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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
—— 3,7-di(benzyloxy)-5-hydroxy-2-[4-benzyloxy-3-(3-aminopropyloxy)phenyl]-4-oxo-4H-chromene 1355333-78-6 C39H35NO7
3,7-di(benzyloxy)-5-hydroxy-2-[4-benzyloxy-3-(3-aminopropyloxy)phenyl]-4-oxo-4H-chromene
—— 1466397-26-1 C22H20N2O11
—— 888724-37-6 C40H46O12
—— 1618096-00-6 C20H16O5
—— Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((S)-7,8-dimethoxy-4-oxo-2-phenyl-chroman-5-yloxy)-tetrahydro-pyran-3-yl ester 113963-51-2 C31H34O14
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((S)-7,8-dimethoxy-4-oxo-2-phenyl-chroman-5-yloxy)-tetrahydro-pyran-3-yl ester
—— (2R,3R,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-4-methoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol 932017-45-3 C44H40O7
(2R,3R,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-4-methoxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol
—— tert-butyl ((2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)carbonyl)-L-phenylalaninate 1138406-41-3 C29H27NO10
tert-butyl ((2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)carbonyl)-L-phenylalaninate
—— 6-Bromo-7,8-benzoflavanon 22877-04-9 C19H13BrO2
6-Bromo-7,8-benzoflavanon
—— 6-Methoxy-4'-acetoxyacetylflavon 39679-68-0 C20H16O6
6-Methoxy-4'-acetoxyacetylflavon
—— 6-Bromo-7-hydroxy-4'-methoxyflavanon 38543-25-8 C16H13BrO4
6-Bromo-7-hydroxy-4'-methoxyflavanon
—— 6-(o-hydroxybenzyl)-(+)-catechin 82245-99-6 C22H20O7
6-(o-hydroxybenzyl)-(+)-catechin
—— (6aS,12aR)-3-(2,3,8,10-tetrahydroxy-5-methyl-5,6a,7,12a-tetrahydro-isochromeno[4,3-b]chromen-5-yl)-propionic acid ethyl ester 1198466-41-9 C22H24O8
(6aS,12aR)-3-(2,3,8,10-tetrahydroxy-5-methyl-5,6a,7,12a-tetrahydro-isochromeno[4,3-b]chromen-5-yl)-propionic acid ethyl ester
—— cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-3-O-(β-D-glucopyranosyl)-β-D-xylopyranosyl)-6-O-(trans-p-coumaroyl)-β-D-glucopyranoside] 5-O-(6-O-malonyl-β-D-glucopyarnoside) 1008526-95-1 C61H67O34
cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-3-O-(β-D-glucopyranosyl)-β-D-xylopyranosyl)-6-O-(trans-p-coumaroyl)-β-D-glucopyranoside] 5-O-(6-O-malonyl-β-D-glucopyarnoside)
—— Acetic acid 4-oxo-2-phenyl-8-((Z)-1-phenyl-propenyl)-4H-chromen-7-yl ester 132314-48-8 C26H20O4
Acetic acid 4-oxo-2-phenyl-8-((Z)-1-phenyl-propenyl)-4H-chromen-7-yl ester
—— 8-<2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-3-acetoxy-chromanyl-(4)>-4-<2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3,4-diacetoxy-chromanyl-(8)>-5,7,3',4'-tetramethoxy-3-acetoxy-flavan 22970-00-9 C65H70O23
8-<2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-3-acetoxy-chromanyl-(4)>-4-<2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3,4-diacetoxy-chromanyl-(8)>-5,7,3',4'-tetramethoxy-3-acetoxy-flavan
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-3,7-di(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one 918309-41-8 C56H54O25
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-3,7-di(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one
—— 6-C-α-L-arabinopyranosylquercetine 101665-35-4 C20H18O11
6-C-α-L-arabinopyranosylquercetine
—— 3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-7-yl-4-methylbenzenesulfonate 1610737-89-7 C50H40O9S
3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-7-yl-4-methylbenzenesulfonate
—— 3',4',3,5,7-pentamethoxy-4-thioflavone 84212-84-0 C20H20O6S
3',4',3,5,7-pentamethoxy-4-thioflavone
—— 4-(((2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)methyl)benzonitrile 1394914-43-2 C23H15NO7
4-(((2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxo-4H-chromen-7-yl)oxy)methyl)benzonitrile
—— 3-{[3,5,7-trihydroxy-2-(3,4-dihydroxyphenyl)chroman-4-on-6-yl]methyl}-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2-α]diazocin-8-one 1620385-95-6 C27H26N2O8
3-{[3,5,7-trihydroxy-2-(3,4-dihydroxyphenyl)chroman-4-on-6-yl]methyl}-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2-α]diazocin-8-one
—— N-(5-Ethoxycarbonyl-ethoxy-2-phenyl-8-benzopyronyl-7-oxyacetyl)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisochinolin 41988-30-1 C41H41NO11
N-(5-Ethoxycarbonyl-ethoxy-2-phenyl-8-benzopyronyl-7-oxyacetyl)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisochinolin
—— 7-((2-chlorobenzyl)oxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one 1394914-27-2 C22H15ClO7
7-((2-chlorobenzyl)oxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one
—— monopotassium mono(3,5-dihydroxy-2-(3-hydroxy-4-(sulfonatooxy)phenyl)-4-oxo-4H-chromen-7-yl sulfate) 116135-22-9 C15H8O13S2*2K
monopotassium mono(3,5-dihydroxy-2-(3-hydroxy-4-(sulfonatooxy)phenyl)-4-oxo-4H-chromen-7-yl sulfate)
—— 3,4-dihydroxychalcone-4-β-D-ribofuranoside 517892-11-4 C20H20O7
3,4-dihydroxychalcone-4-β-D-ribofuranoside
—— 7-hydroxy-6,8-dinitroflavone 3428-15-7 C15H8N2O7
7-hydroxy-6,8-dinitroflavone
—— 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one 63975-58-6 C28H32O16
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
—— 3'-O-(CO-Val-OH)-quercetin 879224-86-9 C21H19NO10
3'-O-(CO-Val-OH)-quercetin
—— acetic acid 4,5-diacetoxy-2-[2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester 952513-89-2 C27H26O14
acetic acid 4,5-diacetoxy-2-[2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester
—— 5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-6,8-dimethyl-chroman-4-one 123813-70-7 C25H24O10
5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-6,8-dimethyl-chroman-4-one
—— 7-((3-bromobenzyl)oxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one 1394914-34-1 C22H15BrO7
7-((3-bromobenzyl)oxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one
—— 6,8-di-tert-butyl-2-phenyl-2H-chromene 76336-90-8 C23H28O
6,8-di-tert-butyl-2-phenyl-2H-chromene
—— 1421313-20-3 C32H32O7
—— (2R,3S)-5,7-bis(benzyloxy)-2-(3',4'-dimethoxyphenyl)chroman-3-yl acetate 443926-55-4 C33H32O7
(2R,3S)-5,7-bis(benzyloxy)-2-(3',4'-dimethoxyphenyl)chroman-3-yl acetate
—— tri-tert-butyl ((2R,3S)-2-(4,4-difluoro-3-oxocyclohexa-1,5-dien-1-yl)chromane-3,5,7-triyl) tricarbonate 1256550-70-5 C30H36F2O11
tri-tert-butyl ((2R,3S)-2-(4,4-difluoro-3-oxocyclohexa-1,5-dien-1-yl)chromane-3,5,7-triyl) tricarbonate
—— 4'-O-(CO-Met-OtBu)-quercetin 1138406-15-1 C25H27NO10S
4'-O-(CO-Met-OtBu)-quercetin
—— 7,8-Benzoflavanonhydrazon 22877-09-4 C19H16N2O
7,8-Benzoflavanonhydrazon
—— 4'-O-(CO-Ala-Glu-OH)-quercetin 1138406-35-5 C24H22N2O13
4'-O-(CO-Ala-Glu-OH)-quercetin
—— 6,7-Dibrom-3-hydroxy-flavon 40590-93-0 C15H8Br2O3
6,7-Dibrom-3-hydroxy-flavon
—— (2R,3R,4S,5S,6R)-3,4,5-Triacetoxy-6-[5-acetoxy-7-benzyloxy-2-(4-benzyloxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 30724-95-9 C44H40O16
(2R,3R,4S,5S,6R)-3,4,5-Triacetoxy-6-[5-acetoxy-7-benzyloxy-2-(4-benzyloxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
—— 1403357-02-7 C19H18O4
—— Bi-4'-methoxy-3'-flavonylketon 33427-58-6 C33H22O7
Bi-4'-methoxy-3'-flavonylketon
—— 2-(4-Benzyloxy-phenyl)-3,6-dimethoxy-chromen-4-one 111391-64-1 C24H20O5
2-(4-Benzyloxy-phenyl)-3,6-dimethoxy-chromen-4-one
—— 4'α-benzylthioprocyanidin B-1 99297-46-8 C37H32O12S
4'α-benzylthioprocyanidin B-1
—— 4,4'-dimethoxy-4,4'-biflav-2-ene 69709-46-2 C32H26O4
4,4'-dimethoxy-4,4'-biflav-2-ene
—— 1423564-88-8 C56H64O31
—— (2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 4-(methoxymethoxy)benzoate 1338809-99-6 C34H32O15
(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 4-(methoxymethoxy)benzoate
—— 3,5,4'-trihydroxy-7-methoxyflavone-5-O-β-D-xylopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->4)-O-α-L-rhamnopyranoside 1008364-22-4 C33H40O19
3,5,4'-trihydroxy-7-methoxyflavone-5-O-β-D-xylopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->4)-O-α-L-rhamnopyranoside
—— 2-(3,4-dihydroxy-5-sulfophenyl)-3,5,7-trihydroxy-8-sulfo-4H-benzopyran-4-one disodium salt 31273-41-3 C15H8O13S2*2Na
2-(3,4-dihydroxy-5-sulfophenyl)-3,5,7-trihydroxy-8-sulfo-4H-benzopyran-4-one disodium salt
—— 8-Oxo-5-phenyl-8H-4-oxa-pyrene-7-carbonitrile 38159-03-4 C22H11NO2
8-Oxo-5-phenyl-8H-4-oxa-pyrene-7-carbonitrile