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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
—— 7,3',4'-Tribenzoyloxy-dihydroflavonol-3-acetat 96711-00-1 C38H26O10
7,3',4'-Tribenzoyloxy-dihydroflavonol-3-acetat
—— 3,4'-Bis-ethoxycarbonylmethoxy-7-methoxy-flavon 101612-66-2 C24H24O9
3,4'-Bis-ethoxycarbonylmethoxy-7-methoxy-flavon
—— 4-o-Glucuronylisoliquiritigenin 1084629-10-6 C21H20O10
4-o-Glucuronylisoliquiritigenin
—— 7-benzyloxy-2-(2-methoxy-phenyl)-6-nitro-chromen-4-one 112322-38-0 C23H17NO6
7-benzyloxy-2-(2-methoxy-phenyl)-6-nitro-chromen-4-one
—— hesperetin dihydrochalcone-4'-β-D-glucoside 67322-26-3 C22H26O11
hesperetin dihydrochalcone-4'-β-D-glucoside
—— 7-Methoxy-3-ethyl-flavon 18651-37-1 C18H16O3
7-Methoxy-3-ethyl-flavon
—— Isorhamnetin-3-β-D-cellobiosid 6758-50-5 C28H32O17
Isorhamnetin-3-β-D-cellobiosid
—— 4,5,7-trihydroxy-4'-methoxy-6,8-dimethylflavan 90145-58-7 C18H20O5
4,5,7-trihydroxy-4'-methoxy-6,8-dimethylflavan
—— 5-Hydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-chroman-2-yl)-2-methoxy-phenyl]-2-(3-hydroxy-4-methoxy-phenyl)-7-methoxy-chroman-4-one 90332-24-4 C34H30O11
5-Hydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-chroman-2-yl)-2-methoxy-phenyl]-2-(3-hydroxy-4-methoxy-phenyl)-7-methoxy-chroman-4-one
—— 2-(4-Nitro-phenyl)-3-phenylamino-chromen-4-one 208931-92-4 C21H14N2O4
2-(4-Nitro-phenyl)-3-phenylamino-chromen-4-one
—— Benzoic acid, 3-[(3,4-dihydro-2-phenyl-2H-1-benzopyran-4-yl)oxy]-,methyl ester, cis- 89839-91-8 C23H20O4
Benzoic acid, 3-[(3,4-dihydro-2-phenyl-2H-1-benzopyran-4-yl)oxy]-,methyl ester, cis-
—— 2-[3-(5-chloropyridin-2-yloxy)phenyl]chroman-4,6-diol 728935-05-5 C20H16ClNO4
2-[3-(5-chloropyridin-2-yloxy)phenyl]chroman-4,6-diol
—— 5'-hydroxy-2',3',5,6,7-pentamethoxyflavone 93092-22-9 C20H20O8
5'-hydroxy-2',3',5,6,7-pentamethoxyflavone
—— Xanthomicrol-diacetat 35049-31-1 C22H20O9
Xanthomicrol-diacetat
—— 4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-(o-tolyl)-2H-chromen-6-ol 1352307-74-4 C31H35NO3
4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-(o-tolyl)-2H-chromen-6-ol
—— (2S,3aR,4S,9bS)-8-hydroxy-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene-2-carbonitrile 787622-87-1 C19H17NO3
(2S,3aR,4S,9bS)-8-hydroxy-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene-2-carbonitrile
—— 3-Hydroxy-3'-methoxy-4'-methoxymethoxy-flavon-6-carbonsaeure 94306-31-7 C19H16O8
3-Hydroxy-3'-methoxy-4'-methoxymethoxy-flavon-6-carbonsaeure
—— Carbonic acid benzyl ester (2R,3R)-5-benzyloxycarbonyloxy-2-(3,4-dihydroxy-phenyl)-3-hydroxy-chroman-7-yl ester 130659-25-5 C31H26O10
