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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
—— 1,4,4-triphenyl-4,4a-dihydro-pyrano[4,3-<i>b</i>]chromene-3,10-dione 29970-15-8 C30H20O4
1,4,4-triphenyl-4,4a-dihydro-pyrano[4,3-<i>b</i>]chromene-3,10-dione
—— <2R:3S>-5,7,3',4'-Tetramethoxy-3-chlorcarbonyloxy-flavan 13178-90-0 C20H21ClO7
<2R:3S>-5,7,3',4'-Tetramethoxy-3-chlorcarbonyloxy-flavan
—— 5,7,8,2',3'-Pentahydroxy-flavon 23806-71-5 C15H10O7
5,7,8,2',3'-Pentahydroxy-flavon
—— 7-(p-Toluolsulfonyloxy)-3,5,4'-trimethoxy-flavon 7736-87-0 C25H22O8S
7-(p-Toluolsulfonyloxy)-3,5,4'-trimethoxy-flavon
—— 2-(2.4-Dichlor-phenyl)-3.6-dimethoxy-4-oxo-7-chlor-4H-chromen 6586-32-9 C17H11Cl3O4
2-(2.4-Dichlor-phenyl)-3.6-dimethoxy-4-oxo-7-chlor-4H-chromen
—— Hemiphloin-heptaacetat 6799-40-2 C35H36O17
Hemiphloin-heptaacetat
—— naringenin chalcone-2'-O-β-D-glucuronide 1174375-93-9 C21H20O11
naringenin chalcone-2'-O-β-D-glucuronide
—— 3,5,6-Trihydroxy-7-methoxy-2-phenyl-chromen-4-one 154048-34-7 C16H12O6
3,5,6-Trihydroxy-7-methoxy-2-phenyl-chromen-4-one
—— 5-(4,5-diphenyl-1,3-oxazol-2-yl)-1',3',3',5'-tetramethylspiro[benzo[f]chromene-3,2'-indoline] 1351973-30-2 C39H32N2O2
5-(4,5-diphenyl-1,3-oxazol-2-yl)-1',3',3',5'-tetramethylspiro[benzo[f]chromene-3,2'-indoline]
—— 3-iodo-2-(4-methoxycarboxy)phenyl-4H-furo[2,3-b]benzopyran-4-one 1279109-07-7 C19H11IO5
3-iodo-2-(4-methoxycarboxy)phenyl-4H-furo[2,3-b]benzopyran-4-one
—— 8-Chloro-4'-fluoroflavanone 766511-66-4 C15H8ClFO2
8-Chloro-4'-fluoroflavanone
—— 1-furan-2-yl-2-[2-(4-methoxyphenyl)chromen-4-ylidene]ethanone 1374022-09-9 C22H16O4
1-furan-2-yl-2-[2-(4-methoxyphenyl)chromen-4-ylidene]ethanone
—— S-[2-(4-methoxyphenyl)-4-oxochromen-3-yl] ethanethioate 94953-70-5 C18H14O4S
S-[2-(4-methoxyphenyl)-4-oxochromen-3-yl] ethanethioate
—— 6,8-dichloro-2-(2-chloro-phenyl)-chroman-4-one 100964-68-9 C15H9Cl3O2
6,8-dichloro-2-(2-chloro-phenyl)-chroman-4-one
—— (2R,3S)-2-phenyl-3-(phenylthio)chromane 55539-36-1 C21H18OS
(2R,3S)-2-phenyl-3-(phenylthio)chromane
—— (2R,4R)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman 888026-50-4 C50H58O7
(2R,4R)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman
—— 3a-Jod-6-aethoxy-flavanon 19015-43-1 C17H15IO3
3a-Jod-6-aethoxy-flavanon
—— 3-[(Z)-2-Hydroxy-2-(2-hydroxy-4-methoxy-phenyl)-vinyl]-7-methoxy-2-phenyl-chromen-4-one 132124-38-0 C25H20O6
3-[(Z)-2-Hydroxy-2-(2-hydroxy-4-methoxy-phenyl)-vinyl]-7-methoxy-2-phenyl-chromen-4-one
—— 14,14-dimethyl-7-(2-phenylethyl)-10-oxatetracyclo[11.1.1.0(2,11).0(4,9)]pentadeca-2,4(9),5,7-tetraen-5-ol 1310358-17-8 C24H26O2
14,14-dimethyl-7-(2-phenylethyl)-10-oxatetracyclo[11.1.1.0(2,11).0(4,9)]pentadeca-2,4(9),5,7-tetraen-5-ol
—— 4'-Benzyloxy-5,7-dihydroxy-3,6,3'-trimethoxy-flavon 19722-79-3 C25H22O8
4'-Benzyloxy-5,7-dihydroxy-3,6,3'-trimethoxy-flavon
—— 4',5'-Dihydrofurano<2'.3':6-7>-3',4',5'-trimethoxy-flavon 7674-95-5 C20H18O6
4',5'-Dihydrofurano<2'.3':6-7>-3',4',5'-trimethoxy-flavon
—— methyl 4-(5-oxo-3,4-dihydro-2H-1-benzoxepin-2-yl)benzoate 116269-60-4 C18H16O4
methyl 4-(5-oxo-3,4-dihydro-2H-1-benzoxepin-2-yl)benzoate
—— 5,7,4'-triacetoxy-6-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-8-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)flavone 1253228-07-7 C43H44O22
5,7,4'-triacetoxy-6-C-(2,3,4-tri-O-acetyl-α-D-arabinopyranosyl)-8-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)flavone
—— (Z)-1-(1-(3-benzylidene-1,3-dihydroisobenzofuran-1-yl)cyclopropyl)-3-phenylisoquinoline 1589566-09-5 C33H25NO
(Z)-1-(1-(3-benzylidene-1,3-dihydroisobenzofuran-1-yl)cyclopropyl)-3-phenylisoquinoline
—— 1-O-benzyl 6-O-[2-[4-(methoxymethoxy)-3-phenylmethoxyphenyl]-4-oxochromen-3-yl] hexanedioate 1599469-66-5 C37H34O9
1-O-benzyl 6-O-[2-[4-(methoxymethoxy)-3-phenylmethoxyphenyl]-4-oxochromen-3-yl] hexanedioate
—— 6-Hydroxy-3',4'-methylendioxy-flavanon 117043-80-8 C16H12O5
6-Hydroxy-3',4'-methylendioxy-flavanon
—— luteolin 7-sulfate potassium 120537-30-6 C15H9O9S*K
luteolin 7-sulfate potassium
—— 2-(4-Bromo-2-methoxy-phenyl)-3-hydroxy-6,8-diiodo-chromen-4-one 141213-92-5 C16H9BrI2O4
2-(4-Bromo-2-methoxy-phenyl)-3-hydroxy-6,8-diiodo-chromen-4-one
—— 8-Brom-6-fluor-3',4'-methylendioxy-flavonol 4257-52-7 C16H8BrFO5
8-Brom-6-fluor-3',4'-methylendioxy-flavonol
—— 6-(piperazin-1-yl)-2-[4-(trifluoromethoxy)phenyl]-4H-chromen-4-one 1459286-40-8 C20H17F3N2O3
6-(piperazin-1-yl)-2-[4-(trifluoromethoxy)phenyl]-4H-chromen-4-one
—— 2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)-N-propylhydrazinecarbothioamide 1239578-52-9 C19H21N3O3S
2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)-N-propylhydrazinecarbothioamide
—— (R)-2-((2R,3R,4S)-2-(3-bromophenyl)-3-nitrochroman-4-yl)cyclohexanone 1384100-32-6 C21H20BrNO4
(R)-2-((2R,3R,4S)-2-(3-bromophenyl)-3-nitrochroman-4-yl)cyclohexanone
—— (Z)-2-Methoxy-1-phenyl-3-[2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propenone 56971-68-7 C22H24O8
(Z)-2-Methoxy-1-phenyl-3-[2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-propenone
—— 4',6-diacetoxyflavan-4-one 943768-30-7 C19H16O6
4',6-diacetoxyflavan-4-one
—— 7-butoxy-3-hydroxy-2-phenyl-4H-chromen-4-one 59880-42-1 C19H18O4
7-butoxy-3-hydroxy-2-phenyl-4H-chromen-4-one
—— Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-4-oxo-4H-chromen-6-yl ester 173217-79-3 C28H26O10
Acetic acid 2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-4-oxo-4H-chromen-6-yl ester
—— 2-Phenyl-3-piperidino-6-chlorchromon 67467-42-9 C20H18ClNO2
2-Phenyl-3-piperidino-6-chlorchromon
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((R)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate 1352306-87-6 C2HF3O2*C29H31NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((R)-3-methylpyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate
—— 3,5-Dihydroxy-6,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 72357-39-2 C20H20O9
3,5-Dihydroxy-6,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— (2R)-2-(4-fluorophenyl)-2H-chromene-3-carbaldehyde 1608094-84-3 C16H11FO2
(2R)-2-(4-fluorophenyl)-2H-chromene-3-carbaldehyde
—— 31643-85-3 C49H34O12
—— 2'-Hydroxy-5'-benzoyl-flavon 15147-25-8 C22H14O4
2'-Hydroxy-5'-benzoyl-flavon
—— 6,6'-Dimethyl-2,2'-diphenyl-2,3,2',3'-tetrahydro-[3,3']bichromenyl-4,4'-dione 105227-73-4 C32H26O4
6,6'-Dimethyl-2,2'-diphenyl-2,3,2',3'-tetrahydro-[3,3']bichromenyl-4,4'-dione
—— 2-(2.4-Dichlor-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-86-1 C18H11Cl3O5
2-(2.4-Dichlor-phenyl)-3-acetoxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— 2-Phenyl-3-hydroxy-4-oxo-6-methoxy-7-brom-4H-chromen 6601-56-5 C16H11BrO4
2-Phenyl-3-hydroxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— 3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-hydroxy-4H-chromen-4-one 1268621-72-2 C43H34O7
3,5-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-7-hydroxy-4H-chromen-4-one
—— 3,5,7-trihydroxy-8-methoxy-2-(4-phenylmethoxyphenyl)chromen-4-one 117155-54-1 C23H18O7
3,5,7-trihydroxy-8-methoxy-2-(4-phenylmethoxyphenyl)chromen-4-one
—— 4'-isopropyl-3-methylflavone-8-carboxylic acid N-n-hexylamide 90102-30-0 C26H31NO3
4'-isopropyl-3-methylflavone-8-carboxylic acid N-n-hexylamide
—— 7-Acetoxy-2-(3,4-diacetoxy-phenyl)-chroman 95938-82-2 C21H20O7
7-Acetoxy-2-(3,4-diacetoxy-phenyl)-chroman
—— 3'.4'-Dimethoxy-4-thioflavon 93321-88-1 C17H14O3S
3'.4'-Dimethoxy-4-thioflavon