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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
—— 5,7-Diacetoxy-6,8-diallyl-flavon 15067-78-4 C25H22O6
5,7-Diacetoxy-6,8-diallyl-flavon
—— butyl 2-(9-fluoro-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate 1609940-27-3 C22H19FO5
butyl 2-(9-fluoro-7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)acetate
—— 3',4'-bis(benzyloxy)-7-hydroxy-3,5,8-trimethoxyflavone 110193-73-2 C32H28O8
3',4'-bis(benzyloxy)-7-hydroxy-3,5,8-trimethoxyflavone
—— 5,7,8-Triacetoxy-3'-benzyloxy-3,4'-dimethoxyflavon 62507-03-3 C30H26O11
5,7,8-Triacetoxy-3'-benzyloxy-3,4'-dimethoxyflavon
—— 2.5-Dihydroxy-4'-methoxy-flavanon 58124-16-6 C16H14O5
2.5-Dihydroxy-4'-methoxy-flavanon
—— isocryptomerin tetraacetate 19825-54-8 C39H28O14
isocryptomerin tetraacetate
—— 3,3',5,7,8-Pentaacetoxy-4'-methoxyflavon 62507-06-6 C26H22O13
3,3',5,7,8-Pentaacetoxy-4'-methoxyflavon
—— (S)-methyl 5-((S)-((S)-5-bromo-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-yl)(phenyl)methyl)-4,5-dihydroisoxazole-5-carboxylate 1417999-47-3 C32H24BrNO5
(S)-methyl 5-((S)-((S)-5-bromo-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-yl)(phenyl)methyl)-4,5-dihydroisoxazole-5-carboxylate
—— 2-Dimethylamino-N-(3-methyl-4-oxo-2-phenyl-4H-chromen-7-yl)-acetamide 56822-76-5 C20H20N2O3
2-Dimethylamino-N-(3-methyl-4-oxo-2-phenyl-4H-chromen-7-yl)-acetamide
—— 7-(2,3-trans-3,4-cis-3-hydroxyflavan-4-yloxy)-2,4-trans-flavan-4-yl phenyl sulphone 89840-32-4 C36H30O6S
7-(2,3-trans-3,4-cis-3-hydroxyflavan-4-yloxy)-2,4-trans-flavan-4-yl phenyl sulphone
—— 22-Butyl-10-methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethyl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaen-22-ol 945424-88-4 C42H42O5
22-Butyl-10-methoxy-5,5-bis(4-methoxyphenyl)-21,21-dimethyl-6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaen-22-ol
—— 3,5-diacetoxy-2-(4-methoxy-phenyl)-8-(3-methyl-but-2-enyl)-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chromen-4-one 56692-04-7 C39H42O17
3,5-diacetoxy-2-(4-methoxy-phenyl)-8-(3-methyl-but-2-enyl)-7-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chromen-4-one
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(3,5-dimethoxybenzyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-40-4 C47H45NO10
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(3,5-dimethoxybenzyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(2-naphthalenylmethyl)-1,4,10,13-tetraoxa-7-azatridecane 1346227-54-0 C49H43NO8
1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(2-naphthalenylmethyl)-1,4,10,13-tetraoxa-7-azatridecane
—— 5-hydroxy-8,8-dimethyl-2-phenyl-9,10-dihydro-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 50679-00-0 C20H18O4
5-hydroxy-8,8-dimethyl-2-phenyl-9,10-dihydro-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— 1421324-73-3 C15H7Br2ClO2
—— 2-benzo[1,3]dioxol-5-yl-5,7-dihydroxy-6-methoxy-chromen-4-one 56674-03-4 C17H12O7
2-benzo[1,3]dioxol-5-yl-5,7-dihydroxy-6-methoxy-chromen-4-one
—— (2R,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4-bis(benzyloxy)-5-methoxybenzoate 901125-28-8 C65H56O10
(2R,3R)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4-bis(benzyloxy)-5-methoxybenzoate
—— rac-2,3-dihydro-7,9-dimethoxydibenzofuran-4(4aH)-one ethylene acetal 1369857-26-0 C16H18O5
rac-2,3-dihydro-7,9-dimethoxydibenzofuran-4(4aH)-one ethylene acetal
—— rhusflavanone hexaacetate 52581-11-0 C42H34O16
rhusflavanone hexaacetate
—— Quercetin 3-rhamnosyl-(1->2)-rhamnosyl-(1->6)-glucoside 98100-62-0 C33H40O20
Quercetin 3-rhamnosyl-(1->2)-rhamnosyl-(1->6)-glucoside
—— 7-hydroxy-6-C-prenylflavanone 866141-85-7 C20H20O3
7-hydroxy-6-C-prenylflavanone
—— 14-Butyl-24,25-dimethoxy-19,19-bis(4-methoxyphenyl)-20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22,24,26-dodecaen-14-ol 1008782-12-4 C46H42O6
14-Butyl-24,25-dimethoxy-19,19-bis(4-methoxyphenyl)-20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22,24,26-dodecaen-14-ol
—— 3-chloro-2,3-dihydro-2-(3-fluorophenyl)-3-nitro-4H-1-benzopyran-4-one 1276022-28-6 C15H9ClFNO4
3-chloro-2,3-dihydro-2-(3-fluorophenyl)-3-nitro-4H-1-benzopyran-4-one
—— 10-Methoxy-5-(4-methoxyphenyl)-5-(4-methylphenyl)spiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-22,9'-fluorene] 945424-84-0 C48H36O3
10-Methoxy-5-(4-methoxyphenyl)-5-(4-methylphenyl)spiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-22,9'-fluorene]
—— 4-[4-[10-Methoxy-5-(4-methoxyphenyl)-21,21-dimethylspiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-22,1'-cyclooctane]-5-yl]phenyl]-2,6-dimethylmorpholine 945425-08-1 C50H55NO4
4-[4-[10-Methoxy-5-(4-methoxyphenyl)-21,21-dimethylspiro[6-oxapentacyclo[12.8.0.02,7.08,13.015,20]docosa-1(14),2(7),3,8(13),9,11,15,17,19-nonaene-22,1'-cyclooctane]-5-yl]phenyl]-2,6-dimethylmorpholine
—— 4-[1-Methylsulfanyl-1-phenyl-meth-(Z)-ylidene]-5-phenyl-2,3,4,5-tetrahydro-benzo[b]oxepin-5-ol 109876-13-3 C24H22O2S
4-[1-Methylsulfanyl-1-phenyl-meth-(Z)-ylidene]-5-phenyl-2,3,4,5-tetrahydro-benzo[b]oxepin-5-ol
—— (S)-7-bromo-2-phenyl-chroman 1309652-54-7 C15H13BrO
(S)-7-bromo-2-phenyl-chroman
—— 7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one 61303-28-4 C28H34O15
7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one
—— (2R,3R)-5,7,4'-tri-O-benzylepicatechin-3'-O-neopentylsulfonate 1390643-97-6 C41H42O9S
(2R,3R)-5,7,4'-tri-O-benzylepicatechin-3'-O-neopentylsulfonate
—— 2,3-trans-3,4-trans-4-Phenylthioflavan-3-ol 55539-29-2 C21H18O2S
2,3-trans-3,4-trans-4-Phenylthioflavan-3-ol
—— Tetradecanoic acid (2R,3R)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester 909798-94-3 C57H64O7
Tetradecanoic acid (2R,3R)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yl ester
—— 6-chloro-3-{(thiophen-2-yl)methoxy}-2-(3',4',5'-trimethoxyphenyl)-4-oxo-4H-1-benzopyran 1262841-08-6 C23H19ClO6S
6-chloro-3-{(thiophen-2-yl)methoxy}-2-(3',4',5'-trimethoxyphenyl)-4-oxo-4H-1-benzopyran
—— 126716-05-0 C41H48O14
—— 6-bromo-4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile 1313611-42-5 C20H21BrClNO2Si
6-bromo-4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile
—— 5-Methoxy-9-<2-methyl-1-oxo-2-(1-piperidinyl)-1-propyl>-2-phenyl-4H-furo<2,3-h>benzo<3,4-b>-pyran-4-on 91360-65-5 C27H27NO5
5-Methoxy-9-<2-methyl-1-oxo-2-(1-piperidinyl)-1-propyl>-2-phenyl-4H-furo<2,3-h>benzo<3,4-b>-pyran-4-on
—— 108887-42-9 C69H74O37
—— 3-hydroxy-4-oxo-2-(2,4,5-trimethoxyphenyl)-4H-chromene-5-carbonitrile 1441773-22-3 C19H15NO6
3-hydroxy-4-oxo-2-(2,4,5-trimethoxyphenyl)-4H-chromene-5-carbonitrile
—— cis-4-N-formylaminoflavan 104819-75-2 C16H15NO2
cis-4-N-formylaminoflavan
—— (2-Phenyl-chroman-4-yl)-(5-phenyl-[1,3,4]thiadiazol-2-yl)-amine 52477-13-1 C23H19N3OS
(2-Phenyl-chroman-4-yl)-(5-phenyl-[1,3,4]thiadiazol-2-yl)-amine
—— (E)-3-<(2RS,3RS)-7-Acetoxy-2-(3,4-diacetoxyphenyl)-3-(ethoxycarbonyl)-2,3-dihydrobenzofuran-5-yl>propensauere-ethylester 106543-49-1 C28H28O11
(E)-3-<(2RS,3RS)-7-Acetoxy-2-(3,4-diacetoxyphenyl)-3-(ethoxycarbonyl)-2,3-dihydrobenzofuran-5-yl>propensauere-ethylester
—— 5-O-Methylhaplantin 62346-17-2 C23H26O10
5-O-Methylhaplantin
—— 7-hydroxy-2-(3',5'-dinitrophenyl)chromone 673475-83-7 C15H8N2O7
7-hydroxy-2-(3',5'-dinitrophenyl)chromone
—— 7(1H)-(2-Chloroethyloxyimino)-1a,7a-dihydro-1a-phenylcyclopropa[b]chromen 139770-83-5 C18H16ClNO2
7(1H)-(2-Chloroethyloxyimino)-1a,7a-dihydro-1a-phenylcyclopropa[b]chromen
—— 4-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)-N,N-dimethylbenzenamine 239067-10-8 C28H30N2O2
4-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)-N,N-dimethylbenzenamine
—— 8-Jod-4',5,7-trihydroxy-flavon 92424-57-2 C15H9IO5
8-Jod-4',5,7-trihydroxy-flavon
—— 6-Fluoro-2-phenyl-2H-chromene 1362479-43-3 C15H11FO
6-Fluoro-2-phenyl-2H-chromene
—— 4H-1-Benzopyran-4-one,5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-8-(phenylmethoxy)- 169130-06-7 C25H22O7
4H-1-Benzopyran-4-one,5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-8-(phenylmethoxy)-
—— 3-(3-hydroxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzenesulfonic acid methyl ester 54110-18-8 C16H12O6S
3-(3-hydroxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzenesulfonic acid methyl ester
—— 55038-09-0 C19H18O2