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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
—— 3,6-Dimethyl-flavon-carbonsaeure-(8) 93655-45-9 C18H14O4
3,6-Dimethyl-flavon-carbonsaeure-(8)
—— 2-Nitro-3-p-tolyl-3H-benzo[f]chromene 134272-38-1 C20H15NO3
2-Nitro-3-p-tolyl-3H-benzo[f]chromene
—— tert-butyl (3,3-diphenyl-3H-benzo[f ]chromen-5-yl)carbamate 1044506-38-8 C30H27NO3
tert-butyl (3,3-diphenyl-3H-benzo[f ]chromen-5-yl)carbamate
—— 2-(4-(2-(diethylamino)ethoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol trifluoroacetate 1352306-78-5 C2HF3O2*C28H31NO4
2-(4-(2-(diethylamino)ethoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol trifluoroacetate
—— 6,8-Dinitro-7-chloracetoxy-flavon 3427-78-9 C17H9ClN2O8
6,8-Dinitro-7-chloracetoxy-flavon
—— [2-(3,4-Dimethoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-acetic acid methyl ester 113494-94-3 C20H18O7
[2-(3,4-Dimethoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-acetic acid methyl ester
—— 3-Hydroxy-6-methoxy-5.7.3'.4'-tetraethoxyflavon 13180-06-8 C24H28O8
3-Hydroxy-6-methoxy-5.7.3'.4'-tetraethoxyflavon
—— 3a-Jod-6-methoxy-flavanon 19015-41-9 C16H13IO3
3a-Jod-6-methoxy-flavanon
—— 2-(4-Methoxy-phenyl)-3,6-dimethoxy-4-oxo-7-brom-4H-chromen 6601-97-4 C18H15BrO5
2-(4-Methoxy-phenyl)-3,6-dimethoxy-4-oxo-7-brom-4H-chromen
—— 2-(4-methoxy-3-methylphenyl)-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-28-2 C22H24N2O3
2-(4-methoxy-3-methylphenyl)-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— 2-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one 1459286-47-5 C22H21F3N2O4
2-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-[(3S)-3-methylpiperazin-1-yl]-4H-chromen-4-one
—— (2S,3R,4R)-(-)-5,7,4'-trimethoxyflavan-3,4-diol 118205-77-9 C18H20O6
(2S,3R,4R)-(-)-5,7,4'-trimethoxyflavan-3,4-diol
—— 7-benzyloxy-2-(4-benzyloxy-3-ethoxyphenyl)-5-hydroxy-4H-chromen-4-one 1258276-38-8 C31H26O6
7-benzyloxy-2-(4-benzyloxy-3-ethoxyphenyl)-5-hydroxy-4H-chromen-4-one
—— 2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid 774581-91-8 C19H18N2O3
2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid
—— 7-hydroxy-2-<i>p</i>-tolyl-chromenylium; 2,4,6-trinitro-3-trifluoromethyl-phenolate 475-15-0 C7HF3N3O7*C16H13O2
7-hydroxy-2-<i>p</i>-tolyl-chromenylium; 2,4,6-trinitro-3-trifluoromethyl-phenolate
—— 1618095-97-8 C19H14O3
—— 3-(allyloxy)-2-(4'-(trifluoromethyl)phenyl)-4H-chromen-4-one 1233689-20-7 C19H13F3O3
3-(allyloxy)-2-(4'-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— 87686-72-4 C35H34O10
—— 5-O-methylwogonin 7-O-β-D-glucuronopyranoside methyl ester 133640-40-1 C24H24O11
5-O-methylwogonin 7-O-β-D-glucuronopyranoside methyl ester
—— 2-(4-hydroxy-2,3-dimethoxyphenyl)chroman-4-one 69471-15-4 C17H16O5
2-(4-hydroxy-2,3-dimethoxyphenyl)chroman-4-one
—— 5-amino-6,8-difluoro-2-[4-(dimethylamino)acetamido-3-fluorophenyl]-7-(hydroxymethyl)-4H-1-benzopyran-4-one 468719-59-7 C20H18F3N3O4
5-amino-6,8-difluoro-2-[4-(dimethylamino)acetamido-3-fluorophenyl]-7-(hydroxymethyl)-4H-1-benzopyran-4-one
—— 6-hydroxy-3',5,7-trinitroflavone 158555-23-8 C15H7N3O9
6-hydroxy-3',5,7-trinitroflavone
—— 6-Methoxy-3-(4-methoxy-phenyl)-4H-chromene 95332-11-9 C17H16O3
6-Methoxy-3-(4-methoxy-phenyl)-4H-chromene
—— 2-(2.4-Dichlor-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen 7070-53-3 C18H11BrCl2O5
2-(2.4-Dichlor-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— EGCG-eicosapentaenoate 1310571-14-2 C102H130O15
EGCG-eicosapentaenoate
—— 7-nitro-2-phenyl-4H-chromen-4-one 35820-45-2 C15H9NO4
7-nitro-2-phenyl-4H-chromen-4-one
—— 3'-Methoxycarbonyl-5.6-benzoflavon 20093-86-1 C21H14O4
3'-Methoxycarbonyl-5.6-benzoflavon
—— 2.3'.4'.5.7-Pentahydroxy-flavanon 4050-92-4 C15H12O7
