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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
—— 3'-Acetoxy-3,4'-dimethoxy-flavon 94306-09-9 C19H16O6
3'-Acetoxy-3,4'-dimethoxy-flavon
—— 2-(4-trifluoromethylphenyl)chroman-4,6-diol 488849-35-0 C16H13F3O3
2-(4-trifluoromethylphenyl)chroman-4,6-diol
—— Acetic acid 3,5-diacetoxy-2-(3,4-diacetoxy-phenyl)-4-oxo-7-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-8-yl ester 102607-52-3 C37H36O20
Acetic acid 3,5-diacetoxy-2-(3,4-diacetoxy-phenyl)-4-oxo-7-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-4H-chromen-8-yl ester
—— 9-(2-(4-((((2R,3S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-9H-purin-6-amine 1089147-07-8 C53H48N8O6
9-(2-(4-((((2R,3S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-9H-purin-6-amine
—— quercitrin heptaacetate 19229-45-9 C35H34O18
quercitrin heptaacetate
—— 3'-amino-5,6,4'-trihydroxy-3,7,8-trimethoxy-flavone 1266729-05-8 C18H17NO8
3'-amino-5,6,4'-trihydroxy-3,7,8-trimethoxy-flavone
—— 1278523-98-0 C56H60N2O5
—— 1-(N-β-D-glucotopyranosyl)-4-[3-O-methylene-(7,5,4’-trihydroxy flavonol)]-[1,2,3]-triazole 1469990-07-5 C24H23N3O11
1-(N-β-D-glucotopyranosyl)-4-[3-O-methylene-(7,5,4’-trihydroxy flavonol)]-[1,2,3]-triazole
—— N‐{[(4‐methylphenyl)sulfonyl]oxy}‐2‐(4‐methoxyphenyl)‐2,3‐dihydro‐4H‐chromen‐4‐imine 95319-67-8 C23H21NO5S
N‐{[(4‐methylphenyl)sulfonyl]oxy}‐2‐(4‐methoxyphenyl)‐2,3‐dihydro‐4H‐chromen‐4‐imine
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-bis(2-methylphenyl)spiro[15,20-dioxa-22-thiahexacyclo[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] 1398417-19-0 C58H54O4S
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-bis(2-methylphenyl)spiro[15,20-dioxa-22-thiahexacyclo[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]
—— epiafzelechin-(4β->8)-epicatechin-3-O-gallate 1245386-38-2 C37H30O15
epiafzelechin-(4β->8)-epicatechin-3-O-gallate
—— (2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol hydrochloride 1443752-79-1 C29H31NO4*ClH
(2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol hydrochloride
—— 6-hydroxy-5,7,8-trimethyl-2-phenyl-1-benzopyrylium chloride 121175-24-4 C18H17O2*Cl
6-hydroxy-5,7,8-trimethyl-2-phenyl-1-benzopyrylium chloride
—— 2,3-dihydro-2-(4-methoxyphenyl)-4H-6-methyl-benzopyran-4-one oxime 81976-55-8 C17H17NO3
2,3-dihydro-2-(4-methoxyphenyl)-4H-6-methyl-benzopyran-4-one oxime
—— 2-benzo[1,3]dioxol-5-yl-7-methyl-chromen-4-one 109602-71-3 C17H12O4
2-benzo[1,3]dioxol-5-yl-7-methyl-chromen-4-one
—— 7-phenyl-7H-[1,3]oxathiolo[4,5-f][1]benzopyran-2,9(8H)-dione 1177255-01-4 C16H10O4S
7-phenyl-7H-[1,3]oxathiolo[4,5-f][1]benzopyran-2,9(8H)-dione
—— 1266729-07-0 C18H14O8
—— 6-Chloro-2-(4-methoxy-phenyl)-chroman-4-one oxime 123743-11-3 C16H14ClNO3
6-Chloro-2-(4-methoxy-phenyl)-chroman-4-one oxime
—— 7-Jodflavonolacetat 108896-11-3 C17H11IO4
7-Jodflavonolacetat
—— 3-p-methoxybenzylidene-6-hydroxy-4'-methoxyflavanone 104079-82-5 C24H20O5
3-p-methoxybenzylidene-6-hydroxy-4'-methoxyflavanone
—— 5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-((1S,4R,5S)-4-hydroxy-5-methylcyclohex-2-enyloxy)4H-chromen-4-one 1233039-59-2 C43H38O7
5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-((1S,4R,5S)-4-hydroxy-5-methylcyclohex-2-enyloxy)4H-chromen-4-one
—— 6,7-dibenzyloxy-3',4',5'-trimethoxyflavone 79492-72-1 C32H28O7
6,7-dibenzyloxy-3',4',5'-trimethoxyflavone
—— (2S)-(-)-7-[5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochroman-7-yloxy]heptanoic acid 851776-92-6 C27H32O7
(2S)-(-)-7-[5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochroman-7-yloxy]heptanoic acid
—— 2,3-dihydro-2-(4-methoxyphenyl)-4H-6-methyl-benzopyran-4-one oxime acetate 81976-59-2 C19H19NO4
2,3-dihydro-2-(4-methoxyphenyl)-4H-6-methyl-benzopyran-4-one oxime acetate
—— 7-O-Morpholinocarbonylmethyl-3'-O-cyclopentyldiosmetin 205524-08-9 C27H29NO8
7-O-Morpholinocarbonylmethyl-3'-O-cyclopentyldiosmetin
—— 5-Amino-2-(4-amino)phenyl-8-methoxy-4H-benzopyran-4-one 130599-79-0 C16H14N2O3
5-Amino-2-(4-amino)phenyl-8-methoxy-4H-benzopyran-4-one
—— (2<i>R</i>)-7-methoxy-3<i>t</i>-(toluene-4-sulfonyloxy)-2<i>r</i>-(3,4,5-trimethoxy-phenyl)-chroman 120640-47-3 C26H28O8S
(2<i>R</i>)-7-methoxy-3<i>t</i>-(toluene-4-sulfonyloxy)-2<i>r</i>-(3,4,5-trimethoxy-phenyl)-chroman
—— 2'-Nitro-5'-aminoflavon 57476-51-4 C15H10N2O4
2'-Nitro-5'-aminoflavon
—— 4'-methoxy-4α-(2-hydroxy-5-methylphenyl)flavan 88214-75-9 C23H22O3
4'-methoxy-4α-(2-hydroxy-5-methylphenyl)flavan
—— 8-Amino-6-chlor-flavon 21312-88-9 C15H10ClNO2
8-Amino-6-chlor-flavon
—— (2R,3S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-7,8,5'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[5,8']bichromenyl-3,3',7'-triol 109671-69-4 C37H40O12
(2R,3S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-7,8,5'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[5,8']bichromenyl-3,3',7'-triol
—— [(1S,4Z,13S,14R,17S,19S,22R,24S,25S,27R,30R,31S)-22-acetyloxy-13-benzamido-14,19,25-trihydroxy-20,20,24,32-tetramethyl-3,15,23-trioxo-2,16,28-trioxahexacyclo[17.10.2.117,21.01,27.07,12.024,30]dotriaconta-4,7,9,11,21(32)-pentaen-31-yl] 3-methoxybenzoate 930785-81-2 C50H53NO15
[(1S,4Z,13S,14R,17S,19S,22R,24S,25S,27R,30R,31S)-22-acetyloxy-13-benzamido-14,19,25-trihydroxy-20,20,24,32-tetramethyl-3,15,23-trioxo-2,16,28-trioxahexacyclo[17.10.2.117,21.01,27.07,12.024,30]dotriaconta-4,7,9,11,21(32)-pentaen-31-yl] 3-methoxybenzoate
—— 6-chloro-3-hydroxy-2-phenyl-chromenylium 110062-43-6 C15H10ClO2
6-chloro-3-hydroxy-2-phenyl-chromenylium
—— 3-Benzyloxy-5,3',4'-trimethoxy-flavon 913-71-3 C25H22O6
3-Benzyloxy-5,3',4'-trimethoxy-flavon
—— 5,7,3',4'-Tetramethoxy-3-brom-flavanol-(4) 98883-14-8 C19H21BrO6
5,7,3',4'-Tetramethoxy-3-brom-flavanol-(4)
—— 8-Methyl-myricetin 16807-16-2 C16H12O8
8-Methyl-myricetin
—— (8-Isopropyl-5-methyl-2-phenyl-chroman-6-yl)-methanol 102168-35-4 C20H24O2
(8-Isopropyl-5-methyl-2-phenyl-chroman-6-yl)-methanol
—— 5-Hydroxy-7,2',4'-trimethoxy-6-formyl-3-formylmethyl-flavon 111029-60-8 C21H18O8
5-Hydroxy-7,2',4'-trimethoxy-6-formyl-3-formylmethyl-flavon
—— 7,3',4'-Trimethoxy-4-thioflavon 93876-14-3 C18H16O4S
7,3',4'-Trimethoxy-4-thioflavon
—— 2-(2-fluoro-phenyl)-6-hydroxy-chroman-4-one 488848-32-4 C15H11FO3
2-(2-fluoro-phenyl)-6-hydroxy-chroman-4-one
—— 1262589-88-7 C45H42F4N2O3
—— (2R,3aR,4S,9bS)-2-ethyl-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene-2,8-diol 787622-80-4 C20H22O4
(2R,3aR,4S,9bS)-2-ethyl-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene-2,8-diol
—— 6,8-dichloro-2-(2-methoxy-phenyl)-chroman-4-one 133131-76-7 C16H12Cl2O3
6,8-dichloro-2-(2-methoxy-phenyl)-chroman-4-one
—— Penta-O-methyl-hinokiflavon-dioxim 124162-05-6 C35H30N2O10
Penta-O-methyl-hinokiflavon-dioxim
—— 2-(2,3-dimethoxy-phenyl)-3,7-dimethoxy-chromen-4-one 80710-45-8 C19H18O6
2-(2,3-dimethoxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— (E)-1-(7-hydroxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-phenylprop-2-en-1-one 116625-90-2 C25H22O3
(E)-1-(7-hydroxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-phenylprop-2-en-1-one
—— 7-hydroxy-8-nitro-2-phenyl-chroman-4-one 107915-68-4 C15H11NO5
7-hydroxy-8-nitro-2-phenyl-chroman-4-one
—— Acetic acid 7-acetoxy-2-(4-benzyloxy-phenyl)-4-oxo-chroman-5-yl ester 517892-89-6 C26H22O7
Acetic acid 7-acetoxy-2-(4-benzyloxy-phenyl)-4-oxo-chroman-5-yl ester
—— (R)-6-methoxy-2,4-diphenyl-4H-chromene 1449039-32-0 C22H18O2
(R)-6-methoxy-2,4-diphenyl-4H-chromene
—— Acetic acid 5,7-dichloro-2-phenyl-2,3-dihydro-benzofuran-2-yl ester 98192-46-2 C16H12Cl2O3
Acetic acid 5,7-dichloro-2-phenyl-2,3-dihydro-benzofuran-2-yl ester