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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
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(ethylcarbamate) 1609067-38-0 C21H20N2O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(ethylcarbamate)
—— hyperin 482-35-9 C21H20O12
hyperin
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-(morpholinomethyl)-4H-chromen-4-one 30987-77-0 C20H19NO8
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-(morpholinomethyl)-4H-chromen-4-one
—— quercetin-3,7-di-O-β-D-glucopyranoside-4'-O-α-L-rhamnopyranoside 1393712-41-8 C33H40O21
quercetin-3,7-di-O-β-D-glucopyranoside-4'-O-α-L-rhamnopyranoside
—— 2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one 357194-03-7 C28H18O7
2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one
—— quercetin-3',4',5,7-tetraacetate 7622-90-4 C23H18O11
quercetin-3',4',5,7-tetraacetate
—— falcoside C 1345865-59-9 C39H50O26
falcoside C
—— [2-butanoyloxy-4-[3,5,7-tri(butanoyloxy)-4-oxochromen-2-yl]phenyl] butanoate 82546-97-2 C35H40O12
[2-butanoyloxy-4-[3,5,7-tri(butanoyloxy)-4-oxochromen-2-yl]phenyl] butanoate
—— quercitrin 522-12-3 C21H20O11
quercitrin
—— (-)-epitaxifolin —— C15H12O7
(-)-epitaxifolin
—— quercetin 3-O-[β-D-(2-O-(E)-feruloyl)-xylopyranosyl]-(1->6)-β-D-glucopyranoside 1367661-33-3 C36H36O19
quercetin 3-O-[β-D-(2-O-(E)-feruloyl)-xylopyranosyl]-(1->6)-β-D-glucopyranoside
—— quercetin 3-O-β-D-glucopyranoside-7-O-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranoside 1309067-39-7 C33H40O21
quercetin 3-O-β-D-glucopyranoside-7-O-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranoside
—— isoquercitrin 19254-30-9 C21H20O12
isoquercitrin
—— 3,3',4',5,7-pentahydroxyflavone 3-O-arabogluocopyranoside 572-30-5 C20H18O11
3,3',4',5,7-pentahydroxyflavone 3-O-arabogluocopyranoside
—— quercetin 3-O-(3-O-methyl-α-L-rhamnopyranoside) 1269988-72-8 C22H22O11
quercetin 3-O-(3-O-methyl-α-L-rhamnopyranoside)
—— quercetin 3-O-[2G-(E)-coumaroyl-3G-O-β-D-glucosyl-3R-O-β-D-glucosylrutinoside] 1063877-18-8 C48H56O28
quercetin 3-O-[2G-(E)-coumaroyl-3G-O-β-D-glucosyl-3R-O-β-D-glucosylrutinoside]
—— quercetin 3-O-(6-O-E-p-coumaroyl)-neohesperidoside 1192486-97-7 C36H36O18
quercetin 3-O-(6-O-E-p-coumaroyl)-neohesperidoside
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl diisonicotinate 1609067-39-1 C27H16N2O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl diisonicotinate
—— quercetin 3-O-(3-O-methyl-α-L-rhamnopyranosyl)-(1->5)-O-β-D-apiofuranoside 1269988-75-1 C27H30O15
quercetin 3-O-(3-O-methyl-α-L-rhamnopyranosyl)-(1->5)-O-β-D-apiofuranoside
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(2,2-dimethylpropanoate) 1609067-33-5 C25H26O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(2,2-dimethylpropanoate)
—— Quercetin 3-O-sophoroside-7-O-glucuronide 140163-57-1 C33H38O23
Quercetin 3-O-sophoroside-7-O-glucuronide
—— quercetin 3-O-α-L-arabinopyranosyl-(1'''->6'')-β-D-galactopyranoside 13241-30-0 C26H28O16
quercetin 3-O-α-L-arabinopyranosyl-(1'''->6'')-β-D-galactopyranoside
—— 8-phenyl-[1,3]dioxolo[4,5-<i>h</i>]chromen-6-one 4476-32-8 C16H10O4
8-phenyl-[1,3]dioxolo[4,5-<i>h</i>]chromen-6-one
—— 7,8-bis-(1,1-dimethyl-allyloxy)-2-phenyl-4H-chromen-4-one 786706-01-2 C25H26O4
7,8-bis-(1,1-dimethyl-allyloxy)-2-phenyl-4H-chromen-4-one
—— 7,8-bis-(1,1-dimethyl-prop-2-ynyloxy)-2-phenyl-4H-chromen-4-one 786706-00-1 C25H22O4
7,8-bis-(1,1-dimethyl-prop-2-ynyloxy)-2-phenyl-4H-chromen-4-one
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(dimethylcarbamate) 1609067-35-7 C21H20N2O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(dimethylcarbamate)
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(3-methylbutanoate) 1609067-34-6 C25H26O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(3-methylbutanoate)
—— diethyl (4-oxo-2-phenyl-4H-chromene-7,8-diyl) dicarbonate 1609067-37-9 C21H18O8
diethyl (4-oxo-2-phenyl-4H-chromene-7,8-diyl) dicarbonate
—— 7,8-<3-(Ethoxycarbonyl)-ethylenedioxy>-2-phenyl-4H-1-benzopyran-4-one 121869-37-2 C20H16O6
7,8-<3-(Ethoxycarbonyl)-ethylenedioxy>-2-phenyl-4H-1-benzopyran-4-one
—— 2-Phenyl-7,8-bis(phenylmethoxy)chromen-4-one 500866-00-2 C29H22O4
2-Phenyl-7,8-bis(phenylmethoxy)chromen-4-one
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl diacetate 109688-08-6 C19H14O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl diacetate
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl Bis(trifluoromethanesulfonate) 1257063-84-5 C17H8F6O8S2
4-oxo-2-phenyl-4H-chromene-7,8-diyl Bis(trifluoromethanesulfonate)
—— 4-oxo-2-phenyl-4H-chromen-7-yl acetate 72994-98-0 C17H12O4
4-oxo-2-phenyl-4H-chromen-7-yl acetate
—— (8-Benzoyloxy-4-oxo-2-phenylchromen-7-yl) benzoate 110865-10-6 C29H18O6
(8-Benzoyloxy-4-oxo-2-phenylchromen-7-yl) benzoate
—— 8-bromoluteolin 1186503-17-2 C15H9BrO6
8-bromoluteolin
—— 2-{[2-(4-oxo-4H-chromen-2-yl)phenyl]amino}acetic acid 1356490-70-4 C17H13NO4
2-{[2-(4-oxo-4H-chromen-2-yl)phenyl]amino}acetic acid
—— oroxylin A 7-acetyl ester 123549-15-5 C18H14O6
oroxylin A 7-acetyl ester
—— 7-O-Benzylbaicalein 5928-35-8 C22H16O5
7-O-Benzylbaicalein
—— 8-morpholinemethylene baicalein 852333-36-9 C20H19NO6
8-morpholinemethylene baicalein
—— 5,6,7-trihydroxy-8-((4-methylpiperazin-1-yl)methyl)-2-phenyl-4H-chromen-4-one 1060171-92-7 C21H22N2O5
5,6,7-trihydroxy-8-((4-methylpiperazin-1-yl)methyl)-2-phenyl-4H-chromen-4-one
—— 5,6,7-trihydroxy-2-phenyl-8-(pyrrolidin-1-ylmethyl)-4H-chromen-4-one 1060171-73-4 C20H19NO5
5,6,7-trihydroxy-2-phenyl-8-(pyrrolidin-1-ylmethyl)-4H-chromen-4-one
—— 7-(benzyloxy)-5-hydroxy-6-(2-hydroxyethoxy)-2-phenyl-4H-chromen-4-one 1357354-95-0 C24H20O6
7-(benzyloxy)-5-hydroxy-6-(2-hydroxyethoxy)-2-phenyl-4H-chromen-4-one
—— baicalin-Leu-NH2 1017239-69-8 C27H30N2O11
baicalin-Leu-NH2
—— 5,6-dihydroxy-7-(3-methylbut-2-enyloxy)-2-phenyl-4H-chromen-4-one 1310461-23-4 C20H18O5
5,6-dihydroxy-7-(3-methylbut-2-enyloxy)-2-phenyl-4H-chromen-4-one
—— 5,6-Diacetoxy-7-benzyloxyflavon 67047-06-7 C26H20O7
5,6-Diacetoxy-7-benzyloxyflavon
—— 5,6-Diacetoxy-7-hydroxyflavon 67047-07-8 C19H14O7
5,6-Diacetoxy-7-hydroxyflavon
—— 1a,7a-Dihydro-6-methoxy-1a-phenyl-7H-oxireno<b><1>benzopyran-7-one 136764-56-2 C16H12O4
1a,7a-Dihydro-6-methoxy-1a-phenyl-7H-oxireno<b><1>benzopyran-7-one
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methyl-5-pivaloylamino-4H-1-benzopyran-4-one 165179-82-8 C26H27F3N2O4
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methyl-5-pivaloylamino-4H-1-benzopyran-4-one
—— 5-amino-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methyl-4H-1-benzopyran-4-one 180596-06-9 C21H19F3N2O3
5-amino-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methyl-4H-1-benzopyran-4-one
—— 4'-hydroxy-2,4,4-trimethylflavan 63661-69-8 C18H20O2
4'-hydroxy-2,4,4-trimethylflavan