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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
—— N-(4-fluoro-phenyl)-3-[2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridin-7-yl]-benzamide 1360906-99-5 C29H23FN2O5
N-(4-fluoro-phenyl)-3-[2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridin-7-yl]-benzamide
—— 7,8-Dimethoxy-3-methylflavon 65893-98-3 C18H16O4
7,8-Dimethoxy-3-methylflavon
—— 8-Bromo-7-butoxy-6-nitro-2-(3,4,5-trimethoxy-phenyl)-chroman-4-one 135879-07-1 C22H24BrNO8
8-Bromo-7-butoxy-6-nitro-2-(3,4,5-trimethoxy-phenyl)-chroman-4-one
—— 4'-Hydroxy-3',5'-dimethyl-flavanon 2525-91-9 C17H16O3
4'-Hydroxy-3',5'-dimethyl-flavanon
—— Pentaethyl-mearusetin 64184-97-0 C26H32O8
Pentaethyl-mearusetin
—— 4H-1-Benzopyran-4-one,5-hydroxy-6,8-dimethoxy-2-[3-methoxy-4-(phenylmethoxy)phenyl]-3-[[(4-methylphenyl)sulfonyl]oxy]-7-(phenylmethoxy)- 176662-24-1 C39H34O11S
4H-1-Benzopyran-4-one,5-hydroxy-6,8-dimethoxy-2-[3-methoxy-4-(phenylmethoxy)phenyl]-3-[[(4-methylphenyl)sulfonyl]oxy]-7-(phenylmethoxy)-
—— 3-((7,7-difluoro-8-oxodecyl)oxy)-2-phenyl-4H-chromen-4-one 1620563-79-2 C25H26F2O5
3-((7,7-difluoro-8-oxodecyl)oxy)-2-phenyl-4H-chromen-4-one
—— (+-)-7-methoxy-6-(4-methoxy-trans(?)-cinnamoyl)-2-(4-methoxy-phenyl)-chroman-4-one 114791-93-4 C27H24O6
(+-)-7-methoxy-6-(4-methoxy-trans(?)-cinnamoyl)-2-(4-methoxy-phenyl)-chroman-4-one
—— 19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5',21-pentamethylspiro[15-oxa-21-azahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane] 1259401-02-9 C48H51NO4
19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5',21-pentamethylspiro[15-oxa-21-azahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane]
—— 3,7-di-O-acetyl-3',4'-di-O-methyl-(+)-fustin 137299-04-8 C21H20O8
3,7-di-O-acetyl-3',4'-di-O-methyl-(+)-fustin
—— 12-[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9,12-tetraoxadodecan-1-ol 916330-95-5 C32H36O10
12-[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9,12-tetraoxadodecan-1-ol
—— 19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,21-dioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane] 1259400-99-1 C47H48O5
19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,21-dioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane]
—— (2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyl-oxy)phenyl)chroman-3-yl 3-((dibenzyloxy)phosphoryl-oxy)benzoate 1338810-08-4 C71H61O12P
(2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyl-oxy)phenyl)chroman-3-yl 3-((dibenzyloxy)phosphoryl-oxy)benzoate
—— 3-hydroxypropyl 9-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1188494-60-1 C32H30O7
3-hydroxypropyl 9-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 2,9-bis-naringenin-7-O-phthalocyaninatocobalt(II) 1202524-80-8 C62H36CoN8O10
2,9-bis-naringenin-7-O-phthalocyaninatocobalt(II)
—— 8-Acetoxymethyl-7-methoxy-2-phenyl-chromen-4-on 94305-97-2 C19H16O5
8-Acetoxymethyl-7-methoxy-2-phenyl-chromen-4-on
—— theaflavin digallate trimer 2 1256244-35-5 C64H46O29
theaflavin digallate trimer 2
—— 4-[2-Methoxy-5-[8-methoxy-13-(4-methoxyphenyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,2'-bicyclo[2.2.1]heptane]-13-yl]phenyl]morpholine 1259401-31-4 C47H45NO6
4-[2-Methoxy-5-[8-methoxy-13-(4-methoxyphenyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,2'-bicyclo[2.2.1]heptane]-13-yl]phenyl]morpholine
—— 13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-8-phenylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane] 1259401-05-2 C51H48O4
13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-8-phenylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]
—— 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-((3aR,6S,7S,7aR)-7-hydroxy-6-methyl-2,2-dinonyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxymethyl)-tetrahydro-pyran-2-yloxy]-chromen-4-one 70189-42-3 C46H66O16
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-((3aR,6S,7S,7aR)-7-hydroxy-6-methyl-2,2-dinonyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxymethyl)-tetrahydro-pyran-2-yloxy]-chromen-4-one
—— Kanzakiflavon-2-diacetat 61005-66-1 C20H14O8
Kanzakiflavon-2-diacetat
—— 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5,6,8-tetramethoxy-chromen-4-one 176662-22-9 C40H36O9
7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5,6,8-tetramethoxy-chromen-4-one
—— 5-Hydroxy-6-dimethylaminomethyl-flavon 67719-96-4 C18H17NO3
5-Hydroxy-6-dimethylaminomethyl-flavon
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(phenyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-73-3 C44H39NO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(phenyl)-1,4,10,13-tetraoxa-7-azatridecane
—— (2R,3S)-trans-3',4'-methylenedioxyflavan-3-ol 1196870-39-9 C16H14O4
(2R,3S)-trans-3',4'-methylenedioxyflavan-3-ol
—— 596829-27-5 C90H76O14
—— Pentamethylphenylchromene 5Ch 1322004-73-8 C32H30O
Pentamethylphenylchromene 5Ch
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-18,18-dimethyl-6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene 1259400-46-8 C39H34O5
8-Methoxy-13,13-bis(4-methoxyphenyl)-18,18-dimethyl-6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene
—— 5-bromo-7,7-bis(4-methoxyphenyl)-1,2-dimethyl-7H-thieno[3,2-f]chromene 868773-81-3 C27H23BrO3S
5-bromo-7,7-bis(4-methoxyphenyl)-1,2-dimethyl-7H-thieno[3,2-f]chromene
—— 2-(3,4-Dimethoxy-phenyl)-8-methoxy-chroman-4-ol 872302-07-3 C18H20O5
2-(3,4-Dimethoxy-phenyl)-8-methoxy-chroman-4-ol
—— 8-amino-2-(2-methoxy-phenyl)-6-methyl-chroman-4-one 112687-48-6 C17H17NO3
8-amino-2-(2-methoxy-phenyl)-6-methyl-chroman-4-one
—— 2-(4-β-D-glucopyranosyloxy-phenyl)-3,5,6,7-tetramethoxy-chromen-4-one 121965-18-2 C25H28O12
2-(4-β-D-glucopyranosyloxy-phenyl)-3,5,6,7-tetramethoxy-chromen-4-one
—— 8-formyl-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 936028-71-6 C18H14O5
8-formyl-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 2-(4-Hydroxy-2,3-dimethoxy-phenyl)-chroman-4-ol 69471-23-4 C17H18O5
2-(4-Hydroxy-2,3-dimethoxy-phenyl)-chroman-4-ol
—— (2R,3S)-2-(3,5-bis-benzyloxy-phenyl)-5,7-dibenzyloxy-chroman-3-ol 1607010-87-6 C43H38O6
(2R,3S)-2-(3,5-bis-benzyloxy-phenyl)-5,7-dibenzyloxy-chroman-3-ol
—— 4-[4-[8-Methoxy-13-(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-13-yl]phenyl]morpholine 1259401-21-2 C49H51NO5
4-[4-[8-Methoxy-13-(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-13-yl]phenyl]morpholine
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,1'-cyclooctane] 1259401-24-5 C44H42O5
8-Methoxy-13,13-bis(4-methoxyphenyl)spiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,1'-cyclooctane]
—— 3,6-Dihydroxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 170234-59-0 C20H20O9
3,6-Dihydroxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 3-((3aR,6S,7S,7aR)-2,2-Diethyl-7-hydroxy-6-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-one 70189-47-8 C26H28O11
3-((3aR,6S,7S,7aR)-2,2-Diethyl-7-hydroxy-6-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-one
—— 5,4'-Dimethyl-7-aethyl-jaceidin 100736-35-4 C22H24O8
5,4'-Dimethyl-7-aethyl-jaceidin
—— 1428646-23-4 C21H15FO4
—— 6-Bromomethyl-2-m-trifluoromethyl-phenylchromone 60402-40-6 C17H10BrF3O2
6-Bromomethyl-2-m-trifluoromethyl-phenylchromone
—— 2',3'-Dichlor-flavanon 92427-11-7 C15H10Cl2O2
2',3'-Dichlor-flavanon
—— (2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 4-(dibenzyloxyphosphoryloxy)benzoate 1338810-03-9 C46H41O17P
(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)-chroman-3-yl 4-(dibenzyloxyphosphoryloxy)benzoate
—— 3-acetoxy-2-(2-acetoxy-phenyl)-6-methyl-chromen-4-one 102001-88-7 C20H16O6
3-acetoxy-2-(2-acetoxy-phenyl)-6-methyl-chromen-4-one
—— (2R,3S)-trans-3',4'-dimethoxy-7-(phenylmethoxy)flavan-3-ol 1196870-47-9 C24H24O5
(2R,3S)-trans-3',4'-dimethoxy-7-(phenylmethoxy)flavan-3-ol
—— (4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-acetic acid hexyl ester 36556-16-8 C23H24O5
(4-oxo-2-phenyl-4<i>H</i>-chromen-7-yloxy)-acetic acid hexyl ester
—— 7-O-Prenyl-6,8-di-C,C-prenylapigenin 68634-27-5 C30H34O5
7-O-Prenyl-6,8-di-C,C-prenylapigenin
—— 2'-benzyloxy-5,6,7,8-tetramethoxyflavone 1350827-42-7 C26H24O7
2'-benzyloxy-5,6,7,8-tetramethoxyflavone
—— 2-(3,4-Bis-benzyloxy-phenyl)-3-hexyl-5-hydroxy-7,8-dimethoxy-chromen-4-one 134082-26-1 C37H38O7
2-(3,4-Bis-benzyloxy-phenyl)-3-hexyl-5-hydroxy-7,8-dimethoxy-chromen-4-one