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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-4'-acetoxy-flavon 969-69-7 C17H12O5
5-Hydroxy-4'-acetoxy-flavon
—— prunin 6''-O-decanoate 1256627-51-6 C31H40O11
prunin 6''-O-decanoate
—— 2-(4-methansulfonylphenyl)-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one 1187016-44-9 C25H21NO6S
2-(4-methansulfonylphenyl)-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one
—— 40721-88-8 C27H26O6
—— 4'-Benzyloxy-7-methoxydihydroflavonol 27782-70-3 C23H20O5
4'-Benzyloxy-7-methoxydihydroflavonol
—— 4-Brom-4',5-dimethoxyflavan 26553-32-2 C17H17BrO3
4-Brom-4',5-dimethoxyflavan
—— 7-Amino-3-methoxy-2-(2-methoxy-phenyl)-chromen-4-one 27500-17-0 C17H15NO4
7-Amino-3-methoxy-2-(2-methoxy-phenyl)-chromen-4-one
—— epigallocatechin gallate O-α-D-glucoside 917003-54-4 C28H28O16
epigallocatechin gallate O-α-D-glucoside
—— 2-(2-chlorophenyl)-3-hydroxy-5,7-dimethoxy-4H-1-benzopyran-4-one 1055316-68-1 C17H13ClO5
2-(2-chlorophenyl)-3-hydroxy-5,7-dimethoxy-4H-1-benzopyran-4-one
—— [(1R,2R)-3-(2,4,6-trihydroxyphenyl)-1-(3,4,5-trihydroxyphenyl)-1-[(2R,3S)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-6-yl]propan-2-yl] 3,4,5-trihydroxybenzoate 121795-70-8 C37H32O18
[(1R,2R)-3-(2,4,6-trihydroxyphenyl)-1-(3,4,5-trihydroxyphenyl)-1-[(2R,3S)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-6-yl]propan-2-yl] 3,4,5-trihydroxybenzoate
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4-dihydroxy-5-(octanoyloxy)benzoate 1050444-27-3 C30H32O12
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4-dihydroxy-5-(octanoyloxy)benzoate
—— 2-<sup>13</sup>C-2,2-Diphenylchroman 29196-41-6 C21H18O
2-<sup>13</sup>C-2,2-Diphenylchroman
—— 2-(4-nitrophenyl)chroman-6-ol 488849-86-1 C15H13NO4
2-(4-nitrophenyl)chroman-6-ol
—— 7-O-(4-O-α-D-glucopyranosyl-α-D-glucopyranosyl)-(-)-epigallocatechin-3-O-gallate 1037072-16-4 C34H38O21
7-O-(4-O-α-D-glucopyranosyl-α-D-glucopyranosyl)-(-)-epigallocatechin-3-O-gallate
—— 3-N,N-dimethylaminomethylidene-7-isopropyloxy-flavanone 99111-00-9 C21H23NO3
3-N,N-dimethylaminomethylidene-7-isopropyloxy-flavanone
—— 6-acetamino-3-hydroxy-3′,4′-dimethoxyflavone 285138-18-3 C19H17NO6
6-acetamino-3-hydroxy-3′,4′-dimethoxyflavone
—— 6,8-Dichlor-4'-methoxy-3-jodflavanon 26057-13-6 C16H11Cl2IO3
6,8-Dichlor-4'-methoxy-3-jodflavanon
—— 6-Hydroxy-5-chlormethyl-flavon 27500-41-0 C16H11ClO3
6-Hydroxy-5-chlormethyl-flavon
—— 2-phenyl-7-pyridin-2-ylamino-chromen-4-one 39944-91-7 C20H14N2O2
2-phenyl-7-pyridin-2-ylamino-chromen-4-one
—— 8-pinacolatoborylflavone 1247006-96-7 C21H21BO4
8-pinacolatoborylflavone
—— 7-Methoxy-3.6.8-trichloroflavon 34187-12-7 C16H9Cl3O3
7-Methoxy-3.6.8-trichloroflavon
—— 1254040-87-3 C27H18ClF3O7
—— epigallocatechin gallate 3'-O-α-D-glucopyranoside 183209-74-7 C28H28O16
epigallocatechin gallate 3'-O-α-D-glucopyranoside
—— (R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-one 1608504-08-0 C45H82O7Si5
(R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-one
—— 2-phenyl-2-(3-phenylfuran-2-yl)benzofuran-3(2H)-one 1429665-22-4 C24H16O3
2-phenyl-2-(3-phenylfuran-2-yl)benzofuran-3(2H)-one
—— 1-[3-Methyl-7-(Allyloxy)Flavon-8-yl]-3-Phenyl-Propen-1-one 329913-44-2 C28H22O4
1-[3-Methyl-7-(Allyloxy)Flavon-8-yl]-3-Phenyl-Propen-1-one
—— 1-[N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)]-4-[3-O-methylene-(7-methoxy-5,4’-dibenzyl flavonol)]-[1,2,3]-triazole 1469989-90-9 C47H45N3O15
