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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
—— 1318698-21-3 C25H24O3S
—— 4′-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranoside 1542609-12-0 C33H40O22
4′-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranoside
—— 2-[3-[(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)methyl]-phenyl]-5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-benzopyran-4-one 358739-87-4 C29H32BrN3O5
2-[3-[(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)methyl]-phenyl]-5,7-dimethoxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-benzopyran-4-one
—— 3-acetyl-4-methyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one 1402842-00-5 C21H17N3O4
3-acetyl-4-methyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one
—— 7-hydroxy-5-(2-oxoheptyl)-2,2-diphenylbenzo[1,3]dioxin-4-one 846607-03-2 C27H26O5
7-hydroxy-5-(2-oxoheptyl)-2,2-diphenylbenzo[1,3]dioxin-4-one
—— methoxy-2 carbomethoxy-3 2H-flavene 85063-49-6 C18H16O4
methoxy-2 carbomethoxy-3 2H-flavene
—— 2-(4-methoxyphenyl)-3-(2,4-dimethoxyphenyl)-3-phenylthio-2,3-dihydro-(4H)-benzopyran-4-one 153618-11-2 C30H26O5S
2-(4-methoxyphenyl)-3-(2,4-dimethoxyphenyl)-3-phenylthio-2,3-dihydro-(4H)-benzopyran-4-one
—— Malvidin 3-(6-coumaroylglucoside) 5-glucoside 51939-51-6 C38H41O19+
Malvidin 3-(6-coumaroylglucoside) 5-glucoside
—— (2R)-4,7-dimethyl-2-p-tolyl-2H-chromene 1273579-07-9 C18H18O
(2R)-4,7-dimethyl-2-p-tolyl-2H-chromene
—— (2R)-2-(4-chlorophenyl)-6-methoxy-4-methyl-2H-chromene 1273579-06-8 C17H15ClO2
(2R)-2-(4-chlorophenyl)-6-methoxy-4-methyl-2H-chromene
—— 3',7-dibenzyloxy-4',5-dimethoxy flavone 203191-64-4 C31H26O6
3',7-dibenzyloxy-4',5-dimethoxy flavone
—— (+)-(2R)-5,7-bis(benzyloxy)-2-[3',5'-bis(benzyloxy)-4'-methoxyphenyl]chroman-3-one 901125-39-1 C44H38O7
(+)-(2R)-5,7-bis(benzyloxy)-2-[3',5'-bis(benzyloxy)-4'-methoxyphenyl]chroman-3-one
—— (R)-8-acetyl-5,7-dimethyl-2-phenylchroman-4-one 1438760-73-6 C19H18O3
(R)-8-acetyl-5,7-dimethyl-2-phenylchroman-4-one
—— (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((3-(3-(4-bromophenyl)-3-oxoprop-1-en-1-yl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1224255-67-7 C32H29BrO13
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((3-(3-(4-bromophenyl)-3-oxoprop-1-en-1-yl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— 3-(benzenesulfonyl)-2-(3-chlorophenyl)-6-methylchromen-4-one 87127-68-2 C22H15ClO4S
3-(benzenesulfonyl)-2-(3-chlorophenyl)-6-methylchromen-4-one
—— 3-acetoxy-2-(3,4-dimethoxy-phenyl)-6-methyl-chromen-4-one 95814-29-2 C20H18O6
3-acetoxy-2-(3,4-dimethoxy-phenyl)-6-methyl-chromen-4-one
—— 5S-(-)-[4-(2-diethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 1157856-58-0 C29H31NO4
5S-(-)-[4-(2-diethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
—— 6-(4-Bromophenyl)-4-(4-chlorophenyl)imino-7-iodo-8-methyl-5-oxaspiro[2.5]oct-6-en-8-ol 1173161-07-3 C20H16BrClINO2
6-(4-Bromophenyl)-4-(4-chlorophenyl)imino-7-iodo-8-methyl-5-oxaspiro[2.5]oct-6-en-8-ol
—— (2S,3R,4S)-4-(3,4-Dihydroxy-phenyl)-2-(2,4-dihydroxy-phenyl)-chroman-3,5,7-triol 125090-66-6 C21H18O8
(2S,3R,4S)-4-(3,4-Dihydroxy-phenyl)-2-(2,4-dihydroxy-phenyl)-chroman-3,5,7-triol
—— 3',4'-dimethoxy-3-(3,4-dimethoxyphenyl)flavone 1417318-17-2 C26H22O7
3',4'-dimethoxy-3-(3,4-dimethoxyphenyl)flavone
—— (E)-1-{2-[(2S,3R,4R,5S,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-hydroxy-phenyl}-3-(4-methoxy-phenyl)-propenone 163748-32-1 C28H34O14
(E)-1-{2-[(2S,3R,4R,5S,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-hydroxy-phenyl}-3-(4-methoxy-phenyl)-propenone
—— 5-Amino-2-[4-(2-methoxyethyl)amino]phenyl-4H-benzopyran-4-one 130599-78-9 C18H18N2O3
5-Amino-2-[4-(2-methoxyethyl)amino]phenyl-4H-benzopyran-4-one
—— 2-(4-trifluoromethylphenyl)-3,5,7-trihydroxy-4H-chromen-4-one 1254040-46-4 C16H9F3O5
2-(4-trifluoromethylphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
—— 5S-(-)-[4-(2-dimethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-8-ol 554431-44-6 C27H27NO4
5S-(-)-[4-(2-dimethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-8-ol
—— (-)-3-(4-methoxyphenyl)-2,3-dihydrobenzo[f]chromen-1-one 1413433-52-9 C20H16O3
(-)-3-(4-methoxyphenyl)-2,3-dihydrobenzo[f]chromen-1-one
—— 3-Acetoxy-4'-methoxy-6-methyl-flavan 851-80-9 C19H20O4
3-Acetoxy-4'-methoxy-6-methyl-flavan
—— tert-butyl (R)-3-hydroxy-3-[(R)-8-methoxy-2-phenyl-2H-chromen-3-yl]propanoate 1101850-51-4 C23H26O5
tert-butyl (R)-3-hydroxy-3-[(R)-8-methoxy-2-phenyl-2H-chromen-3-yl]propanoate
—— N-(4-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl)benzenesulfonamide 1467668-55-8 C24H21NO7S
N-(4-(5,6,7-trimethoxy-4-oxo-4H-chromen-2-yl)phenyl)benzenesulfonamide
—— 7-carboxymethyloxy-3',4'-dimethoxy-6-n-pentyloxy flavone 203191-17-7 C24H26O8
7-carboxymethyloxy-3',4'-dimethoxy-6-n-pentyloxy flavone
—— 2-(2,5-diacetoxy-phenyl)-3-methoxy-chromen-4-one 109805-36-9 C20H16O7
2-(2,5-diacetoxy-phenyl)-3-methoxy-chromen-4-one
—— 3-bromo-2,3,4'-trimethoxyflavan-4-one 88187-12-6 C18H17BrO5
3-bromo-2,3,4'-trimethoxyflavan-4-one
—— 1,13-bis[4'-(6,7-dimethoxy-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane 958458-04-3 C42H42O13
1,13-bis[4'-(6,7-dimethoxy-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane
—— 4-methoxy-7-(4-methoxy-phenyl)-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one 62061-95-4 C19H16O5
4-methoxy-7-(4-methoxy-phenyl)-6,7-dihydro-furo[3,2-<i>g</i>]chromen-5-one
—— Rutin Tetranitrate 1005139-39-8 C27H26N4O24
Rutin Tetranitrate
—— [5-(3,4-dimethoxybenzoyl)oxy-2-(3,4-dimethoxyphenyl)-4-oxochromen-7-yl] 3,4-dimethoxybenzoate 110865-08-2 C35H30O12
[5-(3,4-dimethoxybenzoyl)oxy-2-(3,4-dimethoxyphenyl)-4-oxochromen-7-yl] 3,4-dimethoxybenzoate
—— (2S,3S,4R,5R,6S)-5-(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl bis(pyrrolidine-1-carboxylate) 1374854-21-3 C59H58N2O12
(2S,3S,4R,5R,6S)-5-(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl bis(pyrrolidine-1-carboxylate)
—— 3-(1,4-benzodioxan-6-yl)-3-(2-fluorophenyl)-3H-naphtho[2,1-b]pyran 164064-01-1 C27H19FO3
3-(1,4-benzodioxan-6-yl)-3-(2-fluorophenyl)-3H-naphtho[2,1-b]pyran
—— 3-(benzenesulfonyl)-6-methyl-2-(4-nitrophenyl)chromen-4-one 87127-72-8 C22H15NO6S
3-(benzenesulfonyl)-6-methyl-2-(4-nitrophenyl)chromen-4-one
—— butyl 2-(10-methyl-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate 1609940-24-0 C23H22O5
butyl 2-(10-methyl-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate
—— 3-iodo-7-methoxy-6-methyl-2-phenyl-chromen-4-one 1279087-64-7 C17H13IO3
3-iodo-7-methoxy-6-methyl-2-phenyl-chromen-4-one
—— 2-(5,7-dihydroxy-3-methoxy-4-oxo-4H-chromen-2-yl)-benzoic acid 859033-58-2 C17H12O7
2-(5,7-dihydroxy-3-methoxy-4-oxo-4H-chromen-2-yl)-benzoic acid
—— 1062237-73-3 C20H15ClO6
—— (E)-2-(biphenyl-4-yl)-3-(pyrrolidin-1-ylmethylene)chroman-4-one 1268459-95-5 C26H23NO2
(E)-2-(biphenyl-4-yl)-3-(pyrrolidin-1-ylmethylene)chroman-4-one
—— (2R)-2-(4-bromophenyl)-4-methyl-2H-chromene 1273579-01-3 C16H13BrO
(2R)-2-(4-bromophenyl)-4-methyl-2H-chromene
—— 2-(4-acetoxy-3-methoxy-phenyl)-5-hydroxy-7-methoxy-chroman-4-one 41877-54-7 C19H18O7
2-(4-acetoxy-3-methoxy-phenyl)-5-hydroxy-7-methoxy-chroman-4-one
—— tephroleocarpin B 138590-94-0 C21H20O4
tephroleocarpin B
—— 7-<p-Phenetidino-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 101202-11-3 C25H21NO5
7-<p-Phenetidino-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 8-bromo-7-butoxy-2-(4-methoxyphenyl)-6-nitrochromen-4-one 135878-85-2 C20H18BrNO6
8-bromo-7-butoxy-2-(4-methoxyphenyl)-6-nitrochromen-4-one
—— 8-Butyryl-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one 213622-40-3 C21H20O4
8-Butyryl-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one
—— 7-acetoxy-8-(α,α-dimethylallyl)flavanone 82416-20-4 C22H22O4
7-acetoxy-8-(α,α-dimethylallyl)flavanone