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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
—— aci-3-Nitro-flavanon-O-methylaether 97472-84-9 C16H13NO4
aci-3-Nitro-flavanon-O-methylaether
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(1-hydroxy-2,2,5,5-tetramethylpyrrolidin-3-yl)aminomethyl]chroman-4-one 1610049-94-9 C24H30N2O8
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(1-hydroxy-2,2,5,5-tetramethylpyrrolidin-3-yl)aminomethyl]chroman-4-one
—— trans-methyl 4-oxo-2-phenylchromane-3-carboxylate 129410-07-7 C17H14O4
trans-methyl 4-oxo-2-phenylchromane-3-carboxylate
—— 9-phenyl-8-oxa-10,12-diazatricyclo[7.3.1.0(2,7)]trideca-2,4,6-triene-11-thione 1379475-12-3 C16H14N2OS
9-phenyl-8-oxa-10,12-diazatricyclo[7.3.1.0(2,7)]trideca-2,4,6-triene-11-thione
—— 6-(3-chloropropoxy)-5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one 1263322-70-8 C19H17ClO5
6-(3-chloropropoxy)-5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one
—— [2-[4-(Diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl-dodecyl-dimethylazanium;bromide 1234679-40-3 Br*C34H51N2O3
[2-[4-(Diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl-dodecyl-dimethylazanium;bromide
—— (2R,4S)-5,7-di-β-glucosyloxy-4'-hydroxy-6-hydroxymethyl-8-methylflavan-4-ol 101395-03-3 C29H38O16
(2R,4S)-5,7-di-β-glucosyloxy-4'-hydroxy-6-hydroxymethyl-8-methylflavan-4-ol
—— 5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-((1R,4S,5R)-4-hydroxy-5-methylcyclohex-2-enyloxy)-4H-chromen-4-one 1232680-32-8 C43H38O7
5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-((1R,4S,5R)-4-hydroxy-5-methylcyclohex-2-enyloxy)-4H-chromen-4-one
—— 1254040-69-1 C22H15NO8
—— 7-Methoxy-8-phenylaminomethyl-3-ethyl-flavon 95822-77-8 C25H23NO3
7-Methoxy-8-phenylaminomethyl-3-ethyl-flavon
—— [(1S,4E,13S,14R,17S,19S,22R,24S,25S,27R,30R,31S)-22-acetyloxy-13-benzamido-14,19,25-trihydroxy-20,20,24,32-tetramethyl-3,15,23-trioxo-2,7,16,28-tetraoxahexacyclo[17.10.2.18,12.117,21.01,27.024,30]tritriaconta-4,8,10,12(33),21(32)-pentaen-31-yl] benzoate 860782-70-3 C49H51NO15
[(1S,4E,13S,14R,17S,19S,22R,24S,25S,27R,30R,31S)-22-acetyloxy-13-benzamido-14,19,25-trihydroxy-20,20,24,32-tetramethyl-3,15,23-trioxo-2,7,16,28-tetraoxahexacyclo[17.10.2.18,12.117,21.01,27.024,30]tritriaconta-4,8,10,12(33),21(32)-pentaen-31-yl] benzoate
—— 4-Acetamino-4'-methoxy-flavan 99003-86-8 C18H19NO3
4-Acetamino-4'-methoxy-flavan
—— 6-Benzoyl-8-methyl-flavon 95811-63-5 C23H16O3
6-Benzoyl-8-methyl-flavon
—— 6-Hydroxy-8-methoxy-flavon 92965-08-7 C16H12O4
6-Hydroxy-8-methoxy-flavon
—— 2-(3-acetoxy-4-methoxy-phenyl)-6-methoxy-chroman-4-one 109690-94-0 C19H18O6
2-(3-acetoxy-4-methoxy-phenyl)-6-methoxy-chroman-4-one
—— 78278-20-3 C37H32O10
—— Acetic acid 3,5,8-trimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-7-yl ester 110193-81-2 C23H24O10
Acetic acid 3,5,8-trimethoxy-4-oxo-2-(3,4,5-trimethoxy-phenyl)-4H-chromen-7-yl ester
—— 2,3-cis-2-acetoxy-3-bromo-2'-methoxyflavan 88186-91-8 C18H17BrO4
2,3-cis-2-acetoxy-3-bromo-2'-methoxyflavan
—— 6,8-dimethyl-2,2-diphenyl-chroman 95431-13-3 C23H22O
6,8-dimethyl-2,2-diphenyl-chroman
—— (+/-)-2,3-trans-3,4-cis-4-methoxy-3,5,7,4'-tetraacetoxyflavan 132400-79-4 C24H24O10
(+/-)-2,3-trans-3,4-cis-4-methoxy-3,5,7,4'-tetraacetoxyflavan
—— kaempferol 7,4'-dimethyl ether 3-O-β-D-glucopyranoside 52208-77-2 C23H24O11
kaempferol 7,4'-dimethyl ether 3-O-β-D-glucopyranoside
—— 5,7-Dimethoxy-4'-acetoxy-flavon 22812-39-1 C19H16O6
5,7-Dimethoxy-4'-acetoxy-flavon
—— ethyl 2-(3,4-dimethoxyphenyl)-6-methoxy-3-oxo-1-benzofuran-2-carboxylate 132835-26-8 C20H20O7
ethyl 2-(3,4-dimethoxyphenyl)-6-methoxy-3-oxo-1-benzofuran-2-carboxylate
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-ethoxy-4H-chromen-4-one 1201808-02-7 C38H32O6
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-ethoxy-4H-chromen-4-one
—— (Z)-2,3-diphenyl-3-hydroxy-3,4-dihydrobenzopyran 94203-50-6 C21H18O2
(Z)-2,3-diphenyl-3-hydroxy-3,4-dihydrobenzopyran
—— 2-(3,4-dihydroxyphenyl)-3,5,7-tris-(O-prenylferuloyloxy)chromen-4-one 1383562-36-4 C60H58O16
2-(3,4-dihydroxyphenyl)-3,5,7-tris-(O-prenylferuloyloxy)chromen-4-one
—— 116097-16-6 C16H9O16S3*3K
—— 3-hydroxy-4'-isopropyloxy-2',5,5',6,7-pentamethoxyflavone 105827-39-2 C23H26O9
3-hydroxy-4'-isopropyloxy-2',5,5',6,7-pentamethoxyflavone
—— 123417-57-2 C40H40O13
—— 3-nitro-4'-trifluoroacetamidoflavone 1236769-80-4 C17H9F3N2O5
3-nitro-4'-trifluoroacetamidoflavone
—— 2-(4-iodophenyl)-4-methyl-7-((tetrahydro-2H-pyran-2-yl)oxy)-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-ol 1443753-08-9 C32H35IO6
2-(4-iodophenyl)-4-methyl-7-((tetrahydro-2H-pyran-2-yl)oxy)-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-ol
—— 7-allyloxy-8-iodo-3,4'-dimethoxyflavone 78875-44-2 C20H17IO5
7-allyloxy-8-iodo-3,4'-dimethoxyflavone
—— 1119807-73-6 C32H22O7
—— 2-(4-Benzyloxy-phenyl)-5,6-dihydroxy-3,7-dimethoxy-chromen-4-one 124909-85-9 C24H20O7
2-(4-Benzyloxy-phenyl)-5,6-dihydroxy-3,7-dimethoxy-chromen-4-one
—— 2-(2-Chlorophenyl)-3,7-dimethoxychromen-4-one 95056-09-0 C17H13ClO4
2-(2-Chlorophenyl)-3,7-dimethoxychromen-4-one
—— 5,8-Dimethoxy-2-<3,4,5-trimethoxy-phenyl>-chromon 94683-80-4 C20H20O7
5,8-Dimethoxy-2-<3,4,5-trimethoxy-phenyl>-chromon
—— 7-Allyloxy-3',4'-dimethoxy-flavon 22394-99-6 C20H18O5
7-Allyloxy-3',4'-dimethoxy-flavon
—— 3',6'-dibenzyloxy-2',4',5,6,7-pentamethoxyflavone 111786-49-3 C34H32O9
3',6'-dibenzyloxy-2',4',5,6,7-pentamethoxyflavone
—— Isopropyliden-<5,7,3',4',5'-pentamethoxy-flavan-3,4-diol> 101016-07-3 C23H28O8
Isopropyliden-<5,7,3',4',5'-pentamethoxy-flavan-3,4-diol>
—— (+/-)-4,7-Dibenzoyloxy-flavan 96271-73-7 C29H22O5
(+/-)-4,7-Dibenzoyloxy-flavan
—— 7-Acetoxy-3-brom-3-methyl-flavanon 95170-67-5 C18H15BrO4
7-Acetoxy-3-brom-3-methyl-flavanon
—— 2-[2-(3-chloro-4-hydroxyphenyl)-6-(dimethylamino)-3-hydroxy-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372103-21-4 C20H19ClN2O6S
2-[2-(3-chloro-4-hydroxyphenyl)-6-(dimethylamino)-3-hydroxy-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— 5-hydroxy-2-methyl-8-phenyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 56154-77-9 C19H14O4
5-hydroxy-2-methyl-8-phenyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— 2-Benzo[1,3]dioxol-5-yl-8-bromo-7-butoxy-6-nitro-chroman-4-one 135879-06-0 C20H18BrNO7
2-Benzo[1,3]dioxol-5-yl-8-bromo-7-butoxy-6-nitro-chroman-4-one
—— N-[2-(2-methylphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-73-4 C20H14N2O3S
N-[2-(2-methylphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— N-[2-(2-chloro-5-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-99-4 C19H10ClFN2O3S
N-[2-(2-chloro-5-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 2-(4-hydroxy-3-nitrophenyl)-3,6,7,8-tetramethoxy-4H-chromen-4-one 1266729-29-6 C19H17NO9
2-(4-hydroxy-3-nitrophenyl)-3,6,7,8-tetramethoxy-4H-chromen-4-one
—— 1421324-69-7 C15H6Br2N2O6
—— (R)-(9-(2,6-dichlorophenyl)-7-fluoro-2,3,4,5-tetrahydrobenzo[b]oxepin-2-yl)methyl 4-methylbenzenesulfonate 913825-37-3 C24H21Cl2FO4S
(R)-(9-(2,6-dichlorophenyl)-7-fluoro-2,3,4,5-tetrahydrobenzo[b]oxepin-2-yl)methyl 4-methylbenzenesulfonate
—— 25095-07-2 C22H26O8