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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
—— 1-[[2-[2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyacetyl]amino]-3-phenylthiourea 113512-83-7 C25H21N3O5S
1-[[2-[2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyacetyl]amino]-3-phenylthiourea
—— 1,13-bis[4'-(6-fluoro-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane 958457-95-9 C38H32F2O9
1,13-bis[4'-(6-fluoro-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane
—— 1514898-58-8 C30H24N2O5S
—— 2-(4-dimethylaminophenyl)-6-methoxy-7-(N-piperidinyl)-2,13,13-triphenyl-2H,13H-indeno[1,2-h]benzo[f]chromene 404934-52-7 C52H46N2O2
2-(4-dimethylaminophenyl)-6-methoxy-7-(N-piperidinyl)-2,13,13-triphenyl-2H,13H-indeno[1,2-h]benzo[f]chromene
—— 2-(2-chlorophenyl)-8-(3-diethylamino-2-hydroxypropyl)-5,7-dimethoxy-4H-1-benzopyran-4-one 952678-03-4 C24H28ClNO5
2-(2-chlorophenyl)-8-(3-diethylamino-2-hydroxypropyl)-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 6-Nitro-2'-hydroxy-flavanon 107918-16-1 C15H11NO5
6-Nitro-2'-hydroxy-flavanon
—— 2-(4-amino-phenyl)-7-methyl-chroman-4-one 113454-12-9 C16H15NO2
2-(4-amino-phenyl)-7-methyl-chroman-4-one
—— 7,8-Benzo-2'-hydroxy-6-nitro-flavon 98981-63-6 C19H11NO5
7,8-Benzo-2'-hydroxy-6-nitro-flavon
—— 3-Methoxy-flavon-2'-carbonsaeure-methylester 98281-74-4 C18H14O5
3-Methoxy-flavon-2'-carbonsaeure-methylester
—— 2-(2-chlorophenyl)-8-(3-dimethylamino-2-hydroxypropyl)-5,7-dimethoxy-4H-1-benzopyran-4-one 952678-05-6 C22H24ClNO5
2-(2-chlorophenyl)-8-(3-dimethylamino-2-hydroxypropyl)-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 2-benzo[1,3]dioxol-5-yl-7-nitro-chromen-4-one 858258-66-9 C16H9NO6
2-benzo[1,3]dioxol-5-yl-7-nitro-chromen-4-one
—— 7-methoxy-2-phenyl-chroman-6-ol 66821-54-3 C16H16O3
7-methoxy-2-phenyl-chroman-6-ol
—— 4',7-Di-O-methylisobayin-tetraacetat 82207-76-9 C31H32O13
4',7-Di-O-methylisobayin-tetraacetat
—— 2-(4-Bromophenyl)-3-hydroxy-5,7-dimethoxychromen-4-one 1186012-94-1 C17H13BrO5
2-(4-Bromophenyl)-3-hydroxy-5,7-dimethoxychromen-4-one
—— Rhamnazin-4'-benzylether 73519-08-1 C24H20O7
Rhamnazin-4'-benzylether
—— 3-Hydroxy-5-methoxy-4-oxo-2-(2,3-dimethoxyphenyl)-4H-chromen 103395-50-2 C18H16O6
3-Hydroxy-5-methoxy-4-oxo-2-(2,3-dimethoxyphenyl)-4H-chromen
—— Nona-acetyleriocitrin = Nonaacetyl-7-(6-O--β-L-rhamnosyl-D-glucosyl)-erodictyol 25030-25-5 C45H50O24
Nona-acetyleriocitrin = Nonaacetyl-7-(6-O--β-L-rhamnosyl-D-glucosyl)-erodictyol
—— 5-hydroxy-3-(4-methoxyphenyl)-7-[3-methyl-3-(3,6-dimethyl-1,4-benzoquinon-2-yl)butan-1-oyloxy]chromen-4-one 1173791-19-9 C29H26O8
5-hydroxy-3-(4-methoxyphenyl)-7-[3-methyl-3-(3,6-dimethyl-1,4-benzoquinon-2-yl)butan-1-oyloxy]chromen-4-one
—— 4'-(N,N-Dimethylamino)-α-naphthyl-3-hydroxychromone 173289-77-5 C21H17NO3
4'-(N,N-Dimethylamino)-α-naphthyl-3-hydroxychromone
—— 7-hydroxy-2-(4-methoxy-phenyl)-2-methyl-chroman-4-one 109155-35-3 C17H16O4
7-hydroxy-2-(4-methoxy-phenyl)-2-methyl-chroman-4-one
—— sigmoidin A trimethyl ether 101910-53-6 C28H34O6
sigmoidin A trimethyl ether
—— 2',4'-Dimethoxy-6-nitroflavon 59496-00-3 C17H13NO6
2',4'-Dimethoxy-6-nitroflavon
—— 3,4'-Dihydroxy-3',5'-dimethoxy-flavon-6-carbonsaeure 93655-99-3 C18H14O8
3,4'-Dihydroxy-3',5'-dimethoxy-flavon-6-carbonsaeure
—— Acetic acid 3-acetoxy-2-(3,4-diacetoxy-phenyl)-4-oxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-7-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester 101491-17-2 C49H52O28
Acetic acid 3-acetoxy-2-(3,4-diacetoxy-phenyl)-4-oxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-7-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester
—— 6-hydroxy-2-(2-trifluoromethylphenyl)chroman-4-one 488849-69-0 C16H11F3O3
6-hydroxy-2-(2-trifluoromethylphenyl)chroman-4-one
—— 4,4-diphenyl-4,4a-dihydro-pyrano[4,3-<i>b</i>]chromene-3,10-dione 70611-47-1 C24H16O4
4,4-diphenyl-4,4a-dihydro-pyrano[4,3-<i>b</i>]chromene-3,10-dione
—— 2-(2,5-dimethoxy-4-methyl-phenyl)-6-methoxy-2,4,4,7-tetramethyl-chroman 38102-49-7 C23H30O4
2-(2,5-dimethoxy-4-methyl-phenyl)-6-methoxy-2,4,4,7-tetramethyl-chroman
—— 7-benzyloxy-5-hydroxy-3',4'-methylenedioxyflavone 97641-11-7 C23H16O6
7-benzyloxy-5-hydroxy-3',4'-methylenedioxyflavone
—— 3-hydroxy-6-methyl-8-nitro-2-(4-nitrophenyl)-4H-chromen-4-one 372102-19-7 C16H10N2O7
3-hydroxy-6-methyl-8-nitro-2-(4-nitrophenyl)-4H-chromen-4-one
—— 1-[2-[4-[6,12-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2,3,9-tetrahydro[1]benzopyrano[4,3-e][1]benzoxocin-9-yl]phenoxy]ethyl]-piperidine 554431-27-5 C43H61NO5Si2
1-[2-[4-[6,12-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2,3,9-tetrahydro[1]benzopyrano[4,3-e][1]benzoxocin-9-yl]phenoxy]ethyl]-piperidine
—— (2S,3R,4R)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-3',4',7-trimethoxyflavan 69082-83-3 C41H44O13
(2S,3R,4R)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-3',4',7-trimethoxyflavan
—— 2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-(3-methyl-butoxy)-chromen-4-one 103777-11-3 C36H36O7
2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-(3-methyl-butoxy)-chromen-4-one
—— 1227402-02-9 C29H27ClN2O7
—— [4,8]-2,3-trans-3,4-trans:2,3-cis-octa-O-benzyl-3,3'-O-glutaryl-(+)-catechin-(-)-epicatechin 596829-41-3 C91H78O14
[4,8]-2,3-trans-3,4-trans:2,3-cis-octa-O-benzyl-3,3'-O-glutaryl-(+)-catechin-(-)-epicatechin
—— 1262589-86-5 C44H40FNO5
—— 5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-((1S,5S)-5-methyl-4-oxocyclohex-2-enyloxy)-4H-chromen-4-one 1232680-40-8 C43H36O7
5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-((1S,5S)-5-methyl-4-oxocyclohex-2-enyloxy)-4H-chromen-4-one
—— 4'-Methoxy-4α-acetoxy-flavan 1195676-81-3 C18H18O4
4'-Methoxy-4α-acetoxy-flavan
—— (E)-2-(4-fluorophenyl)-3-(pyrrolidin-1-ylmethylene)chroman-4-one 1268459-93-3 C20H18FNO2
(E)-2-(4-fluorophenyl)-3-(pyrrolidin-1-ylmethylene)chroman-4-one
—— 6-Fluor-8-chlor-flavon 2261-69-0 C15H8ClFO2
6-Fluor-8-chlor-flavon
—— 2'-Phenyl-1,2-anthra-γ-pyron 117000-37-0 C23H14O2
2'-Phenyl-1,2-anthra-γ-pyron
—— 2-(3-acetoxy-4-methoxy-phenyl)-7,8-dimethoxy-chroman-4-one 109979-35-3 C20H20O7
2-(3-acetoxy-4-methoxy-phenyl)-7,8-dimethoxy-chroman-4-one
—— 3-bromo-6-methylflavanone 14221-84-2 C16H13BrO2
3-bromo-6-methylflavanone
—— methyl 2-(4-bromophenyl)-4-hydroxy-2H-chromene-3-carboxylate 1417564-52-3 C17H13BrO4
methyl 2-(4-bromophenyl)-4-hydroxy-2H-chromene-3-carboxylate
—— 7-n-Butoxy-4'-chlorflavonol 59880-52-3 C19H17ClO4
7-n-Butoxy-4'-chlorflavonol
—— 7-n-Butoxy-4'-methoxyflavanon 59880-55-6 C20H22O4
7-n-Butoxy-4'-methoxyflavanon
—— 3-Hydroxy-2-(3,4-dimethoxy-phenyl)-6-benzoyl-chromon 102665-11-2 C24H18O6
3-Hydroxy-2-(3,4-dimethoxy-phenyl)-6-benzoyl-chromon
—— 6-Nitro-8-methyl-4'-methoxy-flavonol 109090-83-7 C17H13NO6
6-Nitro-8-methyl-4'-methoxy-flavonol
—— 4'-Ethoxy-5,7-dimethoxyflavanon 26207-69-2 C19H20O5
4'-Ethoxy-5,7-dimethoxyflavanon
—— 2-(2,4-difluorophenyl)chroman-6-ol 488849-46-3 C15H12F2O2
2-(2,4-difluorophenyl)chroman-6-ol
—— [(1R)-4,6-dimethoxy-1-(4-methoxyphenyl)-9,16-dioxo-8-(4-oxocyclohexa-2,5-dien-1-ylidene)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-12-yl] acetate 1228308-43-7 C33H24O9
[(1R)-4,6-dimethoxy-1-(4-methoxyphenyl)-9,16-dioxo-8-(4-oxocyclohexa-2,5-dien-1-ylidene)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-12-yl] acetate