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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
—— methyl 2-(4-((2R,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)phenoxy)acetate 1451372-50-1 C31H31NO4
methyl 2-(4-((2R,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)phenoxy)acetate
—— rac-2-(3,4-dichlorophenyl)-6-chloro-2H-chromene-3-carboxylic acid 1204755-18-9 C16H9Cl3O3
rac-2-(3,4-dichlorophenyl)-6-chloro-2H-chromene-3-carboxylic acid
—— 1-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-7-methyl-1H-furo[3,4-b]chromene-3,9-dione 1333342-90-7 C21H12O7
1-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-7-methyl-1H-furo[3,4-b]chromene-3,9-dione
—— 21,21-Difluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5',22-pentamethylspiro[15,20-dioxa-22-azahexacyclo[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-9,3'-cyclohexane] 1262589-82-1 C45H43F2NO4
21,21-Difluoro-14,14-bis(4-methoxyphenyl)-1',1',5',5',22-pentamethylspiro[15,20-dioxa-22-azahexacyclo[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-9,3'-cyclohexane]
—— 6,8-dichloro-2-(3,4-dihydroxyphenyl)-3-hydroxy-4H-chromen-4-one 260063-33-0 C15H8Cl2O5
6,8-dichloro-2-(3,4-dihydroxyphenyl)-3-hydroxy-4H-chromen-4-one
—— 4'-benzyloxy-6-methoxyfurano(8,7-4",5")flavone 82427-70-1 C25H18O5
4'-benzyloxy-6-methoxyfurano(8,7-4",5")flavone
—— 5-methoxy-2-(3,4-methylenedioxyphenyl)-4H-benzopyran-4-one 110334-67-3 C17H12O5
5-methoxy-2-(3,4-methylenedioxyphenyl)-4H-benzopyran-4-one
—— 6-Brom-7,4'-dimethoxyflavon 38493-25-3 C17H13BrO4
6-Brom-7,4'-dimethoxyflavon
—— 1403357-10-7 C17H12Cl2O3
—— 3-(pent-2-ynyloxy)-2-phenyl-4H-chromen-4-one 1429665-19-9 C20H16O3
3-(pent-2-ynyloxy)-2-phenyl-4H-chromen-4-one
—— 4-(8,8,9,9,10,10-Hexafluoro-1,2-dimethyl-19-oxa-3-thiapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-4,6,11,13,15,17-hexaen-4-yl)benzaldehyde 1586038-83-6 C26H16F6O2S
4-(8,8,9,9,10,10-Hexafluoro-1,2-dimethyl-19-oxa-3-thiapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-4,6,11,13,15,17-hexaen-4-yl)benzaldehyde
—— 7-O-(N,N-Diethylaminocarbonylmethyl)3'-O-cyclopentyldiosmetin 205524-09-0 C27H31NO7
7-O-(N,N-Diethylaminocarbonylmethyl)3'-O-cyclopentyldiosmetin
—— (2R,3R)-3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-7-ol 1365537-73-0 C43H38O6
(2R,3R)-3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-7-ol
—— 2-(3,4-diethoxyphenyl)-3-nitrochroman 113968-81-3 C19H21NO5
2-(3,4-diethoxyphenyl)-3-nitrochroman
—— 3,6,7,4'-Tetraethyl-vogeletin 5605-50-5 C24H28O7
3,6,7,4'-Tetraethyl-vogeletin
—— 6-chloro-2-(3,4-dihydroxyphenyl)-3-hydroxy-7-methyl-4H-chromen4-one 260063-36-3 C16H11ClO5
6-chloro-2-(3,4-dihydroxyphenyl)-3-hydroxy-7-methyl-4H-chromen4-one
—— 5.7.8.2'-Tetramethoxy-2-hydroxy-isoflavanon 106338-63-0 C19H20O7
5.7.8.2'-Tetramethoxy-2-hydroxy-isoflavanon
—— (6S,12S)-2-bromo-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429326-80-6 C21H15BrO2
(6S,12S)-2-bromo-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 2-(Benzo[1,3]dioxol-5-yl)-6chloro-3-hydroxy-7-methyl-4H-chromen-4-one 260063-89-6 C17H11ClO5
2-(Benzo[1,3]dioxol-5-yl)-6chloro-3-hydroxy-7-methyl-4H-chromen-4-one
—— 3,3-Dichloro-7-methyl-2-phenyl-chroman-4-one 75595-40-3 C16H12Cl2O2
3,3-Dichloro-7-methyl-2-phenyl-chroman-4-one
—— 3.5.7.4'-Tetramethoxy-flav-3-en 16984-95-5 C19H20O5
3.5.7.4'-Tetramethoxy-flav-3-en
—— 2,3-dihydro-2-(5'-dodecyl-2'-methoxy-phenyl) -5-methoxy-4H-1-benzopyran-4-one 1497456-85-5 C29H40O4
2,3-dihydro-2-(5'-dodecyl-2'-methoxy-phenyl) -5-methoxy-4H-1-benzopyran-4-one
—— 6,8-Diiod-5-hydroxy-4'-methoxy-7,3'-diacetoxy-flavon 3373-95-3 C20H14I2O8
