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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
—— N-[6-(5-nitropyridin-2-yloxy)-2-phenylchroman-4-yl]-acetamide 488849-06-5 C22H19N3O5
N-[6-(5-nitropyridin-2-yloxy)-2-phenylchroman-4-yl]-acetamide
—— ethyl (((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)(phenoxy)phosphoryl)-L-leucinate 1240428-39-0 C29H30NO8P
ethyl (((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)(phenoxy)phosphoryl)-L-leucinate
—— ethyl (((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)(phenoxy)phosphoryl)-L-alaninate 1240428-37-8 C26H24NO8P
ethyl (((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)(phenoxy)phosphoryl)-L-alaninate
—— (2R,3S,4S)-3-Chloro-7-methyl-2-phenyl-chroman-4-ol 75595-44-7 C16H15ClO2
(2R,3S,4S)-3-Chloro-7-methyl-2-phenyl-chroman-4-ol
—— 2-Phenyl-3-morpholino-6-methyl-chromon 67467-40-7 C20H19NO3
2-Phenyl-3-morpholino-6-methyl-chromon
—— 6,8-dichloro-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one 1451740-75-2 C43H39Cl2N3O8
6,8-dichloro-2-(4-(2-(2-(2-(4-(4-(4-(6-methyl-4-oxo-4H-chromen-2-yl)phenoxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one
—— 2-[2-(3-isopropoxy-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester 1426900-39-1 C23H23NO5S
2-[2-(3-isopropoxy-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester
—— 4-Methoxy-7-[4-(trifluoromethoxy)phenyl]-[1,3]dioxolo[4,5-f]chromen-9-one 1456770-92-5 C18H11F3O6
4-Methoxy-7-[4-(trifluoromethoxy)phenyl]-[1,3]dioxolo[4,5-f]chromen-9-one
—— Acetic acid 2-(3-acetoxy-4-benzyloxy-phenyl)-4-oxo-7-((2S,3R,4R,5S,6R)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-chroman-5-yl ester 10357-17-2 C38H38O15
Acetic acid 2-(3-acetoxy-4-benzyloxy-phenyl)-4-oxo-7-((2S,3R,4R,5S,6R)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-chroman-5-yl ester
—— 4-Chlor-2,2-diphenyl-chroman-3-ol 3780-20-9 C21H17ClO2
4-Chlor-2,2-diphenyl-chroman-3-ol
—— acetic acid 3-acetoxy-2-benzo[1,3]dioxol-5-yl-7-(4-chloro-benzyloxy)-4-oxo-4H-chromen-5-yl ester 1187652-50-1 C27H19ClO9
acetic acid 3-acetoxy-2-benzo[1,3]dioxol-5-yl-7-(4-chloro-benzyloxy)-4-oxo-4H-chromen-5-yl ester
—— 6-Chlor-2'-<2-amino-ethoxy>-flavon 3427-73-4 C17H14ClNO3
6-Chlor-2'-<2-amino-ethoxy>-flavon
—— 7-Methoxy-4-(7-methoxy-flaven-2-yl)-flavyliumchlorid 1063-35-0 C32H25O4*Cl
7-Methoxy-4-(7-methoxy-flaven-2-yl)-flavyliumchlorid
—— 7,4'-Dimethoxy-8,3'-dijod-flavon 4253-16-1 C17H12I2O4
7,4'-Dimethoxy-8,3'-dijod-flavon
—— 4,4-Bis-(p-methoxy-phenyl)-5,6-benzoflavan 2874-48-8 C33H28O3
4,4-Bis-(p-methoxy-phenyl)-5,6-benzoflavan
—— 2'-Hydroxymethyl-7-methoxy-flavonol 16855-03-1 C17H14O5
2'-Hydroxymethyl-7-methoxy-flavonol
—— 3-hydroxy-2-(2-hydroxy-4-methoxy-phenyl)-5,7-dimethoxy-chroman-4-one 5791-99-1 C18H18O7
3-hydroxy-2-(2-hydroxy-4-methoxy-phenyl)-5,7-dimethoxy-chroman-4-one
—— 8-Allyl-2-(2,3-dimethoxy-phenyl)-chromen-4-one 198351-02-9 C20H18O4
8-Allyl-2-(2,3-dimethoxy-phenyl)-chromen-4-one
—— 5-{2-[4-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)phenyl]ethenyl}-3,3-diphenyl-3H-benzo[f]chromene 1161422-28-1 C43H43NO5
5-{2-[4-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)phenyl]ethenyl}-3,3-diphenyl-3H-benzo[f]chromene
—— 6-[2-ethylbut-1-oxy]-2-phenylbenz-4H-pyran-4-one 163421-10-1 C21H22O3
6-[2-ethylbut-1-oxy]-2-phenylbenz-4H-pyran-4-one
—— 7-O-(3-Oxo-2-butyl)-3'-O-cyclopentyldiosmetin 205524-03-4 C25H26O7
7-O-(3-Oxo-2-butyl)-3'-O-cyclopentyldiosmetin
—— 5,7-dihydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-6,8-dipropyl-4H-1-benzopyran-4-one 178367-41-4 C25H30O6
5,7-dihydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-6,8-dipropyl-4H-1-benzopyran-4-one
—— (+)-2-(Benzo[1,3]dioxol-5-yl)-4-butyl-6-isopropyl-2H-chromen-3-carboxylic Acid 203918-17-6 C24H26O5
(+)-2-(Benzo[1,3]dioxol-5-yl)-4-butyl-6-isopropyl-2H-chromen-3-carboxylic Acid
—— 3-Iodo-6-methyl-2-phenyl-chroman 73047-39-9 C16H15IO
3-Iodo-6-methyl-2-phenyl-chroman
—— diethyl 4-(6-hydroxy-4H-1-benzopyran-4-on-2-yl)benzylphosphonate 166305-10-8 C20H21O6P
diethyl 4-(6-hydroxy-4H-1-benzopyran-4-on-2-yl)benzylphosphonate
—— 3-[1,3,11a-trihydroxy-5a-(3-hydroxy-4-methoxyphenyl)-12-oxochromeno[2,3-b][1,4]benzodioxin-8-yl]prop-2-enoic acid 1219698-81-3 C25H18O11
3-[1,3,11a-trihydroxy-5a-(3-hydroxy-4-methoxyphenyl)-12-oxochromeno[2,3-b][1,4]benzodioxin-8-yl]prop-2-enoic acid
—— torosaflavone trimethylether dibenzoate 124961-74-6 C39H36O11
torosaflavone trimethylether dibenzoate
—— 1402931-93-4 C30H20Br2O6
—— 7-diethylamino-3-hydroxy-2-phenylchromen-4-one 753006-66-5 C19H19NO3
7-diethylamino-3-hydroxy-2-phenylchromen-4-one
—— 2-(2,4-Dimethoxybenzoyl)coumaran-3-on 2046-46-0 C17H14O5
2-(2,4-Dimethoxybenzoyl)coumaran-3-on
—— 4-(2-([1,1'-biphenyl]-4-yl)-3-(2-(2-hydroxyethoxy)ethyl)-8-oxo-3,8-dihydrochromeno[6,7-d]imidazol-6-yl)benzamide 1311276-98-8 C33H27N3O5
4-(2-([1,1'-biphenyl]-4-yl)-3-(2-(2-hydroxyethoxy)ethyl)-8-oxo-3,8-dihydrochromeno[6,7-d]imidazol-6-yl)benzamide
—— methyl 3-methoxy-4-<<<4-oxo-2-phenyl-5-(2-propenyloxy)-4H-1-benzopyran-7-yl>oxy>methyl>benzoate 118684-15-4 C28H24O7
methyl 3-methoxy-4-<<<4-oxo-2-phenyl-5-(2-propenyloxy)-4H-1-benzopyran-7-yl>oxy>methyl>benzoate
—— 2-[4-[3,9-bis[[tert-butyl(dimethyl)silyl]oxy]-6H-[1]benzothiolo[3,2-c]chromen-6-yl]phenoxy]-N,N-dimethylethanamine 188824-35-3 C37H51NO4SSi2
2-[4-[3,9-bis[[tert-butyl(dimethyl)silyl]oxy]-6H-[1]benzothiolo[3,2-c]chromen-6-yl]phenoxy]-N,N-dimethylethanamine
—— 8-formyl-7-hydroxy-2-(2-phenoxyphenyl)-4H-1-benzopyran-4-one 936028-67-0 C22H14O5
8-formyl-7-hydroxy-2-(2-phenoxyphenyl)-4H-1-benzopyran-4-one
—— (+/-)-2-[4-(tert-butyl)benzyl]-2-phenylchroman 1353093-45-4 C26H28O
(+/-)-2-[4-(tert-butyl)benzyl]-2-phenylchroman
—— (Z)-2-(2-Phenyl-2-piperidin-1-yl-2H-chromen-4-yl)-3-piperidin-1-yl-propenal 40041-06-3 C28H32N2O2
(Z)-2-(2-Phenyl-2-piperidin-1-yl-2H-chromen-4-yl)-3-piperidin-1-yl-propenal
—— 5-((2R,4S)-2-(2-(((R)-1-(4-fluoronaphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride 1451373-70-8 C31H30FNO3*ClH
5-((2R,4S)-2-(2-(((R)-1-(4-fluoronaphthalen-1-yl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride
—— 7-Benzyloxy-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 178366-66-0 C26H22O6
7-Benzyloxy-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— (2-{4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-diethylamine 554430-93-2 C40H57NO5Si2
(2-{4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5,11-dihydro-chromeno[4,3-c]-chromen-5-yl]-phenoxy}-ethyl)-diethylamine
—— 2-(4-fluorophenyl)-2H-chromene 1362478-99-6 C15H11FO
2-(4-fluorophenyl)-2H-chromene
—— 2-(4-bromophenyl)-6-chloro-3-nitro-2H-chromene 1499097-37-8 C15H9BrClNO3
2-(4-bromophenyl)-6-chloro-3-nitro-2H-chromene
—— 5-Hydroxy-7-methoxy-2-phenyl-6-propylamino-chromen-4-one 272774-06-8 C19H19NO4
5-Hydroxy-7-methoxy-2-phenyl-6-propylamino-chromen-4-one
—— dimethyl topazolin 55929-09-4 C23H24O6
dimethyl topazolin
—— 2-<Benzo<1,3>dioxol-5-yl>-3,6,7-trimethoxy-chromen-4,5,8-trion 5586-35-6 C19H14O9
2-<Benzo<1,3>dioxol-5-yl>-3,6,7-trimethoxy-chromen-4,5,8-trion
—— 2-(4-fluorophenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one 1613023-73-6 C25H23FO4
2-(4-fluorophenyl)-6,6,10,10-tetramethyl-2,3-dihydro-6H,10H-dipyrano[2,3-f;2′,3′-h]chromen-4-one
—— 2-[2-(5-fluoro-2-methyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester 1426900-29-9 C21H18FNO4S
2-[2-(5-fluoro-2-methyl-phenyl)-chroman-6-yloxy]-thiazole-5-carboxylic acid methyl ester
—— 11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-thiophen-2-ylspiro[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] 1278523-61-7 C48H46O4S
11-Methoxy-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-thiophen-2-ylspiro[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]
—— 2-Acetoxy-erythroaphin-sl 5992-09-6 C32H24O10
2-Acetoxy-erythroaphin-sl
—— 3,4'-Diallyloxy-flavon 2413-10-7 C21H18O4
3,4'-Diallyloxy-flavon
—— 6-Fluor-4'-hydroxy-3'-methoxy-flavonol 4257-51-6 C16H11FO5
6-Fluor-4'-hydroxy-3'-methoxy-flavonol