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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
—— 70189-34-3 C32H36O16
—— [2-(4-Methoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-acetic acid methyl ester 113512-81-5 C19H16O6
[2-(4-Methoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-acetic acid methyl ester
—— 142705-61-1 C28H28O9
—— 3-Methyl-flavon-8-carbonsaeure-<2-morpholino-aethylester> 95437-82-4 C23H23NO5
3-Methyl-flavon-8-carbonsaeure-<2-morpholino-aethylester>
—— 1174010-36-6 C46H64N20O17S
—— 945424-94-2 C51H42O5
—— 3,5-Dihydroxy-7-methoxy-6-methoxymethoxy-2-phenyl-chromen-4-one 154048-26-7 C18H16O7
3,5-Dihydroxy-7-methoxy-6-methoxymethoxy-2-phenyl-chromen-4-one
—— 7-Hydroxy-4'-methoxy-5β-D-glucopyranosyloxy-flavanon 70863-90-0 C22H24O10
7-Hydroxy-4'-methoxy-5β-D-glucopyranosyloxy-flavanon
—— 5,7-dimethoxy-4'-isopropylflavone 1620060-04-9 C20H20O4
5,7-dimethoxy-4'-isopropylflavone
—— (2R,3S,4S,2'R,3'S)-2'-(3,4-Dimethoxy-phenyl)-7,5',7'-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol 78139-45-4 C38H42O12
(2R,3S,4S,2'R,3'S)-2'-(3,4-Dimethoxy-phenyl)-7,5',7'-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol
—— (2R,3R,10R)-2,10-Bis-(3,4-dimethoxy-phenyl)-3-hydroxy-5-methoxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one 85022-73-7 C29H30O9
(2R,3R,10R)-2,10-Bis-(3,4-dimethoxy-phenyl)-3-hydroxy-5-methoxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one
—— (+/-)-4,7,3',4'-Tetrahydroxyflavan 92549-79-6 C15H14O5
(+/-)-4,7,3',4'-Tetrahydroxyflavan
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-trifluoromethylbenzylamino)-4H-chromen-4-one 1094471-21-2 C38H30F3NO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-trifluoromethylbenzylamino)-4H-chromen-4-one
—— 2-Benzyloxy-2'-hydroxy-4-methoxychalkon 70075-55-7 C29H30O10
2-Benzyloxy-2'-hydroxy-4-methoxychalkon
—— 2,3-Bis-(4-hydroxy-phenyl)-7-(tetrahydro-pyran-2-yloxy)-chroman-4-one 871477-42-8 C26H24O6
2,3-Bis-(4-hydroxy-phenyl)-7-(tetrahydro-pyran-2-yloxy)-chroman-4-one
—— (2R,3R)-cis-4',6-dimethoxyflavan-3-ol 1196870-27-5 C17H18O4
(2R,3R)-cis-4',6-dimethoxyflavan-3-ol
—— 19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,21-dioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane]-24-one 1259401-11-0 C47H46O6
19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,21-dioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane]-24-one
—— 92413-40-6 C26H32O7
—— Acetic acid 2-(4-acetoxy-phenyl)-8,8-dimethyl-6-(3-methyl-but-2-enyl)-4-oxo-4H,8H-pyrano[2,3-f]chromen-5-yl ester 144049-85-4 C29H28O7
Acetic acid 2-(4-acetoxy-phenyl)-8,8-dimethyl-6-(3-methyl-but-2-enyl)-4-oxo-4H,8H-pyrano[2,3-f]chromen-5-yl ester
—— 5-chloro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441771-84-1 C18H15ClO6
5-chloro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 4'-Methoxy-2-d1-flavanon 72594-29-7 C16H14O3
4'-Methoxy-2-d1-flavanon
—— t-3-Nitro-c-2-phenyl-r-1-chromanylacetat 68751-94-0 C17H15NO5
t-3-Nitro-c-2-phenyl-r-1-chromanylacetat
—— (2-benzo[1,3]dioxol-5-yl-4-oxo-chroman-6-yl)-acetic acid 109697-16-7 C18H14O6
(2-benzo[1,3]dioxol-5-yl-4-oxo-chroman-6-yl)-acetic acid
—— 5,4'-diacetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-7-benzyloxyflavanone 1253227-54-1 C40H40O16
5,4'-diacetoxy-6-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-7-benzyloxyflavanone
—— 1616483-41-0 C15H9N3O7
—— (Z)-2-Methoxy-3-[4-methoxy-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-1-phenyl-propenone 38493-00-4 C23H26O9
(Z)-2-Methoxy-3-[4-methoxy-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-1-phenyl-propenone
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(3-trifluoromethylbenzylamino)-4H-chromen-4-one 1094471-24-5 C38H30F3NO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(3-trifluoromethylbenzylamino)-4H-chromen-4-one
