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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
—— 1131849-87-0 C35H60O11S2Si3
—— 2,3-trans-Flavan-3,4-cis-diol-isopropyliden 1036-02-8 C18H18O3
2,3-trans-Flavan-3,4-cis-diol-isopropyliden
—— 4'-β-D-Glucopyranosyloxy-3'-hydroxy-5,7-dimethoxy-flavanon 27960-52-7 C23H26O11
4'-β-D-Glucopyranosyloxy-3'-hydroxy-5,7-dimethoxy-flavanon
—— trans-4-bromoflavan 58253-89-7 C15H13BrO
trans-4-bromoflavan
—— 2',7-Dichlorflavon 36774-77-3 C15H8Cl2O2
2',7-Dichlorflavon
—— 3-(ethylthio)flavone 113094-07-8 C17H14O2S
3-(ethylthio)flavone
—— 9-Hydroxy-8-(4'-methoxyphenyl)-5-methoxy-2,2-dimethyl-3,4-dihydro-2H,10H-benzo<1,2-b:3,4-b'>dipyran-10-one 88055-39-4 C22H22O6
9-Hydroxy-8-(4'-methoxyphenyl)-5-methoxy-2,2-dimethyl-3,4-dihydro-2H,10H-benzo<1,2-b:3,4-b'>dipyran-10-one
—— 2-phenyl-3-(p-tolylselanyl)-4H-chromen-4-one 1332697-96-7 C22H16O2Se
2-phenyl-3-(p-tolylselanyl)-4H-chromen-4-one
—— Chaplashindimethylether 41093-69-0 C28H32O7
Chaplashindimethylether
—— 1417564-37-4 C18H16O4
—— 6,7-Dibromo-flavanon 40590-95-2 C15H10Br2O2
6,7-Dibromo-flavanon
—— N-[2-(2,4-Dichloro-phenyl)-3-methoxy-4-oxo-4H-chromen-7-yl]-acetamide 27500-32-9 C18H13Cl2NO4
N-[2-(2,4-Dichloro-phenyl)-3-methoxy-4-oxo-4H-chromen-7-yl]-acetamide
—— exo-6,6a-trans-6-methoxy-6,7-bis(p-methoxyphenyl)-6a,7,13,13a-tetrahydro-6H-7,13-methano<1>benzopyrano<3,4-c><1>benzoxepin 95082-58-9 C33H30O5
exo-6,6a-trans-6-methoxy-6,7-bis(p-methoxyphenyl)-6a,7,13,13a-tetrahydro-6H-7,13-methano<1>benzopyrano<3,4-c><1>benzoxepin
—— 5-Hydroxy-4'-methoxy-3,3',7-triacetoxyflavon 37077-72-8 C22H18O10
5-Hydroxy-4'-methoxy-3,3',7-triacetoxyflavon
—— 2-(4-chlorophenyl)-3-chloroflavone 71993-34-5 C15H8Cl2O2
2-(4-chlorophenyl)-3-chloroflavone
—— 13-(4-bromo-phenyl)-1-phenyl-(12at)-12,12a-dihydro-7H-6ar,12c-oxaazaethano-naphthaceno[1,12-bc]furan-6-one 32906-58-4 C31H20BrNO3
13-(4-bromo-phenyl)-1-phenyl-(12at)-12,12a-dihydro-7H-6ar,12c-oxaazaethano-naphthaceno[1,12-bc]furan-6-one
—— (2S,3R,4S,5R)-2-((7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1096657-15-6 C28H28O12
(2S,3R,4S,5R)-2-((7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— (2R,3R,4S,5S,6R)-3,4,5-Triacetoxy-6-[5,7-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 30747-07-0 C34H32O18
(2R,3R,4S,5S,6R)-3,4,5-Triacetoxy-6-[5,7-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
—— (2R,3aR,4S,9bS)-2-fluoro-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol 787621-99-2 C18H17FO3
(2R,3aR,4S,9bS)-2-fluoro-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol
—— 2-(2,5-dihydroxy-phenyl)-3,7-dimethoxy-chromen-4-one 743423-56-5 C17H14O6
2-(2,5-dihydroxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— 4-acetoxy-3-benzyl-5-phenyl-5H-pyrano[3,2-c]chromen-2-one 114695-00-0 C27H20O5
4-acetoxy-3-benzyl-5-phenyl-5H-pyrano[3,2-c]chromen-2-one
—— 3-(2-Hydroxy-benzyl)-2-phenyl-chroman-4-ol 74599-75-0 C22H20O3
3-(2-Hydroxy-benzyl)-2-phenyl-chroman-4-ol
—— (2S,3S,4R,5R,6S)-5-(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl bis(dimethylcarbamate) 1374854-20-2 C55H54N2O12
(2S,3S,4R,5R,6S)-5-(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl bis(dimethylcarbamate)
—— 7,4'-Dimethoxy-6-phenylflavon 37042-29-8 C23H18O4
7,4'-Dimethoxy-6-phenylflavon
—— 2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3-trifluoromethylphenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239069-20-6 C27H24F3NO3
2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3-trifluoromethylphenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 6,8-Dideutero-2,2-diphenylchroman 29210-54-6 C21H18O
6,8-Dideutero-2,2-diphenylchroman
—— 3',5'-Dichlor-5,7-diacetoxy-3,4'-dimethoxyflavon 24526-99-6 C21H16Cl2O8
