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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
—— 2-(4-dimethylaminophenyl)-2-phenyl-5-methoxycarbonyl-6-methyl-2H-naphtho[1, 2-b]pyran 194941-01-0 C30H27NO3
2-(4-dimethylaminophenyl)-2-phenyl-5-methoxycarbonyl-6-methyl-2H-naphtho[1, 2-b]pyran
—— 9-nitro-2-phenyl-pyrano[3,2-c]quinolin-4-one 132961-74-1 C18H10N2O4
9-nitro-2-phenyl-pyrano[3,2-c]quinolin-4-one
—— 2',3,4'-trihydroxy-5,5',6,7-tetramethoxyflavone 111808-90-3 C19H18O9
2',3,4'-trihydroxy-5,5',6,7-tetramethoxyflavone
—— 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-{(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(E)-3-(3,4,5-trimethoxy-phenyl)-acryloyloxymethyl]-tetrahydro-pyran-2-yloxymethyl}-tetrahydro-pyran-2-yloxy)-chromenylium 204589-89-9 C39H43O20
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-{(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(E)-3-(3,4,5-trimethoxy-phenyl)-acryloyloxymethyl]-tetrahydro-pyran-2-yloxymethyl}-tetrahydro-pyran-2-yloxy)-chromenylium
—— 8-cyano-6,7-tetramethyleneflavone 129697-05-8 C20H15NO2
8-cyano-6,7-tetramethyleneflavone
—— 1438268-54-2 C95H80BrIO13
—— 4-[13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-8-yl]morpholine 1259400-95-7 C49H51NO5
4-[13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-8-yl]morpholine
—— 3,3-bis(4-methoxyphenyl)-9-methoxy-5,7-difluoro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1383383-04-7 C37H30F2O4
3,3-bis(4-methoxyphenyl)-9-methoxy-5,7-difluoro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 2-(4-chlorophenyl)-4-[(trimethylsilyl)oxy]-3,4-dihydro-2H-chromene-4-carbonitrile 1313611-72-1 C19H20ClNO2Si
2-(4-chlorophenyl)-4-[(trimethylsilyl)oxy]-3,4-dihydro-2H-chromene-4-carbonitrile
—— 8-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one 89456-32-6 C32H28O7
8-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— 13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-8-phenoxyspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane] 1259401-06-3 C51H48O5
13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-8-phenoxyspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',2',2'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,4'-cyclopentane] 1259401-26-7 C45H44O5
8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',2',2'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,4'-cyclopentane]
—— 142674-73-5 C36H36O11
—— 1,3-diethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-pyrimidine-2,4,6-trione 37042-04-9 C24H20N2O5
1,3-diethyl-5-(4-oxo-2-phenyl-4H-chromen-3-ylmethylene)-pyrimidine-2,4,6-trione
—— Mesuaferron-A-hexaacetat 66788-74-7 C42H34O16
Mesuaferron-A-hexaacetat
—— 62621-84-5 C29H28O9
—— (2S,3S)-cis-3-acetoxy-3',4'-dimethoxy-6-methylflavan 1196870-60-6 C20H22O5
(2S,3S)-cis-3-acetoxy-3',4'-dimethoxy-6-methylflavan
—— 6-C-Prenylacacetin 68634-24-2 C21H20O5
6-C-Prenylacacetin
—— 69712-04-5 C31H32O11
—— 7-acetoxy-3,5-dimethoxy-2-phenyl-chromen-4-one 94306-14-6 C19H16O6
7-acetoxy-3,5-dimethoxy-2-phenyl-chromen-4-one
—— 7-benzyloxy-5-hydroxy-3-methoxy-2-phenyl-chromen-4-one 710338-06-0 C23H18O5
7-benzyloxy-5-hydroxy-3-methoxy-2-phenyl-chromen-4-one
—— 3'-benzyloxy-4',5,6,7,8-pentamethoxyflavanone 112448-40-5 C27H28O8
3'-benzyloxy-4',5,6,7,8-pentamethoxyflavanone
—— 1428646-26-7 C21H15ClO4
—— 4-[3-(Hexopyranosyloxy)-5,7-dihydroxy-1-benzopyran-1-ium-2-yl]-2,6-dihydroxyphenolate--hydrogen chloride (1/1) 26770-35-4 C21H21ClO12
4-[3-(Hexopyranosyloxy)-5,7-dihydroxy-1-benzopyran-1-ium-2-yl]-2,6-dihydroxyphenolate--hydrogen chloride (1/1)
—— 2,3-trans-8,9-trans-9,10-cis-3,4,9,10-tetrahydro-2H,8H-pyrano-<2,3-h>chromene 130245-31-7 C31H28O10
2,3-trans-8,9-trans-9,10-cis-3,4,9,10-tetrahydro-2H,8H-pyrano-<2,3-h>chromene
—— 1428646-24-5 C21H15ClO4
—— 3-acetoxy-2-benzo[1,3]dioxol-5-yl-chromen-4-one 66961-31-7 C18H12O6
3-acetoxy-2-benzo[1,3]dioxol-5-yl-chromen-4-one
—— (2R,3R)-3-Bromo-3-(bromo-phenyl-methyl)-2-phenyl-chroman-4-one 119656-93-8 C22H16Br2O2
(2R,3R)-3-Bromo-3-(bromo-phenyl-methyl)-2-phenyl-chroman-4-one
—— 7-O-t-Butoxycarbonylmethyl-3'-O-cyclopentyldiosmetin 205523-99-5 C27H30O8
7-O-t-Butoxycarbonylmethyl-3'-O-cyclopentyldiosmetin
—— 3,3-bis(4-methoxyphenyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 912341-20-9 C36H30O3
3,3-bis(4-methoxyphenyl)-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 7-benzyloxy-3,5-dimethoxy-2-phenyl-chromen-4-one 710338-05-9 C24H20O5
7-benzyloxy-3,5-dimethoxy-2-phenyl-chromen-4-one
—— 8-(2-chloro-acetylamino)-3-methyl-2-phenyl-chromen-4-one 56822-86-7 C18H14ClNO3
8-(2-chloro-acetylamino)-3-methyl-2-phenyl-chromen-4-one
—— <7-Chlor-flavon-4'-yloxy>-essigsaeure-ethylester 99710-67-5 C19H15ClO5
<7-Chlor-flavon-4'-yloxy>-essigsaeure-ethylester
—— 5,7,3',4'-tetrahydroxy-6,8-di-C-(β-D-xylopyranosyl)flavanone 1253227-40-5 C25H28O14
5,7,3',4'-tetrahydroxy-6,8-di-C-(β-D-xylopyranosyl)flavanone
—— 3,5-dihydroxy-3,4-methylenedioxy-6'',6''-dimethylpyrano[2'',3'': 7,8]flavone 340131-52-4 C21H16O7
3,5-dihydroxy-3,4-methylenedioxy-6'',6''-dimethylpyrano[2'',3'': 7,8]flavone
—— (2S,3S)-cis-3-acetoxy-3',4'-methylenedioxyflavan 1196870-65-1 C18H16O5
(2S,3S)-cis-3-acetoxy-3',4'-methylenedioxyflavan
—— 74076-43-0 C37H44O16
—— 2-(3,4-Dihydroxy-phenyl)-3-((3aR,6S,7S,7aR)-2-ethyl-7-hydroxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-5,7-dihydroxy-chromen-4-one 70189-48-9 C25H26O11
2-(3,4-Dihydroxy-phenyl)-3-((3aR,6S,7S,7aR)-2-ethyl-7-hydroxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-5,7-dihydroxy-chromen-4-one
—— 3-Bromohesperitintriacetat 36748-12-6 C22H19BrO9
3-Bromohesperitintriacetat
—— 7-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranoside 1542609-15-3 C33H40O22
7-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranoside
—— 3-(Hexamethylenimino)-flavon 21826-19-7 C22H23NO2
3-(Hexamethylenimino)-flavon
—— 4'-acetoxy-5,7-di-benzoxy-6-C-(tri-O-acetyl-β-D-xylopyranosyl)-8-C-(tri-O-acetyl-α-L-arabinopyranosyl)flavanone 1253227-46-1 C53H54O20
4'-acetoxy-5,7-di-benzoxy-6-C-(tri-O-acetyl-β-D-xylopyranosyl)-8-C-(tri-O-acetyl-α-L-arabinopyranosyl)flavanone
—— 1175534-10-7 C20H18BrNO9
—— Morusin-hydroperoxid-dimethylether 64079-97-6 C27H28O8
Morusin-hydroperoxid-dimethylether
—— 4,10-Dioxo-3-methyl-2-phenyl-4H,10H-benzo<1,2-b:3,4-b'>dipyran-8-carboxylic acid 95095-11-7 C20H12O6
4,10-Dioxo-3-methyl-2-phenyl-4H,10H-benzo<1,2-b:3,4-b'>dipyran-8-carboxylic acid
—— 4-oxo-2-phenyl-4H-chromen-6-yl (2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)ethyl)carbamate 1411773-18-6 C40H46N2O5
4-oxo-2-phenyl-4H-chromen-6-yl (2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)ethyl)carbamate
—— 3-Aethyl-7-methoxy-8-piperidinomethyl-flavon 102761-24-0 C24H27NO3
3-Aethyl-7-methoxy-8-piperidinomethyl-flavon
—— 73683-50-8 C19H18O6
—— 4',5,7-Trihydroxy-3',6-dimethoxy-flavon-7-β-D-glucopyranosid-hexaacetat (synth. Jaceosid-hexaacetat) 40984-09-6 C35H36O18
4',5,7-Trihydroxy-3',6-dimethoxy-flavon-7-β-D-glucopyranosid-hexaacetat (synth. Jaceosid-hexaacetat)
—— 3-Methoxy-2-(4-methoxy-phenyl)-2H-chromene-2,7-diol 178941-48-5 C17H16O5
3-Methoxy-2-(4-methoxy-phenyl)-2H-chromene-2,7-diol