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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-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-tetradecyloxy-chromen-4-one 103777-15-7 C45H54O7
2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-tetradecyloxy-chromen-4-one
—— 8-Acetylamino-6-chlor-flavonol 21312-89-0 C17H12ClNO4
8-Acetylamino-6-chlor-flavonol
—— 1,13-diphenyl-(12at)-12,12a-dihydro-7H-6ar,12c-oxaazaethano-naphthaceno[1,12-bc]furan-6-one 32906-56-2 C31H21NO3
1,13-diphenyl-(12at)-12,12a-dihydro-7H-6ar,12c-oxaazaethano-naphthaceno[1,12-bc]furan-6-one
—— 3,7-Dihydroxyflavone 3-glucuronide 1242087-61-1 C21H18O10
3,7-Dihydroxyflavone 3-glucuronide
—— 6-Aethyl-α-pyrono<6'.5':7.8>flavan 94549-43-6 C20H18O3
6-Aethyl-α-pyrono<6'.5':7.8>flavan
—— 2-<Naphthyl-(1)>-3,6-dimethoxy-4-oxo-7-chlor-4H-chromen 6586-31-8 C21H15ClO4
2-<Naphthyl-(1)>-3,6-dimethoxy-4-oxo-7-chlor-4H-chromen
—— 4,6'-Dihydroxy-2'-β-D-glucopyranosyloxychalkon 23141-01-7 C21H22O9
4,6'-Dihydroxy-2'-β-D-glucopyranosyloxychalkon
—— 8-Bromo-7-butoxy-2-(4-chloro-phenyl)-6-nitro-chroman-4-one 135879-03-7 C19H17BrClNO5
8-Bromo-7-butoxy-2-(4-chloro-phenyl)-6-nitro-chroman-4-one
—— 2-(2-(methylsulfonyl)phenyl)-8-nitro-4H-chromen-4-one 1219446-62-4 C16H11NO6S
2-(2-(methylsulfonyl)phenyl)-8-nitro-4H-chromen-4-one
—— [Co(MPCS)<sub>2</sub>I<sub>2</sub>] 1415229-32-1 C34H34CoI2N6O4
[Co(MPCS)<sub>2</sub>I<sub>2</sub>]
—— 7-acetyloxy-5-hydroxy-3,8,3',4'-tetramethoxyflavone 124458-96-4 C21H20O9
7-acetyloxy-5-hydroxy-3,8,3',4'-tetramethoxyflavone
—— (2R,3R)-2-(3-hydroxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychroman-5,7-diyl bis(2-nitrobenzenesulfonate) 1186527-32-1 C39H26N4O23S4
(2R,3R)-2-(3-hydroxy-4,5-bis(2-nitrophenylsulfonyloxy)phenyl)-3-hydroxychroman-5,7-diyl bis(2-nitrobenzenesulfonate)
—— 2-(7-ethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-5-yl)naphthalene-1,4-dione 1415426-48-0 C28H20O6
2-(7-ethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-5-yl)naphthalene-1,4-dione
—— rac-2-[4-(benzyloxy)phenyl]-5,7-dihydroxychroman-4-one 345891-63-6 C22H18O5
rac-2-[4-(benzyloxy)phenyl]-5,7-dihydroxychroman-4-one
—— 7-(benzyloxy)-3-hydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one 95226-17-8 C23H18O5
7-(benzyloxy)-3-hydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one
—— 3-Hydroxy-2-(4-methoxyphenyl)-6-phenylmethoxychromen-4-one 111391-54-9 C23H18O5
3-Hydroxy-2-(4-methoxyphenyl)-6-phenylmethoxychromen-4-one
—— 3-hydroxy-4',8-dimethoxy-5,7-bis(tosyloxy)flavone 117155-41-6 C31H26O11S2
3-hydroxy-4',8-dimethoxy-5,7-bis(tosyloxy)flavone
—— (8S)-5-(methoxymethyl)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole 917961-06-9 C21H24N2O2
(8S)-5-(methoxymethyl)-2,3-dimethyl-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole
—— 2-(4-iodophenyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one 1443753-03-4 C31H31IO6
2-(4-iodophenyl)-7-((tetrahydro-2H-pyran-2-yl)oxy)-3-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)chroman-4-one
—— 2-(4-benzyloxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one 14801-90-2 C25H22O7
2-(4-benzyloxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-2-(2,3-dihydroxypropoxy)pyridine-3-carboxamide 1219446-33-9 C24H19ClN2O6
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-2-(2,3-dihydroxypropoxy)pyridine-3-carboxamide
—— N-[2-(2-chloro-6-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-95-0 C19H10ClFN2O3S
N-[2-(2-chloro-6-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 8-Bromo-7-butoxy-3-hydroxy-2-(2-methoxy-phenyl)-6-nitro-chromen-4-one 135878-98-7 C20H18BrNO7
8-Bromo-7-butoxy-3-hydroxy-2-(2-methoxy-phenyl)-6-nitro-chromen-4-one
—— 8-Jod-4'-methoxy-flavanon 1154-69-4 C16H13IO3
8-Jod-4'-methoxy-flavanon
—— 9-methoxy-3-methyl-2-phenyl-6H-4-oxobenzo-<1,2-b:3,4-b'>dipyran 111301-32-7 C20H16O4
9-methoxy-3-methyl-2-phenyl-6H-4-oxobenzo-<1,2-b:3,4-b'>dipyran
—— 3-hydroxy-5-methoxyflavanone 60188-58-1 C16H14O4
3-hydroxy-5-methoxyflavanone
—— 4-hydroxy-4-methyl-2-(4'-(2''-piperidinoethoxy)phenyl)-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane 151533-33-4 C39H49NO7
4-hydroxy-4-methyl-2-(4'-(2''-piperidinoethoxy)phenyl)-3-(4'''-tetrahydropyranyloxy)phenyl-7-tetrahydropyranyloxychromane
—— 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(1-oxyl-2,2,5,5-tetramethylpyrrolidin-3-yl)aminomethyl]chroman-4-one 1610049-91-6 C24H29N2O8
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-[(1-oxyl-2,2,5,5-tetramethylpyrrolidin-3-yl)aminomethyl]chroman-4-one
—— ethyl 5-imino-2,4-diphenyl-6-(2,4,6-tribromophenyl)-4H-pyrano[2,3-d]pyridazine-8-carboxylate 126854-94-2 C28H20Br3N3O3
ethyl 5-imino-2,4-diphenyl-6-(2,4,6-tribromophenyl)-4H-pyrano[2,3-d]pyridazine-8-carboxylate
—— 6.8-Dibrom-5-benzoyloxy-3-benzoyl-flavon 96269-06-6 C29H16Br2O5
6.8-Dibrom-5-benzoyloxy-3-benzoyl-flavon
—— 3,5,7,4'-Tetramethoxy-5,3',5'-triacetoxy-flavon 95868-66-9 C25H24O12
3,5,7,4'-Tetramethoxy-5,3',5'-triacetoxy-flavon
—— 8-(3"-methoxyisoamyl)-5,7,3',4'-tetrahydroxyflavanone 132246-44-7 C21H24O7
8-(3"-methoxyisoamyl)-5,7,3',4'-tetrahydroxyflavanone
—— (1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide 373630-97-8 C24H23NO5
(1-methoxy-6-(3-methoxyphenyl)-6H-dibenzo(b,d)pyran-8-yl)-(2-methoxy)acetamide
—— 7-hydroxy-5-methoxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one 109469-71-8 C18H18O5
7-hydroxy-5-methoxy-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one
—— 7,8-diacetoxy-2-(3,4,5-triacetoxy-phenyl)-chromen-4-one 114998-49-1 C25H20O12
7,8-diacetoxy-2-(3,4,5-triacetoxy-phenyl)-chromen-4-one
—— [(2R)-9-(2,6-dichlorophenyl)-2,3,4,5-tetrahydro-1-benzoxepin-2-yl]methyl 4-methylbenzenesulfonate 913825-32-8 C24H22Cl2O4S
[(2R)-9-(2,6-dichlorophenyl)-2,3,4,5-tetrahydro-1-benzoxepin-2-yl]methyl 4-methylbenzenesulfonate
—— 7-benzyloxy-5-hydroxy-3,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 1570-10-1 C25H22O7
7-benzyloxy-5-hydroxy-3,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— (2R,3R,4R)-2-(4-Hydroxy-phenyl)-chroman-3,4,7-triol 87860-90-0 C15H14O5
(2R,3R,4R)-2-(4-Hydroxy-phenyl)-chroman-3,4,7-triol
—— 4-(2,4-Dimethoxy-phenyl)-flavan 95431-31-5 C23H22O3
4-(2,4-Dimethoxy-phenyl)-flavan
—— Casticin-diaethylaether 96371-12-9 C23H26O8
Casticin-diaethylaether
—— 2-(2,4-dimethoxy-phenyl)-7-hydroxy-3-methoxy-chromen-4-one 710338-66-2 C18H16O6
2-(2,4-dimethoxy-phenyl)-7-hydroxy-3-methoxy-chromen-4-one
—— 6-Nitro-3-<α-hydroxy-benzyl>-flavanon 110195-22-7 C22H17NO5
6-Nitro-3-<α-hydroxy-benzyl>-flavanon
—— 3'-Methoxy-4-<N-p-toluolsulfonyloxyimino>-flavan 95319-66-7 C23H21NO5S
3'-Methoxy-4-<N-p-toluolsulfonyloxyimino>-flavan
—— 8-Brom-5-hydroxy-flavon 10445-96-2 C15H9BrO3
8-Brom-5-hydroxy-flavon
—— 8,4'-Dimethoxy-6-isopropoxy-3-acetoxy-flavon 95137-15-8 C22H22O7
8,4'-Dimethoxy-6-isopropoxy-3-acetoxy-flavon
—— 2-[2-(difluoromethyl)phenyl]-N-(5-methyl-1,3-thiazol-2-yl)-4-oxochromene-8-carboxamide 1219445-82-5 C21H14F2N2O3S
2-[2-(difluoromethyl)phenyl]-N-(5-methyl-1,3-thiazol-2-yl)-4-oxochromene-8-carboxamide
—— N-[2-(2-methoxyphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-51-8 C20H14N2O4S
N-[2-(2-methoxyphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 5,6-diacetoxy-7-(pyridin-4-ylmethoxy)-flavone 1345982-11-7 C25H19NO7
5,6-diacetoxy-7-(pyridin-4-ylmethoxy)-flavone
—— 1,3-di-(3-p-fluorophenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene 874365-05-6 C44H28F2O2
1,3-di-(3-p-fluorophenyl-[3H]-naphtho[2,1-b]pyran-3-yl)-benzene
—— 4-[4-[14'-(4-Methylphenyl)-21',21'-di(propan-2-yl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-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]-14'-yl]phenyl]morpholine 1398416-76-6 C52H55NO3S
4-[4-[14'-(4-Methylphenyl)-21',21'-di(propan-2-yl)spiro[1,3,3a,4,5,6,7,7a-octahydroindene-2,9'-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]-14'-yl]phenyl]morpholine