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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
—— 7-<2-(benzoyloxy)-3-(propylamino)propoxy>flavone 117096-68-1 C28H27NO5
7-<2-(benzoyloxy)-3-(propylamino)propoxy>flavone
—— 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dimethoxy-4H-chromen-4-one 1201808-22-1 C30H22O6
2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dimethoxy-4H-chromen-4-one
—— 5S-(-)-[4-(2-azepan-1-yl-ethoxy)-phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-8-ol 554431-41-3 C31H33NO4
5S-(-)-[4-(2-azepan-1-yl-ethoxy)-phenyl]-11,12-dihydro-5H-6,13-dioxabenzo[3,4]cyclohepta[1,2-a]naphthalen-8-ol
—— 4',5-diacetoxyflavan-4-one 854245-26-4 C19H16O6
4',5-diacetoxyflavan-4-one
—— 4'-Benzyloxy-3-hydroxy-5,7,8,2'-tetramethoxyflavone 110561-88-1 C26H24O8
4'-Benzyloxy-3-hydroxy-5,7,8,2'-tetramethoxyflavone
—— 2-Benzo[1,3]dioxol-5-yl-7-methoxy-5-methyl-chroman-4-one 137109-39-8 C18H16O5
2-Benzo[1,3]dioxol-5-yl-7-methoxy-5-methyl-chroman-4-one
—— 1451075-58-3 C59H37N5NiO2
—— 3,7,8,4'-tetraacetoxy-3'-methoxyflavone 63842-70-6 C24H20O11
3,7,8,4'-tetraacetoxy-3'-methoxyflavone
—— 2-[6-(cyclohexylamino)-3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione 372103-14-5 C24H26N2O6S
2-[6-(cyclohexylamino)-3-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-1λ6-isothiazolidin-1,1-dione
—— 2-(4-bis(3-dimethylaminopropyl)aminophenyl)2-phenyl-5-methoxycarbonyl-6-methyl-9-methoxy-2H-naphtho[1,2-b]pyran 277758-56-2 C39H47N3O4
2-(4-bis(3-dimethylaminopropyl)aminophenyl)2-phenyl-5-methoxycarbonyl-6-methyl-9-methoxy-2H-naphtho[1,2-b]pyran
—— 3',4'-methoxy-4α-phenoxyflavan 89839-98-5 C23H22O4
3',4'-methoxy-4α-phenoxyflavan
—— 3-β-D-glucopyranosyloxy-2-(3-methoxy-phenyl)-chromen-4-one 69799-39-9 C22H22O9
3-β-D-glucopyranosyloxy-2-(3-methoxy-phenyl)-chromen-4-one
—— 2-(4-N,N-diethylaminophenyl)-2-(4-methylphenyl)-5-methyl-7,9-dimethoxy-[2H]-naphtho[ 1,2-b]pyran 203318-88-1 C33H35NO3
2-(4-N,N-diethylaminophenyl)-2-(4-methylphenyl)-5-methyl-7,9-dimethoxy-[2H]-naphtho[ 1,2-b]pyran
—— 3-Hydroxy-6,4'-dimethoxyflavone 3-glucuronide 1242087-52-0 C23H22O11
3-Hydroxy-6,4'-dimethoxyflavone 3-glucuronide
—— (2S,3S,4R)-2,3-cis-3,4-trans-4-<(2R,3S)-2,3-trans-3-hydroxy-3',4',7-trihydroxyflavan-6-yl>mopanane-3',4',7-triol 116191-65-2 C31H26O10
(2S,3S,4R)-2,3-cis-3,4-trans-4-<(2R,3S)-2,3-trans-3-hydroxy-3',4',7-trihydroxyflavan-6-yl>mopanane-3',4',7-triol
—— 5,7-dicarboxymethoxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-4H-1-benzopyran-4-one 198886-02-1 C23H22O10
5,7-dicarboxymethoxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-4H-1-benzopyran-4-one
—— 5,6,8-trihydroxy-7-methoxy-flavanone 75428-52-3 C16H14O6
5,6,8-trihydroxy-7-methoxy-flavanone
—— Preniflasid Quercetin-3-O-α-arabinopyranosyl-(1->2)-O-α-arabinofuranosyl-(1->4)-β-D-glucopyranosid 38424-92-9 C31H36O20
Preniflasid Quercetin-3-O-α-arabinopyranosyl-(1->2)-O-α-arabinofuranosyl-(1->4)-β-D-glucopyranosid
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-methylpiperidin-1-yl)-4H-chromen-4-one 1094471-31-4 C36H35NO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-methylpiperidin-1-yl)-4H-chromen-4-one
—— 3,2',5'-Trihydroxy-7,8-dimethoxy-flavon 93322-70-4 C17H14O7
3,2',5'-Trihydroxy-7,8-dimethoxy-flavon
—— (3S,3aS,4S)-3,4-Diphenyl-3a,4-dihydro-3H-chromeno[4,3-c]pyrazole-2-carboxylic acid amide 121802-89-9 C23H19N3O2
(3S,3aS,4S)-3,4-Diphenyl-3a,4-dihydro-3H-chromeno[4,3-c]pyrazole-2-carboxylic acid amide
—— (1-difluoromethoxy-6-(5-bromothien-2-yl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea 373632-72-5 C21H17BrF2N2O2S2
(1-difluoromethoxy-6-(5-bromothien-2-yl)-6H-dibenzo(b,d)pyran-8-yl)-N,N-dimethylthiourea
—— N-[1-(difluoromethoxy)-6-(3-methoxyphenyl)-6H-benzo[c]chromen-8-yl]methanesulfonamide 373622-43-6 C22H19F2NO5S
N-[1-(difluoromethoxy)-6-(3-methoxyphenyl)-6H-benzo[c]chromen-8-yl]methanesulfonamide
—— E-3-benzylidene-4''-chloro-4-methoxy-6-methylflavanone 119139-49-0 C24H19ClO3
E-3-benzylidene-4''-chloro-4-methoxy-6-methylflavanone
—— 2-(3-benzyloxy-4-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one 41877-59-2 C25H22O6
2-(3-benzyloxy-4-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— (Ξ)-2-(4-acetoxy-phenyl)-7-methoxy-5-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chroman-4-one 119481-93-5 C32H34O15
(Ξ)-2-(4-acetoxy-phenyl)-7-methoxy-5-(tetra-<i>O</i>-acetyl-β-D-glucopyranosyloxy)-chroman-4-one
—— 6-methoxy-4'-trifluoromethoxyflavone 1235986-77-2 C17H11F3O4
6-methoxy-4'-trifluoromethoxyflavone
—— [3,6,7-trimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)-4-oxochromen-5-yl] 4-methylbenzenesulfonate 124909-94-0 C33H30O10S
[3,6,7-trimethoxy-2-(4-methoxy-3-phenylmethoxyphenyl)-4-oxochromen-5-yl] 4-methylbenzenesulfonate
—— 8-{3-[4-(5-chloro-2-trifluoromethanesulphonyloxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran 335087-84-8 C31H29ClF3N3O6S
8-{3-[4-(5-chloro-2-trifluoromethanesulphonyloxyphenyl)-1-piperazinyl]-propylcarbamoyl}-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran
—— 5-Hydroxy-7-Tosyloxy-3,8,4'-trimethoxy-flavon 7736-89-2 C25H22O9S
5-Hydroxy-7-Tosyloxy-3,8,4'-trimethoxy-flavon
—— 14,14-Bis(4-methoxyphenyl)-1',1',5',5',20,23-hexamethyl-21,22-bis(trifluoromethyl)spiro[15-oxa-20,23-diazahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane] 1262589-71-8 C49H48F6N2O3
14,14-Bis(4-methoxyphenyl)-1',1',5',5',20,23-hexamethyl-21,22-bis(trifluoromethyl)spiro[15-oxa-20,23-diazahexacyclo[15.8.0.02,10.03,8.011,16.019,24]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19(24)-nonaene-9,3'-cyclohexane]
—— 5,7-diethoxycarbonylmethoxy-2-(3-ethoxycarbonylmethoxy-4-methoxy-phenyl)-4H-1-benzopyran-4-one 198886-33-8 C28H30O12
5,7-diethoxycarbonylmethoxy-2-(3-ethoxycarbonylmethoxy-4-methoxy-phenyl)-4H-1-benzopyran-4-one
—— 7a-p-Tolyl-1a,7a-dihydro-1H-7-oxa-cyclopropa[b]naphthalen-2-one 128814-96-0 C17H14O2
7a-p-Tolyl-1a,7a-dihydro-1H-7-oxa-cyclopropa[b]naphthalen-2-one
—— 4,6-dimethyl-2-phenyl-2,3-dihydrobenzofuran 1443012-00-7 C16H16O
4,6-dimethyl-2-phenyl-2,3-dihydrobenzofuran
—— 5,7-dimethyl-5'-methoxyflavanone 85903-45-3 C18H18O3
5,7-dimethyl-5'-methoxyflavanone
—— 7-O-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside 1542609-04-0 C33H40O22
7-O-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside
—— 2-{3-hydroxy-6-[(2-hydroxyethyl)(methyl)amino]-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione 372103-18-9 C21H22N2O7S
2-{3-hydroxy-6-[(2-hydroxyethyl)(methyl)amino]-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione
—— 2-(2-{4-[2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1-piperidinyl}ethyl)-2H-isoindol-1,3 (2H)-dione 762232-14-4 C31H27ClN2O6
2-(2-{4-[2-(3-chloro-4-hydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1-piperidinyl}ethyl)-2H-isoindol-1,3 (2H)-dione
—— (2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate 1186527-28-5 C59H38N6O34S6
(2R,3S)-2-(3,4-bis(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)chroman-3-yl 4-methoxy-3,5-bis(2-nitrophenylsulfonyloxy)benzoate
—— 534569-37-4 C17H17N3O3
—— (8S)-8-(4-chlorophenyl)-5-[(3-methoxyazetidin-1-yl)carbonyl]-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole 1046469-10-6 C23H24ClN3O3
(8S)-8-(4-chlorophenyl)-5-[(3-methoxyazetidin-1-yl)carbonyl]-2,3-dimethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole
—— 3-Chloro-2-(4-fluorophenyl)-6-methylchromen-4-one 1260667-99-9 C16H10ClFO2
3-Chloro-2-(4-fluorophenyl)-6-methylchromen-4-one
—— 1586777-16-3 C69H68O24
—— 3-(4-chlorophenyl)-1-phenyl-3H-benzo[f]chromene 1214890-90-0 C25H17ClO
3-(4-chlorophenyl)-1-phenyl-3H-benzo[f]chromene
—— 3'',5''-dimethoxyphenyl 4',5,7-trimethoxyflavone-3'-ylacetate 77681-12-0 C28H26O9
3'',5''-dimethoxyphenyl 4',5,7-trimethoxyflavone-3'-ylacetate
—— 8-ethynyl-3,3-diphenyl-3H-naphtho[2,1-b]pyran 327163-57-5 C27H18O
8-ethynyl-3,3-diphenyl-3H-naphtho[2,1-b]pyran
—— rac-2-(3-fluoro-4-chlorophenyl)-2H-chromene-3-carboxylic acid 1204754-83-5 C16H10ClFO3
rac-2-(3-fluoro-4-chlorophenyl)-2H-chromene-3-carboxylic acid
—— 5-Hydroxy-2-(3-hydroxy-4-propoxy-phenyl)-chroman-4-one 64687-95-2 C18H18O5
5-Hydroxy-2-(3-hydroxy-4-propoxy-phenyl)-chroman-4-one
—— 2-(7-methoxy-2-(4-(trifluoromethyl)phenyl)chroman-4-ylidene)hydrazine-1-carboxamide 1266399-54-5 C18H16F3N3O3
2-(7-methoxy-2-(4-(trifluoromethyl)phenyl)chroman-4-ylidene)hydrazine-1-carboxamide
—— 1197029-50-7 C41H40Br2O10