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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-decyl-3,2',3',6'-tetrahydroxyflavone 1354708-08-9 C25H30O6
7-decyl-3,2',3',6'-tetrahydroxyflavone
—— 3,3-diphenyl-5-formyl-<3H>-naphtho-<2,1-b>-pyrane 227471-76-3 C26H18O2
3,3-diphenyl-5-formyl-<3H>-naphtho-<2,1-b>-pyrane
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2S,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol 121842-80-6 C30H26O12
(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2S,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— (S)-7-amino-3-methoxy-6,9-diphenyl-6H-benzo[c]chromene-8-carbonitrile 1438276-93-7 C27H20N2O2
(S)-7-amino-3-methoxy-6,9-diphenyl-6H-benzo[c]chromene-8-carbonitrile
—— 2-(4-(trifluoromethyl)phenyl)-3-nitro-2H-chromene 883030-69-1 C16H10F3NO3
2-(4-(trifluoromethyl)phenyl)-3-nitro-2H-chromene
—— tert-butyl N-[10-[[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-6-yl]methyl-methylamino]decyl]carbamate 1072920-59-2 C32H46N2O7
tert-butyl N-[10-[[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-6-yl]methyl-methylamino]decyl]carbamate
—— 5-[10-[[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-6-yl]methyl-methylamino]decylcarbamothioylamino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid 1072920-58-1 C48H49N3O10S
5-[10-[[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-6-yl]methyl-methylamino]decylcarbamothioylamino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
—— 7-(2-dimethylaminoethoxy)-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one 165180-09-6 C29H34F3N3O5
7-(2-dimethylaminoethoxy)-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-hydroxy-5-pivaloylamino-4H-1-benzopyran-4-one 165179-95-3 C25H25F3N2O5
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-hydroxy-5-pivaloylamino-4H-1-benzopyran-4-one
—— 5,7,3',4',5'-pentabenzyloxyflavan-3-one 332386-66-0 C50H42O7
5,7,3',4',5'-pentabenzyloxyflavan-3-one
—— epicatechin gallate 863-03-6 C22H18O10
epicatechin gallate
—— 3',4',5'-trihydroxyflavone 126432-36-8 C15H10O5
3',4',5'-trihydroxyflavone
—— Chrysin-7-β-D-glucuronid 35775-49-6 C21H18O10
Chrysin-7-β-D-glucuronid
—— 5-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)pentanoic acid 1142252-68-3 C31H27NO4
5-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)pentanoic acid
—— 5-(3,3-diphenyl-3H-benzo[f]chromene-7-carboxamido)pentanoic acid 1142252-58-1 C31H27NO4
5-(3,3-diphenyl-3H-benzo[f]chromene-7-carboxamido)pentanoic acid
—— Rhodalin 54676-60-7 C20H18O11
Rhodalin
—— (E)-3-(1-benzofuran-5-yl)-1-[2-hydroxy-4-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one 1049661-85-9 C24H24O9
(E)-3-(1-benzofuran-5-yl)-1-[2-hydroxy-4-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
—— 3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one 794564-32-2 C24H28O10
3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-1-[2-hydroxy-4-methyl-6-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one
—— 3-(5-benzo[b]furanyl)-2'-(6-O-methoxycarbonyl-β-D-glucopyranosyloxy)-6'-allyloxy-4'-methylpropiophenone 209746-58-7 C29H32O11
3-(5-benzo[b]furanyl)-2'-(6-O-methoxycarbonyl-β-D-glucopyranosyloxy)-6'-allyloxy-4'-methylpropiophenone
—— 5,7-Dihydroxy-2-(4-nitrophenyl)-2,3-dihydro-4H-1-benzopyran-4-one 115809-03-5 C15H11NO6
5,7-Dihydroxy-2-(4-nitrophenyl)-2,3-dihydro-4H-1-benzopyran-4-one
—— 2-(4-(pyrrolidin-1-yl)phenyl)pyrano[3,2-g]indol-4(9H)-one 1400093-71-1 C21H18N2O2
2-(4-(pyrrolidin-1-yl)phenyl)pyrano[3,2-g]indol-4(9H)-one
—— 4'-methyl-7-methoxy-3'-nitroflavone 921942-51-0 C17H13NO5
