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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
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-butylamino-4H-chromen-4-one 1094471-27-8 C34H33NO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-butylamino-4H-chromen-4-one
—— 3-ethoxy-2,3,4'-trimethoxyflavan-4-one 88187-15-9 C20H22O6
3-ethoxy-2,3,4'-trimethoxyflavan-4-one
—— 7-Methoxy-3-methyl-8-methylaminomethyl-flavon 95279-60-0 C19H19NO3
7-Methoxy-3-methyl-8-methylaminomethyl-flavon
—— 5,7,3',4'-tetraacetoxy-6,8-di-C-(hexa-O-acetyl-β-D-xylopyranose)flavanone 1253227-62-1 C45H48O24
5,7,3',4'-tetraacetoxy-6,8-di-C-(hexa-O-acetyl-β-D-xylopyranose)flavanone
—— 6-Dimethylamino-3'-(N,N-dimethylcarbamoyloxy)flavone 405216-92-4 C20H20N2O4
6-Dimethylamino-3'-(N,N-dimethylcarbamoyloxy)flavone
—— 5-hydroxy-6,7,8,2',6'-pentamethoxyflavone 99123-99-6 C20H20O8
5-hydroxy-6,7,8,2',6'-pentamethoxyflavone
—— 6-amino-2-(4-hydroxy-3-methoxy-phenyl)-chroman-4-one 101284-24-6 C16H15NO4
6-amino-2-(4-hydroxy-3-methoxy-phenyl)-chroman-4-one
—— Acetic acid (2R,3R,4R,2'R,3'R,4'R,2''R,3''S)-3,5,7,5',7',3'',5'',7''-octaacetoxy-2,2',2''-tris-(3,4-diacetoxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,8';4',6'']terchromen-3'-yl ester 82792-65-2 C75H68O33
Acetic acid (2R,3R,4R,2'R,3'R,4'R,2''R,3''S)-3,5,7,5',7',3'',5'',7''-octaacetoxy-2,2',2''-tris-(3,4-diacetoxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,8';4',6'']terchromen-3'-yl ester
—— 6-bromo-5,7,8-trihydroxy-4'-methoxyflavone 89473-40-5 C16H11BrO6
6-bromo-5,7,8-trihydroxy-4'-methoxyflavone
—— methyl 2-((2R,3R,4S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chroman-4-yl)acetate 1333073-43-0 C18H18O7
methyl 2-((2R,3R,4S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chroman-4-yl)acetate
—— 7-O-(N-Methyl-2-piperidylmethyl)-3'-O-cyclopentyldiosmetin 1099011-80-9 C28H33NO6
7-O-(N-Methyl-2-piperidylmethyl)-3'-O-cyclopentyldiosmetin
—— 3-chloro-5-(4-fluorophenoxy)-6-(4-methanesulfonylphenyl)-2-methylpyran-4-one 361381-29-5 C19H14ClFO5S
3-chloro-5-(4-fluorophenoxy)-6-(4-methanesulfonylphenyl)-2-methylpyran-4-one
—— 5S-(-)-[4-(2-diethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol 554429-97-9 C31H32FNO4
5S-(-)-[4-(2-diethylaminoethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-2-ol
—— 7-Hydroxy-8-(3',4'-dimethoxyphenyl)-2,2-dimethyl-3,4-dihydro-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one 88055-38-3 C22H22O6
7-Hydroxy-8-(3',4'-dimethoxyphenyl)-2,2-dimethyl-3,4-dihydro-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one
—— 1430210-09-5 C26H20O
—— 5,7-bis-benzoyloxy-2-(4-methoxy-phenyl)-chromen-4-one 16290-39-4 C30H20O7
5,7-bis-benzoyloxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 3,8-Dibromo-2-(4-bromo-phenyl)-6-methyl-chromen-4-one 99702-16-6 C16H9Br3O2
3,8-Dibromo-2-(4-bromo-phenyl)-6-methyl-chromen-4-one
—— rac-2-(3-chloro-4-fluorophenyl)-2H-chromene-3-carboxylic acid 1204754-84-6 C16H10ClFO3
rac-2-(3-chloro-4-fluorophenyl)-2H-chromene-3-carboxylic acid
—— (5R)-5-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-di 1157856-48-8 C29H29NO5
(5R)-5-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-di
—— 3'-methoxy-4',5,7-trihydroxyflavylium chloride 18003-34-4 C16H13O5*Cl
3'-methoxy-4',5,7-trihydroxyflavylium chloride
—— echinaticin 105815-91-6 C30H26O12
echinaticin
—— rac-2-(3-trifluoromethyl-4-fluorophenyl)-2H-chromene-3-carboxylic acid 1204755-00-9 C17H10F4O3
rac-2-(3-trifluoromethyl-4-fluorophenyl)-2H-chromene-3-carboxylic acid
—— 1215089-91-0 C16H8ClF3O2
—— 7-benzyloxy-3-hydroxy-2-(4-methoxy-phenyl)-6-nitro-chromen-4-one 112321-86-5 C23H17NO7
7-benzyloxy-3-hydroxy-2-(4-methoxy-phenyl)-6-nitro-chromen-4-one
—— 7-Butyloxy-3-methyl-8-dimethylaminomethyl-flavon 102558-33-8 C23H27NO3
7-Butyloxy-3-methyl-8-dimethylaminomethyl-flavon
—— Acetic acid (2R,3S,4S,2'R,3'R)-2,2'-bis-(3,4-dimethoxy-phenyl)-3,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3'-yl ester 78139-52-3 C40H44O12
Acetic acid (2R,3S,4S,2'R,3'R)-2,2'-bis-(3,4-dimethoxy-phenyl)-3,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3'-yl ester
—— 10-methyl-7-(3-nitrophenyl)-6-phenyl-6a,7-dihydro-6H-benzo[b]chromeno[4,3-e][1,4]thiazepine 1514898-63-5 C29H22N2O3S
10-methyl-7-(3-nitrophenyl)-6-phenyl-6a,7-dihydro-6H-benzo[b]chromeno[4,3-e][1,4]thiazepine
—— 3-Methyl-2-[4-(2-morpholin-4-yl-ethoxy)-benzoyl]-7-phenyl-furo[3,2-g]chromen-5-one 108142-04-7 C31H27NO6
3-Methyl-2-[4-(2-morpholin-4-yl-ethoxy)-benzoyl]-7-phenyl-furo[3,2-g]chromen-5-one
—— methyl 4-oxo-2-p-tolyl-4H-chromene-6-carboxylate 342599-65-9 C18H14O4
methyl 4-oxo-2-p-tolyl-4H-chromene-6-carboxylate
—— 5,2'-Dihydroxy-6,8-dimethoxyflavon-diacetat 73034-30-7 C21H18O8
5,2'-Dihydroxy-6,8-dimethoxyflavon-diacetat
—— 3,4',7-triacetoxyaromadendrin 80158-90-3 C21H18O9
3,4',7-triacetoxyaromadendrin
—— Acetic acid 7-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-3,8-dimethoxy-4-oxo-4H-chromen-5-yl ester 20921-24-8 C24H22O11
Acetic acid 7-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-3,8-dimethoxy-4-oxo-4H-chromen-5-yl ester
—— 7-Hydroxy-8-diaethylaminomethyl-2-phenyl-chromon 67719-94-2 C20H21NO3
7-Hydroxy-8-diaethylaminomethyl-2-phenyl-chromon
—— 1413394-09-8 C16H12O4
—— (Z)-2-(2-fluorophenyl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one 1430097-86-1 C27H20FNO2
(Z)-2-(2-fluorophenyl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one
—— 7-(tert-Butyl-dimethyl-silanyloxy)-3-isopropyl-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-chroman-4-one 690274-21-6 C31H45NO4Si
7-(tert-Butyl-dimethyl-silanyloxy)-3-isopropyl-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-chroman-4-one
—— 74342-02-2 C55H62O30
—— 5,7-Bis-benzyloxy-2-phenyl-2H-chromene 896121-44-1 C29H24O3
5,7-Bis-benzyloxy-2-phenyl-2H-chromene
—— 2,4,10a-triphenyl-4H-benzo[4,5]oxazolo[2,3-b][1,3]oxazin-7-ol 23054-31-1 C28H21NO3
2,4,10a-triphenyl-4H-benzo[4,5]oxazolo[2,3-b][1,3]oxazin-7-ol
—— 2-{6-amino-3-(benzyloxy)-2-[4-(benzyloxy)-3-chlorophenyl]-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione 372103-00-9 C32H27ClN2O6S
2-{6-amino-3-(benzyloxy)-2-[4-(benzyloxy)-3-chlorophenyl]-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione
—— 6-(α-bromo-α,β-dihydro-4'-methoxycinnamoyl)-3,4-dihydro-7-methoxy-8-methyl-2-phenyl-2H-1-benzopyran 116247-52-0 C27H27BrO4
6-(α-bromo-α,β-dihydro-4'-methoxycinnamoyl)-3,4-dihydro-7-methoxy-8-methyl-2-phenyl-2H-1-benzopyran
—— 2-(4-bromophenyl)-2H-chromene 1393641-92-3 C15H11BrO
2-(4-bromophenyl)-2H-chromene
—— 5,6-dihydroxy-3,7-dimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)chromen-4-one 124909-87-1 C25H22O8
5,6-dihydroxy-3,7-dimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)chromen-4-one
—— (1-methoxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea 373630-45-6 C23H22N2O3
(1-methoxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylurea
—— 3-N-methylaminomethylidene-flavanone 99111-29-2 C17H15NO2
3-N-methylaminomethylidene-flavanone
—— 2-(4-amino-phenyl)-8-methyl-chroman-4-one 113454-14-1 C16H15NO2
2-(4-amino-phenyl)-8-methyl-chroman-4-one
—— 3,4-diphenyl-3a,4-dihydro-3H-chromeno[4,3-c]pyrazole-2-carbothioamide 121802-90-2 C23H19N3OS
3,4-diphenyl-3a,4-dihydro-3H-chromeno[4,3-c]pyrazole-2-carbothioamide
—— Acetic acid 2-[4-(5,7-dihydroxy-4-oxo-chroman-2-yl)-phenoxy]-3,5-dihydroxy-4-[(E)-3-(4-methoxy-phenyl)-acryloyl]-6-((2R,3R,4S,5S,6S)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-phenyl ester 77794-75-3 C47H44O20
Acetic acid 2-[4-(5,7-dihydroxy-4-oxo-chroman-2-yl)-phenoxy]-3,5-dihydroxy-4-[(E)-3-(4-methoxy-phenyl)-acryloyl]-6-((2R,3R,4S,5S,6S)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-phenyl ester
—— 5,7-dihydroxy-2-(3,4,5-trimethoxy-phenyl)-chromenylium; chloride 18393-85-6 C18H17O6*Cl
5,7-dihydroxy-2-(3,4,5-trimethoxy-phenyl)-chromenylium; chloride
—— (1-{4-[1-(2-hydroxy-ethyl)-6-oxo-8-phenyl-1,6-dihydro-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-7-yl]-phenyl}-cyclobutyl)-carbamic acid tert-butyl ester 1279089-52-9 C33H33N3O5
(1-{4-[1-(2-hydroxy-ethyl)-6-oxo-8-phenyl-1,6-dihydro-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-7-yl]-phenyl}-cyclobutyl)-carbamic acid tert-butyl ester