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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
—— sanggenon N 92280-12-1 C25H26O6
sanggenon N
—— 4'-acetyloxy-5-hydroxy-3,7-dimethoxyflavone 124458-86-2 C19H16O7
4'-acetyloxy-5-hydroxy-3,7-dimethoxyflavone
—— 4-methoxy-2,3,3-trimethyl-7-phenyl-2,3,7,8-tetrahydro-furo[2,3-f]chromen-9-one 1220680-28-3 C21H22O4
4-methoxy-2,3,3-trimethyl-7-phenyl-2,3,7,8-tetrahydro-furo[2,3-f]chromen-9-one
—— 5,7,8,2',4'-pentamethoxyflavone 123316-62-1 C20H20O7
5,7,8,2',4'-pentamethoxyflavone
—— 5-hydroxy-7-methoxy-6-(1,1-dimethylprop-2-enyl)flavanone 1220680-26-1 C21H22O4
5-hydroxy-7-methoxy-6-(1,1-dimethylprop-2-enyl)flavanone
—— 2-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-chroman-4-one 97080-90-5 C19H20O6
2-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-chroman-4-one
—— (6R,6aS,9S,10S,10aS)-10-(4-fluorobenzoyl)-6,9-diphenyl-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde 1644047-86-8 C33H25FO3
(6R,6aS,9S,10S,10aS)-10-(4-fluorobenzoyl)-6,9-diphenyl-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde
—— kaempferol 3-O-β-D-(6-O-3-hydroxyisobutyryl)glucopyranosyl-(1->4)-α-L-rhamnopyaranosyl-7-O-β-D-glucopyranoside 909803-25-4 C37H46O22
kaempferol 3-O-β-D-(6-O-3-hydroxyisobutyryl)glucopyranosyl-(1->4)-α-L-rhamnopyaranosyl-7-O-β-D-glucopyranoside
—— (2R,3R)-3,5,7-trihydroxy-6-methylflavanone 111545-20-1 C16H14O5
(2R,3R)-3,5,7-trihydroxy-6-methylflavanone
—— 7-hydroxy-5,8,3',4'-tetramethoxyflavone 36810-69-2 C19H18O7
7-hydroxy-5,8,3',4'-tetramethoxyflavone
—— 4',5,7-trihydroxy-2',5',6-trimethoxyflavone 96410-33-2 C18H16O8
4',5,7-trihydroxy-2',5',6-trimethoxyflavone
—— 3',4'-dimethoxy-7,8-methylenedioxyflavone 1438264-35-7 C18H14O6
3',4'-dimethoxy-7,8-methylenedioxyflavone
—— 7,8-methylendioxy-4'-methoxyflavone 1232362-77-4 C17H12O5
7,8-methylendioxy-4'-methoxyflavone
—— ethyl 2-(4-methoxyphenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate 1257403-40-9 C29H24O4
ethyl 2-(4-methoxyphenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 7,8-methylenedioxy-2'-methoxyflavanone 1438264-31-3 C17H14O5
7,8-methylenedioxy-2'-methoxyflavanone
—— 3',4'-dimethoxy-7,8-methylenedioxyflavanone 1438264-32-4 C18H16O6
3',4'-dimethoxy-7,8-methylenedioxyflavanone
—— 7,8-methylenedioxy-3',4',5'-trimethoxyflavanone 1438264-33-5 C19H18O7
7,8-methylenedioxy-3',4',5'-trimethoxyflavanone
—— 7,8-methylenedioxy-3',4',5'-trimethoxyflavone 1438264-36-8 C19H16O7
7,8-methylenedioxy-3',4',5'-trimethoxyflavone
—— 7,8-methylenedioxy-2'-methoxyflavone 1438264-34-6 C17H12O5
7,8-methylenedioxy-2'-methoxyflavone
—— ethyl 2-[2,2-bis(4-methoxyphenyl)vinyl]-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate 1257403-39-6 C38H32O5
ethyl 2-[2,2-bis(4-methoxyphenyl)vinyl]-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 7,8-methylenedioxy-4'-methoxyflavanone 1232362-76-3 C17H14O5
7,8-methylenedioxy-4'-methoxyflavanone
—— 3-bromodiosmetin 827346-30-5 C16H11BrO6
3-bromodiosmetin
—— methyl 6-trifluoromethanesulfonyloxy-3-phenyl-3-(4-pyrrolidinophenyl)-2H-naphtho-[1,2-b]pyran-5-carboxylate 1186084-99-0 C32H26F3NO6S
methyl 6-trifluoromethanesulfonyloxy-3-phenyl-3-(4-pyrrolidinophenyl)-2H-naphtho-[1,2-b]pyran-5-carboxylate
—— 3-(2-(biphenyl-4-yl)-2-oxoethyl)-2-(4-methoxyphenyl)-4H-chromen-4-one 1370734-50-1 C30H22O4
3-(2-(biphenyl-4-yl)-2-oxoethyl)-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 2-[4-[N-acetyl-N-(3-chloropropyl)amino]-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one 152836-16-3 C20H16ClF3N2O3
2-[4-[N-acetyl-N-(3-chloropropyl)amino]-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one
—— 5-Amino-6,8-difluoro-2-[3-fluoro-4-[3-(imidazol-1-yl)propylamino]phenyl]-4H-1-benzopyran-4-one 152169-53-4 C21H17F3N4O2
5-Amino-6,8-difluoro-2-[3-fluoro-4-[3-(imidazol-1-yl)propylamino]phenyl]-4H-1-benzopyran-4-one
—— 3-(2-(biphenyl-4-yl)-2-oxoethyl)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 1370734-52-3 C32H26O6
3-(2-(biphenyl-4-yl)-2-oxoethyl)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 8-allylnaringenin 1134396-63-6 C18H16O5
8-allylnaringenin
—— 6-bromo-2-phenyl-2H-chromene 902835-95-4 C15H11BrO
6-bromo-2-phenyl-2H-chromene
—— isorhamnetin 3-O-α-rhamnoside 67068-82-0 C22H22O11
isorhamnetin 3-O-α-rhamnoside
—— N-(4-chlorobenzyl)-N-[3-(4-oxo-4H-benzopyrane-2-yl)benzyl]-3-phenylacrylamide 1018817-34-9 C32H24ClNO3
N-(4-chlorobenzyl)-N-[3-(4-oxo-4H-benzopyrane-2-yl)benzyl]-3-phenylacrylamide
—— 3-epipadmatin 140694-62-8 C16H14O7
3-epipadmatin
—— cyanidin 3-O-[2-O-(β-xylopyranosyl)-6-O-((E)-p-coumaroyl)-β-galactopyranoside] 1104327-81-2 C35H35O17
cyanidin 3-O-[2-O-(β-xylopyranosyl)-6-O-((E)-p-coumaroyl)-β-galactopyranoside]
—— 2-(2,4,5-trimethoxyphenyl)-benzo(b)pyran-4-one 933681-87-9 C18H16O5
2-(2,4,5-trimethoxyphenyl)-benzo(b)pyran-4-one
—— 2-(4-(trifluoromethyl)phenyl)-6-methoxy-4H-chromen-4-one 1427317-33-6 C17H11F3O3
2-(4-(trifluoromethyl)phenyl)-6-methoxy-4H-chromen-4-one
—— (S)-6-chloro-3,4-dihydro-2-(4-chlorophenyl)-2H-1-benzopyran 142187-35-7 C15H12Cl2O
(S)-6-chloro-3,4-dihydro-2-(4-chlorophenyl)-2H-1-benzopyran
—— 3',5,6',7-tetrahydroxy-2',6-dimethoxyflavone 101909-90-4 C17H14O8
3',5,6',7-tetrahydroxy-2',6-dimethoxyflavone
—— 2,3-trans-7,4'-Dimethoxyflavan-3-ol-acetat 201049-27-6 C19H20O5
2,3-trans-7,4'-Dimethoxyflavan-3-ol-acetat
—— 2-(2-Hydroxy-3,4-dimethyl-1-trimethylsilanylethynyl-indeno[1,2-c]chromen-6-yl)-5,6-dimethyl-3-trimethylsilanylethynyl-benzene-1,4-diol 216776-96-4 C36H38O4Si2
2-(2-Hydroxy-3,4-dimethyl-1-trimethylsilanylethynyl-indeno[1,2-c]chromen-6-yl)-5,6-dimethyl-3-trimethylsilanylethynyl-benzene-1,4-diol
—— 2,3-trans-4'-Methoxyflavan-3-ol 184713-84-6 C16H16O3
2,3-trans-4'-Methoxyflavan-3-ol
—— (2R,3R)-cis-4'-methoxyflavan-3-ol 1196870-17-3 C16H16O3
(2R,3R)-cis-4'-methoxyflavan-3-ol
—— (2S,3R)-trans-4'-methoxyflavan-3-ol 184713-85-7 C16H16O3
(2S,3R)-trans-4'-methoxyflavan-3-ol
—— 2-(1,3-benzodioxol-5-yl)-2-methylchromane 1384560-22-8 C17H16O3
2-(1,3-benzodioxol-5-yl)-2-methylchromane
—— 6-hydroxy-4',5,7-trinitroflavone 158555-20-5 C15H7N3O9
6-hydroxy-4',5,7-trinitroflavone
—— 2-(4-fluorophenyl)chroman-4,6-diol 488849-57-6 C15H13FO3
2-(4-fluorophenyl)chroman-4,6-diol
—— 5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromen-3-yl 4-hydroxy-3-aminobenzoate 1355333-50-4 C22H15NO9
5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-4-oxo-4H-chromen-3-yl 4-hydroxy-3-aminobenzoate
—— 5a-(4-methoxyphenyl)-5a,11,11a,12-tetrahydrochromeno[2,3-b]chromene 1383125-34-5 C23H20O3
5a-(4-methoxyphenyl)-5a,11,11a,12-tetrahydrochromeno[2,3-b]chromene
—— epimesquitol-(4β->4)-epioritin-4β-ol hepta-O-methylether diacetate 361380-64-5 C41H44O14
epimesquitol-(4β->4)-epioritin-4β-ol hepta-O-methylether diacetate
—— 1,3-diphenyl-3H-benzo[f]chromene 117922-01-7 C25H18O
1,3-diphenyl-3H-benzo[f]chromene
—— 3,5-Diethoxy-4-methoxy-benzoic acid (2R,3R)-2-(3,4-diethoxy-phenyl)-5,7-diethoxy-chroman-3-yl ester 108907-47-7 C35H44O10
3,5-Diethoxy-4-methoxy-benzoic acid (2R,3R)-2-(3,4-diethoxy-phenyl)-5,7-diethoxy-chroman-3-yl ester