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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-phenyl-8H-pyrano[3,2-f]chromen-1-one 1431847-43-6 C18H12O3
3-phenyl-8H-pyrano[3,2-f]chromen-1-one
—— 6-(2,3-epoxypropoxy)flavone 84858-26-4 C18H14O4
6-(2,3-epoxypropoxy)flavone
—— 6-[6-(4-hydroxypiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-02-1 C26H31NO4
6-[6-(4-hydroxypiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 2-phenyl-6-(6-piperidinylhexoxy)-4H-1-benzopyran-4-one 140438-96-6 C26H31NO3
2-phenyl-6-(6-piperidinylhexoxy)-4H-1-benzopyran-4-one
—— ethyl 2-[(4-oxo-4H-1-benzopyran-2-phenyl-6-yl)oxy]acetate 98783-14-3 C19H16O5
ethyl 2-[(4-oxo-4H-1-benzopyran-2-phenyl-6-yl)oxy]acetate
—— 6-[6-(4-(2-Hydroxyethyl)piperazinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one hydrochloride 139653-05-7 C27H34N2O4*ClH
6-[6-(4-(2-Hydroxyethyl)piperazinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one hydrochloride
—— 6-<(6-aminohexyl)oxy>flavone 140439-09-4 C21H23NO3
6-<(6-aminohexyl)oxy>flavone
—— 6-[6-(4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-34-9 C32H32ClNO3
6-[6-(4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 6-{6-[4-(4-Chloro-phenyl)-4-hydroxy-piperidin-1-yl]-hexyloxy}-2-phenyl-chromen-4-one 140439-01-6 C32H34ClNO4
6-{6-[4-(4-Chloro-phenyl)-4-hydroxy-piperidin-1-yl]-hexyloxy}-2-phenyl-chromen-4-one
—— 6-(6-morpholinylhexoxy)-2-phenyl-4H-1-benzopyran-4-one 139652-28-1 C25H29NO4
6-(6-morpholinylhexoxy)-2-phenyl-4H-1-benzopyran-4-one
—— 6-[7-(4-hydroxypiperidinyl)heptoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-21-4 C27H33NO4
6-[7-(4-hydroxypiperidinyl)heptoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 6-(pyrrolidylhexoxy)-2-phenyl-4H-1-benzopyran-4-one 139652-49-6 C25H29NO3
6-(pyrrolidylhexoxy)-2-phenyl-4H-1-benzopyran-4-one
—— 6-[6-(dimethylamino)hexoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-08-7 C23H27NO3
6-[6-(dimethylamino)hexoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 6-[7-(dimethylamino)heptoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-10-1 C24H29NO3
6-[7-(dimethylamino)heptoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 6-[6-(Benzyl-methyl-amino)-hexyloxy]-2-phenyl-chromen-4-one 139652-48-5 C29H31NO3
6-[6-(Benzyl-methyl-amino)-hexyloxy]-2-phenyl-chromen-4-one
—— 6-[6-(4-methylpiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-45-2 C27H33NO3
6-[6-(4-methylpiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 6-(6-Hexamethyleneiminohexoxy)-2-phenyl-4H-1-benzopyran-4-one 139652-50-9 C27H33NO3
6-(6-Hexamethyleneiminohexoxy)-2-phenyl-4H-1-benzopyran-4-one
—— 6-{6-[(2-Hydroxy-ethyl)-methyl-amino]-hexyloxy}-2-phenyl-chromen-4-one 139652-09-8 C24H29NO4
6-{6-[(2-Hydroxy-ethyl)-methyl-amino]-hexyloxy}-2-phenyl-chromen-4-one
—— 6-[5-(4-hydroxypiperidinyl)pentoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-20-3 C25H29NO4
6-[5-(4-hydroxypiperidinyl)pentoxy]-2-phenyl-4H-1-benzopyran-4-one
—— (+/-)-6-[6-(3-hydroxypiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-46-3 C26H31NO4
(+/-)-6-[6-(3-hydroxypiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one
—— 6-[3-(4-Hydroxy-piperidin-1-yl)-propoxy]-2-phenyl-chromen-4-one 139652-63-4 C23H25NO4
6-[3-(4-Hydroxy-piperidin-1-yl)-propoxy]-2-phenyl-chromen-4-one
—— 6-[6-[4-(2-Hydroxyethyl)piperazin-1-yl]hexoxy]-2-phenylchromen-4-one 139652-51-0 C27H34N2O4
6-[6-[4-(2-Hydroxyethyl)piperazin-1-yl]hexoxy]-2-phenylchromen-4-one
—— 2-Phenyl-6-[6-(4-pyrimidin-2-ylpiperazin-1-yl)hexoxy]chromen-4-one 140438-97-7 C29H32N4O3
2-Phenyl-6-[6-(4-pyrimidin-2-ylpiperazin-1-yl)hexoxy]chromen-4-one
—— 6-<<5-(N,N-dimethylamino)pentyl>oxy>flavone 139652-07-6 C22H25NO3
6-<<5-(N,N-dimethylamino)pentyl>oxy>flavone
—— 1-[6-(4-Oxo-2-phenyl-4H-chromen-6-yloxy)-hexyl]-piperidine-4-carboxylic acid ethyl ester 140439-00-5 C29H35NO5
1-[6-(4-Oxo-2-phenyl-4H-chromen-6-yloxy)-hexyl]-piperidine-4-carboxylic acid ethyl ester
—— 6-(3-Dimethylamino-propoxy)-2-phenyl-chromen-4-one 140438-95-5 C20H21NO3
6-(3-Dimethylamino-propoxy)-2-phenyl-chromen-4-one
—— 2-phenyl-chroman-6-ol 488847-30-9 C15H14O2
2-phenyl-chroman-6-ol
—— 4-Oxo-2-phenylchromen-6-yl benzoate 121287-13-6 C22H14O4
4-Oxo-2-phenylchromen-6-yl benzoate
—— 5-carbomethoxymethyl-7-hydroxy-3'-fluoro-4'-chloroflavone 1389341-54-1 C18H12ClFO5
5-carbomethoxymethyl-7-hydroxy-3'-fluoro-4'-chloroflavone
—— 3-hydroxy-6-methoxy-2-(p-tolyl)-4H-chromen-4-one 93176-01-3 C17H14O4
