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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
—— 7-((3-chlorobenzyl)oxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one 1187652-36-3 C22H15ClO7
7-((3-chlorobenzyl)oxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one
—— (2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl) phenoxy)methyl acetate 1114367-08-6 C18H14O9
(2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl) phenoxy)methyl acetate
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-sulfo-4H-benzopyran-4-one 88134-40-1 C15H10O10S
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-sulfo-4H-benzopyran-4-one
—— 7-((4-chlorobenzyl)oxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one 1187652-35-2 C22H15ClO7
7-((4-chlorobenzyl)oxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one
—— 2-(3,4-dioleoyloxyphenyl)-4-oxo-4H-chromene-3,5,7-trioleate 252013-41-5 C105H170O12
2-(3,4-dioleoyloxyphenyl)-4-oxo-4H-chromene-3,5,7-trioleate
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-((3-methylbenzyl)oxy)-4H-chromen-4-one 1394914-37-4 C23H18O7
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-((3-methylbenzyl)oxy)-4H-chromen-4-one
—— (2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl) phenoxy)methyl pivalate 1114367-06-4 C21H20O9
(2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl) phenoxy)methyl pivalate
—— 8-prenyl-3,3',7,4'-tetrakis-O-methoxymethylquercetin 143724-77-0 C28H34O11
8-prenyl-3,3',7,4'-tetrakis-O-methoxymethylquercetin
—— hyperoside 832692-15-6 C21H20O12
hyperoside
—— quercetin 3′-O-phosphate 734504-88-2 C15H11O10P
quercetin 3′-O-phosphate
—— 3'-((N-ethoxycarbonylmethyl)carbamoyloxy)-3,4',5,7-tetrahydroxyflavone 201280-83-3 C20H17NO10
3'-((N-ethoxycarbonylmethyl)carbamoyloxy)-3,4',5,7-tetrahydroxyflavone
—— quercetin 4'-acetate 959833-91-1 C17H12O8
quercetin 4'-acetate
—— 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-((4-methylbenzyl)oxy)-4H-chromen-4-one 1394914-46-5 C23H18O7
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-((4-methylbenzyl)oxy)-4H-chromen-4-one
—— 2-(3,4-dilinoleoyloxyphenyl)-4-oxo-4H-chromene-3,5,7-trilinoleate 1515926-65-4 C105H160O12
2-(3,4-dilinoleoyloxyphenyl)-4-oxo-4H-chromene-3,5,7-trilinoleate
—— 3-(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one 498548-17-7 C35H24O7
3-(benzyloxy)-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one
—— 5-hydroxy-2-(3-hydroxy-4-(methoxymethoxy)phenyl)-3,7-bis(methoxymethoxy)-4H-chromen-4-one 1427579-73-4 C21H22O10
5-hydroxy-2-(3-hydroxy-4-(methoxymethoxy)phenyl)-3,7-bis(methoxymethoxy)-4H-chromen-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-ethoxybenzoyl)]glucosyl-4H-chromen-4-one 1262615-52-0 C66H56O16
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-ethoxybenzoyl)]glucosyl-4H-chromen-4-one
—— 3'-acetylquercetin 1362247-01-5 C17H12O8
3'-acetylquercetin
—— 2-[3-(3-chloro-2,2-dimethylpropanoyloxy)-4-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one 1383562-34-2 C20H17ClO8
2-[3-(3-chloro-2,2-dimethylpropanoyloxy)-4-hydroxyphenyl]-3,5,7-trihydroxychromen-4-one
—— (2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)methyl butyrate 1114367-12-2 C20H18O9
(2-hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)methyl butyrate
—— 2-(3,4-Dipropoxyphenyl)-3,5,7-tripropoxychromen-4-one 82546-94-9 C30H40O7
2-(3,4-Dipropoxyphenyl)-3,5,7-tripropoxychromen-4-one
—— 5-O-prenyl-3,3',7,4'-tetrakis-O-methoxymethylquercetin 143724-71-4 C28H34O11
5-O-prenyl-3,3',7,4'-tetrakis-O-methoxymethylquercetin
—— 17-(3,4-Dihydroxyphenyl)-13,18,21-trihydroxy-2,10,16-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-1(14),3(12),4,6,8,15(20),17,21-octaene-11,19-dione 1614253-88-1 C25H14O10
17-(3,4-Dihydroxyphenyl)-13,18,21-trihydroxy-2,10,16-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-1(14),3(12),4,6,8,15(20),17,21-octaene-11,19-dione
—— 2-(3,4-dihydroxyphenyl)-7-((4-fluorobenzyl)oxy)-3,5-dihydroxy-4H-chromen-4-one 1394914-40-9 C22H15FO7
2-(3,4-dihydroxyphenyl)-7-((4-fluorobenzyl)oxy)-3,5-dihydroxy-4H-chromen-4-one
—— quercetin-3-O-D-xyloside 27214-55-7 C20H18O11
quercetin-3-O-D-xyloside
—— manghaslin —— C33H40O20
manghaslin
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-(3'',4''-O-isopropylidene)galactosyl-4H-chromen-4-one 1262615-38-2 C51H44O12
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-(3'',4''-O-isopropylidene)galactosyl-4H-chromen-4-one
—— O<sup>7</sup>-Benzyl-quercetin-3.5.3'.4'-tetraacetat 96367-22-5 C30H24O11
O<sup>7</sup>-Benzyl-quercetin-3.5.3'.4'-tetraacetat
—— 2-(3,4-Dihydroxyphenyl)-2-ethoxy-3,3,5,7-tetrahydroxychromen-4-one 102788-22-7 C17H16O9
2-(3,4-Dihydroxyphenyl)-2-ethoxy-3,3,5,7-tetrahydroxychromen-4-one
—— quercetin 3-O-α-L-arabinofuranosyl-7-O-α-L-rhamnopyranoside 1206531-80-7 C26H28O15
quercetin 3-O-α-L-arabinofuranosyl-7-O-α-L-rhamnopyranoside
—— 3,3',4',5,7-Penta-(β-hydroxyethoxy)flavon 23077-89-6 C25H30O12
3,3',4',5,7-Penta-(β-hydroxyethoxy)flavon
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-ethoxybenzoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one 1262615-39-3 C69H60O16
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',6''-di-O-(4-ethoxybenzoyl)-3'',4''-O-isopropylidene]galactosyl-4H-chromen-4-one
—— 9-Phenyl-7H-7-oxo<1>benzopyrano<7,8-e>-3-hydroxymethyl-1,4-dioxane 132303-24-3 C18H14O5
9-Phenyl-7H-7-oxo<1>benzopyrano<7,8-e>-3-hydroxymethyl-1,4-dioxane
—— 3'-[(N-carboxymethyl)carbamoyloxy]-3,4',5,7-tetrahydroxyflavone 201280-73-1 C18H13NO10
3'-[(N-carboxymethyl)carbamoyloxy]-3,4',5,7-tetrahydroxyflavone
—— 4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(4-methylpiperazine-1-carboxylate) 1609067-46-0 C27H30N4O6
4-oxo-2-phenyl-4H-chromene-7,8-diyl bis(4-methylpiperazine-1-carboxylate)
—— triethyl 2,2',2''-((2-(3,4-bis(2-ethoxy-2-oxoethoxy)phenyl)-4-oxo-4H-chromene-3,5,7-triyl)tris(oxy))triacetate 19391-85-6 C35H40O17
triethyl 2,2',2''-((2-(3,4-bis(2-ethoxy-2-oxoethoxy)phenyl)-4-oxo-4H-chromene-3,5,7-triyl)tris(oxy))triacetate
—— 3,3',4',5,7-penta-O-tert-butyldimethylsilylquercetin 265975-30-2 C45H80O7Si5
3,3',4',5,7-penta-O-tert-butyldimethylsilylquercetin
—— 5,7,3'-tri-O-methylquercetin 93876-67-6 C18H16O7
5,7,3'-tri-O-methylquercetin
—— 4H-1-Benzopyran-4-one,2-[3,4-bis(sulfooxy)phenyl]-5-hydroxy-3,7-bis(sulfooxy)-, potassium salt 90332-36-8 C15H6O19S4*4K
4H-1-Benzopyran-4-one,2-[3,4-bis(sulfooxy)phenyl]-5-hydroxy-3,7-bis(sulfooxy)-, potassium salt
—— 6,8-dibromo-2’-hydroxyquercetin 1569852-28-3 C15H8Br2O8
6,8-dibromo-2’-hydroxyquercetin
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-(piperidin-1-ylmethyl)-4H-chromen-4-one hydrochloride 57355-34-7 C21H21NO7*ClH
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-(piperidin-1-ylmethyl)-4H-chromen-4-one hydrochloride
—— 8,8'-(piperazine-1,4-diylbis(methylene))bis(2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one) 1421424-60-3 C36H30N2O14
8,8'-(piperazine-1,4-diylbis(methylene))bis(2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one)
—— quercitrin 865688-88-6 C21H20O11
quercitrin
—— 6,8-(dipiperidinomethyl)quercetin 30987-78-1 C21H21NO7
6,8-(dipiperidinomethyl)quercetin
—— 3,3',4',7'-tetra-O-benzylquercetin 1486-63-1 C43H34O7
3,3',4',7'-tetra-O-benzylquercetin
—— Tetraethyl-3,7,3',4'quercetine 82547-03-3 C23H26O7
Tetraethyl-3,7,3',4'quercetine
—— 8-(1-methylpiperizinomethyl)quercetin 39777-72-5 C21H22N2O7
8-(1-methylpiperizinomethyl)quercetin
—— quercetin 3-O-(2’’-β-D-glucopyranosyl)-β-D-galactopyranoside 95043-15-5 C27H30O17
quercetin 3-O-(2’’-β-D-glucopyranosyl)-β-D-galactopyranoside
—— 8-bromo-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one 573690-67-2 C15H9BrO7
8-bromo-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
—— 3,3',4',7-Tetrapivaloyl-Quercetin 157650-20-9 C35H42O11
3,3',4',7-Tetrapivaloyl-Quercetin