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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
—— 4'-methoxy-3-iodoflavanone 14166-14-4 C16H13IO3
4'-methoxy-3-iodoflavanone
—— 3-(1-carbethoxy-1-cyanoethyl)-4'-methoxyflavone 80907-35-3 C22H19NO5
3-(1-carbethoxy-1-cyanoethyl)-4'-methoxyflavone
—— 2'.5'-Bis-benzyloxy-3-hydroxy-7-methoxy-flavon 96367-21-4 C30H24O6
2'.5'-Bis-benzyloxy-3-hydroxy-7-methoxy-flavon
—— peonidin 3-rutinoside-5-glucoside 135558-29-1 C34H43O20
peonidin 3-rutinoside-5-glucoside
—— 7-[3-N-isopropyl-N-methylamino)-2-hydroxypropoxy]flavone methiodide 117096-64-7 C23H28NO4*I
7-[3-N-isopropyl-N-methylamino)-2-hydroxypropoxy]flavone methiodide
—— 3-Phenyl-1H,7H-pyrano-<2,3-c>xanthene-1,7-dion 27500-97-6 C22H12O4
3-Phenyl-1H,7H-pyrano-<2,3-c>xanthene-1,7-dion
—— 1333244-76-0 C18H9Cl3N2O2
—— 2-(4-Benzyloxy-2,3-dimethoxy-phenyl)-2H-chromene 69471-19-8 C24H22O4
2-(4-Benzyloxy-2,3-dimethoxy-phenyl)-2H-chromene
—— 2-benzo[1,3]dioxol-5-yl-7-hydroxy-3-methoxy-8-propyl-chromen-4-one 109649-77-6 C20H18O6
2-benzo[1,3]dioxol-5-yl-7-hydroxy-3-methoxy-8-propyl-chromen-4-one
—— 7-methyl-2,2-diphenyl-4-pyridin-3-yl-2<i>H</i>-chromen-5-ol 37016-24-3 C27H21NO2
7-methyl-2,2-diphenyl-4-pyridin-3-yl-2<i>H</i>-chromen-5-ol
—— Acetic acid 4-oxo-2-(2-m-tolyl-thiazol-4-yl)-4H-chromen-3-yl ester 138019-91-7 C21H15NO4S
Acetic acid 4-oxo-2-(2-m-tolyl-thiazol-4-yl)-4H-chromen-3-yl ester
—— 7-(4-methoxy-2-pyrazol-1-yl-phenyl)-2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridine 1360909-44-9 C26H23N3O5
7-(4-methoxy-2-pyrazol-1-yl-phenyl)-2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridine
—— chloro-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-yl)-acetic acid ethyl ester 50526-03-9 C19H15ClO4
chloro-(4-oxo-2-phenyl-4<i>H</i>-chromen-3-yl)-acetic acid ethyl ester
—— Acetic acid 6-acetoxy-7-methoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester 10176-72-4 C21H18O8
Acetic acid 6-acetoxy-7-methoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester
—— 1062237-70-0 C19H13ClO3
—— (2R,3S,4R,2'R,3'S,4'S,2''R,3''S)-2,2',2''-Tris-(3,4-dimethoxy-phenyl)-7,7',7'',8''-tetramethoxy-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';4',6'']terchromene-3,3',3''-triol 109671-72-9 C55H58O16
(2R,3S,4R,2'R,3'S,4'S,2''R,3''S)-2,2',2''-Tris-(3,4-dimethoxy-phenyl)-7,7',7'',8''-tetramethoxy-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';4',6'']terchromene-3,3',3''-triol
—— (+)-<i>N</i>-(4-oxo-2-phenyl-chroman-8-yl)-succinamic acid 109810-99-3 C19H17NO5
(+)-<i>N</i>-(4-oxo-2-phenyl-chroman-8-yl)-succinamic acid
—— 3-butyl-3',4',5,7-tetramethoxyflavone 1142936-27-3 C23H26O6
3-butyl-3',4',5,7-tetramethoxyflavone
—— 5-hydroxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one 50402-98-7 C20H18O4
5-hydroxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one
—— 2-biphenyl-4-yl-6-chloro-chroman-4-one 41255-27-0 C21H15ClO2
2-biphenyl-4-yl-6-chloro-chroman-4-one
—— 7-Methoxy-4α-p-tolylsulfonylflavan 55539-44-1 C23H22O4S
7-Methoxy-4α-p-tolylsulfonylflavan
—— 42508-90-7 C36H38O9
—— 3-(carbethoxycyanomethyl)-4'-methoxyflavone 80907-27-3 C21H17NO5
3-(carbethoxycyanomethyl)-4'-methoxyflavone
—— 1-[2-hydroxy-4-[[(2R,4R)-2-(4-methoxyphenyl)-3,4-dihydro-2H-chromen-4-yl]oxy]phenyl]ethanone 88214-77-1 C24H22O5
1-[2-hydroxy-4-[[(2R,4R)-2-(4-methoxyphenyl)-3,4-dihydro-2H-chromen-4-yl]oxy]phenyl]ethanone
—— (2S,3R)-6,8-Dibromo-3-chloro-2-(4-chloro-phenyl)-3-nitro-chroman-4-one 143468-46-6 C15H7Br2Cl2NO4
(2S,3R)-6,8-Dibromo-3-chloro-2-(4-chloro-phenyl)-3-nitro-chroman-4-one
—— 2-(7-hydroxy-4-oxo-2-(p-tolyl)-4H-chromen-5-yl)acetic acid 1389342-06-6 C18H14O5
2-(7-hydroxy-4-oxo-2-(p-tolyl)-4H-chromen-5-yl)acetic acid
—— 6-Methylisoxazolo<7,8>flavon 42345-51-7 C17H11NO3
6-Methylisoxazolo<7,8>flavon
—— 7-{3-[4-(2-methyl-benzyl)-piperazin-1-yl]-propoxy}-2-phenyl-chromen-4-one 39576-90-4 C30H32N2O3
7-{3-[4-(2-methyl-benzyl)-piperazin-1-yl]-propoxy}-2-phenyl-chromen-4-one
—— 3.7.8.2'.5'-Pentahydroxy-6-stearyl-flavon 96673-48-2 C33H46O7
3.7.8.2'.5'-Pentahydroxy-6-stearyl-flavon
—— 1156495-15-6 C33H29NO9
—— 1062237-74-4 C19H13ClO4
—— 4'-Methoxy-4α-p-tolylsulfonylflavan 55539-47-4 C23H22O4S
4'-Methoxy-4α-p-tolylsulfonylflavan
—— 1-[3-Methyl-7-(3-Methylbut-2-Enyloxy)Flavon-8-yl]-3-Phenyl-Propen-1-one 329913-41-9 C30H26O4
1-[3-Methyl-7-(3-Methylbut-2-Enyloxy)Flavon-8-yl]-3-Phenyl-Propen-1-one
—— Kaempferol 3-rutinoside 4'-glucoside, >=95% (LC/MS-ELSD) 89439-58-7 C33H40O20
Kaempferol 3-rutinoside 4'-glucoside, >=95% (LC/MS-ELSD)
—— 6-Chlor-3',4'-dimethoxyflavanol-(4)-benzoat 40728-19-6 C24H21ClO5
6-Chlor-3',4'-dimethoxyflavanol-(4)-benzoat
—— Methyl-5-O-demethyltachrosinat 42344-95-6 C24H20O8
Methyl-5-O-demethyltachrosinat
—— (2S,3R)-3,6-Dichloro-2-(4-chloro-phenyl)-3-nitro-chroman-4-one 143468-47-7 C15H8Cl3NO4
(2S,3R)-3,6-Dichloro-2-(4-chloro-phenyl)-3-nitro-chroman-4-one
—— 7'-hydroxy-5'-methoxy-6-methyl-2,2'-diphenyl-3',4'-dihydro-2'<i>H</i>-[4,8']bichromenyl-7-one 39828-06-3 C32H26O5
7'-hydroxy-5'-methoxy-6-methyl-2,2'-diphenyl-3',4'-dihydro-2'<i>H</i>-[4,8']bichromenyl-7-one
—— 4',7-Dibenzyloxy-5-hydroxy-3',6-dimethoxy-flavon 27589-23-7 C31H26O7
4',7-Dibenzyloxy-5-hydroxy-3',6-dimethoxy-flavon
—— 3-(4-morpholinophenyl)-3-phenyl-6,11-difluoro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1360882-72-9 C38H31F2NO2
3-(4-morpholinophenyl)-3-phenyl-6,11-difluoro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 5,7-dihydroxy-2-(4-hydroxy-2-((4-methoxybenzyl)oxy)phenyl)-6-(1-hydroxy-3-methylbutyl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one 1443276-39-8 C33H36O8
5,7-dihydroxy-2-(4-hydroxy-2-((4-methoxybenzyl)oxy)phenyl)-6-(1-hydroxy-3-methylbutyl)-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
—— 4'-(4''-pyridinyl)flavone 1417919-72-2 C20H13NO2
4'-(4''-pyridinyl)flavone
—— 50526-00-6 C24H18O4
—— 4'-Chlorisoxazolo(7,8)flavon 42345-47-1 C16H8ClNO3
4'-Chlorisoxazolo(7,8)flavon
—— 2H-1-Benzopyran-8-carboxaldehyde,3-(acetyloxy)-2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-6-hydroxy-5,7-bis(phenylmethoxy)-, (2R,3S)- 917567-18-1 C46H40O9
2H-1-Benzopyran-8-carboxaldehyde,3-(acetyloxy)-2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-6-hydroxy-5,7-bis(phenylmethoxy)-, (2R,3S)-
—— 2-biphenyl-4-yl-6-chloro-chromen-4-one 41255-20-3 C21H13ClO2
2-biphenyl-4-yl-6-chloro-chromen-4-one
—— 8-Acetyl-5,7-dimethoxyflavan 39827-82-2 C19H20O4
8-Acetyl-5,7-dimethoxyflavan
—— 2-benzo[1,3]dioxol-5-yl-8-(2,3-dihydroxy-propyl)-7-hydroxy-3-methoxy-chromen-4-one 109648-32-0 C20H18O8
2-benzo[1,3]dioxol-5-yl-8-(2,3-dihydroxy-propyl)-7-hydroxy-3-methoxy-chromen-4-one
—— 5-Acetoxy-4',7-dibenzyloxy-3',6-dimethoxy-flavon 40984-08-5 C33H28O8
5-Acetoxy-4',7-dibenzyloxy-3',6-dimethoxy-flavon
—— 2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-6-methoxy-chromen-4-one 109980-54-3 C20H20O7
2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-6-methoxy-chromen-4-one