4'-methyl-7-methoxy-3'-nitroflavone
—— Triacetylfarrerol 117894-07-2 C23H22O8
Triacetylfarrerol
—— 4'-methyl-5,7-dimethoxy-3'-nitroflavone 921942-59-8 C18H15NO6
4'-methyl-5,7-dimethoxy-3'-nitroflavone
—— 4'-methyl-5-methoxy-3'-nitroflavone 921942-56-5 C17H13NO5
4'-methyl-5-methoxy-3'-nitroflavone
—— (2R,3S,4S)-2-(4-Hydroxy-phenyl)-chroman-3,4,7-triol 29799-84-6 C15H14O5
(2R,3S,4S)-2-(4-Hydroxy-phenyl)-chroman-3,4,7-triol
—— 5-hydroxy-7-methoxy-3-methylflavone 98517-90-9 C17H14O4
5-hydroxy-7-methoxy-3-methylflavone
—— eriocitrin 13463-28-0 C27H32O15
eriocitrin
—— 3,6,7,8-tetrahydroxy-2-phenyl-chromen-4-one 744209-67-4 C15H10O6
3,6,7,8-tetrahydroxy-2-phenyl-chromen-4-one
—— 6-Chloro-2-(4-methoxy-phenyl)-2H-chromene 121507-61-7 C16H13ClO2
6-Chloro-2-(4-methoxy-phenyl)-2H-chromene
—— 6,7,8-trimethoxyflavone 119892-30-7 C18H16O5
6,7,8-trimethoxyflavone
—— 2-(3,4-dihydroxy-phenyl)-6,7,8-trihydroxy-chromen-4-one 119445-00-0 C15H10O7
2-(3,4-dihydroxy-phenyl)-6,7,8-trihydroxy-chromen-4-one
—— 3-hydroxy-6,7,8-trimethoxy-2-phenyl-chromen-4-one 858801-46-4 C18H16O6
3-hydroxy-6,7,8-trimethoxy-2-phenyl-chromen-4-one
—— 3,6,7,8-tetrahydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 727422-82-4 C15H10O9
3,6,7,8-tetrahydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 6,7,8-trihydroxyflavone 119892-26-1 C15H10O5
6,7,8-trihydroxyflavone
—— hydroxy-4′,5′,6,7,8-pentamethoxyflavone 94683-87-1 C20H20O8
hydroxy-4′,5′,6,7,8-pentamethoxyflavone
—— 2-(3,4-dihydroxy-phenyl)-3,6,7,8-tetrahydroxy-chromen-4-one 108237-84-9 C15H10O8
2-(3,4-dihydroxy-phenyl)-3,6,7,8-tetrahydroxy-chromen-4-one
—— 2-(4-methoxyphenyl)-6-methyl-2H-chromene 41786-37-2 C17H16O2
2-(4-methoxyphenyl)-6-methyl-2H-chromene
—— 8-(1,1-Dioxo-1,2-thiazolidin-2-yl)-6-methyl-3-phenylmethoxy-2-[4-phenylmethoxy-3-(trifluoromethyl)phenyl]chromen-4-one 372102-79-9 C34H28F3NO6S
8-(1,1-Dioxo-1,2-thiazolidin-2-yl)-6-methyl-3-phenylmethoxy-2-[4-phenylmethoxy-3-(trifluoromethyl)phenyl]chromen-4-one
—— isoscoparin 20013-23-4 C22H22O11
isoscoparin
—— 7-Nonyl-3-phenylmethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one 649552-02-3 C34H40O6
7-Nonyl-3-phenylmethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
—— 4-(5-Amino-4-oxochromen-2-yl)benzonitrile 179911-62-7 C16H10N2O2
4-(5-Amino-4-oxochromen-2-yl)benzonitrile
—— N-[2-(4-cyanophenyl)-4-oxochromen-5-yl]-2,2-dimethylpropanamide 179911-51-4 C21H18N2O3
N-[2-(4-cyanophenyl)-4-oxochromen-5-yl]-2,2-dimethylpropanamide
—— epicatechin-(4β->8)-epicatechin-(4β->6)-catechin 79763-28-3 C45H38O18
epicatechin-(4β->8)-epicatechin-(4β->6)-catechin
—— 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one 81563-84-0 C23H24O13
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— [(2S,3S)-6-[(2R,3S,4S)-3-acetyloxy-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-3-yl] acetate 78139-50-1 C40H42O12
[(2S,3S)-6-[(2R,3S,4S)-3-acetyloxy-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— 5,7-dihydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one 410078-39-6 C16H9F3O4
5,7-dihydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— (2R,3S,4R,7S,8S)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol 127644-49-9 C30H26O10
(2R,3S,4R,7S,8S)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol
—— epiafzelechin-(4β->8,2β->O->7)-epiafzelechin-(4α->8)-epicatechin 130918-27-3 C45H36O16
epiafzelechin-(4β->8,2β->O->7)-epiafzelechin-(4α->8)-epicatechin
—— 7-methoxy-2-phenyl-2H-1-benzopyran 65548-47-2 C16H14O2
7-methoxy-2-phenyl-2H-1-benzopyran