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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
—— 5,6,8-trihydroxy-2-phenyl-chromen-4-one 89971-00-6 C15H10O5
5,6,8-trihydroxy-2-phenyl-chromen-4-one
—— 5a-(3-chlorophenyl)-5a,11,11a,12-tetrahydrochromeno[2,3-b]chromene 1383125-31-2 C22H17ClO2
5a-(3-chlorophenyl)-5a,11,11a,12-tetrahydrochromeno[2,3-b]chromene
—— 2-[(5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-3-yloxy)-methyl]benzonitrile 1236113-87-3 C23H15NO5
2-[(5,7-dihydroxy-4-oxo-2-phenyl-4H-chromen-3-yloxy)-methyl]benzonitrile
—— 6-carbomethoxy-2'-nitro-flavanone 57009-54-8 C17H13NO6
6-carbomethoxy-2'-nitro-flavanone
—— 2-[1]naphthyl-4-oxo-chroman-6-carboxylic acid ethyl ester 102706-05-8 C22H18O4
2-[1]naphthyl-4-oxo-chroman-6-carboxylic acid ethyl ester
—— 8-carboxymethyl-7-hydroxy-5,4'-dimethoxyflavan 95733-01-0 C19H20O6
8-carboxymethyl-7-hydroxy-5,4'-dimethoxyflavan
—— 8-chloro-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 85785-50-8 C18H15ClO5
8-chloro-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 3,7-dibenzoyloxyflavone 258856-69-8 C29H18O6
3,7-dibenzoyloxyflavone
—— 6-(4-Methoxy-2-nitrophenoxy)-2-phenylchroman 488847-36-5 C22H19NO5
6-(4-Methoxy-2-nitrophenoxy)-2-phenylchroman
—— (2-phenylchroman-6-yloxy)acetonitrile 488847-49-0 C17H15NO2
(2-phenylchroman-6-yloxy)acetonitrile
—— 2-nitro-1-(2-phenylchroman-6-yloxy)-benzene 488848-62-0 C21H17NO4
2-nitro-1-(2-phenylchroman-6-yloxy)-benzene
—— 6-(2-azidoethoxy)-2-phenylchroman 488847-45-6 C17H17N3O2
6-(2-azidoethoxy)-2-phenylchroman
—— ORM-10103 488847-28-5 C20H16N2O4
ORM-10103
—— 7-methoxy-5-methyl-2-phenyl-chroman-4-one 74057-55-9 C17H16O3
7-methoxy-5-methyl-2-phenyl-chroman-4-one
—— 7'-methoxy-4,4-dimethyl-2'-phenylspiro[3H-pyrano[3,2-c]chromene-2,4'-chromene]-5-one 1072902-43-2 C29H24O5
7'-methoxy-4,4-dimethyl-2'-phenylspiro[3H-pyrano[3,2-c]chromene-2,4'-chromene]-5-one
—— 8-(dimethylamino)-7'-methoxy-4,4-dimethyl-2'-phenylspiro[3H-pyrano[3,2-c]chromene-2,4'-chromene]-5-one 1196830-66-6 C31H29NO5
8-(dimethylamino)-7'-methoxy-4,4-dimethyl-2'-phenylspiro[3H-pyrano[3,2-c]chromene-2,4'-chromene]-5-one
—— apigenin-7-O-β-D-glucoside 595564-88-8 C21H20O10
apigenin-7-O-β-D-glucoside
—— myricetin 3-O-α-L-arabinopyranoside 132679-85-7 C20H18O12
myricetin 3-O-α-L-arabinopyranoside
—— (2S,4R,2'S)-2-(3,4-Dihydroxy-phenyl)-2'-(3,4-dimethoxy-phenyl)-5',7'-dimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-5,7-diol 299412-45-6 C34H34O10
(2S,4R,2'S)-2-(3,4-Dihydroxy-phenyl)-2'-(3,4-dimethoxy-phenyl)-5',7'-dimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-5,7-diol
—— (2S)-5,7,3',4'-tetrakis(benzyloxy)flavan-4β,8-[(2S)-5,7,3',4'-tetramethoxyflavan] 299412-39-8 C62H58O10
(2S)-5,7,3',4'-tetrakis(benzyloxy)flavan-4β,8-[(2S)-5,7,3',4'-tetramethoxyflavan]
—— 4-Phenyl-flavan-4-ol 2859-95-2 C21H18O2
4-Phenyl-flavan-4-ol
—— Flavanone 189381-63-3 C15H12O2
Flavanone
—— (2S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman 888026-42-4 C50H58O7
(2S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman
—— 2-(5-bromo-2-ethoxyphenyl)-3-hydroxy-4H-chromen-4-one 1443430-15-6 C17H13BrO4
2-(5-bromo-2-ethoxyphenyl)-3-hydroxy-4H-chromen-4-one
—— 7-chloro-2-(4-methoxyphenyl)-4H-benzopyran-4-one 1226-05-7 C16H11ClO3
7-chloro-2-(4-methoxyphenyl)-4H-benzopyran-4-one
—— 3-methyl-1,3-diphenyl-3H-benzo[f]chromene 1072877-73-6 C26H20O
3-methyl-1,3-diphenyl-3H-benzo[f]chromene
—— 5-oxo-N-(4-oxo-2-(2-(trifluoromethyi)phenyl)-4H-chromen-8-yl)pyrrolidine-2-carboxamide 1219444-66-2 C21H15F3N2O4
5-oxo-N-(4-oxo-2-(2-(trifluoromethyi)phenyl)-4H-chromen-8-yl)pyrrolidine-2-carboxamide
—— [2-(2-o-tolyl-chroman-6-yloxy)-thiazol-5-ylmethyl]amine 1426899-87-7 C20H20N2O2S
[2-(2-o-tolyl-chroman-6-yloxy)-thiazol-5-ylmethyl]amine
—— isoxazole-5-carboxylic acid [2-(2-o-tolyl-chroman-6-yloxy)-thiazol-5-ylmethyl]-amide 1426899-31-1 C24H21N3O4S
isoxazole-5-carboxylic acid [2-(2-o-tolyl-chroman-6-yloxy)-thiazol-5-ylmethyl]-amide
—— 4-Methyl-2-(2,4,4,6-tetramethyl-chroman-2-yl)-phenol 78719-74-1 C20H24O2
4-Methyl-2-(2,4,4,6-tetramethyl-chroman-2-yl)-phenol
—— 4'-(3-(tert-Butylamino)-2-hydroxypropoxy)-2-methylflavanone 55456-73-0 C23H27NO4
4'-(3-(tert-Butylamino)-2-hydroxypropoxy)-2-methylflavanone
—— (1H-benzo[d][1,2,3]triazol-1-yl)(3,3-diphenyl-3H-benzo[f]chromen-7-yl)methanone 1131147-89-1 C32H21N3O2
(1H-benzo[d][1,2,3]triazol-1-yl)(3,3-diphenyl-3H-benzo[f]chromen-7-yl)methanone
—— (1R,3R,6R,7R,10R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 29782-68-1 C25H22O10
(1R,3R,6R,7R,10R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one
—— 7-<Bis-(2-hydroxy-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 607-73-8 C21H21NO6
7-<Bis-(2-hydroxy-ethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 5-Amino-2-(4-aminophenyl)-6,8-difluoro-4H-1-benzopyran-4-one 152169-55-6 C15H10F2N2O2
5-Amino-2-(4-aminophenyl)-6,8-difluoro-4H-1-benzopyran-4-one
—— 7-<(3-Cyclohexylamino-propyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 611-57-4 C26H30N2O4
7-<(3-Cyclohexylamino-propyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 3-methyl-3-phenyl-3H-benzo[f]chromene 193819-08-8 C20H16O
3-methyl-3-phenyl-3H-benzo[f]chromene
—— 6-carboxy-4-chloro-3-formyl-flav-3-ene 98769-90-5 C17H11ClO4
6-carboxy-4-chloro-3-formyl-flav-3-ene
—— quercetin 3-glucuronide 778593-28-5 C21H18O13
quercetin 3-glucuronide
—— 3'-benzyloxy-5,7-dihydroxy-3,4'-dimethoxyflavone 959671-91-1 C24H22O7
3'-benzyloxy-5,7-dihydroxy-3,4'-dimethoxyflavone
—— 10-bromo-6-(4-methoxyphenyl)-6a,7-dihydro-7-(3,4-dimethoxyphenyl)-6H-[1]benzopyrano[3,4-c][1,5]benzothiazepine 1038412-51-9 C31H26BrNO4S
10-bromo-6-(4-methoxyphenyl)-6a,7-dihydro-7-(3,4-dimethoxyphenyl)-6H-[1]benzopyrano[3,4-c][1,5]benzothiazepine
—— (8S)-2,3-dimethyl-8-(2-methylphenyl)-N-(tetrahydrofuran-2-ylmethyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1046468-99-8 C25H29N3O3
(8S)-2,3-dimethyl-8-(2-methylphenyl)-N-(tetrahydrofuran-2-ylmethyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 4'-Methoxy-7-acetoxy-flavon 3681-98-9 C18H14O5
4'-Methoxy-7-acetoxy-flavon
—— epioritin-(4β->3)-oritin-4α-ol hexa-O-methyl ether diacetate 219313-35-6 C40H42O13
epioritin-(4β->3)-oritin-4α-ol hexa-O-methyl ether diacetate
—— (2R,3S,4S)-4-chloro-3-hydroxy-7,8,4'-trimethoxyflavan 213412-17-0 C18H19ClO5
(2R,3S,4S)-4-chloro-3-hydroxy-7,8,4'-trimethoxyflavan
—— (2R,3R,4S)-2,3-cis-3,4-trans-3-acetoxy-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan 69120-24-7 C28H30O8
(2R,3R,4S)-2,3-cis-3,4-trans-3-acetoxy-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan
—— epioritin-(4β->4)-epioritin-4α-ol hexa-O-methylether diacetate 213412-16-9 C40H42O13
epioritin-(4β->4)-epioritin-4α-ol hexa-O-methylether diacetate
—— 7-Hydroxyflavylium chloride 4082-09-1 C15H11O2*Cl
7-Hydroxyflavylium chloride
—— 17-Hydroxy-13-(4-methoxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15(20),16,18-heptaen-3-one 78490-19-4 C25H18O6
17-Hydroxy-13-(4-methoxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.05,10.015,20]henicosa-2(11),5,7,9,15(20),16,18-heptaen-3-one
—— (8S)-5-[(3-hydroxyazetidin-1-yl)carbonyl]-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole 1046468-95-4 C23H25N3O3
(8S)-5-[(3-hydroxyazetidin-1-yl)carbonyl]-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole