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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
—— 1193688-46-8 C45H36O18
—— (2R,3R,4R,8S,14R,15R)-4-((2R,3S)-6-bromo-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)-2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-2H,14H-8,14-methanobenzo[7,8][1,3]dioxocino[4,5-h]chromene-3,5,11,13,15-pentaol 100068-27-7 C45H35BrO18
(2R,3R,4R,8S,14R,15R)-4-((2R,3S)-6-bromo-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-8-yl)-2,8-bis(3,4-dihydroxyphenyl)-3,4-dihydro-2H,14H-8,14-methanobenzo[7,8][1,3]dioxocino[4,5-h]chromene-3,5,11,13,15-pentaol
—— 6-Methyl-3',4'-methylendioxy-flavanon 56414-13-2 C17H14O4
6-Methyl-3',4'-methylendioxy-flavanon
—— 2,8-bis(2-hydroxyphenyl)-4H,6H-pyrano[3,2-g]chromene-4,6-dione 1609404-68-3 C24H14O6
2,8-bis(2-hydroxyphenyl)-4H,6H-pyrano[3,2-g]chromene-4,6-dione
—— 3,5,7-trihydroxy-2-(3,4,5-trihydroxy-phenyl)-chromenylium, chloride-monohydrate 6020-46-8 C15H11O7*Cl*H2O
3,5,7-trihydroxy-2-(3,4,5-trihydroxy-phenyl)-chromenylium, chloride-monohydrate
—— (2R,3S,4S,2'R,3'S,2''R,3''S,4''R)-2,2''-Bis-(3,4-dihydroxy-phenyl)-2'-(3-hydroxy-4-methoxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';8',4'']terchromene-3,7,3',5',7',3'',7''-heptaol 182511-63-3 C46H40O16
(2R,3S,4S,2'R,3'S,2''R,3''S,4''R)-2,2''-Bis-(3,4-dihydroxy-phenyl)-2'-(3-hydroxy-4-methoxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';8',4'']terchromene-3,7,3',5',7',3'',7''-heptaol
—— 2-((2R,3S,4R)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-hydroxychroman-4-yl)benzene-1,3,5-triol 1242246-46-3 C49H42O9
2-((2R,3S,4R)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-3-hydroxychroman-4-yl)benzene-1,3,5-triol
—— SERBA-2 533884-08-1 C18H18O3
SERBA-2
—— 5-fluoro-4-methyl-2-[4-[(2S)-2-[(3R)-3-methylpyrrolidin-1-yl]propoxy]phenyl]-7-(oxan-2-yloxy)-3-[4-(oxan-2-yloxy)phenyl]-2,3-dihydrochromen-4-ol 1443773-87-2 C40H50FNO7
5-fluoro-4-methyl-2-[4-[(2S)-2-[(3R)-3-methylpyrrolidin-1-yl]propoxy]phenyl]-7-(oxan-2-yloxy)-3-[4-(oxan-2-yloxy)phenyl]-2,3-dihydrochromen-4-ol
—— 3,7-diacetoxy-2-(3,4,5-triacetoxy-phenyl)-chromen-4-one 73489-98-2 C25H20O12
3,7-diacetoxy-2-(3,4,5-triacetoxy-phenyl)-chromen-4-one
—— 7,3',4'-Trihydroxy-4-phenyl-5,2'-oxido-coumarin 38975-88-1 C15H8O6
7,3',4'-Trihydroxy-4-phenyl-5,2'-oxido-coumarin
—— 2-(3,4-Dimethoxy-phenyl)-3,5-dimethoxy-7-((3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-4-one 56324-51-7 C25H28O12
2-(3,4-Dimethoxy-phenyl)-3,5-dimethoxy-7-((3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-4-one
—— 2-(2-nitrophenyl)-4,5-dihydrofuro<3,2-c>pyridine-4-thione 110167-43-6 C13H8N2O3S
2-(2-nitrophenyl)-4,5-dihydrofuro<3,2-c>pyridine-4-thione
—— 3-(4-bromo-5-methylthiophen-2-yl)-3-phenyl-[3H]-naphto[2,1-b]pyran 868134-77-4 C24H17BrOS
3-(4-bromo-5-methylthiophen-2-yl)-3-phenyl-[3H]-naphto[2,1-b]pyran
—— (+/-)-fistacacidin tetraacetate 86788-68-3 C23H22O9
(+/-)-fistacacidin tetraacetate
—— 5,8-diacetoxy-6-methoxy-2-phenyl-chromen-4-one 109805-39-2 C20H16O7
5,8-diacetoxy-6-methoxy-2-phenyl-chromen-4-one
—— (2R,3S)-2,3-trans-3-acetoxy-8-<(2R,3S)-2,3-trans-3',5,7-trimethoxyflavan-4'O-yl>-3',4',5,7-tetramethoxyflavan 114546-96-2 C41H44O14
(2R,3S)-2,3-trans-3-acetoxy-8-<(2R,3S)-2,3-trans-3',5,7-trimethoxyflavan-4'O-yl>-3',4',5,7-tetramethoxyflavan
—— 3-Hydroxy-2-(4-methoxymethoxy-phenyl)-chromen-4-one 73058-92-1 C17H14O5
3-Hydroxy-2-(4-methoxymethoxy-phenyl)-chromen-4-one
—— 3-(pent-2-ynyloxy)-2-phenyl-4H-chromen-4-one 1429665-23-5 C20H16O3
3-(pent-2-ynyloxy)-2-phenyl-4H-chromen-4-one
—— 7-((4-chlorobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1160162-46-8 C26H19ClO7
7-((4-chlorobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— (2R,3S)-2,3-trans-3-acetoxy-8-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-2'-yl>-3',4',5,7-tetramethoxyflavan 114546-94-0 C42H46O14
(2R,3S)-2,3-trans-3-acetoxy-8-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetramethoxyflavan-2'-yl>-3',4',5,7-tetramethoxyflavan
—— 4-((2R,3S)-3-hydroxy-6,10-diphenyl-3,4-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-yl)benzene-1,2-diol 1040739-16-9 C33H26O6
4-((2R,3S)-3-hydroxy-6,10-diphenyl-3,4-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-yl)benzene-1,2-diol
—— (2R,4R)-4-(4-methylphenoxy)-2-phenyl-3,4-dihydro-2H-chromene 31696-64-7 C22H20O2
(2R,4R)-4-(4-methylphenoxy)-2-phenyl-3,4-dihydro-2H-chromene
—— 2-(3,4,5-trimethoxyphenyl)-2H-chromene 1413850-22-2 C18H18O4
2-(3,4,5-trimethoxyphenyl)-2H-chromene
—— 3-Bromo-5-hydroxy-6,7,8-trimethoxy-2-(4-methoxy-3-nitrophenyl)chromen-4-one 1175534-11-8 C19H16BrNO9
3-Bromo-5-hydroxy-6,7,8-trimethoxy-2-(4-methoxy-3-nitrophenyl)chromen-4-one
—— (+)-Kuwanon H 79056-23-8 C45H44O11
(+)-Kuwanon H
—— 1135951-76-6 C23H18Cl2O
—— 4''-tert-butyl-5,6-benzoflavanone 81425-10-7 C23H22O2
4''-tert-butyl-5,6-benzoflavanone
—— (2R,2'R,3S,3'S)-8,8'-((4-hydroxy-3-methoxyphenyl)methylene)bis(2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol) 1007357-69-8 C38H34O14
(2R,2'R,3S,3'S)-8,8'-((4-hydroxy-3-methoxyphenyl)methylene)bis(2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol)
—— (2R,3S)-3,5,6,7,3',4'-hexa-O-benzyl-8-formylflavan 848047-72-3 C58H50O8
(2R,3S)-3,5,6,7,3',4'-hexa-O-benzyl-8-formylflavan
—— 3,3',4',7-tetra-O-benzoylpatuletin 1067670-14-7 C44H28O12
3,3',4',7-tetra-O-benzoylpatuletin
—— 5-benzoyloxy-7-methoxyflavone 1265223-27-5 C23H16O5
5-benzoyloxy-7-methoxyflavone
—— Acetic acid 5-acetoxy-4-oxo-2-phenyl-8-(1-phenyl-allyl)-4H-chromen-7-yl ester 132314-45-5 C28H22O6
Acetic acid 5-acetoxy-4-oxo-2-phenyl-8-(1-phenyl-allyl)-4H-chromen-7-yl ester
—— 2-ethyl-2H-chromene-5,7-diol 1609940-38-6 C11H12O3
2-ethyl-2H-chromene-5,7-diol
—— 3'-Acetoxy-5,7,8,2'-tetramethoxy-flavon 23806-69-1 C21H20O8
3'-Acetoxy-5,7,8,2'-tetramethoxy-flavon
—— 2-(2-chlorophenyl)-8-formyl-7-hydroxy-4H-1-benzopyran-4-one 936028-66-9 C16H9ClO4
2-(2-chlorophenyl)-8-formyl-7-hydroxy-4H-1-benzopyran-4-one
—— 1608504-33-1 C50H48O8
—— (2R,3S)-2,3-trans-3-acetoxy-6R,8R-bis-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7,8-tetramethoxyflavan-5-yl>-3',4',5,7-tetramethoxyflavan 109671-75-2 C63H68O21
(2R,3S)-2,3-trans-3-acetoxy-6R,8R-bis-<(2R,3S)-2,3-trans-3-acetoxy-3',4',7,8-tetramethoxyflavan-5-yl>-3',4',5,7-tetramethoxyflavan
—— 6-Methoxy-3-chlor-flavon 71993-31-2 C16H11ClO3
6-Methoxy-3-chlor-flavon
—— 3-[1-(2-Bromo-phenyl)-meth-(E)-ylidene]-2-phenyl-chroman-4-one 141247-40-7 C22H15BrO2
3-[1-(2-Bromo-phenyl)-meth-(E)-ylidene]-2-phenyl-chroman-4-one
—— (S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-acetamido-4-methylpentanoate 1158555-71-5 C23H23NO9
(S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-acetamido-4-methylpentanoate
—— 4-oxo-2-(2,5-difluorophenyl)-4H-1-benzopyran-8-acetic acid 131402-02-3 C17H10F2O4
4-oxo-2-(2,5-difluorophenyl)-4H-1-benzopyran-8-acetic acid
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5',20,22-hexamethylspiro[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-9,3'-cyclohexane]-21-one 1262589-75-2 C46H46N2O4
14,14-Bis(4-methoxyphenyl)-1',1',5',5',20,22-hexamethylspiro[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-9,3'-cyclohexane]-21-one
—— benzyl [2-phenylmethoxycarbonyloxy-4-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenyl] carbonate 130659-27-7 C31H26O10
benzyl [2-phenylmethoxycarbonyloxy-4-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenyl] carbonate
—— (2R,3S,4S)-2-(3,4-dimethoxyphenyl)-4,5,7-trimethoxychroman-3-ol 87303-91-1 C20H24O7
(2R,3S,4S)-2-(3,4-dimethoxyphenyl)-4,5,7-trimethoxychroman-3-ol
—— 7-(2-(pyrrolidin-1-yl)ethoxy)-5-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one hydrochloride 1389320-62-0 C21H21NO7*ClH
7-(2-(pyrrolidin-1-yl)ethoxy)-5-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one hydrochloride
—— (S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-acetamido-3-phenylpropanoate 1158555-72-6 C26H21NO9
(S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-acetamido-3-phenylpropanoate
—— 6-Cyanomethyl-2-p-fluorophenylchromone 60402-44-0 C17H10FNO2
6-Cyanomethyl-2-p-fluorophenylchromone
—— brauhenefloroside E 1226496-87-2 C54H66O31
brauhenefloroside E
—— 1344727-54-3 C16H13NO6