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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-(4-methylpiperazin-1-yl)-2-(pyridin-2-yl)-4H-chromen-4-one 1459285-88-1 C19H19N3O2
6-(4-methylpiperazin-1-yl)-2-(pyridin-2-yl)-4H-chromen-4-one
—— 3-(3,4-Dimethoxy-phenyl)-2-[2-methoxymethoxy-4-(3,5,7-trimethoxy-4-oxo-4H-chromen-2-yl)-phenoxy]-3-oxo-propionic acid ethyl ester 36203-93-7 C33H34O13
3-(3,4-Dimethoxy-phenyl)-2-[2-methoxymethoxy-4-(3,5,7-trimethoxy-4-oxo-4H-chromen-2-yl)-phenoxy]-3-oxo-propionic acid ethyl ester
—— 2-(4-Benzyloxy-phenyl)-7-isopropyl-3-methoxy-chromen-4-one 132020-75-8 C26H24O4
2-(4-Benzyloxy-phenyl)-7-isopropyl-3-methoxy-chromen-4-one
—— 2-[(5-Hydroxy-2-phenylchromen-4-ylidene)amino]benzoic acid 1332295-64-3 C22H15NO4
2-[(5-Hydroxy-2-phenylchromen-4-ylidene)amino]benzoic acid
—— 5-Amino-2-[4-bis(2-chloroethyl)amino]phenyl-4H-benzopyran-4-one 130599-65-4 C19H18Cl2N2O2
5-Amino-2-[4-bis(2-chloroethyl)amino]phenyl-4H-benzopyran-4-one
—— endo-6,6a-trans-6-methoxy-6,7-diphenyl-6a,7,13,13a-tetrahydro-6H-7,13-methano<1>benzopyrano<3,4-c><1>benzoxepin 95082-57-8 C31H26O3
endo-6,6a-trans-6-methoxy-6,7-diphenyl-6a,7,13,13a-tetrahydro-6H-7,13-methano<1>benzopyrano<3,4-c><1>benzoxepin
—— 2-(2'-iodo-4',5'-dimethoxyphenoxymethyl)-7-methoxychroman-4-ol 141054-86-6 C19H21IO6
2-(2'-iodo-4',5'-dimethoxyphenoxymethyl)-7-methoxychroman-4-ol
—— 8-{1-Hydroxy-2-[4-(2-ethoxyphenyl)-1-piperazinyl]-ethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152735-31-4 C30H32N2O4*ClH
8-{1-Hydroxy-2-[4-(2-ethoxyphenyl)-1-piperazinyl]-ethyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 8-Formyl-7-methoxy-3-methyl-flavon 101736-84-9 C18H14O4
8-Formyl-7-methoxy-3-methyl-flavon
—— 1333162-05-2 C23H18O3
—— 2-(3.4-Methylendioxy-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen 6601-91-8 C19H13BrO7
2-(3.4-Methylendioxy-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— 2-(4-Methoxy-phenyl)-3-[1-phenyl-meth-(E)-ylidene]-chroman-4-one 150073-63-5 C23H18O3
2-(4-Methoxy-phenyl)-3-[1-phenyl-meth-(E)-ylidene]-chroman-4-one
—— 2-(4-Chloro-phenyl)-7-methoxy-3-nitro-chromen-4-one 143468-26-2 C16H10ClNO5
2-(4-Chloro-phenyl)-7-methoxy-3-nitro-chromen-4-one
—— 5-Hydroxy-6-allyl-3.7.3'.4'-tetra-(p-toluolsulfonyloxy)-flavon 20046-08-6 C46H38O15S4
5-Hydroxy-6-allyl-3.7.3'.4'-tetra-(p-toluolsulfonyloxy)-flavon
—— 6-Phenyl-2-p-tolyl-chromen-4-one 58554-83-9 C22H16O2
6-Phenyl-2-p-tolyl-chromen-4-one
—— 5,6-diacetoxy-7-allyloxy-flavone 944830-41-5 C22H18O7
5,6-diacetoxy-7-allyloxy-flavone
—— 2-(4-iodophenyl)-6-((tetrahydro-2H-pyran-2-yl)oxy)-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one 1352306-14-9 C31H31IO6
2-(4-iodophenyl)-6-((tetrahydro-2H-pyran-2-yl)oxy)-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one
—— 3-bromo-3-chloro-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one 101601-97-2 C17H14BrClO3
3-bromo-3-chloro-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one
—— 2-(4-chlorophenyl)-3-(2-ethoxyethyl)-2H-chromene 1228299-30-6 C19H19ClO2
2-(4-chlorophenyl)-3-(2-ethoxyethyl)-2H-chromene
—— (R)-2-((2R,3R,4S)-6-methoxy-3-nitro-2-phenylchroman-4-yl)cyclohexanone 1384100-41-7 C22H23NO5
(R)-2-((2R,3R,4S)-6-methoxy-3-nitro-2-phenylchroman-4-yl)cyclohexanone
—— 2-(4-methoxyphenyl)-6-(piperazin-1-yl)-4H-chromen-4-one 1459286-38-4 C20H20N2O3
2-(4-methoxyphenyl)-6-(piperazin-1-yl)-4H-chromen-4-one
—— 6-methyl-3-(2-phenyl-4H-chromen-4-yl)-1H-indole 1575402-39-9 C24H19NO
6-methyl-3-(2-phenyl-4H-chromen-4-yl)-1H-indole
—— (2S,3S)-cis-3',4'-dimethoxyflavan-3-ol 1196870-25-3 C17H18O4
(2S,3S)-cis-3',4'-dimethoxyflavan-3-ol
—— 7-(2-(naphthalen-2-yl)-2-oxoethoxy)-2-phenyl-4H-chromen-4-one 1070399-41-5 C27H18O4
7-(2-(naphthalen-2-yl)-2-oxoethoxy)-2-phenyl-4H-chromen-4-one
—— (-)(2S)-5,6,7,3',5'-pentahydroxyflavanone-7-O-β-D-glucopyranoside 1257871-62-7 C21H22O12
(-)(2S)-5,6,7,3',5'-pentahydroxyflavanone-7-O-β-D-glucopyranoside
—— 2'-ethoxy-3-methylflavone-8-carboxylic acid N-ethylamide 90101-98-7 C21H21NO4
2'-ethoxy-3-methylflavone-8-carboxylic acid N-ethylamide
—— 7-(2-Oxocyclohexyloxy)-8-methyl-2-phenyl-4H-1-benzopyran-4-one 112649-56-6 C22H20O4
7-(2-Oxocyclohexyloxy)-8-methyl-2-phenyl-4H-1-benzopyran-4-one
—— 6-C-α-D-arabinopyranosyl-8-C-β-D-glucopyranosyl-5,7,4'-trihydroxyflavone 1254210-64-4 C26H28O14
6-C-α-D-arabinopyranosyl-8-C-β-D-glucopyranosyl-5,7,4'-trihydroxyflavone
—— 7-(p-Toluolsulfonyloxy)-5-hydroxy-3,4'-dimethoxy-flavon 7736-78-9 C24H20O8S
7-(p-Toluolsulfonyloxy)-5-hydroxy-3,4'-dimethoxy-flavon
—— 4'-(benzyloxy)-3,7-dimethoxy-5-methylflavone 132020-82-7 C25H22O5
4'-(benzyloxy)-3,7-dimethoxy-5-methylflavone
—— [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-(5-hydroxy-6,7-dimethoxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl acetate 13020-20-7 C31H32O15
[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-(5-hydroxy-6,7-dimethoxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl acetate
—— Fleboplex 77536-60-8 C83H99Cl2NO44
Fleboplex
—— 6-acetoxy-8-iodoflavone 849406-07-1 C17H11IO4
6-acetoxy-8-iodoflavone
—— (R)-2-(3,5-dimethoxyphenyl)chroman-4-one 1438763-42-8 C17H16O4
(R)-2-(3,5-dimethoxyphenyl)chroman-4-one
—— 6,8-dimethyl-2-phenylspiro[benzo[h]chromene-3,1'-cyclopentan]-4(2H)-one 1402163-59-0 C25H24O2
6,8-dimethyl-2-phenylspiro[benzo[h]chromene-3,1'-cyclopentan]-4(2H)-one
—— 8-ethoxyl-4-n-propyl-6-(o-nitrophenyl)-10-methyl-4-n-propyl-7,8,10,11-tetrahydro-6H-benzo[2,3-f;2',3'-h]tripyranyl-2,12-dione 1017281-83-2 C27H27NO8
8-ethoxyl-4-n-propyl-6-(o-nitrophenyl)-10-methyl-4-n-propyl-7,8,10,11-tetrahydro-6H-benzo[2,3-f;2',3'-h]tripyranyl-2,12-dione
—— (+/-)-afzelechin 3,7,4'-triacetate 132400-74-9 C21H20O8
(+/-)-afzelechin 3,7,4'-triacetate
—— 6-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-2-(3-fluoro-4-methoxyphenyl)-4H-chromen-4-one 1459286-15-7 C22H23FN2O3
6-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-2-(3-fluoro-4-methoxyphenyl)-4H-chromen-4-one
—— 3-amino-4'-isopropylflavone 92831-06-6 C18H17NO2
3-amino-4'-isopropylflavone
—— methyl 5-((2R,4S)-2-(2-(((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoate 1451372-81-8 C29H32FNO4
methyl 5-((2R,4S)-2-(2-(((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoate
—— (S)-3-(3,4-Dimethoxy-phenyl)-3-[(2R,3R)-2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chroman-8-yl]-propionic acid methyl ester 85022-75-9 C31H36O10
(S)-3-(3,4-Dimethoxy-phenyl)-3-[(2R,3R)-2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chroman-8-yl]-propionic acid methyl ester
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl isobutyrate 1201807-97-7 C40H34O7
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl isobutyrate
—— 7-Acetamino-6-amino-flavanon 6608-00-0 C17H16N2O3
7-Acetamino-6-amino-flavanon
—— 2,2',2"-(4,4',4''-nitrilotris(benzene-4,1-diyl))tris(3-hydroxy-4H-chromen-4-one) 1248337-19-0 C45H27NO9
2,2',2"-(4,4',4''-nitrilotris(benzene-4,1-diyl))tris(3-hydroxy-4H-chromen-4-one)
—— (+)-2,3-trans-3,4-cis-4,4',7-trimethoxyflavan-3-ol 101833-76-5 C18H20O5
(+)-2,3-trans-3,4-cis-4,4',7-trimethoxyflavan-3-ol
—— 7-O-benzoylnaringenin 1237478-96-4 C22H16O6
7-O-benzoylnaringenin
—— Einecs 278-753-1 77704-55-3 C27H36N2O14
Einecs 278-753-1
—— 2',3'-dimethoxy-3-methylflavone-8-carboxylic acid 90102-02-6 C19H16O6
2',3'-dimethoxy-3-methylflavone-8-carboxylic acid
—— 3,5,8,4'-Tetramethoxy-flavon 7736-77-8 C19H18O6
3,5,8,4'-Tetramethoxy-flavon
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-dodecyl-5-hydroxy-7,8-dimethoxy-chromen-4-one 134082-29-4 C43H50O7
2-(3,4-Bis-benzyloxy-phenyl)-3-dodecyl-5-hydroxy-7,8-dimethoxy-chromen-4-one