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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
—— 6-methyl-2-phenyl-2H-chromene 73047-43-5 C16H14O
6-methyl-2-phenyl-2H-chromene
—— 2-(3,4-Dihydroxy-phenyl)-5,7,8-trimethoxy-3-tetradecyl-chromen-4-one 134081-29-1 C32H44O7
2-(3,4-Dihydroxy-phenyl)-5,7,8-trimethoxy-3-tetradecyl-chromen-4-one
—— 2-(4-Hydroxyphenyl)-3-methoxy-7-methyl-4H-1-benzopyran-4-one 111391-88-9 C17H14O4
2-(4-Hydroxyphenyl)-3-methoxy-7-methyl-4H-1-benzopyran-4-one
—— 2-(2-chloro-5-hexylaminophenyl)-6-methyl-chromen-4-one 920286-87-9 C22H24ClNO2
2-(2-chloro-5-hexylaminophenyl)-6-methyl-chromen-4-one
—— UCCF 297 71601-17-7 C19H11BrO2
UCCF 297
—— 2-(5-bromo-2-chloro-phenyl)-6-methyl-chromen-4-one 127767-42-4 C16H10BrClO2
2-(5-bromo-2-chloro-phenyl)-6-methyl-chromen-4-one
—— 5,7-dimethoxy-2'-nitroflavone 63487-12-7 C17H13NO6
5,7-dimethoxy-2'-nitroflavone
—— 5,7-dimethoxy-2'-hydroxyflavone 4398-31-6 C17H14O5
5,7-dimethoxy-2'-hydroxyflavone
—— 2-(3-hexylamino-phenyl)-chromen-4-one 920286-97-1 C21H23NO2
2-(3-hexylamino-phenyl)-chromen-4-one
—— 2-(4-chlorophenyl)-6-hexylamino-chromen-4-one 920286-85-7 C21H22ClNO2
2-(4-chlorophenyl)-6-hexylamino-chromen-4-one
—— (E)-1-[2-Hydroxy-4,6-bis-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(4-hydroxy-phenyl)-propenone 6198-23-8 C27H32O15
(E)-1-[2-Hydroxy-4,6-bis-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(4-hydroxy-phenyl)-propenone
—— (1S,13R,21S)-21-hydroxy-6,9,17,19-tetramethoxy-5,13-bis(4-methoxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,5,8,10,15(20),16,18-heptaen-7-one 82001-41-0 C36H32O11
(1S,13R,21S)-21-hydroxy-6,9,17,19-tetramethoxy-5,13-bis(4-methoxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,5,8,10,15(20),16,18-heptaen-7-one
—— 8-n-propyl-5,7,4'-tris(methoxymethoxy)flavanone 916917-18-5 C24H30O8
8-n-propyl-5,7,4'-tris(methoxymethoxy)flavanone
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-methylphenylacetyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one 1262615-42-8 C69H60O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-methylphenylacetyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one
—— 2-(4-hexylamino-phenyl)-chromen-4-one 920286-96-0 C21H23NO2
2-(4-hexylamino-phenyl)-chromen-4-one
—— 6-Chloro-2-(4-methoxy-phenyl)-7-methyl-chromen-4-one 88952-86-7 C17H13ClO3
6-Chloro-2-(4-methoxy-phenyl)-7-methyl-chromen-4-one
—— Cyanidin-3-O-(6''-malonylglucoside) chloride 94977-38-5 C24H23ClO14
Cyanidin-3-O-(6''-malonylglucoside) chloride
—— hinokiflavone pentaacetate 19825-55-9 C40H28O15
hinokiflavone pentaacetate
—— 8-methylluteolin 211749-01-8 C16H12O6
8-methylluteolin
—— 5,7-Dihydroxy-2-(3,4-dimethoxyphenyl)-6-methyl-4H-1-benzopyran-4-one 79339-20-1 C18H16O6
5,7-Dihydroxy-2-(3,4-dimethoxyphenyl)-6-methyl-4H-1-benzopyran-4-one
—— (+)-6a,12a-trans-6a,7-trans-peltogynol 14894-93-0 C16H14O6
(+)-6a,12a-trans-6a,7-trans-peltogynol
—— 2-(3,4-dimethoxy-phenyl)-3,5,7-trimethoxy-chroman-4-one 6563-40-2 C20H22O7
2-(3,4-dimethoxy-phenyl)-3,5,7-trimethoxy-chroman-4-one
—— cis-3.5.7.3'.4'-Pentamethoxyflavanon 6563-40-2 C20H22O7
