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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
—— (6S,6aR,10aR)-7-imino-6-(4-methoxyphenyl)-10-methyl-6a-nitro-9-phenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile 1438276-77-7 C28H23N3O4
(6S,6aR,10aR)-7-imino-6-(4-methoxyphenyl)-10-methyl-6a-nitro-9-phenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-2-bromo-7-imino-10-methyl-6a-nitro-6,9-diphenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile 1438276-80-2 C27H20BrN3O3
(6S,6aR,10aR)-2-bromo-7-imino-10-methyl-6a-nitro-6,9-diphenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-7-amino-10-methyl-6-(4-methylphenyl)-6a-nitro-9-phenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile 1438276-57-3 C28H23N3O3
(6S,6aR,10aR)-7-amino-10-methyl-6-(4-methylphenyl)-6a-nitro-9-phenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-7-amino-2-bromo-10-methyl-6a-nitro-6,9-diphenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile 1438276-63-1 C27H20BrN3O3
(6S,6aR,10aR)-7-amino-2-bromo-10-methyl-6a-nitro-6,9-diphenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-7-amino-6-(4-bromophenyl)-10-methyl-6a-nitro-9-phenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile 1438276-55-1 C27H20BrN3O3
(6S,6aR,10aR)-7-amino-6-(4-bromophenyl)-10-methyl-6a-nitro-9-phenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-6-(4-bromophenyl)-7-imino-10-methyl-6a-nitro-9-phenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile 1438276-75-5 C27H20BrN3O3
(6S,6aR,10aR)-6-(4-bromophenyl)-7-imino-10-methyl-6a-nitro-9-phenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-7-imino-10-methyl-6-(4-methylphenyl)-6a-nitro-9-phenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile 1438276-76-6 C28H23N3O3
(6S,6aR,10aR)-7-imino-10-methyl-6-(4-methylphenyl)-6a-nitro-9-phenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-7-amino-10-methyl-6a-nitro-6,9-diphenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile 1438276-53-9 C27H21N3O3
(6S,6aR,10aR)-7-amino-10-methyl-6a-nitro-6,9-diphenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-7-imino-10-methyl-6a-nitro-6,9-diphenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile 1438276-73-3 C27H21N3O3
(6S,6aR,10aR)-7-imino-10-methyl-6a-nitro-6,9-diphenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile
—— rhodolide —— C25H26O15
rhodolide
—— (6S,6aR,10aR)-7-imino-3-methoxy-10-methyl-6a-nitro-6,9-diphenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile 1438276-81-3 C28H23N3O4
(6S,6aR,10aR)-7-imino-3-methoxy-10-methyl-6a-nitro-6,9-diphenyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbonitrile
—— (6S,6aR,10aR)-7-amino-3-methoxy-10-methyl-6a-nitro-6,9-diphenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile 1438276-65-3 C28H23N3O4
(6S,6aR,10aR)-7-amino-3-methoxy-10-methyl-6a-nitro-6,9-diphenyl-6a,10a-dihydro-6H-benzo[c]chromene-8-carbonitrile
—— 5-(2-(Diethylamino)acetamido)-3-methyl-Isothiazole 56190-03-5 C21H21O9+
5-(2-(Diethylamino)acetamido)-3-methyl-Isothiazole
—— 3-hydroxy-5,7,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 71468-54-7 C19H18O7
3-hydroxy-5,7,8-trimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— herbacetin 8-O-β-D-xylopyranoside 4'-O-β-D-xylopyranoside 90193-30-9 C25H26O15
herbacetin 8-O-β-D-xylopyranoside 4'-O-β-D-xylopyranoside
—— acetylrhodalgin 68385-35-3 C22H20O12
acetylrhodalgin
—— Litvinolin 74137-44-3 C21H20O11
Litvinolin
—— (E)-2-phenyl-3-(pyrrolidin-1-ylmethylene)chroman-4-one 1268459-90-0 C20H19NO2
(E)-2-phenyl-3-(pyrrolidin-1-ylmethylene)chroman-4-one
—— Kaempferol 3-(2'',3''-diacetyl-4''-p-coumaroylrhamnoside) 128941-61-7 C34H30O14
Kaempferol 3-(2'',3''-diacetyl-4''-p-coumaroylrhamnoside)
—— 6-iodo-5,7,4'-trimethoxyflavone 50848-67-4 C18H15IO5
6-iodo-5,7,4'-trimethoxyflavone
—— Kaempferol-3-O-β-D-glucosid-7-O-β-L-rhamnosid 2392-95-2 C27H30O15
Kaempferol-3-O-β-D-glucosid-7-O-β-L-rhamnosid
—— 4-methoxy-3-benzylideneflavanone 24467-42-3 C23H18O3
4-methoxy-3-benzylideneflavanone
—— kaempferol 3-glucoside-7-rhamnoside 2392-95-2 C27H30O15
kaempferol 3-glucoside-7-rhamnoside
—— quercetin-3-glucoside-7-rhamnoside 2392-95-2 C27H30O15
quercetin-3-glucoside-7-rhamnoside
—— Quercetin-3-O-beta-glucopyranosyl-7-O-alpha-rhamnopyranoside 18016-58-5 C27H30O16
Quercetin-3-O-beta-glucopyranosyl-7-O-alpha-rhamnopyranoside
—— quercetin 3-O-β-D-galactoside-7-O-α-L-rhamnoside 18016-58-5 C27H30O16
quercetin 3-O-β-D-galactoside-7-O-α-L-rhamnoside
—— petiolaroside 18016-58-5 C27H30O16
petiolaroside
—— Flavonolglycosid C 18016-58-5 C27H30O16
Flavonolglycosid C
—— [6-[2-(3,4-Dihydroxyphenyl)-7-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate 130009-41-5 C36H37O19+
[6-[2-(3,4-Dihydroxyphenyl)-7-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
—— [(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate 131508-00-4 C23H22O12
[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
—— Aureusidin-4-glucosid 480-69-3 C21H20O11
Aureusidin-4-glucosid
—— 4,6-Dihydroxy-2-(3',4'-dihydroxy-benzal)-cumaranon-(3)-β-D-glucosid-(4) (Cerniosid) 480-69-3 C21H20O11
4,6-Dihydroxy-2-(3',4'-dihydroxy-benzal)-cumaranon-(3)-β-D-glucosid-(4) (Cerniosid)
—— (6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde 1644047-92-6 C36H28F4O3
(6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde
—— (6R,6aS,9S,10S,10aS)-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde 1644047-89-1 C36H29F3O3
(6R,6aS,9S,10S,10aS)-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde
—— GDC-0927 2100830-77-9 C28H28FNO4
GDC-0927
—— 5,6,7-trimethoxy-2-(4-nitrophenyl)-4H-chromen-4-one 685143-78-6 C18H15NO7
5,6,7-trimethoxy-2-(4-nitrophenyl)-4H-chromen-4-one
—— scutellarein-7-O-β-D-apiofuranoside 1217268-01-3 C20H18O10
scutellarein-7-O-β-D-apiofuranoside
—— (2S)-5-hydroxy-7,3'-dimethoxyflavanone 4'-O-D-apio-β-D-furanosyl-(1→5)-O-D-apio-β-D-furanosyl-(1→2)-O-β-D-glucopyranoside 1426256-01-0 C33H42O19
(2S)-5-hydroxy-7,3'-dimethoxyflavanone 4'-O-D-apio-β-D-furanosyl-(1→5)-O-D-apio-β-D-furanosyl-(1→2)-O-β-D-glucopyranoside
—— (2R,3R)-dihydrokaempferol 3-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside 1415245-86-1 C26H30O15
(2R,3R)-dihydrokaempferol 3-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside
—— apigenin-7-O-β-D-apiofuranosyl-(1->2)-β-D-apiofuranoside 1217268-02-4 C25H26O13
apigenin-7-O-β-D-apiofuranosyl-(1->2)-β-D-apiofuranoside
—— 3,7,3'-tri-O-methylquercetin 4'-O-D-apio-β-D-furanosyl-(1→2)-O-β-D-glucopyranoside 1426256-00-9 C29H34O16
3,7,3'-tri-O-methylquercetin 4'-O-D-apio-β-D-furanosyl-(1→2)-O-β-D-glucopyranoside
—— 8-C-(2"-O-β-D-apiofuranosyl)-β-D-glucopyranosyl apigenin 1275615-11-6 C26H28O14
8-C-(2"-O-β-D-apiofuranosyl)-β-D-glucopyranosyl apigenin
—— kaempferol 3-O-β-D-galactopyranoside 480-10-4 C21H20O11
kaempferol 3-O-β-D-galactopyranoside
—— Kaempferol-3-O-β-D-glucosid 480-10-4 C21H20O11
Kaempferol-3-O-β-D-glucosid
—— Trifolin 480-10-4 C21H20O11
Trifolin
—— astragalin heptaacetate 2636-51-3 C35H34O18
astragalin heptaacetate
—— Kaempferol-3-O-β-D-glucopyranosid 480-10-4 C21H20O11
Kaempferol-3-O-β-D-glucopyranosid
—— Quercetin-3-galactosid 480-10-4 C21H20O11
Quercetin-3-galactosid
—— kaempferol-3-O-galactoside 480-10-4 C21H20O11
kaempferol-3-O-galactoside
—— kaempferol-3-O-α-L-glucoside 480-10-4 C21H20O11
kaempferol-3-O-α-L-glucoside