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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
—— 6,8-di-(3-methyl-butyryl)-5,7-dihydroxy-4'-methyl-flavan 1384189-37-0 C26H32O5
6,8-di-(3-methyl-butyryl)-5,7-dihydroxy-4'-methyl-flavan
—— 4-Acetoxy-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman 857368-44-6 C21H24O7
4-Acetoxy-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman
—— Rose Bengal benzyl ester, monosodium salt 88157-09-9 C27H9Cl4I4O5*Na
Rose Bengal benzyl ester, monosodium salt
—— 5,7-dihydroxy-6-formyl-8-methoxyflavone 84757-43-7 C17H12O6
5,7-dihydroxy-6-formyl-8-methoxyflavone
—— 1-(3,3-diphenyl-3H-benzo[f]chromen-8-yl)piperidine 1073241-57-2 C30H27NO
1-(3,3-diphenyl-3H-benzo[f]chromen-8-yl)piperidine
—— (2R,3S)-2-(4-Nitro-phenyl)-3-thiocyanato-chroman-4-one 94953-58-9 C16H10N2O4S
(2R,3S)-2-(4-Nitro-phenyl)-3-thiocyanato-chroman-4-one
—— Sodium; 2,4,5,7-tetraiodo-6-oxo-9-(2,3,4,5-tetrachloro-phenyl)-6H-xanthen-3-olate 92888-05-6 C19H3Cl4I4O3*Na
Sodium; 2,4,5,7-tetraiodo-6-oxo-9-(2,3,4,5-tetrachloro-phenyl)-6H-xanthen-3-olate
—— 1343513-51-8 C16H10BrNO4
—— 4',7-dibenzyloxy-3-hydroxy-2',5,5',6,8-pentamethoxyflavone 107644-05-3 C34H32O10
4',7-dibenzyloxy-3-hydroxy-2',5,5',6,8-pentamethoxyflavone
—— 3-ethyl-7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde 98339-53-8 C18H14O4
3-ethyl-7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde
—— 7-hydroxy-3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde 39818-46-7 C17H12O4
7-hydroxy-3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde
—— 3-methyl-2-phenyl-8-((2-phenyl-4-(1-(phenylcarbonyl)azetidin-3-yl)piperazin-1-yl)carbonyl)-4H-chromen-4-one 1252769-20-2 C37H33N3O4
3-methyl-2-phenyl-8-((2-phenyl-4-(1-(phenylcarbonyl)azetidin-3-yl)piperazin-1-yl)carbonyl)-4H-chromen-4-one
—— 2-(4-methansulfonylphenyl)-3-benzyloxy-6-amino-4H-1-benzopyran-4-one 1187016-43-8 C23H19NO5S
2-(4-methansulfonylphenyl)-3-benzyloxy-6-amino-4H-1-benzopyran-4-one
—— 2-Phenyl-6-fluoro-7-chloro-4H-1-benzopyran-4-one 245549-09-1 C15H8ClFO2
2-Phenyl-6-fluoro-7-chloro-4H-1-benzopyran-4-one
—— N-(2-(3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl)-4-oxo-4H-chromen-6-yl)acetamide 1333240-97-3 C26H18BrN3O3
N-(2-(3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl)-4-oxo-4H-chromen-6-yl)acetamide
—— (+/-)-5,7-dimethoxymethoxy-8-allyl-3'-chloro-flavanone 1134396-33-0 C22H23ClO6
(+/-)-5,7-dimethoxymethoxy-8-allyl-3'-chloro-flavanone
—— 5'-S-acetyl-2',3'-O-isopropylidene-5'-thiouridine-6-methyl-(6<sup>1</sup>->5'-S)-N<sup>6</sup>-benzoyl-2',3'-O-isopropylidene-8-{[(4-methoxyphenyl)diphenylmethoxy]methyl}-5'-thioadenosine 1207988-93-9 C56H57N7O12S2
5'-S-acetyl-2',3'-O-isopropylidene-5'-thiouridine-6-methyl-(6<sup>1</sup>->5'-S)-N<sup>6</sup>-benzoyl-2',3'-O-isopropylidene-8-{[(4-methoxyphenyl)diphenylmethoxy]methyl}-5'-thioadenosine
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromen-8-one 1312298-20-6 C18H16O7
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromen-8-one
—— N-[3-Methoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-6-yl]-acetamide 285138-23-0 C21H21NO7
N-[3-Methoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-6-yl]-acetamide
—— 2-benzo[1,3]dioxol-5-yl-5-hydroxy-7-(menthyloxy-acetoxy)-chroman-4-one 124112-53-4 C28H32O8
2-benzo[1,3]dioxol-5-yl-5-hydroxy-7-(menthyloxy-acetoxy)-chroman-4-one
—— (2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methylcatechin 1390643-80-7 C36H42O6Si
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7-di-O-benzyl-3'-O-methylcatechin
—— 3-Hydroxy-3-methyl-2-phenyl-chroman-4-one oxime 36944-50-0 C16H15NO3
3-Hydroxy-3-methyl-2-phenyl-chroman-4-one oxime
—— 5,6-dihydroxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one 1258506-19-2 C19H18O8
5,6-dihydroxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one
—— 1254040-88-4 C27H21ClO8
—— 3-O-acetyl-5,7,3',4'-tetra-O-benzylepicatechin-4β,8-[3-O-acetyl-4-((2-benzothiazolyl)thio)-5,7,3',4'-tetra-O-benzylepicatechin] 477566-06-6 C97H81NO14S2
3-O-acetyl-5,7,3',4'-tetra-O-benzylepicatechin-4β,8-[3-O-acetyl-4-((2-benzothiazolyl)thio)-5,7,3',4'-tetra-O-benzylepicatechin]
—— N'-(2-(3,4-dimethoxyphenyl)chroman-4-ylidene)-2-hydroxybenzohydrazide 105166-58-3 C24H22N2O5
N'-(2-(3,4-dimethoxyphenyl)chroman-4-ylidene)-2-hydroxybenzohydrazide
—— 2-(4-chlorophenyl)-7-hydroxy-4-oxo-4H-chromene-8-carbaldehyde 42345-29-9 C16H9ClO4
2-(4-chlorophenyl)-7-hydroxy-4-oxo-4H-chromene-8-carbaldehyde
—— 6-Hydroxy-5-morpholinomethyl-flavon 27500-43-2 C20H19NO4
6-Hydroxy-5-morpholinomethyl-flavon
—— 7-Hydroxy-8-aminoflavon 24045-69-0 C15H11NO3
7-Hydroxy-8-aminoflavon
—— (2R,3R)-5,7-di-O-benzyl-3'-O-methylepicatechin-4'-O-neopentylsulfonate 1390643-98-7 C35H38O9S
(2R,3R)-5,7-di-O-benzyl-3'-O-methylepicatechin-4'-O-neopentylsulfonate
—— (+/-)-5,7-dimethoxymethoxy-8-allyl-4'-methoxy-flavanone 1134396-36-3 C23H26O7
(+/-)-5,7-dimethoxymethoxy-8-allyl-4'-methoxy-flavanone
—— (2R,3R)-3'-O-methyl epicatechin 4'-sodium sulfate 1390643-68-1 C16H15O9S*Na
(2R,3R)-3'-O-methyl epicatechin 4'-sodium sulfate
—— 8-Methyl-2-phenyl-furo<2,3-c>xanthon 24673-31-2 C22H14O3
8-Methyl-2-phenyl-furo<2,3-c>xanthon
—— 3-amino-2-(3,4-dimethoxyphenyl)-4H-1-benzopyran-4-one 72271-99-9 C17H15NO4
3-amino-2-(3,4-dimethoxyphenyl)-4H-1-benzopyran-4-one
—— 4α-m-ethoxycarbonylphenoxyflavan 89839-92-9 C24H22O4
4α-m-ethoxycarbonylphenoxyflavan
—— 1333240-98-4 C26H18ClN3O3
—— 5-hydroxy-2-(4-hydroxyphenyl)-6,7-bis(methoxymethoxy)-4H-1-benzopyran-4-one 1619254-63-5 C19H18O8
5-hydroxy-2-(4-hydroxyphenyl)-6,7-bis(methoxymethoxy)-4H-1-benzopyran-4-one
—— 6-{6-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-3-hydroxy-2-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-((3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-benzylamino}-hexanoic acid 28991-66-4 C34H43NO17
6-{6-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-3-hydroxy-2-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-((3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-benzylamino}-hexanoic acid
—— 3'-Bromo-4'-methoxy-6-methyl-3-nitroflavone 77821-93-3 C17H12BrNO5
3'-Bromo-4'-methoxy-6-methyl-3-nitroflavone
—— (2R)-4'-(tert-butyldimethylsilyloxy)-5,7-dibenzyloxy-3'-methoxyflavan-3-one 1390643-83-0 C36H40O6Si
(2R)-4'-(tert-butyldimethylsilyloxy)-5,7-dibenzyloxy-3'-methoxyflavan-3-one
—— 8-[2,3-Dimethoxy-5-(7-methoxy-4-oxo-chroman-2-yl)-phenyl]-2-(4-hydroxy-3,5-dimethoxy-phenyl)-7-methoxy-chroman-4-one 98568-75-3 C36H34O11
8-[2,3-Dimethoxy-5-(7-methoxy-4-oxo-chroman-2-yl)-phenyl]-2-(4-hydroxy-3,5-dimethoxy-phenyl)-7-methoxy-chroman-4-one
—— 7,4’-O,O-diacetoxy-6-prenylnaringenin 1026476-67-4 C24H24O7
7,4’-O,O-diacetoxy-6-prenylnaringenin
—— 3-(3,4-dimethoxy-phenyl)-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one 21629-63-0 C20H17NO4
3-(3,4-dimethoxy-phenyl)-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one
—— (2S,3S)-cis-5,7-bis(benzyloxy)-8-benzyl-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol 850409-29-9 C50H44O6
(2S,3S)-cis-5,7-bis(benzyloxy)-8-benzyl-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol
—— 3-Chlor-2',3',7'-trimethoxy-flavan-4-ol-acetat 27745-73-9 C20H21ClO6
3-Chlor-2',3',7'-trimethoxy-flavan-4-ol-acetat
—— Rhamnetin-3-O-β-isorhamninosid 73519-11-6 C34H42O20
Rhamnetin-3-O-β-isorhamninosid
—— 3',5'-Dichlor-7-acetoxy-4'-methoxyflavon 24534-27-8 C18H12Cl2O5
3',5'-Dichlor-7-acetoxy-4'-methoxyflavon
—— 6-methoxy-3,7-dimethyl-2-phenylchromone 98230-70-7 C18H16O3
6-methoxy-3,7-dimethyl-2-phenylchromone
—— (+/-)-5,7-dimethoxymethoxy-3',4'-methylenedioxy-flavanone 1134396-28-3 C20H20O8
(+/-)-5,7-dimethoxymethoxy-3',4'-methylenedioxy-flavanone
—— (2R,3S)-5,7-di-O-benzyl-3'-O-methyl 3-O-acetylcatechin 1390643-74-9 C32H30O7
(2R,3S)-5,7-di-O-benzyl-3'-O-methyl 3-O-acetylcatechin