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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
—— trans-3,8-dichloro-5,7-dimethoxyflavanone 75630-78-3 C17H14Cl2O4
trans-3,8-dichloro-5,7-dimethoxyflavanone
—— 7-Tosyloxy-3,5,8,4'-tetramethoxy-flavon 7736-86-9 C26H24O9S
7-Tosyloxy-3,5,8,4'-tetramethoxy-flavon
—— 2'',3''-dihydro-2'',2'',3'',3-tetramethylfuro<4'',5'':8,7>flavone 77609-90-6 C21H20O3
2'',3''-dihydro-2'',2'',3'',3-tetramethylfuro<4'',5'':8,7>flavone
—— 7-((4-chlorophenyl)amino)-2-phenyl-4H-chromen-4-one 1644565-47-8 C21H14ClNO2
7-((4-chlorophenyl)amino)-2-phenyl-4H-chromen-4-one
—— 3,8-dibromo-7-butoxy-2-(2-chlorophenyl)-6-nitrochromen-4-one 139589-36-9 C19H14Br2ClNO5
3,8-dibromo-7-butoxy-2-(2-chlorophenyl)-6-nitrochromen-4-one
—— 8-(Hydroxymethyl)-5,7-dimethoxy-2-(4-methoxyphenyl)-6-methylchromen-4-one 101395-14-6 C20H20O6
8-(Hydroxymethyl)-5,7-dimethoxy-2-(4-methoxyphenyl)-6-methylchromen-4-one
—— 7-(2-{1-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxopropylidene}hydrazinyl)-2-phenyl-4H-chromen-4-one 1394154-39-2 C28H25FN4O3
7-(2-{1-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxopropylidene}hydrazinyl)-2-phenyl-4H-chromen-4-one
—— 4-((2R,3R,4S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-hydroxychroman-4-yl)benzene-1,3-diol 1242246-45-2 C49H42O8
4-((2R,3R,4S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-hydroxychroman-4-yl)benzene-1,3-diol
—— (2R,3R)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylepicatechin 1390643-85-2 C42H46O6Si
(2R,3R)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzylepicatechin
—— 1390643-92-1 C51H50O16
—— 5-(2-Ethoxyethoxy)-2-(3-chlorophenyl)chromone 53002-65-6 C19H17ClO4
5-(2-Ethoxyethoxy)-2-(3-chlorophenyl)chromone
—— 5R-(+)-[4-(2-diethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 1157856-57-9 C29H31NO4
5R-(+)-[4-(2-diethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
—— 2-(3,4-dimethoxy-phenyl)-5-hydroxy-3-methoxy-6-methyl-7-veratroyloxy-chromen-4-one 155334-77-3 C28H26O10
2-(3,4-dimethoxy-phenyl)-5-hydroxy-3-methoxy-6-methyl-7-veratroyloxy-chromen-4-one
—— 6-(5-aminopyridin-2-yloxy)-2-phenylchromen-4-one 728934-77-8 C20H14N2O3
6-(5-aminopyridin-2-yloxy)-2-phenylchromen-4-one
—— 7-benzyloxy-6-n-butyloxy-3',4',5-trimethoxy flavone 203191-49-5 C29H30O7
7-benzyloxy-6-n-butyloxy-3',4',5-trimethoxy flavone
—— methyl 4-hydroxy-6-methyl-2-(p-tolyl)-2H-chromene-3-carboxylate 1417564-84-1 C19H18O4
methyl 4-hydroxy-6-methyl-2-(p-tolyl)-2H-chromene-3-carboxylate
—— 3-(2,4-dichlorophenyl)-2,3-dihydro-benzo[f]chromen-1-one 882821-83-2 C19H12Cl2O2
3-(2,4-dichlorophenyl)-2,3-dihydro-benzo[f]chromen-1-one
—— (2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzyl-3-formylcatechin 1390643-76-1 C43H46O7Si
(2R,3S)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzyl-3-formylcatechin
—— 3-(1-methoxy-[2]naphthyl)-benzo[f]chromen-1-one 858434-67-0 C24H16O3
3-(1-methoxy-[2]naphthyl)-benzo[f]chromen-1-one
—— 3,3',4'-Triacetoxy-flavan 94875-85-1 C21H20O7
3,3',4'-Triacetoxy-flavan
—— 7-hydroxy-3',4',5-trimethoxy-6-n-propyloxy flavone 203190-88-9 C21H22O7
7-hydroxy-3',4',5-trimethoxy-6-n-propyloxy flavone
—— 5-Amino-2-[4-(2-hydroxyethyl)amino]phenyl-4H-benzopyran-4-one 130599-72-3 C17H16N2O3
5-Amino-2-[4-(2-hydroxyethyl)amino]phenyl-4H-benzopyran-4-one
—— 2-(4-benzyloxy-3-methoxy-phenyl)-3-hydroxy-6-methyl-chromen-4-one 102664-12-0 C24H20O5
2-(4-benzyloxy-3-methoxy-phenyl)-3-hydroxy-6-methyl-chromen-4-one
—— N',N'''-(((3H-benzo[f]chromene-3,3-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(2-nitrobenzohydrazide) 1352172-13-4 C41H28N6O7
N',N'''-(((3H-benzo[f]chromene-3,3-diyl)bis(4,1-phenylene))bis(methaneylylidene))bis(2-nitrobenzohydrazide)
—— 1607010-89-8 C29H24O4
—— 6-bromo-2-(4-methoxyphenyl)-2H-chromene 1346936-72-8 C16H13BrO2
6-bromo-2-(4-methoxyphenyl)-2H-chromene
—— 7-[2-(2-oxo-1-(piperazin-1-yl)propylidene)hydrazinyl]-2-phenyl-4H-chromen-4-one 1394154-21-2 C22H22N4O3
7-[2-(2-oxo-1-(piperazin-1-yl)propylidene)hydrazinyl]-2-phenyl-4H-chromen-4-one
—— (2S,3R,4R)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol 125136-16-5 C21H18O8
(2S,3R,4R)-4-(2,4-Dihydroxy-phenyl)-2-(3,4-dihydroxy-phenyl)-chroman-3,5,7-triol
—— 3,5,7,8-tetraacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one 42215-76-9 C27H22O14
3,5,7,8-tetraacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one
—— 2-(2,4-Dimethylphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one 1117976-85-8 C17H16O4
2-(2,4-Dimethylphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)-4'',6''-O-isopropylidene]glucosyl-4H-chromen-4-one 1246840-52-7 C67H54F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)-4'',6''-O-isopropylidene]glucosyl-4H-chromen-4-one
—— 7-hydroxy-3',4',5-trimethoxy-6-n-pentyloxy flavone 203190-90-3 C23H26O7
7-hydroxy-3',4',5-trimethoxy-6-n-pentyloxy flavone
—— 3-[(2,4-Difluorophenyl)methoxy]-2-[4-(4-pyridin-2-ylpiperazin-1-yl)phenyl]chromen-4-one 1099682-13-9 C31H25F2N3O3
3-[(2,4-Difluorophenyl)methoxy]-2-[4-(4-pyridin-2-ylpiperazin-1-yl)phenyl]chromen-4-one
—— 4,9-dimethoxy-7-phenyl-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one 62061-96-5 C19H16O5
4,9-dimethoxy-7-phenyl-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one
—— (R) ethyl 2-(4-chlorophenyl)-3-formy-4-hydroxy-7-methoxy-4H-chromene-4-carboxylate 1254213-02-9 C20H17ClO6
(R) ethyl 2-(4-chlorophenyl)-3-formy-4-hydroxy-7-methoxy-4H-chromene-4-carboxylate
—— 6-methyleriodictyol 21763-99-5 C16H14O6
6-methyleriodictyol
—— 3',4',5,7-tetralauroyloxyflavone 1399385-16-0 C63H98O10
3',4',5,7-tetralauroyloxyflavone
—— (7R,8R)-2-methyl-8-phenyl-7-pivaloxy-3-propenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one 868634-12-2 C25H26N2O4
(7R,8R)-2-methyl-8-phenyl-7-pivaloxy-3-propenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one
—— 1400900-15-3 C30H23BrClNO3S
—— 7-allyloxy-2-benzo[1,3]dioxol-5-yl-3-methoxy-chromen-4-one 108843-98-7 C20H16O6
7-allyloxy-2-benzo[1,3]dioxol-5-yl-3-methoxy-chromen-4-one
—— 2-(4-cyclohexylphenyl)-5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-benzopyran-4-one 358739-54-5 C29H35NO5
2-(4-cyclohexylphenyl)-5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-benzopyran-4-one
—— 5-Amino-2-[4-(2-ethoxyethyl)amino]phenyl-4H-benzopyran-4-one 130599-88-1 C19H20N2O3
5-Amino-2-[4-(2-ethoxyethyl)amino]phenyl-4H-benzopyran-4-one
—— 2-(4-methoxyphenyl)-3-methoxy-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one 372103-39-4 C24H27NO4
2-(4-methoxyphenyl)-3-methoxy-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one
—— 4-methoxy-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429326-73-7 C22H18O3
4-methoxy-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 3',7-Dibenzyloxy-4',5,6-trimethoxy-flavon 25892-97-1 C32H28O7
3',7-Dibenzyloxy-4',5,6-trimethoxy-flavon
—— 2-(4-Methoxy-phenyl)-4-methyl-2H-chromene-2,5,7-triol 83616-05-1 C17H16O5
2-(4-Methoxy-phenyl)-4-methyl-2H-chromene-2,5,7-triol
—— 4β-bromopenta-O-acetyl-(+)-catechin 51126-02-4 C25H23BrO11
4β-bromopenta-O-acetyl-(+)-catechin
—— 3-(3,4-Dimethoxy-phenyl)-2,5,7-trimethoxy-chroman 100022-35-3 C20H24O6
3-(3,4-Dimethoxy-phenyl)-2,5,7-trimethoxy-chroman
—— 4-(5-acetoxy-4-oxo-7-(tosyloxy)-4H-chromen-2-yl)-1,2-phenylene diacetate 1610737-84-2 C28H22O11S
4-(5-acetoxy-4-oxo-7-(tosyloxy)-4H-chromen-2-yl)-1,2-phenylene diacetate
—— 6-Methyl-8-propionyl-2-p-tolyl-chromen-4-one 213622-35-6 C20H18O3
6-Methyl-8-propionyl-2-p-tolyl-chromen-4-one