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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
—— 3-benzylidene-2-phenyl-2,3-dihydro-benzo[<i>h</i>]chromen-4-one 22812-43-7 C26H18O2
3-benzylidene-2-phenyl-2,3-dihydro-benzo[<i>h</i>]chromen-4-one
—— 3,6,8-Tribromo-7-hydroxy-4'-methoxyflavanon 38493-26-4 C16H11Br3O4
3,6,8-Tribromo-7-hydroxy-4'-methoxyflavanon
—— 3-(benzenesulfonyl)-6-methyl-2-(2-nitrophenyl)chromen-4-one 87127-70-6 C22H15NO6S
3-(benzenesulfonyl)-6-methyl-2-(2-nitrophenyl)chromen-4-one
—— 1-[3-Methyl-7-(2-Methylallyloxy)Flavon-8-yl]-3-Phenylpropen-1-one 329913-47-5 C29H24O4
1-[3-Methyl-7-(2-Methylallyloxy)Flavon-8-yl]-3-Phenylpropen-1-one
—— Chloro-acetic acid (2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[5,7-dihydroxy-2-(4-hydroxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester 80065-90-3 C29H27ClO15
Chloro-acetic acid (2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[5,7-dihydroxy-2-(4-hydroxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester
—— 2,8-Diphenyl-4H,10H-benzodipyran-4,10-dion 32374-75-7 C24H14O5
2,8-Diphenyl-4H,10H-benzodipyran-4,10-dion
—— 22825-66-7 C31H24N4O
—— 3-phenyl-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one 21629-66-3 C18H13NO2
3-phenyl-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one
—— Acetic acid 7-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-3-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-8-((2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester 101467-41-8 C46H48O26
Acetic acid 7-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-3-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-8-((2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester
—— (E)-3-(4-Acetoxy-3-methoxy-phenyl)-acrylic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3,5-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester 108887-52-1 C45H42O21
(E)-3-(4-Acetoxy-3-methoxy-phenyl)-acrylic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3,5-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester
—— Acetic acid (2R,3R)-7-acetoxy-5-methoxy-2-(4-methoxy-phenyl)-chroman-3-yl ester 126596-00-7 C21H22O7
Acetic acid (2R,3R)-7-acetoxy-5-methoxy-2-(4-methoxy-phenyl)-chroman-3-yl ester
—— 7-Chlor-3',4'-dimethoxyflavon 36768-60-2 C17H13ClO4
7-Chlor-3',4'-dimethoxyflavon
—— 2-(4-benzyloxy-phenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one 27782-65-6 C24H20O7
2-(4-benzyloxy-phenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one
—— 3',5'-Dichlor-7-hydroxy-4'-methoxyflavon 24534-28-9 C16H10Cl2O4
3',5'-Dichlor-7-hydroxy-4'-methoxyflavon
—— N-[2-[2-(difluoromethyl)phenyl]-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-80-3 C21H13F2N3O3
N-[2-[2-(difluoromethyl)phenyl]-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 7-Chlor-3',4'-methylendioxy-flavon 36768-61-3 C16H9ClO4
7-Chlor-3',4'-methylendioxy-flavon
—— 3',4'-Dimethoxy-4-<N-p-toluolsulfonyloxyimino>-flavan 95561-18-5 C24H23NO6S
3',4'-Dimethoxy-4-<N-p-toluolsulfonyloxyimino>-flavan
—— 3-Hydroxy-2-(3-nitro-phenyl)-chroman-4-one 36136-86-4 C15H11NO5
3-Hydroxy-2-(3-nitro-phenyl)-chroman-4-one
—— 22812-24-4 C26H19NO3
—— 6,2',6'-Trimethoxy-flavon 24457-39-4 C18H16O5
6,2',6'-Trimethoxy-flavon
—— 3-Hydroxy-5,7,4'-trimethoxy-flavan-4-thioglykolsaeure-methylester 27560-27-6 C21H24O7S
3-Hydroxy-5,7,4'-trimethoxy-flavan-4-thioglykolsaeure-methylester
—— 4',7-Dimethylporiol 124858-40-8 C18H18O5
4',7-Dimethylporiol
—— 2",3"-Dihydro-2",3",3"-trimethylfuro<4",5":8,7>flavone 77609-94-0 C20H18O3
2",3"-Dihydro-2",3",3"-trimethylfuro<4",5":8,7>flavone
—— Ethyl-4'-brom-7-flavon-3-ol-oxyacetat 24700-05-8 C19H15BrO6
Ethyl-4'-brom-7-flavon-3-ol-oxyacetat
—— 8-hydroxy-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 89456-40-6 C20H20O8
8-hydroxy-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 5-acetoxy-2-phenyl-chroman-4-one 22701-19-5 C17H14O4
5-acetoxy-2-phenyl-chroman-4-one
—— 1-[3-Methyl-7-(3-Methylbut-2-Enyloxy)Flavon-8-yl]-3-(4-Chloro-Phenyl)-Propen-1-one 329913-53-3 C30H25ClO4
1-[3-Methyl-7-(3-Methylbut-2-Enyloxy)Flavon-8-yl]-3-(4-Chloro-Phenyl)-Propen-1-one
—— (2R,3R)-3'-benzyloxy-4'',6''-dibenzyloxyflavan 863237-48-3 C36H32O5
(2R,3R)-3'-benzyloxy-4'',6''-dibenzyloxyflavan
—— 2-[(3-imidazol-1-yl)-phenyl]-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one 1187016-41-6 C27H21N3O4
2-[(3-imidazol-1-yl)-phenyl]-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one
—— 6-Nitro-7,8-benzoflavanon 22876-95-5 C19H13NO4
6-Nitro-7,8-benzoflavanon
—— 22994-73-6 C21H17NO3
—— (2R,3R)-3',5'-dibenzyloxy-4'',6''-dibenzyloxyflavan 863237-55-2 C43H38O6
(2R,3R)-3',5'-dibenzyloxy-4'',6''-dibenzyloxyflavan
—— 7,7''-Di-O-methylagathisflavon tetraacetat 31859-64-0 C40H30O14
7,7''-Di-O-methylagathisflavon tetraacetat
—— [(2R,3R)-5,7-bis(phenylmethoxy)-2-(3-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-tris(phenylmethoxy)benzoate 863237-61-0 C64H54O9
[(2R,3R)-5,7-bis(phenylmethoxy)-2-(3-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-tris(phenylmethoxy)benzoate
—— 4-chloro-1a-phenyl-1,7a-dihydrocyclopropa[b]chromen-7-one 114368-81-9 C16H11ClO2
4-chloro-1a-phenyl-1,7a-dihydrocyclopropa[b]chromen-7-one
—— 5,3',4'-trihydroxy-6,7-dimethoxy-8-C-[β-D-apiofuranosyl-(1->2)]-β-D-glucopyranosyl flavonoside 1351413-74-5 C28H32O16
5,3',4'-trihydroxy-6,7-dimethoxy-8-C-[β-D-apiofuranosyl-(1->2)]-β-D-glucopyranosyl flavonoside
—— 2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-24-5 C18H14N2O5*ClH
2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 1334997-82-8 C16H11FO2
—— 1,4-Bis(3,7-dimethoxychromonyl-2)-benzol 27172-31-2 C28H22O8
1,4-Bis(3,7-dimethoxychromonyl-2)-benzol
—— 4-[4-[10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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]-11-yl]oxyphenyl]morpholine 1278523-79-7 C61H61NO7
4-[4-[10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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]-11-yl]oxyphenyl]morpholine
—— (-)-trans-(2S,3R)-phenylflavan-3-yl-3,4,5-tris(benzyloxy)benzoate 1350896-02-4 C43H36O6
(-)-trans-(2S,3R)-phenylflavan-3-yl-3,4,5-tris(benzyloxy)benzoate
—— (+)-[2S,3S]-5,7-bis-benzyloxy-2-(3,4,5-tris-benzyloxyphenyl)-chroman-3-yl-amine 760958-38-1 C50H45NO6
(+)-[2S,3S]-5,7-bis-benzyloxy-2-(3,4,5-tris-benzyloxyphenyl)-chroman-3-yl-amine
—— (2S,3R)-3-Chloro-3-nitro-2-(3-nitro-phenyl)-chroman-4-one 143468-36-4 C15H9ClN2O6
(2S,3R)-3-Chloro-3-nitro-2-(3-nitro-phenyl)-chroman-4-one
—— 7,4'-di-O-benzyl-3-O-(3'',6''-di-O-acetyl-2'',4''-di-O-benzyl-β-D-glucopyranosyl)-kaempferol 1246814-20-9 C53H48O13
7,4'-di-O-benzyl-3-O-(3'',6''-di-O-acetyl-2'',4''-di-O-benzyl-β-D-glucopyranosyl)-kaempferol
—— 2,3-cis-3-Methyl-4-oximinoflavan 36944-46-4 C16H15NO2
2,3-cis-3-Methyl-4-oximinoflavan
—— Acetic acid 7-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-6,8-dibromo-4-oxo-chroman-5-yl ester 36748-11-5 C22H18Br2O9
Acetic acid 7-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-6,8-dibromo-4-oxo-chroman-5-yl ester
—— 1315507-94-8 C31H42O8Si
—— 3-hexyl-3',4',5-trihydroxy-7-methoxyflavone 1142936-31-9 C22H24O6
3-hexyl-3',4',5-trihydroxy-7-methoxyflavone
—— 8-isopropyl-5-methyl-2-phenyl-2<i>H</i>-chromene 26506-16-1 C19H20O
8-isopropyl-5-methyl-2-phenyl-2<i>H</i>-chromene
—— 8-[(E)-1-(2-Hydroxy-4,6-dimethoxy-benzoyl)-2-(4-methoxy-phenyl)-vinyl]-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 27181-67-5 C36H32O10
8-[(E)-1-(2-Hydroxy-4,6-dimethoxy-benzoyl)-2-(4-methoxy-phenyl)-vinyl]-5,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one