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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
—— 8-(3,3-dimethylallyl)tamarixetin 1204142-68-6 C21H20O7
8-(3,3-dimethylallyl)tamarixetin
—— 4'-O-Methyl-quercetin-tetraacetat 7690-17-7 C24H20O11
4'-O-Methyl-quercetin-tetraacetat
—— quercetin 3-O-α-arabinofuranoside 960511-32-4 C20H18O11
quercetin 3-O-α-arabinofuranoside
—— quercetin 3-O-α-L-(5''-O-acetyl)-arabinofuranosyl-7-O-α-L-rhamnopyranoside 1206531-81-8 C28H30O16
quercetin 3-O-α-L-(5''-O-acetyl)-arabinofuranosyl-7-O-α-L-rhamnopyranoside
—— 4H-Naphtho(1,2-b)pyran-4-one, 6-hydroxy-2-phenyl- 78729-82-5 C19H12O3
4H-Naphtho(1,2-b)pyran-4-one, 6-hydroxy-2-phenyl-
—— [3-(4-Dimethylamino-phenyl)-1-oxo-2,3-dihydro-1H-benzo[f]chromen-2-yl]-acetic acid methyl ester 156641-34-8 C24H23NO4
[3-(4-Dimethylamino-phenyl)-1-oxo-2,3-dihydro-1H-benzo[f]chromen-2-yl]-acetic acid methyl ester
—— quercetin-3'-O-tetra-O-acetyl-β-D-glucopyranoside 1239884-38-8 C29H28O16
quercetin-3'-O-tetra-O-acetyl-β-D-glucopyranoside
—— 4'''-O-butanoylpeltatoside 131981-36-7 C30H34O17
4'''-O-butanoylpeltatoside
—— 3''-O-butanoylpeltatoside 131981-37-8 C30H34O17
3''-O-butanoylpeltatoside
—— dihydrokaempferide 137225-59-3 C16H14O6
dihydrokaempferide
—— quercetin 3-O-α-L-rhamnopyranoside 494859-14-2 C21H20O11
quercetin 3-O-α-L-rhamnopyranoside
—— 3-[2,2-bis(4-methoxyphenyl)vinyl]-3-phenyl-3H-naphtho[2,1-b]pyran 1257403-35-2 C35H28O3
3-[2,2-bis(4-methoxyphenyl)vinyl]-3-phenyl-3H-naphtho[2,1-b]pyran
—— 3-[2,2-bis(4-dimethylaminophenyl)vinyl]-3-phenyl-3H-naphtho[2,1-b]pyran 1257403-36-3 C37H34N2O
3-[2,2-bis(4-dimethylaminophenyl)vinyl]-3-phenyl-3H-naphtho[2,1-b]pyran
—— ethyl 2,2-bis(4-dimethylaminophenyl)-9-methoxy-2H-naphtho[1,2-b]pyran-5-carboxylate 1259944-64-3 C33H34N2O4
ethyl 2,2-bis(4-dimethylaminophenyl)-9-methoxy-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 2'-methyl-5,7-dihydroxyflavanone 120980-71-4 C16H14O4
2'-methyl-5,7-dihydroxyflavanone
—— 8-Phenyl-1a,9c-dihydro-6H-(1)benzoxireno(3,2-h)chromen-6-one 86126-10-5 C19H12O3
8-Phenyl-1a,9c-dihydro-6H-(1)benzoxireno(3,2-h)chromen-6-one
—— 2-(4-Hexyloxy-phenyl)-3-methoxy-4-oxo-4H-chromene-6-carboxylic acid 72739-33-4 C23H24O6
2-(4-Hexyloxy-phenyl)-3-methoxy-4-oxo-4H-chromene-6-carboxylic acid
—— 2,2-bis(4-dimethylaminophenyl)-9-methoxy-5-[1,1-bis(4-methoxyphenyl)-1-hydroxymethyl]-2H-naphtho[1,2-b]pyran 1259944-69-8 C45H44N2O5
2,2-bis(4-dimethylaminophenyl)-9-methoxy-5-[1,1-bis(4-methoxyphenyl)-1-hydroxymethyl]-2H-naphtho[1,2-b]pyran
—— 2-(4-Hexyloxy-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid 72739-29-8 C22H22O6
2-(4-Hexyloxy-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid
—— 5,7-diacetoxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 6320-37-2 C21H18O8
5,7-diacetoxy-3-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 6-Phenyl-1a,9a-dihydro-4H-(1)benzoxireno(2,3-h)chromen-4-one 86126-11-6 C19H12O3
6-Phenyl-1a,9a-dihydro-4H-(1)benzoxireno(2,3-h)chromen-4-one
—— 5,4'-dihydroxy-3-methoxyflavone 124080-98-4 C16H12O5
5,4'-dihydroxy-3-methoxyflavone
—— 4-(4-oxo-4<i>H</i>-chromen-2-yl)-benzoic acid ethyl ester 109697-00-9 C18H14O4
4-(4-oxo-4<i>H</i>-chromen-2-yl)-benzoic acid ethyl ester
—— 5,7,8,4'-tetrahydroxy-3',5'-dimethoxyflavone-3-O-β-D-galactopyranoside 1268362-43-1 C23H24O14
5,7,8,4'-tetrahydroxy-3',5'-dimethoxyflavone-3-O-β-D-galactopyranoside
—— (Z)-2-(naphthalen-1-yl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one 1430097-93-0 C31H23NO2
(Z)-2-(naphthalen-1-yl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one
—— (Z)-3-((naphthalen-1-ylmethylamino)methylene)-2-(2-(trifluoromethyl)phenyl)chroman-4-one 1430097-87-2 C28H20F3NO2
(Z)-3-((naphthalen-1-ylmethylamino)methylene)-2-(2-(trifluoromethyl)phenyl)chroman-4-one
—— (Z)-2-(biphenyl-4-yl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one 1430097-90-7 C33H25NO2
(Z)-2-(biphenyl-4-yl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one
—— (Z)-2-(biphenyl-2-yl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one 1430097-88-3 C33H25NO2
(Z)-2-(biphenyl-2-yl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one
—— (Z)-2-(2-bromophenyl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one 1430097-84-9 C27H20BrNO2
(Z)-2-(2-bromophenyl)-3-((naphthalen-1-ylmethylamino)methylene)chroman-4-one
—— (+/-)-5-hydroxy-4'-methoxyflavanone 105285-12-9 C16H14O4
(+/-)-5-hydroxy-4'-methoxyflavanone
—— 7,7'',4',4'''-tetrahydroxy-3',3'''-biflavanone 1311284-69-1 C30H22O8
7,7'',4',4'''-tetrahydroxy-3',3'''-biflavanone
—— 3,2',4'-trimethoxy-3'-methylflavone 1621102-01-9 C19H18O5
3,2',4'-trimethoxy-3'-methylflavone
—— 3-hydroxy-2',4'-dimethoxy-3'-methylflavone 1621101-98-1 C18H16O5
3-hydroxy-2',4'-dimethoxy-3'-methylflavone
—— 2-<4-(2-pyrrolidinoethoxy)phenyl>-3-phenyl-2,3-dihydro-4H-1-benzopyran-4-one 130406-90-5 C27H27NO3
2-<4-(2-pyrrolidinoethoxy)phenyl>-3-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
—— 2-(4-hydroxyphenyl)-3-phenyl-4H-1-benzopyran 130378-69-7 C21H16O2
2-(4-hydroxyphenyl)-3-phenyl-4H-1-benzopyran
—— 7-benzyloxy-3'-methoxyflavone 710339-10-9 C23H18O4
7-benzyloxy-3'-methoxyflavone
—— 7,7'',4',4'''-tetrabenzyloxy-3',3'''-biflavanone 1311284-68-0 C58H46O8
7,7'',4',4'''-tetrabenzyloxy-3',3'''-biflavanone
—— 2-(4-Hydroxy-phenyl)-6-isopropyl-3-methoxy-chromen-4-one 132020-46-3 C19H18O4
2-(4-Hydroxy-phenyl)-6-isopropyl-3-methoxy-chromen-4-one
—— 2-(3,4-Dihydroxyphenyl)-5-hydroxy-6,7,8-trimethoxy-2,3-dihydro-4H-1-benzopyran-4-one 99759-28-1 C18H18O8
2-(3,4-Dihydroxyphenyl)-5-hydroxy-6,7,8-trimethoxy-2,3-dihydro-4H-1-benzopyran-4-one
—— 3-acetoxy-2-(4-methoxy-phenyl)-7-methyl-chromen-4-one 109555-08-0 C19H16O5
3-acetoxy-2-(4-methoxy-phenyl)-7-methyl-chromen-4-one
—— 7-Hydroxy-2-(4-hydroxy-phenyl)-3-methoxy-5-methyl-chromen-4-one 132020-53-2 C17H14O5
7-Hydroxy-2-(4-hydroxy-phenyl)-3-methoxy-5-methyl-chromen-4-one
—— 2-(4-Hydroxy-phenyl)-7-isopropyl-3-methoxy-chromen-4-one 132020-47-4 C19H18O4
2-(4-Hydroxy-phenyl)-7-isopropyl-3-methoxy-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-3-dodecyl-5-hydroxy-6,7-dimethoxy-chromen-4-one 134081-52-0 C29H38O7
2-(3,4-Dihydroxy-phenyl)-3-dodecyl-5-hydroxy-6,7-dimethoxy-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-3-dodecyl-5,7,8-trimethoxy-chromen-4-one 134081-28-0 C30H40O7
2-(3,4-Dihydroxy-phenyl)-3-dodecyl-5,7,8-trimethoxy-chromen-4-one
—— 2-(4-Hydroxy-phenyl)-3,7-dimethoxy-5-methyl-chromen-4-one 132020-54-3 C18H16O5
2-(4-Hydroxy-phenyl)-3,7-dimethoxy-5-methyl-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-3-dodecyl-5-hydroxy-7,8-dimethoxy-chromen-4-one 134081-44-0 C29H38O7
2-(3,4-Dihydroxy-phenyl)-3-dodecyl-5-hydroxy-7,8-dimethoxy-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-3-dodecyl-5,6,7-trimethoxy-chromen-4-one 134081-36-0 C30H40O7
2-(3,4-Dihydroxy-phenyl)-3-dodecyl-5,6,7-trimethoxy-chromen-4-one
—— 8-allyl-3-nitro-2-(3-methoxy-2-nitrophenyl)-4H-1-benzopyran-4-one 596108-48-4 C19H14N2O7
8-allyl-3-nitro-2-(3-methoxy-2-nitrophenyl)-4H-1-benzopyran-4-one
—— Toluene-4-sulfonic acid 2-(4-benzyloxy-3-methoxy-phenyl)-5,6,7,8-tetramethoxy-4-oxo-4H-chromen-3-yl ester 173217-82-8 C34H32O11S
Toluene-4-sulfonic acid 2-(4-benzyloxy-3-methoxy-phenyl)-5,6,7,8-tetramethoxy-4-oxo-4H-chromen-3-yl ester
—— Toluene-4-sulfonic acid 5,7,8-trimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 173217-39-5 C28H28O11S
Toluene-4-sulfonic acid 5,7,8-trimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester