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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
—— 1156494-92-6 C26H23NO9
—— 2-(4-Methoxy-phenyl)-2,3-dihydro-benzo[h]chromen-4-one oxime 22812-22-2 C20H17NO3
2-(4-Methoxy-phenyl)-2,3-dihydro-benzo[h]chromen-4-one oxime
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrimidine-4-carboxamide 1219445-49-4 C21H12F3N3O3
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrimidine-4-carboxamide
—— Potassium; (Z)-2-cyano-1-ethoxy-2-[2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl]-ethenolate 80907-28-4 C21H16NO5*K
Potassium; (Z)-2-cyano-1-ethoxy-2-[2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl]-ethenolate
—— 3-(bromocarbethoxymethyl)-4'-methoxyflavone 80907-26-2 C20H17BrO5
3-(bromocarbethoxymethyl)-4'-methoxyflavone
—— Acetic acid 7-acetoxy-2-(3,4-dimethoxy-phenyl)-3,6-dimethoxy-4-oxo-4H-chromen-5-yl ester 35688-43-8 C23H22O10
Acetic acid 7-acetoxy-2-(3,4-dimethoxy-phenyl)-3,6-dimethoxy-4-oxo-4H-chromen-5-yl ester
—— 5,7,4'-tri-O-acetyloxy-flavone-3-O-β-D-(2'',3'',4''-tri-O-acetyl-6''-O-chloroacetyl)glucopyranoside 80065-91-4 C35H33ClO18
5,7,4'-tri-O-acetyloxy-flavone-3-O-β-D-(2'',3'',4''-tri-O-acetyl-6''-O-chloroacetyl)glucopyranoside
—— (2S,3R)-trans-5,7-bis(benzyloxy)-8-benzyl-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol 850409-28-8 C50H44O6
(2S,3R)-trans-5,7-bis(benzyloxy)-8-benzyl-2-[3,4-bis(benzyloxy)phenyl]chroman-3-ol
—— 1,4-Bis(3-hydroxy-7-methoxychromonyl-2)-benzol 27172-30-1 C26H18O8
1,4-Bis(3-hydroxy-7-methoxychromonyl-2)-benzol
—— 6-amino-3-hydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one hydrochloride 1252653-64-7 C16H10F3NO3*ClH
6-amino-3-hydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one hydrochloride
—— (2S,3S,4R,5R,6S)-5-(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl bis(morpholine-4-carboxylate) 1374854-22-4 C59H58N2O14
(2S,3S,4R,5R,6S)-5-(benzyloxy)-6-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl bis(morpholine-4-carboxylate)
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide 1219445-46-1 C22H13F3N2O3
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide
—— 3-hydroxy-6-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one 96823-07-3 C17H16O5
3-hydroxy-6-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— betuletol acetate 35589-27-6 C23H20O10
betuletol acetate
—— 1156495-13-4 C47H44N2O17
—— (2S,3R)-5,7-Dimethoxy-2-(4-methoxy-phenyl)-3-methyl-chroman-4-one oxime 36944-48-6 C19H21NO5
(2S,3R)-5,7-Dimethoxy-2-(4-methoxy-phenyl)-3-methyl-chroman-4-one oxime
—— Chrysoeriol-7,4'-diglucosid 36451-45-3 C28H32O16
Chrysoeriol-7,4'-diglucosid
—— Isorubranin 31653-50-6 C25H26O4
Isorubranin
—— 3-p-Anisylflavan-4-ol 27393-36-8 C23H22O3
3-p-Anisylflavan-4-ol
—— 6-methoxykaempferol-3-O-β-D-gentiobioside 1393523-94-8 C28H32O17
6-methoxykaempferol-3-O-β-D-gentiobioside
—— 5,7,8-Trihydroxy-3-methoxy-3',4'-methylendioxy-flavon 93328-31-5 C17H12O8
5,7,8-Trihydroxy-3-methoxy-3',4'-methylendioxy-flavon
—— Ethyl-7-flavon-3-ol-oxyacetat 24699-99-8 C19H16O6
Ethyl-7-flavon-3-ol-oxyacetat
—— 2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-3-((2R,3S,4S,5R,6R)-3,4,5-trimethoxy-6-methyl-tetrahydro-pyran-2-yloxy)-chromen-4-one 50991-84-9 C28H34O11
2-(3,4-Dimethoxy-phenyl)-5,7-dimethoxy-3-((2R,3S,4S,5R,6R)-3,4,5-trimethoxy-6-methyl-tetrahydro-pyran-2-yloxy)-chromen-4-one
—— 4'-O-(γ,γ-Dimethylallyl)naringin 28116-96-3 C32H40O14
4'-O-(γ,γ-Dimethylallyl)naringin
—— Acetic acid 7-acetoxy-2-(3-acetoxy-4,5-dimethoxy-phenyl)-3,6-dimethoxy-4-oxo-4H-chromen-5-yl ester 30429-35-7 C25H24O12
Acetic acid 7-acetoxy-2-(3-acetoxy-4,5-dimethoxy-phenyl)-3,6-dimethoxy-4-oxo-4H-chromen-5-yl ester