3-hydroxy-6-methoxy-2-(p-tolyl)-4H-chromen-4-one
—— (R)-7-methoxy-2-(2-methoxyphenyl)-3-nitro-2H-chromene 1162662-52-3 C17H15NO5
(R)-7-methoxy-2-(2-methoxyphenyl)-3-nitro-2H-chromene
—— 2-phenyl-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-09-6 C17H14N2O2*ClH
2-phenyl-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 7-ethyl-1,10-dioxo-3-phenyl-7,10-dihydro-1H-pyrano-[3,2-f]quinoline-9-carboxylic acid 1492929-05-1 C21H15NO5
7-ethyl-1,10-dioxo-3-phenyl-7,10-dihydro-1H-pyrano-[3,2-f]quinoline-9-carboxylic acid
—— 7-benzyloxy-2-(3-hydroxy-4-(isopentyloxy)phenyl)-5-hydroxy-4H-chromen-4-one 1201808-26-5 C27H26O6
7-benzyloxy-2-(3-hydroxy-4-(isopentyloxy)phenyl)-5-hydroxy-4H-chromen-4-one
—— 4-[3-(4-methoxyphenyl)-7-(oxan-2-yloxy)-2H-chromen-2-yl]phenol 189290-12-8 C27H26O5
4-[3-(4-methoxyphenyl)-7-(oxan-2-yloxy)-2H-chromen-2-yl]phenol
—— 5S*-(-)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 554431-15-1 C30H31NO5
5S*-(-)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— 8-{3-Bromo-4-[2-(piperidin-1-yl)ethoxy]phenyl}-1,8-dihydro-2H-[1]benzopyrano[4,3-d][1]benzoxepine-5,11-diol 946534-31-2 C30H30BrNO5
8-{3-Bromo-4-[2-(piperidin-1-yl)ethoxy]phenyl}-1,8-dihydro-2H-[1]benzopyrano[4,3-d][1]benzoxepine-5,11-diol
—— 5S*-(-)-1-{2-[4-(2,8-dimethoxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)-phenoxy]-ethyl}-piperidine —— C32H35NO5
5S*-(-)-1-{2-[4-(2,8-dimethoxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)-phenoxy]-ethyl}-piperidine
—— 1-(2-{4-[2,8-bis(tert-butyldimethylsilyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-5-yl]phenoxy}ethyl)piperidine 554430-45-4 C42H59NO5Si2
1-(2-{4-[2,8-bis(tert-butyldimethylsilyloxy)-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-5-yl]phenoxy}ethyl)piperidine
—— 2-(3,4-Dimethoxyphenyl)-3-nitrochromen-4-one 187585-42-8 C17H13NO6
2-(3,4-Dimethoxyphenyl)-3-nitrochromen-4-one
—— 3-[6-(4-Carbamoylphenyl)-8-oxo-2-[2-(trifluoromethoxy)anilino]pyrano[3,2-f]benzimidazol-3-yl]propanoic acid 1311276-89-7 C27H19F3N4O6
3-[6-(4-Carbamoylphenyl)-8-oxo-2-[2-(trifluoromethoxy)anilino]pyrano[3,2-f]benzimidazol-3-yl]propanoic acid
—— N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-4-[7-[[(1R)-1-cyclohexylethyl]amino]-6-nitro-4-oxochromen-2-yl]benzamide 1311277-17-4 C33H34N4O6
N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-4-[7-[[(1R)-1-cyclohexylethyl]amino]-6-nitro-4-oxochromen-2-yl]benzamide
—— N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-4-[3-benzyl-2-(4-methoxyanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide 1311277-04-9 C40H33N5O5
N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-4-[3-benzyl-2-(4-methoxyanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide
—— N-[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]-4-[3-benzyl-2-(4-methoxyanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide 1311277-03-8 C37H35N5O5
N-[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]-4-[3-benzyl-2-(4-methoxyanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide
—— N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-4-[3-[(1R)-1-cyclohexylethyl]-2-(4-methoxyanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide 1311277-02-7 C41H41N5O5
N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-4-[3-[(1R)-1-cyclohexylethyl]-2-(4-methoxyanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide
—— 4-[6-acetamido-7-(benzylamino)-4-oxochromen-2-yl]-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]benzamide 1311277-13-0 C34H30N4O5
4-[6-acetamido-7-(benzylamino)-4-oxochromen-2-yl]-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]benzamide
—— N-[(2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl]-4-[2-(4-cyanoanilino)-3-(3-methylbutyl)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide 1311276-85-3 C33H32N6O5
N-[(2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl]-4-[2-(4-cyanoanilino)-3-(3-methylbutyl)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzamide
—— 2,3,3,4-Tetramethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran 73115-15-8 C19H22O5
2,3,3,4-Tetramethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran
—— 2,3-Dimethoxy-Δ-3-flaven 63154-45-0 C17H16O3
2,3-Dimethoxy-Δ-3-flaven
—— (6S,6aR,10aR)-7-amino-9-ethyl-10-methyl-6a-nitro-6-phenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile 1438276-71-1 C23H21N3O3
(6S,6aR,10aR)-7-amino-9-ethyl-10-methyl-6a-nitro-6-phenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile