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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
—— naringenin trimethyl ether —— C18H18O5
naringenin trimethyl ether
—— naringenin 7-O-stearyl ether —— C33H48O5
naringenin 7-O-stearyl ether
—— 8-C-[(E)-2-phenylethenyl]naringenin —— C23H18O5
8-C-[(E)-2-phenylethenyl]naringenin
—— 6-C-[(E)-2-phenylethenyl]naringenin —— C23H18O5
6-C-[(E)-2-phenylethenyl]naringenin
—— naringenin‐O‐rhamnoside —— C21H22O9
naringenin‐O‐rhamnoside
—— (2S)-naringenin 4′-O-sulphate —— C15H12O8S
(2S)-naringenin 4′-O-sulphate
—— isorhamnetin 3-O-glucuronide —— C22H20O13
isorhamnetin 3-O-glucuronide
—— (2S,3S,4S,5R,6R)-6-((5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid —— C22H20O13
(2S,3S,4S,5R,6R)-6-((5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
—— isorhamnetin 4'-glucoside —— C22H22O12
isorhamnetin 4'-glucoside
—— isorhamnetin-3-O-β-D-galactopyranosyl-7-O-α-L-rhamnopyranosyl-(2→1)-β-D-xylopyranoside —— C33H40O20
isorhamnetin-3-O-β-D-galactopyranosyl-7-O-α-L-rhamnopyranosyl-(2→1)-β-D-xylopyranoside
—— isorhamnetin 3-O-[-α-L-rhamnopyranosyl-(1->3)]-β-D-glucopyranoside —— C28H32O16
isorhamnetin 3-O-[-α-L-rhamnopyranosyl-(1->3)]-β-D-glucopyranoside
—— isorhamnetin 3-O-β-glucopyranoside-4'-O-β-xylopyranoside —— C27H30O16
isorhamnetin 3-O-β-glucopyranoside-4'-O-β-xylopyranoside
—— chalconaringenin 2'-O-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside —— C27H32O15
chalconaringenin 2'-O-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside
—— 2-(2-(4-methoxyphenyl)-4H-chromen-4-ylidene)-2H-indene-1,3-dione —— C25H16O4
2-(2-(4-methoxyphenyl)-4H-chromen-4-ylidene)-2H-indene-1,3-dione
—— N-(8-(3',4'-dihydroxyflavon-3yl)oxyoctyl)-N,N,N-trimethylammonium bromide —— Br*C26H34NO5
N-(8-(3',4'-dihydroxyflavon-3yl)oxyoctyl)-N,N,N-trimethylammonium bromide
—— 2-([1,1′-biphenyl]-4-yl)-7-hydroxy-4H-chromen-4-one —— C21H14O3
2-([1,1′-biphenyl]-4-yl)-7-hydroxy-4H-chromen-4-one
—— (6R,7S,8R)-7-(2-methoxy-acetoxy)-6-(2-methoxy-ethoxy)-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole —— C24H28N2O6
(6R,7S,8R)-7-(2-methoxy-acetoxy)-6-(2-methoxy-ethoxy)-2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole
—— (+)-foveoglin A —— C38H40N2O8
(+)-foveoglin A
—— 4'-amino-5,6,7-trihydroxyflavone —— C15H11NO5
4'-amino-5,6,7-trihydroxyflavone
—— (1-hydroxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)-methanesulfonamide —— C20H17NO4S
(1-hydroxy-6-phenyl-6H-dibenzo(b,d)pyran-8-yl)-methanesulfonamide
—— 5,7,4′-trihydroxy-3′-methoxyflavylium —— C16H13O5
5,7,4′-trihydroxy-3′-methoxyflavylium
—— 8-(3,3',4',5,7-pentahydroxyflavan-4-yl)-3,3',4',5,7-pentahydroxyflavan —— C30H26O12
8-(3,3',4',5,7-pentahydroxyflavan-4-yl)-3,3',4',5,7-pentahydroxyflavan
—— 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-7-(2-trimethylsilylethynyl)-4H-1-benzopyran-4-one —— C30H33F3N2O4Si
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-7-(2-trimethylsilylethynyl)-4H-1-benzopyran-4-one
—— 7-chloro-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one —— C16H11ClO4
7-chloro-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
—— 6-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methoxy-4H-chromen-4-one —— C17H14O6
6-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methoxy-4H-chromen-4-one
—— 3,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one —— C16H12O6
3,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
—— 6-hydroxy-2-phenyl-5-(piperidin-1-ylmethyl)-4H-chromen-4-one —— C21H21NO3
6-hydroxy-2-phenyl-5-(piperidin-1-ylmethyl)-4H-chromen-4-one
—— 2,4-Di(benzo[1,3]dioxol-5-yl)-6-isopropoxy-2H-chromen-3-carboxylic acid —— C27H22O8
2,4-Di(benzo[1,3]dioxol-5-yl)-6-isopropoxy-2H-chromen-3-carboxylic acid
—— 2-(Benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(4-methoxy-benzyl)-2H-chromen-3-carboxylic acid —— C28H26O7
2-(Benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(4-methoxy-benzyl)-2H-chromen-3-carboxylic acid
—— 2-(Benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(5-methyl-thiophen-2-yl)-2H-chromen-3-carboxylic acid —— C25H22O6S
2-(Benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(5-methyl-thiophen-2-yl)-2H-chromen-3-carboxylic acid
—— 2-(Benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-pentyl-2H-chromen-3-carboxylic acid —— C25H28O6
2-(Benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-pentyl-2H-chromen-3-carboxylic acid
—— 4',6-dihydroxyflav-3-ene —— C15H12O3
4',6-dihydroxyflav-3-ene
—— 6-hydroxy-3',5,7-triaminoflavone —— C15H13N3O3
6-hydroxy-3',5,7-triaminoflavone
—— 2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(4-methoxyphenyl)-chromane-3-carboxylic acid —— C27H26O7
2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(4-methoxyphenyl)-chromane-3-carboxylic acid
—— methyl 2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(4-methoxyphenyl)-chromane-3-carboxylate —— C28H28O7
methyl 2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-4-(4-methoxyphenyl)-chromane-3-carboxylate
—— 2-(2-chlorophenyl)-6-hydroxychroman-4-one —— C15H11ClO3
2-(2-chlorophenyl)-6-hydroxychroman-4-one
—— luteolin 7-O-(2-apiosyl-6-malonyl)glucoside —— C29H30O18
luteolin 7-O-(2-apiosyl-6-malonyl)glucoside
—— 2-(2'-methylphenyl)-6,7-dimethylchroman —— C18H20O
2-(2'-methylphenyl)-6,7-dimethylchroman
—— 2-(4'-chlorophenyl)-6,7-dimethylchroman —— C17H17ClO
2-(4'-chlorophenyl)-6,7-dimethylchroman
—— 2-(4'-methylphenyl)-6,7-dimethylchroman —— C18H20O
2-(4'-methylphenyl)-6,7-dimethylchroman
—— 2-(2'-chlorophenyl)-6,7-dimethylchroman —— C17H17ClO
2-(2'-chlorophenyl)-6,7-dimethylchroman
—— 2-phenyl-6,7-dimethylchroman —— C17H18O
2-phenyl-6,7-dimethylchroman
—— 2-(4'-bromophenyl)-6,7-dimethylchroman —— C17H17BrO
2-(4'-bromophenyl)-6,7-dimethylchroman
—— 2-(3'-chlorophenyl)-6,7-dimethylchroman —— C17H17ClO
2-(3'-chlorophenyl)-6,7-dimethylchroman
—— 2-(3'-methylphenyl)-6,7-dimethylchroman —— C18H20O
2-(3'-methylphenyl)-6,7-dimethylchroman
—— 5,6-dimethyl-2,2-diphenyl-8-nitro-2H-1-benzopyran —— C23H19NO3
5,6-dimethyl-2,2-diphenyl-8-nitro-2H-1-benzopyran
—— sterubin —— C16H14O6
sterubin
—— 8-chloro-2-[4-methyl-2-[2-(methylamino)ethoxy]phenyl]chromen-4-one —— C19H18ClNO3
8-chloro-2-[4-methyl-2-[2-(methylamino)ethoxy]phenyl]chromen-4-one
—— 5-amino-2-(4-amino-3-fluorophenyl)-6,8-dimethyl-4H-1-benzopyran-4-one —— C17H15FN2O2
5-amino-2-(4-amino-3-fluorophenyl)-6,8-dimethyl-4H-1-benzopyran-4-one
—— 3,3-diphenyl-9-hydroxy-3H-naphtho[2,1-b]pyran —— C25H18O2
3,3-diphenyl-9-hydroxy-3H-naphtho[2,1-b]pyran