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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-methoxyphenyl)-2H-chromen-7-yl dimethylcarbamate 1346936-74-0 C19H19NO4
2-(4-methoxyphenyl)-2H-chromen-7-yl dimethylcarbamate
—— 2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,8-dimethoxy-chromen-4-one 743457-86-5 C19H18O7
2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,8-dimethoxy-chromen-4-one
—— 2-(4-(tert-butoxy)phenyl)-4-oxochromane-5,7-diyl di-tert-butyl bis(carbonate) 895918-08-8 C29H36O9
2-(4-(tert-butoxy)phenyl)-4-oxochromane-5,7-diyl di-tert-butyl bis(carbonate)
—— 2-(2-chlorophenyl)chroman-6-ol 488849-53-2 C15H13ClO2
2-(2-chlorophenyl)chroman-6-ol
—— 3-bromodiosmetin 7-isopropyl ether 890661-60-6 C19H17BrO6
3-bromodiosmetin 7-isopropyl ether
—— (6a<i>S</i>)-2,3,7<i>c</i>,10-tetramethoxy-(6a<i>r</i>,12a<i>t</i>)-5,6a,7,12a-tetrahydro-isochromeno[4,3-<i>b</i>]chromene 30833-47-7 C20H22O6
(6a<i>S</i>)-2,3,7<i>c</i>,10-tetramethoxy-(6a<i>r</i>,12a<i>t</i>)-5,6a,7,12a-tetrahydro-isochromeno[4,3-<i>b</i>]chromene
—— 5-((2R,4S)-2-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)methyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride 1451373-57-1 C27H28FNO4*ClH
5-((2R,4S)-2-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)methyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride
—— 7-(2-methylallyloxy) 8acetyl-3methylflavone 329913-61-3 C22H20O4
7-(2-methylallyloxy) 8acetyl-3methylflavone
—— 2-(3-methoxyphenyl)chroman-4,6-diol 488850-07-3 C16H16O4
2-(3-methoxyphenyl)chroman-4,6-diol
—— 2-(4-chlorophenyl)chroman-4,6-diol 488849-42-9 C15H13ClO3
2-(4-chlorophenyl)chroman-4,6-diol
—— (8S)-8-[2-(hydroxymethyl)phenyl]-N,N,2,3-tetramethyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxamide 917960-16-8 C22H25N3O3
(8S)-8-[2-(hydroxymethyl)phenyl]-N,N,2,3-tetramethyl-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxamide
—— (8S)-8-(2-benzyloxymethyl-phenyl)-2,3-dimethyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide 917957-26-7 C29H31N3O3
(8S)-8-(2-benzyloxymethyl-phenyl)-2,3-dimethyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide
—— 4-chloro-2-(4-methoxyphenyl)-2H-chromene-3-carbaldehyde 1393598-13-4 C17H13ClO3
4-chloro-2-(4-methoxyphenyl)-2H-chromene-3-carbaldehyde
—— (2R,3R)-2-(3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate) 1186527-18-3 C40H28N4O23S4
(2R,3R)-2-(3-methoxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxy-3,4-dihydrochroman-5,7-diyl bis(2-nitrobenzenesulfonate)
—— epicatechin-(4β->8)-epicatechin-(4β->2)-phloroglucinol peracetate 82801-34-1 C62H56O28
epicatechin-(4β->8)-epicatechin-(4β->2)-phloroglucinol peracetate
—— 5,7,4'-Tribenzyl-3,4-diacetyl-pelargidandiol 96871-83-9 C40H36O8
5,7,4'-Tribenzyl-3,4-diacetyl-pelargidandiol
—— 3,3',4',5'-Tetramethoxy-6,7-methylendioxy-flavon 100168-09-0 C20H18O8
3,3',4',5'-Tetramethoxy-6,7-methylendioxy-flavon
—— 5-Oxo-2-phenyl-5H-1-oxa-pyrene-4-carboxylic acid amide 38159-01-2 C22H13NO3
5-Oxo-2-phenyl-5H-1-oxa-pyrene-4-carboxylic acid amide
—— 3-β-D-Glucosid d. 3-Hydroxy-4'-methoxyflavon 135557-21-0 C22H22O9
3-β-D-Glucosid d. 3-Hydroxy-4'-methoxyflavon
—— (2R,3R,4R)-7,8-Dimethoxy-2-(4-methoxy-phenyl)-4-(2,4,6-trimethoxy-phenyl)-chroman-3-ol 78284-64-7 C27H30O8
(2R,3R,4R)-7,8-Dimethoxy-2-(4-methoxy-phenyl)-4-(2,4,6-trimethoxy-phenyl)-chroman-3-ol
—— 2,8-di-(p-chlorophenyl)-3,7-dimethoxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran 115540-60-8 C26H16Cl2O6
2,8-di-(p-chlorophenyl)-3,7-dimethoxy-4,6-dioxo-4H,6H-benzo<1,2-b:5,4-b'>dipyran
—— 2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-(3-methylphenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239066-95-6 C27H27NO2
2,5-dihydro-10-methoxy-2,2,4-trimethyl-5-(3-methylphenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 2-(3-hydroxy-4-methoxy-phenyl)-6-methoxy-chroman-4-one 109248-42-2 C17H16O5
2-(3-hydroxy-4-methoxy-phenyl)-6-methoxy-chroman-4-one
—— 2-(3-hydroxy-phenyl)-5,7-dimethyl-chroman-4-one 109090-27-9 C17H16O3
2-(3-hydroxy-phenyl)-5,7-dimethyl-chroman-4-one
—— 3-ethyl-7-methoxy-2-phenyl-chroman-4-one 101789-88-2 C18H18O3
3-ethyl-7-methoxy-2-phenyl-chroman-4-one
—— 6-nitro-2-(2-nitro-phenyl)-chroman-4-one 107918-49-0 C15H10N2O6
6-nitro-2-(2-nitro-phenyl)-chroman-4-one
—— 1-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-1H-furo[3,4-b]chromene-3,9-dione 1333342-91-8 C20H10O7
1-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-1H-furo[3,4-b]chromene-3,9-dione
—— (R)-2-(2-bromophenyl)chromane 1132755-80-6 C15H13BrO
(R)-2-(2-bromophenyl)chromane
—— 7-ethyl-2-(4-ethyl-2-methoxy-phenyl)-2,4,4-trimethyl-chroman 114302-52-2 C23H30O2
7-ethyl-2-(4-ethyl-2-methoxy-phenyl)-2,4,4-trimethyl-chroman
—— 5,7-dibenzyl-4'-methoxyethoxymethylapigenin 175030-64-5 C33H30O7
5,7-dibenzyl-4'-methoxyethoxymethylapigenin
—— bis-(5-hydroxy-8,8-dimethyl-4-oxo-2-phenyl-3,4-dihydro-2<i>H</i>,8<i>H</i>-pyrano[3,2-<i>g</i>]chromen-10-yl)-methane 20870-02-4 C41H36O8
bis-(5-hydroxy-8,8-dimethyl-4-oxo-2-phenyl-3,4-dihydro-2<i>H</i>,8<i>H</i>-pyrano[3,2-<i>g</i>]chromen-10-yl)-methane
—— 1,7-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7-trioxaheptane 916330-78-4 C38H34O13
1,7-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7-trioxaheptane
—— 4,7-dimethyl-2,2-diphenyl-2<i>H</i>-chromene 52604-78-1 C23H20O
4,7-dimethyl-2,2-diphenyl-2<i>H</i>-chromene
—— (8S)-2,3-dimethyl-8-(2-trifluoromethyl-phenyl)-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide 917957-18-7 C22H22F3N3O2
(8S)-2,3-dimethyl-8-(2-trifluoromethyl-phenyl)-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid dimethylamide
—— 6'-benzyl-3'-hydroxy-4'-methoxyflavanone 1209470-03-0 C23H20O4
6'-benzyl-3'-hydroxy-4'-methoxyflavanone
—— 1268817-19-1 C46H43NO7
—— 5-(3-bromophenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline 239067-23-3 C26H24BrNO2
5-(3-bromophenyl)-2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinoline
—— (S)-5,7-Dihydroxy-2-(2,2,9,9-tetramethyl-2,3,4,7,8,9-hexahydro-pyrano[3,2-h]chromen-5-yl)-chroman-4-one 101910-47-8 C25H28O6
(S)-5,7-Dihydroxy-2-(2,2,9,9-tetramethyl-2,3,4,7,8,9-hexahydro-pyrano[3,2-h]chromen-5-yl)-chroman-4-one
—— 1252045-81-0 C31H22ClN3O2
—— 6-Benzoyl-8-methyl-3'-nitro-flavanon 95812-34-3 C23H17NO5
6-Benzoyl-8-methyl-3'-nitro-flavanon
—— 3-Methyl-4'-nitro-6-propionylamino-flavon 98722-38-4 C19H16N2O5
3-Methyl-4'-nitro-6-propionylamino-flavon
—— 5,7-Diacetoxy-2-(4-methoxy-phenyl)-chroman 102159-49-9 C20H20O6
5,7-Diacetoxy-2-(4-methoxy-phenyl)-chroman
—— 5,7-difluoro-3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one 1394018-38-2 C16H10F2O4
5,7-difluoro-3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 3'-Acetoxy-flavon 93327-96-9 C17H12O4
3'-Acetoxy-flavon
—— 6-Benzoyloxyflavanon 95161-96-9 C22H16O4
6-Benzoyloxyflavanon
—— (+/-)-2,3-dihydro-5,7-dihydroxy-2-[4-(trifluoromethyl)phenyl]-4H-1-benzopyran-4-one 120980-72-5 C16H11F3O4
(+/-)-2,3-dihydro-5,7-dihydroxy-2-[4-(trifluoromethyl)phenyl]-4H-1-benzopyran-4-one
—— 21',21'-Ditert-butyl-14',14'-bis(4-methoxyphenyl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-15,20-dioxa-22-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene] 1398417-07-6 C51H54O4S
21',21'-Ditert-butyl-14',14'-bis(4-methoxyphenyl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-15,20-dioxa-22-thiahexacyclo[15.7.0.02,10.03,8.011,16.019,23]tetracosa-1(24),2(10),3,5,7,11(16),12,17,19(23)-nonaene]
—— 6-nitro-2-(3-nitro-phenyl)-chroman-4-one 107916-61-0 C15H10N2O6
6-nitro-2-(3-nitro-phenyl)-chroman-4-one
—— 6-methyl-4-oximinoflavan 22812-12-0 C16H15NO2
6-methyl-4-oximinoflavan
—— 1421313-21-4 C32H32O7