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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
—— 2-(3-((E)-3-fluorostyryl)phenyl)-6-chloro-2,3-dihydrochromen-4-one 1251022-73-7 C23H16ClFO2
2-(3-((E)-3-fluorostyryl)phenyl)-6-chloro-2,3-dihydrochromen-4-one
—— 2,3-dihydro-10-methyl-2-phenyl-4-oxopyrano[2,3-a]carbazole 875535-09-4 C22H17NO2
2,3-dihydro-10-methyl-2-phenyl-4-oxopyrano[2,3-a]carbazole
—— 6-((3-methoxyphenyl)amino)-2-phenyl-4H-chromen-4-one 1644565-52-5 C22H17NO3
6-((3-methoxyphenyl)amino)-2-phenyl-4H-chromen-4-one
—— 1616483-40-9 C16H12BrNO3
—— 3,6-dinitro-2-phenyl-2H-chromene 57543-92-7 C15H10N2O5
3,6-dinitro-2-phenyl-2H-chromene
—— (6aRS,10aSR)-5-hydroxy-9-methyl-2,2-diphenyl-6a,7,10,10a-tetrahydroanthra<1,2-d>-1,3-dioxole-6,11-dione 137788-21-7 C28H22O5
(6aRS,10aSR)-5-hydroxy-9-methyl-2,2-diphenyl-6a,7,10,10a-tetrahydroanthra<1,2-d>-1,3-dioxole-6,11-dione
—— 4-methoxy-N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methylbenzenesulfonamide 373622-84-5 C29H28N2O7S2
4-methoxy-N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methylbenzenesulfonamide
—— 6-Chlor-2-o-methoxyphenyl-3-nitro-Δ<sup>3</sup>-chromen 57543-94-9 C16H12ClNO4
6-Chlor-2-o-methoxyphenyl-3-nitro-Δ<sup>3</sup>-chromen
—— 3-Ethoxy-5-hydroxy-7,8,4'-trimethoxyflavon 58264-80-5 C20H20O7
3-Ethoxy-5-hydroxy-7,8,4'-trimethoxyflavon
—— 2-(3,4-dimethoxy-phenyl)-3-ethoxycarbonyloxy-7-methoxy-chromen-4-one 58544-91-5 C21H20O8
2-(3,4-dimethoxy-phenyl)-3-ethoxycarbonyloxy-7-methoxy-chromen-4-one
—— trans-cis-2',4',6',7-Tetramethoxyflavan-3,4-diol 58484-56-3 C19H22O7
trans-cis-2',4',6',7-Tetramethoxyflavan-3,4-diol
—— 6-Tert-butyl-4-phenylspiro[chromene-2,2'-morpholine]-3'-one 1325229-10-4 C22H23NO3
6-Tert-butyl-4-phenylspiro[chromene-2,2'-morpholine]-3'-one
—— 3,4'-Dihydroxy-7-benzyloxy-5,6,8-trimethoxy-flavon 50461-97-7 C25H22O8
3,4'-Dihydroxy-7-benzyloxy-5,6,8-trimethoxy-flavon
—— 3,4'-Dimethyl-3'-benzyl-quercetagetin 59171-21-0 C24H20O8
3,4'-Dimethyl-3'-benzyl-quercetagetin
—— 6,7-methylenedioxy-4',5,8-trimethoxyflavone 90545-65-6 C19H16O7
6,7-methylenedioxy-4',5,8-trimethoxyflavone
—— 4-chloro-7-iodo-8-phenyl-1H-chromeno[7,8-d]imidazol-6-one 1279089-00-7 C16H8ClIN2O2
4-chloro-7-iodo-8-phenyl-1H-chromeno[7,8-d]imidazol-6-one
—— (1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)cyclopropanamide 373630-96-7 C25H23NO4
(1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)cyclopropanamide
—— 154814-68-3 C21H21IO3
—— kandelin B-2 99745-63-8 C54H44O21
kandelin B-2
—— 8-bromo-5,7,3',4'-tetramethoxyepicatechin 28712-36-9 C19H21BrO6
8-bromo-5,7,3',4'-tetramethoxyepicatechin
—— 5,7,5',7'-tetraacetoxy-2,2'-bis-(4-acetoxy-phenyl)-[6,8']bichromenyl-4,4'-dione 59675-22-8 C42H30O16
5,7,5',7'-tetraacetoxy-2,2'-bis-(4-acetoxy-phenyl)-[6,8']bichromenyl-4,4'-dione
—— 5-(3-isoxazolyl)-N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methyl-2-thiophenesulfonamide 373622-85-6 C29H25N3O7S3
5-(3-isoxazolyl)-N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methyl-2-thiophenesulfonamide
—— (R)-7-methoxy-2-(naphthalen-2-yl)-3-nitro-2H-chromene 1162662-55-6 C20H15NO4
(R)-7-methoxy-2-(naphthalen-2-yl)-3-nitro-2H-chromene
—— 6-Amino-3-methylflavon 27230-35-9 C16H13NO2
6-Amino-3-methylflavon
—— 3,3-bis(4-methoxyphenyl)-10,12-dibromo-6,8-difluoro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1311274-91-5 C36H26Br2F2O3
3,3-bis(4-methoxyphenyl)-10,12-dibromo-6,8-difluoro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 3',4'-bis(benzyloxy)-3-(hexyloxy)-5,7,8-trimethoxyflavone 134082-39-6 C38H40O8
3',4'-bis(benzyloxy)-3-(hexyloxy)-5,7,8-trimethoxyflavone
—— 1-(4-Methyl-benzoyl)-3-(4-oxo-2-phenyl-4H-chromen-6-yl)-thiourea 159679-97-7 C24H18N2O3S
1-(4-Methyl-benzoyl)-3-(4-oxo-2-phenyl-4H-chromen-6-yl)-thiourea
—— 6-(6-Morpholinylhexoxy)-2-phenyl-4H-1-benzopyran-4-one hydrochloride 139652-82-7 C25H29NO4*ClH
6-(6-Morpholinylhexoxy)-2-phenyl-4H-1-benzopyran-4-one hydrochloride
—— [(2S)-2-naphthalen-2-yl-2H-chromen-4-yl] 2,2-dimethylpropanoate 1318698-00-8 C24H22O3
[(2S)-2-naphthalen-2-yl-2H-chromen-4-yl] 2,2-dimethylpropanoate
—— cudraflavanone A 87402-92-4 C25H26O6
cudraflavanone A
—— (1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide 373630-53-6 C24H22ClNO3
(1-methoxy-6-(3-chlorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide
—— 5,5'-Dihydroxy-7,7'-dimethoxy-2,2'-diphenyl-[6,6']bichromenyl-4,4'-dione 104416-60-6 C32H22O8
5,5'-Dihydroxy-7,7'-dimethoxy-2,2'-diphenyl-[6,6']bichromenyl-4,4'-dione
—— 3',6-Dichloroflavanone 1416375-71-7 C15H10Cl2O2
3',6-Dichloroflavanone
—— 2,3-dihydro-2-(2'-allyloxy-5'-nonyl-phenyl)-4H-1-benzopyran-4-one 1497456-78-6 C27H34O3
2,3-dihydro-2-(2'-allyloxy-5'-nonyl-phenyl)-4H-1-benzopyran-4-one
—— 1312298-10-4 C18H16O8
—— 6-((3-methylphenyl)amino)-2-phenyl-4H-chromen-4-one 1644565-53-6 C22H17NO2
6-((3-methylphenyl)amino)-2-phenyl-4H-chromen-4-one
—— 2-(4-(((2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-3,5-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium 1106675-24-4 C27H29O18
2-(4-(((2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-3,5-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium
—— Brutieridin 1162664-57-4 C34H42O19
Brutieridin
—— (1-difluoromethoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)cyclopropanamide 373632-29-2 C25H21F2NO4
(1-difluoromethoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)cyclopropanamide
—— 3-nitro-2-(p-tolyl)-4H-chromen-4-one 1363156-60-8 C16H11NO4
3-nitro-2-(p-tolyl)-4H-chromen-4-one
—— Kuwanon A-diacetat 62949-92-2 C29H28O8
Kuwanon A-diacetat
—— 7-O-carboxymethyl quercetin tetraacetate 1334110-94-9 C25H20O13
7-O-carboxymethyl quercetin tetraacetate
—— 2H-1-Benzopyran-3(4H)-one, 6-methoxy-2-(4-methylphenyl)- 105849-82-9 C17H16O3
2H-1-Benzopyran-3(4H)-one, 6-methoxy-2-(4-methylphenyl)-
—— 5-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-6,7-dimethoxy-chromen-4-one 71306-32-6 C22H20O9
5-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-6,7-dimethoxy-chromen-4-one
—— 6-(4-iodobutoxy)-2-phenyl-4H-1-benzopyran-4-one 139653-25-1 C19H17IO3
6-(4-iodobutoxy)-2-phenyl-4H-1-benzopyran-4-one
—— 2-(3-bromophenyl)-5-methoxy-2,3-dihydrochromen-4-one 1251022-34-0 C16H13BrO3
2-(3-bromophenyl)-5-methoxy-2,3-dihydrochromen-4-one
—— (2R,3S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4-bis(benzyloxy)-5-methoxybenzoate 1190414-53-9 C65H56O10
(2R,3S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4-bis(benzyloxy)-5-methoxybenzoate
—— 1422462-45-0 C28H21NO5
—— [(2R,3R)-5,7-diacetyloxy-4-deuterio-2-(3,4-diacetyloxyphenyl)-3,4-dihydro-2H-chromen-3-yl] acetate 1200834-71-4 C25H24O11
[(2R,3R)-5,7-diacetyloxy-4-deuterio-2-(3,4-diacetyloxyphenyl)-3,4-dihydro-2H-chromen-3-yl] acetate
—— 8-(Bromomethyl)-6-methoxy-2-phenylchromen-4-one 87165-73-9 C17H13BrO3
8-(Bromomethyl)-6-methoxy-2-phenylchromen-4-one