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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
—— Glucosylorientin 76135-83-6 C27H30O17
Glucosylorientin
—— 3-Dodecyl-cianidanol 71628-08-5 C27H38O6
3-Dodecyl-cianidanol
—— 3-Hexadecyl-cianidanol 71628-09-6 C31H46O6
3-Hexadecyl-cianidanol
—— 3-Butyl-cianidanol 71634-77-0 C19H22O6
3-Butyl-cianidanol
—— 2H-1-Benzopyran-5,7-diol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-3-(3-phenylpropoxy)-, (2R-trans)- 71627-98-0 C24H24O6
2H-1-Benzopyran-5,7-diol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-3-(3-phenylpropoxy)-, (2R-trans)-
—— 3-(3,4-Dihydroxybenzoyl)-cianidanol 71634-86-1 C22H18O9
3-(3,4-Dihydroxybenzoyl)-cianidanol
—— isoswertisin-5-O-β-D-glucoside 73051-76-0 C28H32O15
isoswertisin-5-O-β-D-glucoside
—— 4H-Furo(2,3-h)-1-benzopyran-4-one, 9-(1,2-bis(acetyloxy)-2-methylpropyl)-8,9-dihydro-5-methoxy-2-phenyl-, (R-(R*,S*))- 70270-39-2 C26H26O8
4H-Furo(2,3-h)-1-benzopyran-4-one, 9-(1,2-bis(acetyloxy)-2-methylpropyl)-8,9-dihydro-5-methoxy-2-phenyl-, (R-(R*,S*))-
—— 3,4-Dihydro-2-(4-hydroxyphenyl)-2H-1-benzopyran-3-ol 114607-42-0 C15H14O3
3,4-Dihydro-2-(4-hydroxyphenyl)-2H-1-benzopyran-3-ol
—— 8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 152735-23-4 C31H33N3O4
8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— Neoeriocitrin dihydrochalcone 65520-51-6 C27H34O15
Neoeriocitrin dihydrochalcone
—— 4-beta-Carboxymethyl-(-)-epicatechin 126655-10-5 C17H16O8
4-beta-Carboxymethyl-(-)-epicatechin
—— 9-Hydroxy-2-phenyl-4h-benzo[h]chromen-4-one 78729-83-6 C19H12O3
9-Hydroxy-2-phenyl-4h-benzo[h]chromen-4-one
—— Iscag 96627-12-2 C27H30O16
Iscag
—— (2S-cis)-8-Chloro-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methyl-4H-1-benzopyran-4-one 132342-07-5 C16H13ClO5
(2S-cis)-8-Chloro-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methyl-4H-1-benzopyran-4-one
—— flemichin D 57096-07-8 C25H26O6
flemichin D
—— Amorphin Flavonoid 4207-90-3 C34H40O16
Amorphin Flavonoid
—— 4-(Butylamino)-2-(4-methoxyphenyl)-1-benzopyrylium tetrafluoroborate 30411-66-6 C20H22BF4NO2
4-(Butylamino)-2-(4-methoxyphenyl)-1-benzopyrylium tetrafluoroborate
—— 7-<(3-Diethylamino-propyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 611-56-3 C24H28N2O4
7-<(3-Diethylamino-propyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 7-Hydroxy-3-methoxy-2',4'-dibenzyloxy-flavylium-chlorid 63549-25-7 C30H25O5*Cl
7-Hydroxy-3-methoxy-2',4'-dibenzyloxy-flavylium-chlorid
—— Proanthocyanidin 18206-61-6 C31H28O12
Proanthocyanidin
—— (2S)-8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one 18412-96-9 C30H22O11
(2S)-8-[(2S,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dimethoxy-8-methyl-2-phenyl- 2812-09-1 C18H18O3
4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dimethoxy-8-methyl-2-phenyl-
—— 8,14-Methano-4H,14H-1-benzopyrano(7,8-d)(1,3)benzodioxocin-4-one, 8-(3,4-dihydroxyphenyl)-11-(beta-D-glucopyranosyloxy)-2,3-dihydro-5,13-dihydroxy-2-(4-hydroxyphenyl)-, (2R,8R,14R)- 176739-80-3 C36H32O15
8,14-Methano-4H,14H-1-benzopyrano(7,8-d)(1,3)benzodioxocin-4-one, 8-(3,4-dihydroxyphenyl)-11-(beta-D-glucopyranosyloxy)-2,3-dihydro-5,13-dihydroxy-2-(4-hydroxyphenyl)-, (2R,8R,14R)-
—— 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-, (S)- 24292-54-4 C15H12O5
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-, (S)-
—— 3-Methyl-7,3',4',5'-tetramethoxy-flavon 18651-19-9 C20H20O6
3-Methyl-7,3',4',5'-tetramethoxy-flavon
—— Dioclein 161748-44-3 C17H16O7
Dioclein
—— 7-Methoxy-3-methyl-8-[(morpholin-4-yl)methyl]-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1) 67238-85-1 C22H24ClNO4
7-Methoxy-3-methyl-8-[(morpholin-4-yl)methyl]-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1)
—— 7-(3-(Dimethylamino)-2-methylpropoxy)flavone 607-74-9 C21H23NO3
7-(3-(Dimethylamino)-2-methylpropoxy)flavone
—— 2-(3-Iodo-4-isopropoxy-phenyl)-5,7-dimethoxy-chromen-4-one 135159-02-3 C20H19IO5
2-(3-Iodo-4-isopropoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— 6,8-Dimethyl-2-p-tolyl-chromen-4-one 88952-93-6 C18H16O2
6,8-Dimethyl-2-p-tolyl-chromen-4-one
—— 2-(2-Chlorophenyl)-6,8-dimethylchromen-4-one 89112-89-0 C17H13ClO2
2-(2-Chlorophenyl)-6,8-dimethylchromen-4-one
—— 6-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 137502-80-8 C18H16O6
6-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 2-(3,4-Dichlorophenyl)-6-methylchromen-4-one 685555-22-0 C16H10Cl2O2
2-(3,4-Dichlorophenyl)-6-methylchromen-4-one
—— (2r)-6-Hydroxy-2-phenyl-2,3-dihydro-4h-chromen-4-one 190831-07-3 C15H12O3
(2r)-6-Hydroxy-2-phenyl-2,3-dihydro-4h-chromen-4-one
—— 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-8-methyl-6-(3-methyl-2-butenyl)-2-phenyl-, (S)- 101959-25-5 C21H22O4
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-8-methyl-6-(3-methyl-2-butenyl)-2-phenyl-, (S)-
—— (2S,3R,5S,6R)-2-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride —— C29H35ClO17
(2S,3R,5S,6R)-2-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one 83151-90-0 C26H28O15
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
—— 4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-8-methyl-7-((3-methyl-2-butenyl)oxy)-2-phenyl-, (S)- 101959-24-4 C21H22O4
4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-8-methyl-7-((3-methyl-2-butenyl)oxy)-2-phenyl-, (S)-
—— Yuanhuanin 83133-14-6 C22H22O11
Yuanhuanin
—— 6-[(Dipropylamino)methyl]-3-methyl-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1) 101491-46-7 C23H28ClNO2
6-[(Dipropylamino)methyl]-3-methyl-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1)
—— 6-(Aminomethyl)-3-methyl-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1) 101442-02-8 C17H16ClNO2
6-(Aminomethyl)-3-methyl-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1)
—— Isoorientin 6-O''-beta-D-glucopyranoside 98568-80-0 C27H30O16
Isoorientin 6-O''-beta-D-glucopyranoside
—— Cyanidin 3-glucosylgalactoside 60029-66-5 C27H31ClO16
Cyanidin 3-glucosylgalactoside
—— 3-Isopropoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromene-6-carboxylic acid 58539-93-8 C20H18O6
3-Isopropoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromene-6-carboxylic acid
—— 7-Methoxy-3-methyl-8-[(4-methylpiperazin-1-yl)methyl]-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1) 70145-78-7 C23H27ClN2O3
7-Methoxy-3-methyl-8-[(4-methylpiperazin-1-yl)methyl]-2-phenyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1)
—— 2-[4-Methoxy-3-(piperidin-1-ium-1-ylmethyl)phenyl]-3-methylchromen-4-onechloride 67238-87-3 C23H26ClNO3
2-[4-Methoxy-3-(piperidin-1-ium-1-ylmethyl)phenyl]-3-methylchromen-4-onechloride
—— 3-Ethyl-7-methoxy-2-phenyl-8-(piperidin-1-ium-1-ylmethyl)chromen-4-onechloride 67272-18-8 C24H28ClNO3
3-Ethyl-7-methoxy-2-phenyl-8-(piperidin-1-ium-1-ylmethyl)chromen-4-onechloride
—— 8-[(Diethylamino)methyl]-2-(4-methoxyphenyl)-3-methyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1) 67238-72-6 C22H26ClNO3
8-[(Diethylamino)methyl]-2-(4-methoxyphenyl)-3-methyl-4H-1-benzopyran-4-one--hydrogen chloride (1/1)
—— 3-Methyl-7-methoxy-8-piperidinomethyl-flavon 86073-53-2 C23H25NO3
3-Methyl-7-methoxy-8-piperidinomethyl-flavon