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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-(4-O-methyl)gallate 224434-07-5 C23H20O11
(-)-epigallocatechin-3-O-(4-O-methyl)gallate
—— (2R,3R)-epi-catechin 3'-α-D-glucuronic acid 1390644-11-7 C21H22O12
(2R,3R)-epi-catechin 3'-α-D-glucuronic acid
—— recoflavone 203191-10-0 C20H18O8
recoflavone
—— 7-carboxymethyloxy-5-hydroxy-3',4',6-trimethoxy flavone 203191-05-3 C20H18O9
7-carboxymethyloxy-5-hydroxy-3',4',6-trimethoxy flavone
—— 7-{(acetylcarbamoyl)methyloxy}-3',4',5-trimethoxyflavone 1092093-72-5 C22H21NO8
7-{(acetylcarbamoyl)methyloxy}-3',4',5-trimethoxyflavone
—— gentiodelphin chloride 84331-34-0 C51H53O28*Cl
gentiodelphin chloride
—— 2',4',5-trihydroxy-3,5',6,7-tetramethoxyflavone 111786-30-2 C19H18O9
2',4',5-trihydroxy-3,5',6,7-tetramethoxyflavone
—— 5,8-dihydroxy-7-methyl-2-phenyl-chromen-4-one 857236-09-0 C16H12O4
5,8-dihydroxy-7-methyl-2-phenyl-chromen-4-one
—— 2-(4-hydroxy-3,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one 103393-13-1 C18H16O6
2-(4-hydroxy-3,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one
—— 6-hydroxy-5,7-dimethoxy-8-methyl-2-phenyl-chromen-4-one 109309-42-4 C18H16O5
6-hydroxy-5,7-dimethoxy-8-methyl-2-phenyl-chromen-4-one
—— sigmoidin C dimethyl ether 101910-52-5 C22H22O6
sigmoidin C dimethyl ether
—— (3S,2'R,3'S)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[5,6']bichromenyl-3,7,8,3',7',8'-hexaol 89613-25-2 C30H26O12
(3S,2'R,3'S)-2,2'-Bis-(3,4-dihydroxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[5,6']bichromenyl-3,7,8,3',7',8'-hexaol
—— (-)-Fisetinidol-(4α,2)-phloroglucinol 69082-77-5 C21H18O8
(-)-Fisetinidol-(4α,2)-phloroglucinol
—— (-)-epicatechin pentaacetate —— C25H24O11
(-)-epicatechin pentaacetate
—— 3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one 159184-95-9 C16H12O5
3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
—— 2-(4-hydroxy-phenyl)-5,7-dimethyl-chromen-4-one 108980-47-8 C17H14O3
2-(4-hydroxy-phenyl)-5,7-dimethyl-chromen-4-one
—— (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoate 1421589-38-9 C41H48O13
(6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoate
—— 2'-(β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone 174456-32-7 C23H24O9
2'-(β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]-furanyl)propiophenone
—— 2-[2-[5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 59212-40-7 C27H31O17+
2-[2-[5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— [(3E)-2-(4-methoxyphenyl)-3-[(4-methoxyphenyl)methylidene]-4-oxochromen-6-yl] dihydrogen phosphate 119413-57-9 C24H21O8P
[(3E)-2-(4-methoxyphenyl)-3-[(4-methoxyphenyl)methylidene]-4-oxochromen-6-yl] dihydrogen phosphate
—— Bis(demalonyl)monardaein chloride 1329-77-7 C36H37ClO17
Bis(demalonyl)monardaein chloride
—— kaempferol 3-[α-L-rhamnopyranosyl-(1->6)-β-D-galactopyranoside] 6130-58-1 C27H30O15
kaempferol 3-[α-L-rhamnopyranosyl-(1->6)-β-D-galactopyranoside]
—— delphinidin 3-O-sambubioside 53158-73-9 C26H29O16*Cl
delphinidin 3-O-sambubioside
