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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
—— 21,22-Dimethoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,23-trioxahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane] 1268817-00-0 C47H48O7
21,22-Dimethoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,20,23-trioxahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]
—— 10,11-Dimethoxy-5-(4-methoxyphenyl)-1',1',5',5',21,21-hexamethyl-5-phenylspiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-22,3'-cyclohexane] 945424-96-4 C47H50O4
10,11-Dimethoxy-5-(4-methoxyphenyl)-1',1',5',5',21,21-hexamethyl-5-phenylspiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-22,3'-cyclohexane]
—— 2-(3,4-Bis-benzyloxy-phenyl)-6,7-dimethoxy-5-octyloxy-chromen-4-one 103777-22-6 C39H42O7
2-(3,4-Bis-benzyloxy-phenyl)-6,7-dimethoxy-5-octyloxy-chromen-4-one
—— Acetic acid 2-(3-acetoxy-4-methoxy-phenyl)-5,7-dimethoxy-6-methoxymethoxy-4-oxo-4H-chromen-3-yl ester 170234-99-8 C24H24O11
Acetic acid 2-(3-acetoxy-4-methoxy-phenyl)-5,7-dimethoxy-6-methoxymethoxy-4-oxo-4H-chromen-3-yl ester
—— (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 906088-78-6 C43H40O16
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
—— 2-(4-methoxyphenyl)-3-hydroxy-6-[(1-iminoethyl-2-hydroxy)amino]-4H-1-benzopyran-4-one hydrochloride 1187087-52-0 C18H16N2O5
2-(4-methoxyphenyl)-3-hydroxy-6-[(1-iminoethyl-2-hydroxy)amino]-4H-1-benzopyran-4-one hydrochloride
—— (2R,3S,4R)-5,7-Dimethoxy-4-(2,4,6-trimethoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-chroman-3-ol 68930-53-0 C29H34O10
(2R,3S,4R)-5,7-Dimethoxy-4-(2,4,6-trimethoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-chroman-3-ol
—— 2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one 742077-67-4 C26H24O8
2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,7,8-trimethoxy-chromen-4-one
—— 2-Isopropyl-4,5-dimethoxy-10,10-dimethyl-3,10,11,12-tetrahydro-2H-1,7,9-trioxa-benzo[de]naphthacen-13-one 207977-05-7 C25H28O6
2-Isopropyl-4,5-dimethoxy-10,10-dimethyl-3,10,11,12-tetrahydro-2H-1,7,9-trioxa-benzo[de]naphthacen-13-one
—— 1449769-19-0 C61H54O28
—— Benzoic acid 5-hydroxy-3-(4-nitro-phenyl)-4-oxo-2-phenyl-4H-chromen-7-yl ester 64194-40-7 C28H17NO7
Benzoic acid 5-hydroxy-3-(4-nitro-phenyl)-4-oxo-2-phenyl-4H-chromen-7-yl ester
—— 2-o-Chlorphenyl-5,6-dimethyl-3-nitro-Δ<sup>3</sup>-chromen 57544-13-5 C17H14ClNO3
2-o-Chlorphenyl-5,6-dimethyl-3-nitro-Δ<sup>3</sup>-chromen
—— (±)-6-(5-(N-(benzyloxycarbonyl)-2-nitrophenylsulfonamido)-pentyl)-2-(3,4,5-tris(benzyloxy)-phenyl)-chroman-3-yl-3,4,5-tris(benzyloxy)benzoate 1214741-43-1 C83H74N2O15S
(±)-6-(5-(N-(benzyloxycarbonyl)-2-nitrophenylsulfonamido)-pentyl)-2-(3,4,5-tris(benzyloxy)-phenyl)-chroman-3-yl-3,4,5-tris(benzyloxy)benzoate
—— [2,6-ditert-butyl-4-(4-oxochromen-2-yl)phenyl] 3,5-ditert-butyl-4-hydroxybenzoate 318989-69-4 C38H46O5
[2,6-ditert-butyl-4-(4-oxochromen-2-yl)phenyl] 3,5-ditert-butyl-4-hydroxybenzoate
—— epicatechin-(4β->8)-epicatechin decaacetate 21179-21-5 C50H46O22
epicatechin-(4β->8)-epicatechin decaacetate
—— 5,2'-dihydroxy-6,8-dimethoxyflavone 72424-26-1 C17H14O6
5,2'-dihydroxy-6,8-dimethoxyflavone
—— 6-n-butyryl-2-phenyl-3-hydroxychromone 173469-77-7 C19H16O4
6-n-butyryl-2-phenyl-3-hydroxychromone
—— epicatechin-(4β,6)-epicatechin-(4β,6)-epicatechin 101401-64-3 C45H38O18
epicatechin-(4β,6)-epicatechin-(4β,6)-epicatechin
—— 9-(2-acetoxy-2-methyl-propionyl)-5-methoxy-2-phenyl-furo[2,3-<i>h</i>]chromen-4-one 70270-47-2 C24H20O7
9-(2-acetoxy-2-methyl-propionyl)-5-methoxy-2-phenyl-furo[2,3-<i>h</i>]chromen-4-one
—— 2',3'-Dihydro-2'-methylfuro(5',4':7,8)-3-methyl-3',4'-dimethoxyflavone 65679-27-8 C21H20O5
2',3'-Dihydro-2'-methylfuro(5',4':7,8)-3-methyl-3',4'-dimethoxyflavone
—— 2-[3-Benzyloxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl]-propionic acid methyl ester 141070-57-7 C27H24O6
2-[3-Benzyloxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl]-propionic acid methyl ester
—— 4'-Benzyloxy-6-hydroxy-3',5,7-trimethoxy-flavon 40984-03-0 C25H22O7
4'-Benzyloxy-6-hydroxy-3',5,7-trimethoxy-flavon
—— 7,7''-Dimethoxy-8,8''-biflavonyloxymethan 66075-36-3 C33H24O8
7,7''-Dimethoxy-8,8''-biflavonyloxymethan
