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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-7-rhamnoside 69135-41-7 C21H22O10
Kaempferol-7-rhamnoside
—— 5,7-dimethyl-2-(4-nitro-phenyl)-chroman-4-one 108896-35-1 C17H15NO4
5,7-dimethyl-2-(4-nitro-phenyl)-chroman-4-one
—— 4-[(2S,3R)-6-Benzyloxy-5-fluoro-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol 878270-07-6 C36H41FO4SSi
4-[(2S,3R)-6-Benzyloxy-5-fluoro-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol
—— N-[4-(3,8-dibromo-6-chloro-4-oxochromen-2-yl)-2-nitrophenyl]acetamide 145665-90-3 C17H9Br2ClN2O5
N-[4-(3,8-dibromo-6-chloro-4-oxochromen-2-yl)-2-nitrophenyl]acetamide
—— (S)-3-acetyl-5-benzyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one 1402841-90-0 C27H21N3O4
(S)-3-acetyl-5-benzyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one
—— [(7R,8R)-5-hydroxy-10-[(2S)-2-hydroxy-3-methylbut-3-enyl]-2,2-dimethyl-6-oxo-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-7-yl] (2S)-2-methoxy-2-phenylacetate 1323905-31-2 C34H34O8
[(7R,8R)-5-hydroxy-10-[(2S)-2-hydroxy-3-methylbut-3-enyl]-2,2-dimethyl-6-oxo-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-7-yl] (2S)-2-methoxy-2-phenylacetate
—— (-)-epicatechin-4'-O-α-D-glucopyranoside 183387-70-4 C21H24O11
(-)-epicatechin-4'-O-α-D-glucopyranoside
—— 8-amino-3-(benzyloxy)-2-[2,4-bis(benzyloxy)phenyl]-6-methyl-4H-chromen-4-one 372102-56-2 C37H31NO5
8-amino-3-(benzyloxy)-2-[2,4-bis(benzyloxy)phenyl]-6-methyl-4H-chromen-4-one
—— 2-(2,3-dimethoxyphenyl)-4H-benzo[h]chromen-4-one 14756-23-1 C21H16O4
2-(2,3-dimethoxyphenyl)-4H-benzo[h]chromen-4-one
—— 4'-chloro-3-dimethylaminomethyl flavanone hydrochloride 77038-10-9 C18H18ClNO2*ClH
4'-chloro-3-dimethylaminomethyl flavanone hydrochloride
—— 3',5'-dimethoxyflavonol 1394018-29-1 C17H14O5
3',5'-dimethoxyflavonol
—— 3,5,7-Triacetoxy-4'-benzyloxy-3'-methoxy-flavon 83332-30-3 C29H24O10
3,5,7-Triacetoxy-4'-benzyloxy-3'-methoxy-flavon
—— 2-(4-dimethylaminophenyl)-6-methoxy-7-(N-morpholinyl)-2-phenyl-2H,13H-indeno[1,2-h]benzo[f]chromene 404934-58-3 C39H36N2O3
2-(4-dimethylaminophenyl)-6-methoxy-7-(N-morpholinyl)-2-phenyl-2H,13H-indeno[1,2-h]benzo[f]chromene
—— 3-Methoxy-flavanyl-(3)-methylaether 38493-05-9 C17H18O3
3-Methoxy-flavanyl-(3)-methylaether
—— (R)-2-methyl-propane-2-sulfinic acid [(2RS,4R)-6-bromo-4-(1,1-difluoro-2-hydroxy-ethyl)-2-phenyl-chroman-4-yl]-amide 1415108-74-5 C21H24BrF2NO3S
(R)-2-methyl-propane-2-sulfinic acid [(2RS,4R)-6-bromo-4-(1,1-difluoro-2-hydroxy-ethyl)-2-phenyl-chroman-4-yl]-amide
—— methyl 2-(7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)-acetate 1609940-18-2 C19H14O5
methyl 2-(7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)-acetate
—— 6-Nitro-8-methyl-flavonol 132318-78-6 C16H11NO5
6-Nitro-8-methyl-flavonol
—— 5-methoxy-2,2-diphenyl-2H-chromene 1393641-99-0 C22H18O2
5-methoxy-2,2-diphenyl-2H-chromene
—— 2-(3-Hydroxy-5-oxo-4-phenyl-2,5-dihydro-furan-2-yl)-6,7-dimethyl-2-phenyl-4H-1,5-dioxa-4-aza-phenanthrene-3,8-dione 106898-69-5 C29H21NO7
2-(3-Hydroxy-5-oxo-4-phenyl-2,5-dihydro-furan-2-yl)-6,7-dimethyl-2-phenyl-4H-1,5-dioxa-4-aza-phenanthrene-3,8-dione
—— 6-Nitro-3'-hydroxy-flavon 107618-65-5 C15H9NO5
6-Nitro-3'-hydroxy-flavon
—— (2<i>S</i>)-2<i>r</i>-(3,4-dimethoxy-phenyl)-7-methoxy-3<i>t</i>-(toluene-4-sulfonyloxy)-chroman 124112-32-9 C25H26O7S
(2<i>S</i>)-2<i>r</i>-(3,4-dimethoxy-phenyl)-7-methoxy-3<i>t</i>-(toluene-4-sulfonyloxy)-chroman
—— 2-methoxy-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429326-75-9 C22H18O3
2-methoxy-6-phenyl-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 7-hydroxy-2-(2-methoxy-phenyl)-8-nitro-chromen-4-one 132318-70-8 C16H11NO6
7-hydroxy-2-(2-methoxy-phenyl)-8-nitro-chromen-4-one
