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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
—— 4-methoxy-flav-3-ene 33684-61-6 C16H14O2
4-methoxy-flav-3-ene
—— 7,4'-diacetyloxy-5-hydroxy-3,8,3'-trimethoxyflavone 124458-95-3 C22H20O10
7,4'-diacetyloxy-5-hydroxy-3,8,3'-trimethoxyflavone
—— 2-Phenyl-7-methoxycarbonylmethyl-4,5-dioxo-1,6-dioxa-2,3-dihydro-naphthalin 17965-39-8 C17H14O6
2-Phenyl-7-methoxycarbonylmethyl-4,5-dioxo-1,6-dioxa-2,3-dihydro-naphthalin
—— 8-(3-hydroxy-3-methylbut-1-ynyl)-3,3-diphenyl-3H-naphtho[2,1-b]pyran 327163-55-3 C30H24O2
8-(3-hydroxy-3-methylbut-1-ynyl)-3,3-diphenyl-3H-naphtho[2,1-b]pyran
—— 8-Benzoyl-2,5-diphenyl-pyrano[4,3-b]pyran-4,7-dione 114508-04-2 C27H16O5
8-Benzoyl-2,5-diphenyl-pyrano[4,3-b]pyran-4,7-dione
—— 7-Chlor-flavonolacetat 101439-46-7 C17H11ClO4
7-Chlor-flavonolacetat
—— 21,21-Dicyclohexyl-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane] 1398417-12-3 C56H62O4S
21,21-Dicyclohexyl-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]
—— 79180-34-0 C21H22O8
—— 2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-8-(tetra-<i>O</i>-methyl-β-D-glucopyranosyl)-chromen-4-one 56206-64-5 C29H36O11
2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-8-(tetra-<i>O</i>-methyl-β-D-glucopyranosyl)-chromen-4-one
—— 8-amino-2-(4-methoxy-phenyl)-chroman-4-one 113454-26-5 C16H15NO3
8-amino-2-(4-methoxy-phenyl)-chroman-4-one
—— 3',5'-dimethoxy-7,8-benzoflavone 1367707-33-2 C21H16O4
3',5'-dimethoxy-7,8-benzoflavone
—— 8-Methoxy-6-isopropyloxy-3-hydroxy-flavon 95937-55-6 C19H18O5
8-Methoxy-6-isopropyloxy-3-hydroxy-flavon
—— 3',5,7-tribenzyloxy-3-hydroxy-2',4'-dimethoxyflavone 101909-72-2 C38H32O8
3',5,7-tribenzyloxy-3-hydroxy-2',4'-dimethoxyflavone
—— 8-amino-2-(2-(methylsulfonyl)phenyl)-4H-chromen-4-one 1219446-63-5 C16H13NO4S
8-amino-2-(2-(methylsulfonyl)phenyl)-4H-chromen-4-one
—— 3-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]imidazole-4-carboxamide 1219447-13-8 C21H14F3N3O3
3-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]imidazole-4-carboxamide
—— quercetin 7,3',4'-triacetate 959833-93-3 C21H16O10
quercetin 7,3',4'-triacetate
—— 1,4-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4-dioxabutane 916330-68-2 C50H42O12
1,4-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4-dioxabutane
—— exo-7,14-cis-14-bromo-6,7-diphenyl-13,13a-dihydro-7H-7,13-methano<1>benzopyrano<3,4-c><1>benzoxepin 95082-61-4 C30H21BrO2
exo-7,14-cis-14-bromo-6,7-diphenyl-13,13a-dihydro-7H-7,13-methano<1>benzopyrano<3,4-c><1>benzoxepin
—— 5-hydroxy-6-nitro-2-phenyl-chroman-4-one 107915-64-0 C15H11NO5
5-hydroxy-6-nitro-2-phenyl-chroman-4-one
—— 3',4',5-Trimethoxyflavanon 93878-62-7 C18H18O5
3',4',5-Trimethoxyflavanon
—— 2-Phenyl-2H-chromene-4-carboxylic acid 143287-93-8 C16H12O3
2-Phenyl-2H-chromene-4-carboxylic acid
—— [(2R,3R,4S,5R,6S)-6-[7-[tert-butyl(dimethyl)silyl]oxy-5-hydroxy-4-oxo-2-(4-phenylmethoxyphenyl)chromen-3-yl]oxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl acetate 950682-32-3 C57H60O12Si
[(2R,3R,4S,5R,6S)-6-[7-[tert-butyl(dimethyl)silyl]oxy-5-hydroxy-4-oxo-2-(4-phenylmethoxyphenyl)chromen-3-yl]oxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl acetate
—— 2-(2-(4-methoxyphenyl)-3-tosyl-2,3-dihydrobenzo[d]oxazol-2-yl)acetaldehyde 1432746-88-7 C23H21NO5S
2-(2-(4-methoxyphenyl)-3-tosyl-2,3-dihydrobenzo[d]oxazol-2-yl)acetaldehyde
—— 69987-94-6 C37H32O10
—— 2-(2,3-dimethoxy-phenyl)-5,7-dihydroxy-3-methoxy-chromen-4-one 132594-10-6 C18H16O7