—— 10-Methoxy-5,5,11-tris(4-methoxyphenyl)-21,21,22,22-tetramethyl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaene 945425-10-5 C47H44O5
10-Methoxy-5,5,11-tris(4-methoxyphenyl)-21,21,22,22-tetramethyl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaene
—— 2-phenyl-4-(2,4,6-trimethyl-phenoxy)-chroman 31696-65-8 C24H24O2
2-phenyl-4-(2,4,6-trimethyl-phenoxy)-chroman
—— Batatifolin-tetraacetat 24641-50-7 C24H20O11
Batatifolin-tetraacetat
—— 1106675-26-6 C29H33O18
—— 2-methoxy-2-oxo-(S)-1-phenylethyl 2-[(4-oxo-2-phenyl-4H-chromen-6-yl)amino]-(R)-propanoate 1192308-00-1 C27H23NO6
2-methoxy-2-oxo-(S)-1-phenylethyl 2-[(4-oxo-2-phenyl-4H-chromen-6-yl)amino]-(R)-propanoate
—— 6-((4-fluorophenyl)amino)-2-phenyl-4H-chromen-4-one 1644565-55-8 C21H14FNO2
6-((4-fluorophenyl)amino)-2-phenyl-4H-chromen-4-one
—— 8-[5-(5,7-Dimethoxy-4-oxo-4H-chromen-2-yl)-2-isopropoxy-phenyl]-5,7-diisopropoxy-2-(4-isopropoxy-phenyl)-chromen-4-one 135159-03-4 C44H46O10
8-[5-(5,7-Dimethoxy-4-oxo-4H-chromen-2-yl)-2-isopropoxy-phenyl]-5,7-diisopropoxy-2-(4-isopropoxy-phenyl)-chromen-4-one
—— 1-[4-((2S,3R,4S,5R,6R)-3,5-Dihydroxy-6-hydroxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 67322-29-6 C23H28O11
1-[4-((2S,3R,4S,5R,6R)-3,5-Dihydroxy-6-hydroxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[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 1263318-15-5 C44H45NO3S
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[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
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[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-thiol 1263318-07-5 C44H44O3S2
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[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-thiol
—— {6-[3-(4-Trifluoromethyl-benzyloxy)-benzylsulfanyl]-chroman-2-yl}-acetic acid methyl ester 779199-63-2 C27H25F3O4S
{6-[3-(4-Trifluoromethyl-benzyloxy)-benzylsulfanyl]-chroman-2-yl}-acetic acid methyl ester
—— 2-(m-Chlorophenyl)-6-cyanomethylchromone 60402-38-2 C17H10ClNO2
2-(m-Chlorophenyl)-6-cyanomethylchromone
—— 21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21-phenylspiro[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] 1268817-05-5 C51H48O6
21-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21-phenylspiro[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]
—— morin-d5 1125595-91-6 C15H10O7
morin-d5
—— (R)(+)-7-methyl-2-p-tolylchroman-4-one 1219977-67-9 C17H16O2
(R)(+)-7-methyl-2-p-tolylchroman-4-one
—— (2S,3R)-trans-3-acetoxy-4',6-dimethoxyflavan 1196870-56-0 C19H20O5
(2S,3R)-trans-3-acetoxy-4',6-dimethoxyflavan
—— 8-allyl-6-chloro-flavone 901768-79-4 C18H13ClO2
8-allyl-6-chloro-flavone
—— 2,5-dihydro-10-methoxy-5-(3-(N-methyl-N-(carbomethoxymethyl)aminocarbonyloxy)phenyl)-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239069-73-9 C31H32N2O6
2,5-dihydro-10-methoxy-5-(3-(N-methyl-N-(carbomethoxymethyl)aminocarbonyloxy)phenyl)-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 3',4-Dimethoxy-β-flavanol 67765-52-0 C17H18O4
3',4-Dimethoxy-β-flavanol
—— 2'-hydroxy-5,6,8-trimethoxyflavone 72424-33-0 C18H16O6
2'-hydroxy-5,6,8-trimethoxyflavone
—— 2-Phenyl-2H-chromen-7-ol 67859-09-0 C15H12O2
2-Phenyl-2H-chromen-7-ol
—— 2-(3,4-diethoxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one 743423-04-3 C20H20O6
2-(3,4-diethoxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one
—— 1,3-dimethoxy-6,7-diphenyl-9H-xanthen-9-one 1172141-46-6 C27H20O4
1,3-dimethoxy-6,7-diphenyl-9H-xanthen-9-one
—— 5-hydroxy-2-(4-methoxy-phenyl)-8,8-dimethyl-6-(3-methyl-but-2-enyl)-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 70872-35-4 C26H26O5
5-hydroxy-2-(4-methoxy-phenyl)-8,8-dimethyl-6-(3-methyl-but-2-enyl)-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— 2-o-Chlorphenyl-3,6-dinitro-Δ<sup>3</sup>-chromen 57544-15-7 C15H9ClN2O5
2-o-Chlorphenyl-3,6-dinitro-Δ<sup>3</sup>-chromen
—— 7-butoxy-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-4-one 14620-58-7 C19H18O7
7-butoxy-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-4-one
—— 5-[2-(3,4-dimethoxyphenyl)ethenyl]-3,3-diphenyl-3H-benzo[f]chromene 1161422-22-5 C35H28O3
5-[2-(3,4-dimethoxyphenyl)ethenyl]-3,3-diphenyl-3H-benzo[f]chromene