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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
—— epicatechin-(4β->6)-epicatechin-(2β->O->7, 4β->8)-epicatechin-(4β->8)-epicatechin 88038-15-7 C60H48O24
epicatechin-(4β->6)-epicatechin-(2β->O->7, 4β->8)-epicatechin-(4β->8)-epicatechin
—— (+/-)-3<i>t</i>-bromo-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4<i>c</i>-ol 20754-64-7 C17H17BrO3
(+/-)-3<i>t</i>-bromo-2<i>r</i>-(4-methoxy-phenyl)-6-methyl-chroman-4<i>c</i>-ol
—— kandelin B-3 96156-06-8 C54H44O21
kandelin B-3
—— (2R,3S,4R)-2-[3,4-bis[dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methoxy]phenyl]-4-[(2R,3S)-2-[3,4-bis[dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methoxy]phenyl]-8-chloro-3,5,7-tris[dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methoxy]-3,4-dihydro-2H-chromen-6-yl]-8-bromo-5,7-bis[dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methoxy]-3,4-dihydro-2H-chromen-3-ol 1438268-60-0 C93H78BrClO12
(2R,3S,4R)-2-[3,4-bis[dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methoxy]phenyl]-4-[(2R,3S)-2-[3,4-bis[dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methoxy]phenyl]-8-chloro-3,5,7-tris[dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methoxy]-3,4-dihydro-2H-chromen-6-yl]-8-bromo-5,7-bis[dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methoxy]-3,4-dihydro-2H-chromen-3-ol
—— epicatechin-(4β->b6)-epicatechin-(4β->8, 2β->O->7)-epicatechin 114613-62-6 C45H36O18
epicatechin-(4β->b6)-epicatechin-(4β->8, 2β->O->7)-epicatechin
—— epicatechin-(4β->6)-epicatechin-(4β->8, 2β->O->7)-catechin 114637-81-9 C45H36O18
epicatechin-(4β->6)-epicatechin-(4β->8, 2β->O->7)-catechin
—— epicatechin-(4β-8)-4β-carboxymethylepicatechin sodium salt 126654-98-6 C32H27O14*Na
epicatechin-(4β-8)-4β-carboxymethylepicatechin sodium salt
—— epicatechin (4β,8)5-hexamer 88847-05-6 C90H74O36
epicatechin (4β,8)5-hexamer
—— procyanidin A2 41743-41-3 C30H24O12
procyanidin A2
—— aesculitannin E —— C60H48O24
aesculitannin E
—— epicatechin-(4β-8)-4β-carboxymethylepicatechin 126722-61-0 C32H28O14
epicatechin-(4β-8)-4β-carboxymethylepicatechin
—— epicatechin-(4β-8)-4β-carboxymethylepicatechin potassium salt 126722-62-1 C32H27O14*K
epicatechin-(4β-8)-4β-carboxymethylepicatechin potassium salt
—— epicatechin-(4β-6)-epicatechin-(4β-8)-epicatechin-(4β-6)-epicatechin 126671-46-3 C60H50O24
epicatechin-(4β-6)-epicatechin-(4β-8)-epicatechin-(4β-6)-epicatechin
—— (-)-epicatechin-<4β->8>-(-)-epicatechin-<4β->6>-(-)-epicatechin 88903-74-6 C45H38O18
(-)-epicatechin-<4β->8>-(-)-epicatechin-<4β->6>-(-)-epicatechin
—— 8,9-trans-9,10-cis-tetrahydropyrano<2,3-h>chromene 102258-25-3 C30H26O11
8,9-trans-9,10-cis-tetrahydropyrano<2,3-h>chromene
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol 72258-70-9 C45H38O16
(2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
—— (2R,3S,4S,8R,9S)-4-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-2,3,4,8,9,10-hexahydropyrano[2,3-h]chromene-3,5,9-triol 119065-94-0 C30H26O11
(2R,3S,4S,8R,9S)-4-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-2,3,4,8,9,10-hexahydropyrano[2,3-h]chromene-3,5,9-triol
—— (2S,3S,8R,9S,10S)-2,8-Bis-(3,4-dihydroxy-phenyl)-10-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 119065-92-8 C30H26O11
(2S,3S,8R,9S,10S)-2,8-Bis-(3,4-dihydroxy-phenyl)-10-(2,4-dihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— epicatechin-(4β<*>8)-catechin-(4α<*>8)-epicatechin 99297-48-0 C45H38O18
epicatechin-(4β<*>8)-catechin-(4α<*>8)-epicatechin
—— (2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetrametoxyflavan-8-yl>-3',4',7-trimethoxyflavan 69082-83-3 C41H44O13
(2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-4-<(2R,3S)-2,3-trans-3-acetoxy-3',4',5,7-tetrametoxyflavan-8-yl>-3',4',7-trimethoxyflavan
—— 6,7-Dihydro-6-(2,4-dihydroxyphenyl)-8-(3,4-dihydroxyphenyl)-7-hydroxy-8H-pyrano[3,2-g]catechin 118964-31-1 C30H26O11
6,7-Dihydro-6-(2,4-dihydroxyphenyl)-8-(3,4-dihydroxyphenyl)-7-hydroxy-8H-pyrano[3,2-g]catechin
—— catechin-(4α<*>6)-epicatechin-(4β<*>8)-epicatechin-(4β<*>8)-epicatechin 99274-68-7 C60H50O24
catechin-(4α<*>6)-epicatechin-(4β<*>8)-epicatechin-(4β<*>8)-epicatechin
—— 7-hydroxy-2-(2,4,6-trihydroxy-phenyl)-chromen-4-one 744210-34-2 C15H10O6
7-hydroxy-2-(2,4,6-trihydroxy-phenyl)-chromen-4-one
—— 7-Methoxy-2-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran-3-carbonitrile 648434-19-9 C18H13NO4
7-Methoxy-2-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran-3-carbonitrile
—— 4H-1-Benzopyran-3-carbonitrile, 2-(4-chlorophenyl)-7-methoxy-4-oxo- 648434-18-8 C17H10ClNO3
4H-1-Benzopyran-3-carbonitrile, 2-(4-chlorophenyl)-7-methoxy-4-oxo-
—— 7-Methoxy-2-(4-methylphenyl)-4-oxo-4H-1-benzopyran-3-carbonitrile 648434-16-6 C18H13NO3
7-Methoxy-2-(4-methylphenyl)-4-oxo-4H-1-benzopyran-3-carbonitrile
—— 3',4',7,8-tetramethoxyflavanone 110048-37-8 C19H20O6
3',4',7,8-tetramethoxyflavanone
—— 3',4',5,7-tetramethoxyflavylium chloride 10493-03-5 C19H19O5*Cl
3',4',5,7-tetramethoxyflavylium chloride
—— 2-(2,2-Diphenyl-2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol —— C28H22O6
2-(2,2-Diphenyl-2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
—— 3',4',5,7-tetramethoxy-4-carboxyflav-2,3-ene 79183-97-4 C20H20O7
3',4',5,7-tetramethoxy-4-carboxyflav-2,3-ene
—— mahuannin B 82796-37-0 C30H24O10
mahuannin B
—— 3',4',5,7-tetramethoxyflav-2-ene 20052-37-3 C19H20O5
3',4',5,7-tetramethoxyflav-2-ene
—— 2-(3,5-difluorophenyl)-4H-chromen-4-one 1395931-48-2 C15H8F2O2
2-(3,5-difluorophenyl)-4H-chromen-4-one
—— 4'-methylflavone-8-carboxylic acid 92606-13-8 C17H12O4
4'-methylflavone-8-carboxylic acid
—— phloretin-2′-O-β-D-glucuronide 123685-24-5 C21H22O11
phloretin-2′-O-β-D-glucuronide
—— phloretin-2',4'-di-O-β-D-glucopyranoside 25324-31-6 C27H34O15
phloretin-2',4'-di-O-β-D-glucopyranoside
—— 5-[3-(2-furanyl)-5-methylphenyl]-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239066-87-6 C31H29NO3
5-[3-(2-furanyl)-5-methylphenyl]-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— 2-(4-Fluorophenyl)-3-methoxy-8-methylchromen-4-one 600151-74-4 C17H13FO3
2-(4-Fluorophenyl)-3-methoxy-8-methylchromen-4-one
—— 2',3-dimethylflavone-8-carboxylic acid 90102-12-8 C18H14O4
2',3-dimethylflavone-8-carboxylic acid
—— 2-(4-methoxyphenyl)-4-phenyl-4H-benzo[f]chromene-3-carbothioic acid O-ethyl ester 1355657-06-5 C29H24O3S
2-(4-methoxyphenyl)-4-phenyl-4H-benzo[f]chromene-3-carbothioic acid O-ethyl ester
—— 4-(4-hydroxypheyl)-2-(4-methoxyphenyl)-4H-benzo[f]chromene-3-carbothioic acid O-ethyl ester 1355657-15-6 C29H24O4S
4-(4-hydroxypheyl)-2-(4-methoxyphenyl)-4H-benzo[f]chromene-3-carbothioic acid O-ethyl ester
—— 6-bromo-2,2-bis-(4-methoxyphenyl)-2H-[1]benzopyran 1338224-82-0 C23H19BrO3
6-bromo-2,2-bis-(4-methoxyphenyl)-2H-[1]benzopyran
—— 3,3-bis(4-methoxyphenyl)-9-hydroxy-3H-naphtho[2,1-b]pyran 293765-89-6 C27H22O4
3,3-bis(4-methoxyphenyl)-9-hydroxy-3H-naphtho[2,1-b]pyran
—— 3,3-bis(4-methoxyphenyl)-13-hydroxy-indeno[2,1-f]naphtho[1,2-b]pyran 178990-05-1 C34H26O4
3,3-bis(4-methoxyphenyl)-13-hydroxy-indeno[2,1-f]naphtho[1,2-b]pyran
—— 24-Methoxy-19,19-bis(4-methoxyphenyl)-14,14-dimethyl-20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22(27),23,25-dodecaene 1008782-10-2 C43H36O4
24-Methoxy-19,19-bis(4-methoxyphenyl)-14,14-dimethyl-20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22(27),23,25-dodecaene
—— 10-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-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] 1263317-81-2 C45H46O4S
10-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-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]
—— 9-methoxy-5-[1,1-bis(4-methoxyphenyl)-1-hydroxymethyl]-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran 1259944-67-6 C43H38O7
9-methoxy-5-[1,1-bis(4-methoxyphenyl)-1-hydroxymethyl]-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran
—— 3,3-bis(4-methoxyphenyl)-6,7-dimethoxy-11-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1021540-54-4 C39H33F3O5
3,3-bis(4-methoxyphenyl)-6,7-dimethoxy-11-trifluoromethyl-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— methyl 8-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 276263-79-7 C30H26O6
methyl 8-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 5,5-Bis(4-methoxyphenyl)spiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-22,1'-cyclohexane] 945424-75-9 C40H36O3
5,5-Bis(4-methoxyphenyl)spiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-22,1'-cyclohexane]