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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
2,3-脱氢维酮 2,3-dehydrokievitone 74161-25-4 C20H18O6
2,3-脱氢维酮
2,3-二氢-5-羟基-2-(4-羟基苯基)-7-甲氧基-6,8-二甲基-4H-1-苯并吡喃-4-酮 5,4'-dihydroxy-7-methoxy-6,8-di-C-methyl flavanone 133442-54-3 C18H18O5
2,3-二氢-5-羟基-2-(4-羟基苯基)-7-甲氧基-6,8-二甲基-4H-1-苯并吡喃-4-酮
2,3-二氢-5,8-二羟基-3-[(4-羟基苯基)甲基]-7-甲氧基-4H-1-苯并吡喃-4-酮 8-O-demethyl-7-O-methyl-3,9-dihydropunctatin 93078-83-2 C17H16O6
2,3-二氢-5,8-二羟基-3-[(4-羟基苯基)甲基]-7-甲氧基-4H-1-苯并吡喃-4-酮
2,3-二氢-5,7-二羟基-3-[(3-羟基-4-甲氧基苯基)甲基]-4H-1-苯并吡喃-4-酮 3-(3-Hydroxy-4-methoxybenzyl)-5,7-dihydroxychroman-4-one 107585-75-1 C17H16O6
2,3-二氢-5,7-二羟基-3-[(3-羟基-4-甲氧基苯基)甲基]-4H-1-苯并吡喃-4-酮
2'-羟基黄豆苷原; 7,2',4'-三羟基异黄酮 2',4',7-trihydroxyisoflavone 7678-85-5 C15H10O5
2'-羟基黄豆苷原; 7,2',4'-三羟基异黄酮
2'-羟基金雀异黄素 2',4',5,7-tetrahydroxyisoflavone 1156-78-1 C15H10O6
2'-羟基金雀异黄素
2',5,7-三羟基-8-甲氧基黄烷酮 (S)-5,7,2'-trihydroxy-8-methoxyflavanone 112408-71-6 C16H14O6
2',5,7-三羟基-8-甲氧基黄烷酮
2',5,6',7-四乙酰氧基黄烷酮 [3-acetyloxy-2-[(2S)-5,7-diacetyloxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl] acetate 80604-17-7 C23H20O10
2',5,6',7-四乙酰氧基黄烷酮
2',4'-二羟基-7-甲氧基异黄酮 2',4'-dihydroxy-7-methoxyisoflavone 7622-53-9 C16H12O5
2',4'-二羟基-7-甲氧基异黄酮
2',4',7-三羟基异黄烷 demethylvestitol 65332-45-8 C15H14O4
2',4',7-三羟基异黄烷
2''-乙酰基黄芪甙 2''-Acetylastragalin 1206734-95-3 C23H22O12
2''-乙酰基黄芪甙
1H-吲唑-3-羧酸,7-甲氧基-,乙基酯 pinobanksin 3-O-acetate 52117-69-8 C17H14O6
1H-吲唑-3-羧酸,7-甲氧基-,乙基酯
1,4-丁二醇乙烯醚 1,4-divinyloxybutane 3891-33-6 C8H14O2
1,4-丁二醇乙烯醚
(±)-驴食草酚 Vestitol 56701-24-7 C16H16O4
(±)-驴食草酚
(S)-7-羟基-5-甲氧基黄酮 Alpinetin 36052-37-6 C16H14O4
(S)-7-羟基-5-甲氧基黄酮
(S)-5-羟基-7,4'-二甲氧基黄烷酮 4′,7-di-O-methylnaringenin 29424-96-2 C17H16O5
(S)-5-羟基-7,4'-二甲氧基黄烷酮
(R)-2-(3,4-二氢-7-甲氧基-2H-1-苯并吡喃-3-基)-5-甲氧基苯酚 (3R)-7-O-methylvestitol 60102-29-6 C17H18O4
(R)-2-(3,4-二氢-7-甲氧基-2H-1-苯并吡喃-3-基)-5-甲氧基苯酚
(E)-7-羟基-8-甲氧基-3-(4-甲氧基苯亚甲基)色满-4-酮 8-methoxybonducellin 90996-27-3 C18H16O5
(E)-7-羟基-8-甲氧基-3-(4-甲氧基苯亚甲基)色满-4-酮
(2S,4R,6E,8S)-8-[(2S,2'R,4'S,5R,5'R,7S,7'R,9R,10R,10'R)-2'-[(2S,3S,5R,6R)-6-羟基-6-(羟甲基)-3,5-二甲基四氢-2H-吡喃-2-基]-9-{[(2R,5S,6R)-5-甲氧基-6-甲基四氢-2H-吡喃-2-基]氧代}-2,4',10,10'-四甲基-2,7'-联(1,6-二氧杂螺[4.5]d Sophoraflavanone G 97938-30-2 C25H28O6
(2S,4R,6E,8S)-8-[(2S,2'R,4'S,5R,5'R,7S,7'R,9R,10R,10'R)-2'-[(2S,3S,5R,6R)-6-羟基-6-(羟甲基)-3,5-二甲基四氢-2H-吡喃-2-基]-9-{[(2R,5S,6R)-5-甲氧基-6-甲基四氢-2H-吡喃-2-基]氧代}-2,4',10,10'-四甲基-2,7'-联(1,6-二氧杂螺[4.5]d
(2S,3S)-(-)-蚊母树苷 Taxifolin-3-glucopyranoside 129212-92-6 C21H22O12
(2S,3S)-(-)-蚊母树苷
(2R-反式)-3,4',7-三羟基黄烷酮 3,4′,7‐trihydroxyflavanone 1226-22-8 C15H12O5
(2R-反式)-3,4',7-三羟基黄烷酮
(2R-CIS)-2-(1,3-苯并二恶茂-5-基)-3,4-二氢-5,7-二甲氧基-2H-1-苯并吡喃-3-醇 (2R,3R)-2-(Benzo[d][1,3]dioxol-5-yl)-5,7-dimethoxychroman-3-ol 162602-04-2 C18H18O6
(2R-CIS)-2-(1,3-苯并二恶茂-5-基)-3,4-二氢-5,7-二甲氧基-2H-1-苯并吡喃-3-醇
(-)-表阿夫儿茶精 (-)-epiafzelechin 24808-04-6 C15H14O5
(-)-表阿夫儿茶精
(-)-表没食子儿茶素 epigallocatechin 970-74-1 C15H14O7
(-)-表没食子儿茶素
(-)-5-羟基-2-(羟基甲基)-7-(4-羟基苯基)-2-甲基-2H,6H-苯并[1,2-B:5,4-B']二吡喃-6-酮 Erysubin B 221150-19-2 C20H16O6
(-)-5-羟基-2-(羟基甲基)-7-(4-羟基苯基)-2-甲基-2H,6H-苯并[1,2-B:5,4-B']二吡喃-6-酮
—— Dihydrokaempferol-7-O-glucosid 28189-90-4 C21H22O11
Dihydrokaempferol-7-O-glucosid
—— 8-dimethylallylsteppogenin 152464-78-3 C20H20O6
8-dimethylallylsteppogenin
—— Kazinol U 1238116-48-7 C20H22O4
Kazinol U
—— kaempferol 3-O-α-Rha-(1->2)-β-Glc 32602-81-6 C27H30O15
kaempferol 3-O-α-Rha-(1->2)-β-Glc
—— isohemiphloin 3682-02-8 C21H22O10
isohemiphloin
—— ((-)-catechol)-pentaacetate 16198-01-9 C25H24O11
((-)-catechol)-pentaacetate
—— Neochamaejasmin B 90411-12-4 C30H22O10
Neochamaejasmin B
—— sanggenon N 92280-12-1 C25H26O6
sanggenon N
—— (1S)-11-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one 82-09-7 C23H22O7
(1S)-11-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one
—— naringenin 7-O-glucoside 529-55-5 C21H22O10
naringenin 7-O-glucoside
—— (-)-naringenin 4',7-dimethyl ether 137329-43-2 C17H16O5
(-)-naringenin 4',7-dimethyl ether
—— Artocarpin 7608-44-8 C26H28O6
Artocarpin
—— (S)-2-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-4H-1-benzopyran-4-one 38965-51-4 C21H22O11
(S)-2-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-4H-1-benzopyran-4-one
—— 3-deoxysappanone B 113122-54-6 C16H14O5
3-deoxysappanone B
—— (2S,2''S)-tetrahydroamentoflavone 48236-96-0 C30H22O10
(2S,2''S)-tetrahydroamentoflavone
—— Salipurposid 28757-27-9 C21H20O10
Salipurposid
—— (2R,3R)-(+)-4',5,7-trimethoxydihydroflavonol 76792-94-4 C18H18O6
(2R,3R)-(+)-4',5,7-trimethoxydihydroflavonol
—— apigenin 7-O-neohesperidoside 17306-46-6 C27H30O14
apigenin 7-O-neohesperidoside
—— dihydrokaempferol 480-20-6 C15H12O6
dihydrokaempferol
—— Kuwanon K 88524-66-7 C40H36O11
Kuwanon K
—— 4H-1-Benzopyran-4-one, 3-(alpha-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)- 5041-67-8 C20H18O10
4H-1-Benzopyran-4-one, 3-(alpha-L-arabinofuranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
—— 22-Acetoxy-16,23,28-trihydroxy-21-{[(2Z)-2-methyl-2-butenoyl]oxy}olean-12-en-3-yl hexopyranosyl-(1->2)-[hexopyranosyl-(1->4)]hexopyranosiduronic acid 6805-41-0 C55H86O24
22-Acetoxy-16,23,28-trihydroxy-21-{[(2Z)-2-methyl-2-butenoyl]oxy}olean-12-en-3-yl hexopyranosyl-(1->2)-[hexopyranosyl-(1->4)]hexopyranosiduronic acid
—— Aescusan 6805-41-0 C110H172O48
Aescusan
—— (2S,3S,4S,5R,6R)-6-[[(4S,6aR,6bS,8R,8aR,9R,10R,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid 6805-41-0 C55H86O24
(2S,3S,4S,5R,6R)-6-[[(4S,6aR,6bS,8R,8aR,9R,10R,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid
—— 5,7,3'-tri-O-methyl-(-)-epicatechin 97914-19-7 C18H20O6
5,7,3'-tri-O-methyl-(-)-epicatechin