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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
—— 1398416-70-0 C51H54O4S
—— 7-<(4-Hydroxy-phenyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 104117-45-5 C23H17NO5
7-<(4-Hydroxy-phenyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 8-Bromo-7-butoxy-3-hydroxy-6-nitro-2-p-tolyl-chromen-4-one 135878-93-2 C20H18BrNO6
8-Bromo-7-butoxy-3-hydroxy-6-nitro-2-p-tolyl-chromen-4-one
—— (7R,8R)-5,7-dihydroxy-10-[(2R)-2-hydroxy-3-methylbut-3-enyl]-8-(4-methoxyphenyl)-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one 1492023-76-3 C26H28O7
(7R,8R)-5,7-dihydroxy-10-[(2R)-2-hydroxy-3-methylbut-3-enyl]-8-(4-methoxyphenyl)-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one
—— Limocitrin-4'-benzylaether-triacetat 1262-84-6 C30H26O11
Limocitrin-4'-benzylaether-triacetat
—— [2-[4-(Diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl-dimethyl-nonylazanium;bromide 1234679-37-8 Br*C31H45N2O3
[2-[4-(Diethylamino)phenyl]-3-hydroxy-4-oxochromen-6-yl]methyl-dimethyl-nonylazanium;bromide
—— methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[5-hydroxy-6-[4-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenoxy]-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate 1027007-28-8 C52H49NO22
methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[5-hydroxy-6-[4-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenoxy]-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
—— 5,4'-diacetoxy-6-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-7-benzyloxyflavanone 1253228-14-6 C37H36O14
5,4'-diacetoxy-6-C-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-7-benzyloxyflavanone
—— 5,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 727413-37-8 C18H16O5
5,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— methyl 3-(((2-(4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)methyl)benzoate 1451740-33-2 C30H29N3O8
methyl 3-(((2-(4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)methyl)benzoate
—— 5-Amino-2-(2,4-dihydroxy)phenyl-4H-benzopyran-4-one 130599-93-8 C15H11NO4
5-Amino-2-(2,4-dihydroxy)phenyl-4H-benzopyran-4-one
—— Acetic acid (S)-5-acetoxy-8-((1S,6S)-6-isopropyl-3-methyl-cyclohex-2-enyl)-4-oxo-2-phenyl-chroman-7-yl ester 98155-85-2 C29H32O6
Acetic acid (S)-5-acetoxy-8-((1S,6S)-6-isopropyl-3-methyl-cyclohex-2-enyl)-4-oxo-2-phenyl-chroman-7-yl ester
—— 2'-Chloro-7-hydroxy-3-methoxy-flavone acetate 95056-08-9 C18H13ClO5
2'-Chloro-7-hydroxy-3-methoxy-flavone acetate
—— 6-acetoxy-2-(3,4-dimethoxy-phenyl)-chroman-4-one 109688-42-8 C19H18O6
6-acetoxy-2-(3,4-dimethoxy-phenyl)-chroman-4-one
—— 4-N,N-dimethylamino-2-phenylchroman-6-ol 488849-08-7 C17H19NO2
4-N,N-dimethylamino-2-phenylchroman-6-ol
—— (S)-5,7-Dihydroxy-6-methoxymethyl-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one 101395-08-8 C19H20O6
(S)-5,7-Dihydroxy-6-methoxymethyl-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one
—— 3-(allyloxy)-2-(4'-bromo-2'-methoxyphenyl)-4H-chromen-4-one 1233689-23-0 C19H15BrO4
3-(allyloxy)-2-(4'-bromo-2'-methoxyphenyl)-4H-chromen-4-one
—— [3,5,8-trimethoxy-2-(3-methoxy-4-phenylmethoxyphenyl)-4-oxochromen-7-yl] 4-methylbenzenesulfonate 117155-49-4 C33H30O10S
[3,5,8-trimethoxy-2-(3-methoxy-4-phenylmethoxyphenyl)-4-oxochromen-7-yl] 4-methylbenzenesulfonate
—— 3.5.7-Tri-O-methyl-quercetin-dibenzoat 96809-82-4 C32H24O9
3.5.7-Tri-O-methyl-quercetin-dibenzoat
—— 7,4'-Dimethoxy-3,3'-diethoxy-5-hydroxy-flavon 94968-47-5 C21H22O7
7,4'-Dimethoxy-3,3'-diethoxy-5-hydroxy-flavon
—— 3-hydroxy-5,7-dimethoxy-6-(methoxymethoxy)-2-phenylchromen-4-one 170234-67-0 C19H18O7
3-hydroxy-5,7-dimethoxy-6-(methoxymethoxy)-2-phenylchromen-4-one
—— 4-methoxy-6-(4-fluorophenyl)-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429327-14-9 C22H17FO3
4-methoxy-6-(4-fluorophenyl)-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 8-Methoxy-6-isopropyloxy-3-acetoxy-flavon 94875-79-3 C21H20O6
8-Methoxy-6-isopropyloxy-3-acetoxy-flavon
—— 6-Carbamoyl-7-methoxyflavon 101600-92-4 C17H13NO4
6-Carbamoyl-7-methoxyflavon
—— (+)-2-(3-fluorophenyl)chroman-4-one 1610536-07-6 C15H11FO2
(+)-2-(3-fluorophenyl)chroman-4-one
—— 5,6,7,3',5'-pentahydroxyflavanone 1257871-64-9 C15H12O7
5,6,7,3',5'-pentahydroxyflavanone
—— 8-Bromo-7-butoxy-3-hydroxy-2-(4-methoxy-phenyl)-6-nitro-chromen-4-one 135878-97-6 C20H18BrNO7
8-Bromo-7-butoxy-3-hydroxy-2-(4-methoxy-phenyl)-6-nitro-chromen-4-one
—— 7-acetoxy-2-(4-acetoxy-phenyl)-5-ethoxy-chroman-4-one 102474-28-2 C21H20O7
7-acetoxy-2-(4-acetoxy-phenyl)-5-ethoxy-chroman-4-one
—— 4-Dimethylamino-4-chromonyl-(2)-azobenzol 20081-28-1 C23H19N3O2
4-Dimethylamino-4-chromonyl-(2)-azobenzol
—— 8-methoxycarbonylmethyl-4',5,6,7-tetramethoxyflavanone 79180-39-5 C22H24O8
8-methoxycarbonylmethyl-4',5,6,7-tetramethoxyflavanone
—— 1209470-10-9 C15H11IO3
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15-oxa-20,23-dithiahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane] 1398416-24-4 C45H44O3S2
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15-oxa-20,23-dithiahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]
—— 4-[4-[21,21-Dicyclohexyl-14-(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]-14-yl]phenyl]morpholine 1398417-13-4 C59H67NO4S
4-[4-[21,21-Dicyclohexyl-14-(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]-14-yl]phenyl]morpholine
—— 14,14-Bis(4-methoxyphenyl)spiro[15,20-dioxa-23-thiahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,1'-cyclooctane] 1398416-32-4 C43H40O4S
14,14-Bis(4-methoxyphenyl)spiro[15,20-dioxa-23-thiahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,1'-cyclooctane]
—— 4'-Hydroxy-5,8-dimethoxy-flavonol 93322-58-8 C17H14O6
4'-Hydroxy-5,8-dimethoxy-flavonol
—— 5,6,7-triacetoxy-8-nitroflavone 1373922-15-6 C21H15NO10
5,6,7-triacetoxy-8-nitroflavone
—— 4',6'-Dihydroxy-4-methoxy-2'-β-D-glucopyranosyloxy-chalkon 100736-36-5 C22H24O10
4',6'-Dihydroxy-4-methoxy-2'-β-D-glucopyranosyloxy-chalkon
—— 3-Benzyliden-7-nitro-flavanon 95223-62-4 C22H15NO4
3-Benzyliden-7-nitro-flavanon
—— 3,6,8,4'-Tetraacetoxy-flavon 95226-22-5 C23H18O10
3,6,8,4'-Tetraacetoxy-flavon
—— 5,8,3',4'-O-Tetraaethyl-3,7-O-dimethyl-gossypetin 96670-23-4 C25H30O8
5,8,3',4'-O-Tetraaethyl-3,7-O-dimethyl-gossypetin
—— (2RS,3RS)-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]-8-bromochroman-3-yl 3,4,5-tris(benzyloxy)benzoate 1374304-31-0 C78H65BrO11
(2RS,3RS)-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]-8-bromochroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— 3-bromo-2,4'-dimethoxyflavan-4-one 88187-04-6 C17H15BrO4
3-bromo-2,4'-dimethoxyflavan-4-one
—— 3-(4-methylthiophenyl)-3-phenyl-3H-naphtho[2,1-b]pyran 1068438-77-6 C26H20OS
3-(4-methylthiophenyl)-3-phenyl-3H-naphtho[2,1-b]pyran
—— 108887-54-3 C69H74O37
—— 1599469-07-4 C27H26O14
—— N-[2-(3-morpholin-4-ylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide 1219444-95-7 C25H21N3O4
N-[2-(3-morpholin-4-ylphenyl)-4-oxochromen-8-yl]pyridine-2-carboxamide
—— 3',4'-O-Diaethyl-3,7-O-dimethyl-gossypetin 95698-38-7 C21H22O8
3',4'-O-Diaethyl-3,7-O-dimethyl-gossypetin
—— N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)pyrrolidine-1-carbothiohydrazide 1239578-57-4 C20H21N3O3S
N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)pyrrolidine-1-carbothiohydrazide
—— 2-(4-chlorophenyl)-5-hydroxy-7-methoxychroman-4-one 1042741-41-2 C16H13ClO4
2-(4-chlorophenyl)-5-hydroxy-7-methoxychroman-4-one
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl 4-methylbenzoate 1201808-00-5 C44H34O7
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-oxo-4H-chromen-5-yl 4-methylbenzoate