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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
—— Methoxy-acetic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester 209746-66-7 C30H34O11
Methoxy-acetic acid (2R,3S,4S,5R,6S)-6-[3-allyloxy-2-(3-benzofuran-5-yl-propionyl)-5-methyl-phenoxy]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester
—— 5,7,4’-O,O,O-trimethoxy-8-methylnaringenin 725740-09-0 C19H20O5
5,7,4’-O,O,O-trimethoxy-8-methylnaringenin
—— 5-acetoxy-2-(3,4-diacetoxy-phenyl)-7-methoxy-chroman-4-one 102599-74-6 C22H20O9
5-acetoxy-2-(3,4-diacetoxy-phenyl)-7-methoxy-chroman-4-one
—— 6-Fluor-4'-dimethylamino-flavonol 4257-48-1 C17H14FNO3
6-Fluor-4'-dimethylamino-flavonol
—— 2-[4-[3,9-bis[[tert-butyl(dimethyl)silyl]oxy]-6H-[1]benzothiolo[3,2-c]chromen-6-yl]phenoxy]-N,N-diethylethanamine 188824-55-7 C39H55NO4SSi2
2-[4-[3,9-bis[[tert-butyl(dimethyl)silyl]oxy]-6H-[1]benzothiolo[3,2-c]chromen-6-yl]phenoxy]-N,N-diethylethanamine
—— 4-({[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]amino}sulfonyl)benzoic acid 260063-58-9 C22H15NO9S
4-({[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]amino}sulfonyl)benzoic acid
—— (E)-N-benzyl-3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)acrylamide 1412410-96-8 C27H23NO5
(E)-N-benzyl-3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)acrylamide
—— Acetic acid 4-[(Z)-2'-(4-acetoxy-phenyl)-[4,4']bichromenyliden-2-yl]-phenyl ester 4419-40-3 C34H24O6
Acetic acid 4-[(Z)-2'-(4-acetoxy-phenyl)-[4,4']bichromenyliden-2-yl]-phenyl ester
—— N-(6-tert-Butyl-2,4-diphenyl-2H-chromen-2-yl)-benzamide 5557-55-1 C32H29NO2
N-(6-tert-Butyl-2,4-diphenyl-2H-chromen-2-yl)-benzamide
—— 3-(4-oxo-2-phenylchromen-6-yl)prop-2-enoic acid 50400-58-3 C18H12O4
3-(4-oxo-2-phenylchromen-6-yl)prop-2-enoic acid
—— Acetic acid 8-(4-acetoxy-phenyl)-2,2-dimethyl-10-(3-methyl-but-2-enyl)-6-oxo-2H,6H-pyrano[3,2-g]chromen-5-yl ester 144074-87-3 C29H28O7
Acetic acid 8-(4-acetoxy-phenyl)-2,2-dimethyl-10-(3-methyl-but-2-enyl)-6-oxo-2H,6H-pyrano[3,2-g]chromen-5-yl ester
—— 2-[2-(3-fluoro-phenyl)-chroman-6-yloxy]-thiazole-5-carbonitrile 1426900-25-5 C19H13FN2O2S
2-[2-(3-fluoro-phenyl)-chroman-6-yloxy]-thiazole-5-carbonitrile
—— 4-bromo-5-methoxyflav-3-ene 1233713-59-1 C16H13BrO2
4-bromo-5-methoxyflav-3-ene
—— 7-Acetyloxy-3-methylflavone 93875-99-1 C18H14O4
7-Acetyloxy-3-methylflavone
—— methyl 2-(4-((2S,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)phenoxy)acetate 1451372-63-6 C31H31NO4
methyl 2-(4-((2S,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)phenoxy)acetate
—— 7-((2-chlorobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1254040-71-5 C26H19ClO7
7-((2-chlorobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 2-[2-(3-fluoro-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester 1426900-24-4 C20H16FNO4S
2-[2-(3-fluoro-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester
—— 2-(4-methoxyphenyl)-2-methyl-7-(phenylethynyl)-2,3-dihydrobenzofuran-5-ol 1432504-68-1 C24H20O3
2-(4-methoxyphenyl)-2-methyl-7-(phenylethynyl)-2,3-dihydrobenzofuran-5-ol
—— 2,2-bis(4-methoxyphenyl)-7-(phenylethynyl)-2,3-dihydrobenzofuran-5-ol 1432504-71-6 C30H24O4
2,2-bis(4-methoxyphenyl)-7-(phenylethynyl)-2,3-dihydrobenzofuran-5-ol
—— (2R)-3'-O-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzylflavan-3-one 1390643-81-8 C42H44O6Si
(2R)-3'-O-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzylflavan-3-one
—— 21,21-Difluoro-14,14-bis(4-methoxyphenyl)-9,9,20,22-tetramethyl-15-oxa-20,22-diazahexacyclo[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 1262589-93-4 C39H34F2N2O3
21,21-Difluoro-14,14-bis(4-methoxyphenyl)-9,9,20,22-tetramethyl-15-oxa-20,22-diazahexacyclo[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
—— (3-methyl-4-oxo-2-phenyl-4H-chromen-6-yl)-acetonitrile 107522-59-8 C18H13NO2
(3-methyl-4-oxo-2-phenyl-4H-chromen-6-yl)-acetonitrile
—— 4'-Methoxy-6,8-dimethyl-flavan 98637-73-1 C18H20O2
4'-Methoxy-6,8-dimethyl-flavan
—— 3-(4-Methoxyphenyl)-3,7-dithiophen-2-ylbenzo[f]chromene 211796-91-7 C28H20O2S2
3-(4-Methoxyphenyl)-3,7-dithiophen-2-ylbenzo[f]chromene
—— 2-(4-methoxyphenyl)-7-(4-tetrahydro-1H-1-pyrrolylbutoxy)-4-chromanone 850152-81-7 C24H29NO4
