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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
—— 3,7,2',5'-Tetrahydroxy-6-octadecyl-flavon 96673-47-1 C33H46O6
3,7,2',5'-Tetrahydroxy-6-octadecyl-flavon
—— sudachitin 4'-tetra-O-acetyl-β-D-glucopyranoside 70575-22-3 C32H34O17
sudachitin 4'-tetra-O-acetyl-β-D-glucopyranoside
—— 5,7-diethoxy-3,6-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 30250-37-4 C24H28O9
5,7-diethoxy-3,6-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 7-(phenyl)-7-(3-methylphenyl)-7H-2-methyl-2,3-dihydrofuro[3',2',:5,6]naphtho[2, 1-b]pyran 173301-00-3 C29H24O2
7-(phenyl)-7-(3-methylphenyl)-7H-2-methyl-2,3-dihydrofuro[3',2',:5,6]naphtho[2, 1-b]pyran
—— Centaureidin-triaethylaether 20921-23-7 C24H28O8
Centaureidin-triaethylaether
—— 2-(3-benzyloxy-4-methoxy-phenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one 20921-20-4 C25H22O8
2-(3-benzyloxy-4-methoxy-phenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one
—— 2-Methoxy-3,3-oxymethylenflavanon 34917-93-6 C17H14O4
2-Methoxy-3,3-oxymethylenflavanon
—— 2-(Dimethoxyphosphoryl)-2a,7b-dihydro-1-phenylcyclobuta<b>benzofuran 108010-32-8 C18H17O4P
2-(Dimethoxyphosphoryl)-2a,7b-dihydro-1-phenylcyclobuta<b>benzofuran
—— 1a,7a-Dihydro-7(1H)-[3-(4-methyl-1-piperazinyl)propyloxyimino]-1a-phenylcyclopropa[b]chromen 139772-48-8 C24H29N3O2
1a,7a-Dihydro-7(1H)-[3-(4-methyl-1-piperazinyl)propyloxyimino]-1a-phenylcyclopropa[b]chromen
—— 3'-Benzyloxy-3-hydroxy-4',5,6,7-tetramethoxyflavon 33018-38-1 C26H24O8
3'-Benzyloxy-3-hydroxy-4',5,6,7-tetramethoxyflavon
—— Ponolid-hexaacetat 52429-87-5 C41H38O18
Ponolid-hexaacetat
—— 6''-O-L-Arabinopyranosylastragalin 110352-79-9 C26H28O15
6''-O-L-Arabinopyranosylastragalin
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]-6-pyrrolidin-1-ylpyridine-2-carboxamide 1219446-25-9 C26H20F3N3O3
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]-6-pyrrolidin-1-ylpyridine-2-carboxamide
—— (E)-2-(4-acetoxy-2-hydroxyphenyl)-5-hydroxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-7-acetoxy-4H-chromen-4-one 1443276-42-3 C29H30O8
(E)-2-(4-acetoxy-2-hydroxyphenyl)-5-hydroxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-7-acetoxy-4H-chromen-4-one
—— 7-acetoxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6-dimethoxy-chromen-4-one 25096-19-9 C27H24O9
7-acetoxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-3,6-dimethoxy-chromen-4-one
—— Acetic acid 3,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester 154047-95-7 C27H24O10S
Acetic acid 3,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-5-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester
—— 6-Chloro,3'-Hydroxyflavone 347888-85-1 C15H9ClO3
6-Chloro,3'-Hydroxyflavone
—— (2S,3R,4R)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-7-methoxy-chroman-3-ol 78284-61-4 C26H28O7
(2S,3R,4R)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-7-methoxy-chroman-3-ol
—— 7-(O-β-D-glucopyranosyloxy)-3-(3-oxo-3-phenylprop-1-enyl)-4H-chromen-4-one 1224255-82-6 C24H22O9
7-(O-β-D-glucopyranosyloxy)-3-(3-oxo-3-phenylprop-1-enyl)-4H-chromen-4-one
—— 1-(2,4-dinitrophenyl)-2-(2-(4-methoxyphenyl)-4H-chromen-4-ylidene)hydrazine 902149-14-8 C22H16N4O6
1-(2,4-dinitrophenyl)-2-(2-(4-methoxyphenyl)-4H-chromen-4-ylidene)hydrazine
—— (+)-<i>N</i>-[3-(4-oxo-chroman-2-yl)-phenyl]-succinamic acid 120831-63-2 C19H17NO5
(+)-<i>N</i>-[3-(4-oxo-chroman-2-yl)-phenyl]-succinamic acid
—— ethyl 2-[2,4-dioxo-5-[[3-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidin-3-yl]acetate 1062051-85-7 C23H17NO6S
ethyl 2-[2,4-dioxo-5-[[3-(4-oxochromen-2-yl)phenyl]methylidene]-1,3-thiazolidin-3-yl]acetate
—— [2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-8-yl]-acetic acid 3,5-dimethoxy-phenyl ester 39690-13-6 C29H28O10
[2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-4-oxo-4H-chromen-8-yl]-acetic acid 3,5-dimethoxy-phenyl ester
