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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
—— 1,16-bis[4'-((6-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane 1187448-97-0 C42H42O10
1,16-bis[4'-((6-methyl)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane
—— 3-(benzyloxy)-2-(4-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-83-2 C48H43N3O8
3-(benzyloxy)-2-(4-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 6-fluoro-2-(4-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-77-4 C41H36FN3O7
6-fluoro-2-(4-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— Methyl 9-dimethylamino-2,2-di(4-dimethylaminophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 263026-69-3 C33H35N3O3
Methyl 9-dimethylamino-2,2-di(4-dimethylaminophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— Methyl 9-dimethylamino-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 263026-66-0 C34H34N2O3
Methyl 9-dimethylamino-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 3'-methoxy-7-hydroxyflavanone 93012-40-9 C16H14O4
3'-methoxy-7-hydroxyflavanone
—— 2-Phenyl-chroman-3-one oxime 107170-46-7 C15H13NO2
2-Phenyl-chroman-3-one oxime
—— 4'-methoxyflavylium 24531-81-5 C16H13O2
4'-methoxyflavylium
—— (7R,8R)-3-allyl-7-hydroxy-2-methyl-8-phenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one 868634-14-4 C20H18N2O3
(7R,8R)-3-allyl-7-hydroxy-2-methyl-8-phenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one
—— (7R,8R)-7-hydroxy-2,3-dimethyl-8-phenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one 868633-85-6 C18H16N2O3
(7R,8R)-7-hydroxy-2,3-dimethyl-8-phenyl-7,8-dihydro-3H-chromeno[7,8-d]imidazol-6-one
—— 9-Hydroxy-3-phenyl-1H-naphtho[2,1-b]pyran-1-one 108804-59-7 C19H12O3
9-Hydroxy-3-phenyl-1H-naphtho[2,1-b]pyran-1-one
—— 6-chromane-O-7-flavanone 51619-67-1 C20H20O3
6-chromane-O-7-flavanone
—— 5-hydroxy-8-phenyl-4-propyl-7,8-dihydro-2H,6H-pyrano[3,2-g]chromene-2,6-dione 1005322-85-9 C21H18O5
5-hydroxy-8-phenyl-4-propyl-7,8-dihydro-2H,6H-pyrano[3,2-g]chromene-2,6-dione
—— 6,6-dimethyl-4-n-propyl-10-phenyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione 1005322-28-0 C26H24O5
6,6-dimethyl-4-n-propyl-10-phenyl-2H,6H,12H-benzo[1,2-b:3,4-b':5,6-b'']tripyranyl-2,12-dione
—— 5-hydroxy-8-phenyl-4-propyl-8,9-dihydro-2H,10H-pyrano[2,3-f]chromene-2,10-dione 1005322-84-8 C21H18O5
5-hydroxy-8-phenyl-4-propyl-8,9-dihydro-2H,10H-pyrano[2,3-f]chromene-2,10-dione
—— 2-(3,4-dimethoxylphenyl)-7-hydroxy-5-methyl-4-oxo-4H-chromene 15236-03-0 C18H16O5
2-(3,4-dimethoxylphenyl)-7-hydroxy-5-methyl-4-oxo-4H-chromene
—— {1-[4-(8-methoxy-7-nitro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester 1279089-58-5 C31H30N2O7
{1-[4-(8-methoxy-7-nitro-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester
—— 2-(3,4-dimethoxy-phenyl)-5-hydroxy-7-methyl-chromen-4-one 70460-22-9 C18H16O5
2-(3,4-dimethoxy-phenyl)-5-hydroxy-7-methyl-chromen-4-one
—— 2-oxo-8,8-diphenyl-2H,8H-pyrano[3,2-g][1]benzopyran-3-carboxylic acid 635704-54-0 C25H16O5
2-oxo-8,8-diphenyl-2H,8H-pyrano[3,2-g][1]benzopyran-3-carboxylic acid
—— ethyl 2-oxo-8,8-diphenyl-2H,8H-pyrano[3,2-g][1]benzopyran-3-carboxylate 635704-51-7 C27H20O5
ethyl 2-oxo-8,8-diphenyl-2H,8H-pyrano[3,2-g][1]benzopyran-3-carboxylate
—— N-decyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide 1217342-42-1 C27H33NO5
N-decyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetamide
—— 2-<4-(benzyloxy)phenyl>-6-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-10-1 C25H20O6
2-<4-(benzyloxy)phenyl>-6-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— 3-Hydroxy-6-methoxy-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)-5-propan-2-yloxychromen-4-one 188927-38-0 C33H30O7
3-Hydroxy-6-methoxy-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)-5-propan-2-yloxychromen-4-one
—— [6-Methoxy-4-oxo-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)-5-propan-2-yloxychromen-3-yl] 4-methylbenzenesulfonate 188927-53-9 C40H36O9S
[6-Methoxy-4-oxo-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)-5-propan-2-yloxychromen-3-yl] 4-methylbenzenesulfonate
—— 4'-Benzyloxy-5,6,7,8-tetramethoxy-flavon 40110-96-1 C26H24O7
4'-Benzyloxy-5,6,7,8-tetramethoxy-flavon
—— 2-<4-(benzyloxy)phenyl>-7-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-09-8 C25H20O6
2-<4-(benzyloxy)phenyl>-7-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— 6-Methoxy-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)-5-propan-2-yloxychromen-4-one 188927-48-2 C33H30O6
6-Methoxy-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)-5-propan-2-yloxychromen-4-one
—— 2-<4-(benzyloxy)phenyl>-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-08-7 C24H18O5
2-<4-(benzyloxy)phenyl>-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— [5-Hydroxy-6-methoxy-4-oxo-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-3-yl] 4-methylbenzenesulfonate 188927-43-7 C37H30O9S
[5-Hydroxy-6-methoxy-4-oxo-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-3-yl] 4-methylbenzenesulfonate
—— 3,5-Dihydroxy-6-methoxy-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one 188927-58-4 C30H24O7
3,5-Dihydroxy-6-methoxy-7-phenylmethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one
—— 8-[(1S,6S)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one 75629-19-5 C40H36O11
8-[(1S,6S)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
—— Albanin G 76472-87-2 C45H44O11
Albanin G
—— 6-fluoro-3-hydroxy-2-phenyl-4H-chromen-4-one 364-57-8 C15H9FO3
6-fluoro-3-hydroxy-2-phenyl-4H-chromen-4-one
—— 3,5,7-triacetoxy-2-(4-acetoxy-phenyl)-6-methoxy-chromen-4-one 32557-95-2 C24H20O11
3,5,7-triacetoxy-2-(4-acetoxy-phenyl)-6-methoxy-chromen-4-one
—— 2-(4-hydroxyphenyl)-4-oxo-4H-benzopyran-3-carboxylic acid 132018-21-4 C16H10O5
2-(4-hydroxyphenyl)-4-oxo-4H-benzopyran-3-carboxylic acid
—— 2-(4-hydroxyphenyl)-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-23-6 C17H12O5
2-(4-hydroxyphenyl)-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— 8-Hydroxy-2-(4-hydroxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one 89456-35-9 C17H14O6
8-Hydroxy-2-(4-hydroxyphenyl)-5,7-dimethoxy-4H-1-benzopyran-4-one
—— 2-(4-hydroxyphenyl)-6-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one 132018-25-8 C18H14O6
2-(4-hydroxyphenyl)-6-methoxy-3-(methoxycarbonyl)-4H-benzopyran-4-one
—— 2-(4-(6-fluoropyridin-3-yl)phenyl)-5,7-dimethoxychromen-4-one 1612891-89-0 C22H16FNO4
2-(4-(6-fluoropyridin-3-yl)phenyl)-5,7-dimethoxychromen-4-one
—— 6-Ethyl-2-[4-[2-[2-[2-[2-[4-(6-ethyl-4-oxochromen-2-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]phenyl]chromen-4-one 1167577-31-2 C42H42O9
6-Ethyl-2-[4-[2-[2-[2-[2-[4-(6-ethyl-4-oxochromen-2-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]phenyl]chromen-4-one
—— 1,13-bis[4'-(6-methyl-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane 958458-00-9 C40H38O9
1,13-bis[4'-(6-methyl-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane
—— 1,13-bis[4'-(7-methyl-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane 958457-99-3 C40H38O9
1,13-bis[4'-(7-methyl-4H-chromen-4-on-2-yl)-phenyl]-1,4,7,10,13-pentaoxatridecane
—— (2R,3R)-6-[(2R)-2-hydroxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol 121795-74-2 C41H50O14
(2R,3R)-6-[(2R)-2-hydroxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol
—— (2R,3R)-8-[(1S,2R)-2-hydroxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol 121916-87-8 C41H50O14
(2R,3R)-8-[(1S,2R)-2-hydroxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol
—— N-Acetyl-N'-(2,3-dihydro-2-phenyl-4H-1-benzopyran-4-ylidene)acetohydrazide 4924-22-5 C19H18N2O3
N-Acetyl-N'-(2,3-dihydro-2-phenyl-4H-1-benzopyran-4-ylidene)acetohydrazide
—— (2R,3R)-8-[(1R,2R)-2-hydroxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol 121795-73-1 C41H50O14
(2R,3R)-8-[(1R,2R)-2-hydroxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-ol
—— [(2R,3R)-5,7-dimethoxy-8-[(1S,2R)-2-(3,4,5-trimethoxybenzoyl)oxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trimethoxybenzoate 121795-75-3 C61H70O22
[(2R,3R)-5,7-dimethoxy-8-[(1S,2R)-2-(3,4,5-trimethoxybenzoyl)oxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trimethoxybenzoate
—— [(2R,3R)-5,7-dimethoxy-8-[(1R,2R)-2-(3,4,5-trimethoxybenzoyl)oxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trimethoxybenzoate 121844-30-2 C61H70O22
[(2R,3R)-5,7-dimethoxy-8-[(1R,2R)-2-(3,4,5-trimethoxybenzoyl)oxy-3-(2,4,6-trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)propyl]-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trimethoxybenzoate
—— 2-[2-(3,5-Dimethoxy-4-oxidanyl-phenyl)-3-[6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-7-oxidanyl-chromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol chloride —— C29H35ClO17
2-[2-(3,5-Dimethoxy-4-oxidanyl-phenyl)-3-[6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-7-oxidanyl-chromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol chloride
—— [(2R,3R)-2-[1-[(2R,3R)-3-hydroxy-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-3a,5,6-trimethoxy-3-oxo-8bH-cyclopenta[b][1]benzofuran-8-yl]-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trimethoxybenzoate 116310-08-8 C46H48O17
[(2R,3R)-2-[1-[(2R,3R)-3-hydroxy-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-3a,5,6-trimethoxy-3-oxo-8bH-cyclopenta[b][1]benzofuran-8-yl]-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trimethoxybenzoate