2-(4-methoxyphenyl)-7-(4-tetrahydro-1H-1-pyrrolylbutoxy)-4-chromanone
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-2-naphthalenesulfonamide 260063-44-3 C25H17NO7S
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-2-naphthalenesulfonamide
—— 2-Benzo[1,3]dioxol-5-yl-7-benzyloxy-5,6,8-trimethoxy-chromen-4-one 3353-64-8 C26H22O8
2-Benzo[1,3]dioxol-5-yl-7-benzyloxy-5,6,8-trimethoxy-chromen-4-one
—— 8-Chlor-2'<2-diethylamino-ethoxy>-flavon 3505-74-6 C21H22ClNO3
8-Chlor-2'<2-diethylamino-ethoxy>-flavon
—— 8-Brom-6-fluor-4'-hydroxy-3'-methoxy-flavonol 4257-49-2 C16H10BrFO5
8-Brom-6-fluor-4'-hydroxy-3'-methoxy-flavonol
—— N,N-dibutyl-4-[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]-10-yl]aniline 1278523-53-7 C58H65NO4
N,N-dibutyl-4-[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]-10-yl]aniline
—— 7-O-benzyl-4'-O-methylquercetin-3-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-di-O-acetyl-3-O-benzoyl-β-D-glucopyranoside 862583-24-2 C67H58O22
7-O-benzyl-4'-O-methylquercetin-3-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-di-O-acetyl-3-O-benzoyl-β-D-glucopyranoside
—— Hydroxy-4,5-dimethyl-resorcein 4947-04-0 C26H19NO7
Hydroxy-4,5-dimethyl-resorcein
—— N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-5-(2-pyridinyl)-2-thiophenesulfonamide 260064-03-7 C25H16N2O7S2
N-[2-(Benzo[1,3]dioxol-5-yl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-5-(2-pyridinyl)-2-thiophenesulfonamide
—— 5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-3-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-4H-chromen-4-one 1443276-33-2 C26H28O7
5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-3-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-4H-chromen-4-one
—— Hexa-O-methyl-8-methyl-myricetin 16807-15-1 C22H24O8
Hexa-O-methyl-8-methyl-myricetin
—— 4-Brom-3',4'-dimethoxy-6-methyl-flavan 16820-99-8 C18H19BrO3
4-Brom-3',4'-dimethoxy-6-methyl-flavan
—— 2.3.3a.10b-Tetrahydro-2.2.3.3-tetraphenyl-1H-naphtho<2.3-b>cyclopenta<d>furan 5503-60-6 C39H30O
2.3.3a.10b-Tetrahydro-2.2.3.3-tetraphenyl-1H-naphtho<2.3-b>cyclopenta<d>furan
—— 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5,8-trimethoxy-chromen-4-one 20972-75-2 C39H34O8
7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5,8-trimethoxy-chromen-4-one
—— 2652-23-5 C28H24O8
—— 3,5,3'-Triacetoxy-7,4'-diallyloxy-flavon 2536-65-4 C27H24O10
3,5,3'-Triacetoxy-7,4'-diallyloxy-flavon
—— 3',6'-Dihydroxy-5,7,4'-trimethoxy-flavon 1621-81-4 C18H16O7
3',6'-Dihydroxy-5,7,4'-trimethoxy-flavon
—— 8-[2,3-Dihydroxy-5-(7-hydroxy-4-oxo-4H-chromen-2-yl)-phenyl]-7-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one 98568-77-5 C30H18O11
8-[2,3-Dihydroxy-5-(7-hydroxy-4-oxo-4H-chromen-2-yl)-phenyl]-7-hydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one
—— N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-1,2,3,4-tetrahydro-7-isoquinolinesulfonamide 260063-59-0 C24H20N2O7S
N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-1,2,3,4-tetrahydro-7-isoquinolinesulfonamide
—— 2-(4-Chlorophenyl)-3-(2-ethoxyethyl)-2-phenylchromene 1228299-42-0 C25H23ClO2
2-(4-Chlorophenyl)-3-(2-ethoxyethyl)-2-phenylchromene
—— Acetic acid (2R,3R,4R,5R,6S)-3,4,5-trimethoxy-6-{5-methoxy-4-oxo-2-[4-((2S,3R,4R,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-4H-chromen-7-yloxy}-tetrahydro-pyran-2-ylmethyl ester 95690-55-4 C37H48O16
Acetic acid (2R,3R,4R,5R,6S)-3,4,5-trimethoxy-6-{5-methoxy-4-oxo-2-[4-((2S,3R,4R,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-4H-chromen-7-yloxy}-tetrahydro-pyran-2-ylmethyl ester
—— 2-(4-Benzyloxy-phenyl)-6-chloro-3-hydroxy-chromen-4-one 111391-52-7 C22H15ClO4
2-(4-Benzyloxy-phenyl)-6-chloro-3-hydroxy-chromen-4-one
—— 3,3'-Diacetoxy-6-methyl-flavon 2754-79-2 C20H16O6
3,3'-Diacetoxy-6-methyl-flavon
—— 5-Acetoxy-2',7,8-trimethoxy-flavon 1172-16-3 C20H18O7
5-Acetoxy-2',7,8-trimethoxy-flavon
—— 2-(4-hydroxyphenyl)-2H-chromene-2,5,7-triol 83616-04-0 C15H12O5
2-(4-hydroxyphenyl)-2H-chromene-2,5,7-triol
—— (2R,3S)-3'-O-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzylcatechin 1390643-78-3 C42H46O6Si
(2R,3S)-3'-O-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzylcatechin