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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
—— epigallocatechin-3-O-p-hydroxybenzoate-(4β->8)-epigallocatechin-3-O-gallate 1359849-48-1 C44H34O20
epigallocatechin-3-O-p-hydroxybenzoate-(4β->8)-epigallocatechin-3-O-gallate
—— PEGCG 507453-56-7 C38H48O12
PEGCG
—— (-)-(2R,3S)-trans-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol 332386-71-7 C50H44O7
(-)-(2R,3S)-trans-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol
—— chrysin-ethylidene-lomefloxacin 1613083-71-8 C34H31F2N3O7
chrysin-ethylidene-lomefloxacin
—— naringenin-ethylidene-lomefloxacin 1613083-66-1 C34H33F2N3O8
naringenin-ethylidene-lomefloxacin
—— (6R,7S,8R)-3-cyclopropyl-6,7-dihydroxy-2-methyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole 868633-74-3 C20H20N2O3
(6R,7S,8R)-3-cyclopropyl-6,7-dihydroxy-2-methyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole
—— (6R,7S,8R)-6,7-dihydroxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole 868633-60-7 C18H18N2O3
(6R,7S,8R)-6,7-dihydroxy-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole
—— (6R,7S,8R)-7-hydroxy-6-(2-methoxy-ethoxy)-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole 868633-58-3 C21H24N2O4
(6R,7S,8R)-7-hydroxy-6-(2-methoxy-ethoxy)-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole
—— (6R,7S,8R)-2-cyclopropyl-6,7-dihydroxy-3-methyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole 868633-77-6 C20H20N2O3
(6R,7S,8R)-2-cyclopropyl-6,7-dihydroxy-3-methyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole
—— 7-O-(2-hydroxyethyl)chrysin 265975-47-1 C17H14O5
7-O-(2-hydroxyethyl)chrysin
—— 5-hydroxy-2-phenyl-6,7-bis((3,5,6-trimethyl pyrazine-2-yl)methoxy)-4H-benzopyran-4-one 1396810-50-6 C31H30N4O5
5-hydroxy-2-phenyl-6,7-bis((3,5,6-trimethyl pyrazine-2-yl)methoxy)-4H-benzopyran-4-one
—— octadecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate 1217342-36-3 C35H48O6
octadecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate
—— 4-chloro-3-carboxy-flav-3-ene 99943-58-5 C16H11ClO3
4-chloro-3-carboxy-flav-3-ene
—— 2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(4-methoxyphenoxy)-2H-chromene-3-carbaldehyde 203919-41-9 C27H24O7
2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(4-methoxyphenoxy)-2H-chromene-3-carbaldehyde
—— 2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-methoxy-2H-chromene-3-carbaldehyde 203919-40-8 C21H20O6
2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-methoxy-2H-chromene-3-carbaldehyde
—— 2-(benzo[1,3]dioxol-5-yl)-4-chloro-6-isopropoxy-2H-chromene-3-carbaldehyde 203919-39-5 C20H17ClO5
2-(benzo[1,3]dioxol-5-yl)-4-chloro-6-isopropoxy-2H-chromene-3-carbaldehyde
—— 2-(benzo[1,3]dioxol-5-yl)-4-chloro-6-isopropoxy-2H-chromene-3-carboxylic acid 203917-92-4 C20H17ClO6
2-(benzo[1,3]dioxol-5-yl)-4-chloro-6-isopropoxy-2H-chromene-3-carboxylic acid
—— 7-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-methoxy-chromen-4-one 203191-62-2 C25H22O6
7-benzyloxy-2-(3,4-dimethoxy-phenyl)-5-methoxy-chromen-4-one
—— 10-hydroxy-10-methyl-2,2-diphenyl-2H-pyrano[6,5-b]fluorene 416857-85-7 C29H22O2
10-hydroxy-10-methyl-2,2-diphenyl-2H-pyrano[6,5-b]fluorene
—— 3-hydroxy-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-73-0 C43H41N3O9
3-hydroxy-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 3-hydroxy-2-(4-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-85-4 C41H37N3O8
3-hydroxy-2-(4-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— methyl 3-(((4-oxo-2-(4-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-3-yl)oxy)methyl)benzoate 1451741-22-2 C51H47N3O11
methyl 3-(((4-oxo-2-(4-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-3-yl)oxy)methyl)benzoate
—— 7-ethoxy-carbonylmethoxyflavanone 2430-55-9 C19H18O5
7-ethoxy-carbonylmethoxyflavanone
