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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
—— Dihydropratensin A 142609-03-8 C23H24O9
Dihydropratensin A
—— 3'-methoxy-3,5,4'-trihydroxyflavone-7-neohesperidoside 28283-76-3 C28H32O16
3'-methoxy-3,5,4'-trihydroxyflavone-7-neohesperidoside
—— [(1S,4R,5S,12S,13R)-16,18-diacetyloxy-4,12-bis(4-acetyloxyphenyl)-13-methoxy-8,14-dioxo-3,11,21-trioxapentacyclo[11.8.0.01,10.02,7.015,20]henicosa-2(7),9,15(20),16,18-pentaen-5-yl] acetate 142674-69-9 C41H34O16
[(1S,4R,5S,12S,13R)-16,18-diacetyloxy-4,12-bis(4-acetyloxyphenyl)-13-methoxy-8,14-dioxo-3,11,21-trioxapentacyclo[11.8.0.01,10.02,7.015,20]henicosa-2(7),9,15(20),16,18-pentaen-5-yl] acetate
—— 2'-Hydroxy-6-nitro-flavon 57136-49-9 C15H9NO5
2'-Hydroxy-6-nitro-flavon
—— 6-Chloro-3-hydroxy-2,3-dimethoxy-2-phenyl-chroman-4-one 131136-63-5 C17H15ClO5
6-Chloro-3-hydroxy-2,3-dimethoxy-2-phenyl-chroman-4-one
—— 5-hydroxy-3,6,7-trimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)chromen-4-one 124909-88-2 C26H24O8
5-hydroxy-3,6,7-trimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)chromen-4-one
—— 3',5-dihydroxy-4'-methoxy-7-[(2-methoxyethoxy)methoxy]flavone 1456788-24-1 C20H20O8
3',5-dihydroxy-4'-methoxy-7-[(2-methoxyethoxy)methoxy]flavone
—— (6aS,7S,12aR)-6a,12a-trans-6a,7-trans-2,3,10-trimethoxy-7-(2,4,6-trimethoxyphenyl)-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran 79875-55-1 C28H30O8
(6aS,7S,12aR)-6a,12a-trans-6a,7-trans-2,3,10-trimethoxy-7-(2,4,6-trimethoxyphenyl)-5,6a,7,12a-tetrahydro-<1>benzopyrano<3,2-c><2>benzopyran
—— 3,4-dihydro-8-methoxy-7-methyl-2-phenyl-2H,5H-pyrano<3,2-c><1>benzopyran-5-one 98926-18-2 C20H18O4
3,4-dihydro-8-methoxy-7-methyl-2-phenyl-2H,5H-pyrano<3,2-c><1>benzopyran-5-one
—— (8S)-2,3-dimethyl-8-(2-methoxycyclopropyl)-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 1046469-08-2 C24H27N3O3
(8S)-2,3-dimethyl-8-(2-methoxycyclopropyl)-8-(2-methylphenyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 5,7-dimethoxy-4'-trifluoromethoxyflavone 1235986-73-8 C18H13F3O5
5,7-dimethoxy-4'-trifluoromethoxyflavone
—— 124731-52-8 C18H17NO4
—— 5,7,3',4'-Tetraacetoxy-3,8-dimethoxy-flav-4-on 4853-12-7 C25H22O12
5,7,3',4'-Tetraacetoxy-3,8-dimethoxy-flav-4-on
—— 2-(4-methoxyphenyl)chroman-4-one [4-(methylsulfonyl)phenyl]hydrazone 906461-57-2 C23H22N2O4S
2-(4-methoxyphenyl)chroman-4-one [4-(methylsulfonyl)phenyl]hydrazone
—— 2-(4-benzyloxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one 857787-83-8 C23H18O5
2-(4-benzyloxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one
—— 10-(3,4-Dimethoxy-phenyl)-10H-4,9-dioxa-2-aza-phenanthrene-1,3-dione 116215-62-4 C19H15NO6
10-(3,4-Dimethoxy-phenyl)-10H-4,9-dioxa-2-aza-phenanthrene-1,3-dione
—— Benthamianin-tetra-O-methylether 72947-70-7 C21H20O8
Benthamianin-tetra-O-methylether
—— 7-(Acetyloxy)-2,3-dihydro-5-hydroxy-2-[4-methoxy-3,5-bis(3-methyl-2-buten-1-yl)phenyl]-4H-1-benzopyran-4-one 887594-75-4 C28H32O6
7-(Acetyloxy)-2,3-dihydro-5-hydroxy-2-[4-methoxy-3,5-bis(3-methyl-2-buten-1-yl)phenyl]-4H-1-benzopyran-4-one
