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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
—— 8-allyl-2-(2-methoxyphenyl)-4H-chromen-4-one 198350-97-9 C19H16O3
8-allyl-2-(2-methoxyphenyl)-4H-chromen-4-one
—— 6-Allyl-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-7-[(2,2-dimethyl-1,3-dioxol-4-yl)methoxy]-4H-1-benzopyran-4-one 198886-56-5 C28H28O8
6-Allyl-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-7-[(2,2-dimethyl-1,3-dioxol-4-yl)methoxy]-4H-1-benzopyran-4-one
—— (E)-3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)-N-(pyridin-2-yl)acrylamide 1412411-06-3 C23H16N2O5
(E)-3-(7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)-N-(pyridin-2-yl)acrylamide
—— 949143-87-7 C22H24O8
—— 3-(2-fluorophenyl)-3-(4-methoxyphenyl)-8-methoxy-9-carbomethoxy-3H-naphtho[2,1-b]pyran 163672-94-4 C29H23FO5
3-(2-fluorophenyl)-3-(4-methoxyphenyl)-8-methoxy-9-carbomethoxy-3H-naphtho[2,1-b]pyran
—— isoquercitrin decanoate 1237534-72-3 C31H38O13
isoquercitrin decanoate
—— 6-bromo-2-(2,6-dimethyl-phenyl)-chroman-4-one 1426899-96-8 C17H15BrO2
6-bromo-2-(2,6-dimethyl-phenyl)-chroman-4-one
—— 2-(7-methyl-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester 1426900-43-7 C22H21NO4S
2-(7-methyl-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester
—— 2-(3-isopropoxy-phenyl)-chroman-6-ol 1426900-12-0 C18H20O3
2-(3-isopropoxy-phenyl)-chroman-6-ol
—— 3-(4-bromophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-70-0 C30H32BrNO3*ClH
3-(4-bromophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-7-ol trifluoroacetate 1352307-35-7 C2HF3O2*C28H29NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-7-ol trifluoroacetate
—— 8-(butylamino)-6-chloro-2-(3-methoxy-2-nitrophenyl)-4H-chromen-4-one 1621457-90-6 C20H19ClN2O5
8-(butylamino)-6-chloro-2-(3-methoxy-2-nitrophenyl)-4H-chromen-4-one
—— 7-Hydroxy-3',4'-methylendioxyflavanon 75680-37-4 C16H12O5
7-Hydroxy-3',4'-methylendioxyflavanon
—— 2-(4'-dimethylamino-2-nitro-trans(?)-stilben-4-yl)-chromen-4-one 102893-60-7 C25H20N2O4
2-(4'-dimethylamino-2-nitro-trans(?)-stilben-4-yl)-chromen-4-one
—— 7-carboxymethoxy-5-hydroxy-2-(3-allyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198885-98-2 C21H18O8
7-carboxymethoxy-5-hydroxy-2-(3-allyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 5,7-dihydroxy-8-propyl-2-(3-carboxymethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-09-8 C21H20O8
5,7-dihydroxy-8-propyl-2-(3-carboxymethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 1-(2-methoxyphenyl)-3-[[2-(4-oxo-2-phenylchromen-7-yl)oxyacetyl]amino]thiourea 113495-03-7 C25H21N3O5S
1-(2-methoxyphenyl)-3-[[2-(4-oxo-2-phenylchromen-7-yl)oxyacetyl]amino]thiourea
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl hex-5-ynoate 1261480-51-6 C21H20O8
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl hex-5-ynoate
—— 7,4'-Dibenzyl-isorhamnetin-3-β-D-cellobiosid 6758-49-2 C42H44O17
7,4'-Dibenzyl-isorhamnetin-3-β-D-cellobiosid
—— 5-Acetoxy-3,7,2',4'-tetramethoxy-6-methyl-flavon 7585-57-1 C22H22O8
5-Acetoxy-3,7,2',4'-tetramethoxy-6-methyl-flavon
—— 5,7-Dimethoxy-6,8-dijod-flavon 4253-15-0 C17H12I2O4
5,7-Dimethoxy-6,8-dijod-flavon
—— 2-methyl-8-phenylchromeno[7,8-d] imidazol-6(3H)-one 1548405-86-2 C17H12N2O2
2-methyl-8-phenylchromeno[7,8-d] imidazol-6(3H)-one
—— N-(2-(5-bromo-3-(tert-butyl)-2-methoxyphenyl)-4-oxo-4H-chromen-6-yl)methanesulfonamide 1256488-72-8 C21H22BrNO5S
N-(2-(5-bromo-3-(tert-butyl)-2-methoxyphenyl)-4-oxo-4H-chromen-6-yl)methanesulfonamide
—— 6-C-methylhexa-O-methylamentoflavone 61110-43-8 C37H32O10
6-C-methylhexa-O-methylamentoflavone
—— 8-fluoro-11-isopropyl-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5,11-dihydrochromeno[4,3-c]chromene-2-ol 554431-06-0 C32H34FNO4
8-fluoro-11-isopropyl-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5,11-dihydrochromeno[4,3-c]chromene-2-ol
—— Peltogynol-trimethylether-acetat 14184-26-0 C21H22O7
Peltogynol-trimethylether-acetat
—— (R)-2-(4-bromophenyl)-6-methoxy-4-nitromethyl-4H-chromene-3-carbaldehyde 1220194-11-5 C18H14BrNO5
(R)-2-(4-bromophenyl)-6-methoxy-4-nitromethyl-4H-chromene-3-carbaldehyde
—— 2-[3,4-bis(phenylmethoxy)phenyl]-3-hexadecyl-5-hydroxy-7,8-dimethoxychromen-4-one 134082-31-8 C47H58O7
2-[3,4-bis(phenylmethoxy)phenyl]-3-hexadecyl-5-hydroxy-7,8-dimethoxychromen-4-one
—— 2',5'-Bis-benzyloxy-3,4'-dimethoxy-5,7-dihydroxy-flavon 13618-58-1 C31H26O8
2',5'-Bis-benzyloxy-3,4'-dimethoxy-5,7-dihydroxy-flavon
—— 2-(5-fluoro-2-methyl-phenyl)-chroman-6-ol 1426900-16-4 C16H15FO2
2-(5-fluoro-2-methyl-phenyl)-chroman-6-ol
—— 8-Chlor-6-fluor-4'-hydroxy-flavonol 4257-44-7 C15H8ClFO4
8-Chlor-6-fluor-4'-hydroxy-flavonol
—— 4'-Methoxy-3',5'-dijod-flavon 4253-13-8 C16H10I2O3
4'-Methoxy-3',5'-dijod-flavon
—— (3,3-Diphenylbenzo[f]chromen-9-yl) 2-thiophen-2-ylacetate 211796-96-2 C31H22O3S
(3,3-Diphenylbenzo[f]chromen-9-yl) 2-thiophen-2-ylacetate
—— 5,7-dihydroxy-6,8-dipropyl-2-(3-carboxymethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-06-5 C24H26O8
5,7-dihydroxy-6,8-dipropyl-2-(3-carboxymethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 5-acetoxy-6'',6''-dimethylpyrano<2'',3'':7,8>flavone 89482-13-3 C22H18O5
5-acetoxy-6'',6''-dimethylpyrano<2'',3'':7,8>flavone
—— (+)-(2R)-5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)chroman-3-one 773859-57-7 C36H30O5
(+)-(2R)-5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)chroman-3-one
—— ethyl (((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)(phenoxy)phosphoryl)glycinate 1240428-40-3 C25H22NO8P
ethyl (((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)(phenoxy)phosphoryl)glycinate
—— 1-(4-chlorophenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea 122484-03-1 C25H24ClN3O3S
1-(4-chlorophenyl)-3-[[2-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]acetyl]amino]thiourea
—— ent-abyssinone I 1184961-92-9 C20H18O4
ent-abyssinone I
—— ethyl 2',3,4'-trimethylflavone-8-carboxylate 90102-18-4 C21H20O4
ethyl 2',3,4'-trimethylflavone-8-carboxylate
—— 3-hydroxy-6-nitro-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441773-04-1 C18H15NO8
3-hydroxy-6-nitro-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 8-Methoxy-2,2-diphenyl-2H-chromen 1488-59-1 C22H18O2
8-Methoxy-2,2-diphenyl-2H-chromen
—— 8-Chlor-2'-diethylaminoacetoxy-flavon 3473-35-6 C21H20ClNO4
8-Chlor-2'-diethylaminoacetoxy-flavon
—— 8,3'-Dijod-7,4'-dihydroxy-flavon 4178-32-9 C15H8I2O4
8,3'-Dijod-7,4'-dihydroxy-flavon
—— 4-Methyl-2-(3-methyl-2H-chromen-4-yl)-phenol 86842-06-0 C17H16O2
4-Methyl-2-(3-methyl-2H-chromen-4-yl)-phenol
—— 8-amino-3-(benzyloxy)-2-[4(benzyloxy)-3-methylphenyl]-6-methyl-4H-chromen-4-one 372102-70-0 C31H27NO4
8-amino-3-(benzyloxy)-2-[4(benzyloxy)-3-methylphenyl]-6-methyl-4H-chromen-4-one
—— 4-methyl-2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester 1426900-27-7 C22H21NO4S
4-methyl-2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester
—— 5-hydroxy-6,8-dimethoxy-2-phenyl-chromen-4-one 108971-89-7 C17H14O5
5-hydroxy-6,8-dimethoxy-2-phenyl-chromen-4-one
—— 5,7,4'-triacetoxy-6,8-di-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)flavone 1253228-08-8 C43H44O22
5,7,4'-triacetoxy-6,8-di-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)flavone
—— epiafzelechin-(4β->8)-epicatechin-peracetate 463942-80-5 C48H44O20
epiafzelechin-(4β->8)-epicatechin-peracetate