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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
—— Procyanidino-(-)-epicatechin-nonamethylaether 5352-83-0 C39H42O12
Procyanidino-(-)-epicatechin-nonamethylaether
—— (2R,3R)-3,7-dihydroxyflavanone 34198-87-3 C15H12O4
(2R,3R)-3,7-dihydroxyflavanone
—— 2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester 1426900-18-6 C20H17NO4S
2-(2-phenyl-chroman-6-yloxy)-thiazole-5-carboxylic acid methyl ester
—— alpha-L-Mannopyranoside, 2,3-dihydro-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-3-benzofuranyl 6-deoxy- 80373-19-9 C24H30O10
alpha-L-Mannopyranoside, 2,3-dihydro-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-3-benzofuranyl 6-deoxy-
—— 3-hydroxy-8,8-dimethyl-2-phenyl-4H,8H-benzo<1,2-b:5,4-b'>dipyran-4-one 91735-59-0 C20H16O4
3-hydroxy-8,8-dimethyl-2-phenyl-4H,8H-benzo<1,2-b:5,4-b'>dipyran-4-one
—— 5-hydroxy-9-methyl-2-oxo-N-thiobenzoyl-2H,5H-pyrano[3,2-c]chromene-3-carboxamide 1263273-22-8 C21H15NO5S
5-hydroxy-9-methyl-2-oxo-N-thiobenzoyl-2H,5H-pyrano[3,2-c]chromene-3-carboxamide
—— 2-(7-methyl-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid 1426900-66-4 C21H19NO4S
2-(7-methyl-2-o-tolyl-chroman-6-yloxy)-thiazole-5-carboxylic acid
—— 2-(2-Isopropoxy-phenyl)-4-oxo-4H-chromene-7-carboxylic acid 57009-52-6 C19H16O5
2-(2-Isopropoxy-phenyl)-4-oxo-4H-chromene-7-carboxylic acid
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-morpholin-4-ylphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-11-ol 1278523-90-2 C53H53NO5
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-morpholin-4-ylphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-11-ol
—— 2-phenyl-4H-anthra<1,2-b>pyran-4,7,12-trione 100658-18-2 C23H12O4
2-phenyl-4H-anthra<1,2-b>pyran-4,7,12-trione
—— 8-Jod-flavanon 1148-22-7 C15H11IO2
8-Jod-flavanon
—— 6-methoxyflavone-3-carboxylic acid 110375-58-1 C17H12O5
6-methoxyflavone-3-carboxylic acid
—— Phloretin-4'-β-D-glucosid-heptaacetat; 4'-(Tetra-O-acetyl-β-D-glucopyranosyl)-phloretin-triacetat 4232-30-8 C35H38O17
Phloretin-4'-β-D-glucosid-heptaacetat; 4'-(Tetra-O-acetyl-β-D-glucopyranosyl)-phloretin-triacetat
—— 3-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-7,8-dimethoxy-chromen-4-one 112863-90-8 C22H20O9
3-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-7,8-dimethoxy-chromen-4-one
—— 2,3-Diiod-5-hydroxy-2-phenyl-chroman-4-on 5224-59-9 C15H10I2O3
2,3-Diiod-5-hydroxy-2-phenyl-chroman-4-on
—— 4'-(tert-butyldimethylsilyloxy)-3-(4-(tert-butyldimethylsilyloxy)phenyl)-2',6'-dihydroxypropiophenone 2'-O-(2'',3'',5''-tribenzoyl-β-D-ribofuranoside) 1133352-64-3 C53H62O12Si2
4'-(tert-butyldimethylsilyloxy)-3-(4-(tert-butyldimethylsilyloxy)phenyl)-2',6'-dihydroxypropiophenone 2'-O-(2'',3'',5''-tribenzoyl-β-D-ribofuranoside)
—— 5,7,4'-Trihydroxy-flavanon-8-carbaldehyd 2569-70-2 C16H12O6
5,7,4'-Trihydroxy-flavanon-8-carbaldehyd
—— 2-[2-(2,5-difluoro-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid 1426900-55-1 C19H13F2NO4S
2-[2-(2,5-difluoro-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid
—— 3',4',5'-Trimethoxy-7-phenoxy-flavon 3044-59-5 C24H20O6
3',4',5'-Trimethoxy-7-phenoxy-flavon
—— 5-Hydroxy-7-allyloxy-8-allyl-flavon 14965-24-3 C21H18O4
5-Hydroxy-7-allyloxy-8-allyl-flavon
—— 3-O-Acetyl-7,4'-dibenzyloxy-dihydroflavonol 1603-50-5 C31H26O6
3-O-Acetyl-7,4'-dibenzyloxy-dihydroflavonol
—— 4'-O-methoxymethyl-7-O-tosylapigenin 1104802-64-3 C24H20O8S
4'-O-methoxymethyl-7-O-tosylapigenin
—— trans-3,4'-Dihydroxy-3'-methoxy-flavanon-diacetat 6515-27-1 C20H18O7
trans-3,4'-Dihydroxy-3'-methoxy-flavanon-diacetat
—— 6-Chlor-4'-acetoxy-flavon 63046-15-1 C17H11ClO4
6-Chlor-4'-acetoxy-flavon
—— 2-(2,4-Dimethoxy-phenyl)-8-[5-(2,4-dimethoxy-phenyl)-6-(2-hydroxy-4-methoxy-benzoyl)-3-methyl-cyclohex-2-enyl]-5-hydroxy-7-methoxy-3-(3-methoxy-3-methyl-butyl)-chromen-4-one 75629-28-6 C47H52O12