—— 8-<2-(3.4-Dimethoxy-phenyl)-5.7-dimethoxy-3-acetoxy-chromanyl-(4)>-5.7.3'.4'-tetramethoxy-3.4-diacetoxy-flavan 25671-12-9 C44H48O16
8-<2-(3.4-Dimethoxy-phenyl)-5.7-dimethoxy-3-acetoxy-chromanyl-(4)>-5.7.3'.4'-tetramethoxy-3.4-diacetoxy-flavan
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-3-(morpholin-4-ylmethyl)benzamide 1219446-31-7 C27H23ClN2O4
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-3-(morpholin-4-ylmethyl)benzamide
—— 3,3'-dihydroxy-2,2'-diphenyl-6,6'-methanediyl-bis-benzo[<i>h</i>]chromen-4-one 22994-77-0 C39H24O6
3,3'-dihydroxy-2,2'-diphenyl-6,6'-methanediyl-bis-benzo[<i>h</i>]chromen-4-one
—— Ethyl-4'-nitro-7-flavon-3-ol-oxyacetat 24700-30-9 C19H15NO8
Ethyl-4'-nitro-7-flavon-3-ol-oxyacetat
—— (2S,3R)-3-Chloro-2-(4-chloro-phenyl)-3,6-dinitro-chroman-4-one 143468-48-8 C15H8Cl2N2O6
(2S,3R)-3-Chloro-2-(4-chloro-phenyl)-3,6-dinitro-chroman-4-one
—— (2S)-2-(2,4,5-trifluorophenyl)-2H-chromene-3-carbaldehyde 1608094-87-6 C16H9F3O2
(2S)-2-(2,4,5-trifluorophenyl)-2H-chromene-3-carbaldehyde
—— 3-Chlor-6-formylflavon 34187-17-2 C16H9ClO3
3-Chlor-6-formylflavon
—— octyl 2,3,4-tri-O-benzyl-6-O-trityl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 503602-28-6 C82H85NO12
octyl 2,3,4-tri-O-benzyl-6-O-trityl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
—— anti-3-Hydroxy-3-methyl-4-oximinoflavan 36944-51-1 C16H15NO3
anti-3-Hydroxy-3-methyl-4-oximinoflavan
—— 3-[4-(3-acryloyloxypropoxy)phenyl]-3-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran 943246-68-2 C32H28O5
3-[4-(3-acryloyloxypropoxy)phenyl]-3-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran
—— methyl 6-methyl-4-oxo-2-phenyl-4H-chromene-3-carboxylate 1417564-62-5 C18H14O4
methyl 6-methyl-4-oxo-2-phenyl-4H-chromene-3-carboxylate
—— 6,8-Difluoro-2-(4-ethoxycarbonylmethylamino-3-fluorophenyl)-5-hexylamino-4H-1-benzopyran-4-one 152169-20-5 C25H27F3N2O4
6,8-Difluoro-2-(4-ethoxycarbonylmethylamino-3-fluorophenyl)-5-hexylamino-4H-1-benzopyran-4-one
—— 3-decyl-3',4',5,7-tetramethoxyflavone 1142936-29-5 C29H38O6
3-decyl-3',4',5,7-tetramethoxyflavone
—— 3',4',5,7-Tetramethoxyflavon-8-yl-essigsaeure 39690-12-5 C21H20O8
3',4',5,7-Tetramethoxyflavon-8-yl-essigsaeure
—— (S,Z)-3-((benzylamino)methylene)-2-phenylchroman-4-one 1430097-82-7 C23H19NO2
(S,Z)-3-((benzylamino)methylene)-2-phenylchroman-4-one
—— -flavonoktaacetat 27181-70-0 C46H36O19
-flavonoktaacetat
—— 2-(4-chlorophenyl)-3-(prop-2-yn-1-yloxy)-4H-chromen-4-one 1618095-98-9 C18H11ClO3
2-(4-chlorophenyl)-3-(prop-2-yn-1-yloxy)-4H-chromen-4-one
—— 7-Benzoyloxy-5-hydroxy-3-methoxyflavone 95811-79-3 C23H16O6
7-Benzoyloxy-5-hydroxy-3-methoxyflavone
—— 4'-chloro-7-O-β-D-glucoside flavone 1186489-21-3 C21H19ClO8
4'-chloro-7-O-β-D-glucoside flavone
—— 2'-hydroxy-4',5,6',7-tetramethoxy-4-(4-methoxyphenyl)flavan-3-one 76451-13-3 C26H26O8
2'-hydroxy-4',5,6',7-tetramethoxy-4-(4-methoxyphenyl)flavan-3-one
—— (2S,3S)-5,7-bis(benzyloxy)-2-(3-benzyloxyphenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 850307-84-5 C64H54O9
(2S,3S)-5,7-bis(benzyloxy)-2-(3-benzyloxyphenyl)chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— 2-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrazole-3-carboxamide 1219445-57-4 C21H14F3N3O3
2-methyl-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyrazole-3-carboxamide
—— 2-(4-Amino-3-fluorophenyl)-6,8-difluoro-5-isopentylamino-4H-1-benzopyran-4-one 152867-86-2 C20H19F3N2O2
2-(4-Amino-3-fluorophenyl)-6,8-difluoro-5-isopentylamino-4H-1-benzopyran-4-one
—— Ethyl-4'-iod-7-flavon-3-ol-oxyacetat 24700-28-5 C19H15IO6
Ethyl-4'-iod-7-flavon-3-ol-oxyacetat
—— 29617-72-9 C32H36O17