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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
—— 2-(2,4-dimethoxyphenyl)-6,7-dimethyl-4H-chromen-4-one 1353224-12-0 C19H18O4
2-(2,4-dimethoxyphenyl)-6,7-dimethyl-4H-chromen-4-one
—— 3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethyl-4H-chromen-4-one 1353223-95-6 C18H16O5
3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethyl-4H-chromen-4-one
—— 2-(2,4-dihydroxyphenyl)-6,7-dimethyl-4H-chromen-4-one 1353224-22-2 C17H14O4
2-(2,4-dihydroxyphenyl)-6,7-dimethyl-4H-chromen-4-one
—— 2-(2,4-dimethoxyphenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one 1353224-14-2 C19H18O5
2-(2,4-dimethoxyphenyl)-3-hydroxy-6,7-dimethyl-4H-chromen-4-one
—— 7-decyl-3,2',3',5'-tetrahydroxyflavone 1354708-07-8 C25H30O6
7-decyl-3,2',3',5'-tetrahydroxyflavone
—— (2R,3S)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3,4-dihydro-2H-chromen-3-ol 1097654-92-6 C39H70O6Si4
(2R,3S)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3,4-dihydro-2H-chromen-3-ol
—— 2,2,2-trifluoro-N-[5-methyl-1-(2,2,2-trifluoroacetyl)benzimidazol-2-yl]-N-(4-oxo-2'-phenylspiro[1,3-thiazolidine-2,4'-2,3-dihydrochromene]-3-yl)acetamide 1338825-01-6 C29H20F6N4O4S
2,2,2-trifluoro-N-[5-methyl-1-(2,2,2-trifluoroacetyl)benzimidazol-2-yl]-N-(4-oxo-2'-phenylspiro[1,3-thiazolidine-2,4'-2,3-dihydrochromene]-3-yl)acetamide
—— 3-[(1-Benzylbenzimidazol-2-yl)amino]-2'-phenylspiro[1,3-thiazolidine-2,4'-2,3-dihydrochromene]-4-one 1338824-96-6 C31H26N4O2S
3-[(1-Benzylbenzimidazol-2-yl)amino]-2'-phenylspiro[1,3-thiazolidine-2,4'-2,3-dihydrochromene]-4-one
—— 2-(3,5-dihydroxyphenyl)-3-[5-[[(2S,4R,5R,6S)-6-[[2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,7-dihydroxy-2,3-dihydrochromen-4-one —— C42H42O22
2-(3,5-dihydroxyphenyl)-3-[5-[[(2S,4R,5R,6S)-6-[[2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,7-dihydroxy-2,3-dihydrochromen-4-one
—— Pilosanol N 1362756-04-4 C26H26O10
Pilosanol N
—— ethyl 2-(5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)propanoate 1370734-49-8 C25H28O9
ethyl 2-(5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)propanoate
—— ficine 2520-36-7 C20H19NO4
ficine
—— ethyl 2-(2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)propanoate 1370734-42-1 C21H20O5
ethyl 2-(2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)propanoate
—— 1-[4-(2H-chromen-2-yl)phenyl]ethanone 1362479-20-6 C17H14O2
1-[4-(2H-chromen-2-yl)phenyl]ethanone
—— (R)-O-demethylbuchenavianine 1364123-68-1 C21H21NO4
(R)-O-demethylbuchenavianine
—— (S)-O-demethylbuchenavianine 91147-18-1 C21H21NO4
(S)-O-demethylbuchenavianine
—— ficine 1363338-97-9 C20H19NO4
ficine
—— 2-(2,3-dimethoxy-phenyl)-3-hydroxy-7,8-dimethoxy-chromen-4-one 133039-76-6 C19H18O7
2-(2,3-dimethoxy-phenyl)-3-hydroxy-7,8-dimethoxy-chromen-4-one
—— 6,8-dichloro-2-(4-hydroxy-phenyl)-chromen-4-one 107916-24-5 C15H8Cl2O3
6,8-dichloro-2-(4-hydroxy-phenyl)-chromen-4-one
—— Quercetin 3-O-glucosyl-rhamnosyl-glucoside 136449-10-0 C33H40O21
Quercetin 3-O-glucosyl-rhamnosyl-glucoside
—— kaempferol 3-O-[alpha-L-rhamnopyranosyl(1->2)-beta-D-galactopyranosyl]-7-O-alpha-L-rhamnopyranoside 124027-49-2 C33H40O19
kaempferol 3-O-[alpha-L-rhamnopyranosyl(1->2)-beta-D-galactopyranosyl]-7-O-alpha-L-rhamnopyranoside
—— 15,15-Diphenyl-16-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,13-hexaen-10-ol 1370643-07-4 C28H22O2
15,15-Diphenyl-16-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,13-hexaen-10-ol
—— Hesperetin 7-laurate 236104-52-2 C28H36O7
Hesperetin 7-laurate
—— 8,9-difluoro-5-methoxy-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5H-6-oxa-chrysen-2-ol 861931-84-2 C31H29F2NO4
8,9-difluoro-5-methoxy-5-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5H-6-oxa-chrysen-2-ol
—— (2S,3R)-5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol 950582-03-3 C36H32O5
(2S,3R)-5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol
—— [(2S,3R)-5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxy-tert-butyl-dimethylsilane 950582-02-2 C42H46O5Si
[(2S,3R)-5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)-3,4-dihydro-2H-chromen-3-yl]oxy-tert-butyl-dimethylsilane
—— 7-Heptyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one 649552-07-8 C22H24O6
7-Heptyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
—— 7-O-methoxyepicatechin 1156461-68-5 C16H16O6
7-O-methoxyepicatechin
—— 5-O-methoxyepicatechin 1156461-71-0 C16H16O6
5-O-methoxyepicatechin
—— 6-Decyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one 649551-54-2 C25H30O6
6-Decyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
—— 7-Hexyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one 649551-46-2 C21H22O6
7-Hexyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
—— 3-hydroxy-8-nonyl-2-(2,4,5-trimethoxy-phenyl)-chromen-4-one 649552-01-2 C27H34O6
3-hydroxy-8-nonyl-2-(2,4,5-trimethoxy-phenyl)-chromen-4-one
—— 3-Hydroxy-2-(2,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one 649552-05-6 C15H10O6
3-Hydroxy-2-(2,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
—— 7-butyl-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 649551-45-1 C19H18O6
7-butyl-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 7-octyl-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 649551-47-3 C23H26O6
7-octyl-3-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 8-nonyl-3-hydroxy-2-(2,4,5-trimethoxy-phenyl)chromen-4-one 649551-61-1 C24H28O6
8-nonyl-3-hydroxy-2-(2,4,5-trimethoxy-phenyl)chromen-4-one
—— 3-Hydroxy-2-(2,3,4-trihydroxyphenyl)-4H-chromen-4-one 649552-06-7 C15H10O6
3-Hydroxy-2-(2,3,4-trihydroxyphenyl)-4H-chromen-4-one
—— 6-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 108238-57-9 C15H10O6
6-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— 2-[4-(Dimethylamino)phenyl]-3-methylchromen-4-one 1233712-94-1 C18H17NO2
2-[4-(Dimethylamino)phenyl]-3-methylchromen-4-one
—— 2-(4-(2-fluoroethoxy)-3-hydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one 1181376-07-7 C17H13FO6
2-(4-(2-fluoroethoxy)-3-hydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one
—— methyl 6-hydroxy-3-phenyl-3-(4-pyrrolidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1186084-95-6 C31H27NO4
methyl 6-hydroxy-3-phenyl-3-(4-pyrrolidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 6-[(4-Dibutylaminophenyl)ethynyl]-3-phenyl-3-(4-pyrrolidinophenyl)-3H-naphtho[2,1-b]pyran 1186084-66-1 C45H46N2O
6-[(4-Dibutylaminophenyl)ethynyl]-3-phenyl-3-(4-pyrrolidinophenyl)-3H-naphtho[2,1-b]pyran
—— Methyl 2-(4-diethylaminophenyl)-2-phenyl-6-trifluoromethanesulfonyloxy-2H-naphtho[1,2-b]pyran-5-carboxylate 1186085-01-7 C32H28F3NO6S
Methyl 2-(4-diethylaminophenyl)-2-phenyl-6-trifluoromethanesulfonyloxy-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 3,3-bis(4-methoxyphenyl)-13-(propionyloxy)-indeno[2,1-f]naphtho[1,2-b]pyran 1188494-69-0 C37H30O5
3,3-bis(4-methoxyphenyl)-13-(propionyloxy)-indeno[2,1-f]naphtho[1,2-b]pyran
—— 4-oxo-N-(6-(pyrrolidin-1-ylmethyl)pyridin-2-yl)-2-(3-(trifluoromethyl)phenyl)-4H-chromene-8-carboxamide 1219444-72-0 C27H22F3N3O3
4-oxo-N-(6-(pyrrolidin-1-ylmethyl)pyridin-2-yl)-2-(3-(trifluoromethyl)phenyl)-4H-chromene-8-carboxamide
—— 8-nitro-2-(2-(trifluoromethyl)phenyl)-4H-chromen-4-one 1219446-57-7 C16H8F3NO4
8-nitro-2-(2-(trifluoromethyl)phenyl)-4H-chromen-4-one
—— 5,7-Bis[[tert-butyl(diphenyl)silyl]oxy]-2-[4-[tert-butyl(diphenyl)silyl]oxyphenyl]-3-phenylmethoxychromen-4-one 1104334-73-7 C70H70O6Si3
5,7-Bis[[tert-butyl(diphenyl)silyl]oxy]-2-[4-[tert-butyl(diphenyl)silyl]oxyphenyl]-3-phenylmethoxychromen-4-one
—— methyl 2,2-bis(4-methoxyphenyl)-6-(propionyloxy)-2H-naphtho[1,2-b]pyran-5-carboxylate 1188494-62-3 C32H28O7
methyl 2,2-bis(4-methoxyphenyl)-6-(propionyloxy)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— methyl 2-(4-methoxyphenyl)-2-phenyl-6-(propionyloxy)-2H-naphtho[1,2-b]pyran-5-carboxylate 1188494-63-4 C31H26O6
methyl 2-(4-methoxyphenyl)-2-phenyl-6-(propionyloxy)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 4′,5,7-trihydroxy-6-methylflavanone 206560-98-7 C16H14O5
4′,5,7-trihydroxy-6-methylflavanone