2-(2,4-Dimethoxy-phenyl)-8-[5-(2,4-dimethoxy-phenyl)-6-(2-hydroxy-4-methoxy-benzoyl)-3-methyl-cyclohex-2-enyl]-5-hydroxy-7-methoxy-3-(3-methoxy-3-methyl-butyl)-chromen-4-one
—— 7-[2-(4-Fluoro-phenyl)-2-oxo-ethoxy]-2-phenyl-chromen-4-one 202138-76-9 C23H15FO4
7-[2-(4-Fluoro-phenyl)-2-oxo-ethoxy]-2-phenyl-chromen-4-one
—— 7-decyl-3,2',3',4',6'-pentamethoxyflavone 1354708-27-2 C30H40O7
7-decyl-3,2',3',4',6'-pentamethoxyflavone
—— methyl 2,2,6-tris(4-methoxyphenyl)-9-methoxy-2H-naphtho[1,2-b]pyran-5-carboxylate 540522-52-9 C37H32O7
methyl 2,2,6-tris(4-methoxyphenyl)-9-methoxy-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 5-Methoxy-2-(3,4-dimethoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178366-87-5 C21H22O8
5-Methoxy-2-(3,4-dimethoxyphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— (2-benzo[1,3]dioxol-5-yl-7-hydroxy-3-methoxy-4-oxo-4<i>H</i>-chromen-8-yl)-acetaldehyde-(2,4-dinitro-phenylhydrazone) 123777-82-2 C25H18N4O10
(2-benzo[1,3]dioxol-5-yl-7-hydroxy-3-methoxy-4-oxo-4<i>H</i>-chromen-8-yl)-acetaldehyde-(2,4-dinitro-phenylhydrazone)
—— flavon-3-yl N,N,N',N'-tetraethyldiamidophosphite 881184-17-4 C23H29N2O3P
flavon-3-yl N,N,N',N'-tetraethyldiamidophosphite
—— 2,2,4-Triphenyl-3-(prop-2-en-1-one)-5,6-benzopyran 108139-56-6 C30H24O2
2,2,4-Triphenyl-3-(prop-2-en-1-one)-5,6-benzopyran
—— 6-chloro-2-(naphthalen-1-yl)-3-(phenylselanyl)chromen-4-one 1332698-16-4 C25H15ClO2Se
6-chloro-2-(naphthalen-1-yl)-3-(phenylselanyl)chromen-4-one
—— (Z)-2,2'-Bis-(4-methoxy-phenyl)-[4,4']bichromenylidene 915-88-8 C32H24O4
(Z)-2,2'-Bis-(4-methoxy-phenyl)-[4,4']bichromenylidene
—— 7-methoxymelanoxetin 260063-37-4 C16H12O7
7-methoxymelanoxetin
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-chlorobenzamide 260064-17-3 C23H14ClNO6
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-4-chlorobenzamide
—— 2-[2-(2,6-dimethyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester 1426900-34-6 C22H21NO4S
2-[2-(2,6-dimethyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester
—— 6-Methyl-3,3',4',5'-tetra-O-methyl-myricetin 16807-17-3 C20H20O8
6-Methyl-3,3',4',5'-tetra-O-methyl-myricetin
—— 3-Hydroxy-2-(4-nitro-phenyl)-4-oxo-4H-chromene-6-carboxylic acid 904-09-6 C16H9NO7
3-Hydroxy-2-(4-nitro-phenyl)-4-oxo-4H-chromene-6-carboxylic acid
—— 2,2-Diphenyl-8-methoxy-chroman 1488-30-8 C22H20O2
2,2-Diphenyl-8-methoxy-chroman
—— 6-Chlor-2'-diethylaminoacetoxy-flavon 3428-09-9 C21H20ClNO4
6-Chlor-2'-diethylaminoacetoxy-flavon
—— 8-C-Allyl-quercetin-3.5.3'.4'-tetramethylether 2181-11-5 C22H22O7
8-C-Allyl-quercetin-3.5.3'.4'-tetramethylether
—— 6-Jod-7-hydroxy-flavon 4252-95-3 C15H9IO3
6-Jod-7-hydroxy-flavon
—— 5-Acetoxy-7-allyloxy-flavon 15067-76-2 C20H16O5
5-Acetoxy-7-allyloxy-flavon
—— 3,7,8,3',4'-Pentaacetoxy-flavon 10284-61-4 C25H20O12
3,7,8,3',4'-Pentaacetoxy-flavon
—— 3.7-Dibenzyloxy-5-hydroxy-8-methoxy-flavon 97392-52-4 C30H24O6
3.7-Dibenzyloxy-5-hydroxy-8-methoxy-flavon
—— 6,6-Diphenyl-7-oxahexacyclo[12.12.0.02,11.03,8.017,26.020,25]hexacosa-1(14),2(11),3(8),4,9,12,15,17(26),18,20,22,24-dodecaene 1431215-79-0 C37H24O
6,6-Diphenyl-7-oxahexacyclo[12.12.0.02,11.03,8.017,26.020,25]hexacosa-1(14),2(11),3(8),4,9,12,15,17(26),18,20,22,24-dodecaene
—— 10-(4-Fluorophenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1278523-59-3 C50H47FO4
10-(4-Fluorophenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— 11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-phenylphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane] 1278522-89-6 C56H52O4
11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-phenylphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]
—— 9-methoxy-10-oxo-3-phenyl-4a,10-dihydropyrano[4,3-b]chromene-4-carbaldehyde 1307915-51-0 C20H14O5
9-methoxy-10-oxo-3-phenyl-4a,10-dihydropyrano[4,3-b]chromene-4-carbaldehyde