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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
—— 6-acetyl-3-methyl-2-phenylchromone 36039-18-6 C18H14O3
6-acetyl-3-methyl-2-phenylchromone
—— 2-(4-(benzyloxy)phenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-one 1402607-46-8 C24H20O6
2-(4-(benzyloxy)phenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-one
—— (2S,4S)-2-(3-methoxyphenyl)chroman-4-ol 67765-44-0 C16H16O3
(2S,4S)-2-(3-methoxyphenyl)chroman-4-ol
—— 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-8-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one 163395-88-8 C31H32O14
5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-8-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one
—— methyl 4-<<<5-hydroxy-4-oxo-2-phenyl-6-(2-propenyl)-4H-1-benzopyran-7-yl>oxy>methyl>-3-methoxybenzoate 118684-16-5 C28H24O7
methyl 4-<<<5-hydroxy-4-oxo-2-phenyl-6-(2-propenyl)-4H-1-benzopyran-7-yl>oxy>methyl>-3-methoxybenzoate
—— naringenin-7-O-4-phthalonitrile 1202524-76-2 C23H14N2O5
naringenin-7-O-4-phthalonitrile
—— Epicatechin-2-sulfonate sodium salt 35603-75-9 C15H13NaO9S
Epicatechin-2-sulfonate sodium salt
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (diisopropoxyphosphoryl)-L-valinate 1120368-02-6 C26H32NO8P
5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl (diisopropoxyphosphoryl)-L-valinate
—— 4-methoxy-2,2-diphenyl-chroman-3-ol 3780-18-5 C22H20O3
4-methoxy-2,2-diphenyl-chroman-3-ol
—— 7,4'-Di-O-Allyl-quercetin-3,5,3'-trimethylaether 2607-58-1 C24H24O7
7,4'-Di-O-Allyl-quercetin-3,5,3'-trimethylaether
—— N-(5,7-Dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-N-isopropyl-2,4-dinitro-benzenesulfonamide 272773-90-7 C26H23N3O10S
N-(5,7-Dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-N-isopropyl-2,4-dinitro-benzenesulfonamide
—— 2,7,4'-Trimethoxy-3,4-flavandion 1808-00-0 C18H16O6
2,7,4'-Trimethoxy-3,4-flavandion
—— 2-[2-(2-fluoro-3-methoxy-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester 1426900-42-6 C21H18FNO5S
2-[2-(2-fluoro-3-methoxy-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester
—— 7-carbomethoxy-2'-hydroxy-flavone 57009-50-4 C17H12O5
7-carbomethoxy-2'-hydroxy-flavone
—— N-(2-[4-(3-hydroxy-4-oxo-4H-chromen-2-yl)phenoxy])ethylacrylamide 1266134-28-4 C20H17NO5
N-(2-[4-(3-hydroxy-4-oxo-4H-chromen-2-yl)phenoxy])ethylacrylamide
—— 8-Brom-7-chloracetoxy-flavon 3427-79-0 C17H10BrClO4
8-Brom-7-chloracetoxy-flavon
—— 8-Brom-7-<2-amino-ethoxy>-flavon 3427-71-2 C17H14BrNO3
8-Brom-7-<2-amino-ethoxy>-flavon
—— (2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one 34981-24-3 C25H28O6
(2S)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
—— 3,7,4'-Tribenzyloxy-5,8,3'-trimethoxyflavon 5928-13-2 C39H34O8
3,7,4'-Tribenzyloxy-5,8,3'-trimethoxyflavon
—— Hinokiflavon-pentaacetat 17496-20-7 C40H28O15
Hinokiflavon-pentaacetat
—— (Z)-((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl) hexadec-9-enoate 1261480-29-8 C31H42O8
(Z)-((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl) hexadec-9-enoate
—— 2-(2-phenoxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one 936028-63-6 C21H14O4
2-(2-phenoxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one
—— ((4-(6-((tert-butyldimethylsilyl)oxy)-5,7,8-trimethyl-2,3-dihydrobenzo[b][1,4]oxathiin-2-yl)-1,2-phenylene)bis(oxy))bis(tert-butyldimethylsilane) 958463-44-0 C35H60O4SSi3
((4-(6-((tert-butyldimethylsilyl)oxy)-5,7,8-trimethyl-2,3-dihydrobenzo[b][1,4]oxathiin-2-yl)-1,2-phenylene)bis(oxy))bis(tert-butyldimethylsilane)
—— 5,6,7-trimethoxy-2-pyridin-3-yl-chromen-4-one 13180-02-4 C17H15NO5
5,6,7-trimethoxy-2-pyridin-3-yl-chromen-4-one
—— 7,4'-dimethoxymethyl-6-geranylapigenin 134955-37-6 C29H34O7
7,4'-dimethoxymethyl-6-geranylapigenin
—— 5-hydroxy-7-methoxy-6-(diphenylmethyl)flavone 98498-23-8 C29H22O4
5-hydroxy-7-methoxy-6-(diphenylmethyl)flavone
—— tert-butyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate 1607814-66-3 C20H18O4
tert-butyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-chloro-3-nitrobenzenesulfonamide 260064-06-0 C22H13ClN2O9S
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-chloro-3-nitrobenzenesulfonamide
—— 5-Hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178367-11-8 C22H22O8
5-Hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— 2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid 1426900-46-0 C19H15NO4S
2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid
—— (E)-((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl) dec-2-enoate 1261480-27-6 C25H30O8
(E)-((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl) dec-2-enoate
—— 2-[(4-oxo-2(4-methoxyphenyl)-4H-1-benzopyran-7-yl)oxy]acetohydrazide 113494-98-7 C18H16N2O5
2-[(4-oxo-2(4-methoxyphenyl)-4H-1-benzopyran-7-yl)oxy]acetohydrazide
—— 13-(4-Prop-2-enoxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15,17,19-heptaen-3-one 1429788-08-8 C27H20O5
13-(4-Prop-2-enoxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15,17,19-heptaen-3-one
—— (2R,3R)-3'-O-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzyl-epi-catechin 1390643-84-1 C42H46O6Si
(2R,3R)-3'-O-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzyl-epi-catechin
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(4-nitrophenyl)urea 260064-25-3 C23H15N3O8
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(4-nitrophenyl)urea
—— 5-Acetoxy-7,3'-dimethoxy-4'-<3,6-dimethyl-hept-2-enyloxy>-flavan-4-on 5188-75-0 C28H34O7
5-Acetoxy-7,3'-dimethoxy-4'-<3,6-dimethyl-hept-2-enyloxy>-flavan-4-on
—— Tri-O-aethyl-vitexin 103102-83-6 C27H32O10
Tri-O-aethyl-vitexin
—— 1-(3-methylphenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea 122484-06-4 C26H27N3O3S
1-(3-methylphenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea
—— 2-(2,4-Dimethoxy-phenyl)-chromenylium 118828-86-7 C17H15O3
2-(2,4-Dimethoxy-phenyl)-chromenylium
—— 6-chloro-2-(2-allyloxyphenyl)-4H-chromen-4-one 1574350-44-9 C18H13ClO3
6-chloro-2-(2-allyloxyphenyl)-4H-chromen-4-one
—— 3,3-Dimethoxy-2-p-tolyl-chroman-4-one oxime 91735-24-9 C18H19NO4
3,3-Dimethoxy-2-p-tolyl-chroman-4-one oxime
—— 5-tert-Butylcarbonyloxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178367-24-3 C27H32O9
5-tert-Butylcarbonyloxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— 2',6'-dibenzyloxy-5-methoxyflavone 120552-46-7 C30H24O5
2',6'-dibenzyloxy-5-methoxyflavone
—— 2-(2-ethyl-phenyl)-chroman-6-ol 1426900-13-1 C17H18O2
2-(2-ethyl-phenyl)-chroman-6-ol
—— 8-Brom-6-fluor-4'-methoxy-flavanon 4257-38-9 C16H12BrFO3
8-Brom-6-fluor-4'-methoxy-flavanon
—— 3-Chlor-2,2-diphenyl-chroman-4-on 3780-22-1 C21H15ClO2
3-Chlor-2,2-diphenyl-chroman-4-on
—— 2-(3-Chloro-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid 849-46-7 C16H9ClO5
2-(3-Chloro-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid
—— 2-benzo[1,3]dioxol-5-yl-6-nitro-chroman-4-one 109722-68-1 C16H11NO6
2-benzo[1,3]dioxol-5-yl-6-nitro-chroman-4-one
—— 2-methyl-5-((2R,4R)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid hydrochloride 1451373-11-7 C30H29NO3*ClH
2-methyl-5-((2R,4R)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid hydrochloride
—— 3,4'-Dimethoxyflavyliumchlorid 38493-07-1 C17H15O3*Cl
3,4'-Dimethoxyflavyliumchlorid