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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-3,3',4',5'-tetramethoxy-7-tosyloxyflavon 54614-59-4 C26H24O10S
5-Hydroxy-3,3',4',5'-tetramethoxy-7-tosyloxyflavon
—— 5,7-bis(tert-butyldimethylsilyloxy)-2-(4-(tert-butyldimethylsililoxy)phenyl)chroman-4-one 1133352-58-5 C33H54O5Si3
5,7-bis(tert-butyldimethylsilyloxy)-2-(4-(tert-butyldimethylsililoxy)phenyl)chroman-4-one
—— 5-(4-bromophenyl)-2-(4-chlorophenyl)-6-[(E)-3-(4-chlorophenyl)acryloyl]-7-methylchroman-4-one 1365935-24-5 C31H21BrCl2O3
5-(4-bromophenyl)-2-(4-chlorophenyl)-6-[(E)-3-(4-chlorophenyl)acryloyl]-7-methylchroman-4-one
—— 4-[14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,23-trioxahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]-22-yl]morpholine 1268817-12-4 C49H51NO6
4-[14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,23-trioxahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]-22-yl]morpholine
—— 3-(3-methoxy-4-pyrrolidinophenyl)-3-phenyl-3H-naphtho[2,1-b]pyran 834895-47-5 C30H27NO2
3-(3-methoxy-4-pyrrolidinophenyl)-3-phenyl-3H-naphtho[2,1-b]pyran
—— 6-fluoro-2'-chloro-4'-nitroflavone 1388722-80-2 C15H7ClFNO4
6-fluoro-2'-chloro-4'-nitroflavone
—— (R)-7-methoxy-2-(3-methoxyphenyl)-3-nitro-2H-chromene 1162662-53-4 C17H15NO5
(R)-7-methoxy-2-(3-methoxyphenyl)-3-nitro-2H-chromene
—— 6-[(2,4-dinitro-phenylhydrazono)-methyl]-5,7-dihydroxy-8-methyl-2-phenyl-chromen-4-one 115272-41-8 C23H16N4O8
6-[(2,4-dinitro-phenylhydrazono)-methyl]-5,7-dihydroxy-8-methyl-2-phenyl-chromen-4-one
—— 6,8-dichloro-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one 131866-12-1 C16H10Cl2O4
6,8-dichloro-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
—— 1-(N-β-D-galactopyranosyl)-4-[3-O-methylene-(7-methoxy-5,4’-dihydroxy flavonol)]-[1,2,3]-triazole 1469990-11-1 C25H25N3O11
1-(N-β-D-galactopyranosyl)-4-[3-O-methylene-(7-methoxy-5,4’-dihydroxy flavonol)]-[1,2,3]-triazole
—— 2-(3-Chloro-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one 1242983-33-0 C23H24ClNO5
2-(3-Chloro-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one
—— 2,3-bis(4-bromophenyl)naphtho[1,8-bc]pyran 1381988-30-2 C24H14Br2O
2,3-bis(4-bromophenyl)naphtho[1,8-bc]pyran
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea 373632-52-1 C25H24F2N2O5
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea
—— 4-methyl-7-methoxyflavylium chloride 799296-22-3 C17H15O2*Cl
4-methyl-7-methoxyflavylium chloride
—— fisetin-d4 1125595-92-7 C15H10O6
fisetin-d4
—— 3',4'-dibenzyloxy-3-hexaacetylrutinosylflavone 307521-27-3 C53H54O20
3',4'-dibenzyloxy-3-hexaacetylrutinosylflavone
—— 58338-31-1 C22H15NO6S
—— 2-(5-chloro-2-(4-nitrophenyl)-3-tosyl-2,3-dihydrobenzo[d]oxazol-2-yl)acetaldehyde 1432746-98-9 C22H17ClN2O6S
2-(5-chloro-2-(4-nitrophenyl)-3-tosyl-2,3-dihydrobenzo[d]oxazol-2-yl)acetaldehyde
—— 6-bromo-2-(4-methoxyphenyl)-2-methyl-2,3-dihydro-4H-chromen-4-one 1313611-36-7 C17H15BrO3
6-bromo-2-(4-methoxyphenyl)-2-methyl-2,3-dihydro-4H-chromen-4-one
—— 2-[2'-(p-Methylphenyl)-6-chromonyl]propionic acid 60402-12-2 C19H16O4
2-[2'-(p-Methylphenyl)-6-chromonyl]propionic acid
—— 5-[4-(benzyloxy)phenyl]-2-(4-methoxyphenyl)-6-[(E)-3-(4-methoxyphenyl)acryloyl]-7-methylchroman-4-one 1365935-52-9 C40H34O6
5-[4-(benzyloxy)phenyl]-2-(4-methoxyphenyl)-6-[(E)-3-(4-methoxyphenyl)acryloyl]-7-methylchroman-4-one
—— Tambulin-diethylether 58264-76-9 C22H24O7
Tambulin-diethylether
—— 6-Methoxy-4'-carboxy-flavon 14769-20-1 C17H12O5
6-Methoxy-4'-carboxy-flavon
—— 7-Hydroxyflavanon-2,4-dinitrophenylhydrazon 55947-38-1 C21H16N4O6
7-Hydroxyflavanon-2,4-dinitrophenylhydrazon
—— (2S,3aR,4S,9bS)-2-ethyl-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol 787622-58-6 C20H22O3
(2S,3aR,4S,9bS)-2-ethyl-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol
—— 4-[11-Methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethylspiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-22,9'-bicyclo[3.3.1]nonane]-10-yl]morpholine 945424-92-0 C50H53NO5
4-[11-Methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethylspiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-22,9'-bicyclo[3.3.1]nonane]-10-yl]morpholine
—— 6-Chlor-3-nitro-2-m-nitrophenyl-Δ<sup>3</sup>-chromen 57544-25-9 C15H9ClN2O5
6-Chlor-3-nitro-2-m-nitrophenyl-Δ<sup>3</sup>-chromen
—— Santalin-octamethylether 36034-22-7 C38H36O10
Santalin-octamethylether
—— tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,6)-penta-O-methyl-3-O-acetyl-(+)-ampelopsin 117479-80-8 C42H44O15
tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,6)-penta-O-methyl-3-O-acetyl-(+)-ampelopsin
—— (-)-5,7-O-dibutyryl-3',4'-O-dibutyryl-3'',4'',5''-O-tributyrylepicatechin-3-O-gallate 1309248-11-0 C50H60O17
(-)-5,7-O-dibutyryl-3',4'-O-dibutyryl-3'',4'',5''-O-tributyrylepicatechin-3-O-gallate
—— 7-hydroxy-2'-chloro-4'-nitroflavone 1388722-84-6 C15H8ClNO5
7-hydroxy-2'-chloro-4'-nitroflavone
—— 6,8-dibromo-2-(4-nitrophenyl)chromen-4-one 153450-00-1 C15H7Br2NO4
6,8-dibromo-2-(4-nitrophenyl)chromen-4-one
—— [2-(3,4-dihydro-2H-chromen-2-yl)phenyl]methanol 56798-30-2 C16H16O2
[2-(3,4-dihydro-2H-chromen-2-yl)phenyl]methanol
—— 2,3-trans-3-bromo-6-methylflavanone 70873-44-8 C16H13BrO2
2,3-trans-3-bromo-6-methylflavanone
—— 7-Benzyloxy-5,6,8,3',4',5'-hexamethoxyflavon 64929-30-2 C28H28O9
7-Benzyloxy-5,6,8,3',4',5'-hexamethoxyflavon
—— 2-(4-hydroxy-3-nitro-phenyl)-chroman-4-one 107915-63-9 C15H11NO5
2-(4-hydroxy-3-nitro-phenyl)-chroman-4-one
—— 1198053-64-3 C17H11ClO4
—— 7-(benzyloxy)-3-hydroxy-5-methoxy-2-phenyl-4H-chromen-4-one 1112993-06-2 C23H18O5
7-(benzyloxy)-3-hydroxy-5-methoxy-2-phenyl-4H-chromen-4-one
—— (2R,3R:8S,9S,10R)-3,5,9-Trihydroxy-2,10-bis-(3,4-dihydroxyphenyl)-8-(2,4,6-trihydroxyphenyl)-2,3-cis-8,9-cis-9,10-trans-3,4,9,10-tetrahydro-2H,8H-pyrano<2,3-h>chromene 131065-08-2 C30H26O12
(2R,3R:8S,9S,10R)-3,5,9-Trihydroxy-2,10-bis-(3,4-dihydroxyphenyl)-8-(2,4,6-trihydroxyphenyl)-2,3-cis-8,9-cis-9,10-trans-3,4,9,10-tetrahydro-2H,8H-pyrano<2,3-h>chromene
—— 2',4'-bis-β-D-glucopyranosyloxy-6'-hydroxy-4-methoxy-trans-chalcone 6174-88-5 C28H34O15
2',4'-bis-β-D-glucopyranosyloxy-6'-hydroxy-4-methoxy-trans-chalcone
—— 2-(4'-Methylphenyl)-6-cyanomethylchromone 60402-75-7 C18H13NO2
2-(4'-Methylphenyl)-6-cyanomethylchromone
—— 7-Allyloxy-4'-benzyloxy-6-methoxyflavone 92831-85-1 C26H22O5
7-Allyloxy-4'-benzyloxy-6-methoxyflavone
—— Salvitinacetat 89456-46-2 C22H18O9
Salvitinacetat
—— 6,7-Methylendioxy-flav-3-en 63454-02-4 C16H12O3
6,7-Methylendioxy-flav-3-en
—— 2-(3-Bromo-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid 849-45-6 C16H9BrO5
2-(3-Bromo-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid
—— 7-(2-(pyrrolidin-1-yl)ethoxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one hydrochloride 1389320-58-4 C21H21NO6*ClH
7-(2-(pyrrolidin-1-yl)ethoxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one hydrochloride
—— 2-[(4-imidazol-1-yl)-phenyl]-3-hydroxy-6-[(1-iminopropyl-3-methoxy)amino]-4H-1-benzopyran-4-one 1187016-15-4 C22H20N4O4
2-[(4-imidazol-1-yl)-phenyl]-3-hydroxy-6-[(1-iminopropyl-3-methoxy)amino]-4H-1-benzopyran-4-one
—— 6-[4-(2-nitroimidazol-1-ylmethyl)-1,2,3-triazol-1-yl]flavonol 1332713-49-1 C21H14N6O5
6-[4-(2-nitroimidazol-1-ylmethyl)-1,2,3-triazol-1-yl]flavonol
—— 1309477-65-3 C25H18O5
—— 8-C-allyl-4'-benzyloxy-7-hydroxy-6-methoxyflavone 92831-86-2 C26H22O5
8-C-allyl-4'-benzyloxy-7-hydroxy-6-methoxyflavone