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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
—— 3,3,8-Trimethoxy-2-(4-methoxy-phenyl)-chroman-4-one oxime 92046-59-8 C19H21NO6
3,3,8-Trimethoxy-2-(4-methoxy-phenyl)-chroman-4-one oxime
—— 4-[4-[21,21-Diethyl-14-(4-methoxyphenyl)-1',1'-dimethylspiro[15,22-dioxa-20-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-9,4'-cyclohexane]-14-yl]phenyl]morpholine 1398417-01-0 C49H51NO4S
4-[4-[21,21-Diethyl-14-(4-methoxyphenyl)-1',1'-dimethylspiro[15,22-dioxa-20-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-9,4'-cyclohexane]-14-yl]phenyl]morpholine
—— (+/-)-5,7-dimethoxymethoxy-3'-bromo-flavanone 1134396-27-2 C19H19BrO6
(+/-)-5,7-dimethoxymethoxy-3'-bromo-flavanone
—— 1398416-69-7 C52H54O4S
—— 2',4',5,5',7-pentaisopropyloxyflavone 96527-99-0 C30H40O7
2',4',5,5',7-pentaisopropyloxyflavone
—— 14,14-Bis(4-methoxyphenyl)spiro[15,20-dioxa-24-thiahexacyclo[15.9.0.02,10.03,8.011,16.019,25]hexacosa-1(26),2(10),3,5,7,11(16),12,17,19(25)-nonaene-9,1'-cyclooctane] 1398416-34-6 C44H42O4S
14,14-Bis(4-methoxyphenyl)spiro[15,20-dioxa-24-thiahexacyclo[15.9.0.02,10.03,8.011,16.019,25]hexacosa-1(26),2(10),3,5,7,11(16),12,17,19(25)-nonaene-9,1'-cyclooctane]
—— 8-ethoxy-2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one 743427-43-2 C21H22O8
8-ethoxy-2-(3,4-dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one
—— 6-(2-aminoethoxy)-2-phenylchroman-4-one methane sulfonate 488849-25-8 CH4O3S*C17H17NO3
6-(2-aminoethoxy)-2-phenylchroman-4-one methane sulfonate
—— 1320360-00-6 C23H18O4
—— 5,7,8-trimethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-chromen-4-one 102448-74-8 C21H22O8
5,7,8-trimethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-chromen-4-one
—— 3-methoxy-8-methyl-2-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one 71593-96-9 C19H16O4
3-methoxy-8-methyl-2-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one
—— 8-Hydroxy-6-methyl-flavon 94428-49-6 C16H12O3
8-Hydroxy-6-methyl-flavon
—— 3'-amino-5,8-4'-trihydroxy-3,6,7-trimethoxy-flavone 1266729-39-8 C18H17NO8
3'-amino-5,8-4'-trihydroxy-3,6,7-trimethoxy-flavone
—— 5-Chloro-7-methoxy-4-oxo-2-phenyl-4H-1-benzopyran 139027-46-6 C16H11ClO3
5-Chloro-7-methoxy-4-oxo-2-phenyl-4H-1-benzopyran
—— 5-hydroxy-3-methyl-2-phenyl-8H-4-oxobenzo-<1,2-b:5,6-b'>dipyran 111301-30-5 C19H14O4
5-hydroxy-3-methyl-2-phenyl-8H-4-oxobenzo-<1,2-b:5,6-b'>dipyran
—— Methyl 2,2-bis(4-methoxyphenyl)-9-pyrrolidino-2H-naphtho [1,2-b]pyran-5-carboxylate 214115-71-6 C33H31NO5
Methyl 2,2-bis(4-methoxyphenyl)-9-pyrrolidino-2H-naphtho [1,2-b]pyran-5-carboxylate
—— N-Ethoxycarbonylamino-5,6-benzo-flavan 95941-94-9 C22H21NO3
N-Ethoxycarbonylamino-5,6-benzo-flavan
—— Acetic acid 7-acetoxy-2-(3,4-dimethoxy-phenyl)-6,8-dimethyl-4-oxo-4H-chromen-5-yl ester 93290-62-1 C23H22O8
Acetic acid 7-acetoxy-2-(3,4-dimethoxy-phenyl)-6,8-dimethyl-4-oxo-4H-chromen-5-yl ester
—— 5,4'-Di-β-D-glucopyranosyloxy-7-methoxy-flavanon 27960-49-2 C28H34O15
5,4'-Di-β-D-glucopyranosyloxy-7-methoxy-flavanon
—— 8-Methoxymethyl-7-methoxy-2-phenyl-chromen-4-on 93876-05-2 C18H16O4
8-Methoxymethyl-7-methoxy-2-phenyl-chromen-4-on
—— 14,14-Bis(4-methoxyphenyl)spiro[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-9,1'-cyclododecane] 1398416-37-9 C46H46O4S
14,14-Bis(4-methoxyphenyl)spiro[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-9,1'-cyclododecane]
—— 4'-Ethoxycarbonylmethoxy-7-methoxy-flavon 100064-05-9 C20H18O6
4'-Ethoxycarbonylmethoxy-7-methoxy-flavon
—— 2-[2-(3-fluoro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372102-41-5 C19H16FNO6S
2-[2-(3-fluoro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— 6-acetoxy-2-(3,4,5-triacetoxy-phenyl)-chromen-4-one 112685-45-7 C23H18O10
6-acetoxy-2-(3,4,5-triacetoxy-phenyl)-chromen-4-one
—— <i>N</i>-(3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-8-yl)-2-morpholin-4-yl-acetamide 56822-91-4 C22H22N2O4
<i>N</i>-(3-methyl-4-oxo-2-phenyl-4<i>H</i>-chromen-8-yl)-2-morpholin-4-yl-acetamide
—— 8-[5-(5,7-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-di(propan-2-yloxy)-2-(4-propan-2-yloxyphenyl)chromen-4-one 135159-04-5 C42H42O10
8-[5-(5,7-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-di(propan-2-yloxy)-2-(4-propan-2-yloxyphenyl)chromen-4-one
—— 1259401-17-6 C48H44F6O5
—— 3,4',7-trimethoxy-8-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-flavone 108335-26-8 C32H34O14
3,4',7-trimethoxy-8-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-flavone
—— 6-(2,3-dihydroxypropoxy)-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide 1219446-15-7 C25H19F3N2O6
6-(2,3-dihydroxypropoxy)-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-2-carboxamide
—— 7-hydroxy-6-[(E)-2-(4-hydroxyphenyl)diazen-1-yl]-2-phenyl-4H-chromen-4-one 1565622-85-6 C21H14N2O4
7-hydroxy-6-[(E)-2-(4-hydroxyphenyl)diazen-1-yl]-2-phenyl-4H-chromen-4-one
—— 5,7,4'-Trimethoxy-8-(2,3,5,6-tetra-O-acetyl-D-glucofuranosyl)flavon 119529-79-2 C32H34O14
5,7,4'-Trimethoxy-8-(2,3,5,6-tetra-O-acetyl-D-glucofuranosyl)flavon
—— 1030624-92-0 C49H52O7Si
—— 6.8-Dibrom-7-benzoyloxy-3-benzoyl-flavon 96269-07-7 C29H16Br2O5
6.8-Dibrom-7-benzoyloxy-3-benzoyl-flavon
—— rac. Catechin-3-gallat-heptamethylether 110945-53-4 C29H32O10
rac. Catechin-3-gallat-heptamethylether
—— 7-(3,3-dimethylallyl)-4'-methoxyethoxymethylapigenin 175030-66-7 C24H26O7
7-(3,3-dimethylallyl)-4'-methoxyethoxymethylapigenin
—— 3-hydroxy-6-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-chromen-4-one 109688-50-8 C19H18O7
3-hydroxy-6-methoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-chromen-4-one
—— 8-amino-2-(2-methoxy-phenyl)-chroman-4-one 113454-24-3 C16H15NO3
8-amino-2-(2-methoxy-phenyl)-chroman-4-one
—— 5-Methoxy-7-benzyloxyflavanon-2,4-dinitrophenylhydrazon 96870-26-7 C29H24N4O7
5-Methoxy-7-benzyloxyflavanon-2,4-dinitrophenylhydrazon
—— N-[2-(2-chloro-3-fluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-96-1 C20H11ClFN3O3
N-[2-(2-chloro-3-fluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-diphenylspiro[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-9,3'-cyclohexane] 1398417-17-8 C56H50O4S
14,14-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-21,21-diphenylspiro[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-9,3'-cyclohexane]
—— 2,3-cis-3-bromo-2-(2,4-cis-4'-methoxyflavan-4-yloxy)flavan 95731-48-9 C31H27BrO4
2,3-cis-3-bromo-2-(2,4-cis-4'-methoxyflavan-4-yloxy)flavan
—— 5-hydroxy-2-methyl-3,8-diphenyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 56154-75-7 C25H18O4
5-hydroxy-2-methyl-3,8-diphenyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— 6-(4-bromophenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene 1415605-93-4 C16H13BrO3
6-(4-bromophenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— (8S)-8-(2-fluorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 917957-09-6 C21H22FN3O2
(8S)-8-(2-fluorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— (R)-methyl 3-(8-acetyl-5,7-dimethyl-4-oxochroman-2-yl) benzoate 1438760-98-5 C21H20O5
(R)-methyl 3-(8-acetyl-5,7-dimethyl-4-oxochroman-2-yl) benzoate
—— 3-(Diphenylphosphoryl)-3,4-dihydro-9-phenyl-2,3,4-metheno-2H-1-benzopyran 108010-30-6 C28H21O2P
3-(Diphenylphosphoryl)-3,4-dihydro-9-phenyl-2,3,4-metheno-2H-1-benzopyran
—— (1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide 373630-94-5 C25H25NO4
(1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methyl)propionamide
—— 4',5,7,8-tetramethoxyflavanone 78224-99-4 C19H20O6
4',5,7,8-tetramethoxyflavanone
—— 8-Cyan-7-methoxyflavon 107455-49-2 C17H11NO3
8-Cyan-7-methoxyflavon
—— 2-(3,4-diethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one 743422-65-3 C21H22O7
2-(3,4-diethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one