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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
—— 2-(4-Formylphenyl)-4-oxochromene-6-carbaldehyde 118092-44-7 C17H10O4
2-(4-Formylphenyl)-4-oxochromene-6-carbaldehyde
—— 2,8-di-(o-chlorophenyl)-3,7-dimethoxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran 115540-58-4 C26H16Cl2O6
2,8-di-(o-chlorophenyl)-3,7-dimethoxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran
—— 3-Hydroxy-6-propionyl-2-p-tolyl-chromen-4-one 141070-43-1 C19H16O4
3-Hydroxy-6-propionyl-2-p-tolyl-chromen-4-one
—— 3,5,7,3',4'-penta-O-benzyl-8-methylolcatechin 89385-42-2 C51H46O7
3,5,7,3',4'-penta-O-benzyl-8-methylolcatechin
—— [4,8’]-2,3-cis-3.4-trans:2’,3’-trans-decabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin 1499166-69-6 C100H86O14
[4,8’]-2,3-cis-3.4-trans:2’,3’-trans-decabenzyloxy-(-)-epigallocatechin-(+)-gallocatechin
—— (2R,3S,4S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-ethoxychroman-3-yl acetate 1234682-03-1 C47H44O8
(2R,3S,4S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-4-ethoxychroman-3-yl acetate
—— 1262841-13-3 C21H13ClO4S
—— 7-Benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one 176662-35-4 C33H30O9
7-Benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-3,6,8-trimethoxy-chromen-4-one
—— 3-hydroxy-2',4'-diisopropyloxy-5,7,8,5'-tetramethoxyflavone 103451-00-9 C25H30O9
3-hydroxy-2',4'-diisopropyloxy-5,7,8,5'-tetramethoxyflavone
—— 8-Bromomethyl-2-(4-fluoro-phenyl)-3-methoxy-chromen-4-one 600165-98-8 C17H12BrFO3
8-Bromomethyl-2-(4-fluoro-phenyl)-3-methoxy-chromen-4-one
—— (S)-9-(2-Hydroxy-2-methyl-propionyl)-5-methoxy-2-phenyl-8,9-dihydro-furo[2,3-h]chromen-4-one 70270-45-0 C22H20O6
(S)-9-(2-Hydroxy-2-methyl-propionyl)-5-methoxy-2-phenyl-8,9-dihydro-furo[2,3-h]chromen-4-one
—— 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5,6,8-trimethoxy-chromen-4-one 15835-79-7 C33H30O8
7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5,6,8-trimethoxy-chromen-4-one
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanyl-11-phenylsulfanylspiro[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] 1263318-09-7 C50H48O3S2
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanyl-11-phenylsulfanylspiro[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]
—— Morusin-acetylperoxid-dimethylether 64079-98-7 C29H30O9
Morusin-acetylperoxid-dimethylether
—— 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-((3aR,6S,7S,7aR)-7-hydroxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxymethyl)-tetrahydro-pyran-2-yloxy]-chromen-4-one 69711-89-3 C30H34O16
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-((3aR,6S,7S,7aR)-7-hydroxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxymethyl)-tetrahydro-pyran-2-yloxy]-chromen-4-one
—— (2R,3R)-3,5-bis(benzyloxy)-2-(3-(benzyloxy)-4-methoxyphenyl)-7-(methoxymethoxy)chromane 1365537-15-0 C39H38O7
