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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
—— Pinotin A 663910-41-6 C31H29O14+
Pinotin A
—— 2-(2,4-bis(benzyloxy)phenyl)-5-hydroxy-7-(methoxymethoxy)-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one 1610962-13-4 C36H34O7
2-(2,4-bis(benzyloxy)phenyl)-5-hydroxy-7-(methoxymethoxy)-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one
—— N-{3-(benzyloxy)-2-[4-(benzyloxy)-3-chlorophenyl]-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-4-oxo-4H-chromen-6-yl}acetamide 372102-99-3 C34H29ClN2O7S
N-{3-(benzyloxy)-2-[4-(benzyloxy)-3-chlorophenyl]-8-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-4-oxo-4H-chromen-6-yl}acetamide
—— ethyl 6,8-dichloro-2-(4-fluorophenyl)-4-hydroxy-3,4-dihydro-2H-chromene-3-carboxylate 1448552-76-8 C18H15Cl2FO4
ethyl 6,8-dichloro-2-(4-fluorophenyl)-4-hydroxy-3,4-dihydro-2H-chromene-3-carboxylate
—— 8-Bromo-7-butoxy-2-(2-chloro-phenyl)-6-nitro-chroman-4-one 135879-02-6 C19H17BrClNO5
8-Bromo-7-butoxy-2-(2-chloro-phenyl)-6-nitro-chroman-4-one
—— 4'-Benzyloxy-3',5,6,7-tetramethoxy-flavon 42923-48-8 C26H24O7
4'-Benzyloxy-3',5,6,7-tetramethoxy-flavon
—— 2-Phenyl-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen 6601-88-3 C18H13BrO5
2-Phenyl-3-acetoxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— 3,4,O-Isopropyliden-6-methyl-2,3-trans-flavan-3,7-cis-diol 106628-22-2 C19H20O3
3,4,O-Isopropyliden-6-methyl-2,3-trans-flavan-3,7-cis-diol
—— rac-(6aR,7S,13S,13aR)-6-ethoxy-6,7-diphenyl-14-(2-phenyl-4H-chromen-4-yl)-6a,7,13,13a-tetrahydro-6H-7,13-methanobenzo[6,7]oxepino[3,4-c]chromene 95082-71-6 C47H38O4
rac-(6aR,7S,13S,13aR)-6-ethoxy-6,7-diphenyl-14-(2-phenyl-4H-chromen-4-yl)-6a,7,13,13a-tetrahydro-6H-7,13-methanobenzo[6,7]oxepino[3,4-c]chromene
—— 2-(4-(9-fluorononyloxy)phenyl)-2,3-dihydro-5,7-dihydroxychromen-4-one 879223-93-5 C24H29FO5
2-(4-(9-fluorononyloxy)phenyl)-2,3-dihydro-5,7-dihydroxychromen-4-one
—— 5-(2-Dimethylaminoethyl)amino-2-phenyl-4H-benzopyran-4-one 129974-33-0 C19H20N2O2
5-(2-Dimethylaminoethyl)amino-2-phenyl-4H-benzopyran-4-one
—— 3'-hydroxy-2',4',5,6,6',7-hexamethoxyflavone 105827-24-5 C21H22O9
3'-hydroxy-2',4',5,6,6',7-hexamethoxyflavone
—— 8-Brom-3'-iod-5-hydroxy-7,4'-dimethoxy-flavon 93329-34-1 C17H12BrIO5
8-Brom-3'-iod-5-hydroxy-7,4'-dimethoxy-flavon
—— 5,6,7,8,4'-Pentaacetoxy-flavon 95803-64-8 C25H20O12
5,6,7,8,4'-Pentaacetoxy-flavon
—— 3,7-Dimethyl-3',4'-dibenzylquercetagetin 59171-29-8 C31H26O8
3,7-Dimethyl-3',4'-dibenzylquercetagetin
—— (2S,3S,4R,8R,9R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 130932-43-3 C30H26O11
(2S,3S,4R,8R,9R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— (+/-)-7-hydroxy-5-methoxy-2-phenyl-chroman-8-carboxylic acid 523-63-7 C17H16O5
(+/-)-7-hydroxy-5-methoxy-2-phenyl-chroman-8-carboxylic acid
—— 8-Bromo-7-butoxy-2-(4-dimethylamino-phenyl)-6-nitro-chroman-4-one 135879-11-7 C21H23BrN2O5
8-Bromo-7-butoxy-2-(4-dimethylamino-phenyl)-6-nitro-chroman-4-one
—— 8-Amino-6-chlor-4'-methoxy-flavanon 21312-91-4 C16H14ClNO3
8-Amino-6-chlor-4'-methoxy-flavanon
—— 3-acetoxy-8-benzyl-6-(2-methoxycarbonylethenyl)-2-(4-methoxyphenyl)chromone 910626-12-9 C29H24O7
3-acetoxy-8-benzyl-6-(2-methoxycarbonylethenyl)-2-(4-methoxyphenyl)chromone
—— (2R,3S,4R,2'R,3'S,4'R,2''R,3''S)-2,2',2''-Tris-(3,4-dihydroxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';4',6'']terchromene-3,7,3',7',3'',7'',8''-heptaol 109671-71-8 C45H38O16
(2R,3S,4R,2'R,3'S,4'R,2''R,3''S)-2,2',2''-Tris-(3,4-dihydroxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';4',6'']terchromene-3,7,3',7',3'',7'',8''-heptaol
—— 5'-Benzoyl-2'-methoxy-flavon 15147-26-9 C23H16O4
5'-Benzoyl-2'-methoxy-flavon
—— 2,3-cis-2,4'-dimethoxyflavan-3-ol 88214-98-6 C17H18O4
2,3-cis-2,4'-dimethoxyflavan-3-ol
—— 7-benzyloxy-4'-phenylflavone 41255-22-5 C28H20O3
7-benzyloxy-4'-phenylflavone
—— 8-Jod-5-hydroxy-4',7-dibenzyloxy-flavon 96271-36-2 C29H21IO5
8-Jod-5-hydroxy-4',7-dibenzyloxy-flavon
—— 1462876-43-2 C34H24Cl2O5
—— 1096657-21-4 C37H36O14
—— 3-(4-hydroxyphenyl)-2-(4-iodophenyl)-4-methyl-2H-chromen-7-ol 1443753-04-5 C22H17IO3
3-(4-hydroxyphenyl)-2-(4-iodophenyl)-4-methyl-2H-chromen-7-ol
—— 3-(4-morpholinophenyl)-3-phenyl-6-morpholino-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran 1360882-77-4 C42H40N2O3
3-(4-morpholinophenyl)-3-phenyl-6-morpholino-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran
—— 3-benzoyl-7-benzoyloxy-5-hydroxy-2-phenyl-chromen-4-one 103266-11-1 C29H18O6
3-benzoyl-7-benzoyloxy-5-hydroxy-2-phenyl-chromen-4-one
—— 5,8-dihydroxy-6-methoxy-2-phenyl-chromen-4-one 857403-05-5 C16H12O5
5,8-dihydroxy-6-methoxy-2-phenyl-chromen-4-one
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-(tert-butoxycarbonylamino)acetate 1158555-77-1 C22H21NO10
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-(tert-butoxycarbonylamino)acetate
—— N-ethyl-2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazinecarbothioamide 1260141-45-4 C20H19N3O4S
N-ethyl-2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazinecarbothioamide
—— (3aR,4R,9bS)-4-(3,4-Dimethoxy-phenyl)-7-methoxy-2-methyl-3a,9b-dihydro-4H-[1,3]dioxolo[4,5-c]chromene 88038-04-4 C20H22O6
(3aR,4R,9bS)-4-(3,4-Dimethoxy-phenyl)-7-methoxy-2-methyl-3a,9b-dihydro-4H-[1,3]dioxolo[4,5-c]chromene
—— 1429422-64-9 C45H42O7
—— (1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)trifluoroacetamide 373632-51-0 C24H18F5NO5
(1-difluoromethoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)trifluoroacetamide
—— 8-amino-5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,7-diyl diacetate 1374218-59-3 C19H15NO7
8-amino-5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,7-diyl diacetate
—— 2-(3-Tert-butyl-4-hydroxyphenyl)-3-hydroxychromen-4-one 1017266-14-6 C19H18O4
2-(3-Tert-butyl-4-hydroxyphenyl)-3-hydroxychromen-4-one
—— N-allyl-2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazinecarbothioamide 1260141-46-5 C21H19N3O4S
N-allyl-2-((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazinecarbothioamide
—— 2-<(2-carboethyl)thio>-5,7-dihydroxy-4'-methoxyisoflav-3-ene 95331-92-3 C19H18O6S
2-<(2-carboethyl)thio>-5,7-dihydroxy-4'-methoxyisoflav-3-ene
—— 8-amino-2-o-tolyl-4H-chromen-4-one 1219446-65-7 C16H13NO2
8-amino-2-o-tolyl-4H-chromen-4-one
—— 5-Naphthalen-2-yl-2,2-diphenylchromene 933066-91-2 C31H22O
5-Naphthalen-2-yl-2,2-diphenylchromene
—— (2R,3Ξ)-5-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-3-bromo-7-[O2,O3,O4-triacetyl-O6-(tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranosyloxy]-chroman-4-one 69081-76-1 C44H49BrO23
(2R,3Ξ)-5-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-3-bromo-7-[O2,O3,O4-triacetyl-O6-(tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranosyloxy]-chroman-4-one
—— methyl 5-((R)-2-(((tert-butoxycarbonyl)((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)-2H-chromen-4-yl)-2-fluoro benzoate 1451374-16-5 C35H34FNO5
methyl 5-((R)-2-(((tert-butoxycarbonyl)((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)-2H-chromen-4-yl)-2-fluoro benzoate
—— Bis-<5-Hydroxy-7-flavanonyloxy>methan 98840-12-1 C31H24O8
Bis-<5-Hydroxy-7-flavanonyloxy>methan
—— 8-Formyl-7-acetoxy-6-ethyl-flavan 95486-82-1 C20H20O4
8-Formyl-7-acetoxy-6-ethyl-flavan
—— 5,7,4'-Trimethoxy-6-benzyloxy-flavanon-(4) 95817-40-6 C25H24O6
5,7,4'-Trimethoxy-6-benzyloxy-flavanon-(4)
—— (+/-)-3,4-O-Isopropyliden-3',4',5',7-O-tetramethyl-2,3-trans-flavan-3,4-diol 106764-94-7 C22H26O7
(+/-)-3,4-O-Isopropyliden-3',4',5',7-O-tetramethyl-2,3-trans-flavan-3,4-diol
—— 2',4',7-Trihydroxy-5',6-dicarboxy-flavon-(4) 1102-05-2 C17H10O9
2',4',7-Trihydroxy-5',6-dicarboxy-flavon-(4)
—— 1421313-17-8 C44H40O7