—— 3,4-Dihydro-5-methoxy-2,2-dimethyl-8-phenyl-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one 82448-53-1 C21H20O4
3,4-Dihydro-5-methoxy-2,2-dimethyl-8-phenyl-2H,6H-benzo<1,2-b:5,4-b'>dipyran-6-one
—— 4'-7-di-O-benzylquercet-3-yl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside 130999-22-3 C53H54O22
4'-7-di-O-benzylquercet-3-yl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside
—— 2'-Methoxy-5'-carboxy-flavon 63070-99-5 C17H12O5
2'-Methoxy-5'-carboxy-flavon
—— (Z)-3-((naphthalen-1-ylmethylamino)methylene)-2-phenylchroman-4-one 1430097-83-8 C27H21NO2
(Z)-3-((naphthalen-1-ylmethylamino)methylene)-2-phenylchroman-4-one
—— 2-[6-(dimethylamino)-3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372103-09-8 C20H20N2O6S
2-[6-(dimethylamino)-3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— (1-difluoromethoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea 373632-14-5 C23H19F3N2O2S
(1-difluoromethoxy-6-(3-fluorophenyl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea
—— Acetic acid 3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-4-[3,4,5,7-tetraacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-8-yloxy]-8-[3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-4-yloxy]-chroman-5-yl ester 70152-80-6 C77H70O37
Acetic acid 3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-4-[3,4,5,7-tetraacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-8-yloxy]-8-[3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-4-yloxy]-chroman-5-yl ester
—— (1S,2R,3R,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-2-hydroxy-6-methylcyclohexane-1,3-diyl diacetate 1232680-36-2 C47H44O11
(1S,2R,3R,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-2-hydroxy-6-methylcyclohexane-1,3-diyl diacetate
—— (1S,2S,3S,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-3-hydroxy-6-methylcyclohexane-1,2-diyl diacetate 1232680-37-3 C47H44O11
(1S,2S,3S,4R,6R)-4-(5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-4-oxo-4H-chromen-3-yl)-3-hydroxy-6-methylcyclohexane-1,2-diyl diacetate
—— 5,7-diacetoxy-2-(2,3-dimethoxy-phenyl)-3-methoxy-chromen-4-one 112863-80-6 C22H20O9
5,7-diacetoxy-2-(2,3-dimethoxy-phenyl)-3-methoxy-chromen-4-one
—— (R)-5-[4-(2-thiomorpholin-4-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a ]naphthalene-2,8-diol 1157856-72-8 C29H29NO5S
(R)-5-[4-(2-thiomorpholin-4-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a ]naphthalene-2,8-diol
—— (5S)-5-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-di 1157856-49-9 C29H29NO5
(5S)-5-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalene-2,8-di
—— 2,3,3,4'-tetramethoxyflavan-4-one 88187-14-8 C19H20O6
2,3,3,4'-tetramethoxyflavan-4-one
—— 3-O-acetyl-tri-O-methyl-(-)-fisetinidol-(4α,8)-3-O-acetyl-tri-O-methyl-(-)-afzelechin 127612-75-3 C40H42O12
3-O-acetyl-tri-O-methyl-(-)-fisetinidol-(4α,8)-3-O-acetyl-tri-O-methyl-(-)-afzelechin
—— 3-(3,4-Dimethoxybenzoyl)-2-(3,4-dimethoxyphenyl)-7-methoxychromen-4-one 1417318-18-3 C27H24O8
3-(3,4-Dimethoxybenzoyl)-2-(3,4-dimethoxyphenyl)-7-methoxychromen-4-one
—— 4'-O-methyl-ent-gallocatechin 139687-23-3 C16H16O7
4'-O-methyl-ent-gallocatechin
—— 2-[6-anilino-3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372103-15-6 C24H20N2O6S
2-[6-anilino-3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— 2-(((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazono)-3-methyl-1,3-thiazolidin-4-one 1260141-58-9 C21H17N3O5S
2-(((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazono)-3-methyl-1,3-thiazolidin-4-one
—— 2,6-Dihydroxy-4-glucosyloxy-dibenzoylmethan 17334-48-4 C21H22O10
2,6-Dihydroxy-4-glucosyloxy-dibenzoylmethan
—— 8-[1-(2-aminoethyl)-4-piperidinyl]-2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one 372103-63-4 C23H25ClN2O4
8-[1-(2-aminoethyl)-4-piperidinyl]-2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4H-chromen-4-one
—— 2-(tert-butyl-dimethyl-silanyloxy)-9-[4'-(2'-chloro-ethoxy)-phenyl]-11,15-spiro[5,5]-5,6,7,8-tetrahydro-9H-benzo[c]chromene 874281-36-4 C30H39ClO3S2Si
2-(tert-butyl-dimethyl-silanyloxy)-9-[4'-(2'-chloro-ethoxy)-phenyl]-11,15-spiro[5,5]-5,6,7,8-tetrahydro-9H-benzo[c]chromene
—— (R)-2-(2-methoxyphenyl)-4-(nitromethyl)-4H-chromene-3-carbaldehyde 1367053-90-4 C18H15NO5
(R)-2-(2-methoxyphenyl)-4-(nitromethyl)-4H-chromene-3-carbaldehyde
—— 7-Aethoxy-3-methyl-8-dimethylaminomethyl-flavon 102449-53-6 C21H23NO3
7-Aethoxy-3-methyl-8-dimethylaminomethyl-flavon
—— 2-(julolidin-9-yl)-2-phenyl-5-methyl-7,9-dimethoxy-[2H]-naphtho[1,2-b]pyran 203318-90-5 C34H33NO3
2-(julolidin-9-yl)-2-phenyl-5-methyl-7,9-dimethoxy-[2H]-naphtho[1,2-b]pyran
—— 1,3-di-(2,6-diphenyl-5-ethoxycarbonyl-[2H]-naphtho[2,1-b]pyran-2-yl)-benzene 874365-14-7 C62H46O6
1,3-di-(2,6-diphenyl-5-ethoxycarbonyl-[2H]-naphtho[2,1-b]pyran-2-yl)-benzene
—— rac-2-(4-trifluoromethylphenyl)-2H-chromene-3-carboxylic acid 1204754-86-8 C17H11F3O3
rac-2-(4-trifluoromethylphenyl)-2H-chromene-3-carboxylic acid
—— 3-Benzoyloxy-flavanon 95161-95-8 C22H16O4
3-Benzoyloxy-flavanon
—— 2-Methyl-butyric acid 5,7-diacetoxy-3,6-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-8-yl ester 142619-13-4 C27H28O11
2-Methyl-butyric acid 5,7-diacetoxy-3,6-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-8-yl ester
—— 2-(((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazono)-1,3-thiazolidin-4-one 1260141-38-5 C20H15N3O5S
2-(((7-hydroxy-5-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)methylene)hydrazono)-1,3-thiazolidin-4-one
—— (2R,3S)-2,3-trans-3-acetoxy-6-<(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-8-<(2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan 81703-23-3 C61H64O19
(2R,3S)-2,3-trans-3-acetoxy-6-<(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-8-<(2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan
—— 6'-chloro-2'-phenyl-4'-benzopyrone-3'-yl-4-chlorobenzoate 1244966-56-0 C22H12Cl2O4
6'-chloro-2'-phenyl-4'-benzopyrone-3'-yl-4-chlorobenzoate
—— 6-chloro-4-oxo-2-phenyl-4H-chromen-3-yl 3-bromobenzoate 1244966-58-2 C22H12BrClO4
6-chloro-4-oxo-2-phenyl-4H-chromen-3-yl 3-bromobenzoate