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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
—— tert-butyl (4-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)oxy)butyl)carbamate 1156495-05-4 C24H27NO9
tert-butyl (4-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)oxy)butyl)carbamate
—— 3-benzoyl-5,7-bis-benzoyloxy-2-phenyl-chromen-4-one 103269-01-8 C36H22O7
3-benzoyl-5,7-bis-benzoyloxy-2-phenyl-chromen-4-one
—— 7,4'-Di(methoxymethoxy)-8,3'-di-(C-prenyl)flavanone 89024-13-5 C29H36O6
7,4'-Di(methoxymethoxy)-8,3'-di-(C-prenyl)flavanone
—— 6-bromo-2-(3-isopropoxy-phenyl)-chroman-4-one 1426899-94-6 C18H17BrO3
6-bromo-2-(3-isopropoxy-phenyl)-chroman-4-one
—— 2-(4-methanesulfonyl-phenyl)-chroman-6-ol 1426900-15-3 C16H16O4S
2-(4-methanesulfonyl-phenyl)-chroman-6-ol
—— 2-(4-methoxyphenyl)-7-(2-morpholinoethoxy)-4-chromanone 850152-83-9 C22H25NO5
2-(4-methoxyphenyl)-7-(2-morpholinoethoxy)-4-chromanone
—— 3-Brom-2,2-diphenyl-chroman-4-ol 3780-15-2 C21H17BrO2
3-Brom-2,2-diphenyl-chroman-4-ol
—— 7-Hydroxy-3-iodflavanon 4252-97-5 C15H11IO3
7-Hydroxy-3-iodflavanon
—— 5,8,4'-Trimethoxy-flavanon 16805-08-6 C18H18O5
5,8,4'-Trimethoxy-flavanon
—— 5-Hydroxy-6-allyl-7-(p-toluolsulfonyloxy)-flavon 18114-22-2 C25H20O6S
5-Hydroxy-6-allyl-7-(p-toluolsulfonyloxy)-flavon
—— Di-O-methyl-swertisin-<tetra-4-nitro-benzoat> 6991-12-4 C52H38N4O22
Di-O-methyl-swertisin-<tetra-4-nitro-benzoat>
—— Bractein 22684-08-8 C21H20O12
Bractein
—— 7-benzyloxy-3,5,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 10567-55-2 C26H24O7
7-benzyloxy-3,5,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 7-Hydroxy-3,5-dimethoxy-2-<3.4.5-trihydroxy-phenyl>-4H-chromen-4-on 1486-64-2 C17H14O8
7-Hydroxy-3,5-dimethoxy-2-<3.4.5-trihydroxy-phenyl>-4H-chromen-4-on
—— 11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1263317-83-4 C45H46O4S
11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— 2'-Chlor-4'-methyl-flavonol 3412-22-4 C16H11ClO3
2'-Chlor-4'-methyl-flavonol
—— 3-(2-Ethoxyethyl)-2,2-bis(4-methylphenyl)chromene 1228299-41-9 C27H28O2
3-(2-Ethoxyethyl)-2,2-bis(4-methylphenyl)chromene
—— 7-carbomethoxy-2'-isopropoxy-flavone 57009-51-5 C20H18O5
7-carbomethoxy-2'-isopropoxy-flavone
—— ethyl 4'-ethyl-3-methylflavone-8-carboxylate 90102-23-1 C21H20O4
ethyl 4'-ethyl-3-methylflavone-8-carboxylate
—— 3,3-diphenyl-8-hydroxy-9-carbopropoxy-3H-naphtho[2,1-b]pyran 163672-88-6 C29H24O4
3,3-diphenyl-8-hydroxy-9-carbopropoxy-3H-naphtho[2,1-b]pyran
—— 5,5-Diphenyl-4-oxahexacyclo[12.12.0.02,11.03,8.017,26.020,25]hexacosa-1(14),2(11),3(8),6,9,12,15,17(26),18,20,22,24-dodecaene 1431215-78-9 C37H24O
5,5-Diphenyl-4-oxahexacyclo[12.12.0.02,11.03,8.017,26.020,25]hexacosa-1(14),2(11),3(8),6,9,12,15,17(26),18,20,22,24-dodecaene
—— 2-[(Ξ)-8-methoxy-2-(4-methoxy-phenyl)-chromen-4-ylidene]-1-(4-methoxy-phenyl)-ethanone 860593-93-7 C26H22O5
2-[(Ξ)-8-methoxy-2-(4-methoxy-phenyl)-chromen-4-ylidene]-1-(4-methoxy-phenyl)-ethanone
—— 3,7,4'-Tribenzyloxy-3'-methoxy-flavochinon 5982-20-7 C37H28O8
3,7,4'-Tribenzyloxy-3'-methoxy-flavochinon
—— 10-chloro-6a,7-dihydro-6-(4-methoxyphenyl)-7-(3-nitrophenyl)-6H-[1]benzopyrano[3,4-c][1,5]benzothiazepine 1514898-55-5 C29H21ClN2O4S
10-chloro-6a,7-dihydro-6-(4-methoxyphenyl)-7-(3-nitrophenyl)-6H-[1]benzopyrano[3,4-c][1,5]benzothiazepine
—— 2-(4-acetoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochroman-5,7-diyl diacetate 1141487-32-2 C26H26O8
2-(4-acetoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochroman-5,7-diyl diacetate