1-[N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)]-4-[3-O-methylene-(7-methoxy-5,4’-dibenzyl flavonol)]-[1,2,3]-triazole
—— 3,6-Dibromo-7-hydroxy-4'-methoxyflavanon 38790-91-9 C16H12Br2O4
3,6-Dibromo-7-hydroxy-4'-methoxyflavanon
—— 5-Hydroxy-7,5',7'-trimethoxy-2,2'-bis-(4-methoxy-phenyl)-[6,8']bichromenyl-4,4'-dione 100108-72-3 C35H28O10
5-Hydroxy-7,5',7'-trimethoxy-2,2'-bis-(4-methoxy-phenyl)-[6,8']bichromenyl-4,4'-dione
—— 2-Phenyl-4-trichloracetylimino-naphtho<2.1-b>pyran 52817-00-2 C21H12Cl3NO2
2-Phenyl-4-trichloracetylimino-naphtho<2.1-b>pyran
—— 7-Benzyloxy-8-(3-hydroxy-3-methyl-2-oxo-1-butyl)-5-methoxyflavon 91360-62-2 C28H26O6
7-Benzyloxy-8-(3-hydroxy-3-methyl-2-oxo-1-butyl)-5-methoxyflavon
—— 4'-Benzyloxy-7-methoxydihydroflavonol-acetat 27782-71-4 C25H22O6
4'-Benzyloxy-7-methoxydihydroflavonol-acetat
—— morpholine-4-carboxylic acid 4-oxo-2-phenyl-4<i>H</i>-chromen-7-yl ester 30797-24-1 C20H17NO5
morpholine-4-carboxylic acid 4-oxo-2-phenyl-4<i>H</i>-chromen-7-yl ester
—— 4',5-Dimethoxy-flavan-4β-ol-acetat 26553-28-6 C19H20O5
4',5-Dimethoxy-flavan-4β-ol-acetat
—— 4-ethyl-piperazine-1-carboxylic acid 4-oxo-2-phenyl-4<i>H</i>-chromen-7-yl ester 30797-23-0 C22H22N2O4
4-ethyl-piperazine-1-carboxylic acid 4-oxo-2-phenyl-4<i>H</i>-chromen-7-yl ester
—— (+/-)-3<i>t</i>,4<i>c</i>-Diacetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7-methoxy-chroman 4283-55-0 C22H24O8
(+/-)-3<i>t</i>,4<i>c</i>-Diacetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7-methoxy-chroman
—— Desacetylcratenacin 13263-81-5 C27H30O14
Desacetylcratenacin
—— 6-hydroxy-3,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromene-5-carbaldehyde 855462-46-3 C19H16O7
6-hydroxy-3,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromene-5-carbaldehyde
—— 7-O-Demethyl-tachrosinol 70270-48-3 C21H20O6
7-O-Demethyl-tachrosinol
—— [(8S)-8-(2-chloro-4-fluorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanol 1046469-32-2 C19H18ClFN2O2
[(8S)-8-(2-chloro-4-fluorophenyl)-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazol-5-yl]methanol
—— 3-acetoxy-2-(4-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one 22825-63-4 C22H16O5
3-acetoxy-2-(4-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one
—— (3aR,4S,9bS)-2-difluoromethylene-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol 787622-79-1 C19H16F2O3
(3aR,4S,9bS)-2-difluoromethylene-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol
—— 2-(4-methansulfonylphenyl)-3-hydroxy-6-acetamido-4H-1-benzopyran-4-one 1187016-45-0 C18H15NO6S
2-(4-methansulfonylphenyl)-3-hydroxy-6-acetamido-4H-1-benzopyran-4-one
—— Acetic acid 3,6-diacetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-4-oxo-4H-chromen-5-yl ester 59171-26-5 C25H22O12
Acetic acid 3,6-diacetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-4-oxo-4H-chromen-5-yl ester
—— 6-(6-Methoxynaphthalen-2-yl)-2,2-diphenylchromene 933066-96-7 C32H24O2
6-(6-Methoxynaphthalen-2-yl)-2,2-diphenylchromene
—— 7-N,N-dimethylamino-3-N,N-dimethylaminomethylidene-flavanone 99111-01-0 C20H22N2O2
7-N,N-dimethylamino-3-N,N-dimethylaminomethylidene-flavanone
—— cis-4-N-methylamino-6-methylflavan 104819-79-6 C17H19NO
cis-4-N-methylamino-6-methylflavan
—— (2S,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,7-diol 78284-57-8 C21H18O7
(2S,3R,4S)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,7-diol
—— 7-Benzyloxy-3,4'-dimethoxy-flavon 35784-28-2 C24H20O5
7-Benzyloxy-3,4'-dimethoxy-flavon
—— 3'-Nitro-4'-bromflavon 30211-47-3 C15H8BrNO4
3'-Nitro-4'-bromflavon