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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
—— 5-Hydroxy-7-allyloxy-6-allyl-flavon 14965-25-4 C21H18O4
5-Hydroxy-7-allyloxy-6-allyl-flavon
—— 2-(4-Benzyloxy-phenyl)-7-chloro-3-methoxy-chromen-4-one 111391-68-5 C23H17ClO4
2-(4-Benzyloxy-phenyl)-7-chloro-3-methoxy-chromen-4-one
—— 7-Hydroxy-6-jod-4'-methoxy-flavon 4252-92-0 C16H11IO4
7-Hydroxy-6-jod-4'-methoxy-flavon
—— 3-Acetoxy-6-methyl-3'-nitro-flavon 2552-65-0 C18H13NO6
3-Acetoxy-6-methyl-3'-nitro-flavon
—— 3-Hydroxy-6-methyl-4'-nitro-flavon 2615-80-7 C16H11NO5
3-Hydroxy-6-methyl-4'-nitro-flavon
—— 7-O-Methyl-myricetin-pentaacetat 16280-28-7 C26H22O13
7-O-Methyl-myricetin-pentaacetat
—— 3-Iod-6,4'-dimethoxy-flavanon 19015-42-0 C17H15IO4
3-Iod-6,4'-dimethoxy-flavanon
—— 1542609-26-6 C53H64O34
—— N-(5,7-Dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-N-isobutyl-2,4-dinitro-benzenesulfonamide 272773-92-9 C27H25N3O10S
N-(5,7-Dimethoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-N-isobutyl-2,4-dinitro-benzenesulfonamide
—— 3-O-(β-L-arabinopyranosyl-(1->4)-α-L-rhamnopyranosyl)-7-O-(α-L-rhamnopyranosiyl)kaempferol 1307876-23-8 C32H38O18
3-O-(β-L-arabinopyranosyl-(1->4)-α-L-rhamnopyranosyl)-7-O-(α-L-rhamnopyranosiyl)kaempferol
—— 5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-ol 554431-60-6 C29H29NO4
5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-ol
—— troxerutin vinyl adipate 1218941-81-1 C41H52O22
troxerutin vinyl adipate
—— 7,4'-dibenzyloxy-3'-methoxy-3-methylflavone 91100-86-6 C31H26O5
7,4'-dibenzyloxy-3'-methoxy-3-methylflavone
—— 2-Methyl-4,6-diphenyl-4H-chromen-4-ol 130788-82-8 C22H18O2
2-Methyl-4,6-diphenyl-4H-chromen-4-ol
—— volkensiflavone hexamethylether 417703-46-9 C36H32O10
volkensiflavone hexamethylether
—— 4'-chloro-3-methylflavone-8-carboxylic acid N,N-diethylamide 90102-48-0 C21H20ClNO3
4'-chloro-3-methylflavone-8-carboxylic acid N,N-diethylamide
—— (+/-)-3-((<i>E</i>)-benzylidene)-6-methoxy-2-phenyl-chroman-4-one 98016-10-5 C23H18O3
(+/-)-3-((<i>E</i>)-benzylidene)-6-methoxy-2-phenyl-chroman-4-one
—— 1329423-61-1 C20H17NO4
—— 7,8-Dimethoxy-3'-nitroflavon 35820-39-4 C17H13NO6
7,8-Dimethoxy-3'-nitroflavon
—— 3-(3-hydroxy-4-(trifluoromethyl)phenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-92-6 C31H32F3NO4*ClH
3-(3-hydroxy-4-(trifluoromethyl)phenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 3-(hydroxymethyl)-9-methoxy-2-(4-oxo-2-phenyl-4H-chromen-7-ylamino)-4H-pyrido[1,2-a]pyrimidin-4-one 1314718-29-0 C25H19N3O5
3-(hydroxymethyl)-9-methoxy-2-(4-oxo-2-phenyl-4H-chromen-7-ylamino)-4H-pyrido[1,2-a]pyrimidin-4-one
—— 2-[3-(benzyloxy)phenyl]-3-hydroxy-6-methyl-8-nitro-4H-chromen-4-one 372102-22-2 C23H17NO6
2-[3-(benzyloxy)phenyl]-3-hydroxy-6-methyl-8-nitro-4H-chromen-4-one
—— 5,7,4'-trimethoxyflavanone oxime 1227479-74-4 C18H19NO5
5,7,4'-trimethoxyflavanone oxime
—— 3-(3,5-difluoro-4-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-62-0 C30H31F2NO4*ClH
3-(3,5-difluoro-4-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 4-chlorophenylcarbamate 1261480-67-4 C22H18ClNO8
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 4-chlorophenylcarbamate
—— 7-Methyl-2,3-diphenyl-3,4-dihydro-2H-1,10-dioxa-anthracen-9-one 112383-72-9 C25H20O3
7-Methyl-2,3-diphenyl-3,4-dihydro-2H-1,10-dioxa-anthracen-9-one
—— 3',5'-bis-(2-methylbenzyloxy)-7-(2,3-epoxypropoxy)flavone 1374792-14-9 C34H30O6
3',5'-bis-(2-methylbenzyloxy)-7-(2,3-epoxypropoxy)flavone
—— 7-Hydroxy-8-(2'-brom)-propyl-flavon 65679-23-4 C18H15BrO3
7-Hydroxy-8-(2'-brom)-propyl-flavon
—— methyl 5-((2S,4R)-2-(2-(((R)-1-(4-fluoronaphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoate 1451372-78-3 C32H32FNO3
methyl 5-((2S,4R)-2-(2-(((R)-1-(4-fluoronaphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoate
—— 1-(3-chlorophenyl)-3-(2-(2-hydroxy-3-(4-oxo-2-phenyl-4H-chromen-6-yloxy)propylamino)ethyl)urea 1450913-56-0 C27H26ClN3O5
1-(3-chlorophenyl)-3-(2-(2-hydroxy-3-(4-oxo-2-phenyl-4H-chromen-6-yloxy)propylamino)ethyl)urea
—— Isosweritisin 7606-58-8 C22H22O10
Isosweritisin
—— (2R,3R)-epi-catechin 3'-sodium sulfate 1422182-77-1 C15H13O9S*Na
(2R,3R)-epi-catechin 3'-sodium sulfate
—— isopropyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate 1607814-65-2 C19H16O4
isopropyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate
—— Cytisosid-hexaacetat 18456-22-9 C34H34O16
Cytisosid-hexaacetat
—— 6-methyl-3-nitro-2-phenyl-2H-chromene 1616483-37-4 C16H13NO3
6-methyl-3-nitro-2-phenyl-2H-chromene
—— 3-(2,3-dihydroxypropoxy)karanjonol 1244042-49-6 C20H16O6
3-(2,3-dihydroxypropoxy)karanjonol
—— 3-(3,4,5-Trimethoxy-phenyl)-1H-benzo[f]chromen-2-one oxime 134272-43-8 C22H21NO5
3-(3,4,5-Trimethoxy-phenyl)-1H-benzo[f]chromen-2-one oxime
—— 7-O-(3,3-dimethyl-2-propen-1-yl)norwogonin 146195-88-2 C20H18O5
7-O-(3,3-dimethyl-2-propen-1-yl)norwogonin
—— 1333408-78-8 C25H24FN3O4S
—— 5,6-Dihydro-6,6-diphenyl-naphtho<2',3':2,3>pyran-4-on 5234-32-2 C25H18O2
5,6-Dihydro-6,6-diphenyl-naphtho<2',3':2,3>pyran-4-on
—— 5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromene-8-carbaldehyde 94306-05-5 C19H16O6
5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromene-8-carbaldehyde
—— 6,7,8,9-tetrahydro-5-methoxy-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one 112649-61-3 C22H18O4
6,7,8,9-tetrahydro-5-methoxy-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one
—— 5-acetoxy-6'',6''-dimethylpyrano<3'',2'':6,7>flavone 89482-14-4 C22H18O5
5-acetoxy-6'',6''-dimethylpyrano<3'',2'':6,7>flavone
—— benzyl ether 1616280-01-3 C25H20O4
benzyl ether
—— 5,3'-Diethoxy-7,8,2'-trimethoxy-flavon 4865-80-9 C22H24O7
5,3'-Diethoxy-7,8,2'-trimethoxy-flavon
—— 3'-Chlor-4'-methyl-flavonol 3412-18-8 C16H11ClO3
3'-Chlor-4'-methyl-flavonol
—— 2-((S)-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester 1426900-41-5 C21H19NO4S
2-((S)-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester
—— 2-(2-phenyl-chroman-6-yloxy)-4-trifluoromethyl-thiazole-5-carboxylic acid 1426900-49-3 C20H14F3NO4S
2-(2-phenyl-chroman-6-yloxy)-4-trifluoromethyl-thiazole-5-carboxylic acid
—— 6-<(6-chlorohexyl)oxy>-3-hydroxyflavone 140439-52-7 C21H21ClO4
6-<(6-chlorohexyl)oxy>-3-hydroxyflavone
—— 3-(4-chlorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-59-5 C30H32ClNO3*ClH
3-(4-chlorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride