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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
—— 5,7-Diacetoxy-2-(4-acetoxy-phenyl)-3-(tri-O-acetyl-α-L-arabinofuranosyloxy)-chromen-4-on 104836-92-2 C32H30O16
5,7-Diacetoxy-2-(4-acetoxy-phenyl)-3-(tri-O-acetyl-α-L-arabinofuranosyloxy)-chromen-4-on
—— 6-Nitro-8-methyl-3',4'-methylendioxy-flavon 93329-09-0 C17H11NO6
6-Nitro-8-methyl-3',4'-methylendioxy-flavon
—— methyl 2-(naphthalen-1-yl)-4-oxo-4H-chromene-3-carboxylate 1417564-61-4 C21H14O4
methyl 2-(naphthalen-1-yl)-4-oxo-4H-chromene-3-carboxylate
—— 6-(5-Nitropyridin-2-yloxy)-2-phenylchroman-4-ylamine hydrochloride 488849-03-2 C20H17N3O4*ClH
6-(5-Nitropyridin-2-yloxy)-2-phenylchroman-4-ylamine hydrochloride
—— I(5),II(5)-dihydroxy-I(3,8,3',4',5'),II(3,8,3',4',5')-decamethoxy<I(6)-II(6)>homobiflavone 84757-48-2 C41H40O16
I(5),II(5)-dihydroxy-I(3,8,3',4',5'),II(3,8,3',4',5')-decamethoxy<I(6)-II(6)>homobiflavone
—— 8-Nitro-4'-oxo-6'-phenylpyrano-<3',2':3,4>-chinolin 132962-00-6 C18H10N2O4
8-Nitro-4'-oxo-6'-phenylpyrano-<3',2':3,4>-chinolin
—— 1-(6-chloro-2,3-diphenyl-2<i>H</i>-chromen-2-yl)-piperidine 124138-04-1 C26H24ClNO
1-(6-chloro-2,3-diphenyl-2<i>H</i>-chromen-2-yl)-piperidine
—— 2-benzo[1,3]dioxol-5-yl-3-hydroxy-7-methyl-chroman-4-one 109447-71-4 C17H14O5
2-benzo[1,3]dioxol-5-yl-3-hydroxy-7-methyl-chroman-4-one
—— 8-Hydroxymethyl-7-hydroxy-3-methyl-flavon 101451-79-0 C17H14O4
8-Hydroxymethyl-7-hydroxy-3-methyl-flavon
—— 8-amino-2-(3-nitro-phenyl)-chroman-4-one 100880-92-0 C15H12N2O4
8-amino-2-(3-nitro-phenyl)-chroman-4-one
—— 2-(5-Bromomethyl-furan-2-yl)-3-(3,4,5-trimethoxy-benzoyl)-chromen-4-one 116750-27-7 C24H19BrO7
2-(5-Bromomethyl-furan-2-yl)-3-(3,4,5-trimethoxy-benzoyl)-chromen-4-one
—— 2-(4-Methoxy-phenyl)-6,8-dimethyl-chroman-5,7-diol 101743-83-3 C18H20O4
2-(4-Methoxy-phenyl)-6,8-dimethyl-chroman-5,7-diol
—— 6-methyl-2-(2'-methoxy-1'-naphthyl)flavone 141213-85-6 C21H16O3
6-methyl-2-(2'-methoxy-1'-naphthyl)flavone
—— 8-Hydroxy-3,6-dimethyl-flavon 93321-63-2 C17H14O3
8-Hydroxy-3,6-dimethyl-flavon
—— Acetic acid 5,10-diacetoxy-2,7a-bis-(4-acetoxy-phenyl)-13-oxo-3,4,13,13a-tetrahydro-2H,7aH-1,7,8-trioxa-dibenzo[b,g]fluoren-12-yl ester 95732-99-3 C40H32O14
Acetic acid 5,10-diacetoxy-2,7a-bis-(4-acetoxy-phenyl)-13-oxo-3,4,13,13a-tetrahydro-2H,7aH-1,7,8-trioxa-dibenzo[b,g]fluoren-12-yl ester
—— 1268817-17-9 C47H48O6
—— (<i>S</i>)-5-hydroxy-7-((1<i>R</i>)-menthyloxyacetoxy)-2-(4-methoxy-phenyl)-chroman-4-one 124132-49-6 C28H34O7
(<i>S</i>)-5-hydroxy-7-((1<i>R</i>)-menthyloxyacetoxy)-2-(4-methoxy-phenyl)-chroman-4-one
—— 2-(4-acetylamino-phenyl)-8-methyl-chroman-4-one 132593-02-3 C18H17NO3
2-(4-acetylamino-phenyl)-8-methyl-chroman-4-one
—— 3-Hydroxy-2-[4-(5-phenyl-1,3-oxazol-2-yl)phenyl]chromen-4-one 1196056-17-3 C24H15NO4
3-Hydroxy-2-[4-(5-phenyl-1,3-oxazol-2-yl)phenyl]chromen-4-one
—— 2-(3-acetoxy-4-methoxy-phenyl)-6-methoxy-chromen-4-one 109556-87-8 C19H16O6
2-(3-acetoxy-4-methoxy-phenyl)-6-methoxy-chromen-4-one
—— 1,22-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19,22-octaoxadocosane 916330-87-5 C48H54O18
1,22-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19,22-octaoxadocosane
—— 8-Carboxymetyl-7-methoxy-2-phenyl-chromen-4-on 93655-68-6 C18H14O5
8-Carboxymetyl-7-methoxy-2-phenyl-chromen-4-on
—— 2-(2-chlorophenyl)-8-[2-hydroxy-3-(morpholin-4-yl)propy]-5,7-dimethoxy-4H-1-benzopyran-4-one 952678-11-4 C24H26ClNO6
2-(2-chlorophenyl)-8-[2-hydroxy-3-(morpholin-4-yl)propy]-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 6,7-(2-Isopropyl-2,3-dihydro-4,5-furano)-4'-methoxy-flavanon 95698-21-8 C21H22O4
6,7-(2-Isopropyl-2,3-dihydro-4,5-furano)-4'-methoxy-flavanon
—— 6,8-dichloro-2-(4-hydroxy-3-methoxy-phenyl)-chroman-4-one 101423-70-5 C16H12Cl2O4
6,8-dichloro-2-(4-hydroxy-3-methoxy-phenyl)-chroman-4-one
—— 3-(allyloxy)-2-{4-(allyloxy)-3-[(allyloxy)methyl]phenyl}-8-amino-6-methyl-4H-chromen-4one 372102-76-6 C26H27NO5
3-(allyloxy)-2-{4-(allyloxy)-3-[(allyloxy)methyl]phenyl}-8-amino-6-methyl-4H-chromen-4one
—— 4'-benzyloxy-3-methoxy-7-(methoxymethyloxy)-5-[((4-methylphenyl)sulfonyl)oxy]flavone 943827-55-2 C32H28O9S
4'-benzyloxy-3-methoxy-7-(methoxymethyloxy)-5-[((4-methylphenyl)sulfonyl)oxy]flavone
—— 2-(3-nitrophenyl)chroman-6-ol 488849-97-4 C15H13NO4
2-(3-nitrophenyl)chroman-6-ol
—— N-[1-methoxy-6-(4'-methyl[1,1'-biphenyl]-3-yl)-6H-benzo[c]chromen-8-yl]methanesulfonamide 373622-58-3 C28H25NO4S
N-[1-methoxy-6-(4'-methyl[1,1'-biphenyl]-3-yl)-6H-benzo[c]chromen-8-yl]methanesulfonamide
—— ethyl 6-methoxy-3-oxo-2-phenyl-1-benzofuran-2-carboxylate 132835-21-3 C18H16O5
ethyl 6-methoxy-3-oxo-2-phenyl-1-benzofuran-2-carboxylate
—— Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3,8-dihydroxy-7-methoxy-4-oxo-4H-chromen-5-yl ester 154048-53-0 C25H22O10S
Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3,8-dihydroxy-7-methoxy-4-oxo-4H-chromen-5-yl ester
—— 4H-1-Benzopyran-4-one,5-hydroxy-6,7-dimethoxy-8-(phenylmethoxy)-2-(3,4,5-trimethoxyphenyl)- 169130-07-8 C27H26O9
4H-1-Benzopyran-4-one,5-hydroxy-6,7-dimethoxy-8-(phenylmethoxy)-2-(3,4,5-trimethoxyphenyl)-
—— 5-Hydroxy-auranetin-tosylat 103158-87-8 C27H26O10S
5-Hydroxy-auranetin-tosylat
—— c-3-amino-2,3-dihydro-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one 116703-69-6 C16H15NO2
c-3-amino-2,3-dihydro-t-3-methyl-r-2-phenyl-4H-1-benzopyran-4-one
—— 7-hydroxy-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one 109155-36-4 C17H16O4
7-hydroxy-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one
—— 5-hydroxy-2-(3-methoxy-phenyl)-6-nitro-chromen-4-one 132318-67-3 C16H11NO6
5-hydroxy-2-(3-methoxy-phenyl)-6-nitro-chromen-4-one
—— 6-hydroxy-5,7,8-trimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 110048-48-1 C19H20O7
6-hydroxy-5,7,8-trimethoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 6,8-dibromo-2-(3,4-dimethoxy-phenyl)-chroman-4-one 101602-27-1 C17H14Br2O4
6,8-dibromo-2-(3,4-dimethoxy-phenyl)-chroman-4-one
—— 3,3-Dichloro-6-methoxy-2-phenyl-chroman-4-one 71993-26-5 C16H12Cl2O3
3,3-Dichloro-6-methoxy-2-phenyl-chroman-4-one
—— 3-dimethylaminomethylflavone-8-methanol 579525-32-9 C19H19NO3
3-dimethylaminomethylflavone-8-methanol
—— 1,10-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10-tetraoxadecane 916330-79-5 C40H38O14
1,10-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10-tetraoxadecane
—— 3,6,8-Tribromo-2-(4-hydrazino-phenyl)-chromen-4-one 153450-06-7 C15H9Br3N2O2
3,6,8-Tribromo-2-(4-hydrazino-phenyl)-chromen-4-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-aminobenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-51-7 C45H42N2O8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-aminobenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 5-(4-methoxy-phenyl)-2-phenyl-2H-[1,3]dioxolo[4',5':3,4]naphtho[1,2-d][1,2,3]triazol-5-ol 115100-66-8 C24H17N3O4
5-(4-methoxy-phenyl)-2-phenyl-2H-[1,3]dioxolo[4',5':3,4]naphtho[1,2-d][1,2,3]triazol-5-ol
—— (NE)-N-(4,4-dimethoxy-2-phenylchromen-3-ylidene)hydroxylamine 87330-24-3 C17H17NO4
(NE)-N-(4,4-dimethoxy-2-phenylchromen-3-ylidene)hydroxylamine
—— 2-acetoxy-3-methoxy-2-phenyl-2H-chromene 853926-70-2 C18H16O4
2-acetoxy-3-methoxy-2-phenyl-2H-chromene
—— 2'-chloro-5,7-di(methoxymethoxy)-6-(3,3-dimethyl)allylflavanone 1352547-22-8 C24H27ClO6
2'-chloro-5,7-di(methoxymethoxy)-6-(3,3-dimethyl)allylflavanone
—— methyl 2-(3-chlorophenyl)-4-oxo-4H-chromene-3-carboxylate 1417564-58-9 C17H11ClO4
methyl 2-(3-chlorophenyl)-4-oxo-4H-chromene-3-carboxylate
—— 2-(3',4',5'-trimethoxyphenyl)-3-benzoyloxy-5-hydroxy-4-oxo-4H-1-benzopyran 258856-72-3 C25H20O8
2-(3',4',5'-trimethoxyphenyl)-3-benzoyloxy-5-hydroxy-4-oxo-4H-1-benzopyran
—— methyl 4-hydroxy-2-(4-nitrophenyl)-2H-chromene-3-carboxylate 1417564-53-4 C17H13NO6
methyl 4-hydroxy-2-(4-nitrophenyl)-2H-chromene-3-carboxylate