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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
—— 1453812-81-1 C15H10O3
—— 1362479-14-8 C17H15NO2
—— 3-Brom-flavanon 1025-85-0 C15H11BrO2
3-Brom-flavanon
—— 6-Hydroxy-2-phenyl-3-piperidin-1-ylchromen-4-one 374611-86-6 C20H19NO3
6-Hydroxy-2-phenyl-3-piperidin-1-ylchromen-4-one
—— 3-[(Cyclohexyl-methyl-amino)-methyl]-2-phenyl-chroman-4-one; hydriodide 34097-69-3 C23H27NO2*HI
3-[(Cyclohexyl-methyl-amino)-methyl]-2-phenyl-chroman-4-one; hydriodide
—— 6-(2-(trimethylsilyl)ethynyl)flavone 1446428-56-3 C20H18O2Si
6-(2-(trimethylsilyl)ethynyl)flavone
—— (E)-2-(3,4-dimethoxyphenyl)-3-(3,7-dimethylocta-2,6-dienyloxy)-7-methoxy-4H-chromen-4-one 1622397-63-0 C28H32O6
(E)-2-(3,4-dimethoxyphenyl)-3-(3,7-dimethylocta-2,6-dienyloxy)-7-methoxy-4H-chromen-4-one
—— 3-Methyl-flavon-carbonsaeure-(8)-<2-dimethylamino-aethylester> 91849-15-9 C21H21NO4
3-Methyl-flavon-carbonsaeure-(8)-<2-dimethylamino-aethylester>
—— 6-Amino-3-methyl-3',4',5'-trimethoxyflavon 36768-38-4 C19H19NO5
6-Amino-3-methyl-3',4',5'-trimethoxyflavon
—— Octa (trimethylsilyl)(apigenin 7-neohesperidosid) 6195-55-7 C51H94O14Si8
Octa (trimethylsilyl)(apigenin 7-neohesperidosid)
—— 6,8-diiodoflavone 1427286-16-5 C15H8I2O2
6,8-diiodoflavone
—— 4-methyl-8-naphthalen-1-yl-pyrano[2,3-f]chromene-2,10-dione 32922-31-9 C23H14O4
4-methyl-8-naphthalen-1-yl-pyrano[2,3-f]chromene-2,10-dione
—— 2-(6-methoxy-2-phenyl-chromen-4-ylidene)-1-phenyl-ethanone 860593-87-9 C24H18O3
2-(6-methoxy-2-phenyl-chromen-4-ylidene)-1-phenyl-ethanone
—— (2R,4S)-(-)-4-aminoflavan hydrochloride 117465-46-0 C15H15NO*ClH
(2R,4S)-(-)-4-aminoflavan hydrochloride
—— 5-(N-methacryloyl-ε-aminohexanoyloxy)-3,3-di(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran 1372411-09-0 C37H37NO6
5-(N-methacryloyl-ε-aminohexanoyloxy)-3,3-di(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran
—— 7-β-D-Glucopyranosyloxy-5,2'-dihydroxy-flavanon 27960-47-0 C21H22O10
7-β-D-Glucopyranosyloxy-5,2'-dihydroxy-flavanon
—— (2R,3R)-2-(4-methoxyphenyl)-3-piperidin-1-yl-2,3-dihydrochromen-4-one 81281-81-4 C21H23NO3
(2R,3R)-2-(4-methoxyphenyl)-3-piperidin-1-yl-2,3-dihydrochromen-4-one
—— 3-(6-bromo-hexyloxy)-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one 114050-96-3 C23H25BrO4
3-(6-bromo-hexyloxy)-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one
—— 3-(naphthalen-2-ylmethylidene)-2-phenylchromen-4-one 141247-43-0 C26H18O2
3-(naphthalen-2-ylmethylidene)-2-phenylchromen-4-one
—— 4-[4-[5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-(2-methylpyrrolidin-1-yl)spiro[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]-10-yl]phenyl]morpholine 1278523-84-4 C58H62N2O4
4-[4-[5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-(2-methylpyrrolidin-1-yl)spiro[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]-10-yl]phenyl]morpholine
—— 2',4',7-Trichlorflavon 36774-79-5 C15H7Cl3O2
2',4',7-Trichlorflavon
—— 6-(tert-butyl)-2-phenyl-2H-chromene 76336-92-0 C19H20O
6-(tert-butyl)-2-phenyl-2H-chromene
—— 1-[5-(2,5-Difluorophenyl)-2'-phenylspiro[1,3,4-thiadiazole-2,4'-2,3-dihydrochromene]-3-yl]ethanone 1146208-18-5 C24H18F2N2O2S
1-[5-(2,5-Difluorophenyl)-2'-phenylspiro[1,3,4-thiadiazole-2,4'-2,3-dihydrochromene]-3-yl]ethanone
—— (E)-5-hydroxy-2-(2-hydroxy-4-methoxyphenyl)-7-methoxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one 1443276-27-4 C27H30O6
(E)-5-hydroxy-2-(2-hydroxy-4-methoxyphenyl)-7-methoxy-6-(3-methylbut-1-en-1-yl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
—— 1403356-85-3 C16H13ClO2
—— 7-Benzoyloxy-6-carbomethoxy-3-methyl-flavon 33845-68-0 C25H18O6
7-Benzoyloxy-6-carbomethoxy-3-methyl-flavon
—— 4',8-Dimethoxy-3-methyl-flav-2-en 2657-06-9 C18H18O3
4',8-Dimethoxy-3-methyl-flav-2-en
—— 1-[[2-(4-oxo-2-phenylchromen-7-yl)oxyacetyl]amino]-3-phenylthiourea 113495-00-4 C24H19N3O4S
1-[[2-(4-oxo-2-phenylchromen-7-yl)oxyacetyl]amino]-3-phenylthiourea
—— Platyconin chloride 39175-73-0 C63H73O37*Cl
Platyconin chloride
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-methylsulfanyl-10-(trifluoromethylsulfanyl)spiro[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] 1263317-95-8 C45H43F3O3S2
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-methylsulfanyl-10-(trifluoromethylsulfanyl)spiro[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]
—— (2R,3R)-5,7,5,7-tetra-O-(2-nitrobenzenesulfonyl)neotheaflavin 1203550-44-0 C53H36N4O28S4
(2R,3R)-5,7,5,7-tetra-O-(2-nitrobenzenesulfonyl)neotheaflavin
—— 6,8-dimethyl-2,4-diphenyl-2H-chromene 1214890-95-5 C23H20O
6,8-dimethyl-2,4-diphenyl-2H-chromene
—— 6-Acetamino-3-methylflavon 36773-31-6 C18H15NO3
6-Acetamino-3-methylflavon
—— 3,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-((4-fluorobenzyl)oxy)-4H-chromen-4-one 1610737-58-0 C50H39FO7
3,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-((4-fluorobenzyl)oxy)-4H-chromen-4-one
—— Limocitrin 3-O-β-D-glucopyranoside 38836-51-0 C23H24O13
Limocitrin 3-O-β-D-glucopyranoside
—— 2-(4-(2-((R)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one 1443773-55-4 C38H45NO7
2-(4-(2-((R)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one
—— I-5-Desoxy-II-5-tosylcupressuflavon tetramethylether 40134-16-5 C41H32O11S
I-5-Desoxy-II-5-tosylcupressuflavon tetramethylether
—— kaempferol 3-O-[alpha-L-rhamnopyranosyl(1->2)-beta-D-glucopyranosyl]-7-O-alpha-L-rhamnopyranoside 162062-89-7 C33H40O19
kaempferol 3-O-[alpha-L-rhamnopyranosyl(1->2)-beta-D-glucopyranosyl]-7-O-alpha-L-rhamnopyranoside
—— 133055-80-8 C15H14O7*C42H70O35
—— (+/-)-3<i>t</i>-Acetylamino-2<i>r</i>-phenyl-chroman-4<i>c</i>-ol 33603-93-9 C17H17NO3
(+/-)-3<i>t</i>-Acetylamino-2<i>r</i>-phenyl-chroman-4<i>c</i>-ol
—— ethyl (E)-6-(2-phenyl-4-oxo-4H-1-benzopyran-3-yl)acrylate 1393811-65-8 C20H16O4
ethyl (E)-6-(2-phenyl-4-oxo-4H-1-benzopyran-3-yl)acrylate
—— 2,2-diphenyl-chroman-3-ol 3780-23-2 C21H18O2
2,2-diphenyl-chroman-3-ol
—— (2R<sup>*</sup>,3R<sup>*</sup>)-5,4'-dimethoxyflavanonol 101946-91-2 C17H16O5
(2R<sup>*</sup>,3R<sup>*</sup>)-5,4'-dimethoxyflavanonol
—— 3-Acetoxy-3',4',5',7-tetramethoxyflavan 100736-00-3 C21H24O7
3-Acetoxy-3',4',5',7-tetramethoxyflavan
—— 1403356-83-1 C16H12Cl2O2
—— 5,7-dihydroxy-2-(2-methoxy-4-((4-methoxybenzyl)oxy)phenyl)-3-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-4H-chromen-4-one 1443276-35-4 C34H36O8
5,7-dihydroxy-2-(2-methoxy-4-((4-methoxybenzyl)oxy)phenyl)-3-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-4H-chromen-4-one
—— 3,3-Dichloro-2-(4-chloro-phenyl)-chroman-4-one 71993-30-1 C15H9Cl3O2
3,3-Dichloro-2-(4-chloro-phenyl)-chroman-4-one
—— 245345-25-9 C29H20O4
—— 8-{3-[4-(5-cyano-2-methoxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 335087-50-8 C32H32N4O4
8-{3-[4-(5-cyano-2-methoxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— (2R,3S,4S,2'R,3'R)-2,2'-Bis-(3,4-dimethoxy-phenyl)-3,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3'-ol 130932-52-4 C38H42O11
(2R,3S,4S,2'R,3'R)-2,2'-Bis-(3,4-dimethoxy-phenyl)-3,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3'-ol