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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
—— 5-hydroxy-3,7-dimethoxy-6-(diphenylmethyl)flavone 98498-31-8 C30H24O5
5-hydroxy-3,7-dimethoxy-6-(diphenylmethyl)flavone
—— 3-acetoxy-6,8-dichloro-2-phenyl-chromen-4-one 101883-69-6 C17H10Cl2O4
3-acetoxy-6,8-dichloro-2-phenyl-chromen-4-one
—— (2R,3S)-5,6,7,3',4'-pentahydroxy-8-(2,2,2-trifluoroacetyl)flavan-3-ol 917567-26-1 C17H13F3O8
(2R,3S)-5,6,7,3',4'-pentahydroxy-8-(2,2,2-trifluoroacetyl)flavan-3-ol
—— (2R,3R)-cis-3',4'-dimethoxy-6-methylflavan-3-ol 1196870-30-0 C18H20O4
(2R,3R)-cis-3',4'-dimethoxy-6-methylflavan-3-ol
—— Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5,6,8-trimethoxy-4-oxo-4H-chromen-3-yl ester 176662-19-4 C40H36O11S
Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5,6,8-trimethoxy-4-oxo-4H-chromen-3-yl ester
—— (R)-4-oxo-2-phenylchroman-7-yl acetate 1438761-23-9 C17H14O4
(R)-4-oxo-2-phenylchroman-7-yl acetate
—— 3,7,4'-Triethoxy-3,8-dimethoxy-flavon 14965-17-4 C23H26O7
3,7,4'-Triethoxy-3,8-dimethoxy-flavon
—— 3,3-bis(4-methoxyphenyl)-5-methoxy-11-phenyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-55-9 C43H36O4
3,3-bis(4-methoxyphenyl)-5-methoxy-11-phenyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 7-(N-Morpholinoaethoxy)flavon 10400-03-0 C21H21NO4
7-(N-Morpholinoaethoxy)flavon
—— 4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(3-methylbenzoate) 1244966-64-0 C31H22O6
4-oxo-2-phenyl-4H-chromene-3,6-diyl bis(3-methylbenzoate)
—— 2',5'-diisopropyloxy-5,7,8-trimethoxyflavone 101909-67-5 C24H28O7
2',5'-diisopropyloxy-5,7,8-trimethoxyflavone
—— 2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-6-methoxymethoxy-chromen-4-one 170234-69-2 C21H22O9
2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-6-methoxymethoxy-chromen-4-one
—— 2,8-di-(o-chlorophenyl)-3,7-dihydroxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran 115540-53-9 C24H12Cl2O6
2,8-di-(o-chlorophenyl)-3,7-dihydroxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran
—— 5-Amino-2-[4-(2-dimethylaminoethyl)oxy]phenyl-4H-benzopyran-4-one 129974-44-3 C19H20N2O3
5-Amino-2-[4-(2-dimethylaminoethyl)oxy]phenyl-4H-benzopyran-4-one
—— 1-[5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[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]piperidine 1263318-19-9 C49H53NO3S
1-[5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[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]piperidine
—— 5-Acetoxy-7-methoxy-6,8-dimethylflavanon 51621-53-5 C20H20O5
5-Acetoxy-7-methoxy-6,8-dimethylflavanon
—— 8-chloro-5-hydroxy-7-methoxyflavone 75643-00-4 C16H11ClO4
8-chloro-5-hydroxy-7-methoxyflavone
—— 3',4'-Dimethoxy-6-methyl-flavan 20052-38-4 C18H20O3
3',4'-Dimethoxy-6-methyl-flavan
—— 4-(2-Methoxy-phenyl)-flavan-4-ol 96457-17-9 C22H20O3
4-(2-Methoxy-phenyl)-flavan-4-ol
—— 4'-Benzyloxy-3',5,6,7-tetramethoxy-flavanone 23494-60-2 C26H26O7
4'-Benzyloxy-3',5,6,7-tetramethoxy-flavanone
—— 2-(3,5-dimethoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66848-97-3 C18H14O6
2-(3,5-dimethoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— acetic acid 4,5-diacetoxy-6-acetoxymethyl-2-[2-(3,4-dihydroxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-3-yl ester 918309-46-3 C29H28O14
acetic acid 4,5-diacetoxy-6-acetoxymethyl-2-[2-(3,4-dihydroxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-3-yl ester
—— Isopropyliden-<7,3',4'-trimethoxy-flavan-3,4-diol> 88038-03-3 C21H24O6
Isopropyliden-<7,3',4'-trimethoxy-flavan-3,4-diol>
—— 2-(2-isopropoxy-4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66849-00-1 C20H18O6
2-(2-isopropoxy-4-methoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 3',4'-bis(benzyloxy)-3-(hexyloxy)-5,6,7-trimethoxyflavone 134082-45-4 C38H40O8
3',4'-bis(benzyloxy)-3-(hexyloxy)-5,6,7-trimethoxyflavone
—— 2-(4-Methoxy-phenyl)-6-[(E)-3-(4-methoxy-phenyl)-acryloyl]-7-methyl-chromen-4-one 131941-99-6 C27H22O5
2-(4-Methoxy-phenyl)-6-[(E)-3-(4-methoxy-phenyl)-acryloyl]-7-methyl-chromen-4-one
—— 4',4''',7,7''-tetrakis(benzyloxy)-5,5''-dihydroxy-3,3''-biflavanone 1253959-28-2 C58H46O10
4',4''',7,7''-tetrakis(benzyloxy)-5,5''-dihydroxy-3,3''-biflavanone
—— 1,3-diethyl-5-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-ylmethyl)-pyrimidine-2,4,6-trione 37042-08-3 C24H22N2O5
1,3-diethyl-5-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-ylmethyl)-pyrimidine-2,4,6-trione
—— (2R,3S)-2-(3,4-dimethoxyphenyl)-8-mesityl-5,7-dimethoxychroman-3-ol 1224595-36-1 C28H32O6
(2R,3S)-2-(3,4-dimethoxyphenyl)-8-mesityl-5,7-dimethoxychroman-3-ol
—— 1462876-34-1 C34H24Cl2O5
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19(24),20,22-nonaene-18,3'-cyclohexane]-21-carbonitrile 1259401-23-4 C47H45NO5
8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19(24),20,22-nonaene-18,3'-cyclohexane]-21-carbonitrile
—— 5'-Chloro-5,7-dihydroxy-3,2'-dimethoxyflavone 95055-80-4 C17H13ClO6
5'-Chloro-5,7-dihydroxy-3,2'-dimethoxyflavone
—— 3-hydroxy-5-[2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridin-7-yl]-benzamide 1360909-40-5 C23H20N2O6
3-hydroxy-5-[2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridin-7-yl]-benzamide
—— 4',7-Dibenzyloxy-3',5,6,8-tetramethoxy-flavon 4396-78-5 C33H30O8
4',7-Dibenzyloxy-3',5,6,8-tetramethoxy-flavon
—— (2R,3S)-trans-3',4'-dimethoxyflavan-3-ol 1196870-24-2 C17H18O4
(2R,3S)-trans-3',4'-dimethoxyflavan-3-ol
—— 3-hydroxy-6-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one 132020-69-0 C29H22O5
3-hydroxy-6-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one
—— 4H-1-Benzopyran-4-one,3,5-dihydroxy-6,8-dimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]-7-(phenylmethoxy)- 176662-30-9 C32H28O9
4H-1-Benzopyran-4-one,3,5-dihydroxy-6,8-dimethoxy-2-[4-methoxy-3-(phenylmethoxy)phenyl]-7-(phenylmethoxy)-
—— 2-(2,4-Dimethoxy-phenyl)-8-[5-(2,4-dimethoxy-phenyl)-6-(2-hydroxy-4-methoxy-benzoyl)-3-methyl-cyclohex-2-enyl]-5,7-dimethoxy-3-(3-methyl-but-2-enyl)-chromen-4-one 75629-25-3 C47H50O11
2-(2,4-Dimethoxy-phenyl)-8-[5-(2,4-dimethoxy-phenyl)-6-(2-hydroxy-4-methoxy-benzoyl)-3-methyl-cyclohex-2-enyl]-5,7-dimethoxy-3-(3-methyl-but-2-enyl)-chromen-4-one
—— (2S,3R)-trans-3'-bromo-4',5'-dimethoxyflavan-3-ol 1196870-35-5 C17H17BrO4
(2S,3R)-trans-3'-bromo-4',5'-dimethoxyflavan-3-ol
—— 6-Benzoyl-8-methyl-3',4'-methylendioxy-flavonolacetat 95953-26-7 C26H18O7
6-Benzoyl-8-methyl-3',4'-methylendioxy-flavonolacetat
—— 2-[3,4-bis(phenylmethoxy)phenyl]-5,6,7-trimethoxy-3-octylchromen-4-one 134082-19-2 C40H44O7
2-[3,4-bis(phenylmethoxy)phenyl]-5,6,7-trimethoxy-3-octylchromen-4-one
—— 2-(4-methoxyphenyl)-3-benzyloxy-6-propionylchromone 141070-49-7 C26H22O5
2-(4-methoxyphenyl)-3-benzyloxy-6-propionylchromone
—— 2-(4-Chloro-phenyl)-3-methoxy-6-propionyl-chromen-4-one 141070-48-6 C19H15ClO4
2-(4-Chloro-phenyl)-3-methoxy-6-propionyl-chromen-4-one
—— 5,7-Diacetoxy-6,8-dimethylflavanon 51621-51-3 C21H20O6
5,7-Diacetoxy-6,8-dimethylflavanon
—— 3-Morpholin-4-ylmethyl-2-phenyl-chroman-4-one; hydrochloride 33460-87-6 C20H21NO3*ClH
3-Morpholin-4-ylmethyl-2-phenyl-chroman-4-one; hydrochloride
—— acetic acid 4,5-diacetoxy-6-acetoxymethyl-2-[2-(3,4-bis-benzyloxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-3-yl ester 918309-45-2 C43H40O14
acetic acid 4,5-diacetoxy-6-acetoxymethyl-2-[2-(3,4-bis-benzyloxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-3-yl ester
—— 2',4'-diisopropyloxy-5,7,8-trimethoxyflavone 101909-61-9 C24H28O7
2',4'-diisopropyloxy-5,7,8-trimethoxyflavone
—— Acetic acid 2-(3-acetoxy-4-methoxy-phenyl)-7-((2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-4-oxo-chroman-5-yl ester 67322-19-4 C33H36O16
Acetic acid 2-(3-acetoxy-4-methoxy-phenyl)-7-((2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-4-oxo-chroman-5-yl ester
—— 7-((2S,3R,4S,5R,6R)-3,5-Dihydroxy-6-hydroxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one 67322-15-0 C23H26O11
7-((2S,3R,4S,5R,6R)-3,5-Dihydroxy-6-hydroxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one
—— isovitexin heptaacetate 20197-52-8 C35H34O17
isovitexin heptaacetate