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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
—— 2-(5-bromo-2-methoxy-phenyl)-6-methyl-8-nitro-chromen-4-one 130955-70-3 C17H12BrNO5
2-(5-bromo-2-methoxy-phenyl)-6-methyl-8-nitro-chromen-4-one
—— 2-(4-ethylphenyl)chroman-6-ol 488848-18-6 C17H18O2
2-(4-ethylphenyl)chroman-6-ol
—— 3-methyl-4-oxo-2-phenyl-4H-chromene-6-carboxylic acid ethyl ester 109615-01-2 C19H16O4
3-methyl-4-oxo-2-phenyl-4H-chromene-6-carboxylic acid ethyl ester
—— 4-oxo-2-(4-(trifluoromethyl)phenyl)-4H-chromene-3,5,7-triyl triacetate 1254040-70-4 C22H15F3O8
4-oxo-2-(4-(trifluoromethyl)phenyl)-4H-chromene-3,5,7-triyl triacetate
—— 8-allyl-2-(2-chlorophenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one 952677-96-2 C20H17ClO4
8-allyl-2-(2-chlorophenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 5,7,2',4'-tetrakis(methoxymethoxy)flavanone 134955-34-3 C23H28O10
5,7,2',4'-tetrakis(methoxymethoxy)flavanone
—— 3-Hydroxy-4-hydroximino-flavan 17044-61-0 C15H13NO3
3-Hydroxy-4-hydroximino-flavan
—— (4,5-bis(diisopropylphosphino)-9,9-dimethylxanthene)phenyl(trifluoromethyl)palladium(II) 1353755-03-9 C34H45F3OP2Pd
(4,5-bis(diisopropylphosphino)-9,9-dimethylxanthene)phenyl(trifluoromethyl)palladium(II)
—— 4-Ethoxy-flavan 98220-94-1 C17H18O2
4-Ethoxy-flavan
—— 5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-((1R,5R)-5-methyl-4-oxocyclohex-2-enyloxy)4H-chromen-4-one 1232680-31-7 C43H36O7
5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-((1R,5R)-5-methyl-4-oxocyclohex-2-enyloxy)4H-chromen-4-one
—— 6-hydroxy-2-(2-nitrophenyl)chroman-4-one 488849-90-7 C15H11NO5
6-hydroxy-2-(2-nitrophenyl)chroman-4-one
—— 5-Acetoxy-7-methyl-3'.4'-dioxymethylen-flavon 110937-50-3 C19H14O6
5-Acetoxy-7-methyl-3'.4'-dioxymethylen-flavon
—— 6-acetylamino-2-(4-hydroxy-phenyl)-chroman-4-one 108897-77-4 C17H15NO4
6-acetylamino-2-(4-hydroxy-phenyl)-chroman-4-one
—— 2-(3-chlorophenyl)chroman-4,6-diol 488847-88-7 C15H13ClO3
2-(3-chlorophenyl)chroman-4,6-diol
—— 1233322-04-7 C23H16O4
—— 3-Benzyloxy-5,7,4'-trimethoxyflavon 809-15-4 C25H22O6
3-Benzyloxy-5,7,4'-trimethoxyflavon
—— Bis-<5-benoyloxy-4'.7-dibenzyloxy-flavonyl-(8)> 107744-28-5 C72H50O12
Bis-<5-benoyloxy-4'.7-dibenzyloxy-flavonyl-(8)>
—— 6,8-dichloro-2-(4-hydroxy-phenyl)-chroman-4-one 107916-35-8 C15H10Cl2O3
6,8-dichloro-2-(4-hydroxy-phenyl)-chroman-4-one
—— 5,7,4'-Trimethoxy-8-(2,3,5,6-tetra-O-acetyl-D-glucofuranosyl)flavanon 119529-77-0 C32H36O14
5,7,4'-Trimethoxy-8-(2,3,5,6-tetra-O-acetyl-D-glucofuranosyl)flavanon
—— 7-benzyloxy-2-(3,4-dimethoxy-phenyl)-6-nitro-chromen-4-one 102665-65-6 C24H19NO7
7-benzyloxy-2-(3,4-dimethoxy-phenyl)-6-nitro-chromen-4-one
—— 14,14-Bis(4-methoxyphenyl)-1',1'-dimethylspiro[15,20-dioxa-22-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,4'-cyclohexane] 1398416-39-1 C42H38O4S
14,14-Bis(4-methoxyphenyl)-1',1'-dimethylspiro[15,20-dioxa-22-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,4'-cyclohexane]
—— (2RS,4R)-6-bromo-6',6'-difluoro-2-phenyl-6',7'-dihydro-2'H-spiro[chroman-4,5'-[1,4]oxazepin]-3'-amine 1421960-80-6 C19H17BrF2N2O2
(2RS,4R)-6-bromo-6',6'-difluoro-2-phenyl-6',7'-dihydro-2'H-spiro[chroman-4,5'-[1,4]oxazepin]-3'-amine
—— 4α-m-aminophenoxyflavan 89840-05-1 C21H19NO2
4α-m-aminophenoxyflavan
—— 2-nitro-1-(2-phenylchroman-6-yloxy)-4-trifluoromethylbenzene 488848-66-4 C22H16F3NO4
2-nitro-1-(2-phenylchroman-6-yloxy)-4-trifluoromethylbenzene
—— 2-(1,3-diphenyl-1<i>H</i>-pyrazol-4-yl)-3-methoxy-7-methyl-chromen-4-one 56642-68-3 C26H20N2O3
2-(1,3-diphenyl-1<i>H</i>-pyrazol-4-yl)-3-methoxy-7-methyl-chromen-4-one
—— 124731-54-0 C17H14FNO4
—— 5,7-dimethoxy-2-(4-methoxy-phenyl)-8-phenyl-chromen-4-one 40106-90-9 C24H20O5
5,7-dimethoxy-2-(4-methoxy-phenyl)-8-phenyl-chromen-4-one
—— 8-(2,3-dihydroxy-propyl)-7-hydroxy-3-methoxy-2-phenyl-chromen-4-one 108537-02-6 C19H18O6
8-(2,3-dihydroxy-propyl)-7-hydroxy-3-methoxy-2-phenyl-chromen-4-one
—— 7,8,3',4',5'-Pentamethoxyflavonol 806-75-7 C20H20O8
7,8,3',4',5'-Pentamethoxyflavonol
—— (7aS,9R,10S,11S,11aR,12aS)-6,9-Bis-hydroxymethyl-5-methoxy-2-(4-methoxy-phenyl)-4-methyl-1,9,10,11,11a,12a-hexahydro-2H,7aH-3,7,8,12-tetraoxa-pleiadene-10,11-diol 101395-06-6 C25H30O10
(7aS,9R,10S,11S,11aR,12aS)-6,9-Bis-hydroxymethyl-5-methoxy-2-(4-methoxy-phenyl)-4-methyl-1,9,10,11,11a,12a-hexahydro-2H,7aH-3,7,8,12-tetraoxa-pleiadene-10,11-diol
—— 2'-Chlor-6-Jod-flavanon 100965-23-9 C15H10ClIO2
2'-Chlor-6-Jod-flavanon
—— 7-Methoxy-8-ethyliminomethyl-3-ethyl-flavon 94965-00-1 C21H21NO3
7-Methoxy-8-ethyliminomethyl-3-ethyl-flavon
—— Acetylderivat von 6-Nitro-2'-hydroxy-flavonol 109472-02-8 C19H13NO8
Acetylderivat von 6-Nitro-2'-hydroxy-flavonol
—— 3-Hydroxy-phloretin-2',4'-di-β-D-glucosid 25218-13-7 C27H34O16
3-Hydroxy-phloretin-2',4'-di-β-D-glucosid
