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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"-(E)-feruloylquercitrin 1242284-54-3 C31H28O14
3"-(E)-feruloylquercitrin
—— 7,8-dibenzyloxy-5-acetoxymethyl-2-phenyl-chroman-4-one 670224-98-3 C32H28O6
7,8-dibenzyloxy-5-acetoxymethyl-2-phenyl-chroman-4-one
—— (2R,3R)-(-)-3,5-dihydroxy-6,7-dimethoxyflavanone 35302-49-9 C17H16O6
(2R,3R)-(-)-3,5-dihydroxy-6,7-dimethoxyflavanone
—— 9-allyl-4-hydroxy-7-phenyl-5H-furo[3,2-g]chromen-5-one 1616883-50-1 C20H14O4
9-allyl-4-hydroxy-7-phenyl-5H-furo[3,2-g]chromen-5-one
—— Dihydromethylsophoronol 62499-07-4 C22H24O7
Dihydromethylsophoronol
—— 4,'4''',5,5''-tetramethoxy-3',3'''-biflavone 1224596-67-1 C34H26O8
4,'4''',5,5''-tetramethoxy-3',3'''-biflavone
—— Silydianinpentaacetat 60943-42-2 C35H32O15
Silydianinpentaacetat
—— 2-(2-chlorophenyl)-8-formyl-7-methoxy-4H-1-benzopyran-4-one 936028-70-5 C17H11ClO4
2-(2-chlorophenyl)-8-formyl-7-methoxy-4H-1-benzopyran-4-one
—— 88010-43-9 C35H34O9
—— 6-bromo-2-(4-chlorophenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one 1313611-50-5 C18H15BrClNO3
6-bromo-2-(4-chlorophenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one
—— 6-chloro-2-phenyl-3-{(thiophen-2-yl)methoxy}-4-oxo-4H-1-benzopyran 1262841-03-1 C20H13ClO3S
6-chloro-2-phenyl-3-{(thiophen-2-yl)methoxy}-4-oxo-4H-1-benzopyran
—— 3',4'-bis(benzyloxy)-5-hydroxy-6,7-dimethoxyflavone 103777-60-2 C31H26O7
3',4'-bis(benzyloxy)-5-hydroxy-6,7-dimethoxyflavone
—— luteolin-7-O-(6''-O-acetyl)-β-D-glucopyranoside 60355-68-2 C23H22O12
luteolin-7-O-(6''-O-acetyl)-β-D-glucopyranoside
—— 7-iodo-3-methoxy-2-(4-phenylmethoxyphenyl)chromen-4-one 132020-77-0 C23H17IO4
7-iodo-3-methoxy-2-(4-phenylmethoxyphenyl)chromen-4-one
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)benzenesulfonamide 373632-59-8 C28H23F2NO6S
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)benzenesulfonamide
—— (1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide 373631-09-5 C27H22FNO5S
(1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-fluorobenzene)sulfonamide
—— 7-Jod-flavanon 1218-76-4 C15H11IO2
7-Jod-flavanon
—— 3-Methyl-3',4'-dimethoxy-3'-methylfuro<5',4':7,8>flavon 62370-01-8 C21H18O5
3-Methyl-3',4'-dimethoxy-3'-methylfuro<5',4':7,8>flavon
—— Silydianin-3,4'',5,7-tetraacetat 60943-43-3 C33H30O14
Silydianin-3,4'',5,7-tetraacetat
—— N-[6-(3',4'-dichloro[1,1'-biphenyl]-3-yl)-1-methoxy-6H-benzo[c]chromen-8-yl]methanesulfonamide 373622-62-9 C27H21Cl2NO4S
N-[6-(3',4'-dichloro[1,1'-biphenyl]-3-yl)-1-methoxy-6H-benzo[c]chromen-8-yl]methanesulfonamide
—— 7-Methoxy-2-phenyl-4-vinyl-chroman-4-ol 58701-49-8 C18H18O3
7-Methoxy-2-phenyl-4-vinyl-chroman-4-ol
—— Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{3,5-diacetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-5-((2S,3S,4R,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 61284-30-8 C45H52O24
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-{3,5-diacetoxy-4-[3-(3-acetoxy-4-methoxy-phenyl)-propionyl]-phenoxy}-5-((2S,3S,4R,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— Kaempferol-3-O-(6-O-α-L-arabinopyranosyl)-β-D-galaktopyranosid 78656-61-8 C26H28O15
Kaempferol-3-O-(6-O-α-L-arabinopyranosyl)-β-D-galaktopyranosid
—— 2,3-dihydroquercetin 7-diethylaminophosphite 1153630-35-3 C19H22NO8P
2,3-dihydroquercetin 7-diethylaminophosphite
—— 2,3-cis-4'-methoxy-3-(phenylsulfanyl)flavanone 113093-90-6 C22H18O3S
2,3-cis-4'-methoxy-3-(phenylsulfanyl)flavanone
—— 55850-46-9 C43H47N5O3
—— 5-benzyloxy-2-(4-benzyloxy-3-hydroxy-phenyl)-3,7-dimethoxy-chromen-4-one 56606-47-4 C31H26O7
5-benzyloxy-2-(4-benzyloxy-3-hydroxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— 2-(3-Methoxy-4-prop-2-ynoxyphenyl)-2,3-dihydrochromen-4-one 1427286-15-4 C19H16O4
2-(3-Methoxy-4-prop-2-ynoxyphenyl)-2,3-dihydrochromen-4-one
—— 3,5-diacethoxy-7,4'-dimethoxyflavanone 41515-78-0 C21H20O8
3,5-diacethoxy-7,4'-dimethoxyflavanone
—— 6-acetylamino-3-hydroxy-2-(3-hydroxy-phenyl)-chromen-4-one 101601-16-5 C17H13NO5
6-acetylamino-3-hydroxy-2-(3-hydroxy-phenyl)-chromen-4-one
—— (2R,3S)-6-Bromo-3-chloro-2-(4-methoxy-phenyl)-chroman-4-one 75595-98-1 C16H12BrClO3
(2R,3S)-6-Bromo-3-chloro-2-(4-methoxy-phenyl)-chroman-4-one
—— 3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-{[6-O-(3,4,5-trimethoxybenzoyl)-β-D-glucopyranosyl]oxy}phenyl}-5-hydroxy-4H-1-benzopyran-4-one 357194-20-8 C52H48O16
3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-{[6-O-(3,4,5-trimethoxybenzoyl)-β-D-glucopyranosyl]oxy}phenyl}-5-hydroxy-4H-1-benzopyran-4-one
—— 6-<(6-chlorohexyl)oxy>-3-methylflavone 140439-51-6 C22H23ClO3
6-<(6-chlorohexyl)oxy>-3-methylflavone
—— (1-difluoromethoxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide 373631-74-4 C23H19F2NO4
(1-difluoromethoxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide
—— 1616883-49-8 C20H14O4
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide 373631-27-7 C25H27NO6S
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide
—— 2-(7-diethylamino-9,9-dimethyl-9H-fluoren-2-yl)-3-hydroxychromone 1355346-23-4 C28H27NO3
2-(7-diethylamino-9,9-dimethyl-9H-fluoren-2-yl)-3-hydroxychromone
—— 3-acetoxy-2-(3-hydroxy-4-methoxy-phenyl)-7-methoxy-chromen-4-one 58544-89-1 C19H16O7
3-acetoxy-2-(3-hydroxy-4-methoxy-phenyl)-7-methoxy-chromen-4-one
—— 3',4'-bis(benzyloxy)-5-hydroxy-3,7,8-trimethoxyflavone 134082-46-5 C32H28O8
3',4'-bis(benzyloxy)-5-hydroxy-3,7,8-trimethoxyflavone
—— 2,3-dihydro-2-(2'-methoxy-5'-nonyl-phenyl)-4H-1-benzopyran-4-one 1497456-74-2 C25H32O3
2,3-dihydro-2-(2'-methoxy-5'-nonyl-phenyl)-4H-1-benzopyran-4-one
—— [6,8,10,3'S,5'S-(13)C]cyanidin-3-glucoside chloride 1338787-05-5 C21H21O11*Cl
[6,8,10,3'S,5'S-(13)C]cyanidin-3-glucoside chloride
—— (2S)-(-)-4-[5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochroman-7-yloxy]butyric acid 851776-94-8 C24H26O7
(2S)-(-)-4-[5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochroman-7-yloxy]butyric acid
—— (1-difluoromethoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide 373631-89-1 C24H20ClF2NO3
(1-difluoromethoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide
—— 2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)-N-methylhydrazinecarbothioamide 1260141-44-3 C19H17N3O4S
2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)-N-methylhydrazinecarbothioamide
—— 6-bromo-2-(4-(dimethylamino)phenyl)-3-hydroxy-4H-chromen-4-one 1364734-06-4 C17H14BrNO3
6-bromo-2-(4-(dimethylamino)phenyl)-3-hydroxy-4H-chromen-4-one
—— 5-hydroxy-7,5',7'-trimethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,8']bichromenyl-4,4'-dione 58965-08-5 C35H32O10
5-hydroxy-7,5',7'-trimethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,8']bichromenyl-4,4'-dione
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea 373631-18-6 C25H26N2O5
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea
—— 2-(2-naphthyl)-3-nitro-2H-chromene 106230-55-1 C19H13NO3
2-(2-naphthyl)-3-nitro-2H-chromene
—— (R)-6-acetyl-5,7-dimethyl-2-(m-tolyl)chroman-4-one 1438760-60-1 C20H20O3
(R)-6-acetyl-5,7-dimethyl-2-(m-tolyl)chroman-4-one
—— 21-Methoxy-14,14-bis(4-methoxyphenyl)-9,9-dimethyl-15,20,22-trioxahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene 1268817-18-0 C38H32O6
21-Methoxy-14,14-bis(4-methoxyphenyl)-9,9-dimethyl-15,20,22-trioxahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene