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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
—— 3,5,7-trihydroxy-2-(4-(3-hydroxyprop-1-yn-1-yl)-2-methylphenyl)-4H-chromen-4-one 1580489-97-9 C19H14O6
3,5,7-trihydroxy-2-(4-(3-hydroxyprop-1-yn-1-yl)-2-methylphenyl)-4H-chromen-4-one
—— 5'-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavanone 749256-80-2 C66H60O24
5'-acetoxy-6-C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyl)-7-methoxyflavanone
—— (-)-(2R,4R)-6-bromo-4-acetoxyflavan 817159-67-4 C17H15BrO3
(-)-(2R,4R)-6-bromo-4-acetoxyflavan
—— 5'-benzyloxy-2',3',5,6,7-pentamethoxyflavone 93092-21-8 C27H26O8
5'-benzyloxy-2',3',5,6,7-pentamethoxyflavone
—— 6,8-Di-C-β-D-glucopyranosylacacetin-decaacetat 36706-30-6 C48H52O25
6,8-Di-C-β-D-glucopyranosylacacetin-decaacetat
—— N-[2-nitro-4-(3,7,8-tribromo-4-oxochromen-2-yl)phenyl]acetamide 145665-91-4 C17H9Br3N2O5
N-[2-nitro-4-(3,7,8-tribromo-4-oxochromen-2-yl)phenyl]acetamide
—— 2-(2-chlorophenyl)-5-hydroxy-8-[2-hydroxy-3-(pyrrolidin-1-yl)propyl]-7-methoxy-4H-1-benzopyran-4-one 952677-76-8 C23H24ClNO5
2-(2-chlorophenyl)-5-hydroxy-8-[2-hydroxy-3-(pyrrolidin-1-yl)propyl]-7-methoxy-4H-1-benzopyran-4-one
—— 8-Chloro-2-(4-chloro-phenyl)-chroman-4-one 373357-12-1 C15H10Cl2O2
8-Chloro-2-(4-chloro-phenyl)-chroman-4-one
—— 3-(4-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-44-8 C30H33NO4*ClH
3-(4-hydroxyphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 8-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-chroman-4-one 109614-14-4 C19H19NO5
8-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 6-(p-Acetyl-phenoxy)-5,7,4'-trimethoxy-flavon 114398-38-8 C26H22O7
6-(p-Acetyl-phenoxy)-5,7,4'-trimethoxy-flavon
—— 2'-Chlor-6-jod-flavonol 100914-15-6 C15H8ClIO3
2'-Chlor-6-jod-flavonol
—— 8-Jod-4',5,7-triacetoxy-flavon 94966-77-5 C21H15IO8
8-Jod-4',5,7-triacetoxy-flavon
—— 2''',3'''-epoxykhonklonginol A 1492023-77-4 C26H28O7
2''',3'''-epoxykhonklonginol A
—— (2R,3S,4R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-yl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol 722457-47-8 C129H110O18
(2R,3S,4R)-2-[3,4-bis(phenylmethoxy)phenyl]-4-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3S,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-4-yl]-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-3-ol
—— 3-Brom-4'-methoxy-7-methyl-flavanon 93329-49-8 C17H15BrO3
3-Brom-4'-methoxy-7-methyl-flavanon
—— 5-Hydroxy-8-methoxy-6-allyl-flavon 94305-79-0 C19H16O4
5-Hydroxy-8-methoxy-6-allyl-flavon
—— 8-Methoxy-dihydrofurano<3'.2':6.7>-flavon 98143-81-8 C18H14O4
8-Methoxy-dihydrofurano<3'.2':6.7>-flavon
—— 5,4'-diacetoxy-3,6,7-trimethoxyflavone 14801-91-3 C22H20O9
5,4'-diacetoxy-3,6,7-trimethoxyflavone
—— 5-hydroxy-6-[4-(5-hydroxy-7-methoxy-4-oxo-4<i>H</i>-chromen-2-yl)-phenoxy]-7-methoxy-2-(4-methoxy-phenyl)-chromen-4-one 21919-89-1 C33H24O10
5-hydroxy-6-[4-(5-hydroxy-7-methoxy-4-oxo-4<i>H</i>-chromen-2-yl)-phenoxy]-7-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 5,7-Dibenzyloxy-8-methyl-flavanon 1259-45-6 C30H26O4
5,7-Dibenzyloxy-8-methyl-flavanon
—— 7-Hydroxy-3-methyl-8-methyliminomethyl-flavon 93729-26-1 C18H15NO3
7-Hydroxy-3-methyl-8-methyliminomethyl-flavon
—— 2-benzo[1,3]dioxol-5-yl-3-methoxy-8-methyl-furo[2,3-<i>h</i>]chromen-4-one 114889-29-1 C20H14O6
2-benzo[1,3]dioxol-5-yl-3-methoxy-8-methyl-furo[2,3-<i>h</i>]chromen-4-one
—— 10-Methoxy-5,5,11-tris(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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] 1301696-93-4 C51H50O5
10-Methoxy-5,5,11-tris(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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-benzo[1,3]dioxol-5-yl-4-oxo-chroman-6-carboxylic acid ethyl ester 111441-85-1 C19H16O6
2-benzo[1,3]dioxol-5-yl-4-oxo-chroman-6-carboxylic acid ethyl ester
—— 4-(3,4-dimethoxyphenyl)-7-methoxy-4H-benzopyran[4,3-d][1,2,3]selenadiazole 1266399-43-2 C18H16N2O4Se
4-(3,4-dimethoxyphenyl)-7-methoxy-4H-benzopyran[4,3-d][1,2,3]selenadiazole
—— 2-(2,3-difluorophenyl)-6-hydroxychroman-4-one 488849-62-3 C15H10F2O3
2-(2,3-difluorophenyl)-6-hydroxychroman-4-one
—— 7-dimethylamino-6-methoxy-2-(4-(N-morpholinyl)phenyl)-2,13,13-triphenyl-2H,13H-indeno[1,2-h]benzo[f]chromene 404934-44-7 C51H44N2O3
7-dimethylamino-6-methoxy-2-(4-(N-morpholinyl)phenyl)-2,13,13-triphenyl-2H,13H-indeno[1,2-h]benzo[f]chromene
—— 7-n-Butoxy-flavanon 59880-54-5 C19H20O3
7-n-Butoxy-flavanon
—— 2-[3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-(4-piperidinylamino)-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372103-12-3 C23H25N3O6S
2-[3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-(4-piperidinylamino)-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— 7-Hydroxy-3-(4-hydroxyphenyl)-2-[4-(3-piperidin-1-yl-1-thiapropyl)-phenyl]-4-(trifluoromethyl)-2H-1-benzopyran 361390-99-0 C29H28F3NO3S
7-Hydroxy-3-(4-hydroxyphenyl)-2-[4-(3-piperidin-1-yl-1-thiapropyl)-phenyl]-4-(trifluoromethyl)-2H-1-benzopyran
—— 8-allyl-7-hydroxy-5-methoxy-3',4'-methylenedioxyflavone 84314-56-7 C20H16O6
8-allyl-7-hydroxy-5-methoxy-3',4'-methylenedioxyflavone
—— (8S)-8-(4-chlorophenyl)-N-methoxy-N,2,3-trimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1046469-09-3 C21H22ClN3O3
(8S)-8-(4-chlorophenyl)-N-methoxy-N,2,3-trimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 3-(Morpholinomethyl)flavon 23367-24-0 C20H19NO3
3-(Morpholinomethyl)flavon
—— 2-(3-chloro-4-fluorophenyl)-3-methoxy-6-methyl-8-nitro-4H-chromen-4-one 372102-62-0 C17H11ClFNO5
2-(3-chloro-4-fluorophenyl)-3-methoxy-6-methyl-8-nitro-4H-chromen-4-one
—— 3-(allyloxy)-6-chloro-2-(4-methoxyphenyl)-4H-chromen-4-one 1062237-99-3 C19H15ClO4
3-(allyloxy)-6-chloro-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 6,4'-Diacetoxy-5,7-dimethoxy-flavanon-(4) 111161-58-1 C21H20O8
6,4'-Diacetoxy-5,7-dimethoxy-flavanon-(4)
—— 5,7-difluoro-3',4'-dihydroxyflavonol 1394018-37-1 C15H8F2O5
5,7-difluoro-3',4'-dihydroxyflavonol
—— methyl 2-(2-chlorophenyl)-4-oxo-4H-chromene-3-carboxylate 1417564-57-8 C17H11ClO4
methyl 2-(2-chlorophenyl)-4-oxo-4H-chromene-3-carboxylate
—— 7-(2-Methoxy-phenyl)-3-methyl-chromeno[6,5-d]isoxazol-9-one 114594-43-3 C18H13NO4
7-(2-Methoxy-phenyl)-3-methyl-chromeno[6,5-d]isoxazol-9-one
—— 3-Hydroxy-2'-methoxymethoxy-flavon-6-carbonsaeure 93655-94-8 C18H14O7
3-Hydroxy-2'-methoxymethoxy-flavon-6-carbonsaeure
—— 3-Methoxy-flavon-2'-carbonsaeure 97980-67-1 C17H12O5
3-Methoxy-flavon-2'-carbonsaeure
—— 6-Nitro-2'-hydroxy-flavonol 108062-50-6 C15H9NO6
6-Nitro-2'-hydroxy-flavonol
—— 6-(4-methoxyphenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene 1415605-96-7 C17H16O4
6-(4-methoxyphenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— 4'-Methoxy-6-methyl-flavan-4-ol 1482-00-4 C17H18O3
4'-Methoxy-6-methyl-flavan-4-ol
—— 2-(2-chlorophenyl)-8-(3-dimethylamino-2-hydroxypropyl)-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one 952677-80-4 C21H22ClNO5
2-(2-chlorophenyl)-8-(3-dimethylamino-2-hydroxypropyl)-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one
—— 2-(2-chlorophenyl)-5-hydroxy-8-[2-hydroxy-3-(piperidin-1-yl)propyl]-7-methoxy-4H-1-benzopyran-4-one 952677-75-7 C24H26ClNO5
2-(2-chlorophenyl)-5-hydroxy-8-[2-hydroxy-3-(piperidin-1-yl)propyl]-7-methoxy-4H-1-benzopyran-4-one
—— flavanone 3Z,4E-dioxime 132830-48-9 C15H12N2O3
flavanone 3Z,4E-dioxime
—— (2S,3R)-6-chloro-4,4-dimethoxy-2-phenyl-2,3-dihydrochromen-3-ol 139006-33-0 C17H17ClO4
(2S,3R)-6-chloro-4,4-dimethoxy-2-phenyl-2,3-dihydrochromen-3-ol
—— 2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-6-[(1-iminoethyl-2-cyclopropylmethyl)amino]-4H-1-benzopyran-4-one hydrochloride 1187016-26-7 C21H18N2O5*ClH
2-(benzo[1,3]dioxol-5-yl)-3-hydroxy-6-[(1-iminoethyl-2-cyclopropylmethyl)amino]-4H-1-benzopyran-4-one hydrochloride