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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
—— 4-(3-(sec-butyl)-8-oxo-2-(2,4,5-trimethoxyphenyl)-3,8-dihydrochromeno[6,7-d]imidazol-6-yl)benzamide 1311277-00-5 C30H29N3O6
4-(3-(sec-butyl)-8-oxo-2-(2,4,5-trimethoxyphenyl)-3,8-dihydrochromeno[6,7-d]imidazol-6-yl)benzamide
—— 8,8''-biluteolin octamethyl ether 52222-83-0 C38H34O12
8,8''-biluteolin octamethyl ether
—— (E)-2-(4-bromophenyl)-3-(piperidin-1-ylmethylene)chroman-4-one 1268459-98-8 C21H20BrNO2
(E)-2-(4-bromophenyl)-3-(piperidin-1-ylmethylene)chroman-4-one
—— Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-{3-acetoxy-4-[(E)-3-(4-acetoxy-phenyl)-acryloyl]-phenoxy}-2-acetoxymethyl-5-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 67345-20-4 C43H48O21
Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-{3-acetoxy-4-[(E)-3-(4-acetoxy-phenyl)-acryloyl]-phenoxy}-2-acetoxymethyl-5-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— 7,7''-Dimethoxy-3,3''-biflavonyloxymethan 24532-02-3 C33H24O8
7,7''-Dimethoxy-3,3''-biflavonyloxymethan
—— 1106675-25-5 C29H33O18
—— quercetin-4'-Cl 952194-51-3 C15H9ClO6
quercetin-4'-Cl
—— (2R,3S)-3,5,6,7,3',4'-hexahydroxy-8-methylflavan 917567-27-2 C16H16O7
(2R,3S)-3,5,6,7,3',4'-hexahydroxy-8-methylflavan
—— 2-(3-(((2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-4,5-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium 1106675-28-8 C27H29O18
2-(3-(((2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-4,5-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium
—— 5-(4-(benzyloxy)phenyl)-2-(4-chlorophenyl)-6-[(E)-3-(4-chlorophenyl)acryloyl]-7-methylchroman-4-one 1365935-44-9 C38H28Cl2O4
5-(4-(benzyloxy)phenyl)-2-(4-chlorophenyl)-6-[(E)-3-(4-chlorophenyl)acryloyl]-7-methylchroman-4-one
—— 7-hydroxy-8-methyl-2',4'-dimethoxyflavanone 1355027-42-7 C18H18O5
7-hydroxy-8-methyl-2',4'-dimethoxyflavanone
—— 2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(4-fluorophenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239069-19-3 C26H24FNO3
2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(4-fluorophenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 37064-36-1 C26H28O6S
—— 3-Methoxy-2-phenyl-6-propionyl-chromen-4-one 141070-46-4 C19H16O4
3-Methoxy-2-phenyl-6-propionyl-chromen-4-one
—— 5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-6-propyl-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178367-01-6 C25H30O8
5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-6-propyl-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— (2R,3S)-8-carboxylic acid 5,6,7,3',4'-pentahydroxyflavan-3-ol 917567-25-0 C16H14O9
(2R,3S)-8-carboxylic acid 5,6,7,3',4'-pentahydroxyflavan-3-ol
—— [(1S,13R,21S)-6,9,17,19-tetramethoxy-5,13-bis(4-methoxyphenyl)-7-oxo-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,5,8,10,15(20),16,18-heptaen-21-yl] acetate 82001-40-9 C38H34O12
[(1S,13R,21S)-6,9,17,19-tetramethoxy-5,13-bis(4-methoxyphenyl)-7-oxo-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,5,8,10,15(20),16,18-heptaen-21-yl] acetate
—— 4H-1-Benzopyran-4-one,2-(3,4-dimethoxyphenyl)-5-hydroxy-3-methoxy-7-(phenylmethoxy)- 62506-93-8 C25H22O7
4H-1-Benzopyran-4-one,2-(3,4-dimethoxyphenyl)-5-hydroxy-3-methoxy-7-(phenylmethoxy)-
—— 2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-7,8-dimethoxy-3-methyl-chromen-4-one 134082-24-9 C32H28O7
2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-7,8-dimethoxy-3-methyl-chromen-4-one
—— (S)-5-((1H-indol-3-yl)methyl)-3-acetyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one 1402841-98-8 C29H22N4O4
(S)-5-((1H-indol-3-yl)methyl)-3-acetyl-1-(4-oxo-2-phenyl-4H-chromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-one
—— (2S,3R,4R)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate 888026-49-1 C57H62O9S
(2S,3R,4R)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate
—— 7,3',4'-Tribenzyloxy-5,6,8-trimethoxyflavon 63624-85-1 C39H34O8
7,3',4'-Tribenzyloxy-5,6,8-trimethoxyflavon
—— Fasciculin-B-pentaacetat 62897-45-4 C34H26O15
Fasciculin-B-pentaacetat
—— 2-(3,4-Bis-benzyloxy-phenyl)-5-dodecyloxy-6,7-dimethoxy-chromen-4-one 103777-24-8 C43H50O7
2-(3,4-Bis-benzyloxy-phenyl)-5-dodecyloxy-6,7-dimethoxy-chromen-4-one
—— 3-Benzyloxy-5,6-dihydroxy-4'-methoxyflavon 5928-40-5 C23H18O6
3-Benzyloxy-5,6-dihydroxy-4'-methoxyflavon
—— 4-[4-[11-(2,4-Dimethoxyphenyl)-10-methoxy-21,21,22,22-tetramethyl-5-phenyl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-5-yl]phenyl]morpholine 945425-16-1 C50H49NO5
4-[4-[11-(2,4-Dimethoxyphenyl)-10-methoxy-21,21,22,22-tetramethyl-5-phenyl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-5-yl]phenyl]morpholine
—— (2R,3S,8S,9S,10R)-2,3-trans-8,9-cis-9,10-cis-3,9-diacetoxy-2,8-bis(3,4-dimethoxyphenyl)-10-(2,4-dimethoxyphenyl)-5-methoxy-3,4,9,10-tetrahydro-2H,8H-benzo<1,2-b; 3,4-b'>dipyran 104079-73-4 C41H44O13
(2R,3S,8S,9S,10R)-2,3-trans-8,9-cis-9,10-cis-3,9-diacetoxy-2,8-bis(3,4-dimethoxyphenyl)-10-(2,4-dimethoxyphenyl)-5-methoxy-3,4,9,10-tetrahydro-2H,8H-benzo<1,2-b; 3,4-b'>dipyran
—— 3-Benzyloxy-6-propionyl-2-p-tolyl-chromen-4-one 141070-51-1 C26H22O4
3-Benzyloxy-6-propionyl-2-p-tolyl-chromen-4-one
—— 2-(3-Benzyloxy-4-oxo-2-p-tolyl-4H-chromen-6-yl)-propionic acid 141070-67-9 C26H22O5
2-(3-Benzyloxy-4-oxo-2-p-tolyl-4H-chromen-6-yl)-propionic acid
—— 8-formyl-7-methoxy-2-phenyl-4H-1-benzopyran-4-one 63790-45-4 C17H12O4
8-formyl-7-methoxy-2-phenyl-4H-1-benzopyran-4-one
—— 2-(3,4-Bis-benzyloxy-phenyl)-6-dodecyloxy-5,7-dimethoxy-chromen-4-one 103777-14-6 C43H50O7
2-(3,4-Bis-benzyloxy-phenyl)-6-dodecyloxy-5,7-dimethoxy-chromen-4-one
