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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
—— Acetic acid 2-(4-acetoxy-phenyl)-7-methoxy-4-oxo-4H-chromen-6-yl ester 26537-16-6 C20H16O7
Acetic acid 2-(4-acetoxy-phenyl)-7-methoxy-4-oxo-4H-chromen-6-yl ester
—— 1413850-46-0 C15H11IO
—— 5-Amino-6,8-difluoro-2-[3-fluoro-4-(2-methylthioethylamino)phenyl]-4H-1-benzopyran-4-one 152836-01-6 C18H15F3N2O2S
5-Amino-6,8-difluoro-2-[3-fluoro-4-(2-methylthioethylamino)phenyl]-4H-1-benzopyran-4-one
—— 2,3,3,4'-tetramethoxyflavan-4-ol 88187-16-0 C19H22O6
2,3,3,4'-tetramethoxyflavan-4-ol
—— 2-(3,4-dimethoxy-phenyl)-7-hydroxy-chromenylium; chloride 7392-87-2 C17H15O4*Cl
2-(3,4-dimethoxy-phenyl)-7-hydroxy-chromenylium; chloride
—— matteucinol diacetate 910883-18-0 C22H22O7
matteucinol diacetate
—— 2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one 372103-31-6 C22H22ClNO4
2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one
—— 3,5,8-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 111796-16-8 C21H22O8
3,5,8-trimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— Methyl [2'-(p-chlorophenyl)-6'-chromonyl]acetate 60402-64-4 C18H13ClO4
Methyl [2'-(p-chlorophenyl)-6'-chromonyl]acetate
—— 8-acetyl-bis-(2-phenyl-2,3-dihydrobenzopyran) 1384189-31-4 C26H24O4
8-acetyl-bis-(2-phenyl-2,3-dihydrobenzopyran)
—— 7-(2-Morpholino-1-phenyl-ethoxy)-flavon 22085-51-4 C27H25NO4
7-(2-Morpholino-1-phenyl-ethoxy)-flavon
—— 8-Bromomethyl-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 600151-91-5 C18H15BrO4
8-Bromomethyl-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 5,7-diacetoxy-6-(diacetoxy-methyl)-β-methoxyflavone 84757-46-0 C25H22O11
5,7-diacetoxy-6-(diacetoxy-methyl)-β-methoxyflavone
—— 2-(3-fluorophenyl)-7-methoxychroman-4-one 1616578-18-7 C16H13FO3
2-(3-fluorophenyl)-7-methoxychroman-4-one
—— 2'',3''-dihydro-2'',3'',3'',3-tetramethylfuro<4'',5'':8,7>flavone 77609-91-7 C21H20O3
2'',3''-dihydro-2'',3'',3'',3-tetramethylfuro<4'',5'':8,7>flavone
—— 2-[2'-(o-Chlorophenyl)-6'-chromonyl]propionic acid 60402-08-6 C18H13ClO4
2-[2'-(o-Chlorophenyl)-6'-chromonyl]propionic acid
—— (S)-2-(3,4-Dimethoxy-phenyl)-5-hydroxy-7-methoxy-6-methyl-chroman-4-one 21764-00-1 C19H20O6
(S)-2-(3,4-Dimethoxy-phenyl)-5-hydroxy-7-methoxy-6-methyl-chroman-4-one
—— 7-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside 1542609-08-4 C39H50O27
7-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside
—— 3,5-diacetoxy-2-(4-methoxy-phenyl)-8,8-dimethyl-9,10-dihydro-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 56692-01-4 C25H24O8
3,5-diacetoxy-2-(4-methoxy-phenyl)-8,8-dimethyl-9,10-dihydro-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— (6aS,7R,12aR)-6a,12a-trans-6a,7-cis-2,3,10-trimethoxy-7-(2,4,6-trimethoxyphenyl)-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran 79951-70-5 C28H30O8
(6aS,7R,12aR)-6a,12a-trans-6a,7-cis-2,3,10-trimethoxy-7-(2,4,6-trimethoxyphenyl)-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran
—— 2-[4-(tert-Butyl-diphenyl-silanyloxy)-phenyl]-7-hydroxy-3-phenylsulfanyl-chroman-4-one 690274-29-4 C37H34O4SSi
2-[4-(tert-Butyl-diphenyl-silanyloxy)-phenyl]-7-hydroxy-3-phenylsulfanyl-chroman-4-one
—— (-)-balsacone G 1572949-17-7 C24H22O6
(-)-balsacone G
—— 5,7-dimethoxy-2'-styrylflavone 134339-53-0 C25H20O4
5,7-dimethoxy-2'-styrylflavone
—— 1073620-14-0 C22H22ClN5O3
—— 7-<2-(benzoyloxy)-3-<N-propyl-N-<(benzyloxy)carbonyl>amino>propoxy>flavone 117096-67-0 C36H33NO7
7-<2-(benzoyloxy)-3-<N-propyl-N-<(benzyloxy)carbonyl>amino>propoxy>flavone
—— 8-Isopropyl-5-methyl-4-oxo-2-phenyl-4H-chromen 95937-28-3 C19H18O2
8-Isopropyl-5-methyl-4-oxo-2-phenyl-4H-chromen
—— Acetic acid (4bS,10aS)-8-methoxy-10a-methyl-5-oxo-5H-10,11-dioxa-benzo[b]fluoren-4b-yl ester 70387-06-3 C19H16O6
Acetic acid (4bS,10aS)-8-methoxy-10a-methyl-5-oxo-5H-10,11-dioxa-benzo[b]fluoren-4b-yl ester
—— Acetic acid (4bS,10aS)-2,8-dimethoxy-10a-methyl-5-oxo-5H-10,11-dioxa-benzo[b]fluoren-4b-yl ester 70387-07-4 C20H18O7
Acetic acid (4bS,10aS)-2,8-dimethoxy-10a-methyl-5-oxo-5H-10,11-dioxa-benzo[b]fluoren-4b-yl ester
—— 6,7-dimethoxy-2-{4-[(ethylmethylamino)-methyl]-phenyl}-4H-chromen-4-one 916060-83-8 C21H23NO4
6,7-dimethoxy-2-{4-[(ethylmethylamino)-methyl]-phenyl}-4H-chromen-4-one
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4-oxo-4H-chromen-7-yl propionate 1201808-18-5 C31H22O7
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4-oxo-4H-chromen-7-yl propionate
—— 5,7,4'-triacetoxy-6,8-di-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)flavone 1253228-03-3 C43H44O22
5,7,4'-triacetoxy-6,8-di-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)flavone
—— 2,5-dihydro-10-methoxy-5-(3-methoxyphenyl)-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239067-54-0 C27H27NO3
2,5-dihydro-10-methoxy-5-(3-methoxyphenyl)-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 3-hydroxy-2-(4-hydroxy-3-methylphenyl)-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one 372103-46-3 C23H25NO4
3-hydroxy-2-(4-hydroxy-3-methylphenyl)-6-methyl-8-(1-methyl-4-piperidinyl)-4H-chromen-4-one
—— tetramethyl hopeahainol A 1164114-82-2 C32H24O8
tetramethyl hopeahainol A
—— 5-Amino-6,8-difluoro-2-[3-fluoro-4-(2-methoxyethylamino)phenyl]-4H-1-benzopyran-4-one 152835-93-3 C18H15F3N2O3
5-Amino-6,8-difluoro-2-[3-fluoro-4-(2-methoxyethylamino)phenyl]-4H-1-benzopyran-4-one
—— 5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromenylium; chloride 42923-17-1 C20H21O6*Cl
5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromenylium; chloride
—— 6-iodo-2,2-bis(4'-fluoro-phenyl)-2H-benzo[h]chromene 859156-83-5 C25H15F2IO
6-iodo-2,2-bis(4'-fluoro-phenyl)-2H-benzo[h]chromene
—— hydrochloride of methyl 2,5-dichloro-4-[5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4-oxo-4H-benzopyran-2-yl]-benzoate 358739-10-3 C23H21Cl2NO7*ClH
hydrochloride of methyl 2,5-dichloro-4-[5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4-oxo-4H-benzopyran-2-yl]-benzoate
—— 3-(3-nitrobenzylidene)-4'-methoxyflavanone 1514898-53-3 C23H17NO5
3-(3-nitrobenzylidene)-4'-methoxyflavanone
—— tetrahydroartocarpin 122554-89-6 C26H32O6
tetrahydroartocarpin
—— Acetic acid (6R,7R)-9-methoxy-8-oxo-6-phenyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromen-7-yl ester 83532-21-2 C19H16O7
Acetic acid (6R,7R)-9-methoxy-8-oxo-6-phenyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromen-7-yl ester
—— 4-Chroman-2-yl-benzamidine; hydrochloride 133308-56-2 C16H16N2O*ClH
4-Chroman-2-yl-benzamidine; hydrochloride
—— 6-Nitro-3-methylflavon 27230-34-8 C16H11NO4
6-Nitro-3-methylflavon
—— 2-[2-(2-butoxy-ethoxy)-phenyl]-6-chloro-2,3-dihydro-benzo[<i>e</i>][1,3]oxazin-4-one 102461-58-5 C20H22ClNO4
2-[2-(2-butoxy-ethoxy)-phenyl]-6-chloro-2,3-dihydro-benzo[<i>e</i>][1,3]oxazin-4-one
—— (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)-chroman-3-yl 3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)benzoate 1186527-27-4 C59H38N6O34S6
(2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)-chroman-3-yl 3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)benzoate
—— 8-bromo-6-chloro-3-methylene-2-phenyl-chroman-4-one 927884-82-0 C16H10BrClO2
8-bromo-6-chloro-3-methylene-2-phenyl-chroman-4-one
—— 3-Brom-4',5-dimethoxyflavanon 50879-50-0 C17H15BrO4
3-Brom-4',5-dimethoxyflavanon
—— 3-(4-morpholinphenyl-3-phenyl)-6,11-bismorpholino-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran 1360882-73-0 C46H47N3O4
3-(4-morpholinphenyl-3-phenyl)-6,11-bismorpholino-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran
—— (S)-5-Hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(3-acetoxy-2-hydroxypropoxy)-4H-1-benzopyran-4-one 178367-22-1 C24H26O9
(S)-5-Hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(3-acetoxy-2-hydroxypropoxy)-4H-1-benzopyran-4-one
—— 3'-benzyloxy-5,7,8,4'-tetramethoxyflavanone 111670-56-5 C26H26O7
3'-benzyloxy-5,7,8,4'-tetramethoxyflavanone