8-Methoxy-3'',4''-methylendioxy-furano-(3',2',6,7)-flavon 96000-80-5 C19H12O6
8-Methoxy-3'',4''-methylendioxy-furano-(3',2',6,7)-flavon
—— 2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-4-oxo-4<i>H</i>-chromene-6-carbaldehyde 853927-44-3 C21H20O9
2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-4-oxo-4<i>H</i>-chromene-6-carbaldehyde
—— 1119807-80-5 C32H22O7
—— 6,7-<2-Isopropyl-2,3-dihydro-4,5-furano>-flavanon 95486-74-1 C20H20O3
6,7-<2-Isopropyl-2,3-dihydro-4,5-furano>-flavanon
—— 2-(3,4-bis{[2-(trimethylsilyl)ethoxy]methoxy}phenyl)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,3-dihydro-7-(methoxymethoxy)-4H-1-benzopyran-4-one 1229515-80-3 C39H60O8Si2
2-(3,4-bis{[2-(trimethylsilyl)ethoxy]methoxy}phenyl)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,3-dihydro-7-(methoxymethoxy)-4H-1-benzopyran-4-one
—— Penta-O-aethyl-hinokiflavon 124162-09-0 C40H38O10
Penta-O-aethyl-hinokiflavon
—— 5,6-dihydroxy-2-phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one;hydrate 314041-17-3 C21H22O11
5,6-dihydroxy-2-phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one;hydrate
—— Isomelacacidin-4-p-tolylsulfon-pentaacetat 121330-88-9 C32H30O13S
Isomelacacidin-4-p-tolylsulfon-pentaacetat