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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
—— 3,7-dihydro-7-oxo-2,3-diphenyl-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid 1388154-68-4 C24H17NO4
3,7-dihydro-7-oxo-2,3-diphenyl-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
—— 2-(3,4-dimethoxyphenyl)chroman-4-one 93219-10-4 C17H16O4
2-(3,4-dimethoxyphenyl)chroman-4-one
—— 4'-bromo-5,7,8-trimethoxyflav-3-ene 1334121-16-2 C18H17BrO4
4'-bromo-5,7,8-trimethoxyflav-3-ene
—— 6-bromoacetyl-3-methyl-2-phenyl-chromen-4-one 36039-19-7 C18H13BrO3
6-bromoacetyl-3-methyl-2-phenyl-chromen-4-one
—— (+/-)-3',5,7-trimethoxymethoxy-8-allyl-flavanone 1134396-37-4 C24H28O8
(+/-)-3',5,7-trimethoxymethoxy-8-allyl-flavanone
—— 7,8-Dihydroxy-3',4'-dimethoxy-3-methylflavon 65894-02-2 C18H16O6
7,8-Dihydroxy-3',4'-dimethoxy-3-methylflavon
—— 7-Methoxy-2-(4-methoxy-phenyl)-6,8-bis-(3-methyl-but-2-enyl)-chroman-4-one 50939-05-4 C27H32O4
7-Methoxy-2-(4-methoxy-phenyl)-6,8-bis-(3-methyl-but-2-enyl)-chroman-4-one
—— 7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-3-hydroxy-5,6,8-trimethoxy-chromen-4-one 176662-15-0 C33H30O9
7-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-3-hydroxy-5,6,8-trimethoxy-chromen-4-one
—— tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4β,6)-tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,6)-tri-O-methyl-3-O-acetyl-(-)-robinetinidol 128893-30-1 C61H64O19
tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4β,6)-tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,6)-tri-O-methyl-3-O-acetyl-(-)-robinetinidol
—— 7,7"-diacetyl-4',4''',5,5"-tetramethylchamaejasmin 129524-64-7 C38H34O12
7,7"-diacetyl-4',4''',5,5"-tetramethylchamaejasmin
—— 8-fluoro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 1441772-46-8 C18H15FO6
8-fluoro-3-hydroxy-2-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one
—— 11a-hydroxy-4-(4-methoxyphenyl)-4,4a,11a,12-tetrahydro-2H-chromeno[3,2-g]quinazoline-2,5(3H)-dione 1413442-25-7 C22H18N2O5
11a-hydroxy-4-(4-methoxyphenyl)-4,4a,11a,12-tetrahydro-2H-chromeno[3,2-g]quinazoline-2,5(3H)-dione
—— 4-methyl-6-phenyl-6H-dibenzo[b,d]pyran 1408053-96-2 C20H16O
4-methyl-6-phenyl-6H-dibenzo[b,d]pyran
—— 6-[2-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-4,5-dihydroxy-phenyl]-5,7-dihydroxy-2-(4-hydroxy-phenyl)-chromen-4-one 100288-24-2 C30H18O11
6-[2-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-4,5-dihydroxy-phenyl]-5,7-dihydroxy-2-(4-hydroxy-phenyl)-chromen-4-one
—— 8-Bromo-7-butoxy-2-(4-chloro-phenyl)-3-hydroxy-6-nitro-chromen-4-one 135878-91-0 C19H15BrClNO6
8-Bromo-7-butoxy-2-(4-chloro-phenyl)-3-hydroxy-6-nitro-chromen-4-one
—— 8-Methoxy-2-phenyl-chroman-3-one 105849-84-1 C16H14O3
8-Methoxy-2-phenyl-chroman-3-one
—— 6,8-dichloro-2-(4-(phenylthio)phenyl)-4H-chromen-4-one 1360145-32-9 C21H12Cl2O2S
6,8-dichloro-2-(4-(phenylthio)phenyl)-4H-chromen-4-one
—— 9,9-Bis-((E)-2-triethylgermanyl-vinyl)-9H-dibenzosilole 55002-77-2 C28H42Ge2Si
9,9-Bis-((E)-2-triethylgermanyl-vinyl)-9H-dibenzosilole
—— 3',4'-bis(benzyloxy)-3-(hexyloxy)-5-hydroxy-6,7-dimethoxyflavone 134082-44-3 C37H38O8
3',4'-bis(benzyloxy)-3-(hexyloxy)-5-hydroxy-6,7-dimethoxyflavone
—— (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[2-(5-hydroxy-7,8-dimethoxy-4-oxo-4H-chromen-2-yl)-3-methoxy-phenoxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 133640-42-3 C25H26O13
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[2-(5-hydroxy-7,8-dimethoxy-4-oxo-4H-chromen-2-yl)-3-methoxy-phenoxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
—— 2-(2-(4-nitrophenyl)chroman-4-ylidene)hydrazine-1-carboxamide 534569-39-6 C16H14N4O4
2-(2-(4-nitrophenyl)chroman-4-ylidene)hydrazine-1-carboxamide
—— 2-(2,3-dimethoxy-phenyl)-3,6,7,8-tetramethoxy-chromen-4-one 80710-41-4 C21H22O8
2-(2,3-dimethoxy-phenyl)-3,6,7,8-tetramethoxy-chromen-4-one
—— Carbamic acid, [3-[2-(hydroxymethyl)-2H-1-benzopyran-8-yl]propyl]-,1-(3,5-dimethoxyphenyl)-1-methylethyl ester 874336-10-4 C25H31NO6
Carbamic acid, [3-[2-(hydroxymethyl)-2H-1-benzopyran-8-yl]propyl]-,1-(3,5-dimethoxyphenyl)-1-methylethyl ester
—— pavetannin A nona-acetate 132697-71-3 C48H42O21
pavetannin A nona-acetate
—— 1318698-09-7 C20H19BrO3
—— 5,7,3',4'-tetrahydroxy-6-methoxyflavan-3-O-β-D-glucopyranosyl-α-D-xylopyranoside 73566-31-1 C27H34O16
5,7,3',4'-tetrahydroxy-6-methoxyflavan-3-O-β-D-glucopyranosyl-α-D-xylopyranoside
—— 3-acetoxy-6,8-dibromo-2-(4-methoxy-phenyl)-chromen-4-one 101607-12-9 C18H12Br2O5
3-acetoxy-6,8-dibromo-2-(4-methoxy-phenyl)-chromen-4-one
—— 2-(p-methoxyphenyl)-2H-chromene-3-carbaldehyde 1440430-09-0 C17H14O3
2-(p-methoxyphenyl)-2H-chromene-3-carbaldehyde
—— 3-(4-methoxyphenyl)-3-phenyl-5,7-difluoro-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran 1380855-67-3 C36H28F2O3
3-(4-methoxyphenyl)-3-phenyl-5,7-difluoro-11-methoxy-13,13-dimethyl-3H,13H-indeno[2',1':3,4]naphtho[1,2-b]pyran
—— 5-(3,4-dimethoxy-phenyl)-9-methoxy-6-(2-methoxy-benzyl)-12<i>H</i>-benzo[<i>a</i>]xanthene 66760-82-5 C34H30O5
5-(3,4-dimethoxy-phenyl)-9-methoxy-6-(2-methoxy-benzyl)-12<i>H</i>-benzo[<i>a</i>]xanthene
—— (2R,4S)-5,7-di-β-glucosyloxy-6-hydroxymethyl-4'-methoxy-8-methylflavan-4-ol 101395-02-2 C30H40O16
(2R,4S)-5,7-di-β-glucosyloxy-6-hydroxymethyl-4'-methoxy-8-methylflavan-4-ol
—— 4',5,7-O-Trimethylasiaticalin 69292-80-4 C24H26O11
4',5,7-O-Trimethylasiaticalin
—— 4'-Ethoxyflavan-4-d(1)-4-ol 72594-30-0 C17H18O3
4'-Ethoxyflavan-4-d(1)-4-ol
—— 7-dichloroacetoxy-5-hydroxy-2-phenyl-chromen-4-one 109817-90-5 C17H10Cl2O5
7-dichloroacetoxy-5-hydroxy-2-phenyl-chromen-4-one
—— 3-hydroxy-2',4'-diisopropyloxy-5,5',6,7-tetramethoxyflavone 111786-52-8 C25H30O9
3-hydroxy-2',4'-diisopropyloxy-5,5',6,7-tetramethoxyflavone
—— 2-(4-chlorophenyl)-4-oxo-4H-chromen-3-yl ethyl carbonate 786672-59-1 C18H13ClO5
2-(4-chlorophenyl)-4-oxo-4H-chromen-3-yl ethyl carbonate
—— Flavon-2'-carbonsaeure 20052-41-9 C16H10O4
Flavon-2'-carbonsaeure
—— 2-<(2-carboxyethyl)thio>-5,7-dihydroxy-3',4'-dimethoxyisoflav-3-ene 95331-93-4 C20H20O7S
2-<(2-carboxyethyl)thio>-5,7-dihydroxy-3',4'-dimethoxyisoflav-3-ene
—— 6-C-α-D-arabinopyranosyl-8-C-β-D-xylopyranosyl-5,7,4'-trihydroxyflavone 1253228-11-3 C25H26O13
6-C-α-D-arabinopyranosyl-8-C-β-D-xylopyranosyl-5,7,4'-trihydroxyflavone
—— methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate 1027007-26-6 C50H45NO22
methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(2-N,N-dimethylaminoethylamino)-4H-chromen-4-one 1094471-28-9 C34H34N2O5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(2-N,N-dimethylaminoethylamino)-4H-chromen-4-one
—— [(E)-(7-methoxy-2-phenyl-2,3-dihydrochromen-4-ylidene)amino] 4-methylbenzenesulfonate 37884-24-5 C23H21NO5S
[(E)-(7-methoxy-2-phenyl-2,3-dihydrochromen-4-ylidene)amino] 4-methylbenzenesulfonate
—— 6-Chlor-3',4'-methylendioxy-flavon 36768-53-3 C16H9ClO4
6-Chlor-3',4'-methylendioxy-flavon
—— naringenin 7-O-α-L-rhamnosyl (1->4) rhamnoside 135545-92-5 C27H32O13
naringenin 7-O-α-L-rhamnosyl (1->4) rhamnoside
—— 6-Bromo-7-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chromen-4-one 78050-74-5 C16H11BrO5
6-Bromo-7-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chromen-4-one
—— 2-Hydroxy-4-[2-(4-methoxy-phenyl)-chromen-(4E)-ylideneamino]-benzoic acid 126480-40-8 C23H17NO5
2-Hydroxy-4-[2-(4-methoxy-phenyl)-chromen-(4E)-ylideneamino]-benzoic acid
—— 2-(2-isopropoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid methyl ester 57092-92-9 C20H18O5
2-(2-isopropoxy-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid methyl ester
—— Tachrosinol 42719-70-0 C22H22O6
Tachrosinol
—— 8-Bromo-7-butoxy-2-(4-dimethylamino-phenyl)-3-hydroxy-6-nitro-chromen-4-one 135878-99-8 C21H21BrN2O6
8-Bromo-7-butoxy-2-(4-dimethylamino-phenyl)-3-hydroxy-6-nitro-chromen-4-one
—— (E)-1-{4-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propenone 67322-13-8 C28H34O13
(E)-1-{4-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propenone