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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
—— flavanone 20760-17-2 C15H12O2
flavanone
—— 7-hydroxy-8-methyl-2-phenyl-chroman-4-one 83768-49-4 C16H14O3
7-hydroxy-8-methyl-2-phenyl-chroman-4-one
—— 3,3-diphenyl-8-formyl-[3H]-naphtho[2,1-b]pyran 227471-74-1 C26H18O2
3,3-diphenyl-8-formyl-[3H]-naphtho[2,1-b]pyran
—— 2-phenyl-8-<2-{4-[2-(2,2,2-trifluoroethoxy)-phenyl]-1-piperazinyl}-ethylcarbamoyl>-3-methyl-4-oxo-4H-1-benzopyran 335087-78-0 C31H30F3N3O4
2-phenyl-8-<2-{4-[2-(2,2,2-trifluoroethoxy)-phenyl]-1-piperazinyl}-ethylcarbamoyl>-3-methyl-4-oxo-4H-1-benzopyran
—— quercetin 3-O-alpha-L-[6'''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside]-7-O-beta-D-glucopyranoside 143016-73-3 C42H46O23
quercetin 3-O-alpha-L-[6'''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside]-7-O-beta-D-glucopyranoside
—— N-(3-chloropropyl)-3-methyl-4-keto-2-phenyl-4H-1-benzopyran-8-carboxamide 152737-60-5 C20H18ClNO3
N-(3-chloropropyl)-3-methyl-4-keto-2-phenyl-4H-1-benzopyran-8-carboxamide
—— 8-bromo-3,3-diphenyl-3H-naphtho[2,1-b]pyran 227471-78-5 C25H17BrO
8-bromo-3,3-diphenyl-3H-naphtho[2,1-b]pyran
—— (2S)-7-hydroxy-5-methoxy-8-methylflavanone 112825-02-2 C17H16O4
(2S)-7-hydroxy-5-methoxy-8-methylflavanone
—— 5,7-dihydroxy-3-(2-methoxybenzyloxy)-2-phenyl-4H-chromen-4-one 1236113-91-9 C23H18O6
5,7-dihydroxy-3-(2-methoxybenzyloxy)-2-phenyl-4H-chromen-4-one
—— trans-3-methyl-2-phenylchroman 26005-23-2 C16H16O
trans-3-methyl-2-phenylchroman
—— (4R)-4-hydroxy-2-phenyl-4H-chromene-3-carbaldehyde 1326217-66-6 C16H12O3
(4R)-4-hydroxy-2-phenyl-4H-chromene-3-carbaldehyde
—— (4R)-4-hydroxy-7-methoxy-2-phenyl-4H-chromene-3-carbaldehyde 1326217-72-4 C17H14O4
(4R)-4-hydroxy-7-methoxy-2-phenyl-4H-chromene-3-carbaldehyde
—— (R) ethyl 3-formy-4-hydroxy-6-methyl-2-phenyl-4H-chromene-4-carboxylate 1254212-98-0 C20H18O5
(R) ethyl 3-formy-4-hydroxy-6-methyl-2-phenyl-4H-chromene-4-carboxylate
—— (R) ethyl 3-formy-4-hydroxy-7-methoxy-2-phenyl-4H-chromene-4-carboxylate 1254212-95-7 C20H18O6
(R) ethyl 3-formy-4-hydroxy-7-methoxy-2-phenyl-4H-chromene-4-carboxylate
—— (R) ethyl 6-chloro-3-formy-4-hydroxy-2-phenyl-4H-chromene-4-carboxylate 1254212-99-1 C19H15ClO5
(R) ethyl 6-chloro-3-formy-4-hydroxy-2-phenyl-4H-chromene-4-carboxylate
—— Quercetin 3-O-rhamnosyl-(1->2)-rhamnosyl-(1->6)-glucoside 32453-37-5 C33H40O20
Quercetin 3-O-rhamnosyl-(1->2)-rhamnosyl-(1->6)-glucoside
—— 8-<3-{4-[2-(2,2,2-trifluoroethoxy)-phenyl]-1-piperazinyl}propylcarbamoyl>-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 335087-42-8 C32H32F3N3O4
8-<3-{4-[2-(2,2,2-trifluoroethoxy)-phenyl]-1-piperazinyl}propylcarbamoyl>-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— (R)-6-methoxy-4-(nitromethyl)-2-phenyl-4H-chromene-3-carbaldehyde 1220194-07-9 C18H15NO5
(R)-6-methoxy-4-(nitromethyl)-2-phenyl-4H-chromene-3-carbaldehyde
—— 3-(pent-2-ynyloxy)-2-phenyl-4H-chromen-4-one 1429665-21-3 C24H16O3
3-(pent-2-ynyloxy)-2-phenyl-4H-chromen-4-one
—— 5-bromo-3-(2-(4-methoxyphenyl)-4H-chromen-4-yl)-1H-indole 1414854-04-8 C24H18BrNO2
5-bromo-3-(2-(4-methoxyphenyl)-4H-chromen-4-yl)-1H-indole
—— quercatin 7,4'-dimethyl ether triacetate 21736-96-9 C23H20O10
quercatin 7,4'-dimethyl ether triacetate
—— pseudosemiglabrin —— C23H20O6
pseudosemiglabrin
—— (6R,6aS,9S,10S,10aS)-6,9-bis(4-bromophenyl)-2-fluoro-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde 1644047-91-5 C34H22Br2F4O3
(6R,6aS,9S,10S,10aS)-6,9-bis(4-bromophenyl)-2-fluoro-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde
—— (6R,6aS,9S,10S,10aS)-6,9-bis(4-bromophenyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde 1644047-87-9 C34H23Br2F3O3
(6R,6aS,9S,10S,10aS)-6,9-bis(4-bromophenyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde
—— 3-phenyl-3-(4-morpholinophenyl)-5,6,7-trimethoxy-10,12-di(trifluoromethyl)-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-44-6 C43H37F6NO5
3-phenyl-3-(4-morpholinophenyl)-5,6,7-trimethoxy-10,12-di(trifluoromethyl)-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 2-(4-morpholinophenyl)-2-phenyl-5-methoxycarbonyl-6-hydroxy-2H-naphtho[1,2-b]pyran 194940-94-8 C31H27NO5
2-(4-morpholinophenyl)-2-phenyl-5-methoxycarbonyl-6-hydroxy-2H-naphtho[1,2-b]pyran
—— 7-(2-(benzyl(prop-2-yn-1-yl)amino)ethoxy)-2-phenyl-4H-chromen-4-one 1451740-03-6 C27H23NO3
7-(2-(benzyl(prop-2-yn-1-yl)amino)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-(2-(benzyl((1-(2-(2-(2-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one 1451741-76-6 C49H46N4O8
7-(2-(benzyl((1-(2-(2-(2-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-(2-(benzyl((1-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one 1451741-84-6 C44H36N4O6
7-(2-(benzyl((1-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-(2-(benzyl((1-(2-(2-(2-(4-(3-(benzyloxy)-4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one 1451741-78-8 C55H50N4O9
7-(2-(benzyl((1-(2-(2-(2-(4-(3-(benzyloxy)-4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-(2-(benzyl((1-(2-(2-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one 1451741-82-4 C48H44N4O8
7-(2-(benzyl((1-(2-(2-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one
—— 7-(2-(benzyl((1-(2-(2-(4-(6-fluoro-4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one 1451741-80-2 C46H39FN4O7
7-(2-(benzyl((1-(2-(2-(4-(6-fluoro-4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one
—— 2-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-4H-chromen-4-one 19275-69-5 C16H10O5
2-(benzo[d][1,3]dioxol-5-yl)-3-hydroxy-4H-chromen-4-one
—— 6-nitro-2-phenyl-2H-chromene 121507-63-9 C15H11NO3
6-nitro-2-phenyl-2H-chromene
—— 6-nitro-2-phenyl chromene epoxide 1449311-86-7 C15H11NO4
6-nitro-2-phenyl chromene epoxide
—— 6-cyano-2-phenyl-3,4-epoxy-chromene 1449311-87-8 C16H11NO2
6-cyano-2-phenyl-3,4-epoxy-chromene
—— 6-chloro-2-phenyl-2H-chromene 121507-60-6 C15H11ClO
6-chloro-2-phenyl-2H-chromene
—— (2R,3R)-2-phenyl-5,7-dibenzyloxy-chroman-3-ol 1350895-94-1 C29H26O4
(2R,3R)-2-phenyl-5,7-dibenzyloxy-chroman-3-ol
—— 2-(3,4-dimethoxy-phenyl)-5,6,8-trihydroxy-3,7-dimethoxy-chromen-4-one 61523-53-3 C19H18O9
2-(3,4-dimethoxy-phenyl)-5,6,8-trihydroxy-3,7-dimethoxy-chromen-4-one
—— (Z)-3-methyl-2-phenylchroman-4-one —— C16H14O2
(Z)-3-methyl-2-phenylchroman-4-one
—— 3-chloromethyl-2-phenyl-chroman-4-one 27500-44-3 C16H13ClO2
3-chloromethyl-2-phenyl-chroman-4-one
—— ethyl 4-oxo-2-phenyl-4H-chromen-3-yl carbonate 120450-93-3 C18H14O5
ethyl 4-oxo-2-phenyl-4H-chromen-3-yl carbonate
—— allyl 4-oxo-2-phenyl-4H-chromen-3-yl carbonate 1332744-73-6 C19H14O5
allyl 4-oxo-2-phenyl-4H-chromen-3-yl carbonate
—— benzyl 4-oxo-2-phenyl-4H-chromen-3-yl carbonate 1332744-70-3 C23H16O5
benzyl 4-oxo-2-phenyl-4H-chromen-3-yl carbonate
—— tert-butyl (2R,3R)-3-chloro-4-oxo-2-phenylchroman-3-carboxylate 1315334-86-1 C20H19ClO4
tert-butyl (2R,3R)-3-chloro-4-oxo-2-phenylchroman-3-carboxylate
—— tert-butyl (2R,3R)-3-bromo-4-oxo-2-phenylchroman-3-carboxylate 1315334-85-0 C20H19BrO4
tert-butyl (2R,3R)-3-bromo-4-oxo-2-phenylchroman-3-carboxylate
—— 2'-Bromoflavone 331824-59-0 C15H9BrO2
2'-Bromoflavone
—— 7-{(carbamoyl)methyloxy}-3',4',5-trimethoxyflavone 1092093-62-3 C20H19NO7
7-{(carbamoyl)methyloxy}-3',4',5-trimethoxyflavone
—— 7-{(aminosulfonylcarbamoyl)methyloxy}-3',4',5-trimethoxyflavone 1092093-68-9 C20H20N2O9S
7-{(aminosulfonylcarbamoyl)methyloxy}-3',4',5-trimethoxyflavone
—— 2-(naphthalen-2-yl)-2H-chromene 1362479-16-0 C19H14O
2-(naphthalen-2-yl)-2H-chromene