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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
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(4-methylpiperidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate 1352307-24-4 C2HF3O2*C30H33NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-(4-methylpiperidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate
—— 4H-1-Benzopyran-4-one, 2,3-dihydro-2-phenyl-3-(propylthio)-, trans- 113093-86-0 C18H18O2S
4H-1-Benzopyran-4-one, 2,3-dihydro-2-phenyl-3-(propylthio)-, trans-
—— 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4H-chromen-4-one 955880-07-6 C21H21BO4
2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4H-chromen-4-one
—— 5,5-Bis(4-methoxyphenyl)-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-21,1'-cyclooctane]-18-carbonitrile 1263318-53-1 C44H41NO3S2
5,5-Bis(4-methoxyphenyl)-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15(20),16,18-nonaene-21,1'-cyclooctane]-18-carbonitrile
—— Methyl [2'-(o-chlorophenyl)-6'-chromonyl]acetate 60402-66-6 C18H13ClO4
Methyl [2'-(o-chlorophenyl)-6'-chromonyl]acetate
—— 5S-[3-(2-thiomorpholin-4-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-]naphthalene-2,8-diol 1157856-86-4 C29H29NO5S
5S-[3-(2-thiomorpholin-4-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-]naphthalene-2,8-diol
—— (2R,3R)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl (1s,4S)-4-hydroxycyclohexane-1-carboxylate 1608504-32-0 C50H48O8
(2R,3R)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl (1s,4S)-4-hydroxycyclohexane-1-carboxylate
—— 942424-83-1 C21H15IO5
—— 2-(3-acetoxy-4-benzyloxy-phenyl)-3,5,7-tris-benzyloxy-chromen-4-one 103568-84-9 C45H36O8
2-(3-acetoxy-4-benzyloxy-phenyl)-3,5,7-tris-benzyloxy-chromen-4-one
—— acetic acid 5-acetoxy-7-benzyloxy-2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-4-oxo-4H-chromen-3-yl ester 1258551-30-2 C39H28O9
acetic acid 5-acetoxy-7-benzyloxy-2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-4-oxo-4H-chromen-3-yl ester
—— 2-(biphenyl-4-yl)chroman-4-one 1101612-51-4 C21H16O2
2-(biphenyl-4-yl)chroman-4-one
—— 4-[4-[11-Cyclohexyl-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-10-yl]phenyl]morpholine 1278524-01-8 C59H63NO4
4-[4-[11-Cyclohexyl-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-10-yl]phenyl]morpholine
—— 3,6,8-Tribromo-2-(α-naphthyl)chromanon 38493-21-9 C19H11Br3O2
3,6,8-Tribromo-2-(α-naphthyl)chromanon
—— cyanidin 3-O-[2-O-(3-O-(β-D-glucopyranosyl)-β-D-xylopyranosyl)-β-D-glucopyranoside] 5-O-(β-D-glucopyarnoside) 1008526-97-3 C38H49O25
cyanidin 3-O-[2-O-(3-O-(β-D-glucopyranosyl)-β-D-xylopyranosyl)-β-D-glucopyranoside] 5-O-(β-D-glucopyarnoside)
—— 7-<2-oxo-2-phenylethoxy>-2-phenyl-4H-1-benzopyran-4-one 95811-74-8 C23H16O4
7-<2-oxo-2-phenylethoxy>-2-phenyl-4H-1-benzopyran-4-one
—— 6,8-Dibromo-7-hydroxy-4'-methoxyflavanon 38493-27-5 C16H12Br2O4
6,8-Dibromo-7-hydroxy-4'-methoxyflavanon
—— 6-Methoxy-5-phenylflavon 37042-25-4 C22H16O3
6-Methoxy-5-phenylflavon
—— Methyl-7-hydroxy-4'-methoxyflavon-6-carboxylat 37042-31-2 C18H14O6
Methyl-7-hydroxy-4'-methoxyflavon-6-carboxylat
—— 7,8-Benzo-2'-chlor-flavanol 40649-94-3 C19H11ClO3
7,8-Benzo-2'-chlor-flavanol
—— 6-C-β-D-xylopyranosylquercetine 101682-54-6 C20H18O11
6-C-β-D-xylopyranosylquercetine
—— 1062237-64-2 C18H11ClO3
—— 7-Allyloxy-8-methyl-flavon 36747-89-4 C19H16O3
7-Allyloxy-8-methyl-flavon
—— (-)-(2S,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 732298-10-1 C71H60O10
(-)-(2S,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— 8-acetoxy-3-O-acetyl-3',4',5,7-tetra-O-methyl-(+)-catechin 69119-55-7 C23H26O9
8-acetoxy-3-O-acetyl-3',4',5,7-tetra-O-methyl-(+)-catechin
—— 1312298-13-7 C60H52O8
—— 2,3-Dihydro-3,3-bis-(2-methoxyphenyl)-1H-naphtho-<2.1-b>pyran 28656-22-6 C27H24O3
2,3-Dihydro-3,3-bis-(2-methoxyphenyl)-1H-naphtho-<2.1-b>pyran
—— 7,4'-dibenzylquercetin triacetate 78386-01-3 C35H28O10
7,4'-dibenzylquercetin triacetate
—— (S)-5-[4-(2-thiomorpholin-4-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a ]naphthalene-2,8-diol 1157856-73-9 C29H29NO5S
(S)-5-[4-(2-thiomorpholin-4-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a ]naphthalene-2,8-diol
—— 5S-(-)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol 554431-75-3 C30H31NO5
5S-(-)-[4-(2-piperidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-diol
—— 7-(2,3-dihydroxy-propoxy)-2-phenyl-chromen-4-one 93876-25-6 C18H16O5
7-(2,3-dihydroxy-propoxy)-2-phenyl-chromen-4-one
—— 2-[4-(Dimethylamino)phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one 1042741-45-6 C17H17NO4
2-[4-(Dimethylamino)phenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— (2R,3R)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl cyclopropanecarboxylate 1608504-35-3 C47H42O7
(2R,3R)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl cyclopropanecarboxylate
—— 2-acetoxy-2-phenyl-3(2H)-furanone 73867-61-5 C16H12O4
2-acetoxy-2-phenyl-3(2H)-furanone
—— 3-(3-fluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-45-9 C30H32FNO3*ClH
3-(3-fluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— (1R,5R,6S,7S,13R,21R)-7-benzylsulfanyl-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol 88038-16-8 C52H42O18S
(1R,5R,6S,7S,13R,21R)-7-benzylsulfanyl-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
—— 8-allyl-2-phenyl-4H-chromen-4-one 4047-76-1 C18H14O2
8-allyl-2-phenyl-4H-chromen-4-one
—— 8-Hydroxymethylquercetin-hexaacetat 35250-29-4 C28H24O14
8-Hydroxymethylquercetin-hexaacetat
—— 3'-O-(CO-Met-OH)-quercetin 1138406-31-1 C21H19NO10S
3'-O-(CO-Met-OH)-quercetin
—— cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-3-O-(β-D-glucopyranosyl)-β-D-xylopyranosyl)-6-O-(trans-p-coumaroyl)-β-D-glucopyranoside] 5-O-(β-D-glucopyarnoside) 1008526-96-2 C58H65O31
cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-3-O-(β-D-glucopyranosyl)-β-D-xylopyranosyl)-6-O-(trans-p-coumaroyl)-β-D-glucopyranoside] 5-O-(β-D-glucopyarnoside)
—— 3-(O-prenylferuloyloxy)-2-(3,4-bis-(O-prenylferuloyloxy)phenyl)-7-(O-prenyl-feruloyloxy)-5-hydroxy-chromen-4-one 1383562-31-9 C75H74O19
3-(O-prenylferuloyloxy)-2-(3,4-bis-(O-prenylferuloyloxy)phenyl)-7-(O-prenyl-feruloyloxy)-5-hydroxy-chromen-4-one
—— (-)-(2S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-one 732298-14-5 C43H36O6
(-)-(2S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-one
—— 10-(2,4-Dimethoxyphenyl)-11-methoxy-5-(4-methoxyphenyl)-1',1',5',5'-tetramethyl-5-(4-methylphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1278524-09-6 C52H52O5
10-(2,4-Dimethoxyphenyl)-11-methoxy-5-(4-methoxyphenyl)-1',1',5',5'-tetramethyl-5-(4-methylphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— 6-Acetoxy-2',6'-dimethoxy-flavon 24457-36-1 C19H16O6
6-Acetoxy-2',6'-dimethoxy-flavon
—— 8-acetoxy-3',4',5,7-tetra-O-methyl-(+)-catechin 69119-54-6 C21H24O8
8-acetoxy-3',4',5,7-tetra-O-methyl-(+)-catechin
—— 3,7-bis(benzyloxy)-2-(4-((4-fluorobenzyl)oxy)-3-hydroxyphenyl)-5-hydroxy-4H-chromen-4-one 1610737-61-5 C36H27FO7
3,7-bis(benzyloxy)-2-(4-((4-fluorobenzyl)oxy)-3-hydroxyphenyl)-5-hydroxy-4H-chromen-4-one
—— 3'-O-[CO-Ala(OtBu)-OtBu]-quercetin 1138406-43-5 C28H31NO12
3'-O-[CO-Ala(OtBu)-OtBu]-quercetin
—— 2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-5,7-dihydroxy-4H-chromen-4-one 477244-18-1 C42H36O16
2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-5,7-dihydroxy-4H-chromen-4-one
—— 6-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1H-benzimidazol-2-amine 1338824-79-5 C23H20N4O
6-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]-1H-benzimidazol-2-amine
—— 10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5',11-pentamethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-21,3'-cyclohexane] 1278522-87-4 C52H52O5
10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5',11-pentamethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-21,3'-cyclohexane]
—— di-tert-butyl ((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-glutamate 1432474-24-2 C36H43NO17
di-tert-butyl ((4-(5,6-dihydroxy-4-oxo-7-(((2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-2-yl)phenoxy)carbonyl)-L-glutamate