—— 3,8-dibromo-2-(5-bromo-2-methoxy-phenyl)-7-hydroxy-6-nitro-chromen-4-one 101422-31-5 C16H8Br3NO6
3,8-dibromo-2-(5-bromo-2-methoxy-phenyl)-7-hydroxy-6-nitro-chromen-4-one
—— 7-<β-D-2,3,4,6-Tetraacetyl-glucopyranosyl>-3',4'-dibenzyl-luteolin 121291-45-0 C43H40O15
7-<β-D-2,3,4,6-Tetraacetyl-glucopyranosyl>-3',4'-dibenzyl-luteolin
—— 7-hydroxy-6-(4-hydroxy-phenyl)-9-methoxy-[1,3]dioxolo[4,5-<i>g</i>]chromen-8-one 75104-87-9 C17H12O7
7-hydroxy-6-(4-hydroxy-phenyl)-9-methoxy-[1,3]dioxolo[4,5-<i>g</i>]chromen-8-one
—— (+/-)-3<i>t</i>,5,7-triacetoxy-2<i>r</i>-(2,4-diacetoxy-phenyl)-chroman-4-one 95817-50-8 C25H22O12
(+/-)-3<i>t</i>,5,7-triacetoxy-2<i>r</i>-(2,4-diacetoxy-phenyl)-chroman-4-one
—— 3-Jod-6-methyl-4'-methoxy-flavanon 10523-40-7 C17H15IO3
3-Jod-6-methyl-4'-methoxy-flavanon
—— 2-(5-bromo-2-methoxy-phenyl)-8-methyl-6-nitro-chromen-4-one 130955-71-4 C17H12BrNO5
2-(5-bromo-2-methoxy-phenyl)-8-methyl-6-nitro-chromen-4-one
—— (R)-2-(4-(trifluoromethyl)phenyl)-2H-chromene-3-carbaldehyde 1195315-12-8 C17H11F3O2
(R)-2-(4-(trifluoromethyl)phenyl)-2H-chromene-3-carbaldehyde
—— 1262589-77-4 C50H52N2O5
—— [(2S)-2-(4-bromophenyl)-2H-chromen-4-yl] 2,2-dimethylpropanoate 1318697-98-1 C20H19BrO3
[(2S)-2-(4-bromophenyl)-2H-chromen-4-yl] 2,2-dimethylpropanoate
—— 2,3-dihydro-2-phenyl-4H-6-methyl-benzopyran-4-one oxime acetate 81976-57-0 C18H17NO3
2,3-dihydro-2-phenyl-4H-6-methyl-benzopyran-4-one oxime acetate
—— 2-benzo[1,3]dioxol-5-yl-benzo[<i>h</i>]chromen-4-one 14756-25-3 C20H12O4
2-benzo[1,3]dioxol-5-yl-benzo[<i>h</i>]chromen-4-one
—— (2S,3S,4R)-2,3-cis-3,4-trans-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxymopanane 116145-90-5 C39H40O11
(2S,3S,4R)-2,3-cis-3,4-trans-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxymopanane
—— 3,3-Di-4-bromobenzoic acid methylenehydrazino-[3H]-naphtho[2,1-b]pyran 1352172-02-1 C41H28Br2N4O3
3,3-Di-4-bromobenzoic acid methylenehydrazino-[3H]-naphtho[2,1-b]pyran
—— Acetic acid (S)-7-acetoxy-2-(4-acetoxy-phenyl)-6-((E)-3,7-dimethyl-octa-2,6-dienyl)-4-oxo-chroman-5-yl ester 96917-34-9 C31H34O8
Acetic acid (S)-7-acetoxy-2-(4-acetoxy-phenyl)-6-((E)-3,7-dimethyl-octa-2,6-dienyl)-4-oxo-chroman-5-yl ester
—— 2-(2,5-difluoro-phenyl)-6-hydroxy-chroman-4-one 488847-99-0 C15H10F2O3
2-(2,5-difluoro-phenyl)-6-hydroxy-chroman-4-one
—— 7-n-Butoxy-4'-methoxyflavonol 59880-44-3 C20H20O5
7-n-Butoxy-4'-methoxyflavonol