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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
—— 3-(hydroxymethylene)flavanone 78115-46-5 C16H12O3
3-(hydroxymethylene)flavanone
—— (3Z)-3-[(3-methoxyphenyl)methylidene]-2-phenylchromen-4-one 112014-62-7 C23H18O3
(3Z)-3-[(3-methoxyphenyl)methylidene]-2-phenylchromen-4-one
—— butyl (E)-3-(4-((dimethylcarbamoyl)oxy)-2-phenyl-2H-chromen-3-yl)acrylate 1573114-63-2 C25H27NO5
butyl (E)-3-(4-((dimethylcarbamoyl)oxy)-2-phenyl-2H-chromen-3-yl)acrylate
—— 2-phenyl-3-((thiophen-2-yl)methylene)chroman-4-one 141247-44-1 C20H14O2S
2-phenyl-3-((thiophen-2-yl)methylene)chroman-4-one
—— trans-3-aminoflavanone hydrochloride —— C15H13NO2*ClH
trans-3-aminoflavanone hydrochloride
—— (E)-3-(3-methoxybenzylidene)-2-phenylchroman-4-one 141247-36-1 C23H18O3
(E)-3-(3-methoxybenzylidene)-2-phenylchroman-4-one
—— 3-Chloromethyleneflavanone 78115-48-7 C16H11ClO2
3-Chloromethyleneflavanone
—— 3-[(6-methyl-1H-benzimidazol-2-yl)amino]-2'-phenylspiro[1,3-thiazolidine-2,4'-2,3-dihydrochromene]-4-one 1338824-90-0 C25H22N4O2S
3-[(6-methyl-1H-benzimidazol-2-yl)amino]-2'-phenylspiro[1,3-thiazolidine-2,4'-2,3-dihydrochromene]-4-one
—— 3,3-dibromoflavanone 107943-75-9 C15H10Br2O2
3,3-dibromoflavanone
—— flavanone-E-4-thiosemicarbazone 16281-60-0 C16H15N3OS
flavanone-E-4-thiosemicarbazone
—— abyssinone I 1184961-91-8 C20H18O4
abyssinone I
—— bayin 3681-96-7 C21H20O9
bayin
—— 1-(hydroxydiphenylmethyl)-3,3-diphenyl-3H-naphtho[2,1-b]pyran 312743-60-5 C38H28O2
1-(hydroxydiphenylmethyl)-3,3-diphenyl-3H-naphtho[2,1-b]pyran
—— 4'-benzyloxy-3'-methoxyflavonol 112818-98-1 C23H18O5
4'-benzyloxy-3'-methoxyflavonol
—— (2S)-6-bromo-2-phenyl-2H-chromene 1261361-60-7 C15H11BrO
(2S)-6-bromo-2-phenyl-2H-chromene
—— 2-(4-chloro-3-nitrophenyl)-4H-1-benzopyran-4-one 92429-17-9 C15H8ClNO4
2-(4-chloro-3-nitrophenyl)-4H-1-benzopyran-4-one
—— 2-(4-ethylamino-3-nitrophenyl)-4H-1-benzopyran-4-one 170804-69-0 C17H14N2O4
2-(4-ethylamino-3-nitrophenyl)-4H-1-benzopyran-4-one
—— 2-(4-ethylamino-3-aminophenyl)-4H-1-benzopyran-4-one 170804-70-3 C17H16N2O2
2-(4-ethylamino-3-aminophenyl)-4H-1-benzopyran-4-one
—— (R,S)-sophoraflavanone C 121927-91-1 C25H28O6
(R,S)-sophoraflavanone C
—— (+/-)-4'-O-methylbonannione 1256603-87-8 C26H30O5
(+/-)-4'-O-methylbonannione
—— 4',7-Dihydroxy-5-methoxy-6-(1''-geranyl)flavanone 328946-46-9 C26H30O5
4',7-Dihydroxy-5-methoxy-6-(1''-geranyl)flavanone
—— (R,S)-5,7,2',4'-tetramethoxymethoxy-8-(1'-geranyl)flavanone 213892-95-6 C33H44O10
(R,S)-5,7,2',4'-tetramethoxymethoxy-8-(1'-geranyl)flavanone
—— 5,7,4'-Tris[(methoxy)methoxy]-8-(1''-geranyl)flavanone 328946-47-0 C31H40O8
5,7,4'-Tris[(methoxy)methoxy]-8-(1''-geranyl)flavanone
—— Acetic acid 2-acetoxy-5-(5,7-dimethoxy-6-octadecyloxy-4-oxo-4H-chromen-2-yl)-phenyl ester 103776-88-1 C39H54O9
Acetic acid 2-acetoxy-5-(5,7-dimethoxy-6-octadecyloxy-4-oxo-4H-chromen-2-yl)-phenyl ester
—— 2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-6-octadecyloxy-chromen-4-one 102508-39-4 C34H48O7
2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-6-octadecyloxy-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-5,7-dimethoxy-6-octadecyloxy-chromen-4-one 103776-65-4 C35H50O7
2-(3,4-Dihydroxy-phenyl)-5,7-dimethoxy-6-octadecyloxy-chromen-4-one
—— 3-Hydroxy-5,7,3',7'-tetramethoxyflavan-4-ol 14613-67-3 C19H22O7
3-Hydroxy-5,7,3',7'-tetramethoxyflavan-4-ol
—— (2R,3R)-2,3-cis-3-acetoxy-8-<(2R,3R,4R)-2,3-cis-3,4-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan 3888-39-9 C42H46O14
(2R,3R)-2,3-cis-3-acetoxy-8-<(2R,3R,4R)-2,3-cis-3,4-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan
—— (2R,3R)-2,3-cis-3-acetoxy-6-<(2R,3R,4R)-2,3-cis-3,4-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan 78139-46-5 C42H46O14
(2R,3R)-2,3-cis-3-acetoxy-6-<(2R,3R,4R)-2,3-cis-3,4-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan
—— 3-{1-[3-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)propyl]-1H-indol-3-ylmethylene}-1,3-dihydro-indol-2-one 1529772-91-5 C35H26N2O5
3-{1-[3-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)propyl]-1H-indol-3-ylmethylene}-1,3-dihydro-indol-2-one
—— 1a,7a-dihydro-4,5-dimethoxy-1a-phenylcyclopropa[b]chromen-7-(1H)-one 128814-93-7 C18H16O4
1a,7a-dihydro-4,5-dimethoxy-1a-phenylcyclopropa[b]chromen-7-(1H)-one
—— 8-(4'-(pyrrolidino-)phenyl)chromeno[7,8-d]imidazol-6(1H)-one 1400093-66-4 C20H17N3O2
8-(4'-(pyrrolidino-)phenyl)chromeno[7,8-d]imidazol-6(1H)-one
—— 2-methyl-8-(4-(pyrrolidin-1-yl)phenyl)chromeno[7,8-d]imidazol-6(1H)-one 1400093-67-5 C21H19N3O2
2-methyl-8-(4-(pyrrolidin-1-yl)phenyl)chromeno[7,8-d]imidazol-6(1H)-one
—— 3-nitro-2-(3-nitrophenyl)-2H-chromene 57544-24-8 C15H10N2O5
3-nitro-2-(3-nitrophenyl)-2H-chromene
—— 3-Hydroxy-8-methoxy-2-(4-methylphenyl)-4H-1-benzopyran-4-one 88252-62-4 C17H14O4
3-Hydroxy-8-methoxy-2-(4-methylphenyl)-4H-1-benzopyran-4-one
—— butrin 492-13-7 C27H32O15
butrin
—— methyl 2-(4-chlorophenyl)-7-fluoro-4-oxo-4H-chromene-3-carboxylate 1439357-11-5 C17H10ClFO4
methyl 2-(4-chlorophenyl)-7-fluoro-4-oxo-4H-chromene-3-carboxylate
—— 3,3-diphenyl-6-morpholino-3H-naphtho[2,1-b]pyran 200888-30-8 C29H25NO2
3,3-diphenyl-6-morpholino-3H-naphtho[2,1-b]pyran
—— (2S,4R)-(+)-4-aminoflavan 117465-45-9 C15H15NO
(2S,4R)-(+)-4-aminoflavan
—— (2R,4S)-(-)-4-aminoflavan 117465-47-1 C15H15NO
(2R,4S)-(-)-4-aminoflavan
—— 4-Amino-flavan 6517-15-3 C15H15NO
4-Amino-flavan
—— cis-4-aminoflavan 6517-15-3 C15H15NO
cis-4-aminoflavan
—— (8S)-5-[(3,3-difluoroazetidin-1-yl)carbonyl]-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole 1046468-91-0 C23H23F2N3O2
(8S)-5-[(3,3-difluoroazetidin-1-yl)carbonyl]-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole
—— 6-methoxy-2,2-diphenyl-2H-chromene 1488-61-5 C22H18O2
6-methoxy-2,2-diphenyl-2H-chromene
—— 8-allyl-7-hydroxy-5-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromene-6-carbaldehyde 1616883-80-7 C21H18O6
8-allyl-7-hydroxy-5-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromene-6-carbaldehyde
—— 7-hydroxy-5-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromene-6-carbaldehyde 1616883-74-9 C18H14O6
7-hydroxy-5-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromene-6-carbaldehyde
—— 5-Methoxy-2-(4-methoxyphenyl)-4-oxo-7-prop-2-enoxychromene-6-carbaldehyde 1616883-77-2 C21H18O6
5-Methoxy-2-(4-methoxyphenyl)-4-oxo-7-prop-2-enoxychromene-6-carbaldehyde
—— 5,6,7-trihydroxy-2-phenyl-8-(thiomorpholinomethyl)-4H-chromen-4-one 852333-34-7 C20H19NO5S
5,6,7-trihydroxy-2-phenyl-8-(thiomorpholinomethyl)-4H-chromen-4-one
—— 7-(benzyloxy)-2-phenyl-4H-chromen-4-one 95161-88-9 C22H16O3
7-(benzyloxy)-2-phenyl-4H-chromen-4-one
—— 4'-benzyloxy-5,7-dimethoxyflavanone 111316-39-3 C24H22O5
4'-benzyloxy-5,7-dimethoxyflavanone