Carbonic acid benzyl ester (2R,3R)-5-benzyloxycarbonyloxy-2-(3,4-dihydroxy-phenyl)-3-hydroxy-chroman-7-yl ester
—— 2-(2,6-dimethoxy-phenyl)-5,6-dimethoxy-chromen-4-one oxime 111441-11-3 C19H19NO6
2-(2,6-dimethoxy-phenyl)-5,6-dimethoxy-chromen-4-one oxime
—— 2-(3,4-dimethoxy-phenyl)-8-hydroxy-3-veratroyl-chromen-4-one 859441-87-5 C26H22O8
2-(3,4-dimethoxy-phenyl)-8-hydroxy-3-veratroyl-chromen-4-one
—— 7-{2-[2-oxo-1-(4-(pyrimidin-2-yl)piperazin-1-yl)propylidene]hydrazinyl}-2-phenyl-4H-chromen-4-one 1394154-43-8 C26H24N6O3
7-{2-[2-oxo-1-(4-(pyrimidin-2-yl)piperazin-1-yl)propylidene]hydrazinyl}-2-phenyl-4H-chromen-4-one
—— 7a-(4-Methoxy-phenyl)-1a,7a-dihydro-1H-7-oxa-cyclopropa[b]naphthalen-2-one 128814-95-9 C17H14O3
7a-(4-Methoxy-phenyl)-1a,7a-dihydro-1H-7-oxa-cyclopropa[b]naphthalen-2-one
—— 7-acetoxy-5-hydroxy-6,8-dimethyl-2-phenyl-chroman-4-one 65349-33-9 C19H18O5
7-acetoxy-5-hydroxy-6,8-dimethyl-2-phenyl-chroman-4-one
—— 7-Isobutylcarbamoylmethoxy-4-oxo-2-phenyl-4H-chromen 100195-32-2 C21H21NO4
7-Isobutylcarbamoylmethoxy-4-oxo-2-phenyl-4H-chromen
—— 6,4'-Dihydroxy-8-methoxy-flavon 92965-30-5 C16H12O5
6,4'-Dihydroxy-8-methoxy-flavon
—— 5-hydroxy-4-(4-methylpiperazinyl)-2-phenyl-2,3,4,5-tetrahydro-1-benzoxepin 114499-15-9 C21H26N2O2
5-hydroxy-4-(4-methylpiperazinyl)-2-phenyl-2,3,4,5-tetrahydro-1-benzoxepin
—— ethyl 2-[2'-(o-chlorophenyl)-6'-chromonyl]-2-methylmalonate 60402-67-7 C23H21ClO6
ethyl 2-[2'-(o-chlorophenyl)-6'-chromonyl]-2-methylmalonate
—— 2-(4-benzyloxy-3-methoxyphenyl)-6-(12-benzyloxydodec-1-ynyl)-3-hydroxy-4H-chromen-4-one 1192850-09-1 C42H44O6
2-(4-benzyloxy-3-methoxyphenyl)-6-(12-benzyloxydodec-1-ynyl)-3-hydroxy-4H-chromen-4-one
—— 8-Bromo-2-(4-chloro-phenyl)-6-methyl-chromen-4-one 102260-62-8 C16H10BrClO2
8-Bromo-2-(4-chloro-phenyl)-6-methyl-chromen-4-one
—— 5-hydroxy-4'-N-acetylaminoflavone 1257513-95-3 C17H13NO4
5-hydroxy-4'-N-acetylaminoflavone
—— 5-hydroxy-7-[(2-O-α-L-rhamnopyranosyl-β-D-glucopyranosyl)oxy]-3',4'-bis(methoxymethoxy)flavone 1449485-92-0 C31H38O17
5-hydroxy-7-[(2-O-α-L-rhamnopyranosyl-β-D-glucopyranosyl)oxy]-3',4'-bis(methoxymethoxy)flavone
—— 3,3',4',6,7-pentakis(benzyloxy)-5-hydroxyflavone 170235-10-6 C50H40O8
3,3',4',6,7-pentakis(benzyloxy)-5-hydroxyflavone
—— 2-(4-((2S)-2-(3-azabicyclo[3.1.0]hexan-3-yl)propoxy)phenyl)-3-(4-fluorophenyl)-4-methyl-2H-chromen-6-ol 1352307-96-0 C30H30FNO3
2-(4-((2S)-2-(3-azabicyclo[3.1.0]hexan-3-yl)propoxy)phenyl)-3-(4-fluorophenyl)-4-methyl-2H-chromen-6-ol
—— 2-(4-azidophenyl)-8-prop-2-enylchromen-4-one 851774-76-0 C18H13N3O2
2-(4-azidophenyl)-8-prop-2-enylchromen-4-one
—— 3-methoxyflavone oxime 85726-16-5 C16H13NO3
3-methoxyflavone oxime
—— (2R,3S,8R,9R,10S)-10-(3,4-Dihydroxy-phenyl)-2-(3-hydroxy-4-methoxy-phenyl)-8-(2,4,6-trihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 128428-21-7 C31H28O12
(2R,3S,8R,9R,10S)-10-(3,4-Dihydroxy-phenyl)-2-(3-hydroxy-4-methoxy-phenyl)-8-(2,4,6-trihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— 2-(4-acetoxy-3,5-dimethoxy-phenyl)-7,8-dimethoxy-chroman-4-one 111796-15-7 C21H22O8
2-(4-acetoxy-3,5-dimethoxy-phenyl)-7,8-dimethoxy-chroman-4-one
—— 9-bromo-3,11-dihydro-11-methyl-3,3-diphenylpyrano[3,2-a]carbazole 355408-45-6 C28H20BrNO
9-bromo-3,11-dihydro-11-methyl-3,3-diphenylpyrano[3,2-a]carbazole
—— 7-Benzoyloxy-3-methoxy-flavon 97191-85-0 C23H16O5
7-Benzoyloxy-3-methoxy-flavon
—— 2-(3,4-dimethoxy-phenyl)-7-methoxy-6-nitro-chromen-4-one 102028-88-6 C18H15NO7
2-(3,4-dimethoxy-phenyl)-7-methoxy-6-nitro-chromen-4-one
—— 2-(6-hydroxy-2-phenylchromen-4-ylidene)-1-phenylethanone 1374022-00-0 C23H16O3
2-(6-hydroxy-2-phenylchromen-4-ylidene)-1-phenylethanone
—— 6-((2S,3S,4R,5R,6R)-4-Benzyloxy-3,5-dimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 77086-88-5 C34H38O10
6-((2S,3S,4R,5R,6R)-4-Benzyloxy-3,5-dimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— diethyl 2-methyl-2-(6-methyl-4-oxo-2-phenylchromen-8-yl)propanedioate 87626-82-2 C24H24O6
diethyl 2-methyl-2-(6-methyl-4-oxo-2-phenylchromen-8-yl)propanedioate
—— 3-allyl-2-(4-chlorophenyl)-4H-chromen-4-one 1514918-53-6 C18H13ClO2
3-allyl-2-(4-chlorophenyl)-4H-chromen-4-one
—— 2-fluoro-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429326-78-2 C21H15FO2
2-fluoro-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 4'-chloro-6-hydroxy-8-(1,1-dimethyl)allyl-flavanone 1352547-31-9 C20H19ClO3
4'-chloro-6-hydroxy-8-(1,1-dimethyl)allyl-flavanone
—— (2R,3S,2''R,3''R)-manniflavanone 1359880-30-0 C30H22O13
(2R,3S,2''R,3''R)-manniflavanone
—— 1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(4''-chlorophenyl)-propane-1,3-dione 1294456-88-4 C21H21ClO9
1-(4'-β-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-(4''-chlorophenyl)-propane-1,3-dione
—— 7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)apigenin 679398-72-2 C43H46O23
7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)apigenin
—— 5,7-dihydroxy-3',4',5'-trimethoxy-8-(3,3-dimethylallyl)-flavone 1075171-30-0 C23H24O7
5,7-dihydroxy-3',4',5'-trimethoxy-8-(3,3-dimethylallyl)-flavone