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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
—— N-(2-(2-(methylsulfonyl)phenyl)-4-oxo-4H-chromen-8-yl)thiazole-4-carboxamide 1219445-66-5 C20H14N2O5S2
N-(2-(2-(methylsulfonyl)phenyl)-4-oxo-4H-chromen-8-yl)thiazole-4-carboxamide
—— N-[2-(2-chloro-5-fluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-98-3 C20H11ClFN3O3
N-[2-(2-chloro-5-fluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— (2S,3S,4R)-2,3-cis-3,4-trans-3-acetoxy-2-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-4-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-benzopyran 123417-56-1 C41H44O13
(2S,3S,4R)-2,3-cis-3,4-trans-3-acetoxy-2-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-8-yl>-4-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-benzopyran
—— [2-[4-(Diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl-trimethylazanium;bromide 1234679-33-4 Br*C23H29N2O3
[2-[4-(Diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl-trimethylazanium;bromide
—— 3',4',5,7-tetramethoxymethoxy-6-(3,3-dimethylallyl)flavanone 132246-40-3 C28H36O10
3',4',5,7-tetramethoxymethoxy-6-(3,3-dimethylallyl)flavanone
—— 2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-6,7-dimethoxy-3-tetradecyl-chromen-4-one 134109-94-7 C45H54O7
2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-6,7-dimethoxy-3-tetradecyl-chromen-4-one
—— (2R,7aS,9R,10R,11S,11aR,12aS)-5,10,11-Trimethoxy-9-methoxymethyl-2-(4-methoxy-phenyl)-4,6-dimethyl-1,9,10,11,11a,12a-hexahydro-2H,7aH-3,7,8,12-tetraoxa-pleiadene 90145-60-1 C28H36O9
(2R,7aS,9R,10R,11S,11aR,12aS)-5,10,11-Trimethoxy-9-methoxymethyl-2-(4-methoxy-phenyl)-4,6-dimethyl-1,9,10,11,11a,12a-hexahydro-2H,7aH-3,7,8,12-tetraoxa-pleiadene
—— 2-(4-benzyloxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one 59171-35-6 C25H22O7
2-(4-benzyloxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one
—— (4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-acetic acid allyl ester 111270-57-6 C20H16O5
(4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-acetic acid allyl ester
—— Acetic acid 7-acetoxy-4-oxo-3-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-[4-((2R,3S,4R,5S)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-phenyl]-4H-chromen-5-yl ester 132536-66-4 C42H44O22
Acetic acid 7-acetoxy-4-oxo-3-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-[4-((2R,3S,4R,5S)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-phenyl]-4H-chromen-5-yl ester
—— 2-(2-isobutoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 57009-16-2 C20H18O5
2-(2-isobutoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 7-<1-Dipropylcarbamoyl-ethoxy>-4-oxo-2-phenyl-4H-chromen 101941-37-1 C24H27NO4
7-<1-Dipropylcarbamoyl-ethoxy>-4-oxo-2-phenyl-4H-chromen
—— 4-((S)-4-methyl-2-(4-(2-((R)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-7-(phosphonooxy)-2H-chromen-3-yl)phenyl dihydrogen phosphate 1443752-91-7 C29H33NO10P2
4-((S)-4-methyl-2-(4-(2-((R)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-7-(phosphonooxy)-2H-chromen-3-yl)phenyl dihydrogen phosphate
—— 2-(3,4-dimethoxy-5-nitrophenyl)-3-iodo-4H-4-chromenone 645387-27-5 C17H12INO6
2-(3,4-dimethoxy-5-nitrophenyl)-3-iodo-4H-4-chromenone
—— Bis-<3',4'-Dimethoxy-flavenyliden-(4)> 97923-22-3 C34H28O6
Bis-<3',4'-Dimethoxy-flavenyliden-(4)>
—— 6-Methoxy-3-methoxymethyl-flavon 93876-04-1 C18H16O4
6-Methoxy-3-methoxymethyl-flavon
—— 2-(5-Chloro-4-oxo-2-phenylchromen-7-yl)oxyacetic acid 139027-50-2 C17H11ClO5
2-(5-Chloro-4-oxo-2-phenylchromen-7-yl)oxyacetic acid
—— 4,4a-dihydro-4',5'-diphenylspiro<3H,10H-pyrano<4,3-b><1>benzopyran-3,2'-<1,3>dioxolan>-10-one 138886-49-4 C26H20O5
4,4a-dihydro-4',5'-diphenylspiro<3H,10H-pyrano<4,3-b><1>benzopyran-3,2'-<1,3>dioxolan>-10-one
—— 3-Methoxy-6,7;3',4'-bis-methylendioxy-flavon 98251-26-4 C18H12O7
3-Methoxy-6,7;3',4'-bis-methylendioxy-flavon
—— 6-Amino-3',4'-methylendioxy-3-methylflavon 36768-37-3 C17H13NO4
6-Amino-3',4'-methylendioxy-3-methylflavon
—— N-[2-(3-methylsulfonylphenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-03-0 C21H15N3O5S
N-[2-(3-methylsulfonylphenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 7-methoxy-2-phenyl-4-(trifluoromethyl)benzo[b]oxepine 1448458-60-3 C18H13F3O2
7-methoxy-2-phenyl-4-(trifluoromethyl)benzo[b]oxepine
—— 3,6,8-Tribrom-7-hydroxy-flavon 10445-80-4 C15H7Br3O3
3,6,8-Tribrom-7-hydroxy-flavon
—— 7-acetylamino-2-benzo[1,3]dioxol-5-yl-chroman-4-one 113063-37-9 C18H15NO5
7-acetylamino-2-benzo[1,3]dioxol-5-yl-chroman-4-one
—— 1415426-46-8 C29H16O4
—— rhamnocitrin-3-O-{(3S)-hydroxy-3-methyl-5-[(S)-1-phenylethylamino]glutaryl-(1->6)}-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside 1386974-96-4 C42H49NO18
rhamnocitrin-3-O-{(3S)-hydroxy-3-methyl-5-[(S)-1-phenylethylamino]glutaryl-(1->6)}-[α-L-rhamnopyranosyl-(1->2)]-β-D-galactopyranoside
—— Decyl-[[2-[4-(diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl]-dimethylazanium;bromide 1234679-39-0 Br*C32H47N2O3
Decyl-[[2-[4-(diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl]-dimethylazanium;bromide
—— 1-(5,8-dimethyl-2,2-diphenyl-2H-chromen-6-yl)piperidine 1073241-60-7 C28H29NO
1-(5,8-dimethyl-2,2-diphenyl-2H-chromen-6-yl)piperidine
—— 7-acetoxy-2-(2,3-dimethoxy-phenyl)-3-methoxy-chromen-4-one 109936-19-8 C20H18O7
7-acetoxy-2-(2,3-dimethoxy-phenyl)-3-methoxy-chromen-4-one
—— 2,3-trans-3,4-trans-3,4-bis-(3-bromoflavan-2-yloxy)-4'-methoxyflavan 95731-57-0 C46H38Br2O6
2,3-trans-3,4-trans-3,4-bis-(3-bromoflavan-2-yloxy)-4'-methoxyflavan
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-3-morpholin-4-ylbenzamide 1219446-37-3 C26H21ClN2O4
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-3-morpholin-4-ylbenzamide
—— Acetic acid (2S,3S,4R,5S,6S)-6-{(2R,3S,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-methoxy-phenyl)-8-(3-methyl-but-2-enyl)-4-oxo-4H-chromen-3-yloxy]-3,5-dihydroxy-6-methyl-tetrahydro-pyran-4-yloxy}-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 128988-56-7 C35H42O16
Acetic acid (2S,3S,4R,5S,6S)-6-{(2R,3S,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-methoxy-phenyl)-8-(3-methyl-but-2-enyl)-4-oxo-4H-chromen-3-yloxy]-3,5-dihydroxy-6-methyl-tetrahydro-pyran-4-yloxy}-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrimidine-5-carboxamide 1219445-60-9 C21H12F3N3O3
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrimidine-5-carboxamide
—— N-[2-(3-methylsulfonylphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-07-4 C20H14N2O5S2
N-[2-(3-methylsulfonylphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 1-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]imidazole-4-carboxamide 1219445-53-0 C21H14F3N3O3
1-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]imidazole-4-carboxamide
—— 1080814-03-4 C37H34N2O8
—— hydroxy-2-(4-hydroxy-3-trifluoromethylphenyl)-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one 372103-53-2 C23H22F3NO4
hydroxy-2-(4-hydroxy-3-trifluoromethylphenyl)-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one
—— 39689-31-1 C25H26O11
—— 5-O-geranyl-7,2',4'-trimethoxymethylnorartocarpetin 134955-41-2 C31H38O9
5-O-geranyl-7,2',4'-trimethoxymethylnorartocarpetin
—— [Ni(MPCS)<sub>2</sub>I<sub>2</sub>] 1415229-36-5 C34H34I2N6NiO4
[Ni(MPCS)<sub>2</sub>I<sub>2</sub>]
—— 3,6,8-Triacetoxy-flavon 94879-95-5 C21H16O8
3,6,8-Triacetoxy-flavon
—— galangin 5-methylether-7-benzoate 1265223-42-4 C23H16O6
galangin 5-methylether-7-benzoate
—— 3-Methoxy-3',4'-dibenzyloxy-6,7-methylendioxy-flavon 107873-38-1 C31H24O7
3-Methoxy-3',4'-dibenzyloxy-6,7-methylendioxy-flavon
—— 8-Methoxy-6,4'-diisopropoxy-3-hydroxy-flavon 95165-00-7 C22H24O6
8-Methoxy-6,4'-diisopropoxy-3-hydroxy-flavon
—— 8-Aamino-6-chlor-4'-methoxy-flavon 21312-92-5 C16H12ClNO3
8-Aamino-6-chlor-4'-methoxy-flavon
—— 3-(3,4-dihydroxyphenyl)-N-[3-[2-(3,4-dihydroxyphenyl)-3-[3-[3-(3,4-dihydroxyphenyl)prop-2-enoylamino]propoxy]-5-hydroxy-4-oxochromen-7-yl]oxypropyl]prop-2-enamide 1156494-98-2 C39H36N2O13
3-(3,4-dihydroxyphenyl)-N-[3-[2-(3,4-dihydroxyphenyl)-3-[3-[3-(3,4-dihydroxyphenyl)prop-2-enoylamino]propoxy]-5-hydroxy-4-oxochromen-7-yl]oxypropyl]prop-2-enamide
—— 4',7-dihydroxyflavylium 15896-50-1 C15H11O3
4',7-dihydroxyflavylium
—— 8-Bromo-7-butoxy-2-(3,4-dimethoxy-phenyl)-6-nitro-chroman-4-one 135879-08-2 C21H22BrNO7
8-Bromo-7-butoxy-2-(3,4-dimethoxy-phenyl)-6-nitro-chroman-4-one
—— 3,6-Dihydroxy-8,4'-dimethoxy-flavon 93322-60-2 C17H14O6
3,6-Dihydroxy-8,4'-dimethoxy-flavon
—— N-[2-(2,6-dichlorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219446-00-0 C20H11Cl2N3O3
N-[2-(2,6-dichlorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide