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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
—— 4β-acetoxy-3',4'-dimethoxyflavan 88363-03-5 C19H20O5
4β-acetoxy-3',4'-dimethoxyflavan
—— 5-(3',4'-dihydro-8'-methyl-2'-phenyl-2'H-1'-benzopyran-7'-yloxymethyl)-2-mercapto-1,3,4-oxadiazole 122484-26-8 C19H18N2O3S
5-(3',4'-dihydro-8'-methyl-2'-phenyl-2'H-1'-benzopyran-7'-yloxymethyl)-2-mercapto-1,3,4-oxadiazole
—— (2R,3R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2-hydroxyethoxy)chroman-3-yl acetate 850816-09-0 C33H32O7
(2R,3R)-2-(4-benzyloxyphenyl)-7-benzyloxy-4-(2-hydroxyethoxy)chroman-3-yl acetate
—— 2-(6-chloro-pyridin-3-yl)-6-hydroxy-chroman-4-one 1426899-91-3 C14H10ClNO3
2-(6-chloro-pyridin-3-yl)-6-hydroxy-chroman-4-one
—— 2,7-dimethoxy-2,4-diphenyl-2H-chromene 855288-35-6 C23H20O3
2,7-dimethoxy-2,4-diphenyl-2H-chromene
—— 1404170-07-5 C27H21BrO2
—— 8-Allyl-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one 198351-10-9 C21H20O5
8-Allyl-2-(2,3,4-trimethoxy-phenyl)-chromen-4-one
—— 6-C-methyl-3'-iodo-4',5,7-trimethoxyflavone 78278-23-6 C19H17IO5
6-C-methyl-3'-iodo-4',5,7-trimethoxyflavone
—— 7,3',4'-trimethoxy-3-methylflavone 18651-18-8 C19H18O5
7,3',4'-trimethoxy-3-methylflavone
—— 8-Chlor-6-fluor-2'-hydroxy-flavanon 4306-28-9 C15H10ClFO3
8-Chlor-6-fluor-2'-hydroxy-flavanon
—— 8-Jod-5-methoxy-2-phenyl-chromen-4-on 5224-61-3 C16H11IO3
8-Jod-5-methoxy-2-phenyl-chromen-4-on
—— Menthogenin 13525-94-5 C24H16O8
Menthogenin
—— 2',4'-dichloro-3-methylflavone-8-carboxylic acid 90102-55-9 C17H10Cl2O4
2',4'-dichloro-3-methylflavone-8-carboxylic acid
—— 5,7,4'-Trimethoxy-3-p-(toluolsulfonyloxy)-flavon 13698-18-5 C25H22O8S
5,7,4'-Trimethoxy-3-p-(toluolsulfonyloxy)-flavon
—— naringenin 4'-O-<2-O-(α-L-rhamnopyranosyl)-α-L-rhamnopyranoside> 158694-42-9 C27H32O13
naringenin 4'-O-<2-O-(α-L-rhamnopyranosyl)-α-L-rhamnopyranoside>
—— 2'-isopropoxy-3-methylflavone-8-carboxylic acid 90101-99-8 C20H18O5
2'-isopropoxy-3-methylflavone-8-carboxylic acid
—— 3-(3,4-difluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-61-9 C30H31F2NO3*ClH
3-(3,4-difluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— Isohemiphloin-hexaacetat 6799-39-9 C33H34O16
Isohemiphloin-hexaacetat
—— 7,8-Dimethoxy-2-pyrimidin-5-ylchromen-4-one 1254973-38-0 C15H12N2O4
7,8-Dimethoxy-2-pyrimidin-5-ylchromen-4-one
—— (2S,3R)-2-(4-Benzyloxy-phenyl)-chroman-3-ylamine 81289-28-3 C22H21NO2
(2S,3R)-2-(4-Benzyloxy-phenyl)-chroman-3-ylamine
—— 949143-85-5 C22H24O7
—— 1,3-Dimethyl-6-(2-[N-ethyl-N-[3-(3-methyl-2-phenyl-4-oxo-4H-1-benzopyran-5-yl)oxypropyl]amino]ethyl-amino)-2,4(1H,3H)-pyrimidinedione oxalate 135653-45-1 C2H2O4*C29H34N4O5
1,3-Dimethyl-6-(2-[N-ethyl-N-[3-(3-methyl-2-phenyl-4-oxo-4H-1-benzopyran-5-yl)oxypropyl]amino]ethyl-amino)-2,4(1H,3H)-pyrimidinedione oxalate
—— 4-(3-chlorophenyl)-3-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxymethyl]-1H-1,2,4-triazole-5-thione 122484-18-8 C25H22ClN3O2S
4-(3-chlorophenyl)-3-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxymethyl]-1H-1,2,4-triazole-5-thione
—— beta-hydroxyethyl 2'-ethoxy-3-methylflavone-8-carboxylate 90101-82-9 C21H20O6
beta-hydroxyethyl 2'-ethoxy-3-methylflavone-8-carboxylate
—— 1412411-09-6 C15H9IO4
—— naringenin 4'-O-<3,4-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside> 158694-51-0 C37H42O18
naringenin 4'-O-<3,4-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside>
—— 2-Phenyl-3-acetoxy-4-oxo-7-chlor-4H-chromen 6601-82-7 C18H13ClO5
2-Phenyl-3-acetoxy-4-oxo-7-chlor-4H-chromen
—— (S)-7-(benzyloxy)-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one 88607-75-4 C22H18O5
(S)-7-(benzyloxy)-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one
—— 8-Allyl-2-(4-chloro-2-methoxy-phenyl)-chromen-4-one 198351-08-5 C19H15ClO3
8-Allyl-2-(4-chloro-2-methoxy-phenyl)-chromen-4-one
—— 2-(4-Methoxy-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-79-2 C17H13ClO5
2-(4-Methoxy-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— 2-<Naphthyl-(1)>-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen 6601-89-4 C22H15BrO5
2-<Naphthyl-(1)>-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— Hemiphloin-hexaacetat 6791-67-9 C33H34O16
Hemiphloin-hexaacetat
—— trans-3-hydroxyflavanone thiosemicarbazone 139061-62-4 C16H15N3O2S
trans-3-hydroxyflavanone thiosemicarbazone
—— 1-(2-{3-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5-methyl-5,11-dihydro-chromenol[4,3-c]chromen-5-yl]-phenoxy}-ethyl)-piperidine 554430-34-1 C42H59NO5Si2
1-(2-{3-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5-methyl-5,11-dihydro-chromenol[4,3-c]chromen-5-yl]-phenoxy}-ethyl)-piperidine
—— 7-Phenyl-6,9-dimethoxy-5-oxo-2,3-dihydro-5H-furo<3,2-g><1>benzopyran 16023-90-8 C19H16O5
7-Phenyl-6,9-dimethoxy-5-oxo-2,3-dihydro-5H-furo<3,2-g><1>benzopyran
—— 2-(2-benzyloxy-phenyl)-3-hydroxy-7-methoxy-chromen-4-one 872302-11-9 C23H18O5
2-(2-benzyloxy-phenyl)-3-hydroxy-7-methoxy-chromen-4-one
—— 15-Methyl-21,21-diphenyl-20-oxa-15-azahexacyclo[12.11.0.02,11.03,8.016,25.019,24]pentacosa-1(14),2(11),3,5,7,9,12,16(25),17,19(24),22-undecaene 1431215-82-5 C36H25NO
15-Methyl-21,21-diphenyl-20-oxa-15-azahexacyclo[12.11.0.02,11.03,8.016,25.019,24]pentacosa-1(14),2(11),3,5,7,9,12,16(25),17,19(24),22-undecaene
—— 3-methoxy-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one 132020-76-9 C30H24O5
3-methoxy-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one
—— 6,7-Dimethyl-4-oxo-2-p-tolyl-4H-chromene-8-carboxylic acid amide 150716-41-9 C19H17NO3
6,7-Dimethyl-4-oxo-2-p-tolyl-4H-chromene-8-carboxylic acid amide
—— 1144104-69-7 C31H22O9
—— 3-(3,4-dimethoxyphenyl)-7-methoxy-8-methyl-2-phenyl-4H-chromen-4-one 1571900-07-6 C25H22O5
3-(3,4-dimethoxyphenyl)-7-methoxy-8-methyl-2-phenyl-4H-chromen-4-one
—— 4c-Acetoxy-2r-(3,4-dimethoxyphenyl)-6-methyl-chroman 16820-98-7 C20H22O5
4c-Acetoxy-2r-(3,4-dimethoxyphenyl)-6-methyl-chroman
—— 3-<4-Methoxy-benzyliden>-6-nitro-flavanon 18778-54-6 C23H17NO5
3-<4-Methoxy-benzyliden>-6-nitro-flavanon
—— 4-(4-bromophenyl)-3-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxymethyl]-1H-1,2,4-triazole-5-thione 122484-20-2 C25H22BrN3O2S
4-(4-bromophenyl)-3-[(8-methyl-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxymethyl]-1H-1,2,4-triazole-5-thione
—— (+/-)-eriodictyol 7-O-β-D-glucuronide 618910-88-6 C21H20O12
(+/-)-eriodictyol 7-O-β-D-glucuronide
—— 3'-nitroacacetin 890661-84-4 C16H11NO7
3'-nitroacacetin
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10,11-bis(methylsulfanyl)spiro[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] 1263317-85-6 C45H46O3S2
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10,11-bis(methylsulfanyl)spiro[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]
—— 1144104-70-0 C38H28O9
—— (2R,3S)-7-(benzoxy)-2-(4-(benzoxy)phenyl)chroman-3-yl acetate 888026-43-5 C31H28O5
(2R,3S)-7-(benzoxy)-2-(4-(benzoxy)phenyl)chroman-3-yl acetate
—— 6,9-dimethyl-2-phenylspiro[benzo[h]chromene-3,1'-cyclopentan]-4(2H)-one 1402163-58-9 C25H24O2
6,9-dimethyl-2-phenylspiro[benzo[h]chromene-3,1'-cyclopentan]-4(2H)-one