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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
—— Centaurein-hexaacetat 105947-95-3 C36H38O19
Centaurein-hexaacetat
—— 3-Benzyloxy-7,2',4'-trimethoxy-flavon 913-68-8 C25H22O6
3-Benzyloxy-7,2',4'-trimethoxy-flavon
—— 4-((N-Methylamino)methyl-N-(2-(2-thienyl)ethyl))-7-methoxy-2-phenyl chroman hydrochloride 125288-90-6 C24H27NO2S*ClH
4-((N-Methylamino)methyl-N-(2-(2-thienyl)ethyl))-7-methoxy-2-phenyl chroman hydrochloride
—— methyl 5-hydroxy-2,5-methano-8-methoxy-2-(4-methoxyphenyl)-10-oxo-3-phenyl-2,3,4,5-tetrahydro-1-benzoxepin-4-carboxylate 1228174-43-3 C27H24O7
methyl 5-hydroxy-2,5-methano-8-methoxy-2-(4-methoxyphenyl)-10-oxo-3-phenyl-2,3,4,5-tetrahydro-1-benzoxepin-4-carboxylate
—— 7-Hydroxychromeno<3',4'-3,2>chromon 56595-70-1 C16H10O4
7-Hydroxychromeno<3',4'-3,2>chromon
—— 7-hydroxy-2-(4-hydroxy-phenyl)-5-methoxy-8-(3-methyl-but-2-enyl)-chroman-4-one oxime 102449-72-9 C21H23NO5
7-hydroxy-2-(4-hydroxy-phenyl)-5-methoxy-8-(3-methyl-but-2-enyl)-chroman-4-one oxime
—— Toluene-4-sulfonic acid 2-benzo[1,3]dioxol-5-yl-5-hydroxy-4-oxo-4H-chromen-7-yl ester 79339-33-6 C23H16O8S
Toluene-4-sulfonic acid 2-benzo[1,3]dioxol-5-yl-5-hydroxy-4-oxo-4H-chromen-7-yl ester
—— ethyl 2-(4-oxo-2-phenylchromen-8-yl)oxyacetate 101002-53-3 C19H16O5
ethyl 2-(4-oxo-2-phenylchromen-8-yl)oxyacetate
—— 5,7-dihydroxy-8-iodo-3',4'-methylenedioxyflavone 79339-28-9 C16H9IO6
5,7-dihydroxy-8-iodo-3',4'-methylenedioxyflavone
—— 2'-Chloro-5,7,8-trihydroxy-3-methoxyflavone 95055-83-7 C16H11ClO6
2'-Chloro-5,7,8-trihydroxy-3-methoxyflavone
—— 5-(3-fluorophenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239067-26-6 C26H24FNO2
5-(3-fluorophenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 8-allyl-2-(2-chlorophenyl)-5,7-dimethoxy-2,3-dihydro-4H-1-benzopyran-4-one 1596356-06-7 C20H19ClO4
8-allyl-2-(2-chlorophenyl)-5,7-dimethoxy-2,3-dihydro-4H-1-benzopyran-4-one
—— 3-ethyl-5,7-dihydroxy-2-phenyl-chroman-4-one 101597-46-0 C17H16O4
3-ethyl-5,7-dihydroxy-2-phenyl-chroman-4-one
—— 6,7,8-triacetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one 114998-47-9 C25H20O12
6,7,8-triacetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one
—— 8-Nitro-3.7-dihydroxy-3'.4'-methylendioxy-flavon 132726-96-6 C16H9NO8
8-Nitro-3.7-dihydroxy-3'.4'-methylendioxy-flavon
—— 2-benzo[1,3]dioxol-5-yl-3,8-dibromo-7-hydroxy-6-nitro-chromen-4-one 132567-79-4 C16H7Br2NO7
2-benzo[1,3]dioxol-5-yl-3,8-dibromo-7-hydroxy-6-nitro-chromen-4-one
—— 5,7,5'-triethoxy-2'-(4-ethoxy-phenyl)-7'-methoxy-2,8'-(4-ethoxy-<i>m</i>-phenylene)-bis-chromen-4-one 108677-14-1 C41H40O10
5,7,5'-triethoxy-2'-(4-ethoxy-phenyl)-7'-methoxy-2,8'-(4-ethoxy-<i>m</i>-phenylene)-bis-chromen-4-one
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-di(propan-2-yl)spiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane] 1398416-74-4 C50H54O4S
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-di(propan-2-yl)spiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]
—— 4-(5,7-dimethyl-4-oxo-4H-chromen-2-yl)phenyl acetate 108368-43-0 C19H16O4
4-(5,7-dimethyl-4-oxo-4H-chromen-2-yl)phenyl acetate
—— 4α-Hydroxy-tetra-O-methyl-3-O-acetyl-(+)-catechin 96265-65-5 C21H24O8
4α-Hydroxy-tetra-O-methyl-3-O-acetyl-(+)-catechin
—— 5,7-Diallylchrysin 55390-56-2 C21H18O4
5,7-Diallylchrysin
—— 2-Phenyl-3-piperidinomethylchromon 21826-17-5 C21H21NO2
2-Phenyl-3-piperidinomethylchromon
—— 6-(4-(tert-butyl)phenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene 1415605-91-2 C20H22O3
6-(4-(tert-butyl)phenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— 1262589-74-1 C48H46F6N2O3
—— 2-(1,3-diphenyl-1<i>H</i>-pyrazol-4-yl)-3-hydroxy-8-methyl-chromen-4-one 56642-64-9 C25H18N2O3
2-(1,3-diphenyl-1<i>H</i>-pyrazol-4-yl)-3-hydroxy-8-methyl-chromen-4-one
—— 2-(4-Chloro-phenyl)-3,3-dimethoxy-chroman-4-one oxime 91735-26-1 C17H16ClNO4
2-(4-Chloro-phenyl)-3,3-dimethoxy-chroman-4-one oxime
—— 5-methoxy-6-hydroxymethyl-8-methyl-2-phenyl-7H-1-benzo-pyran-7-one 160854-72-8 C18H16O4
5-methoxy-6-hydroxymethyl-8-methyl-2-phenyl-7H-1-benzo-pyran-7-one
—— 3-Phenyl-2,3-dihydro-1H-benzo[f]chromene-1-carboxylic acid methyl ester 80405-37-4 C21H18O3
3-Phenyl-2,3-dihydro-1H-benzo[f]chromene-1-carboxylic acid methyl ester
—— 7-<1-(Diethylcarbamoyl)-ethoxy>-4-oxo-2-phenyl-4H-chromen 100029-62-7 C22H23NO4
7-<1-(Diethylcarbamoyl)-ethoxy>-4-oxo-2-phenyl-4H-chromen
—— 7,8-Benzo-6-nitro-4'-hydroxy-flavon 98981-61-4 C19H11NO5
7,8-Benzo-6-nitro-4'-hydroxy-flavon
—— 5-Hydroxy-7-benzyloxyflavanon-2,4-dinitrophenylhydrazon 96867-25-3 C28H22N4O7
5-Hydroxy-7-benzyloxyflavanon-2,4-dinitrophenylhydrazon
—— 6-Benzoyl-8-methyl-flavanon 95225-97-1 C23H18O3
6-Benzoyl-8-methyl-flavanon
—— 4'-methoxy-6-methylflavanone oxime 65612-70-6 C17H17NO3
4'-methoxy-6-methylflavanone oxime
—— 6-Methyl-2,3-trans-flavan-3,4-trans-diol-diacetat 94683-41-7 C20H20O5
6-Methyl-2,3-trans-flavan-3,4-trans-diol-diacetat
—— (<i>S</i>)-5-acetoxy-2-(4-methoxy-phenyl)-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chroman-4-one 28585-71-9 C32H34O15
(<i>S</i>)-5-acetoxy-2-(4-methoxy-phenyl)-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chroman-4-one
—— 2-(3,4-dimethoxy-phenyl)-3-methoxy-8-methyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one 114353-70-7 C21H20O6
2-(3,4-dimethoxy-phenyl)-3-methoxy-8-methyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one
—— 6-amino-2-(4-benzyloxy-3-methoxy-phenyl)-chroman-4-one 102592-78-9 C23H21NO4
6-amino-2-(4-benzyloxy-3-methoxy-phenyl)-chroman-4-one
—— 1-(3,4-dimethoxy-phenyl)-3-(4-β-D-glucopyranosyloxy-2-hydroxy-phenyl)-propane-1,3-dione 115249-12-2 C23H26O11
1-(3,4-dimethoxy-phenyl)-3-(4-β-D-glucopyranosyloxy-2-hydroxy-phenyl)-propane-1,3-dione
—— (+/-)-4-(<i>cis</i>-4-Amino-chroman-2-yl)-phenol 111383-15-4 C15H15NO2
(+/-)-4-(<i>cis</i>-4-Amino-chroman-2-yl)-phenol
—— 4'-bromo-3-methylene flavanone 77038-15-4 C16H11BrO2
4'-bromo-3-methylene flavanone
—— 5,7,4'-trimethoxymethoxy-3'-prenyl-flavanone 93766-64-4 C26H32O8
5,7,4'-trimethoxymethoxy-3'-prenyl-flavanone
—— 2-(2-Phenyl-2H-chromen-4-ylethynyl)-phenylamine 124643-44-3 C23H17NO
2-(2-Phenyl-2H-chromen-4-ylethynyl)-phenylamine
—— 5,7-difluoro-4'-hydroxyflavonol 1394018-39-3 C15H8F2O4
5,7-difluoro-4'-hydroxyflavonol
—— Carbonic acid 5-tert-butoxycarbonyloxy-2-(4-tert-butoxy-phenyl)-chroman-7-yl ester tert-butyl ester 895918-07-7 C29H38O8
Carbonic acid 5-tert-butoxycarbonyloxy-2-(4-tert-butoxy-phenyl)-chroman-7-yl ester tert-butyl ester
—— 4'-cyano-3-methylene flavanone 77038-35-8 C17H11NO2
4'-cyano-3-methylene flavanone
—— 2(S)-5,7-dihydroxy-8,2'-dimethoxyflavone 100079-33-2 C17H16O6
2(S)-5,7-dihydroxy-8,2'-dimethoxyflavone
—— 2-(4-ethylphenyl)-6-hydroxychroman-4-one 488848-14-2 C17H16O3
2-(4-ethylphenyl)-6-hydroxychroman-4-one
—— 1235387-75-3 C45H52O2
—— (3aS,4R,9bR)-4-(3,4-Dimethoxy-phenyl)-7-methoxy-3a,9b-dihydro-4H-[1,3]dioxolo[4,5-c]chromen-2-one 100211-08-3 C19H18O7
(3aS,4R,9bR)-4-(3,4-Dimethoxy-phenyl)-7-methoxy-3a,9b-dihydro-4H-[1,3]dioxolo[4,5-c]chromen-2-one
—— 3,4'-Dihydroxy-5,7,8,3',5'-pentamethoxy-flavon 102159-62-6 C20H20O9
3,4'-Dihydroxy-5,7,8,3',5'-pentamethoxy-flavon