—— kaempferol-3-rutinoside-7-O-α-L-rhamnopyranoside 57526-56-4 C33H40O19
kaempferol-3-rutinoside-7-O-α-L-rhamnopyranoside
—— 4',4''',5,5'',7,7''-hexahydroxy-3,3''-O-rutinosyl-3',3'''-bisflavonoyl ether 1326303-82-5 C54H58O31
4',4''',5,5'',7,7''-hexahydroxy-3,3''-O-rutinosyl-3',3'''-bisflavonoyl ether
—— 1318780-82-3 C30H18O13
—— pelargonidin-3-O-rutinoside 33978-17-5 C27H31O14*Cl
pelargonidin-3-O-rutinoside
—— kaempferol-3-O-α-L-rhamnopyranosyl(1→6)-β-D-glucopyranoside 6130-58-1 C27H30O15
kaempferol-3-O-α-L-rhamnopyranosyl(1→6)-β-D-glucopyranoside
—— Kaempferol-3-rutinosid 6130-58-1 C27H30O15
Kaempferol-3-rutinosid
—— kaempferol 3-O-(2<sup>G</sup>-glucosylrutinoside)-7-O-glucoside 131559-50-7 C39H50O25
kaempferol 3-O-(2<sup>G</sup>-glucosylrutinoside)-7-O-glucoside
—— camelliaside A 135095-52-2 C33H40O20
camelliaside A
—— Kaempferol-3-rhamno-glucosid 6130-58-1 C27H30O15
Kaempferol-3-rhamno-glucosid
—— kaempferol 3-O-rutinoside-7-O-glucoside 34336-18-0 C33H40O20
kaempferol 3-O-rutinoside-7-O-glucoside
—— Kaempferol-3-rhamnoglucosid 6130-58-1 C27H30O15
Kaempferol-3-rhamnoglucosid
—— kempferol-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside —— C27H30O15
kempferol-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside
—— kaempferol 3-O-rutinoside 6130-58-1 C27H30O15
kaempferol 3-O-rutinoside
—— (6-1)Rhamnosyl-3-O-glucosylkaempferol 6130-58-1 C27H30O15
(6-1)Rhamnosyl-3-O-glucosylkaempferol
—— Bis(demalonyl)monardaein cation 167936-45-0 C36H37O17+
Bis(demalonyl)monardaein cation
—— Apigenin-8-C-glucoside-2'-rhamnoside 64820-99-1 C27H30O14
Apigenin-8-C-glucoside-2'-rhamnoside
—— 8-C-ascorbyl(-)-epigallocatechin 126715-95-5 C21H20O13
8-C-ascorbyl(-)-epigallocatechin
—— Kaempferol 3-[glucosyl-(1->3)-rhamnosyl-(1->6)-galactoside] 136449-09-7 C33H40O20
Kaempferol 3-[glucosyl-(1->3)-rhamnosyl-(1->6)-galactoside]
—— (1R,3R,6R,7R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one —— C25H22O10
(1R,3R,6R,7R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one
—— 2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid (2-hydroxy-ethyl)-amide 1426899-86-6 C22H22N2O4S
2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid (2-hydroxy-ethyl)-amide
—— 2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid lithium salt 1426899-85-5 C20H16NO4S*Li
2-(2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid lithium salt
—— 2,3-dihydro-3-phenyl-1H-naphtho[2,1-b]pyran 13255-85-1 C19H16O
2,3-dihydro-3-phenyl-1H-naphtho[2,1-b]pyran
—— N-salicyloylflavanone hydrazone 105166-54-9 C22H18N2O3
N-salicyloylflavanone hydrazone
—— 6-bromoflavanone 1220531-63-4 C15H11BrO2
6-bromoflavanone
—— 4-oxo-N,2-diphenyl-4H-chromen-3-carboxamide 39984-23-1 C22H15NO3
4-oxo-N,2-diphenyl-4H-chromen-3-carboxamide
—— diethyl (4-oxo-2-phenyl-4H-chromen-3-yl)phosphonate 1184291-39-1 C19H19O5P
diethyl (4-oxo-2-phenyl-4H-chromen-3-yl)phosphonate
—— 4-Bromo-benzenesulfonic acid (2S,3S)-4-oxo-2-phenyl-chroman-3-yl ester 70188-28-2 C21H15BrO5S
4-Bromo-benzenesulfonic acid (2S,3S)-4-oxo-2-phenyl-chroman-3-yl ester