(2R,3R)-3,5-bis(benzyloxy)-2-(3-(benzyloxy)-4-methoxyphenyl)-7-(methoxymethoxy)chromane
—— 2-(3,4-diethoxy-phenyl)-3,5-diethoxy-6,7-dimethoxy-chromen-4-one 29536-46-7 C25H30O8
2-(3,4-diethoxy-phenyl)-3,5-diethoxy-6,7-dimethoxy-chromen-4-one
—— 1039825-63-2 C30H22O14
—— O7-bromethyl-O3',O4'-diphenylmethane luteolin 1443679-14-8 C30H21BrO6
O7-bromethyl-O3',O4'-diphenylmethane luteolin
—— (2R,3S,8R,9S,10S)-2,8-Bis-(3,4-dihydroxy-phenyl)-10-(2,4-dihydroxy-phenyl)-6-[(2R,3S,4R)-2-(3,4-dihydroxy-phenyl)-3,7-dihydroxy-chroman-4-yl]-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 105880-86-2 C45H38O16
(2R,3S,8R,9S,10S)-2,8-Bis-(3,4-dihydroxy-phenyl)-10-(2,4-dihydroxy-phenyl)-6-[(2R,3S,4R)-2-(3,4-dihydroxy-phenyl)-3,7-dihydroxy-chroman-4-yl]-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— 1a,7a-Dihydro-5-methyl-1a-(4-methylphenyl)-7H-oxireno<b><1>benzopyran-7-one 136764-52-8 C17H14O3
1a,7a-Dihydro-5-methyl-1a-(4-methylphenyl)-7H-oxireno<b><1>benzopyran-7-one
—— 2-(3-Methoxy-4-oxo-2-p-tolyl-4H-chromen-6-yl)-propionic acid 141070-63-5 C20H18O5
2-(3-Methoxy-4-oxo-2-p-tolyl-4H-chromen-6-yl)-propionic acid
—— 2-(benzo[d][1,3]dioxol-5-yl)-8-(diethylamino)-3-methoxy-6-methyl-4H-chromen-4-one 934374-22-8 C22H23NO5
2-(benzo[d][1,3]dioxol-5-yl)-8-(diethylamino)-3-methoxy-6-methyl-4H-chromen-4-one
—— 7-{3-[4-(2-chloro-benzyl)-piperazin-1-yl]-propoxy}-2-phenyl-chromen-4-one 39576-88-0 C29H29ClN2O3
7-{3-[4-(2-chloro-benzyl)-piperazin-1-yl]-propoxy}-2-phenyl-chromen-4-one
—— 2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3,4-difluorophenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239069-18-2 C26H23F2NO3
2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3,4-difluorophenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 3-[5,7-dihydroxy-6,8-bis(isobut-2-en-1-yl)-4-oxo-4H-chromen-2-yl]-6-methoxy-2-(isobut-2-en-1-yl)phenyl-β-D-glucuronic acid 1188911-03-6 C34H38O12
3-[5,7-dihydroxy-6,8-bis(isobut-2-en-1-yl)-4-oxo-4H-chromen-2-yl]-6-methoxy-2-(isobut-2-en-1-yl)phenyl-β-D-glucuronic acid
—— 1312298-12-6 C55H50O8
—— (1S,5R,6R,13R,21S)-5,13-bis(3,4-dimethoxyphenyl)-9,17,19-trimethoxy-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,8,10,15(20),16,18-hexaene-6,21-diol 111466-36-5 C37H38O12
(1S,5R,6R,13R,21S)-5,13-bis(3,4-dimethoxyphenyl)-9,17,19-trimethoxy-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2,8,10,15(20),16,18-hexaene-6,21-diol
—— 3-(4-methoxyphenyl)-3-(4-morpholinophenyl)-5,6,7-trimethoxy-10,12-difluoro-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-58-2 C42H39F2NO6
3-(4-methoxyphenyl)-3-(4-morpholinophenyl)-5,6,7-trimethoxy-10,12-difluoro-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 2-[4-(2-ethoxy-ethoxy)-2-methoxy-phenyl]-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66848-98-4 C21H20O7
2-[4-(2-ethoxy-ethoxy)-2-methoxy-phenyl]-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 3-Chloro-2-(4-hydroxyphenyl)-7-methylchromen-4-one 132020-60-1 C16H11ClO3
3-Chloro-2-(4-hydroxyphenyl)-7-methylchromen-4-one
—— 8-Propenyl-flavon 6608-19-1 C18H14O2
8-Propenyl-flavon
—— 4,6-dimethyl-2,2-diphenyl-2<i>H</i>-chromene 38472-51-4 C23H20O
4,6-dimethyl-2,2-diphenyl-2<i>H</i>-chromene
—— 7-ethoxy-2-(4-ethoxy-phenyl)-5-methoxy-chromen-4-one 102159-35-3 C20H20O5
7-ethoxy-2-(4-ethoxy-phenyl)-5-methoxy-chromen-4-one
—— khonklonginol A 1159909-57-5 C26H28O6
khonklonginol A
—— [2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-acetic acid 126480-34-0 C18H15NO4
[2-(4-Methoxy-phenyl)-chromen-(4E)-ylideneamino]-acetic acid
—— 3',4'-diacetyloxy-5-hydroxy-3,6,7-trimethoxyflavone 124458-91-9 C22H20O10
3',4'-diacetyloxy-5-hydroxy-3,6,7-trimethoxyflavone
—— [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2R,3S)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3,4-dihydro-2H-chromen-3-yl]oxy]oxan-2-yl]methyl acetate 908855-84-5 C53H88O15Si4
[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(2R,3S)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3,4-dihydro-2H-chromen-3-yl]oxy]oxan-2-yl]methyl acetate
—— 1096657-68-9 C23H24O10
—— 2,3-trans-4'-methoxyflav-3-ene epoxide 53388-75-3 C16H14O3
2,3-trans-4'-methoxyflav-3-ene epoxide
—— 2'-Methoxy-6-carboxy-flavon 57009-19-5 C17H12O5
2'-Methoxy-6-carboxy-flavon
—— 5,3',5'-Triaethoxy-3,6,7,4'-tetramethoxy-flavon 95943-99-0 C25H30O9
5,3',5'-Triaethoxy-3,6,7,4'-tetramethoxy-flavon
—— 4β-Hydroxy-4α-(2,4-dimethoxyphenyl)-tri-O-methyl-3-O-acetyl-(-)-fisetinidol 131266-31-4 C28H30O9
4β-Hydroxy-4α-(2,4-dimethoxyphenyl)-tri-O-methyl-3-O-acetyl-(-)-fisetinidol
—— Acetic acid 7-acetoxy-6-benzhydryl-3-methoxy-4-oxo-2-phenyl-4H-chromen-5-yl ester 98498-28-3 C33H26O7
Acetic acid 7-acetoxy-6-benzhydryl-3-methoxy-4-oxo-2-phenyl-4H-chromen-5-yl ester
—— 7-Benzyloxy-5,6,3',4'-tetramethoxy-flavon 71706-63-3 C22H16O7
7-Benzyloxy-5,6,3',4'-tetramethoxy-flavon
—— methyl 6-methoxy-2-(4-methoxyphenyl)-2-(4-(3-(propionyloxy)propoxy)phenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1188494-64-5 C35H34O8
methyl 6-methoxy-2-(4-methoxyphenyl)-2-(4-(3-(propionyloxy)propoxy)phenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 6-bromo-7-methoxy-2-(4-methoxyphenyl)-4-(methyl sulfonylmethyl)chroman 1311271-21-2 C19H21BrO5S
6-bromo-7-methoxy-2-(4-methoxyphenyl)-4-(methyl sulfonylmethyl)chroman
—— 6-(1-Phenyl-3-dimethylaminopropoxy)-4'-methoxyflavan, hydrochloride 79130-79-3 C27H31NO3*ClH
6-(1-Phenyl-3-dimethylaminopropoxy)-4'-methoxyflavan, hydrochloride
—— 4-oxo-2-<i>p</i>-tolyl-4<i>H</i>-chromene-6-carboxylic acid 66848-83-7 C17H12O4
4-oxo-2-<i>p</i>-tolyl-4<i>H</i>-chromene-6-carboxylic acid
—— (2S)-5-methoxy-6-methyl flavan-7-ol 35290-19-8 C17H18O3
(2S)-5-methoxy-6-methyl flavan-7-ol