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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-acetoxy-6,8-dichloro-2-(2-chloro-phenyl)-chromen-4-one 101883-48-1 C17H9Cl3O4
3-acetoxy-6,8-dichloro-2-(2-chloro-phenyl)-chromen-4-one
—— [4-oxo-5,7-di(propan-2-yloxy)-2-(4-propan-2-yloxyphenyl)chromen-8-yl]boronic acid 135159-00-1 C24H29BO7
[4-oxo-5,7-di(propan-2-yloxy)-2-(4-propan-2-yloxyphenyl)chromen-8-yl]boronic acid
—— 5-acetoxy-6-[4-(5-acetoxy-7-methoxy-4-oxo-4<i>H</i>-chromen-2-yl)-phenoxy]-7-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 19825-56-0 C37H28O12
5-acetoxy-6-[4-(5-acetoxy-7-methoxy-4-oxo-4<i>H</i>-chromen-2-yl)-phenoxy]-7-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 7''-Acetoxy-4,6''-biflavanyl 107205-42-5 C32H28O4
7''-Acetoxy-4,6''-biflavanyl
—— 5,7-bis-benzyloxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one 103271-88-1 C31H28O5
5,7-bis-benzyloxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one
—— [2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chroman-6-yl]-acetic acid 131977-12-3 C18H16O6
[2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chroman-6-yl]-acetic acid
—— Kayaflavone triethylether 120297-65-6 C39H36O10
Kayaflavone triethylether
—— 3,7-diacetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one 80710-46-9 C23H18O10
3,7-diacetoxy-2-(2,3-diacetoxy-phenyl)-chromen-4-one
—— 4-[(2S,3S)-2,3,6-Trimethoxy-2-(4-nitro-phenyl)-4-oxo-chroman-3-ylamino]-benzaldehyde 139936-73-5 C25H22N2O8
4-[(2S,3S)-2,3,6-Trimethoxy-2-(4-nitro-phenyl)-4-oxo-chroman-3-ylamino]-benzaldehyde
—— (11S,13R,14R,15S,16R)-9-methoxy-14,15-bis(phenylmethoxy)-13-(phenylmethoxymethyl)-5-(4-phenylmethoxyphenyl)-4,12,17-trioxatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),2,5,8-tetraen-7-one 720684-64-0 C50H44O9
(11S,13R,14R,15S,16R)-9-methoxy-14,15-bis(phenylmethoxy)-13-(phenylmethoxymethyl)-5-(4-phenylmethoxyphenyl)-4,12,17-trioxatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),2,5,8-tetraen-7-one
—— (8S)-N,N,2,3-tetramethyl-8-(2-methylthiophen-3-yl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-30-3 C20H23N3O2S
(8S)-N,N,2,3-tetramethyl-8-(2-methylthiophen-3-yl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 4'-(benzyloxy)-3-ethoxy-7-methylflavone 132020-86-1 C25H22O4
4'-(benzyloxy)-3-ethoxy-7-methylflavone
—— 3-Isopropoxy-2-(3-methoxy-phenyl)-4-oxo-4H-chromene-6-carboxylic acid 72739-36-7 C20H18O6
3-Isopropoxy-2-(3-methoxy-phenyl)-4-oxo-4H-chromene-6-carboxylic acid
—— N-{2-[4-(2,2-Dimethyl-propionylamino)-phenyl]-8-methoxy-4-oxo-4H-chromen-5-yl}-2,2-dimethyl-propionamide 130600-35-0 C26H30N2O5
N-{2-[4-(2,2-Dimethyl-propionylamino)-phenyl]-8-methoxy-4-oxo-4H-chromen-5-yl}-2,2-dimethyl-propionamide
—— (2RS,4R)-6-bromo-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amine 1415108-88-1 C18H15BrF2N2O2
(2RS,4R)-6-bromo-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amine
—— Tri-O-methyl-(+)-epifisetinidol 98758-80-6 C18H20O5
Tri-O-methyl-(+)-epifisetinidol
—— Octa-O-methyl-leucocyanidin 1 7431-61-0 C38H42O13
Octa-O-methyl-leucocyanidin 1
—— 7-(benzyloxy)-2-(3,4-dibenzyloxyphenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl 4-(benzyloxy)-3-(dibenzylamino)benzoate 1355333-59-3 C64H51NO9
7-(benzyloxy)-2-(3,4-dibenzyloxyphenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl 4-(benzyloxy)-3-(dibenzylamino)benzoate
—— 1,25-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19,22,25-nonaoxapentacosane 916330-76-2 C64H70O19
1,25-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19,22,25-nonaoxapentacosane
—— 4',7-dibenzyloxy-2',3,4',5,6,8-hexamethoxyflavone 107644-07-5 C35H34O10
4',7-dibenzyloxy-2',3,4',5,6,8-hexamethoxyflavone
—— 3-methoxy-2-(4-methoxy-phenyl)-8-methyl-furo[2,3-<i>h</i>]chromen-4-one 71593-97-0 C20H16O5
3-methoxy-2-(4-methoxy-phenyl)-8-methyl-furo[2,3-<i>h</i>]chromen-4-one
—— 5,7-dimethoxy-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one 21568-26-3 C19H20O5
5,7-dimethoxy-2-(4-methoxy-phenyl)-6-methyl-chroman-4-one
—— 8-methyl-6-nitro-2-phenyl-chromen-4-one 92858-49-6 C16H11NO4
8-methyl-6-nitro-2-phenyl-chromen-4-one
—— 2-(3-benzyloxy-phenyl)-7-methoxy-chromen-4-one 742079-19-2 C23H18O4
2-(3-benzyloxy-phenyl)-7-methoxy-chromen-4-one
—— 1235387-74-2 C37H36O2
—— Dihydroartocarpin-dimethylaether 115388-51-7 C28H34O6
Dihydroartocarpin-dimethylaether
—— 7-Chlor-4'-<2-piperidino-ethoxy>-flavon 95291-42-2 C22H22ClNO3
7-Chlor-4'-<2-piperidino-ethoxy>-flavon
—— 7-Hydroxy-5-methoxy-6-methyl-flavan-4-ol 1230-19-9 C17H18O4
7-Hydroxy-5-methoxy-6-methyl-flavan-4-ol
—— 2-(3-methoxyphenyl)-7-methoxy-2,3,4,5-tetrahydro-1-benzoxepine 1449790-29-7 C18H20O3
2-(3-methoxyphenyl)-7-methoxy-2,3,4,5-tetrahydro-1-benzoxepine
—— 2,3-dihydro-2-phenyl-4H-6-methyl-benzopyran-4-one oxime 81976-53-6 C16H15NO2
2,3-dihydro-2-phenyl-4H-6-methyl-benzopyran-4-one oxime
—— 4α-Acetoxy-tetra-O-methyl-3-O-acetyl-(+)-catechin 104320-29-8 C23H26O9
4α-Acetoxy-tetra-O-methyl-3-O-acetyl-(+)-catechin
—— 1,3-di-(8-bromo-3-phenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene 874365-09-0 C44H28Br2O2
1,3-di-(8-bromo-3-phenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene
—— 2-(5,7-dimethoxy-4-oxochroman-2-yl)phenyl phenylcarbamate 1386981-10-7 C24H21NO6
2-(5,7-dimethoxy-4-oxochroman-2-yl)phenyl phenylcarbamate
—— 6-cinnamoyl-3-methyl-2-phenylchromone 144728-34-7 C25H18O3
6-cinnamoyl-3-methyl-2-phenylchromone
—— [2-((2RS,4R)-4-amino-6-nitro-2-phenyl-chroman-4-yl)-2,2-difluoro-ethoxy]-acetonitrile 1415109-13-5 C19H17F2N3O4
[2-((2RS,4R)-4-amino-6-nitro-2-phenyl-chroman-4-yl)-2,2-difluoro-ethoxy]-acetonitrile
—— 3-methoxy-6-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one 132046-34-5 C30H24O5
3-methoxy-6-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one
—— 2-(4-methoxyphenyl)chroman-4,6-diol 3518-21-6 C16H16O4
2-(4-methoxyphenyl)chroman-4,6-diol
—— 2-(3-fluorophenyl)chroman-4,6-diol 488847-65-0 C15H13FO3
2-(3-fluorophenyl)chroman-4,6-diol
—— 2-(4-trifluoromethylphenyl)chroman-6-ol 488849-36-1 C16H13F3O2
2-(4-trifluoromethylphenyl)chroman-6-ol
—— 4'-hydroxy-3',5,5'-trimethoxyflavone-7-O-β-D-glucopyranosyl-(1->4)-α-L-rhamnopyranoside 1191466-40-6 C30H36O16
4'-hydroxy-3',5,5'-trimethoxyflavone-7-O-β-D-glucopyranosyl-(1->4)-α-L-rhamnopyranoside
—— 3-Acetoxy-4-<2,4-dimethoxyphenyl>-flavan 95868-57-8 C25H24O5
3-Acetoxy-4-<2,4-dimethoxyphenyl>-flavan
—— Flavanon-oxim-benzoat 97015-60-6 C22H17NO3
Flavanon-oxim-benzoat
—— 8-{3-[4-(5-fluoro-2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 174765-27-6 C31H32FN3O4
8-{3-[4-(5-fluoro-2-methoxyphenyl)-1-piperazinyl]propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 2-(4-ethoxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one 102159-55-7 C20H20O7
2-(4-ethoxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one
—— 6-bromo-2-(4-hydroxy-3-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one 112553-64-7 C20H13BrO4
6-bromo-2-(4-hydroxy-3-methoxy-phenyl)-benzo[<i>h</i>]chromen-4-one
—— 7-hydroxy-2-(4-methoxyphenyl)-6-[(E)-2-phenyldiazen-1-yl]-4H-chromen-4-one 1565622-98-1 C22H16N2O4
7-hydroxy-2-(4-methoxyphenyl)-6-[(E)-2-phenyldiazen-1-yl]-4H-chromen-4-one
—— 2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)-N-phenylhydrazinecarbothioamide 1260141-47-6 C24H19N3O4S
2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)-N-phenylhydrazinecarbothioamide
—— N-(4-oxo-2-(2-(trifluoromethyl)phenyl)-4H-chromen-8-yl)thiazole-4-carboxamide 1219444-64-0 C20H11F3N2O3S
N-(4-oxo-2-(2-(trifluoromethyl)phenyl)-4H-chromen-8-yl)thiazole-4-carboxamide
—— Quercetin-3,3'-diglucosid 20188-84-5 C27H30O17
Quercetin-3,3'-diglucosid
—— 3-Benzyloxy-7,8,3',4',5'-pentamethoxy-flavon 915-65-1 C27H26O8
3-Benzyloxy-7,8,3',4',5'-pentamethoxy-flavon