—— (2S,3R,4R)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-3',4',7-trimethoxyflavan 78185-22-5 C41H44O13
(2S,3R,4R)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-3',4',7-trimethoxyflavan
—— 1365537-66-1 C39H38O7
—— 3-hydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-4H,8H-benzo<1,2-b:5,4-b'>dipyran-4-one 86414-56-4 C21H18O5
3-hydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-4H,8H-benzo<1,2-b:5,4-b'>dipyran-4-one
—— 3-Hydroxy-7,4'-dibenzyloxy-5,6,8-trimethoxy-flavon 57393-74-5 C32H28O8
3-Hydroxy-7,4'-dibenzyloxy-5,6,8-trimethoxy-flavon
—— bis-(5-acetoxy-8-methoxy-4-oxo-2-phenyl-4<i>H</i>-chromen-6-yl)-methane 104510-50-1 C37H28O10
bis-(5-acetoxy-8-methoxy-4-oxo-2-phenyl-4<i>H</i>-chromen-6-yl)-methane
—— 3.5.7-Tri-O-methyl-quercetin-diacetat 95626-25-8 C22H20O9
3.5.7-Tri-O-methyl-quercetin-diacetat
—— 5-hydroxy-3,8-dimethoxy-4-oxo-2-phenyl-4<i>H</i>-chromene-6-carbaldehyde 853931-05-2 C18H14O6
5-hydroxy-3,8-dimethoxy-4-oxo-2-phenyl-4<i>H</i>-chromene-6-carbaldehyde
—— 2-(2-methylphenyl)-4-ethoxy(1,1-dichlorocyclopropa)<c>chroman 81635-48-5 C19H18Cl2O2
2-(2-methylphenyl)-4-ethoxy(1,1-dichlorocyclopropa)<c>chroman
—— 2-(3-Benzyloxy-4-methoxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one 176662-10-5 C26H24O8
2-(3-Benzyloxy-4-methoxy-phenyl)-7-hydroxy-5,6,8-trimethoxy-chromen-4-one
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5,5,5',5'-hexamethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane] 1259401-00-7 C48H50O5
8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',5,5,5',5'-hexamethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]
—— 5-[3-(cyclopropylmethoxy)phenyl]-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239067-57-3 C30H31NO3
5-[3-(cyclopropylmethoxy)phenyl]-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— (R)-5-Hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178367-12-9 C22H22O8
(R)-5-Hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— (2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate 1338810-04-0 C46H41O17P
(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 3-(dibenzyloxyphosphoryloxy)benzoate
—— (+/-)-5-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-chroman-4-one 111161-82-1 C21H20O8
(+/-)-5-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-chroman-4-one
—— 5-Methoxy-7-methyl-flavon 26964-30-7 C17H14O3
5-Methoxy-7-methyl-flavon
—— (2R,3S:6R,7R,8S)-3,7-diacetoxy-2,8-di-(3,4-dimethoxyphenyl)-6-(2,4-dimethoxyphenyl)-2,3-trans-6,7-cis-7,8-trans-3,4,7,8-tetrahydro-2H,6H-pyrano<2,3-f>chromene 118964-35-5 C41H44O13
(2R,3S:6R,7R,8S)-3,7-diacetoxy-2,8-di-(3,4-dimethoxyphenyl)-6-(2,4-dimethoxyphenyl)-2,3-trans-6,7-cis-7,8-trans-3,4,7,8-tetrahydro-2H,6H-pyrano<2,3-f>chromene
—— (2S,5''S)-5,7,4'-trihydroxy-8-(2-oxopyrrolidin-5-yl)flavanone 1023993-44-3 C19H17NO6
(2S,5''S)-5,7,4'-trihydroxy-8-(2-oxopyrrolidin-5-yl)flavanone
—— 6-bromo-3-hydroxy-8-nitro-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441772-25-3 C18H14BrNO8
6-bromo-3-hydroxy-8-nitro-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-fluorobenzylamino)-4H-chromen-4-one 1094471-20-1 C37H30FNO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-fluorobenzylamino)-4H-chromen-4-one
—— 73683-49-5 C19H18O6
—— (7R,8R)-7-acetoxy-2-methyl-8-phenyl-(3E)-propenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one 868634-09-7 C22H20N2O4
(7R,8R)-7-acetoxy-2-methyl-8-phenyl-(3E)-propenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(2-fluorobenzylamino)-4H-chromen-4-one 1094471-18-7 C37H30FNO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(2-fluorobenzylamino)-4H-chromen-4-one
—— 4',5,7-trihydroxy-3'-methoxyflavan 93435-49-5 C16H16O5
4',5,7-trihydroxy-3'-methoxyflavan