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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
—— 1039825-61-0 C23H18O10
—— (2S,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol 357409-18-8 C43H38O6
(2S,3R)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol
—— 3',4'-dibenzyloxy-5,6,7,8-tetramethoxyflavanone 938041-80-6 C33H32O8
3',4'-dibenzyloxy-5,6,7,8-tetramethoxyflavanone
—— 3,3-bis-(4-methoxyphenyl)-6,11-difluoro-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran 942154-86-1 C36H28F2O3
3,3-bis-(4-methoxyphenyl)-6,11-difluoro-13,13-dimethyl-3H,13H-indeno[2,1-f]naphtho[1,2-b]pyran
—— 2-(4-Hydroxybenzoyl)-3-methyl-7-phenyl-5H-furo<3,2-g><1>benzopyran-5-one 108142-00-3 C25H16O5
2-(4-Hydroxybenzoyl)-3-methyl-7-phenyl-5H-furo<3,2-g><1>benzopyran-5-one
—— 1106675-21-1 C27H29O17
—— 2-(4-methoxy-phenyl)-6-methyl-chroman-3,4-diol 1481-81-8 C17H18O4
2-(4-methoxy-phenyl)-6-methyl-chroman-3,4-diol
—— (E)-3-(4-Methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6S)-6-[5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-3,4,5-trimethoxy-tetrahydro-pyran-2-ylmethyl ester 64656-91-3 C37H40O13
(E)-3-(4-Methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6S)-6-[5,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-3,4,5-trimethoxy-tetrahydro-pyran-2-ylmethyl ester
—— Acetic acid (R)-2-hydroxy-1-((S)-5-methoxy-4-oxo-2-phenyl-8,9-dihydro-4H-furo[2,3-h]chromen-9-yl)-2-methyl-propyl ester 70270-41-6 C24H24O7
Acetic acid (R)-2-hydroxy-1-((S)-5-methoxy-4-oxo-2-phenyl-8,9-dihydro-4H-furo[2,3-h]chromen-9-yl)-2-methyl-propyl ester
—— (S)-2-(biphenyl-4-yl)chroman-4-one 1315334-81-6 C21H16O2
(S)-2-(biphenyl-4-yl)chroman-4-one
—— 4'β-benzylthioprocyanidin B-1 99297-45-7 C37H32O12S
4'β-benzylthioprocyanidin B-1
—— 3-(allyloxy)-7-methoxy-2-phenyl-4H-chromen-4-one 1233689-17-2 C19H16O4
3-(allyloxy)-7-methoxy-2-phenyl-4H-chromen-4-one
—— 2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-[3-(2-propynyloxy)phenyl]-1H-[1]benzopyrano[3,4-f]quinoline 239067-61-9 C29H27NO3
2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-[3-(2-propynyloxy)phenyl]-1H-[1]benzopyrano[3,4-f]quinoline
—— 1-(N-β-D-glucotopyranosyl)-4-[3-O-methylene-(7-methoxy-5,4’-dihydroxyl flavonol)]-[1,2,3]-triazole 1469990-09-7 C25H25N3O11
1-(N-β-D-glucotopyranosyl)-4-[3-O-methylene-(7-methoxy-5,4’-dihydroxyl flavonol)]-[1,2,3]-triazole
—— 2-(4-methoxyphenyl)-6-nitro-2H-chromene 1133728-85-4 C16H13NO4
2-(4-methoxyphenyl)-6-nitro-2H-chromene
—— 1106675-23-3 C27H29O17
—— 6-C-β-(2''-O-β-glucopyranosylglucopyranosyl)-7-O-methylapigeninidin 1144076-85-6 C28H33O14*Cl
6-C-β-(2''-O-β-glucopyranosylglucopyranosyl)-7-O-methylapigeninidin
—— 4H-1-Benzopyran-4-one,3,5-dihydroxy-6,8-dimethoxy-2-[3-methoxy-4-(phenylmethoxy)phenyl]-7-(phenylmethoxy)- 176662-29-6 C32H28O9
4H-1-Benzopyran-4-one,3,5-dihydroxy-6,8-dimethoxy-2-[3-methoxy-4-(phenylmethoxy)phenyl]-7-(phenylmethoxy)-
—— Desmethyltachrosin 42344-92-3 C21H16O6
Desmethyltachrosin
—— Tert-butyl 4'-[4-(diethylcarbamoyl)-2-(methoxymethoxy)phenyl]-6'-fluorospiro[azepane-4,2'-chromene]-1-carboxylate 911229-73-7 C32H41FN2O6
Tert-butyl 4'-[4-(diethylcarbamoyl)-2-(methoxymethoxy)phenyl]-6'-fluorospiro[azepane-4,2'-chromene]-1-carboxylate
—— 2'-Hydroxy-7-methoxy-5'-nitroflavon 59495-99-7 C16H11NO6
2'-Hydroxy-7-methoxy-5'-nitroflavon
—— 5-Hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-chroman-4-one 67322-16-1 C23H26O11
5-Hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-chroman-4-one
—— 927884-84-2 C17H9BrClF3O2
—— 6-Fluoro-4'-nitroflavone 213894-82-7 C15H8FNO4
6-Fluoro-4'-nitroflavone
—— 3,4-dihydro-2,2-bis(4-methoxyphenyl)-2H-naphtho<1,2-b>pyran-4-ol acetate 218432-79-2 C29H26O5
3,4-dihydro-2,2-bis(4-methoxyphenyl)-2H-naphtho<1,2-b>pyran-4-ol acetate
—— 64287-31-6 C23H22N2O3S
—— 2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-octyloxy-chromen-4-one 103777-12-4 C39H42O7
2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-octyloxy-chromen-4-one
—— 21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5',21-pentamethylspiro[15,20,22-trioxahexacyclo[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] 1268817-06-6 C46H46O6
21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5',21-pentamethylspiro[15,20,22-trioxahexacyclo[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]
—— 2-(4-benzyloxy-2,3-dimethoxy-phenyl)-chroman-4-one 69471-16-5 C24H22O5
2-(4-benzyloxy-2,3-dimethoxy-phenyl)-chroman-4-one
—— 2,2'-((4-(7-(carboxymethoxy)-5-hydroxy-4-oxo-4H-chromen-2-yl)-1,2-phenylene)bis(oxy))diacetic acid 501445-13-2 C21H16O12
2,2'-((4-(7-(carboxymethoxy)-5-hydroxy-4-oxo-4H-chromen-2-yl)-1,2-phenylene)bis(oxy))diacetic acid
—— 5,7-Dihydroxy-4'-methoxy-3',5'-dibenzyloxyflavon 71706-61-1 C30H24O8
5,7-Dihydroxy-4'-methoxy-3',5'-dibenzyloxyflavon
—— 8-bromo-2-(2-methoxyphenyl)-6-methylchromen-4-one 134640-63-4 C17H13BrO3
8-bromo-2-(2-methoxyphenyl)-6-methylchromen-4-one
—— 2'-Hydroxy-5'-nitroflavon 57136-50-2 C15H9NO5
2'-Hydroxy-5'-nitroflavon
—— (2S,3S,4a'S,10a'R)-6,7,7',9'-tetrahydroxy-2'-oxo-4-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-2',3',4a',10a'-tetrahydro-3H,10'H-spiro[benzofuran-2,4'-pyrano[3,2-b]chromene]-3-carboxylic acid 1456524-41-6 C29H24O14
(2S,3S,4a'S,10a'R)-6,7,7',9'-tetrahydroxy-2'-oxo-4-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-2',3',4a',10a'-tetrahydro-3H,10'H-spiro[benzofuran-2,4'-pyrano[3,2-b]chromene]-3-carboxylic acid
—— 4H-1-Benzopyran-4-one,5-hydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-7-(phenylmethoxy)- 176662-33-2 C26H24O8
4H-1-Benzopyran-4-one,5-hydroxy-3,6,8-trimethoxy-2-(4-methoxyphenyl)-7-(phenylmethoxy)-
—— 3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)-N-(2-propenyl)benzenamine 239067-85-7 C29H30N2O2
3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)-N-(2-propenyl)benzenamine
—— 1362479-55-7 C29H25NO5
—— 1-[N-(2,3,4,6-Tetra-O-acetyl-β-D-glucotopyranosyl)]-4-[3-O-methylene-(7-methoxy-5,4’-dihydroxy flavonol)]-[1,2,3]-triazole 1469990-00-8 C33H33N3O15
1-[N-(2,3,4,6-Tetra-O-acetyl-β-D-glucotopyranosyl)]-4-[3-O-methylene-(7-methoxy-5,4’-dihydroxy flavonol)]-[1,2,3]-triazole
—— 5,7-dimethoxymethoxy-3',4'-methylenedioxy-8-(3,3-dimethylallyl)-flavanone 1075171-41-3 C25H28O8
5,7-dimethoxymethoxy-3',4'-methylenedioxy-8-(3,3-dimethylallyl)-flavanone
—— (2S,3R,4R)-7-(benzoxy)-2-(4-(benzoxy)phenyl)-4-(3-dodecanoyl-2,4,6-trimethoxyphenyl)chroman-3-yl acetate 888026-46-8 C52H60O9
(2S,3R,4R)-7-(benzoxy)-2-(4-(benzoxy)phenyl)-4-(3-dodecanoyl-2,4,6-trimethoxyphenyl)chroman-3-yl acetate
—— 6-n-butyryl-2-phenyl-3-benzyloxychromone 173469-80-2 C26H22O4
6-n-butyryl-2-phenyl-3-benzyloxychromone
—— 4-oxo-2-phenyl-4H-chromene-3,6-diyl dibenzoate 1244966-60-6 C29H18O6
4-oxo-2-phenyl-4H-chromene-3,6-diyl dibenzoate
—— 2-(4-fluorophenyl)-7,8-dimethoxy-4H-chromen-4-one 1254973-37-9 C17H13FO4
2-(4-fluorophenyl)-7,8-dimethoxy-4H-chromen-4-one
—— 5,8-dihydroxy-3-methoxy-2-phenyl-chromen-4-one 859050-47-8 C16H12O5
5,8-dihydroxy-3-methoxy-2-phenyl-chromen-4-one
—— (8S)-5-[(3-methoxy-3-methylazetidin-1-yl)carbonyl]-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole 1046469-07-1 C25H29N3O3
(8S)-5-[(3-methoxy-3-methylazetidin-1-yl)carbonyl]-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole
—— 3-bromo-3-chloro-2-(4-methoxy-phenyl)-chroman-4-one 101422-63-3 C16H12BrClO3
3-bromo-3-chloro-2-(4-methoxy-phenyl)-chroman-4-one
—— (+/-)-<i>trans</i>-2-(4-Methoxy-phenyl)-6-methyl-chroman-3-ol 964-48-7 C17H18O3
(+/-)-<i>trans</i>-2-(4-Methoxy-phenyl)-6-methyl-chroman-3-ol
—— 1608504-41-1 C50H48O7
—— 68178-65-4 C57H52O22S
—— 2-(4-methoxy-phenyl)-3-nicotinoyl-chromen-4-one 65485-31-6 C22H15NO4
2-(4-methoxy-phenyl)-3-nicotinoyl-chromen-4-one