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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
—— Cyanidin 3-O-[4-Hydroxy-E-cinnamoyl-(->6)-b-D-glucopyranosyl-(1->2)-b-D-glucopyranoside] 5-glucoside 307318-06-5 C42H47O23+
Cyanidin 3-O-[4-Hydroxy-E-cinnamoyl-(->6)-b-D-glucopyranosyl-(1->2)-b-D-glucopyranoside] 5-glucoside
—— Isovitexin 7-(6'''-sinapoylglucoside) 4'-glucoside 212271-13-1 C44H50O24
Isovitexin 7-(6'''-sinapoylglucoside) 4'-glucoside
—— 2-(4-(tert-butyl)phenyl)-4H-chromen-4-one 231627-97-7 C19H18O2
2-(4-(tert-butyl)phenyl)-4H-chromen-4-one
—— Cyanidin 3-O-[4-Hydroxycinnamoyl-(->6)-[4-hydroxy-3,5-dimethoxycinnamoyl-(->2)-b-D-glucopyranosyl-(1->2)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside) 200396-70-9 C56H59O30+
Cyanidin 3-O-[4-Hydroxycinnamoyl-(->6)-[4-hydroxy-3,5-dimethoxycinnamoyl-(->2)-b-D-glucopyranosyl-(1->2)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside)
—— 6'-allyloxy-3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-β-D-glucopyranoside 209746-57-6 C27H30O9
6'-allyloxy-3-(benzo[b]furan-5-yl)-2',6'-dihydroxy-4'-methylpropiophenone 2'-O-β-D-glucopyranoside
—— 3-(5-benzo[b]furanyl)-2'-(6-O-diphenylphosphono-β-D-glucopyranosyloxy)-6'-allyloxy-4'-methylpropiophenone 209746-92-9 C39H39O12P
3-(5-benzo[b]furanyl)-2'-(6-O-diphenylphosphono-β-D-glucopyranosyloxy)-6'-allyloxy-4'-methylpropiophenone
—— Peonidin 3-rhamnoside 5-glucoside 53859-11-3 C28H33O15+
Peonidin 3-rhamnoside 5-glucoside
—— Cyanidin 3-(disinapoylsophoroside) 5-glucoside 110202-93-2 C55H61O29+
Cyanidin 3-(disinapoylsophoroside) 5-glucoside
—— Terniflorin 61237-19-2 C30H26O12
Terniflorin
—— [6-[2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate 99445-33-7 C37H38O18
[6-[2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— (-)-Epicatechin 8-C-glucoside 103215-48-1 C21H24O11
(-)-Epicatechin 8-C-glucoside
—— 6''-Caffeoylhyperin 84575-22-4 C30H26O15
6''-Caffeoylhyperin
—— 2''-O-p-Coumaroylvitexin 59282-55-2 C30H26O12
2''-O-p-Coumaroylvitexin
—— Cyanidin 7-glucoside 64963-51-5 C21H21O11+
Cyanidin 7-glucoside
—— Kaempferol 3-sophoroside 7-(2-feruloylglucoside) 87891-34-7 C43H48O24
Kaempferol 3-sophoroside 7-(2-feruloylglucoside)
—— Kaempferol 3-xylosylglucoside 29322-07-4 C26H28O15
Kaempferol 3-xylosylglucoside
—— Cyanidin 3-rhamnoside 5-glucoside 53859-12-4 C27H31O15+
Cyanidin 3-rhamnoside 5-glucoside
—— Cyanidin 7-arabinoside 28985-03-7 C20H19O10+
Cyanidin 7-arabinoside
—— Epicatechin(4b->6)catechin 12798-59-3 C30H26O12
Epicatechin(4b->6)catechin
—— Kaempferol-3-O-glucoside-2''-p-coumaroyl 137018-32-7 C30H26O13
Kaempferol-3-O-glucoside-2''-p-coumaroyl
—— Kaempferol 3-(2'''-sinapoylsophoroside) 7-glucoside 61042-11-3 C44H50O25
Kaempferol 3-(2'''-sinapoylsophoroside) 7-glucoside
—— 3''-O-Caffeoylcosmosiin 79366-62-4 C30H26O13
3''-O-Caffeoylcosmosiin
—— Kaempferol 3-(sinapoylglucoside) 7-sophoroside 112208-89-6 C44H50O25
Kaempferol 3-(sinapoylglucoside) 7-sophoroside
—— 2-(3,4-dimethoxy-phenyl)-5,7-dihydroxy-3-methoxy-6-methyl-chromen-4-one 96308-82-6 C19H18O7
2-(3,4-dimethoxy-phenyl)-5,7-dihydroxy-3-methoxy-6-methyl-chromen-4-one
—— Caryatin glucoside 63713-69-9 C24H26O12
Caryatin glucoside
—— Piperitoside 20196-92-3 C30H26O13
Piperitoside
—— 6-Glucopyranosylprocyanidin B2 103215-59-4 C36H36O17
6-Glucopyranosylprocyanidin B2
—— [6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,5-dihydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate 72691-78-2 C39H32O16
[6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,5-dihydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— Kaempferol 3-(2-feruloylglucoside) 4',7-diglucoside 108887-47-4 C43H48O24
Kaempferol 3-(2-feruloylglucoside) 4',7-diglucoside
—— Spinosin A 77690-91-6 C39H42O19
Spinosin A
—— Kaempferol 3,4'-diglucoside 7-(2-feruloylglucoside) 108887-46-3 C43H48O24
Kaempferol 3,4'-diglucoside 7-(2-feruloylglucoside)
—— Petunidin 3-rhamnoside 5-glucoside 53925-30-7 C28H33O16+
Petunidin 3-rhamnoside 5-glucoside
—— Epicatechin-(4beta-6)-epicatechin 12798-57-1 C30H26O12
Epicatechin-(4beta-6)-epicatechin
—— Quercetin 3-(3-p-coumaroylglucoside) 76211-70-6 C30H26O14
Quercetin 3-(3-p-coumaroylglucoside)
—— Malvidin 3-(6-coumaroylglucoside) 34693-53-3 C32H31O14+
Malvidin 3-(6-coumaroylglucoside)
—— Flavone base + 3O, 1MeO, C-Hex-FeruloylHex 97605-26-0 C38H40O19
Flavone base + 3O, 1MeO, C-Hex-FeruloylHex
—— Cyanidin 3-sophoroside 5-glucoside 47888-56-2 C33H41O21+
Cyanidin 3-sophoroside 5-glucoside
—— 3-Caffeoylpelargonidin 5-glucoside 100595-03-7 C30H27O13+
3-Caffeoylpelargonidin 5-glucoside
—— heptyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate 1217342-29-4 C24H26O6
heptyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate
—— Peonidin 3-(6''-p-coumaroyl-glucoside) 5-glucoside 51939-65-2 C38H41O17+
Peonidin 3-(6''-p-coumaroyl-glucoside) 5-glucoside
—— (3R,4R)-3-(3,4-dihydroxyphenyl)-7-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-1H-isochromene-4,6,8-triol 12798-60-6 C30H26O12
(3R,4R)-3-(3,4-dihydroxyphenyl)-7-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-1H-isochromene-4,6,8-triol
—— Menthoside 14637-28-6 C36H36O17
Menthoside
—— Naringenin 5-rhamnoside 83697-42-1 C21H22O9
Naringenin 5-rhamnoside
—— Peonidin 3-rhamnoside 72551-79-2 C22H23O10+
Peonidin 3-rhamnoside
—— (3R,4S)-3-(3,4-dihydroxyphenyl)-7-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-1H-isochromene-4,6,8-triol 12798-58-2 C30H26O12
(3R,4S)-3-(3,4-dihydroxyphenyl)-7-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-1H-isochromene-4,6,8-triol
—— Kaempferol 2G-coumaroylrutinoside 78510-18-6 C36H36O17
Kaempferol 2G-coumaroylrutinoside
—— (-)-Epicatechin 6-C-glucoside 103215-49-2 C21H24O11
(-)-Epicatechin 6-C-glucoside
—— Flavone base + 3O, C-Hex-FeruloylHex 220948-77-6 C37H38O18
Flavone base + 3O, C-Hex-FeruloylHex
—— 6''-(4-Hydroxycinnamoyl)astragalin 4'-glucoside 87339-51-3 C36H36O18
6''-(4-Hydroxycinnamoyl)astragalin 4'-glucoside
—— 3-Ferulylpelargonidin 5-glucoside 100595-04-8 C31H29O13+
3-Ferulylpelargonidin 5-glucoside