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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
—— 5-[(3-fluoroazetidin-1-yl)carbonyl]-1-(2-methoxyethyl)-2-methyl-8-phenyl-1,6,7,8-tetrahydrochromeno[7,8-d]imidazole 1015174-71-6 C24H26FN3O3
5-[(3-fluoroazetidin-1-yl)carbonyl]-1-(2-methoxyethyl)-2-methyl-8-phenyl-1,6,7,8-tetrahydrochromeno[7,8-d]imidazole
—— 2-(4-benzyloxy-3-iodophenyl)-3-chloro-2,3-dihydro-3-nitro-4H-1-benzo pyran-4-one 1276022-00-4 C22H15ClINO5
2-(4-benzyloxy-3-iodophenyl)-3-chloro-2,3-dihydro-3-nitro-4H-1-benzo pyran-4-one
—— 8-[3-[4-(2,5-dimethoxyphenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 188018-84-0 C32H35N3O5
8-[3-[4-(2,5-dimethoxyphenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 7-[4-(1-amino-cyclobutyl)-phenyl]-2-methyl-8-phenyl-2H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one 1279086-17-7 C27H23N3O2
7-[4-(1-amino-cyclobutyl)-phenyl]-2-methyl-8-phenyl-2H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one
—— (2S,3S,4S,7S,8R)-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 127644-55-7 C30H26O10
(2S,3S,4S,7S,8R)-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
—— 948585-74-8 C18H17NO4
—— 5,2',4'-trihydroxy-6,8-dimethoxyflavone 103338-17-6 C17H14O7
5,2',4'-trihydroxy-6,8-dimethoxyflavone
—— 2''',3'''-isopropylidenedatiscin heptaacetate 83075-39-2 C44H48O22
2''',3'''-isopropylidenedatiscin heptaacetate
—— 2,2-bis(fluoromethyl)-7-(trifluoromethoxy)chroman-4-one 1221444-25-2 C12H9F5O3
2,2-bis(fluoromethyl)-7-(trifluoromethoxy)chroman-4-one
—— 2-(4-Hydroxy-3,5-dimethoxy-phenyl)-3,5-bis-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-7-one 83554-47-6 C29H34O17
2-(4-Hydroxy-3,5-dimethoxy-phenyl)-3,5-bis-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-7-one
—— 4'-bromo-7-methoxyflav-3-ene 1334121-08-2 C16H13BrO2
4'-bromo-7-methoxyflav-3-ene
—— Tetrahydrokuwanon C 68754-22-3 C25H30O6
Tetrahydrokuwanon C
—— 8-{3-[4-(2-chlorophenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 188017-65-4 C30H30ClN3O3
8-{3-[4-(2-chlorophenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 2',4'-dichloro-3-methylflavone-8-carboxylic acid N,N-diethylamide 90102-57-1 C21H19Cl2NO3
2',4'-dichloro-3-methylflavone-8-carboxylic acid N,N-diethylamide
—— (+/-)-5-isopropylidene-11-methoxy-2-methyl-8-phenyl-3,4,5,6,8,9-hexahydro-2,6-methano-2H,10H-pyrano<2,3-h>-1-benzoxocin-10-one 93175-90-7 C26H28O4
(+/-)-5-isopropylidene-11-methoxy-2-methyl-8-phenyl-3,4,5,6,8,9-hexahydro-2,6-methano-2H,10H-pyrano<2,3-h>-1-benzoxocin-10-one
—— 2-(3,4-dihydroxy-phenyl)-3,5,7-trihydroxy-chromen-4-one; monopotassium-compound 98089-82-8 C15H9O7*K
2-(3,4-dihydroxy-phenyl)-3,5,7-trihydroxy-chromen-4-one; monopotassium-compound
—— 5-hydroxy-4-oxo-2-(2-sulfo-phenyl)-4H-chromene-6,8-disulfonic acid 108240-03-5 C15H10O12S3
5-hydroxy-4-oxo-2-(2-sulfo-phenyl)-4H-chromene-6,8-disulfonic acid
—— 7-{3-[4-(2-methoxy-benzyl)-piperazin-1-yl]-propoxy}-2-phenyl-chromen-4-one 39576-91-5 C30H32N2O4
