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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
—— kaempferol 3-O-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranoside —— C27H30O15
kaempferol 3-O-β-D-glucopyranosyl-(1→3)-α-L-rhamnopyranoside
—— (-)-catechin-8-C-β-D-glucopyranosyl-(4->1)-O-α-D-glucopyranoside —— C27H34O16
(-)-catechin-8-C-β-D-glucopyranosyl-(4->1)-O-α-D-glucopyranoside
—— 8-(β-maltosyl)naringenin —— C27H32O15
8-(β-maltosyl)naringenin
—— 2-benzo[1,3]dioxol-5-yl-chroman-3,4-dione —— C16H10O5
2-benzo[1,3]dioxol-5-yl-chroman-3,4-dione
—— (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 4-ethoxy-3,5-dihydroxy benzoate —— C24H22O11
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 4-ethoxy-3,5-dihydroxy benzoate
—— 5,7,8,4′-tetrahydroxyflavanone —— C15H12O6
5,7,8,4′-tetrahydroxyflavanone
—— naringin 4'-O-glucoside —— C33H42O19
naringin 4'-O-glucoside
—— apigenin 7-O-neohesperidoside —— C27H30O14
apigenin 7-O-neohesperidoside
—— 2-phenyl-3-propyl-4H-chromen-4-one —— C18H16O2
2-phenyl-3-propyl-4H-chromen-4-one
—— 3,9-dihydroxy-6-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-6H-[1]benzothieno[3,2-c][1]benzopyran —— C27H25NO4S
3,9-dihydroxy-6-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-6H-[1]benzothieno[3,2-c][1]benzopyran
—— syringylcatechinpyrylium —— C26H23O9
syringylcatechinpyrylium
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-3-methoxychroman-5,7-diol —— C16H16O6
(2R,3R)-2-(3,4-dihydroxyphenyl)-3-methoxychroman-5,7-diol
—— (+/-)-catechin sulfate —— C15H14O21S5
(+/-)-catechin sulfate
—— 3-O-acetyl-(-)-epicatechin —— C17H16O7
3-O-acetyl-(-)-epicatechin
—— 4-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-1,2-phenylene diacetate —— C19H18O8
4-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-1,2-phenylene diacetate
—— (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl octanoate —— C23H28O7
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl octanoate
—— 1-(((2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl)oxy)ethyl isobutyrate —— C21H24O8
1-(((2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl)oxy)ethyl isobutyrate
—— 1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione catechin cocrystal —— C8H10N4O2*C15H14O6
1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione catechin cocrystal
—— 7-acetylcatechin ester —— C17H16O7
7-acetylcatechin ester
—— 3',4'-dibenzyloxycarbonyl ester catechin —— C31H26O10
3',4'-dibenzyloxycarbonyl ester catechin
—— (epi)catechin-3-O-gallate benzylthioether —— C29H24O10S
(epi)catechin-3-O-gallate benzylthioether
—— 5-O-neohesperidoside-asplenetin —— C32H40O16
5-O-neohesperidoside-asplenetin
—— (+)-(2R,3R)-((2R,3S)-5,7-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)phenyl)chroman-3-yl)-4-methyl-2,3-bis(benzyloxy)succinate —— C62H56O11
(+)-(2R,3R)-((2R,3S)-5,7-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)phenyl)chroman-3-yl)-4-methyl-2,3-bis(benzyloxy)succinate
—— apigenin 8-C-β-D-galactoside —— C21H20O10
apigenin 8-C-β-D-galactoside
—— petunidin 3,5-diglucoside —— C28H33O17
petunidin 3,5-diglucoside
—— cyanidin-3,7-β-O-diglucoside —— C27H31O16
cyanidin-3,7-β-O-diglucoside
—— malvidin-3-galactoside —— C23H25O12
malvidin-3-galactoside
—— peonidin 3,5-di(β-D-glucoside) cation —— C28H33O16
peonidin 3,5-di(β-D-glucoside) cation
—— quercetin 7,4'-diglucoside —— C27H30O17
quercetin 7,4'-diglucoside
—— malvin —— C23H25O12
malvin
—— 8-C-ascorbyl-(− )-epigallocatechin —— C21H20O13
8-C-ascorbyl-(− )-epigallocatechin
—— kaempferol 3,7,4'-tri-O-β-glucoside —— C33H40O21
kaempferol 3,7,4'-tri-O-β-glucoside
—— 7,4'-di-O-β-D-glucosylkaempferol —— C27H30O16
7,4'-di-O-β-D-glucosylkaempferol
—— peonidin 3-O-glucoside —— C22H23O11*Cl
peonidin 3-O-glucoside
—— quercetin 3-O-β-D-lactoside —— C27H30O17
quercetin 3-O-β-D-lactoside
—— malvidin 3-O-glucoside chloride —— C23H25O12*Cl
malvidin 3-O-glucoside chloride
—— quercetin-3-O-glucoside-7-O-rhamnoside —— C27H30O16
quercetin-3-O-glucoside-7-O-rhamnoside
—— pelargonidin 3-sophoroside —— C27H31O15
pelargonidin 3-sophoroside
—— cyanidin 3-O-[2-O-(β-D-glycopyranosyl)-β-D-glucopyranoside] —— C27H31O16
cyanidin 3-O-[2-O-(β-D-glycopyranosyl)-β-D-glucopyranoside]
—— quercetin 3-glucoside —— C21H20O11
quercetin 3-glucoside
—— chalconaringenin 2'-glucoside —— C21H22O10
chalconaringenin 2'-glucoside
—— pinocembrin 7-O-β-D-glucopyranoside —— C21H22O9
pinocembrin 7-O-β-D-glucopyranoside
—— 3-hydroxyflavone glucoside —— C21H20O8
3-hydroxyflavone glucoside
—— cnidimonin A —— C30H24O9
cnidimonin A
—— 11-hydroxy-2-phenylanthra[1,2-b]pyran-4,7,12-trione —— C23H12O5
11-hydroxy-2-phenylanthra[1,2-b]pyran-4,7,12-trione
—— myricetin 4'-methyl ether 3-O-β-D-xylopyranoside —— C21H20O12
myricetin 4'-methyl ether 3-O-β-D-xylopyranoside
—— 3-[(6-deoxy-2-O-β-D-xylopyranosyl-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one —— C32H36O14
3-[(6-deoxy-2-O-β-D-xylopyranosyl-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one
—— 3-hydroxyl-apigenin 8-C-β-D-xylopyranoside —— C20H18O10
3-hydroxyl-apigenin 8-C-β-D-xylopyranoside
—— [2,2-difluoro-8-hydroxy-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-6-yl]-acetonitrile —— C20H17F2NO3
[2,2-difluoro-8-hydroxy-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-6-yl]-acetonitrile
—— [2,2-difluoro-8-methoxymethoxy-4-(4-methoxymethoxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-6-yl]-methanol —— C23H26F2O6
[2,2-difluoro-8-methoxymethoxy-4-(4-methoxymethoxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-6-yl]-methanol