6,8-Diiod-5-hydroxy-4'-methoxy-7,3'-diacetoxy-flavon
—— 1365537-19-4 C50H50O15
—— 2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methoxy-4H-chromen-4-one 260063-30-7 C16H12O6
2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methoxy-4H-chromen-4-one
—— 2-(4-(oxiran-2-yl)phenyl)-4H-chromen-4-one 1587709-87-2 C17H12O3
2-(4-(oxiran-2-yl)phenyl)-4H-chromen-4-one
—— (E)-6-(2-phenyl-4-oxo-4H-1-benzopyran-3-yl)acrylaldehyde 1393811-72-7 C18H12O3
(E)-6-(2-phenyl-4-oxo-4H-1-benzopyran-3-yl)acrylaldehyde
—— 3-(β-methylallyloxy)-2-phenyl-4H-chromen-4-one 1233689-14-9 C19H16O3
3-(β-methylallyloxy)-2-phenyl-4H-chromen-4-one
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-methylbenzenesulfonamide 260063-41-0 C22H17NO7S
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-methylbenzenesulfonamide
—— 4β-methoxy-4α-(2,4,6-trimethoxyphenyl)-tri-O-methyl-3-O-acetyl-(-)-fisetinidol 137299-06-0 C30H34O10
4β-methoxy-4α-(2,4,6-trimethoxyphenyl)-tri-O-methyl-3-O-acetyl-(-)-fisetinidol
—— 3-Hydroxy-5,8,4'-trimethoxy-flavon 16805-09-7 C18H16O6
3-Hydroxy-5,8,4'-trimethoxy-flavon
—— Acetic acid (Z)-7'-acetoxy-2,2'-bis-(4-methoxy-phenyl)-[4,4']bichromenyliden-7-yl ester 4344-08-5 C36H28O8
Acetic acid (Z)-7'-acetoxy-2,2'-bis-(4-methoxy-phenyl)-[4,4']bichromenyliden-7-yl ester
—— 2,7-Dimethoxy-3,4-flavandion 1808-03-3 C17H14O5
2,7-Dimethoxy-3,4-flavandion
—— 4-(6-methyl-4H-1-benzopyran-4-on-2-yl)benzylphosphonic acid 166305-17-5 C17H15O5P
4-(6-methyl-4H-1-benzopyran-4-on-2-yl)benzylphosphonic acid
—— 4-[4-[11-Cyclobutyloxy-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]-10-yl]phenyl]morpholine 1278523-93-5 C57H59NO5
4-[4-[11-Cyclobutyloxy-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]-10-yl]phenyl]morpholine
—— (2R,3R)-5,7,4'-tri-O-benzylepicatechin 1390643-95-4 C36H32O6
(2R,3R)-5,7,4'-tri-O-benzylepicatechin
—— 4-chloro-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]benzamide 260063-66-9 C22H14ClNO6
4-chloro-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]benzamide
—— javanin 92358-40-2 C22H22O9
javanin
—— 4'-dimethylamino-2,6-dihydroxyflavone 215095-40-2 C17H15NO4
4'-dimethylamino-2,6-dihydroxyflavone
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]benzamide 260063-65-8 C22H15NO6
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]benzamide
—— 3''-O-p-coumaroylastragalin heptaacetate 74705-42-3 C44H40O20
3''-O-p-coumaroylastragalin heptaacetate
—— 7,8,3',4'-Tetramethoxyflavan 20461-00-1 C19H22O5
7,8,3',4'-Tetramethoxyflavan
—— 7-Hydroxy-5-methoxy-2-[4-((2S,3R,4R,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-chromen-4-one 95690-50-9 C26H30O10
7-Hydroxy-5-methoxy-2-[4-((2S,3R,4R,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-chromen-4-one
—— 3-chloro-<i>N</i>-(2-phenyl-chroman-4-yl)-propionamide 18084-82-7 C18H18ClNO2
3-chloro-<i>N</i>-(2-phenyl-chroman-4-yl)-propionamide
—— 7-Acetamino-6-amino-flavonol 6608-13-5 C17H14N2O4
7-Acetamino-6-amino-flavonol
—— 9-(N-methacryloyl-ε-aminohexanoyloxy)-3,3-diphenyl-3H-naphtho[2,1-b]pyran 1372411-07-8 C35H33NO4
9-(N-methacryloyl-ε-aminohexanoyloxy)-3,3-diphenyl-3H-naphtho[2,1-b]pyran
—— 3-Methoxy-5,7-dihydroxy-6,8-diallyl-flavon 17892-77-2 C22H20O5
3-Methoxy-5,7-dihydroxy-6,8-diallyl-flavon
—— [4-(2,8-dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)phenoxy]acetic acid methyl ester 1157856-61-5 C26H22O7
[4-(2,8-dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)phenoxy]acetic acid methyl ester
—— 4'-Hydroxy-3',5'-diiodflavanon 4252-94-2 C15H10I2O3
4'-Hydroxy-3',5'-diiodflavanon
—— 1403357-04-9 C17H13ClO3