7-{3-[4-(2-methoxy-benzyl)-piperazin-1-yl]-propoxy}-2-phenyl-chromen-4-one
—— 2-(3,5-difluorophenyl)-6-(piperazin-1-yl)-4H-chromen-4-one 1459286-56-6 C19H16F2N2O2
2-(3,5-difluorophenyl)-6-(piperazin-1-yl)-4H-chromen-4-one
—— 8-{3-[4-(2-Methoxyphenyl)-1-piperazinyl]propylsulfamyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate 152735-76-7 CH4O3S*C30H33N3O5S
8-{3-[4-(2-Methoxyphenyl)-1-piperazinyl]propylsulfamyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran methanesulfonate
—— 3',5,6'-trihydroxy-2',4',6,7-tetramethoxyflavone 89328-96-1 C19H18O9
3',5,6'-trihydroxy-2',4',6,7-tetramethoxyflavone
—— (Ξ)-2-(4-β-D-glucopyranosyloxy-phenyl)-5-hydroxy-7-methoxy-chroman-4-one 114219-00-0 C22H24O10
(Ξ)-2-(4-β-D-glucopyranosyloxy-phenyl)-5-hydroxy-7-methoxy-chroman-4-one
—— 8-{3-[4-(4-chlorophenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 188017-66-5 C30H30ClN3O3
8-{3-[4-(4-chlorophenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 1423502-13-9 C20H19BrNOS2*ClO4
—— 1257875-47-0 C25H17ClO
—— 2-(4-Acetoxy-3-methoxy-phenyl)-5-[(E)-2-((2S,3S,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-ylmethoxycarbonyl)-vinyl]-7-methoxy-2,3-dihydro-benzofuran-3-carboxylic acid (2S,3S,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-ylmethyl ester 146252-30-4 C42H48O21
2-(4-Acetoxy-3-methoxy-phenyl)-5-[(E)-2-((2S,3S,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-ylmethoxycarbonyl)-vinyl]-7-methoxy-2,3-dihydro-benzofuran-3-carboxylic acid (2S,3S,4R,5R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-ylmethyl ester
—— 4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-7-benzyloxy-5-hydroxyflavan 1253227-43-8 C38H40O14
4'-acetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-7-benzyloxy-5-hydroxyflavan
—— 8-{2-[4-(2-Methoxyphenyl)-1-piperazinyl]-ethylsulfamyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-59-6 C29H31N3O5S*ClH
8-{2-[4-(2-Methoxyphenyl)-1-piperazinyl]-ethylsulfamyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 7,8-diamino-2-(4-(dimethylamino)-3,5-difluorophenyl)-4H-chromen-4-one 1548406-38-7 C17H15F2N3O2
7,8-diamino-2-(4-(dimethylamino)-3,5-difluorophenyl)-4H-chromen-4-one
—— 8-{3-[4-(7-benzofuranyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 188017-63-2 C32H31N3O4
8-{3-[4-(7-benzofuranyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 5-methyl-5-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromene-2,8-diol 554430-23-8 C29H29NO5
5-methyl-5-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromene-2,8-diol
—— (2R,3S,4R)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chroman 78284-42-1 C27H30O7
(2R,3S,4R)-4-(2,4-Dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-3,7-dimethoxy-chroman
—— 8-Chlor-6-fluor-3',4'-methylendioxy-flavanon 4257-34-5 C16H10ClFO4
8-Chlor-6-fluor-3',4'-methylendioxy-flavanon
—— 10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)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-21,1'-cyclononane] 1278524-03-0 C51H50O6
10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)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-21,1'-cyclononane]
—— 4-Phenylhydrazono-2-(2-phenyl-thiazol-4-yl)-chroman 144563-40-6 C24H19N3OS
4-Phenylhydrazono-2-(2-phenyl-thiazol-4-yl)-chroman
—— 8-{5-[4-(2-Methoxyphenyl)-1-piperazinyl]-pentyloxy}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-53-0 C32H36N2O4*ClH
8-{5-[4-(2-Methoxyphenyl)-1-piperazinyl]-pentyloxy}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 2-(3,4-dimethoxyphenyl)-6-iodo-3,5,7-trimethoxy-4H-chromen-4-one 1192850-44-4 C20H19IO7
2-(3,4-dimethoxyphenyl)-6-iodo-3,5,7-trimethoxy-4H-chromen-4-one
—— (2R,3S,4S)-2,3-cis-3,4-trans-3,3',4',7,8-pentahydroxy-4-benzylsulfanylflavan 475212-49-8 C22H20O6S
(2R,3S,4S)-2,3-cis-3,4-trans-3,3',4',7,8-pentahydroxy-4-benzylsulfanylflavan
—— 3-p-Tolyl-1H-benzo[f]chromen-2-one oxime 134272-42-7 C20H17NO2
3-p-Tolyl-1H-benzo[f]chromen-2-one oxime
—— 6-(1,4-diazepan-1-yl)-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one 1459286-01-1 C22H24N2O4
6-(1,4-diazepan-1-yl)-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one
—— 2-hydroxy-5,7,8-trimethoxy-3-phenyl-chroman-4-one 111382-46-8 C18H18O6
2-hydroxy-5,7,8-trimethoxy-3-phenyl-chroman-4-one
—— Acetic acid (2R,3S)-2-(3,4-dimethoxy-phenyl)-6-[(1S,2R)-1-(3,4-dimethoxy-phenyl)-2-methoxy-3-(2,3,4-trimethoxy-phenyl)-propyl]-7,8-dimethoxy-chroman-3-yl ester 109671-60-5 C42H50O13
Acetic acid (2R,3S)-2-(3,4-dimethoxy-phenyl)-6-[(1S,2R)-1-(3,4-dimethoxy-phenyl)-2-methoxy-3-(2,3,4-trimethoxy-phenyl)-propyl]-7,8-dimethoxy-chroman-3-yl ester
—— 6,7,8,9-tetrahydro-11-methyl-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one 112649-57-7 C22H18O3
6,7,8,9-tetrahydro-11-methyl-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one
—— 2-ethoxy-2-phenyl-2H-chromene 10353-10-3 C17H16O2
2-ethoxy-2-phenyl-2H-chromene
—— 2-(4-chlorophenyl)-8-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-4-oxo-4H-1-benzopyran 188018-69-1 C31H32ClN3O4
2-(4-chlorophenyl)-8-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl]-3-methyl-4-oxo-4H-1-benzopyran
—— 4',7-di-O-benzyl-3-O-(2-O-(α-L-rhamnopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)kaempferol 1254190-96-9 C62H60O15
4',7-di-O-benzyl-3-O-(2-O-(α-L-rhamnopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)kaempferol
—— 7,8-Dihydroxy-3,3',4',5-tetramethoxyflavone 101467-44-1 C19H18O8
7,8-Dihydroxy-3,3',4',5-tetramethoxyflavone
—— 2,2-diphenyl-6-(8-phenylnaphthalen-1-yl)-2H-chromene 1374400-48-2 C37H26O
2,2-diphenyl-6-(8-phenylnaphthalen-1-yl)-2H-chromene
—— 6-[(3S)-3-methylpiperazin-1-yl]-2-[3-(trifluoromethyl)phenyl]-4H-chromen-4-one 1459286-55-5 C21H19F3N2O2
6-[(3S)-3-methylpiperazin-1-yl]-2-[3-(trifluoromethyl)phenyl]-4H-chromen-4-one
—— (+/-)-4-Oxo-2-phenyl-chroman-carbonsaeure-(6)-nitril 3034-02-4 C16H11NO2
(+/-)-4-Oxo-2-phenyl-chroman-carbonsaeure-(6)-nitril