—— quercetin 3-O-((β-D-glucopyranosyl-(1->3)-(4-O-(E-p-coumaroyl))-α-L-rhamnopyranosyl-(1->6)-β-D-galactopyranoside))-7-O-α-L-rhamnopyranoside 1011263-46-9 C48H56O27
quercetin 3-O-((β-D-glucopyranosyl-(1->3)-(4-O-(E-p-coumaroyl))-α-L-rhamnopyranosyl-(1->6)-β-D-galactopyranoside))-7-O-α-L-rhamnopyranoside
—— myricetin-3-O-β-D-galactoside-3'-O-α-D-galactoside 1241909-30-7 C27H30O18
myricetin-3-O-β-D-galactoside-3'-O-α-D-galactoside
—— kaempferol 3-O-((β-D-glucopyranosyl-(1->3)-(4-O-(E-p-coumaroyl))-α-L-rhamnopyranosyl-(1->6)-β-D-galactopyranoside))-7-O-α-L-rhamnopyranoside 1011263-48-1 C48H56O26
kaempferol 3-O-((β-D-glucopyranosyl-(1->3)-(4-O-(E-p-coumaroyl))-α-L-rhamnopyranosyl-(1->6)-β-D-galactopyranoside))-7-O-α-L-rhamnopyranoside
—— houttuynoid B 1370730-82-7 C32H38O12
houttuynoid B
—— 5,7,3',4'-tetrahydroxy-6'-(2-undecanonyl)-3-O-β-D-galactopyranosyl flavonoid 1370730-85-0 C32H40O13
5,7,3',4'-tetrahydroxy-6'-(2-undecanonyl)-3-O-β-D-galactopyranosyl flavonoid
—— isorhamnetin 3-β-D-galactopyranoside 5041-82-7 C22H22O12
isorhamnetin 3-β-D-galactopyranoside
—— myricetin-3-O-β-D-galactoside-3'-O-α-D-glucoside 1241909-29-4 C27H30O18
myricetin-3-O-β-D-galactoside-3'-O-α-D-glucoside
—— 5,7,3',4'-tetrahydroxy-2'-(2-undecanonyl)-3-O-β-D-galactopyranosyl flavonoid 1370730-84-9 C32H40O13
5,7,3',4'-tetrahydroxy-2'-(2-undecanonyl)-3-O-β-D-galactopyranosyl flavonoid
—— 5,7,4'-trihydroxy-3"-decanonyl-[1",2":2',3']-3-O-β-D-galactopyranosyl furanoflavonoid 1370730-83-8 C33H38O13
5,7,4'-trihydroxy-3"-decanonyl-[1",2":2',3']-3-O-β-D-galactopyranosyl furanoflavonoid
—— houttuynoid A 1370730-79-2 C33H38O13
houttuynoid A
—— kaempferol 3-O-α-rhamnosyl-(1->2)-[(6-O-3-hydroxy-3-methylglutaryl)-β-galactoside] 1392831-76-3 C33H38O19
kaempferol 3-O-α-rhamnosyl-(1->2)-[(6-O-3-hydroxy-3-methylglutaryl)-β-galactoside]
—— quercetin-3-O-α-L-rhamnopyranosyl-(1 → 2)-[6-O-(3-hydroxy-3-methylglutaryl)-β-D-galactopyranoside] 1392831-75-2 C33H38O20
quercetin-3-O-α-L-rhamnopyranosyl-(1 → 2)-[6-O-(3-hydroxy-3-methylglutaryl)-β-D-galactopyranoside]
—— 7,4'-diacetoxy-5-(3-methylbut-2-enyloxy)flavone 583037-97-2 C24H22O7
7,4'-diacetoxy-5-(3-methylbut-2-enyloxy)flavone
—— 5,7-Dideuteriooxy-2-(4-deuteriooxyphenyl)chromen-4-one 263711-81-5 C15H10O5
5,7-Dideuteriooxy-2-(4-deuteriooxyphenyl)chromen-4-one
—— 5,4'-di-O-hexanoylapigenin-7-O-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 1145669-48-2 C61H56O16
5,4'-di-O-hexanoylapigenin-7-O-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside
—— 7-(tert-butoxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one 1610737-63-7 C19H18O5
7-(tert-butoxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— 6,8-diprenylapigenin 70872-32-1 C25H26O5
6,8-diprenylapigenin
—— 6-geranylapigenin 134955-26-3 C25H26O5
6-geranylapigenin
—— 6′′,6′′-dimethyl-4′′,5′′-dihydropyrano[2′′,3′′:7,6]apigenin 76288-47-6 C20H18O5
6′′,6′′-dimethyl-4′′,5′′-dihydropyrano[2′′,3′′:7,6]apigenin
—— 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-((3-hydroxypiperidin-1-yl)methyl)-4H-chromen-4-one 1334524-18-3 C21H21NO6
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-((3-hydroxypiperidin-1-yl)methyl)-4H-chromen-4-one
—— 4-(5-acetoxy-7-hydroxy-4-oxo-4H-chromen-2-yl)phenylacetate 34331-04-9 C19H14O7
4-(5-acetoxy-7-hydroxy-4-oxo-4H-chromen-2-yl)phenylacetate
—— 5-hydroxy-2-(4-hydroxyphenyl)-7-morpholino-4H-chromen-4-one 1610737-74-0 C19H17NO5
5-hydroxy-2-(4-hydroxyphenyl)-7-morpholino-4H-chromen-4-one
—— 7-((4-fluorobenzyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one 1610737-62-6 C22H15FO5
7-((4-fluorobenzyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
—— kaempferol 7-O-α-L-rhamnoside 88109-95-9 C21H20O9
kaempferol 7-O-α-L-rhamnoside
—— 3'-nitroapigenin 890661-83-3 C15H9NO7
3'-nitroapigenin
—— 5,4'-di-O-hexanoyl-apigenin 1145669-47-1 C27H30O7
5,4'-di-O-hexanoyl-apigenin
—— apigenin-7-O-β-D-allopyranoside 527704-27-4 C21H20O10
apigenin-7-O-β-D-allopyranoside