2.3'.4'.5.7-Pentahydroxy-flavanon
—— 4-[4-[5,11-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-phenoxyspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-5-yl]phenyl]morpholine 848823-55-2 C59H57NO5
4-[4-[5,11-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-phenoxyspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-5-yl]phenyl]morpholine
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-dodecyl-5,7,8-trimethoxy-chromen-4-one 134082-13-6 C44H52O7
2-(3,4-Bis-benzyloxy-phenyl)-3-dodecyl-5,7,8-trimethoxy-chromen-4-one
—— 7-decyl-3,2',3',4',5'-pentamethoxyflavone 1354708-26-1 C30H40O7
7-decyl-3,2',3',4',5'-pentamethoxyflavone
—— 2-(4-ethoxyphenyl)-6-(piperazin-1-yl)-4H-chromen-4-one 1459286-17-9 C21H22N2O3
2-(4-ethoxyphenyl)-6-(piperazin-1-yl)-4H-chromen-4-one
—— (2S,3S)-3-[(2R,3S)-5,7,3',4'-tetrakis(methyloxy)-3-hydroxyflavan]-5,7,3',4'-tetrarnethoxyflavan-3-one 1265882-03-8 C38H40O12
(2S,3S)-3-[(2R,3S)-5,7,3',4'-tetrakis(methyloxy)-3-hydroxyflavan]-5,7,3',4'-tetrarnethoxyflavan-3-one
—— 7-methoxy-2-(3,4,5-trimethoxyphenyl)chroman-4-one O-tosyl oxime 138469-52-0 C26H27NO8S
7-methoxy-2-(3,4,5-trimethoxyphenyl)chroman-4-one O-tosyl oxime
—— 8-{N,3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl-N-methylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride 152736-55-5 C32H35N3O4*ClH
8-{N,3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl-N-methylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran hydrochloride
—— 7-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)naringenin 680187-72-8 C29H30O14
7-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)naringenin
—— methyl 8-(4-pentylbiphenyl-4'-yl)-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1021906-50-2 C49H47NO3
methyl 8-(4-pentylbiphenyl-4'-yl)-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 2-biphenyl-4-yl-chroman-4-ol 852460-34-5 C21H18O2
2-biphenyl-4-yl-chroman-4-ol
—— methyl 8-(4-pentylbiphenyl-4'-yl)-2-phenyl-2-(4-pyrrolidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1021906-48-8 C48H45NO3
methyl 8-(4-pentylbiphenyl-4'-yl)-2-phenyl-2-(4-pyrrolidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate] 1237479-02-5 C42H36O16
4',5-di-O-benzoylnaringenin 7-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]
—— 5-acetoxy-8-nitro-2-phenyl-chromen-4-one 107572-71-4 C17H11NO6
5-acetoxy-8-nitro-2-phenyl-chromen-4-one
—— 7-(3,4-dimethoxy-phenyl)-3,8-dimethyl-chromeno[6,5-<i>d</i>]isoxazol-9-one 49586-16-5 C20H17NO5
7-(3,4-dimethoxy-phenyl)-3,8-dimethyl-chromeno[6,5-<i>d</i>]isoxazol-9-one
—— Keyakinin-hexaacetat 10515-27-2 C34H34O17
Keyakinin-hexaacetat
—— 5,7-Dimethoxy-6-(4-aethoxy-benzoyloxy)-4'-aethoxy-flavon 20081-38-3 C28H26O8
5,7-Dimethoxy-6-(4-aethoxy-benzoyloxy)-4'-aethoxy-flavon
—— 8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-2-(4-methylphenyl)-4-oxo-4H-1-benzopyran 152736-47-5 C32H35N3O4
8-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-2-(4-methylphenyl)-4-oxo-4H-1-benzopyran
—— 5,7-diacetoxy-2-(3,4-bis-benzyloxy-phenyl)-3,6-dimethoxy-chromen-4-one 20046-24-6 C35H30O10
5,7-diacetoxy-2-(3,4-bis-benzyloxy-phenyl)-3,6-dimethoxy-chromen-4-one
—— 2-hydroxy-2-(4-methoxyphenyl)-3-methylflav-3-ene 97751-95-6 C17H16O3
2-hydroxy-2-(4-methoxyphenyl)-3-methylflav-3-ene
—— 3-(3-fluoro-5-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-58-4 C30H32FNO4*ClH
3-(3-fluoro-5-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 3-(2.5-Dimethoxy-benzyliden)-6-nitro-flavanon 18778-60-4 C24H19NO6
3-(2.5-Dimethoxy-benzyliden)-6-nitro-flavanon
—— 2-(5-Iod-2-methoxy-phenyl)-7-methoxy-2,3-dihydro-chromen-4-on 15837-55-5 C17H15IO4
2-(5-Iod-2-methoxy-phenyl)-7-methoxy-2,3-dihydro-chromen-4-on