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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-[4-(Cyclopentylamino)-3-hydroxyphenyl]-3-hydroxybenzo[h]chromen-4-one 1373232-43-9 C24H21NO4
2-[4-(Cyclopentylamino)-3-hydroxyphenyl]-3-hydroxybenzo[h]chromen-4-one
—— (1-difluoromethoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide 373632-11-2 C23H18F3NO4
(1-difluoromethoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide
—— 7-((2-bromobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1254040-72-6 C26H19BrO7
7-((2-bromobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 2-(2-isopropoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 2-morpholin-4-yl-ethyl ester 57009-69-5 C25H27NO6
2-(2-isopropoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 2-morpholin-4-yl-ethyl ester
—— 2-{2-[7-Methoxy-2-phenyl-chroman-(4E)-ylidene]-ethyl}-2-methyl-cyclopentane-1,3-diol 58701-53-4 C24H28O4
2-{2-[7-Methoxy-2-phenyl-chroman-(4E)-ylidene]-ethyl}-2-methyl-cyclopentane-1,3-diol
—— 4'-p-Brom-acetylflavon 60324-53-0 C17H11BrO3
4'-p-Brom-acetylflavon
—— Acetic acid (2R,3R,4S)-4-acetoxy-7-methoxy-2-(2,4,6-trimethoxy-phenyl)-chroman-3-yl ester 58484-57-4 C23H26O9
Acetic acid (2R,3R,4S)-4-acetoxy-7-methoxy-2-(2,4,6-trimethoxy-phenyl)-chroman-3-yl ester
—— 3,3',4',7-Tetrakis(benzyloxy)-5-hydroxy-8-methoxyflavon 62506-99-4 C44H36O8
3,3',4',7-Tetrakis(benzyloxy)-5-hydroxy-8-methoxyflavon
—— 4'-acetoxy-6,7,3'-trimethoxyflavone 118793-54-7 C20H18O7
4'-acetoxy-6,7,3'-trimethoxyflavone
—— 5,7-Diacetoxy-3,6-dimethoxy-flavon 74175-73-8 C21H18O8
5,7-Diacetoxy-3,6-dimethoxy-flavon
—— 3-Benzenesulfonyl-6-methoxy-3-phenyl-chroman-4-one 140870-49-1 C22H18O5S
3-Benzenesulfonyl-6-methoxy-3-phenyl-chroman-4-one
—— (1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide 373630-76-3 C23H20FNO4
(1-methoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide
—— 3',4'-dibenzyloxy-3-tetraacetylglucosylflavone 331651-16-2 C43H40O14
3',4'-dibenzyloxy-3-tetraacetylglucosylflavone
—— 7-((4-cyanobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1254040-82-8 C27H19NO7
7-((4-cyanobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 2,8-dimethyl-4,4-diphenyl-4,4a-dihydro-2<i>H</i>-chromeno[3,2-<i>c</i>]pyridine-3,10-dione 70611-86-8 C26H21NO3
2,8-dimethyl-4,4-diphenyl-4,4a-dihydro-2<i>H</i>-chromeno[3,2-<i>c</i>]pyridine-3,10-dione
—— 6-(phenylamino)-2-phenyl-4H-chromen-4-one 1644565-49-0 C21H15NO2
6-(phenylamino)-2-phenyl-4H-chromen-4-one
—— 3,8-dimethyl-7-phenyl-chromeno[6,5-<i>d</i>]isoxazol-9-one 49586-13-2 C18H13NO3
3,8-dimethyl-7-phenyl-chromeno[6,5-<i>d</i>]isoxazol-9-one
—— (2R,3S,4R)-3-acetoxy-6-<(2R,3S,4S)-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan 85950-33-0 C60H62O18
(2R,3S,4R)-3-acetoxy-6-<(2R,3S,4S)-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan
—— 2-(2-hydroxy-phenyl)-2,3-dihydro-benzo[<i>h</i>]chromen-4-one 110937-45-6 C19H14O3
2-(2-hydroxy-phenyl)-2,3-dihydro-benzo[<i>h</i>]chromen-4-one
—— 3-hydroxyflavylium chloride 72117-69-2 C15H11O2*Cl
3-hydroxyflavylium chloride
—— 8-bromo-5-methoxy-2-(4-methoxy-phenyl)-chroman-4-one 51032-13-4 C17H15BrO4
8-bromo-5-methoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 6-methyl-d1-6-phenyldibenzo[d,f][1,3]dioxepine 1042724-37-7 C20H16O2
6-methyl-d1-6-phenyldibenzo[d,f][1,3]dioxepine
—— (2S,3S)-4'-hydroxy-3-α-L-rhamnopyranosyloxyflavanone 905564-55-8 C21H22O8
(2S,3S)-4'-hydroxy-3-α-L-rhamnopyranosyloxyflavanone
—— Acetic acid (2R,3R)-3,7-diacetoxy-2-(4-acetoxy-phenyl)-6-((E)-3,7-dimethyl-octa-2,6-dienyl)-4-oxo-chroman-5-yl ester 96917-36-1 C33H36O10
Acetic acid (2R,3R)-3,7-diacetoxy-2-(4-acetoxy-phenyl)-6-((E)-3,7-dimethyl-octa-2,6-dienyl)-4-oxo-chroman-5-yl ester