2-(2,3-dimethoxy-phenyl)-5,7-dihydroxy-3-methoxy-chromen-4-one
—— 2-(2,4-Dimethoxyphenyl)-2-methyl-1,3-benzodioxan-4-on 56076-56-3 C17H16O5
2-(2,4-Dimethoxyphenyl)-2-methyl-1,3-benzodioxan-4-on
—— 2-(3,4-dimethoxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one 1096657-41-8 C23H24O10
2-(3,4-dimethoxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 6-chloro-3-(4-fluorophenylselenyl)-2-phenyl-4H-chromen-4-one 1332698-15-3 C21H12ClFO2Se
6-chloro-3-(4-fluorophenylselenyl)-2-phenyl-4H-chromen-4-one
—— 1,19-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane 916330-85-3 C46H50O17
1,19-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane
—— 3-Hydroxy-6-methoxyflavone 3-glucuronide 1242087-46-2 C22H20O10
3-Hydroxy-6-methoxyflavone 3-glucuronide
—— 2-(1,3-diphenyl-1<i>H</i>-pyrazol-4-yl)-3-hydroxy-7-methyl-chromen-4-one 56642-63-8 C25H18N2O3
2-(1,3-diphenyl-1<i>H</i>-pyrazol-4-yl)-3-hydroxy-7-methyl-chromen-4-one
—— 4'-methoxy-4β-p-methylphenoxyflavan 89839-95-2 C23H22O3
4'-methoxy-4β-p-methylphenoxyflavan
—— 1,13-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13-pentaoxatridecane 916330-72-8 C56H54O15
1,13-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13-pentaoxatridecane
—— 3',5',7'-triacetoxy-2-(4-acetoxy-phenyl)-2'-(3,4-diacetoxy-phenyl)-8-methoxy-3-methyl-3',4'-dihydro-4<i>H</i>,2'<i>H</i>-[4,8']bichromenyl 15097-39-9 C44H40O15
3',5',7'-triacetoxy-2-(4-acetoxy-phenyl)-2'-(3,4-diacetoxy-phenyl)-8-methoxy-3-methyl-3',4'-dihydro-4<i>H</i>,2'<i>H</i>-[4,8']bichromenyl
—— 3-Benzyloxy-7,3',4'-trimethoxy-flavon 987-58-6 C25H22O6
3-Benzyloxy-7,3',4'-trimethoxy-flavon
—— 6,8-dichloro-3-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-chromen-4-one 101081-72-5 C16H10Cl2O5
6,8-dichloro-3-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-chromen-4-one
—— 2-benzo[1,3]dioxol-5-yl-6-methyl-8-nitro-chromen-4-one 93329-07-8 C17H11NO6
2-benzo[1,3]dioxol-5-yl-6-methyl-8-nitro-chromen-4-one
—— 1156495-14-5 C46H37NO9
—— 2-(4-Fluoro-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid 58540-03-7 C16H9FO5
2-(4-Fluoro-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid
—— 1572439-14-5 C46H56N8O12
—— 7-hydroxy-6-nitro-2-phenyl-chroman-4-one 107915-67-3 C15H11NO5
7-hydroxy-6-nitro-2-phenyl-chroman-4-one
—— 5-Benzoyloxy-8-jod-4',7-dibenzyloxy-flavon 96710-14-4 C36H25IO6
5-Benzoyloxy-8-jod-4',7-dibenzyloxy-flavon
—— 5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-3-(tri-<i>O</i>-acetyl-α-L-arabinofuranosyloxy)-chromen-4-one 73731-94-9 C34H32O18
5,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-3-(tri-<i>O</i>-acetyl-α-L-arabinofuranosyloxy)-chromen-4-one
—— 2-[(4-benzyloxy)-phenyl]-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-30-3 C24H20N2O4*ClH
2-[(4-benzyloxy)-phenyl]-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 3,3'-Diacetoxy-6-benzoyl-8-methyl-flavon 96868-97-2 C27H20O7
3,3'-Diacetoxy-6-benzoyl-8-methyl-flavon
—— Bis-<7.3'.4'-trimethoxy-flavenyliden-(4)> 25431-25-8 C36H32O8
Bis-<7.3'.4'-trimethoxy-flavenyliden-(4)>
—— (+/-)-6-Acetamino-2-phenyl-chromanon-(4) 6608-02-2 C17H15NO3
(+/-)-6-Acetamino-2-phenyl-chromanon-(4)
—— 7-hydroxy-5-methyl-2,4-diphenyl-chromenylium; chloride 110073-22-8 C22H17O2*Cl
7-hydroxy-5-methyl-2,4-diphenyl-chromenylium; chloride
—— 3-(carbethoxymethyl)-4',7-dimethoxyflavone 80907-21-7 C21H20O6
3-(carbethoxymethyl)-4',7-dimethoxyflavone
—— 6-carboxy-2'-(2-hydroxy-propoxy)-flavone 57009-23-1 C19H16O6
6-carboxy-2'-(2-hydroxy-propoxy)-flavone