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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
—— 7,3',4'-Tribenzyloxy-flavan-3r,4c-diol 103268-54-8 C36H32O6
7,3',4'-Tribenzyloxy-flavan-3r,4c-diol
—— 1462876-41-0 C32H18Cl4O5
—— 4-chloro-2-(4-methoxyphenyl)-6-methyl-2H-chromene-3-carbaldehyde 1393598-14-5 C18H15ClO3
4-chloro-2-(4-methoxyphenyl)-6-methyl-2H-chromene-3-carbaldehyde
—— 5-methoxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one 109559-11-7 C18H18O4
5-methoxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one
—— 3,4'-Dihydroxy-5,7,8,3'-tetramethoxy-flavon 7741-50-6 C19H18O8
3,4'-Dihydroxy-5,7,8,3'-tetramethoxy-flavon
—— penta-O-acetyl-(-)-robinetinidol-(4β,2)-tri-O-acetylphloroglucinol 119483-77-1 C37H34O17
penta-O-acetyl-(-)-robinetinidol-(4β,2)-tri-O-acetylphloroglucinol
—— 5,6,7-triacetoxy-2-phenyl-chroman-4-one 102478-29-5 C21H18O8
5,6,7-triacetoxy-2-phenyl-chroman-4-one
—— 1-(2,3-diphenyl-2<i>H</i>-chromen-2-yl)-piperidine 119570-83-1 C26H25NO
1-(2,3-diphenyl-2<i>H</i>-chromen-2-yl)-piperidine
—— 2-(2H-chromen-2-yl)phenol 17348-79-7 C15H12O2
2-(2H-chromen-2-yl)phenol
—— 6-acetoxy-2-(4-acetoxy-phenyl)-5,7-dimethoxy-chromen-4-one 33077-61-1 C21H18O8
6-acetoxy-2-(4-acetoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— 2-(4-chlorophenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one 1313611-49-2 C18H16ClNO3
2-(4-chlorophenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one
—— 3-hydroxy-2-(2-hydroxy-4-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one 93876-65-4 C18H16O7
3-hydroxy-2-(2-hydroxy-4-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— Acetic acid 7-acetoxy-8-[1-(4-acetoxy-phenyl)-ethyl]-3-methoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester 99631-89-7 C31H28O10
Acetic acid 7-acetoxy-8-[1-(4-acetoxy-phenyl)-ethyl]-3-methoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester
—— [2-acetyloxy-4-(7-acetyloxy-5-hydroxy-3,4-dihydro-2H-chromen-2-yl)phenyl] acetate 128374-04-9 C21H20O8
[2-acetyloxy-4-(7-acetyloxy-5-hydroxy-3,4-dihydro-2H-chromen-2-yl)phenyl] acetate
—— 4-[4-[14'-(4-Methoxyphenyl)-21',21'-bis(2-methylphenyl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene]-14'-yl]phenyl]morpholine 1398417-22-5 C60H55NO4S
4-[4-[14'-(4-Methoxyphenyl)-21',21'-bis(2-methylphenyl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene]-14'-yl]phenyl]morpholine
—— 1616280-23-9 C36H24O7
—— 2'-benzyloxy-3-hydroxy-4',5,5',6,7-pentamethoxyflavone 105827-28-9 C27H26O9
2'-benzyloxy-3-hydroxy-4',5,5',6,7-pentamethoxyflavone
—— 2',3'''-Oxy-6,6'''-dinitro-bisflavon 57476-55-8 C30H16N2O9
2',3'''-Oxy-6,6'''-dinitro-bisflavon
—— 3,3,6-Trichloro-2-phenyl-chroman-4-one 71993-27-6 C15H9Cl3O2
3,3,6-Trichloro-2-phenyl-chroman-4-one
—— 8-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 743466-69-5 C18H16O6
8-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 2-(2,4-Dimethoxy-phenyl)-5,8-dihydroxy-3,7-dimethoxy-chromen-4-one 84757-51-7 C19H18O8
2-(2,4-Dimethoxy-phenyl)-5,8-dihydroxy-3,7-dimethoxy-chromen-4-one
—— 2-(4-Ethoxy-phenyl)-3-isopropoxy-4-oxo-4H-chromene-6-carboxylic acid 72739-37-8 C21H20O6
2-(4-Ethoxy-phenyl)-3-isopropoxy-4-oxo-4H-chromene-6-carboxylic acid
—— (R)-<(2R,3S)-2,3-trans-3,7-diacetoxy-8-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7,8-tetramethoxyflavan-5-yl>-3',4',5-trimethoxyflavan> 109671-63-8 C43H46O15
(R)-<(2R,3S)-2,3-trans-3,7-diacetoxy-8-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7,8-tetramethoxyflavan-5-yl>-3',4',5-trimethoxyflavan>
—— 8-bromo-3-methyl-3-phenyl-2,3-dihydro-1H-naphtho[2,1-b]pyran 1219801-70-3 C20H17BrO
8-bromo-3-methyl-3-phenyl-2,3-dihydro-1H-naphtho[2,1-b]pyran
—— prodistenidin B-2 120693-56-3 C30H26O8
prodistenidin B-2
—— 4α-Methoxyflavan 55539-20-3 C16H16O2
4α-Methoxyflavan
—— 2-(1,3-benzodioxol-5-yl)-2-vinylchromane 1449790-14-0 C18H16O3
2-(1,3-benzodioxol-5-yl)-2-vinylchromane
—— 5.7-Dihydroxy-3-isopropyl-flavon 1093-79-4 C18H16O4
5.7-Dihydroxy-3-isopropyl-flavon
—— 2'-Methoxy-5'-iodflavanon 92855-07-7 C16H13IO3
2'-Methoxy-5'-iodflavanon
—— 8-chloro-2-(4-methoxyphenyl)chromen-4-one 80973-01-9 C16H11ClO3
8-chloro-2-(4-methoxyphenyl)chromen-4-one
—— 1417195-24-4 C29H34O7
—— (+/-)-2,3-trans-3,4-trans-4-hydroxy-3,5,7,4'-tetraacetoxyflavan 132400-77-2 C23H22O10
(+/-)-2,3-trans-3,4-trans-4-hydroxy-3,5,7,4'-tetraacetoxyflavan
—— Acetylderivat von 6-Nitro-3'-chlor-4'-methoxy-flavonol 101607-26-5 C18H12ClNO7
Acetylderivat von 6-Nitro-3'-chlor-4'-methoxy-flavonol
—— 3-Hydroxy-2-<2-hydroxy-phenyl>-6-benzoyl-chromon 113059-14-6 C22H14O5
3-Hydroxy-2-<2-hydroxy-phenyl>-6-benzoyl-chromon
—— 3-Hydroxy-2-(3-methoxy-phenyl)-4-oxo-4H-chromene-6-carboxylic acid 58540-02-6 C17H12O6
3-Hydroxy-2-(3-methoxy-phenyl)-4-oxo-4H-chromene-6-carboxylic acid
—— 8-methyl-4-phenyl-4H-benzopyran[4,3-d][1,2,3]selenadiazole 1266399-34-1 C16H12N2OSe
8-methyl-4-phenyl-4H-benzopyran[4,3-d][1,2,3]selenadiazole
—— 3'-methoxy-4'-hydroxy-5,7-bis(methoxymethoxy)flavanone 1304788-30-4 C20H22O8
3'-methoxy-4'-hydroxy-5,7-bis(methoxymethoxy)flavanone
—— 8-chloromethyl-3-dimethylcarbamoylflavone 579525-41-0 C19H16ClNO3
8-chloromethyl-3-dimethylcarbamoylflavone
—— 7-Methoxy-flavan-3,4-diol 93435-06-4 C16H16O4
7-Methoxy-flavan-3,4-diol
—— 2-(3,4-dimethoxy-phenyl)-3-methoxy-8-methyl-furo[2,3-<i>h</i>]chromen-4-one 114330-50-6 C21H18O6
2-(3,4-dimethoxy-phenyl)-3-methoxy-8-methyl-furo[2,3-<i>h</i>]chromen-4-one
—— 6-acetylamino-7-methoxy-2-(2-methoxy-phenyl)-chroman-4-one 109614-79-1 C19H19NO5
6-acetylamino-7-methoxy-2-(2-methoxy-phenyl)-chroman-4-one
—— 8-acetylamino-2-(2-methoxy-phenyl)-chroman-4-one 132594-02-6 C18H17NO4
8-acetylamino-2-(2-methoxy-phenyl)-chroman-4-one
—— 7-O-(3-Ethoxycarbonylpropyl)-3'-O-cyclopentyldiosmetin 205524-00-1 C27H30O8
7-O-(3-Ethoxycarbonylpropyl)-3'-O-cyclopentyldiosmetin
—— (2S,3R)-6-chloro-2-(4-chlorophenyl)-4,4-dimethoxy-2,3-dihydrochromen-3-ol 139006-35-2 C17H16Cl2O4
(2S,3R)-6-chloro-2-(4-chlorophenyl)-4,4-dimethoxy-2,3-dihydrochromen-3-ol
—— 7-Hydroxy-5-pentadecyl-flavon 96379-24-7 C30H40O3
7-Hydroxy-5-pentadecyl-flavon
—— 3-Benzyloxy-7,4'-dimethoxy-flavon 807-56-7 C24H20O5
3-Benzyloxy-7,4'-dimethoxy-flavon
—— 1-(5,8-dimethyl-2,2-diphenyl-2H-chromen-6-yl)pyrrolidine 1073241-61-8 C27H27NO
1-(5,8-dimethyl-2,2-diphenyl-2H-chromen-6-yl)pyrrolidine
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane] 1398415-99-0 C44H42O4S
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,22-dioxa-20-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene-9,3'-cyclohexane]
—— 3-(5-oxo-2-phenyl-4,5-dihydro-3H-naphtho[1,8-bc]furan-4-yl)-2,3-dihydro-isoindol-1-one 32855-63-3 C25H17NO3
3-(5-oxo-2-phenyl-4,5-dihydro-3H-naphtho[1,8-bc]furan-4-yl)-2,3-dihydro-isoindol-1-one
—— 2-(5-Bromo-2-hydroxyphenyl)chromen-4-one 1453812-79-7 C15H9BrO3
2-(5-Bromo-2-hydroxyphenyl)chromen-4-one