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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
—— apigenin 7-O-[4''-O-cis-p-coumaroyl]-β-D-glucopyranoside —— C30H26O12
apigenin 7-O-[4''-O-cis-p-coumaroyl]-β-D-glucopyranoside
—— orientin 2''-O-β-D-xylopyranoside —— C26H28O15
orientin 2''-O-β-D-xylopyranoside
—— 6'''-(3-hydroxy-3-methylglutaroyl)-2''-O-β-D-galactopyranosyl orientin —— C33H38O20
6'''-(3-hydroxy-3-methylglutaroyl)-2''-O-β-D-galactopyranosyl orientin
—— isorhamnetin 3-O-2<sup>G</sup>-rhamnopyranosylrutinoside-7-O-α-L-rhamnopyranoside —— C40H52O24
isorhamnetin 3-O-2<sup>G</sup>-rhamnopyranosylrutinoside-7-O-α-L-rhamnopyranoside
—— trans-methyl 2-phenylchromane-3-carboxylate —— C17H16O3
trans-methyl 2-phenylchromane-3-carboxylate
—— cis-methyl 2-phenylchromane-3-carboxylate —— C17H16O3
cis-methyl 2-phenylchromane-3-carboxylate
—— 2-(naphthalen-2-yl)-2H-chromene —— C19H14O
2-(naphthalen-2-yl)-2H-chromene
—— epioritin-(4β->6)-epioritin-4β-ol —— C30H26O11
epioritin-(4β->6)-epioritin-4β-ol
—— epioritin-(4β->6)-epioritin-4α-ol —— C30H26O11
epioritin-(4β->6)-epioritin-4α-ol
—— chevalieriflavanoside A —— C21H24O11
chevalieriflavanoside A
—— rhamnocitrin-3-O-β-D-(6''-O-E-p-coumaroyl)-glucopyranoside —— C31H28O13
rhamnocitrin-3-O-β-D-(6''-O-E-p-coumaroyl)-glucopyranoside
—— 3,5-diacetoxy-2-phenyl-chromen-4-one —— C19H14O6
3,5-diacetoxy-2-phenyl-chromen-4-one
—— 5-hydroxyflavan-4β-ol —— C15H14O3
5-hydroxyflavan-4β-ol
—— 5-methoxyflav-3-ene —— C16H14O2
5-methoxyflav-3-ene
—— 2,4-trans-5-methoxyflavan-4-ol —— C16H16O3
2,4-trans-5-methoxyflavan-4-ol
—— 2,4-cis-5-methoxyflavan-4-ol —— C16H16O3
2,4-cis-5-methoxyflavan-4-ol
—— 5-trideuteriomethoxyflavone —— C16H12O3
5-trideuteriomethoxyflavone
—— 5-(3-Ethoxy-2-hydroxypropoxy)-2-phenylchromone —— C20H20O5
5-(3-Ethoxy-2-hydroxypropoxy)-2-phenylchromone
—— 5-(2-Phenylthioethoxy)-2-phenylchromone —— C23H18O3S
5-(2-Phenylthioethoxy)-2-phenylchromone
—— 2-phenyl-5-(2,3-epoxypropoxy)-4-oxo-4H-1-benzopyran —— C18H14O4
2-phenyl-5-(2,3-epoxypropoxy)-4-oxo-4H-1-benzopyran
—— 5-(2-Ethoxyethoxy)-2-phenylchromone —— C19H18O4
5-(2-Ethoxyethoxy)-2-phenylchromone
—— methyl 2-[2-(2-phenylchromon-5-yloxy)ethoxy]benzoate —— C25H20O6
methyl 2-[2-(2-phenylchromon-5-yloxy)ethoxy]benzoate
—— 5-(2-Hydroxyethoxy)-2-phenylchromone —— C17H14O4
5-(2-Hydroxyethoxy)-2-phenylchromone
—— 5-butoxy-2-phenyl-4H-chromen-4-one —— C19H18O3
5-butoxy-2-phenyl-4H-chromen-4-one
—— 5-(3-phenoxy-2-hydroxypropoxy)-2-phenylchromone —— C24H20O5
5-(3-phenoxy-2-hydroxypropoxy)-2-phenylchromone
—— 5-(2-phenoxyethoxy)-2-phenylchromone —— C23H18O4
5-(2-phenoxyethoxy)-2-phenylchromone
—— 5-(allyloxy)flavone —— C18H14O3
5-(allyloxy)flavone
—— tricin 4'-sulphate —— C17H14O10S
tricin 4'-sulphate
—— tricin 7-sulphate —— C17H14O10S
tricin 7-sulphate
—— 2-(2-carboxyphenyl)-4H-chromen-4-one-3-O-2,3,4,6-O-tetraacetyl-β-D-glucopyranoside —— C30H28O14
2-(2-carboxyphenyl)-4H-chromen-4-one-3-O-2,3,4,6-O-tetraacetyl-β-D-glucopyranoside
—— 3-hydroxy-2-(4-methoxyphenyl)-5,7-dimethyl-8-tosyl-4H-chromen-4-one —— C25H22O6S
3-hydroxy-2-(4-methoxyphenyl)-5,7-dimethyl-8-tosyl-4H-chromen-4-one
—— 2-(4-isobutylphenyl)-4H-chromen-4-one-3-O-2,3,4,6-O-tetraacetyl-β-D-glucopyranoside —— C33H36O12
2-(4-isobutylphenyl)-4H-chromen-4-one-3-O-2,3,4,6-O-tetraacetyl-β-D-glucopyranoside
—— quercetin 3-O-β-D-glucuronide 6''-methyl ester 79543-28-5 C22H20O13
quercetin 3-O-β-D-glucuronide 6''-methyl ester
—— (E)-N'-(3,5-dimethoxybenzylidene)-4-(4-oxo-4H-chromen-2-yl)benzohydrazide —— C25H20N2O5
(E)-N'-(3,5-dimethoxybenzylidene)-4-(4-oxo-4H-chromen-2-yl)benzohydrazide
—— 5,7-dihydroxy-2(R)-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-2,3-dihydro-4H-chromen-4-one —— C20H20O5
5,7-dihydroxy-2(R)-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-2,3-dihydro-4H-chromen-4-one
—— delphinidin 3-O-(β-D-glucopyranoside)-5-O-(6-O-malonyl-β-D-glucopyranoside) trifluoroacetic acid salt —— C2F3O2*C30H33O20
delphinidin 3-O-(β-D-glucopyranoside)-5-O-(6-O-malonyl-β-D-glucopyranoside) trifluoroacetic acid salt
—— delphinidin 3,5-di-O-(β-D-glucopyranoside) trifluoroacetic acid salt —— C2F3O2*C27H31O17
delphinidin 3,5-di-O-(β-D-glucopyranoside) trifluoroacetic acid salt
—— Sexangularetinile-3-O β-D-sophoroside —— C28H32O17
Sexangularetinile-3-O β-D-sophoroside
—— herbacetin 8-methyl ether 3-O-glucoside-7-O-rutinoside —— C34H42O21
herbacetin 8-methyl ether 3-O-glucoside-7-O-rutinoside
—— (-)-epiafzelechin 5-O-β-D-glucoside —— C21H24O10
(-)-epiafzelechin 5-O-β-D-glucoside
—— 3-(4-(4-(4-methoxy-phenyl)-piperazin-1-yl)-phenyl)-3-phenyl-7-hydroxycarbonyl-3H-naphtho[2,1-b]pyran. —— C37H32N2O4
3-(4-(4-(4-methoxy-phenyl)-piperazin-1-yl)-phenyl)-3-phenyl-7-hydroxycarbonyl-3H-naphtho[2,1-b]pyran.
—— luteolin-3’-glucuronide —— C21H18O12
luteolin-3’-glucuronide
—— (2R)-naringenin 5-O-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside —— C27H32O15
(2R)-naringenin 5-O-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside
—— (2S)-apiforol 55167-29-8 C15H14O5
(2S)-apiforol
—— 7-O-β-D-cellobiosyl-4'-O-β-D-glycosylapigenin —— C33H40O20
7-O-β-D-cellobiosyl-4'-O-β-D-glycosylapigenin
—— 7-O-β-D-cellobiosyl-apigenin —— C27H30O15
7-O-β-D-cellobiosyl-apigenin
—— naringenin 4'-O-β-neohesperidoside —— C27H32O14
naringenin 4'-O-β-neohesperidoside
—— 7-methoxyapigeninidin —— C16H13O4*Cl
7-methoxyapigeninidin
—— 4',5-dihydroxy-7-prenyloxyflavanone —— C20H20O5
4',5-dihydroxy-7-prenyloxyflavanone
—— 7-O-allylnaringenin —— C18H16O5
7-O-allylnaringenin