—— diethyl 4-(6-chloro-3-cyanomethyl-4H-1-benzopyran-4-on-2-yl)benzylphosphonate 166305-08-4 C22H21ClNO5P
diethyl 4-(6-chloro-3-cyanomethyl-4H-1-benzopyran-4-on-2-yl)benzylphosphonate
—— Dehydrodimeres des Flavonols 3014-47-9 C30H18O6
Dehydrodimeres des Flavonols
—— 2-(2-bromophenyl)-3-hydroxychroman-4-one 1233689-69-4 C15H11BrO3
2-(2-bromophenyl)-3-hydroxychroman-4-one
—— 4'-Benzyloxy-6-(4-benzyloxy-3-methoxy-benzoyloxy)-3',5,7-trimethoxy-flavon 40984-02-9 C40H34O10
4'-Benzyloxy-6-(4-benzyloxy-3-methoxy-benzoyloxy)-3',5,7-trimethoxy-flavon
—— 4'-Benzyloxy-5,6-dihydroxy-3',7-dimethoxy-flavon 41086-72-0 C24H20O7
4'-Benzyloxy-5,6-dihydroxy-3',7-dimethoxy-flavon
—— 6-Epoxypropoxy-3-methyl-flavon 37933-95-2 C19H16O4
6-Epoxypropoxy-3-methyl-flavon
—— 3-Chlor-7-methoxy-flavon 24527-10-4 C16H11ClO3
3-Chlor-7-methoxy-flavon
—— 8-Phenyl-2-p-tolyl-chromen-4-one 87241-88-1 C22H16O2
8-Phenyl-2-p-tolyl-chromen-4-one
—— 13-anilino-12-oxy-1-phenyl-(6a<i>r</i>,13a<i>c</i>)-6,6a,7,13a-tetrahydro-benzo[<i>b</i>]furo[4',3',2':4,5]naphtho[2,3-<i>e</i>]azepin-6<i>t</i>-ol 32906-71-1 C31H24N2O3
13-anilino-12-oxy-1-phenyl-(6a<i>r</i>,13a<i>c</i>)-6,6a,7,13a-tetrahydro-benzo[<i>b</i>]furo[4',3',2':4,5]naphtho[2,3-<i>e</i>]azepin-6<i>t</i>-ol
—— 3-Brom-3',4',5-trimethoxyflavanon 93809-20-2 C18H17BrO5
3-Brom-3',4',5-trimethoxyflavanon
—— Sodium salt of 5-amino-2-[4-(5-carboxypentylamino)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one 152168-90-6 C21H18F3N2O4*Na
Sodium salt of 5-amino-2-[4-(5-carboxypentylamino)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one
—— (E)-2-(4-acetoxy-2-((4-methoxybenzyl)oxy)phenyl)-5-hydroxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-7-acetoxy-4H-chromen-4-one 1443276-41-2 C37H38O9
(E)-2-(4-acetoxy-2-((4-methoxybenzyl)oxy)phenyl)-5-hydroxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-7-acetoxy-4H-chromen-4-one
—— (2R,3S)-2,3-trans-3-acetoxy-6,8-bi-<(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>3',4',5,7-tetramethoxyflavan 81703-25-5 C61H64O19
(2R,3S)-2,3-trans-3-acetoxy-6,8-bi-<(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>3',4',5,7-tetramethoxyflavan
—— (+/-)-4',6-dimethoxymethoxy-8-allyl-flavanone 1134396-43-2 C22H24O6
(+/-)-4',6-dimethoxymethoxy-8-allyl-flavanone
—— N-(4-oxo-2-o-tolyl-4H-chromen-8-yl)pyrazine-2-carboxamide 1219444-69-5 C21H15N3O3
N-(4-oxo-2-o-tolyl-4H-chromen-8-yl)pyrazine-2-carboxamide
—— sudachitin 7-benzyl ether 70575-19-8 C25H22O8
sudachitin 7-benzyl ether
—— butyl 2-(3-chloro-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate 1609940-35-3 C22H19ClO5
butyl 2-(3-chloro-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate
—— Octa-O-acetyl-apiin 34339-73-6 C42H44O22
Octa-O-acetyl-apiin
—— 5,7-Dimethoxy-4α-phenylthioflavan 55539-27-0 C23H22O3S
5,7-Dimethoxy-4α-phenylthioflavan
—— 2-(2-hydroxy-5-nitro-phenyl)-5-nitro-2,3-dihydro-benzofuran-3-ol 105975-22-2 C14H10N2O7
2-(2-hydroxy-5-nitro-phenyl)-5-nitro-2,3-dihydro-benzofuran-3-ol
—— 2-[4-[2-(1-pyrrolidino)ethoxy]phenyl]-3-(4-hydroxyphenyl)-7-hydroxy-2H-1-benzopyran 163623-55-0 C27H27NO4
2-[4-[2-(1-pyrrolidino)ethoxy]phenyl]-3-(4-hydroxyphenyl)-7-hydroxy-2H-1-benzopyran
—— 2-(2,3-diacetoxy-phenyl)-chromen-4-one 80710-42-5 C19H14O6
2-(2,3-diacetoxy-phenyl)-chromen-4-one
—— 1037268-38-4 C19H11ClO4
—— 3,6,7,8-tetraacetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one 116031-24-4 C27H22O14
3,6,7,8-tetraacetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one
—— 5,6,7,8,2',3'-Hexamethoxyflavon 42923-43-3 C21H22O8
5,6,7,8,2',3'-Hexamethoxyflavon
—— Carbonic acid ethyl ester 2-furo[2',3':4,5]benzo[1,2-d][1,3]dioxol-6-yl-5-methoxy-phenyl ester 54254-27-2 C19H16O7
Carbonic acid ethyl ester 2-furo[2',3':4,5]benzo[1,2-d][1,3]dioxol-6-yl-5-methoxy-phenyl ester
—— gossypetinidin 48193-47-1 C15H11O7
gossypetinidin