—— 5,6,8,4'-Tetramethoxyflavon 4143-67-3 C19H18O6
5,6,8,4'-Tetramethoxyflavon
—— 1492023-93-4 C46H42F6O11
—— 1422044-87-8 C24H20O3
—— 3',5'-Dichlor-4',5,7-trihydroxy-flavon 24527-01-3 C15H8Cl2O5
3',5'-Dichlor-4',5,7-trihydroxy-flavon
—— 8-acetylamino-3-methyl-2-phenyl-chromen-4-one 102028-40-0 C18H15NO3
8-acetylamino-3-methyl-2-phenyl-chromen-4-one
—— N-{6-[3-(3-cyanopropyl)phenyl]-1-methoxy-6H-benzo[c]chromen-8-yl}methanesulfonamide 373622-47-0 C25H24N2O4S
N-{6-[3-(3-cyanopropyl)phenyl]-1-methoxy-6H-benzo[c]chromen-8-yl}methanesulfonamide
—— Quercetinpentanicotinat 18339-27-0 C45H25N5O12
Quercetinpentanicotinat
—— 2-(3,5-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one 84757-39-1 C19H18O6
2-(3,5-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— trans-2,3-dihydro-2-(4-methoxyphenyl)-3-nosyloxy-4H-1-benzopyran-4-one 153074-97-6 C22H17NO8S
trans-2,3-dihydro-2-(4-methoxyphenyl)-3-nosyloxy-4H-1-benzopyran-4-one
—— 2-(3,4-Bis-benzyloxy-phenyl)-5,6,7-trimethoxy-3-tetradecyl-chromen-4-one 134082-22-7 C46H56O7
2-(3,4-Bis-benzyloxy-phenyl)-5,6,7-trimethoxy-3-tetradecyl-chromen-4-one
—— (2S)-7-methoxy-2-phenyl-2,5-dihydro-1-benzoxepine 1261361-81-2 C17H16O2
(2S)-7-methoxy-2-phenyl-2,5-dihydro-1-benzoxepine
—— Vicenin-2-permethylether 56254-40-1 C38H52O15
Vicenin-2-permethylether
—— 3-Hydroxy-5,7,8,3',5'-pentamethoxy-4'-methoxymethoxy-flavon 112949-60-7 C22H24O10
3-Hydroxy-5,7,8,3',5'-pentamethoxy-4'-methoxymethoxy-flavon
—— 2-(3,4-Dimethoxyphenyl)-6,7-dimethylchromen-4-one 80972-94-7 C19H18O4
2-(3,4-Dimethoxyphenyl)-6,7-dimethylchromen-4-one
—— 1,7-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7-trioxaheptane 916330-70-6 C52H46O13
1,7-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7-trioxaheptane
—— 7-acetoxy-2-(4-acetoxy-phenyl)-3,5-dihydroxy-chroman-4-one 742072-29-3 C19H16O8
7-acetoxy-2-(4-acetoxy-phenyl)-3,5-dihydroxy-chroman-4-one
—— 4'-Benzyloxy-5-hydroxy-3',7-dimethoxy-flavon-3-O-octa-O-acetyl-<O-α-L-rhamnopyranosyl-(1-4)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid 83332-32-5 C58H66O28
4'-Benzyloxy-5-hydroxy-3',7-dimethoxy-flavon-3-O-octa-O-acetyl-<O-α-L-rhamnopyranosyl-(1-4)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid
—— 3-Hydroxy-4'-methoxyflavone 3-glucuronide 1242087-42-8 C22H20O10
3-Hydroxy-4'-methoxyflavone 3-glucuronide
—— (4-Oxo-2-phenyl-4H-chromen-8-yloxy)-acetic acid 2-morpholin-4-yl-ethyl ester; hydrochloride 101018-55-7 C23H23NO6*ClH
(4-Oxo-2-phenyl-4H-chromen-8-yloxy)-acetic acid 2-morpholin-4-yl-ethyl ester; hydrochloride
—— 3-Hydroxy-5,7,8-trimethoxy-4-oxo-2-(3,4-methylendioxyphenyl)-4H-chromen 111090-22-3 C19H16O8
3-Hydroxy-5,7,8-trimethoxy-4-oxo-2-(3,4-methylendioxyphenyl)-4H-chromen
—— 9-bromo-3,11-dihydro-3,3-diphenylpyrano[3,2-a]carbazole 355408-44-5 C27H18BrNO
9-bromo-3,11-dihydro-3,3-diphenylpyrano[3,2-a]carbazole
—— 7-Hydroxy-5-methyl-3'.4'-dioxymethylen-flavon 110334-65-1 C17H12O5
7-Hydroxy-5-methyl-3'.4'-dioxymethylen-flavon
—— (2R,3R)-6,8-di-C-methyldihydrokaempferol 1261085-05-5 C17H16O6
(2R,3R)-6,8-di-C-methyldihydrokaempferol
—— Biflavanonyl-(6.6'') 107306-57-0 C30H22O4
Biflavanonyl-(6.6'')
—— 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-8-iodo-4H-chromen-4-one 97828-25-6 C36H27IO5
5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-8-iodo-4H-chromen-4-one
—— 5,7-Diacetoxy-2-(4-acetoxy-phenyl)-6,8-dimethyl-chroman 102657-51-2 C23H24O7
5,7-Diacetoxy-2-(4-acetoxy-phenyl)-6,8-dimethyl-chroman
—— (2S,3R)-5-fluoro-3-(3-hydroxyphenyl)-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol 412053-54-4 C27H28FNO4S
(2S,3R)-5-fluoro-3-(3-hydroxyphenyl)-2-[4-[2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy]phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol