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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
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)aminomethyl]chroman-4-one 1610049-90-5 C25H31N2O8
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)aminomethyl]chroman-4-one
—— 5,7-Dimethoxy-2-(4-methoxy-phenyl)-6,8-bis-((4R,5S)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-chromen-4-one 37399-22-7 C30H36O15
5,7-Dimethoxy-2-(4-methoxy-phenyl)-6,8-bis-((4R,5S)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-chromen-4-one
—— 4'.7-Dimethoxy-2.3-cis-flavan-3.4-cis-diol 113725-61-4 C17H18O5
4'.7-Dimethoxy-2.3-cis-flavan-3.4-cis-diol
—— 2-(4-Benzyloxy-phenyl)-3-hydroxy-6-isopropyl-chromen-4-one 132020-67-8 C25H22O4
2-(4-Benzyloxy-phenyl)-3-hydroxy-6-isopropyl-chromen-4-one
—— 2-[4-(tert-Butyl-diphenyl-silanyloxy)-phenyl]-7-hydroxy-5-pentyl-3-phenylsulfanyl-chroman-4-one 690274-33-0 C42H44O4SSi
2-[4-(tert-Butyl-diphenyl-silanyloxy)-phenyl]-7-hydroxy-5-pentyl-3-phenylsulfanyl-chroman-4-one
—— 2-(2-hydroxy-phenyl)-5,7,8-trimethoxy-chroman-4-one 109469-84-3 C18H18O6
2-(2-hydroxy-phenyl)-5,7,8-trimethoxy-chroman-4-one
—— 2-(2,3-dimethoxy-phenyl)-7-hydroxy-3-methoxy-chromen-4-one 103393-14-2 C18H16O6
2-(2,3-dimethoxy-phenyl)-7-hydroxy-3-methoxy-chromen-4-one
—— 2-Benzo[1,3]dioxol-5-yl-8-bromo-7-butoxy-3-hydroxy-6-nitro-chromen-4-one 135878-94-3 C20H16BrNO8
2-Benzo[1,3]dioxol-5-yl-8-bromo-7-butoxy-3-hydroxy-6-nitro-chromen-4-one
—— 2-(2-methoxyphenyl)-4-(trifluoromethyl)benzo[b]oxepine 1448458-46-5 C18H13F3O2
2-(2-methoxyphenyl)-4-(trifluoromethyl)benzo[b]oxepine
—— 5-[(2'-phenyl-4'H-4'-oxo-1'-benzopyran-6'-yl)methylenyl]-2,4-thiazolidinedione 1043023-92-2 C19H11NO4S
5-[(2'-phenyl-4'H-4'-oxo-1'-benzopyran-6'-yl)methylenyl]-2,4-thiazolidinedione
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-ethoxybenzoyl)-4'',6''-O-isopropylidene]glucosyl-4H-chromen-4-one 1246840-49-2 C69H60O16
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-ethoxybenzoyl)-4'',6''-O-isopropylidene]glucosyl-4H-chromen-4-one
—— diethyl 4-(6-fluoro-4H-1-benzopyran-4-on-2-yl)benzylphosphonate 166304-86-5 C20H20FO5P
diethyl 4-(6-fluoro-4H-1-benzopyran-4-on-2-yl)benzylphosphonate
—— 6-fluoro-2-(3-hydroxy-phenyl)-chroman-4-one 346-78-1 C15H11FO3
6-fluoro-2-(3-hydroxy-phenyl)-chroman-4-one
—— 7-(benzyloxy)-5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-6-yl 2-hydroxyacetate 1357354-99-4 C24H18O7
7-(benzyloxy)-5-hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-6-yl 2-hydroxyacetate
—— 2-(3,4-dimethoxyphenyl)-7-methoxy-2,3,4,5-tetrahydro-1-benzoxepine 1449790-31-1 C19H22O4
2-(3,4-dimethoxyphenyl)-7-methoxy-2,3,4,5-tetrahydro-1-benzoxepine
—— 1462876-46-5 C40H24Cl2O5
—— epioritin-(4β->3)-epioritin-4β-ol octa-acetate 273398-46-2 C46H42O19
epioritin-(4β->3)-epioritin-4β-ol octa-acetate
—— 2(S)-2',5,7-trihydroxyflavanone 111199-94-1 C15H12O5
2(S)-2',5,7-trihydroxyflavanone
—— epioritin-(4β->3)-epioritin-4α-ol hexa-O-methylether diacetate 219313-31-2 C40H42O13
epioritin-(4β->3)-epioritin-4α-ol hexa-O-methylether diacetate
—— 6-(4-bromobutoxy)-5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one 1263322-71-9 C20H19BrO5
6-(4-bromobutoxy)-5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one
—— 2-(4-methoxyphenyl)-3-methoxy-6-propionylchromone 131136-62-4 C19H16O5
2-(4-methoxyphenyl)-3-methoxy-6-propionylchromone
—— 7-methoxy-5-propargyloxy-3-methylflavone 111301-31-6 C20H16O4
7-methoxy-5-propargyloxy-3-methylflavone
—— 8-Bromo-7-butoxy-2-(2-methoxy-phenyl)-6-nitro-chroman-4-one 135879-10-6 C20H20BrNO6
8-Bromo-7-butoxy-2-(2-methoxy-phenyl)-6-nitro-chroman-4-one
—— Acetic acid 2-(3,4-diacetoxy-phenyl)-6,7,8-trimethoxy-4-oxo-4H-chromen-5-yl ester 80140-32-5 C24H22O11
Acetic acid 2-(3,4-diacetoxy-phenyl)-6,7,8-trimethoxy-4-oxo-4H-chromen-5-yl ester
—— 7-O-<2-Carboxy-phenyl>-6-ethyl-flavan 95560-47-7 C24H22O4
7-O-<2-Carboxy-phenyl>-6-ethyl-flavan
—— 6,8-Dimethoxy-4'-benzyloxy-3-acetoxy-flavon 95944-77-7 C26H22O7
6,8-Dimethoxy-4'-benzyloxy-3-acetoxy-flavon
—— 4-Methoxy-7-[4-(trifluoromethyl)phenyl]-[1,3]dioxolo[4,5-f]chromen-9-one 1456770-93-6 C18H11F3O5
4-Methoxy-7-[4-(trifluoromethyl)phenyl]-[1,3]dioxolo[4,5-f]chromen-9-one
—— 4'-Aethoxy-5,6-dihydroxy-7-methoxy-flavon 20081-40-7 C18H16O6
4'-Aethoxy-5,6-dihydroxy-7-methoxy-flavon
—— 6a-(1-Methylpiperazino)-3a-phenyl-2,3,3a,6a-tetrahydro-4,5-benzofuro<2,3-b>furan 100106-23-8 C21H24N2O2
6a-(1-Methylpiperazino)-3a-phenyl-2,3,3a,6a-tetrahydro-4,5-benzofuro<2,3-b>furan
—— 6-(diethylaminomethyl)-(2R,3R)-dihydroquercetin 1426657-65-9 C20H23NO7
6-(diethylaminomethyl)-(2R,3R)-dihydroquercetin
—— (3aS,4R,9bR)-4-(4-hydroxy-phenyl)-2-methylene-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol 787622-37-1 C19H18O3
(3aS,4R,9bR)-4-(4-hydroxy-phenyl)-2-methylene-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol
—— 7,8-dihydroxy-3-methoxy-2-(2-methoxy-phenyl)-chromen-4-one 710338-63-9 C17H14O6
7,8-dihydroxy-3-methoxy-2-(2-methoxy-phenyl)-chromen-4-one
—— 2-(2-hydroxy-phenyl)-3,7-dimethoxy-chromen-4-one 743430-08-2 C17H14O5
2-(2-hydroxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— 5'-Chloro-5,7,8-trihydroxy-3,2'-dimethoxyflavone 95055-84-8 C17H13ClO7
5'-Chloro-5,7,8-trihydroxy-3,2'-dimethoxyflavone
—— 5-(N-methacryloylaminoacetoxy)-3,3-di(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran 1372411-08-9 C33H29NO6
5-(N-methacryloylaminoacetoxy)-3,3-di(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran
—— Acetic acid (2R,3R,8R)-3-acetoxy-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,7a-dimethoxy-10-oxo-2-(3,4,5-trimethoxy-phenyl)-3,4,7a,8-tetrahydro-2H-furo[3',4':4,5]furo[2,3-h]chromen-10a-yl ester 126715-99-9 C33H38O15
Acetic acid (2R,3R,8R)-3-acetoxy-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,7a-dimethoxy-10-oxo-2-(3,4,5-trimethoxy-phenyl)-3,4,7a,8-tetrahydro-2H-furo[3',4':4,5]furo[2,3-h]chromen-10a-yl ester
—— EGCG-caprylate 1339955-76-8 C54H74O15
EGCG-caprylate
—— 2-Hydroxy-5,7-dimethoxy-8-methyl-isoflavanon 98690-98-3 C18H18O5
2-Hydroxy-5,7-dimethoxy-8-methyl-isoflavanon
—— 7-benzyloxy-2',4',6'-trimethoxyflavone 1235986-71-6 C25H22O6
7-benzyloxy-2',4',6'-trimethoxyflavone
—— 5-Hydroxy-3,8,4'-trimethoxy-flavon 7736-90-5 C18H16O6
5-Hydroxy-3,8,4'-trimethoxy-flavon
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)aminomethyl]chroman-4-one 1610049-93-8 C25H32N2O8
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)aminomethyl]chroman-4-one
—— 116097-15-5 C16H10O13S2*2K
—— (Z)-3-((benzylamino)methylene)-2-o-tolylchroman-4-one 1430097-94-1 C24H21NO2
(Z)-3-((benzylamino)methylene)-2-o-tolylchroman-4-one
—— N-[4-oxo-2-[3-(trifluoromethoxy)phenyl]chromen-8-yl]pyrazine-2-carboxamide 1219444-82-2 C21H12F3N3O4
N-[4-oxo-2-[3-(trifluoromethoxy)phenyl]chromen-8-yl]pyrazine-2-carboxamide
—— 3',4',7-Tri-O-methyliso-orientin 4261-30-7 C24H26O11
3',4',7-Tri-O-methyliso-orientin
—— 1353223-77-4 C23H20O4
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-(4-phenylbutoxy)-4H-chromen-4-one 1201808-09-4 C46H40O6
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-(4-phenylbutoxy)-4H-chromen-4-one
—— 2-(4-Benzyloxy-phenyl)-6-isopropyl-3-methoxy-chromen-4-one 132020-74-7 C26H24O4
2-(4-Benzyloxy-phenyl)-6-isopropyl-3-methoxy-chromen-4-one
—— 3-(p-Methylbenzyliden)-6-nitro-4'-methyl-flavanon 20378-92-1 C24H19NO4
3-(p-Methylbenzyliden)-6-nitro-4'-methyl-flavanon
—— 3-Hydroxy-2-(3-iodo-phenyl)-4-oxo-4H-chromene-6-carboxylic acid 849-47-8 C16H9IO5
3-Hydroxy-2-(3-iodo-phenyl)-4-oxo-4H-chromene-6-carboxylic acid