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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
—— 7-benzyloxy-4'-methoxy-3-methylflavone 88557-52-2 C24H20O4
7-benzyloxy-4'-methoxy-3-methylflavone
—— 6-Brom-7-hydroxy-4'-methoxyflavon 38493-24-2 C16H11BrO4
6-Brom-7-hydroxy-4'-methoxyflavon
—— 6-bromo-2-(5-fluoro-2-methyl-phenyl)-chroman-4-one 1426899-98-0 C16H12BrFO2
6-bromo-2-(5-fluoro-2-methyl-phenyl)-chroman-4-one
—— 6-carboxy-2-(3'-pyridyl-N-oxide)-chromone 57009-57-1 C15H9NO5
6-carboxy-2-(3'-pyridyl-N-oxide)-chromone
—— terephthalic acid bis-[3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-5-yl] ester 1071726-06-1 C54H46O22
terephthalic acid bis-[3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-5-yl] ester
—— N-benzyl-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]urea 260063-67-0 C23H18N2O6
N-benzyl-N'-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]urea
—— 1449681-57-5 C16H14O5S
—— 2-(4-(2-fluoro-1-hydroxyethyl)phenyl)-4H-chromen-4-one 1587709-81-6 C17H13FO3
2-(4-(2-fluoro-1-hydroxyethyl)phenyl)-4H-chromen-4-one
—— methyl 2-(4-((2S,4R)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)phenoxy)acetate 1451372-62-5 C31H31NO4
methyl 2-(4-((2S,4R)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)phenoxy)acetate
—— 3-Hydroxy-2',5,6-trimethoxy-flavon 1239-62-9 C18H16O6
3-Hydroxy-2',5,6-trimethoxy-flavon
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(trifluoromethyl)benzenesulfonamide 260064-05-9 C23H14F3NO7S
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-(trifluoromethyl)benzenesulfonamide
—— 2-[2-(2-ethyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester 1426900-32-4 C22H21NO4S
2-[2-(2-ethyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester
—— 2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carbonitrile 1426900-20-0 C19H14N2O2S
2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carbonitrile
—— broussoflavonol D 3,4',7-triacetate 104494-25-9 C36H38O10
broussoflavonol D 3,4',7-triacetate
—— 2-ethoxy-3-methoxy-2-(4-methoxy-phenyl)-2H-chromene 34811-88-6 C19H20O4
2-ethoxy-3-methoxy-2-(4-methoxy-phenyl)-2H-chromene
—— Dihydroquercetin-3-arabinosid 40672-47-7 C20H20O11
Dihydroquercetin-3-arabinosid
—— 8-(β-D-Glucopyranosyl)-5,7,4'-trimethoxyflavanon 119529-71-4 C24H28O10
8-(β-D-Glucopyranosyl)-5,7,4'-trimethoxyflavanon
—— 10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-21-methyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-21-ol 1278522-92-1 C44H38O7
10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-21-methyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-21-ol
—— 3-Benzal-6-acetamino-flavanon 6608-03-3 C24H19NO3
3-Benzal-6-acetamino-flavanon
—— 4'A-(2-hydroxy-4-methyl-phenyl)-6'-methyl-1',2',3',4',4'a,9'a-hexahydro-spiro[cyclohexane-1,9'-xanthene] 105000-23-5 C26H32O2
4'A-(2-hydroxy-4-methyl-phenyl)-6'-methyl-1',2',3',4',4'a,9'a-hexahydro-spiro[cyclohexane-1,9'-xanthene]
—— 7-Aethoxy-3',4',5'-trimethoxy-flavon 3044-58-4 C20H20O6
7-Aethoxy-3',4',5'-trimethoxy-flavon
—— 3,4'-Dihydroxy-3'-methoxy-5,7-dimethyl-flavon 2552-74-1 C18H16O5
3,4'-Dihydroxy-3'-methoxy-5,7-dimethyl-flavon
—— 7-Methoxy-2,2,3,3-tetraphenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan 1488-65-9 C36H30O2
7-Methoxy-2,2,3,3-tetraphenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan
—— cis-7-Methoxy-4-flavanol 1228118-72-6 C16H16O3
cis-7-Methoxy-4-flavanol
—— 3-hydroxy-7,8-dimethoxy-2-(4-methoxy-3-methoxymethoxy-phenyl)-chromen-4-one 109979-44-4 C20H20O8
3-hydroxy-7,8-dimethoxy-2-(4-methoxy-3-methoxymethoxy-phenyl)-chromen-4-one
—— 6-chloro-3-hydroxy-2-(4-methoxy-phenyl)-8-nitro-chromen-4-one 227762-77-8 C16H10ClNO6
6-chloro-3-hydroxy-2-(4-methoxy-phenyl)-8-nitro-chromen-4-one
—— 6-(4-oxo-2-phenyl-4H-chromen-3-yl)hex-5-ynenitrile 1415682-06-2 C21H15NO2
6-(4-oxo-2-phenyl-4H-chromen-3-yl)hex-5-ynenitrile
—— drahebephin B 1399049-44-5 C19H15NO7
drahebephin B
—— 6,8-dichloro-3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one 55977-12-3 C16H10Cl2O4
6,8-dichloro-3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 3,7-diethoxy-2-(3,4-diethoxy-phenyl)-chromen-4-one 705296-96-4 C23H26O6
3,7-diethoxy-2-(3,4-diethoxy-phenyl)-chromen-4-one
—— 3-methylflavon-6-ylethanoic acid 126538-16-7 C18H14O4
3-methylflavon-6-ylethanoic acid
—— 1421313-39-4 C43H38O6
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(2,4-dichlorophenyl)urea 260064-23-1 C23H14Cl2N2O6
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-N'-(2,4-dichlorophenyl)urea
—— (E)-6-styrylflavone 1393811-60-3 C23H16O2
(E)-6-styrylflavone
—— 7-O-(2-Oxocyclopentyl)3'-O-cyclopentyldiosmetin 205524-04-5 C26H26O7
7-O-(2-Oxocyclopentyl)3'-O-cyclopentyldiosmetin
—— 2810-46-0 C24H22O6
—— 7-Allyloxy-3,5,3',4'-tetrahydroxy-flavon 2181-12-6 C18H14O7
7-Allyloxy-3,5,3',4'-tetrahydroxy-flavon
—— 2-Methoxy-3,4-flavandion 1603-45-8 C16H12O4
2-Methoxy-3,4-flavandion
—— 2-(3-methyl-2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester 1426900-44-8 C21H19NO4S
2-(3-methyl-2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester
—— 2,2-Diphenyl-7-methoxy-chroman 1488-32-0 C22H20O2
2,2-Diphenyl-7-methoxy-chroman
—— 6-Diethylaminoacetoxy-flavon 3168-26-1 C21H21NO4
6-Diethylaminoacetoxy-flavon
—— 8-Chlor-6-fluor-4'-methoxy-flavonol 4257-58-3 C16H10ClFO4
8-Chlor-6-fluor-4'-methoxy-flavonol
—— 3,4'-Diacetoxy-5,7-dimethyl-flavon 2718-27-6 C21H18O6
3,4'-Diacetoxy-5,7-dimethyl-flavon
—— 8-Allyl-2-(3,5-dimethoxy-phenyl)-chromen-4-one 198351-06-3 C20H18O4
8-Allyl-2-(3,5-dimethoxy-phenyl)-chromen-4-one
—— 8-Methyl-3,3',4',5'-tetra-O-methyl-myricetin 16807-40-2 C20H20O8
8-Methyl-3,3',4',5'-tetra-O-methyl-myricetin
—— 4-ethoxy-2,2-diphenyl-chroman-3-ol 3780-24-3 C23H22O3
4-ethoxy-2,2-diphenyl-chroman-3-ol
—— 2-(3-Bromo-4-phenylmethoxyphenyl)-8-(1,1-dioxo-1,2-thiazolidin-2-yl)-6-methyl-3-phenylmethoxychromen-4-one 372102-35-7 C33H28BrNO6S
2-(3-Bromo-4-phenylmethoxyphenyl)-8-(1,1-dioxo-1,2-thiazolidin-2-yl)-6-methyl-3-phenylmethoxychromen-4-one
—— 5,7-difluoro-2-(4-methoxyphenyl)-4H-chromen-4-one 884500-42-9 C16H10F2O3
5,7-difluoro-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 2-[2-(2,5-difluoro-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester 1426900-30-2 C20H15F2NO4S
2-[2-(2,5-difluoro-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester
—— tert-butyl (4-((7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl)oxy)butyl)carbamate 1156495-04-3 C45H45NO9
tert-butyl (4-((7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl)oxy)butyl)carbamate