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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
—— 5,6-diacetoxy-7-(4'-methoxy-benzyloxy)-flavone 944830-49-3 C27H22O8
5,6-diacetoxy-7-(4'-methoxy-benzyloxy)-flavone
—— epicatechin-(4β->8,2β->O->7)-epiafzelechin-(4α->8)-epiafzelechin 130918-26-2 C45H36O16
epicatechin-(4β->8,2β->O->7)-epiafzelechin-(4α->8)-epiafzelechin
—— 3',5'-dimethyl-4',5,7-trihydroxyflavanone 1262526-62-4 C17H16O5
3',5'-dimethyl-4',5,7-trihydroxyflavanone
—— kaempferol-3-O-(3,4-di-O-acetyl-α-L-rhamnopyranoside) 1266714-86-6 C25H24O12
kaempferol-3-O-(3,4-di-O-acetyl-α-L-rhamnopyranoside)
—— 7-Hydroxy-3',4'-dimethoxyflavylium 135748-45-7 C17H15O4
7-Hydroxy-3',4'-dimethoxyflavylium
—— 2-[2-(3,4-Dimethoxy-phenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-ylmethyl]-3-oxo-3-phenyl-propionic acid methyl ester 182220-35-5 C28H24O9
2-[2-(3,4-Dimethoxy-phenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-ylmethyl]-3-oxo-3-phenyl-propionic acid methyl ester
—— 2-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-(piperazin-1-yl)-4H-chromen-4-one 1459286-45-3 C21H19F3N2O4
2-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-(piperazin-1-yl)-4H-chromen-4-one
—— 2-(2,4-Dimethoxy-phenyl)-5,7-dimethoxy-8-((E)-3-methyl-buta-1,3-dienyl)-3-(3-methyl-but-2-enyl)-chromen-4-one 79004-61-8 C29H32O6
2-(2,4-Dimethoxy-phenyl)-5,7-dimethoxy-8-((E)-3-methyl-buta-1,3-dienyl)-3-(3-methyl-but-2-enyl)-chromen-4-one
—— 2-methyl-5-((2R,4S)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoic acid hydrochloride 1451373-67-3 C31H31NO3*ClH
2-methyl-5-((2R,4S)-2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)benzoic acid hydrochloride
—— 2,3-dihydroquercetin 7-tetraethyldiamidothiophosphate-3',4'-diethylamidocyclothiophosphate 654649-91-9 C27H39N3O7P2S2
2,3-dihydroquercetin 7-tetraethyldiamidothiophosphate-3',4'-diethylamidocyclothiophosphate
—— 2-[3-Benzyloxy-2-(4-chloro-phenyl)-4-oxo-4H-chromen-6-yl]-propionic acid 141070-68-0 C25H19ClO5
2-[3-Benzyloxy-2-(4-chloro-phenyl)-4-oxo-4H-chromen-6-yl]-propionic acid
—— 1449477-39-7 C30H38O10
—— 2-(3.4-Methylendioxy-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-85-0 C19H13ClO7
2-(3.4-Methylendioxy-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— Obtusifolin-triacetat 30315-08-3 C30H28O10
Obtusifolin-triacetat
—— (S)-2-(4-isopropylphenyl)-2H-chromen-4-yl pivalate 1318698-02-0 C23H26O3
(S)-2-(4-isopropylphenyl)-2H-chromen-4-yl pivalate
—— 1,4-bis[4-(2-methyl-1H-indol-3-yl)-3-nitrochroman-2-yl]benzene 1192168-50-5 C42H34N4O6
1,4-bis[4-(2-methyl-1H-indol-3-yl)-3-nitrochroman-2-yl]benzene
—— 3-(bromocarbethoxymethyl)flavone 80907-24-0 C19H15BrO4
3-(bromocarbethoxymethyl)flavone
—— 5,7-dihydroxy-8,2'-dimethoxyflavone 7-O-β-D-glucuronopyranoside methyl ester 133640-41-2 C24H24O12
5,7-dihydroxy-8,2'-dimethoxyflavone 7-O-β-D-glucuronopyranoside methyl ester
—— 5-Benzoyl-2',7-dimethoxy-flavon 14898-93-2 C24H18O5
5-Benzoyl-2',7-dimethoxy-flavon
—— 2-(3-chloro-4-methoxyphenyl)-6-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-4H-chromen-4-one 1459286-36-2 C22H23ClN2O3
2-(3-chloro-4-methoxyphenyl)-6-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-4H-chromen-4-one
—— 2-(4-methoxyphenyl)-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-39-5 C21H22N2O3
2-(4-methoxyphenyl)-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— (2R,3S,4S,8R,9R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 130932-39-7 C30H26O11
(2R,3S,4S,8R,9R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— 7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)naringenin 31087-58-8 C29H30O14
7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)naringenin
—— 6-(3-chloropropoxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one 1263322-68-4 C18H15ClO5
6-(3-chloropropoxy)-5,7-dihydroxy-2-phenyl-4H-chromen-4-one
—— 6a-(4-methoxyphenyl)-5-methyl-5,6a-dihydroisochromeno[3,4-b]chromene 1620151-58-7 C24H20O3
6a-(4-methoxyphenyl)-5-methyl-5,6a-dihydroisochromeno[3,4-b]chromene
—— 2-(4-methoxyphenyl)-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-10-9 C18H16N2O3*ClH
2-(4-methoxyphenyl)-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 6-allyl-7-hydroxy-3,4'-dimethoxyflavone 78875-45-3 C20H18O5
6-allyl-7-hydroxy-3,4'-dimethoxyflavone
—— 6-Benzoyloxy-5,7-dibenzyloxyflavon 67047-09-0 C36H26O6
6-Benzoyloxy-5,7-dibenzyloxyflavon
—— 2,2-diphenyl-chroman-4-ol 4222-15-5 C21H18O2
2,2-diphenyl-chroman-4-ol
—— 1-(3-chlorophenyl)-3-[[2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-7-yl]oxyacetyl]amino]thiourea 113495-05-9 C26H22ClN3O6S
1-(3-chlorophenyl)-3-[[2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-7-yl]oxyacetyl]amino]thiourea
—— 3-(allyloxy)-2-(2'-bromo-4',5'-dimethoxyphenyl)-4H-chromen-4-one 1233689-72-9 C20H17BrO5
3-(allyloxy)-2-(2'-bromo-4',5'-dimethoxyphenyl)-4H-chromen-4-one
—— 3',4'-Di-O-methyl-7-O-benzyl-quercetin 95957-72-5 C24H20O7
3',4'-Di-O-methyl-7-O-benzyl-quercetin
—— hyperoside octaacetate 18705-98-1 C37H36O20
hyperoside octaacetate
—— N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)morpholine-4-carbothiohydrazide 1239578-61-0 C20H21N3O4S
N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)morpholine-4-carbothiohydrazide
—— 6-fluoro-7-methoxy-2-phenylchroman 1311270-98-0 C16H15FO2
6-fluoro-7-methoxy-2-phenylchroman
—— 3-ethoxy-5-hydroxy-7-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 743427-36-3 C21H22O8
3-ethoxy-5-hydroxy-7-methoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— (2R,3R,10S)-2,10-Bis-(3,4-dimethoxy-phenyl)-3-hydroxy-5-methoxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one 85081-25-0 C29H30O9
(2R,3R,10S)-2,10-Bis-(3,4-dimethoxy-phenyl)-3-hydroxy-5-methoxy-3,4,9,10-tetrahydro-2H-pyrano[2,3-f]chromen-8-one
—— 9-Chloro-5-(4-chloro-phenyl)-5H-isochromeno[4,3-b]chromen-7-one 134145-84-9 C22H12Cl2O3
9-Chloro-5-(4-chloro-phenyl)-5H-isochromeno[4,3-b]chromen-7-one
—— 2-(3-fluorophenyl)-6-(piperazin-1-yl)-4H-chromen-4-one 1459286-43-1 C19H17FN2O2
2-(3-fluorophenyl)-6-(piperazin-1-yl)-4H-chromen-4-one
—— (2S,4R)-6-bromo-3,4-dihydro-2,4-diphenyl-2H-1-benzopyran-4-ol 1277188-80-3 C21H17BrO2
(2S,4R)-6-bromo-3,4-dihydro-2,4-diphenyl-2H-1-benzopyran-4-ol
—— 7-hydroxy-5-methyl-2-phenyl-chromenylium; 2,4,6-trinitro-3-trifluoromethyl-phenolate 434-52-6 C7HF3N3O7*C16H13O2
7-hydroxy-5-methyl-2-phenyl-chromenylium; 2,4,6-trinitro-3-trifluoromethyl-phenolate
—— (E)-1-[2-Hydroxy-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(4-methoxy-phenyl)-propenone 176706-79-9 C22H24O9
(E)-1-[2-Hydroxy-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-3-(4-methoxy-phenyl)-propenone
—— 6-hydroxyapigenin-7-O-(6"-O-[E]-p-coumaroyl)-β-glucopyranoside 1093291-47-4 C30H26O13
6-hydroxyapigenin-7-O-(6"-O-[E]-p-coumaroyl)-β-glucopyranoside
—— 7-methoxy-2-(p-methoxyphenyl)-4H-1-benzopyran 65548-51-8 C17H16O3
7-methoxy-2-(p-methoxyphenyl)-4H-1-benzopyran
—— 2-(4-bromomethylphenyl)-7-methoxychromen-4-one 949580-83-0 C17H13BrO3
2-(4-bromomethylphenyl)-7-methoxychromen-4-one
—— (2R)-5,7-Diacetoxy-3t-benzoyloxy-2r-(3,4-diacetoxy-phenyl)-chroman 119681-74-2 C30H26O11
(2R)-5,7-Diacetoxy-3t-benzoyloxy-2r-(3,4-diacetoxy-phenyl)-chroman
—— 3,7-Diacetoxydihydroflavanone 133137-59-4 C19H16O6
3,7-Diacetoxydihydroflavanone
—— 2-(4-Bromo-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid 1429-35-2 C16H9BrO5
2-(4-Bromo-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid
—— 3-[4-(1-amino-cyclobutyl)-phenyl]-8-methoxy-2-phenyl-chromen-4-one 1279085-66-3 C26H23NO3
3-[4-(1-amino-cyclobutyl)-phenyl]-8-methoxy-2-phenyl-chromen-4-one
—— 2-[4-methoxy-3-(trifluoromethyl)phenyl]-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-48-6 C22H21F3N2O3
2-[4-methoxy-3-(trifluoromethyl)phenyl]-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one