3',5'-Dichlor-5,7-diacetoxy-3,4'-dimethoxyflavon
—— 2-(2-chlorophenyl)-7-methylpyrano<4,3-b>pyran-4(H), 5(H)-dione 120421-96-7 C15H9ClO4
2-(2-chlorophenyl)-7-methylpyrano<4,3-b>pyran-4(H), 5(H)-dione
—— (2S,3R)-3-Chloro-3-nitro-2-(2-nitro-phenyl)-chroman-4-one 143468-35-3 C15H9ClN2O6
(2S,3R)-3-Chloro-3-nitro-2-(2-nitro-phenyl)-chroman-4-one
—— butyl 2-(2-bromo-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate 1609940-39-7 C22H19BrO5
butyl 2-(2-bromo-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate
—— 1107692-69-2 C21H16N2O5
—— 3,4-dihydro-7-hydroxy-6-(4'-methoxycinnamoyl)-8-methyl-2-phenyl-2H-1-benzopyran 112776-95-1 C26H24O4
3,4-dihydro-7-hydroxy-6-(4'-methoxycinnamoyl)-8-methyl-2-phenyl-2H-1-benzopyran
—— 6,7-diacetoxy-3',4',5'-trimethoxyflavone 79492-64-1 C22H20O9
6,7-diacetoxy-3',4',5'-trimethoxyflavone
—— 5,7-dimethoxy-8-(pyridin-4-yl)flavone 1304546-65-3 C22H17NO4
5,7-dimethoxy-8-(pyridin-4-yl)flavone
—— 3-methoxy-4-oxo-2-phenyl-4H-furo[2,3-h]chromene-8-carboxylic acid ethyl ester 113163-68-1 C21H16O6
3-methoxy-4-oxo-2-phenyl-4H-furo[2,3-h]chromene-8-carboxylic acid ethyl ester
—— 6,8-Dichloro-3-hydroxymethyl-3-methylflavanone 110863-95-1 C17H14Cl2O3
6,8-Dichloro-3-hydroxymethyl-3-methylflavanone
—— (2S)-5,7,5'-trihydroxyflavanone 2'-O-β-D-6-O-acetylglucopyranosyl-(1->3)-α-L-2-O-acetylrhamnopyranoside 917563-37-2 C31H36O17
(2S)-5,7,5'-trihydroxyflavanone 2'-O-β-D-6-O-acetylglucopyranosyl-(1->3)-α-L-2-O-acetylrhamnopyranoside
—— 3-(4-methoxyphenyl)-3-(4-(2-hydroxyethoxy)phenyl)-6-morpholino-11-fluoro-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran 1360882-69-4 C41H38FNO5
3-(4-methoxyphenyl)-3-(4-(2-hydroxyethoxy)phenyl)-6-morpholino-11-fluoro-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran
—— 1312298-11-5 C51H44O7
—— (5-hydroxy-2-[3-hydroxy-4-methoxy-2-(isobut-2-en-1-yl)phenyl]-6,8-bis(isobut-2-en-1-yl)-4-oxo-4H-chromen-7-yl)-β-D-glucuronic acid 1188911-02-5 C34H38O12
(5-hydroxy-2-[3-hydroxy-4-methoxy-2-(isobut-2-en-1-yl)phenyl]-6,8-bis(isobut-2-en-1-yl)-4-oxo-4H-chromen-7-yl)-β-D-glucuronic acid
—— 2,8-bis(4-nitrophenyl)-4H,6H-pyrano[3,2-g]chromene-4,6-dione 1609404-71-8 C24H12N2O8
2,8-bis(4-nitrophenyl)-4H,6H-pyrano[3,2-g]chromene-4,6-dione
—— 1,3-Bis-(3-methoxyphenyl)-3H-naphtho-<2.1-b>pyran 29518-06-7 C27H22O3
1,3-Bis-(3-methoxyphenyl)-3H-naphtho-<2.1-b>pyran
—— 4-imino-3-(methoxycarbonylamino)-6-methyl-5-phenyl-4,5-dihydro-3H-chromeno[2,3-d]pyrimidin-8-yl acetate 1314875-59-6 C22H20N4O5
4-imino-3-(methoxycarbonylamino)-6-methyl-5-phenyl-4,5-dihydro-3H-chromeno[2,3-d]pyrimidin-8-yl acetate
—— 2,3-cis-Flavan-3,4-cis-diol 1086-73-3 C15H14O3
2,3-cis-Flavan-3,4-cis-diol
—— 1-Methyl-9aH-10-oxa-benzo[a]azulen-2-ol 33089-58-6 C14H12O2
1-Methyl-9aH-10-oxa-benzo[a]azulen-2-ol
—— 7-Chloro-2-phenyl-chroman-4-one oxime 37884-23-4 C15H12ClNO2
7-Chloro-2-phenyl-chroman-4-one oxime
—— 5,7-dihydroxy-2-phenyl-6-[ (2S,3R,4R,5S,6R)-tetrahydro-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)-2H-pyran-2-yl]-4H-chromen-4-one 1488426-52-3 C27H30O13
5,7-dihydroxy-2-phenyl-6-[ (2S,3R,4R,5S,6R)-tetrahydro-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)-2H-pyran-2-yl]-4H-chromen-4-one
—— 2-(2-Methoxyphenyl)-7-acetamino-3-hydroxy-flavon 27500-15-8 C18H15NO5
2-(2-Methoxyphenyl)-7-acetamino-3-hydroxy-flavon
—— Chrysin-7-β-D-rutinosid-heptaacetat 35775-53-2 C41H44O20
Chrysin-7-β-D-rutinosid-heptaacetat
—— (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((7-(benzyloxy)-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1096657-24-7 C37H36O14
(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((7-(benzyloxy)-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate