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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-dihydroxy-4'-methoxy-7-<2-<N-(carbobenzyloxy)amino>ethoxy>flavanone 76799-53-6 C26H25NO8
3',5-dihydroxy-4'-methoxy-7-<2-<N-(carbobenzyloxy)amino>ethoxy>flavanone
—— naringenin/β-CD complex 158749-72-5 C15H12O5*C42H70O35
naringenin/β-CD complex
—— 3-(allyloxy)-2-(4'-bromophenyl)-4H-chromen-4-one 1233689-21-8 C18H13BrO3
3-(allyloxy)-2-(4'-bromophenyl)-4H-chromen-4-one
—— 8-(5-acetyl-2-methoxy-phenyl)-5,7-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one 95803-60-4 C25H20O7
8-(5-acetyl-2-methoxy-phenyl)-5,7-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 5,5-Bis(4-methoxyphenyl)-21,21-dimethyl-10,11-bis(methylsulfanyl)-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene 1263318-35-9 C38H34O3S2
5,5-Bis(4-methoxyphenyl)-21,21-dimethyl-10,11-bis(methylsulfanyl)-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene
—— (2R,3S)-trans-3-acetoxy-3',4'-dimethoxy-7-(phenylmethoxy)flavan 1196870-69-5 C26H26O6
(2R,3S)-trans-3-acetoxy-3',4'-dimethoxy-7-(phenylmethoxy)flavan
—— 5,7-dihydroxy-8-propyl-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-51-0 C23H24O8
5,7-dihydroxy-8-propyl-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— Roifolin 93053-01-1 C27H30O14
Roifolin
—— Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-oxo-2-[4-(5-oxo-2,5-dihydro-furan-3-yl)-phenyl]-4H-chromen-6-yloxy}-tetrahydro-pyran-3-yl ester 39727-28-1 C33H30O14
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-oxo-2-[4-(5-oxo-2,5-dihydro-furan-3-yl)-phenyl]-4H-chromen-6-yloxy}-tetrahydro-pyran-3-yl ester
—— 7β-benzyl-4,5α-epoxy-3-methoxy-17-methyl-5,6,8,14-tetrahydro-morphinan 1039687-40-5 C25H25NO2
7β-benzyl-4,5α-epoxy-3-methoxy-17-methyl-5,6,8,14-tetrahydro-morphinan
—— 3',5-dihydroxy-4'-methoxy-7-(3-acetoxy-3-carbomethoxypropoxy)flavanone 76799-58-1 C23H24O10
3',5-dihydroxy-4'-methoxy-7-(3-acetoxy-3-carbomethoxypropoxy)flavanone
—— Bi-(7',4'-dimethoxy-3'-flavonyl)-keton 33507-74-3 C35H26O9
Bi-(7',4'-dimethoxy-3'-flavonyl)-keton
—— 3-(2,4-dichlorobenzylidene)flavanone 67570-47-2 C22H14Cl2O2
3-(2,4-dichlorobenzylidene)flavanone
—— 1-[3-Methyl-7-(2-Methylallyloxy)Flavon-8-yl]-3-(3,4,5-Tri-Methoxyphenyl)-Propen-1-one 329913-49-7 C32H30O7
1-[3-Methyl-7-(2-Methylallyloxy)Flavon-8-yl]-3-(3,4,5-Tri-Methoxyphenyl)-Propen-1-one
—— taxifolin*β-CD 1310728-94-9 C15H12O7*C42H70O35
taxifolin*β-CD
—— 7-chloroacetoxy-2-phenyl-chromen-4-one 3168-24-9 C17H11ClO4
7-chloroacetoxy-2-phenyl-chromen-4-one
—— 7-(2-morpholinoethoxy)-5-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one hydrochloride 1389320-63-1 C21H21NO8*ClH
7-(2-morpholinoethoxy)-5-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one hydrochloride
—— methyl(7-flavonyloxy)acetate 27654-54-2 C18H14O5
methyl(7-flavonyloxy)acetate
—— 7-hydroxy-2-phenyl-8-piperidin-1-ylmethyl-chromen-4-one 97074-93-6 C21H21NO3
7-hydroxy-2-phenyl-8-piperidin-1-ylmethyl-chromen-4-one
—— 5,4'-Diacetoxy-3,7-dimethoxy-flavon 3301-55-1 C21H18O8
5,4'-Diacetoxy-3,7-dimethoxy-flavon
—— Acetic acid 7-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-4-oxo-3-((3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester 67214-08-8 C36H36O19
Acetic acid 7-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-4-oxo-3-((3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4H-chromen-5-yl ester
—— 4-Hydrazono-2-phenyl-4H-benzo[h]chromen-3-ol 22825-64-5 C19H14N2O2
4-Hydrazono-2-phenyl-4H-benzo[h]chromen-3-ol
—— 4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl-<O-α-L-rhamnopyranosyl-(1-3)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid 83170-25-6 C57H64O27
4'-Benzyloxy-5-hydroxy-7-methoxy-flavon-3-O-octa-O-acetyl-<O-α-L-rhamnopyranosyl-(1-3)-O-α-L-rhamnopyranosyl-(1-6)>-β-D-galaktopyranosid
—— Acetic acid (2R,3S,4R,2'R,3'R)-3'-acetoxy-2,2'-bis-(3,4-dimethoxy-phenyl)-7,5',7'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3-yl ester 78185-34-9 C41H44O13
Acetic acid (2R,3S,4R,2'R,3'R)-3'-acetoxy-2,2'-bis-(3,4-dimethoxy-phenyl)-7,5',7'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3-yl ester
—— (6-bromo-2,2,4-triphenyl-chroman-3-yl)-phenyl-methanone 38472-49-0 C34H25BrO2
(6-bromo-2,2,4-triphenyl-chroman-3-yl)-phenyl-methanone
—— 2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-octadecyloxy-chromen-4-one 103777-17-9 C49H62O7
2-(3,4-Bis-benzyloxy-phenyl)-5,7-dimethoxy-6-octadecyloxy-chromen-4-one
—— (4-oxo-2-phenyl-4H-chromen-7-yloxy)-acetic acid sec-butyl ester 27654-59-7 C21H20O5
(4-oxo-2-phenyl-4H-chromen-7-yloxy)-acetic acid sec-butyl ester
—— 1-(2,2-diphenyl-2H-chromen-6-yl)pyrrolidine 1073241-64-1 C25H23NO
1-(2,2-diphenyl-2H-chromen-6-yl)pyrrolidine
—— 2-[(3-imidazol-1-yl)-phenyl]-3-hydroxy-6-acetamido-4H-1-benzopyran-4-one 1187016-42-7 C20H15N3O4
2-[(3-imidazol-1-yl)-phenyl]-3-hydroxy-6-acetamido-4H-1-benzopyran-4-one
—— hesperetin 3'-O-<2-O-(α-L-rhamnopyranosyl)-α-L-rhamnopyranoside> 158694-43-0 C28H34O14
hesperetin 3'-O-<2-O-(α-L-rhamnopyranosyl)-α-L-rhamnopyranoside>
—— 7-Amino-3-methoxy-2-phenyl-chromen-4-one 27500-13-6 C16H13NO3
7-Amino-3-methoxy-2-phenyl-chromen-4-one
—— 6-Methoxy-4'-(β-Δ<sup>α,β</sup>-butenolid)flavon 39727-27-0 C20H14O5
6-Methoxy-4'-(β-Δ<sup>α,β</sup>-butenolid)flavon
—— 3,8-Dimethoxy-7-benzyloxy-5-acetoxy-flavon 34560-11-7 C26H22O7
3,8-Dimethoxy-7-benzyloxy-5-acetoxy-flavon
—— 2-(3-((E)-3-fluorostyryl)phenyl)-7-methoxy-2,3-dihydrochromen-4-one 1251022-81-7 C24H19FO3
2-(3-((E)-3-fluorostyryl)phenyl)-7-methoxy-2,3-dihydrochromen-4-one
—— 5,5''-Dihydroxy-7,7''-dimethoxybiflavon 33483-26-0 C32H22O8
5,5''-Dihydroxy-7,7''-dimethoxybiflavon
—— 5,7-bis(benzyloxy)-2-phenylchroman-3-ol 1607010-86-5 C29H26O4
5,7-bis(benzyloxy)-2-phenylchroman-3-ol
—— (E)-3-(4-Acetoxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[3,5-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-ylmethyl ester 108887-57-6 C45H42O21
(E)-3-(4-Acetoxy-3-methoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[3,5-diacetoxy-2-(4-acetoxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-ylmethyl ester
—— (2S,3R,4S,5R)-2-((2-(3,4-dimethoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1096656-88-0 C28H28O12
(2S,3R,4S,5R)-2-((2-(3,4-dimethoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— 2-Phenyl-3-[1-o-tolyl-meth-(E)-ylidene]-chroman-4-one 141247-34-9 C23H18O2
2-Phenyl-3-[1-o-tolyl-meth-(E)-ylidene]-chroman-4-one
—— [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[2-(3-hydroxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methyl acetate 1309445-45-1 C29H28O13
[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[2-(3-hydroxyphenyl)-4-oxochromen-3-yl]oxyoxan-2-yl]methyl acetate
—— 2-(2-Methyl-benzothiazol-6-yl)-chromen-4-one 29808-16-0 C17H11NO2S
2-(2-Methyl-benzothiazol-6-yl)-chromen-4-one
—— 7-Benzyloxy-3,3-dihydroxy-2-methoxy-2-(4-methoxy-phenyl)-chroman-4-one 35784-31-7 C24H22O7
7-Benzyloxy-3,3-dihydroxy-2-methoxy-2-(4-methoxy-phenyl)-chroman-4-one
—— 6-((2R,4R,5R,6R)-4,5-Dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one 124961-72-4 C25H28O9
6-((2R,4R,5R,6R)-4,5-Dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— 2-(benzo[1,3]dioxol-5-yl)-3-benzyloxy-6-[(1-iminopropyl-3-methoxy)amino]-4H-1-benzopyran-4-one 1187016-62-1 C27H24N2O6
2-(benzo[1,3]dioxol-5-yl)-3-benzyloxy-6-[(1-iminopropyl-3-methoxy)amino]-4H-1-benzopyran-4-one
—— 2-(naphthalen-1-yl)-3-nitro-2H-chromene 106202-43-1 C19H13NO3
2-(naphthalen-1-yl)-3-nitro-2H-chromene
—— 7-Benzyloxy-2-(3,4,5-tris-benzyloxy-phenyl)-2H-chromene 896121-42-9 C43H36O5
7-Benzyloxy-2-(3,4,5-tris-benzyloxy-phenyl)-2H-chromene
—— 6-nitro-2-phenyl-chroman-3,4-dione-3-oxime 107916-53-0 C15H10N2O5
6-nitro-2-phenyl-chroman-3,4-dione-3-oxime
—— 7-Hydroxy-8-iodo-2-phenyl-4H-1-benzopyran-4-one 82448-47-3 C15H9IO3
7-Hydroxy-8-iodo-2-phenyl-4H-1-benzopyran-4-one
—— (2R)-4-ethyl-2-phenyl-2H-chromene 1273579-10-4 C17H16O
(2R)-4-ethyl-2-phenyl-2H-chromene
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-(piperidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol trifluoroacetate 1352306-56-9 C2HF3O2*C30H33NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-((S)-2-(piperidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol trifluoroacetate