—— N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methyl-1-propanesulfonamide 373622-67-4 C25H28N2O6S2
N-(3-{1-methoxy-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)-N-methyl-1-propanesulfonamide
—— (E)-7-(3-hydroxy-3-methylbut-1-enyl)flavone 1393811-70-5 C20H18O3
(E)-7-(3-hydroxy-3-methylbut-1-enyl)flavone
—— 1403356-91-1 C18H16Cl2O4
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide 373632-50-9 C25H23F2NO6
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide
—— 5-Hydroxy-2'-C-prenyl-7,3',4',5'-tetramethoxyflavanon 62287-45-0 C24H28O7
5-Hydroxy-2'-C-prenyl-7,3',4',5'-tetramethoxyflavanon
—— 6-Hydroxy-5-jod-flavon 4311-02-8 C15H9IO3
6-Hydroxy-5-jod-flavon
—— Tetrahydroartobilochromen 64379-38-0 C25H28O7
Tetrahydroartobilochromen
—— 2-(3-((E)-4-methylstyryl)phenyl)-6-chloro-2,3-dihydrochromen-4-one 1251022-70-4 C24H19ClO2
2-(3-((E)-4-methylstyryl)phenyl)-6-chloro-2,3-dihydrochromen-4-one
—— 2-benzo[1,3]dioxol-5-yl-6,8-dibromo-chroman-4-one 130986-75-3 C16H10Br2O4
2-benzo[1,3]dioxol-5-yl-6,8-dibromo-chroman-4-one
—— 7-((3-methoxybenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1254040-80-6 C27H22O8
7-((3-methoxybenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 7-chloro-2-phenyl-2<i>H</i>-chromene 67859-08-9 C15H11ClO
7-chloro-2-phenyl-2<i>H</i>-chromene
—— 6-(2-(2-hydroxyethoxy)ethoxy)-4'-dimethylaminoflavone 1147337-36-7 C21H23NO5
6-(2-(2-hydroxyethoxy)ethoxy)-4'-dimethylaminoflavone
—— (1-difluoromethoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide 373632-41-8 C24H23F2NO5S
(1-difluoromethoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)isopropanesulfonamide
—— 2-(4-benzyloxy-phenyl)-5-methoxy-chromen-4-one 742079-31-8 C23H18O4
2-(4-benzyloxy-phenyl)-5-methoxy-chromen-4-one
—— 7-O-[2-(N-Ethylimino)propyl]-3'-O-cyclopentyldiosmetin N-oxide 1099011-23-0 C26H29NO7
7-O-[2-(N-Ethylimino)propyl]-3'-O-cyclopentyldiosmetin N-oxide
—— 2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-5-methyl-5-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester 554431-08-2 C39H45NO7
2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-5-methyl-5-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester
—— 3',4'-bis(benzyloxy)-5-(hexyloxy)-3,7,8-trimethoxyflavone 134109-95-8 C38H40O8
3',4'-bis(benzyloxy)-5-(hexyloxy)-3,7,8-trimethoxyflavone
—— (1-methoxy-6-(5-bromothien-2-yl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide 373631-35-7 C21H18BrNO4S
(1-methoxy-6-(5-bromothien-2-yl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide
—— 4'-benzyloxy-3',5,6,7,8-pentamethoxyflavanone 938041-78-2 C27H28O8
4'-benzyloxy-3',5,6,7,8-pentamethoxyflavanone
—— tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4β,6)-tetra-O-methyl-3-O-acetyl-(-)-robinetinidol 117479-75-1 C41H44O13
tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4β,6)-tetra-O-methyl-3-O-acetyl-(-)-robinetinidol
—— 2-<p-(N,N-dimethyl) aminophenyl>-naphtho-<2,1-b>-2,3-dihydropyran-4-one 156641-31-5 C21H19NO2
2-<p-(N,N-dimethyl) aminophenyl>-naphtho-<2,1-b>-2,3-dihydropyran-4-one
—— 3-hydroxy-7-iodo-2-(4-phenylmethoxyphenyl)chromen-4-one 132020-72-5 C22H15IO4
3-hydroxy-7-iodo-2-(4-phenylmethoxyphenyl)chromen-4-one
—— 2-(3-((E)-4-methoxystyryl)phenyl)-5-methoxy-2,3-dihydrochromen-4-one 1251022-74-8 C25H22O4
2-(3-((E)-4-methoxystyryl)phenyl)-5-methoxy-2,3-dihydrochromen-4-one
—— 7-benzyloxy-3-hydroxy-5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 59171-33-4 C25H22O7
7-benzyloxy-3-hydroxy-5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 5-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 1157856-47-7 C29H29NO5
5-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— tetra-O-methyl-6,6''-bischrysin 104416-57-1 C34H26O8
tetra-O-methyl-6,6''-bischrysin