—— (9,11-dichloro-6b,12a-dihydroacenaphthyleno[2,1-b][1,4]benzoxazin-12-yl)-(4-nitrophenyl)methanone 90368-49-3 C25H14Cl2N2O4
(9,11-dichloro-6b,12a-dihydroacenaphthyleno[2,1-b][1,4]benzoxazin-12-yl)-(4-nitrophenyl)methanone
—— 7,8-Ethylendihydroxy-flavonon 53324-47-3 C17H12O4
7,8-Ethylendihydroxy-flavonon
—— 5,7-diacetoxy-3-methoxyflavone 6697-65-0 C20H16O7
5,7-diacetoxy-3-methoxyflavone
—— 4',7-Di-MeO-2,3-trans-dihydroflavonol 197631-71-3 C17H16O5
4',7-Di-MeO-2,3-trans-dihydroflavonol
—— brosimine B 271770-94-6 C20H22O3
brosimine B
—— 3',5,7-trimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone 1075171-44-6 C26H32O8
3',5,7-trimethoxymethoxy-8-(3,3-dimethylallyl)-flavanone
—— 2-(4-benzyloxy-3-methoxy-phenyl)-5,7,8-trihydroxy-3-methoxy-chromen-4-one 742091-40-3 C24H20O8
2-(4-benzyloxy-3-methoxy-phenyl)-5,7,8-trihydroxy-3-methoxy-chromen-4-one
—— 5,6-Dimethyl-peltogynin-trimethylether 72947-71-8 C21H20O8
5,6-Dimethyl-peltogynin-trimethylether
—— Acetic acid 4-{4-[(E)-2-(4-acetoxy-phenyl)-vinyl]-7-methoxy-chroman-2-yl}-phenyl ester 63524-16-3 C28H26O6
Acetic acid 4-{4-[(E)-2-(4-acetoxy-phenyl)-vinyl]-7-methoxy-chroman-2-yl}-phenyl ester
—— 7,8-Dihydroxy-3-methylflavon 65893-97-2 C16H12O4
7,8-Dihydroxy-3-methylflavon
—— 2-(2-iodophenyl)-4H-benzo[h]chromen-4-one 1621629-16-0 C19H11IO2
2-(2-iodophenyl)-4H-benzo[h]chromen-4-one
—— Acetic acid (2R,3S)-3-acetoxy-2-(3,4-diacetoxy-phenyl)-7-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-chroman-5-yl ester 65597-48-0 C37H40O19
Acetic acid (2R,3S)-3-acetoxy-2-(3,4-diacetoxy-phenyl)-7-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-chroman-5-yl ester
—— rel-Methyl (2R,3S,4R,5R)-2-(4-bromophenyl)-2,3,4,5-tetrahydro-5-hydroxy-6,8-dimethoxy-10-oxo-3-phenyl-2,5-methanooxepino[3,2-c]pyridine-4-carboxylate 2448218-17-3 C26H22BrNO7
rel-Methyl (2R,3S,4R,5R)-2-(4-bromophenyl)-2,3,4,5-tetrahydro-5-hydroxy-6,8-dimethoxy-10-oxo-3-phenyl-2,5-methanooxepino[3,2-c]pyridine-4-carboxylate
—— 1333408-72-2 C26H18F2O4
—— (-)-robinetinidol tetra-O-methyl ether acetate 63783-75-5 C21H24O7
(-)-robinetinidol tetra-O-methyl ether acetate
—— 5,7-dimethoxy-3-hydroxy-2-(3-hydroxyphenyl)-4H-chromen-4-one 103392-96-7 C17H14O6
5,7-dimethoxy-3-hydroxy-2-(3-hydroxyphenyl)-4H-chromen-4-one
—— (8S)-8-(4-fluorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide hydrochloride 917957-10-9 C21H22FN3O2*ClH
(8S)-8-(4-fluorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide hydrochloride
—— (2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one 1365537-64-9 C32H30O7
(2R)-5-benzyloxy-2-(4-benzyloxy-3-methoxyphenyl)-7-methoxymethoxychroman-3-one
—— 6-((2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4-oxo-4H-chromen-7-yl)oxy)hexyl nitrate 1443679-19-3 C34H29NO9
6-((2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-4-oxo-4H-chromen-7-yl)oxy)hexyl nitrate