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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
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrazine-2-carboxamide 1219445-61-0 C21H12F3N3O3
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrazine-2-carboxamide
—— (3aS,4R,9bR)-2-difluoromethylene-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol 787622-40-6 C19H16F2O3
(3aS,4R,9bR)-2-difluoromethylene-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromen-8-ol
—— 8-(benzyloxy)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 89456-34-8 C27H26O8
8-(benzyloxy)-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 7-Amino-4'-chlorflavon 36768-19-1 C15H10ClNO2
7-Amino-4'-chlorflavon
—— 2-(4-benzyloxy-phenyl)-5,7-dihydroxy-3,8-dimethoxy-chromen-4-one 23091-26-1 C24H20O7
2-(4-benzyloxy-phenyl)-5,7-dihydroxy-3,8-dimethoxy-chromen-4-one
—— Catechin-Phloroglucin-Kondensat 30825-50-4 C21H18O9
Catechin-Phloroglucin-Kondensat
—— 7-Hydroxy-8-cyanflavon 101081-06-5 C16H9NO3
7-Hydroxy-8-cyanflavon
—— 10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-N,N-bis(2,2,2-trifluoroethyl)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]-11-amine 1278523-68-4 C55H53F6NO5
10-(2,4-dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-N,N-bis(2,2,2-trifluoroethyl)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]-11-amine
—— 5-hydroxy-2-(4-hydroxyphenyl)-3-(((3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-7-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one 1374991-39-5 C27H30O15
5-hydroxy-2-(4-hydroxyphenyl)-3-(((3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-7-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
—— 6-Cyan-7-methoxyflavon 37042-26-5 C17H11NO3
6-Cyan-7-methoxyflavon
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrimidine-2-carboxamide 1219445-48-3 C21H12F3N3O3
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrimidine-2-carboxamide
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-pyrrolidin-1-ylpyridine-2-carboxamide 1219446-27-1 C25H20ClN3O3
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-pyrrolidin-1-ylpyridine-2-carboxamide
—— 8-allyl-2-(3,4-dimethoxy-phenyl)-7-hydroxy-3-methoxy-chromen-4-one 102474-20-4 C21H20O6
8-allyl-2-(3,4-dimethoxy-phenyl)-7-hydroxy-3-methoxy-chromen-4-one
—— 2-(3,4-dimethoxyphenyl)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one 1229515-83-6 C27H32O6
2-(3,4-dimethoxyphenyl)-8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
—— 7-n-butyl-4'-O-methoxymethylapigenin 1104802-58-5 C21H22O6
7-n-butyl-4'-O-methoxymethylapigenin
—— (+/-)-5,7-dimethoxymethoxy-8-allyl-3'-bromo-flavanone 1134396-31-8 C22H23BrO6
(+/-)-5,7-dimethoxymethoxy-8-allyl-3'-bromo-flavanone
—— 6-Chlor-4'-<2-diethylamino-ethoxy>-flavon 3505-73-5 C21H22ClNO3
6-Chlor-4'-<2-diethylamino-ethoxy>-flavon
—— 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(1-hydroxy-3-methylbutyl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one 1443276-38-7 C25H28O7
2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(1-hydroxy-3-methylbutyl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
—— (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 773859-60-2 C64H54O9
(-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— (2R,3R)-5,7-bis(benzyloxy)-2-phenylchroman-3-yl 3,4,5-tris(benzyloxy)benzoate 1350896-06-8 C57H48O8
(2R,3R)-5,7-bis(benzyloxy)-2-phenylchroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— 2,6-Diacetoxy-3-[1,3]dioxolan-2-yl-4-(5-oxo-2-phenyl-5H-naphtho[1,8-bc]furan-4-ylmethyl)-benzoic acid methyl ester 33298-45-2 C33H26O10
2,6-Diacetoxy-3-[1,3]dioxolan-2-yl-4-(5-oxo-2-phenyl-5H-naphtho[1,8-bc]furan-4-ylmethyl)-benzoic acid methyl ester
—— 2-Benzo[1,3]dioxol-5-yl-3-hydroxy-3-methyl-chroman-4-one oxime 36944-53-3 C17H15NO5
2-Benzo[1,3]dioxol-5-yl-3-hydroxy-3-methyl-chroman-4-one oxime
—— 3-(4-methoxy-phenyl)-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one 21629-59-4 C19H15NO3
3-(4-methoxy-phenyl)-2,3-dihydro-pyrano[3,2-<i>f</i>]quinolin-1-one
—— N-[2-[2-(difluoromethyl)phenyl]-4-oxochromen-8-yl]-6-(morpholin-4-ylmethyl)pyridine-2-carboxamide 1219446-40-8 C27H23F2N3O4
N-[2-[2-(difluoromethyl)phenyl]-4-oxochromen-8-yl]-6-(morpholin-4-ylmethyl)pyridine-2-carboxamide
—— 138505-46-1 C37H42O15
—— 1421324-68-6 C15H6Br3ClO2
—— 7-Methoxy-2-(2-methyl-benzothiazol-6-yl)-chromen-4-one 29808-17-1 C18H13NO3S
7-Methoxy-2-(2-methyl-benzothiazol-6-yl)-chromen-4-one
—— 2-Benzo[1,3]dioxol-5-yl-3-hydroxy-3-methyl-chroman-4-one oxime 36944-52-2 C17H15NO5
2-Benzo[1,3]dioxol-5-yl-3-hydroxy-3-methyl-chroman-4-one oxime
—— 4'-Benzyl-kaempferol 30652-25-6 C22H16O6
4'-Benzyl-kaempferol
—— Cupressuflavon-5,7,4',7'',4'''-pentamethylaether 26505-92-0 C35H28O10
Cupressuflavon-5,7,4',7'',4'''-pentamethylaether
—— Ethyl-3'-brom-7-flavon-3-ol-oxyacetat 24700-01-4 C19H15BrO6
Ethyl-3'-brom-7-flavon-3-ol-oxyacetat
—— 4',4'''-Dimethoxy-biflavonyl-(3',3''') 98879-15-3 C32H22O6
4',4'''-Dimethoxy-biflavonyl-(3',3''')
—— 4'-O-methoxymethyl-7-O-i-propylapigenin 1104802-56-3 C20H20O6
4'-O-methoxymethyl-7-O-i-propylapigenin
—— 6,7-methylenedioxy-3,5,4'-trihydroxyflavone 3-O-α-L-rhamnopyranosyl-(1->2)[β-D-glucopyranosyl-(1->6)]-β-D-glucopyranoside 1393523-96-0 C34H40O21
6,7-methylenedioxy-3,5,4'-trihydroxyflavone 3-O-α-L-rhamnopyranosyl-(1->2)[β-D-glucopyranosyl-(1->6)]-β-D-glucopyranoside
—— 3-p-Anisyl-7-methoxyflavan-4-ol 27393-37-9 C24H24O4
3-p-Anisyl-7-methoxyflavan-4-ol
—— 2-(4-benzyloxy-3-iodophenyl)-3-nitro-4H-1-benzopyran-4-one 1276021-92-1 C22H14INO5
2-(4-benzyloxy-3-iodophenyl)-3-nitro-4H-1-benzopyran-4-one
—— β-Neohesperidosyl-7 dihydroxy-5,7 dimethoxy-3',4' flavanon 13482-36-5 C29H36O15
β-Neohesperidosyl-7 dihydroxy-5,7 dimethoxy-3',4' flavanon
—— Neohesperidosyl-7-trihydroxy-4',5,7-methoxy-3'-flavanonol 28383-42-8 C28H34O16
Neohesperidosyl-7-trihydroxy-4',5,7-methoxy-3'-flavanonol
—— 8-chloromethyl-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one 39727-23-6 C20H19ClO6
8-chloromethyl-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— N-(4-oxo-2-(1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl)-4H-chromen-6-yl)acetamide 1333241-00-1 C27H21N3O3
N-(4-oxo-2-(1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl)-4H-chromen-6-yl)acetamide
—— 7,7'-dimethoxy-2,2'-(2,5,2',5'-tetramethoxy-biphenyl-4,4'-diyl)-bis-chromen-4-one 23494-37-3 C36H30O10
7,7'-dimethoxy-2,2'-(2,5,2',5'-tetramethoxy-biphenyl-4,4'-diyl)-bis-chromen-4-one
—— 4'-Methoxy-7,8-benzoflavanonazin 22877-11-8 C40H32N2O4
4'-Methoxy-7,8-benzoflavanonazin
—— 1-(4-Benzyloxy-phenyl)-7-acetoxy-3,9-dioxo-1,3,3a,4,9,9a-hexahydro-naphtho<2,3-c>furan 23414-45-1 C27H22O6
1-(4-Benzyloxy-phenyl)-7-acetoxy-3,9-dioxo-1,3,3a,4,9,9a-hexahydro-naphtho<2,3-c>furan
—— 7-(2-fluorophenyl)-7-(4-methoxyphenyl)-7H-2-methyl-2,3-dihydrofuro[3',2',:5,6]naphtho[2,1-b]pyran 173301-07-0 C29H23FO3
7-(2-fluorophenyl)-7-(4-methoxyphenyl)-7H-2-methyl-2,3-dihydrofuro[3',2',:5,6]naphtho[2,1-b]pyran
—— 5-(4-Aminobutylamino)-2-(4-amino-3-fluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one 152169-17-0 C19H18F3N3O2
5-(4-Aminobutylamino)-2-(4-amino-3-fluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one
—— 3-(1,3,5-O-methoxyphloroglucinol)-5,7,3',4'-tetramethoxyflavan-4-one 1265882-01-6 C28H30O9
3-(1,3,5-O-methoxyphloroglucinol)-5,7,3',4'-tetramethoxyflavan-4-one
—— (+/-)-2,3-cis-3,4'-Dimethoxyflavan 34811-91-1 C17H18O3
(+/-)-2,3-cis-3,4'-Dimethoxyflavan
—— 7,8-Benzoflavanonazin 22877-10-7 C38H28N2O2
7,8-Benzoflavanonazin
—— 6-(2-(2-tosyloxyethoxy)ethoxy)-4'-dimethylaminoflavone 1147337-59-4 C28H29NO7S
6-(2-(2-tosyloxyethoxy)ethoxy)-4'-dimethylaminoflavone
—— 3,3-bis(4-fluorophenyl)-10,12-dibromo-6-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1381922-52-6 C35H21Br2F5O
3,3-bis(4-fluorophenyl)-10,12-dibromo-6-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran