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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
—— 8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-3,3-diphenylbenzo[f]chromene 1346946-96-0 C35H28O3
8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-3,3-diphenylbenzo[f]chromene
—— 3-Bromo-6-methyl-3-nitro-2-phenyl-chroman-4-one 77821-90-0 C16H12BrNO4
3-Bromo-6-methyl-3-nitro-2-phenyl-chroman-4-one
—— 2-(6-hydroxypyridin-3-yl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-29-0 C16H13N3O4*ClH
2-(6-hydroxypyridin-3-yl)-3-hydroxy-6-[(1-iminoethyl)amino]-4H-1-benzopyran-4-one hydrochloride
—— 1219977-65-7 C16H13FO2
—— Acetic acid 3,5-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-7-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-8-yl ester 85561-91-7 C35H34O18
Acetic acid 3,5-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-7-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-8-yl ester
—— 1-[3-Methyl-7-(Allyloxy)Flavon-8-yl]-3-(3,4,5-Trimethoxy-Phenyl)Propen-1-one 329913-46-4 C31H28O7
1-[3-Methyl-7-(Allyloxy)Flavon-8-yl]-3-(3,4,5-Trimethoxy-Phenyl)Propen-1-one
—— 1092837-32-5 C22H20N2O5
—— 3-hydroxy-2-(4-isopropyl-phenyl)-chroman-4-one 36136-85-3 C18H18O3
3-hydroxy-2-(4-isopropyl-phenyl)-chroman-4-one
—— 6-cyano-(2R)-phenyl-(3S)-camphor(16S,19R)-sulfonylester chromene 1449312-11-1 C26H27NO5S
6-cyano-(2R)-phenyl-(3S)-camphor(16S,19R)-sulfonylester chromene
—— Apigen-4'7-diyl-di(2,3,4,6-tetra-O-acetyl-β-D-glucopranoside) 130999-29-0 C43H46O23
Apigen-4'7-diyl-di(2,3,4,6-tetra-O-acetyl-β-D-glucopranoside)
—— 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-7-morpholino-4H-chromen-4-one 1610737-95-5 C33H29NO5
5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-7-morpholino-4H-chromen-4-one
—— 5-((E)-2-Chloro-2-dimethylamino-vinyl)-2-phenyl-1-oxonia-pyrene 47569-33-5 C25H19ClNO
5-((E)-2-Chloro-2-dimethylamino-vinyl)-2-phenyl-1-oxonia-pyrene
—— 7-Hydroxy-8-chlormethyl-flavon 27500-37-4 C16H11ClO3
7-Hydroxy-8-chlormethyl-flavon
—— 10-(2,4-dimethoxyphenyl)-N,N-difluoro-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-amine 1278523-66-2 C51H49F2NO5
10-(2,4-dimethoxyphenyl)-N,N-difluoro-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-amine
—— 7-O-benzyl-5-O-hexanoylapigenin-4'-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranoside 1145669-53-9 C55H48O13
7-O-benzyl-5-O-hexanoylapigenin-4'-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranoside
—— 3-methyl-2-phenyl-8-((3-(4-(1,3-thiazol-2-ylcarbonyl)piperazin-1-yl)azetidin-1-yl)carbonyl)-4H-chromen-4-one 1252767-83-1 C28H26N4O4S
3-methyl-2-phenyl-8-((3-(4-(1,3-thiazol-2-ylcarbonyl)piperazin-1-yl)azetidin-1-yl)carbonyl)-4H-chromen-4-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(cyclohexanylmethyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-58-4 C45H47NO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(cyclohexanylmethyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-6,7-dimethoxy-4-oxo-4H-chromen-3-yl benzoate 1068580-87-9 C30H32O7Si
2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-6,7-dimethoxy-4-oxo-4H-chromen-3-yl benzoate
—— β-Isorobinin 20310-87-6 C33H40O19
β-Isorobinin
—— 6-(C-β-D-Xylopyranosyl)-chrysin 28526-43-4 C20H18O8
6-(C-β-D-Xylopyranosyl)-chrysin
—— 4'-O-prenylapigenin 76288-53-4 C20H18O5
4'-O-prenylapigenin
—— 2-([1,1′-biphenyl]-4-yl)chroman-4-one 41255-26-9 C21H16O2
2-([1,1′-biphenyl]-4-yl)chroman-4-one
—— (3aS,8bS)-2-(Bis-methylsulfanyl-methylene)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one 117828-39-4 C23H24O6S2
(3aS,8bS)-2-(Bis-methylsulfanyl-methylene)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one
—— 3-hydroxy-3',4',7-trimethoxy-5-(4-methylbenzenesulfonyloxy)flavone 461391-87-7 C25H22O9S
3-hydroxy-3',4',7-trimethoxy-5-(4-methylbenzenesulfonyloxy)flavone
—— 2'-Ethyl-(7,8)-oxazolo-flavon 24045-31-6 C18H13NO3
2'-Ethyl-(7,8)-oxazolo-flavon
—— 3-phenyl-3-(4-morpholinophenyl)-6,7-dimethoxy-12-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1381922-57-1 C41H36F3NO4
3-phenyl-3-(4-morpholinophenyl)-6,7-dimethoxy-12-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 2.3.3.8-Tetrachloro-7-methoxy-flavanon 34187-11-6 C16H10Cl4O3
2.3.3.8-Tetrachloro-7-methoxy-flavanon
—— 3,3-Dichloro-2-hydroxy-2-phenyl-chroman-4-one 30797-39-8 C15H10Cl2O3
3,3-Dichloro-2-hydroxy-2-phenyl-chroman-4-one
—— 10-Hydroxy-3-phenyl-1H-naphtho[2,1-b]pyran-1-one 86247-98-5 C19H12O3
10-Hydroxy-3-phenyl-1H-naphtho[2,1-b]pyran-1-one
—— 3-(2-hydroxy-3-methoxybenzylidene)chroman-2,4-dione 30113-70-3 C17H12O5
3-(2-hydroxy-3-methoxybenzylidene)chroman-2,4-dione
—— 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-<O-α-L-rhamnopyranosyl-(1-4)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid 83332-28-9 C41H48O19
4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-<O-α-L-rhamnopyranosyl-(1-4)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid
—— 2-(dihydrobenzofuran-5-yl)-3-hydroxy-6-amino-4H-1-benzopyran-4-one hydrochloride 1187016-56-3 C17H13NO4*ClH
2-(dihydrobenzofuran-5-yl)-3-hydroxy-6-amino-4H-1-benzopyran-4-one hydrochloride
—— 6-ethyl-7-hydroxy-2-(4-methoxy-phenyl)-chroman-4-one 25922-17-2 C18H18O4
6-ethyl-7-hydroxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 6-Methoxy-2-p-tolyl-benzofuran-3-one 132835-38-2 C16H14O3
6-Methoxy-2-p-tolyl-benzofuran-3-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-methoxybenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-33-5 C46H43NO9
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-methoxybenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 21,21,22-Trimethyl-5,5-bis(4-phenoxyphenyl)-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-22-ol 945425-20-7 C48H38O4
21,21,22-Trimethyl-5,5-bis(4-phenoxyphenyl)-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-22-ol
—— 10-Methoxy-5-(4-methoxyphenyl)-1',1',5',5'-tetramethyl-5-phenylspiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-22,3'-cyclohexane] 945424-82-8 C44H44O3
10-Methoxy-5-(4-methoxyphenyl)-1',1',5',5'-tetramethyl-5-phenylspiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-22,3'-cyclohexane]
—— 6-methoxy-4-(5-oxo-2-phenyl-4,5-dihydro-3<i>H</i>-naphtho[1,8-<i>bc</i>]furan-4-ylmethyl)-benzo[<i>d</i>]isoxazole-7-carboxylic acid methyl ester 32848-48-9 C28H21NO6
6-methoxy-4-(5-oxo-2-phenyl-4,5-dihydro-3<i>H</i>-naphtho[1,8-<i>bc</i>]furan-4-ylmethyl)-benzo[<i>d</i>]isoxazole-7-carboxylic acid methyl ester
—— O<sup>4'</sup>,O<sup>7</sup>-dibutylapigenin 1620790-18-2 C23H26O5
O<sup>4'</sup>,O<sup>7</sup>-dibutylapigenin
—— 5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-morpholin-4-ylphenyl)-N,N-bis(trifluoromethyl)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-amine 1278523-88-8 C55H52F6N2O4
5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-(4-morpholin-4-ylphenyl)-N,N-bis(trifluoromethyl)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-amine
—— 3-Methyl-2-phenyl-1H-pyrano<3,2-h>chinolin-4-on 31490-94-5 C19H13NO2
3-Methyl-2-phenyl-1H-pyrano<3,2-h>chinolin-4-on
—— 7-acetoxy-2-(4-benzyloxy-phenyl)-5-hydroxy-3,6-dimethoxy-chromen-4-one 22697-64-9 C26H22O8
7-acetoxy-2-(4-benzyloxy-phenyl)-5-hydroxy-3,6-dimethoxy-chromen-4-one
—— (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[5-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 34340-20-0 C32H30O16
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[5-acetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
—— 7-(6-Methoxynaphthalen-2-yl)-2,2-diphenylchromene 933067-00-6 C32H24O2
7-(6-Methoxynaphthalen-2-yl)-2,2-diphenylchromene
—— 7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one 61347-97-5 C28H34O15
7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one
—— 2-(4-chloro-phenyl)-6-pyridin-2-ylamino-chromen-4-one 39924-74-8 C20H13ClN2O2
2-(4-chloro-phenyl)-6-pyridin-2-ylamino-chromen-4-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-acetyloxybenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-35-7 C47H43NO10
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-acetyloxybenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 1-[3-Methyl-7-Methoxyflavon-8-yl]-3-(4Cyanophenyl)-Propen-1-one 329913-54-4 C27H19NO4
1-[3-Methyl-7-Methoxyflavon-8-yl]-3-(4Cyanophenyl)-Propen-1-one
—— 4',5,7-trihydroxy-8-(diethylamino)-2-phenyl-4H-chromen-4-one 1424957-91-4 C20H21NO5
4',5,7-trihydroxy-8-(diethylamino)-2-phenyl-4H-chromen-4-one
—— 4',5-dihydroxy-8-C-prenyl-6'',6''-dimethyl-4'',5''-dihydropyrano<2'',3'':7,6>flavone 76288-50-1 C25H26O5
4',5-dihydroxy-8-C-prenyl-6'',6''-dimethyl-4'',5''-dihydropyrano<2'',3'':7,6>flavone