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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
—— 7-O-Benzoylmethyl-3'-O-cyclopentyldiosmetin 205524-01-2 C29H26O7
7-O-Benzoylmethyl-3'-O-cyclopentyldiosmetin
—— methyl 6-chloro-4-hydroxy-2-(p-tolyl)-2H-chromene-3-carboxylate 1417564-54-5 C18H15ClO4
methyl 6-chloro-4-hydroxy-2-(p-tolyl)-2H-chromene-3-carboxylate
—— rac-2-(3,4-dibromophenyl)-2H-chromene-3-carboxylic acid 1204754-93-7 C16H10Br2O3
rac-2-(3,4-dibromophenyl)-2H-chromene-3-carboxylic acid
—— 3,5-dihydroxy-6,7-dimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)chromen-4-one 124910-05-0 C25H22O8
3,5-dihydroxy-6,7-dimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)chromen-4-one
—— (3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-acetic acid 109697-06-5 C18H14O5
(3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-acetic acid
—— 6,8-dichloro-3-methyl-2-phenyl-4H-chromen-4-one 1403357-11-8 C16H10Cl2O2
6,8-dichloro-3-methyl-2-phenyl-4H-chromen-4-one
—— 2,6-dimethyl-2-phenyl-2H-chromene 1397746-28-9 C17H16O
2,6-dimethyl-2-phenyl-2H-chromene
—— 2-[4-(N-Acetyl-N-isopropyl)amino]phenyl-5-(N-pivaloyl)amino-4H-benzopyran-4-one 130599-60-9 C25H28N2O4
2-[4-(N-Acetyl-N-isopropyl)amino]phenyl-5-(N-pivaloyl)amino-4H-benzopyran-4-one
—— S-5-{4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta [1,2-a]naphthalene-2,8-diol 1157856-77-3 C30H32N2O5
S-5-{4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta [1,2-a]naphthalene-2,8-diol
—— 2-(1-(4-amino-3-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one 1408085-95-9 C26H22F2N6O2
2-(1-(4-amino-3-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one
—— 5,7-dimethoxy-4'-tert-butylflavone 1620060-03-8 C21H22O4
5,7-dimethoxy-4'-tert-butylflavone
—— 3-(4-oxo-2-phenyl-4H-1-benzopyran.8.yl)-2-propenoic acid 87626-86-6 C18H12O4
3-(4-oxo-2-phenyl-4H-1-benzopyran.8.yl)-2-propenoic acid
—— 3-iodo-2-phenyl-6-trifluoromethoxy-chromen-4-one 1279088-05-9 C16H8F3IO3
3-iodo-2-phenyl-6-trifluoromethoxy-chromen-4-one
—— (2S,3R)-3-Chloro-2-(3-chloro-phenyl)-3-nitro-chroman-4-one 143468-33-1 C15H9Cl2NO4
(2S,3R)-3-Chloro-2-(3-chloro-phenyl)-3-nitro-chroman-4-one
—— 7-carboxymethyloxy-6-n-pentyloxy flavone 203191-15-5 C22H22O6
7-carboxymethyloxy-6-n-pentyloxy flavone
—— 2'-Methoxy-5'-carbomethoxy-flavon 63070-97-3 C18H14O5
2'-Methoxy-5'-carbomethoxy-flavon
—— 2-(2-(4-chlorophenyl)-6-methylchroman-4-ylidene)hydrazine-1-carboxamide 1266399-49-8 C17H16ClN3O2
2-(2-(4-chlorophenyl)-6-methylchroman-4-ylidene)hydrazine-1-carboxamide
—— 5-n-butyloxy-7-carboxymethyloxy-3',4'-dimethoxy flavone 203191-32-6 C23H24O8
5-n-butyloxy-7-carboxymethyloxy-3',4'-dimethoxy flavone
—— 5,7,8-triacetoxy-2-(4-acetoxy-phenyl)-chroman-4-one 69455-98-7 C23H20O10
5,7,8-triacetoxy-2-(4-acetoxy-phenyl)-chroman-4-one
—— 4'-Methoxy-6-methyl-flavan-3-ol 75161-59-0 C17H18O3
4'-Methoxy-6-methyl-flavan-3-ol
—— 4'-acetoxy-6-C-(tri-O-acetyl-α-L-arabinopyranosyl)-5,7-dihydroxyflavan 1253227-77-8 C28H30O12
4'-acetoxy-6-C-(tri-O-acetyl-α-L-arabinopyranosyl)-5,7-dihydroxyflavan
—— 3-Amino-4',7-dimethoxy-flavon 72271-96-6 C17H15NO4
3-Amino-4',7-dimethoxy-flavon
—— Acetic acid (2R,3R,10R)-3-acetoxy-2,10-bis-(3,4-diacetoxy-phenyl)-8-oxo-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromen-5-yl ester 85022-72-6 C36H32O15
Acetic acid (2R,3R,10R)-3-acetoxy-2,10-bis-(3,4-diacetoxy-phenyl)-8-oxo-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromen-5-yl ester
—— isoorientin-3'-O-glucoside 53098-95-6 C27H30O16
isoorientin-3'-O-glucoside
—— (19S)-19-[4-(2-piperidin-1-ylethoxy)phenyl]-8,18-dioxatetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2,4,6,12(17),13,15-heptaen-15-ol 1157856-94-4 C30H31NO4
(19S)-19-[4-(2-piperidin-1-ylethoxy)phenyl]-8,18-dioxatetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2,4,6,12(17),13,15-heptaen-15-ol
—— 8-bromo-3-iodo-2-phenyl-chromen-4-one 1279088-76-4 C15H8BrIO2
8-bromo-3-iodo-2-phenyl-chromen-4-one
—— 2-methyl-5-((2R,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid 1451732-18-5 C30H29NO3
2-methyl-5-((2R,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid
—— 2(4-(3-dimethylaminopropyl)methylaminophenyl)-2-phenyl-5-methoxycarbonyl-6-methyl-9-methoxy-2H-naphtho[1,2-b]pyran 277758-57-3 C35H38N2O4
2(4-(3-dimethylaminopropyl)methylaminophenyl)-2-phenyl-5-methoxycarbonyl-6-methyl-9-methoxy-2H-naphtho[1,2-b]pyran
—— mono-4'-O-(β-hydroxyethyl)quercetin 50846-11-2 C17H14O8
mono-4'-O-(β-hydroxyethyl)quercetin
—— 5S-(-)-[4-(2-azepan-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 1157856-53-5 C31H33NO4
5S-(-)-[4-(2-azepan-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
—— 2-(4-Chloro-phenyl)-5-methoxy-3-nitro-chromen-4-one 143468-24-0 C16H10ClNO5
2-(4-Chloro-phenyl)-5-methoxy-3-nitro-chromen-4-one
—— 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-3-one 133196-83-5 C15H12O5
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-3-one
—— 2-(3-benzyloxyphenyl)chroman-6-ol 728935-09-9 C22H20O3
2-(3-benzyloxyphenyl)chroman-6-ol
—— 2-ethoxy-3-ethyl-2-phenyl-2<i>H</i>-chromene 14161-93-4 C19H20O2
2-ethoxy-3-ethyl-2-phenyl-2<i>H</i>-chromene
—— 7-acetoxy-5-(α,α-dimethylallyl)flavanone 82416-19-1 C22H22O4
7-acetoxy-5-(α,α-dimethylallyl)flavanone
—— (1-methoxy-6-(5-bromothien-2-yl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea 373631-38-0 C21H19BrN2O3S
(1-methoxy-6-(5-bromothien-2-yl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea
—— 7-(4-nitro-phenyl)-2-phenyl-7,8-dihydro-pyrano[4,3-<i>b</i>]pyridin-5-one 111797-48-9 C20H14N2O4
7-(4-nitro-phenyl)-2-phenyl-7,8-dihydro-pyrano[4,3-<i>b</i>]pyridin-5-one
—— 2-(3-chloro-4-fluorophenyl)chroman-4,6-diol 728934-39-2 C15H12ClFO3
2-(3-chloro-4-fluorophenyl)chroman-4,6-diol
—— 6-ethoxy-7-hydroxy-3',4',5-trimethoxy flavone 203190-92-5 C20H20O7
6-ethoxy-7-hydroxy-3',4',5-trimethoxy flavone
—— 3-methyl-2-phenyl-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chromen-4-one 125614-45-1 C30H30O12
3-methyl-2-phenyl-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chromen-4-one
—— 5,7-diacetoxy-2-(3,4,5-triacetoxy-phenyl)-chromen-4-one 86918-84-5 C25H20O12
5,7-diacetoxy-2-(3,4,5-triacetoxy-phenyl)-chromen-4-one
—— 7-(3,4-Methylendioxy-phenyl)-6,9-dimethoxy-5-oxo-2,3-dihydro-5H-furo<3,2-g><1>benzopyran 16023-93-1 C20H16O7
7-(3,4-Methylendioxy-phenyl)-6,9-dimethoxy-5-oxo-2,3-dihydro-5H-furo<3,2-g><1>benzopyran
—— (S)-methyl 3-(3-acetyl-6-oxo-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-1,4,5,6-tetrahydro-1,2,4-triazin-5-yl)propanoate 1402841-96-6 C24H21N3O6
(S)-methyl 3-(3-acetyl-6-oxo-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-1,4,5,6-tetrahydro-1,2,4-triazin-5-yl)propanoate
—— 2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-3-hydroxy-7,8-dimethoxy-chromen-4-one 111796-19-1 C21H22O9
2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-3-hydroxy-7,8-dimethoxy-chromen-4-one
—— 2-(4-Methoxy-phenyl)-4-methyl-2H-chromene-2,7-diol 83616-06-2 C17H16O4
2-(4-Methoxy-phenyl)-4-methyl-2H-chromene-2,7-diol
—— 6-Chloro-2-(3,4-dimethoxyphenyl)-3-methyl-2,3-dihydrochromen-4-one 1403356-75-1 C18H17ClO4
6-Chloro-2-(3,4-dimethoxyphenyl)-3-methyl-2,3-dihydrochromen-4-one
—— 2-[3-(pyridin-2-yloxy)phenyl]chroman-4,6-diol 728935-07-7 C20H17NO4
2-[3-(pyridin-2-yloxy)phenyl]chroman-4,6-diol
—— 8-allyl-7-hydroxy-3-methyl-2-phenyl-chromen-4-one 18651-21-3 C19H16O3
8-allyl-7-hydroxy-3-methyl-2-phenyl-chromen-4-one
—— 2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-8-[1-(2-hydroxyethyl)-4-piperidinyl]-6-methyl-4H-chromen-4-one 372103-57-6 C23H24ClNO5
2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-8-[1-(2-hydroxyethyl)-4-piperidinyl]-6-methyl-4H-chromen-4-one
—— tetraacetyl from ginkgetin 19825-44-6 C40H30O14
tetraacetyl from ginkgetin