cis-3.5.7.3'.4'-Pentamethoxyflavanon
—— (+)-peltogynane-(4β,6)-(+)-epifisetinidol 127644-64-8 C31H26O10
(+)-peltogynane-(4β,6)-(+)-epifisetinidol
—— (+)-4',5',7-tri-O-methyl-2,3-trans-3,4-trans-peltogynol 16877-49-9 C19H20O6
(+)-4',5',7-tri-O-methyl-2,3-trans-3,4-trans-peltogynol
—— (+)-4',5',7-tri-O-methyl-2,3-trans-3,4-cis-peltogynol 16877-51-3 C19H20O6
(+)-4',5',7-tri-O-methyl-2,3-trans-3,4-cis-peltogynol
—— (+/-)-trimethylpeltogynol —— C19H20O6
(+/-)-trimethylpeltogynol
—— trans-3,5,7,3',4'-Pentamethoxy-flavanon 6563-40-2 C20H22O7
trans-3,5,7,3',4'-Pentamethoxy-flavanon
—— (+)-peltogynane-(4β,6)-(-)-fisetinidol 127612-80-0 C31H26O10
(+)-peltogynane-(4β,6)-(-)-fisetinidol
—— cis-3,5,7,3',4'-Pentamethoxy-flavanon 6563-40-2 C20H22O7
cis-3,5,7,3',4'-Pentamethoxy-flavanon
—— (+)-6a,12a-trans-6a,7-cis-peltogynol 14894-93-0 C16H14O6
(+)-6a,12a-trans-6a,7-cis-peltogynol
—— [(2S,3S)-6-[(2R,3S,4R)-3-acetyloxy-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-3-yl] acetate 78139-50-1 C40H42O12
[(2S,3S)-6-[(2R,3S,4R)-3-acetyloxy-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-7-methoxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— 7-acetylamino-2-phenyl-chroman-4-one 99111-02-1 C17H15NO3
7-acetylamino-2-phenyl-chroman-4-one
—— 7-N,N-dimethylamino-flavanone 98769-94-9 C17H17NO2
7-N,N-dimethylamino-flavanone
—— 2-Phenyl-4-oxo-chroman-6-carbonsaeure 98769-89-2 C16H12O4
2-Phenyl-4-oxo-chroman-6-carbonsaeure
—— N,N-dimethyl-2-[4-(3-phenyl-2H-chromen-2-yl)phenoxy]ethanamine 130406-74-5 C25H25NO2
N,N-dimethyl-2-[4-(3-phenyl-2H-chromen-2-yl)phenoxy]ethanamine
—— 3-N,N-dimethylaminomethylidene-4'-hydroxy-flavanone 99111-04-3 C18H17NO3
3-N,N-dimethylaminomethylidene-4'-hydroxy-flavanone
—— 4-flavanthione 4431-44-1 C15H12OS
4-flavanthione
—— 3-N,N-dimethylaminomethylidene-7-fluoro-flavanone 99111-03-2 C18H16FNO2
3-N,N-dimethylaminomethylidene-7-fluoro-flavanone
—— 6-N,N-dimethylamino-flavanone 99110-96-0 C17H17NO2
6-N,N-dimethylamino-flavanone
—— 3',4'-di-O-methyl-(-)-epicatechin 97914-17-5 C17H18O6
3',4'-di-O-methyl-(-)-epicatechin
—— Methyl 2-(4-amino-3,5-dimethylphenyl)-6-tert-butyl-4-phenylchromene-2-carboxylate 1300606-35-2 C29H31NO3
Methyl 2-(4-amino-3,5-dimethylphenyl)-6-tert-butyl-4-phenylchromene-2-carboxylate
—— 4-chloro-3-cyano-flav-3-ene 99943-56-3 C16H10ClNO
4-chloro-3-cyano-flav-3-ene
—— (+/-)-fustin 7,3',4'-trimethyl ether —— C18H18O6
(+/-)-fustin 7,3',4'-trimethyl ether
—— (+/-)-3',4',7-Trimethoxy-2,3-cis-flavan-3,4-cis-diol 1166-04-7 C18H20O6
(+/-)-3',4',7-Trimethoxy-2,3-cis-flavan-3,4-cis-diol
—— kaempferol-3-O-(2-O-acetyl-alpha-L-rhamnopyranoside) 135618-15-4 C23H22O11
kaempferol-3-O-(2-O-acetyl-alpha-L-rhamnopyranoside)
—— (2R,3R,4R)-3',4',7-trihydroxyflavan-3,4-diol 1036-54-0 C15H14O6
(2R,3R,4R)-3',4',7-trihydroxyflavan-3,4-diol
—— (2R,3R,4R)-3,3',4',7-tetrahydroxyflavan-(4β->8)-epicatechin 123166-50-7 C30H26O11
(2R,3R,4R)-3,3',4',7-tetrahydroxyflavan-(4β->8)-epicatechin
—— Fisetinidol-4β-ol 967-30-6 C15H14O6
Fisetinidol-4β-ol
—— (+)-3',4',7-Trihydroxy-2,3-cis-flavan-3,4-cis-diol 967-28-2 C15H14O6
(+)-3',4',7-Trihydroxy-2,3-cis-flavan-3,4-cis-diol