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl p-tolylcarbamate 1261480-64-1 C23H21NO8
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl p-tolylcarbamate
—— 7-((3-(4-(benzyloxy)-3-methoxyphenyl)allyl)oxy)-5-hydroxy-2-phenyl-4H-chromen-4-one 1634662-16-0 C32H26O6
7-((3-(4-(benzyloxy)-3-methoxyphenyl)allyl)oxy)-5-hydroxy-2-phenyl-4H-chromen-4-one
—— 8-Brom-6-fluor-2'-hydroxyflavanon 4257-36-7 C15H10BrFO3
8-Brom-6-fluor-2'-hydroxyflavanon
—— (8-Methyl-2-phenyl-chroman-7-yloxy)-acetic acid [1-benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-hydrazide 122484-36-0 C26H24N2O5
(8-Methyl-2-phenyl-chroman-7-yloxy)-acetic acid [1-benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-hydrazide
—— 2',5,6,7-Tetraacetoxy-flavon 1180-36-5 C23H18O10
2',5,6,7-Tetraacetoxy-flavon
—— 8-Allyl-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 198351-12-1 C21H20O5
8-Allyl-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— (S)-2-(3,4-Dimethoxy-phenyl)-7-methoxy-chroman-3-ol 888712-57-0 C18H20O5
(S)-2-(3,4-Dimethoxy-phenyl)-7-methoxy-chroman-3-ol
—— 3,4-Dihydro-3-(methoxyphenylphosphoryl)-9-phenyl-2,3,4-metheno-2H-1-benzopyran 108010-29-3 C23H19O3P
3,4-Dihydro-3-(methoxyphenylphosphoryl)-9-phenyl-2,3,4-metheno-2H-1-benzopyran
—— Isorhamnetin-3-mono-β-D-xylosid 6743-93-7 C21H20O11
Isorhamnetin-3-mono-β-D-xylosid
—— E-(4-β-D-allopyranosyloxyphenyl)-1-(4-ethylphenyl)propenone 1089671-20-4 C23H26O7
E-(4-β-D-allopyranosyloxyphenyl)-1-(4-ethylphenyl)propenone
—— 3'-iodo-4',5-dimethoxyflavone 1224596-62-6 C17H13IO4
3'-iodo-4',5-dimethoxyflavone
—— 7-O-benzyl-5,4'-di-O-hexanoyl apigenin 1145669-51-7 C34H36O7
7-O-benzyl-5,4'-di-O-hexanoyl apigenin
—— 4-methyl-2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester 1426900-21-1 C21H19NO4S
4-methyl-2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester
—— chrysin-ethylidene-sarafloxacin 1517965-24-0 C37H29F2N3O7
chrysin-ethylidene-sarafloxacin
—— 5,7-dimethoxymethoxy-3'-bromo-8-(3,3-dimethylallyl)-flavanone 1075171-42-4 C24H27BrO6
5,7-dimethoxymethoxy-3'-bromo-8-(3,3-dimethylallyl)-flavanone
—— 2-((S)-2-phenyl-chroman-6-yloxy)-thiazole-4-carboxylic acid methyl ester 1426900-40-4 C20H17NO4S
2-((S)-2-phenyl-chroman-6-yloxy)-thiazole-4-carboxylic acid methyl ester
—— trans-4-Acetoxyflavan 27439-10-7 C17H16O3
trans-4-Acetoxyflavan
—— 2H-1-Benzopyran, 4-(2,6-dimethylphenoxy)-3,4-dihydro-2-phenyl-, cis- 89839-99-6 C23H22O2
2H-1-Benzopyran, 4-(2,6-dimethylphenoxy)-3,4-dihydro-2-phenyl-, cis-
—— 3',5'-bis(2-chlorobenzyloxy)-7-hydroxyflavone 1374792-09-2 C29H20Cl2O5
3',5'-bis(2-chlorobenzyloxy)-7-hydroxyflavone
—— 6-hydroxy-2-(6-methyl-pyridin-3-yl)-chroman-4-one 1426899-92-4 C15H13NO3
6-hydroxy-2-(6-methyl-pyridin-3-yl)-chroman-4-one
—— 2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-7,8-dimethoxy-chroman-4-one 112742-17-3 C21H24O8
2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-7,8-dimethoxy-chroman-4-one
—— 2-(2-Isopropoxy-phenyl)-6-(1H-tetrazol-5-yl)-chromen-4-one 57009-60-6 C19H16N4O3
2-(2-Isopropoxy-phenyl)-6-(1H-tetrazol-5-yl)-chromen-4-one
—— 2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3-(tri-O-acetyl-α-L--arabinopyranosyloxy)-chromen-4-one 122147-42-6 C30H32O14
2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3-(tri-O-acetyl-α-L--arabinopyranosyloxy)-chromen-4-one
—— mulberrofuran P hexaacetate 103188-11-0 C46H34O15
mulberrofuran P hexaacetate
—— 2-(2-pyridin-3-yl-chroman-6-yloxy)-thiazole-5-carboxylic acid 1426900-53-9 C18H14N2O4S
2-(2-pyridin-3-yl-chroman-6-yloxy)-thiazole-5-carboxylic acid