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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
—— 2,6-dinitro-1-(2-phenylchroman-6-yloxy)-4-trifluoromethylbenzene 488848-82-4 C22H15F3N2O6
2,6-dinitro-1-(2-phenylchroman-6-yloxy)-4-trifluoromethylbenzene
—— 1209470-13-2 C22H17IO4
—— 2-[4-(tert-Butyl-diphenyl-silanyloxy)-phenyl]-7-hydroxy-5-methyl-3-phenylsulfanyl-chroman-4-one 690274-30-7 C38H36O4SSi
2-[4-(tert-Butyl-diphenyl-silanyloxy)-phenyl]-7-hydroxy-5-methyl-3-phenylsulfanyl-chroman-4-one
—— 3,3-Dichloro-6-fluoro-2-phenyl-chroman-4-one 75595-38-9 C15H9Cl2FO2
3,3-Dichloro-6-fluoro-2-phenyl-chroman-4-one
—— (-)-fisetinidol-(4α,8)-(+)-afzelechin 116145-85-8 C30H26O10
(-)-fisetinidol-(4α,8)-(+)-afzelechin
—— N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]-3-pyrrolidin-1-ylbenzamide 1219446-08-8 C27H21F3N2O3
N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]-3-pyrrolidin-1-ylbenzamide
—— 8-nitro-2-o-tolyl-4H-chromen-4-one 1219446-80-6 C16H11NO4
8-nitro-2-o-tolyl-4H-chromen-4-one
—— 2-(3-(allyloxy)-2-{4-(allyloxy)-3-[(allyloxy)methyl]phenyl}-6-methyl-4-oxo-4H-chromen-8-yl)-1λ6-isothiazolidin-1,1-dione 372102-77-7 C29H31NO7S
2-(3-(allyloxy)-2-{4-(allyloxy)-3-[(allyloxy)methyl]phenyl}-6-methyl-4-oxo-4H-chromen-8-yl)-1λ6-isothiazolidin-1,1-dione
—— (+)-guibourtinidol-(4α,8)-(+)-catechin 28684-46-0 C30H26O10
(+)-guibourtinidol-(4α,8)-(+)-catechin
—— 7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-butoxy-4H-chromen-4-one 1201808-10-7 C40H36O6
7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)-5-butoxy-4H-chromen-4-one
—— 5-hydroxy-4-oxo-2-phenyl-7-(prop-2-en-1-yloxy)-4H-1-benzopyran-6-yl 2-hydroxyacetate 1357355-01-1 C20H16O7
5-hydroxy-4-oxo-2-phenyl-7-(prop-2-en-1-yloxy)-4H-1-benzopyran-6-yl 2-hydroxyacetate
—— 4'-hydroxy-7-methoxyflavylium chloride 97470-15-0 C16H13O3*Cl
4'-hydroxy-7-methoxyflavylium chloride
—— 4-Amino-7-methoxyflavan 20991-30-4 C16H17NO2
4-Amino-7-methoxyflavan
—— 3-acetoxy-6,8-dibromo-2-(3,4-dimethoxy-phenyl)-chromen-4-one 101884-80-4 C19H14Br2O6
3-acetoxy-6,8-dibromo-2-(3,4-dimethoxy-phenyl)-chromen-4-one
—— 2'-Methoxy-5,6-benzo-flavon-carbonsaeure-(3)-methylester 110531-46-9 C22H16O5
2'-Methoxy-5,6-benzo-flavon-carbonsaeure-(3)-methylester
—— 6-Brom-3-nitro-2-m-nitrophenyl-Δ<sup>3</sup>-chromen 57544-26-0 C15H9BrN2O5
6-Brom-3-nitro-2-m-nitrophenyl-Δ<sup>3</sup>-chromen
—— 5,6,7,8,3',4'-Hexaacetyl-flavanon 96069-14-6 C27H24O14
5,6,7,8,3',4'-Hexaacetyl-flavanon
—— 4-oxo-2-phenyl-4H-1-benzopyran-7-yl 5-thio-β-D-xylopyranoside 137215-21-5 C20H18O6S
4-oxo-2-phenyl-4H-1-benzopyran-7-yl 5-thio-β-D-xylopyranoside
—— Chrysin-7-β-D-glucopyranosiduronsaeure-methylester-tetraacetat 35775-48-5 C30H28O14
Chrysin-7-β-D-glucopyranosiduronsaeure-methylester-tetraacetat
—— (4β,6;4α,8)-bis-(-)-robinetinidol-(+)-catechin di-O-methyl ether 152783-69-2 C47H42O18
(4β,6;4α,8)-bis-(-)-robinetinidol-(+)-catechin di-O-methyl ether
—— 21-Methoxy-5,5-bis(4-methoxyphenyl)-21-methyl-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 1263318-39-3 C38H34O4S2
21-Methoxy-5,5-bis(4-methoxyphenyl)-21-methyl-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
—— N-[2-(2,3-difluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide 1219445-86-9 C20H11F2N3O3
N-[2-(2,3-difluorophenyl)-4-oxochromen-8-yl]pyrazine-2-carboxamide
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonic acid 108240-02-4 C15H10O9S2
5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonic acid
—— bisdeacetylzebrinin B 110065-26-4 C45H43O22*Cl
bisdeacetylzebrinin B
—— (E)-(6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(4-cyanophenyl)acrylate 1257529-60-4 C31H25NO12
(E)-(6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-(4-cyanophenyl)acrylate
—— 6,8-dichloro-2-(4-fluorophenyl)chromen-4-one 766511-74-4 C15H7Cl2FO2
6,8-dichloro-2-(4-fluorophenyl)chromen-4-one
—— (2<i>R</i>)-3<i>c</i>,5,7-Triacetoxy-2<i>r</i>-(4-acetoxy-phenyl)-chroman 67597-07-3 C23H22O9
(2<i>R</i>)-3<i>c</i>,5,7-Triacetoxy-2<i>r</i>-(4-acetoxy-phenyl)-chroman
—— 4-[4-[14-(4-Methoxyphenyl)-21,21-bis(2-methylpropyl)spiro[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-9,1'-cyclooctane]-14-yl]phenyl]morpholine 1398416-80-2 C53H59NO4S
4-[4-[14-(4-Methoxyphenyl)-21,21-bis(2-methylpropyl)spiro[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-9,1'-cyclooctane]-14-yl]phenyl]morpholine
—— Bis-(4'-methoxy-flavon-6-yl)-keton 20795-83-9 C33H22O7
Bis-(4'-methoxy-flavon-6-yl)-keton
—— 2-(4,5-dimethoxy-2-nitro-phenyl)-3,5,7-trimethoxy-chromen-4-one 861571-93-9 C20H19NO9
2-(4,5-dimethoxy-2-nitro-phenyl)-3,5,7-trimethoxy-chromen-4-one
—— 6-Ethyl-7-hydroxy-flavan-8-carbonsaeure 93878-19-4 C18H18O4
6-Ethyl-7-hydroxy-flavan-8-carbonsaeure
—— 8-Methoxy-3,6-diacetoxy-flavon 94465-53-9 C20H16O7
8-Methoxy-3,6-diacetoxy-flavon
—— Isopropyliden-<7-methoxy-flavan-3,4-diol> 106598-60-1 C19H20O4
Isopropyliden-<7-methoxy-flavan-3,4-diol>
—— N-[4-oxo-2-[3-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-3-carboxamide 1219445-12-1 C22H13F3N2O3
N-[4-oxo-2-[3-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-3-carboxamide
—— 2-(4-ethoxyphenyl)-3-hydroxy-4H-chromen-4-one 177587-97-2 C17H14O4
2-(4-ethoxyphenyl)-3-hydroxy-4H-chromen-4-one
—— 2,6-Bis-<2,4-dihydroxy-phenyl>-4-oxo-1,4-pyran 93328-27-9 C17H12O6
2,6-Bis-<2,4-dihydroxy-phenyl>-4-oxo-1,4-pyran
—— Toluene-4-sulfonic acid 2-(3,4-bis-benzyloxy-phenyl)-3,6,7-trimethoxy-4-oxo-4H-chromen-5-yl ester 124909-95-1 C39H34O10S
Toluene-4-sulfonic acid 2-(3,4-bis-benzyloxy-phenyl)-3,6,7-trimethoxy-4-oxo-4H-chromen-5-yl ester
—— 3-(3,4-Dioxymethylen)-benzyliden-6-nitro-flavanon 18778-61-5 C23H15NO6
3-(3,4-Dioxymethylen)-benzyliden-6-nitro-flavanon
—— 2'-Benzyloxy-3,4'-dimethoxy-5,7-dihydroxy-flavon 13618-51-4 C24H20O7
2'-Benzyloxy-3,4'-dimethoxy-5,7-dihydroxy-flavon
—— 4,2',4',6'-Tetrahydroxychalkon-4'-β-D-glucosid 25218-09-1 C21H22O10
4,2',4',6'-Tetrahydroxychalkon-4'-β-D-glucosid
—— 8-Bromo-7-butoxy-2-(3,4-dimethoxy-phenyl)-3-hydroxy-6-nitro-chromen-4-one 135878-96-5 C21H20BrNO8
8-Bromo-7-butoxy-2-(3,4-dimethoxy-phenyl)-3-hydroxy-6-nitro-chromen-4-one
—— 7-decyl-3,2',3',6'-tetramethoxyflavone 1354708-24-9 C29H38O6
7-decyl-3,2',3',6'-tetramethoxyflavone
—— 1318698-07-5 C21H22O3
—— (4S,8R,9R)-4,8-Bis-(3,4-dimethoxy-phenyl)-9-hydroxy-5-methoxy-3,4,9,10-tetrahydro-8H-pyrano[2,3-f]chromen-2-one 85022-76-0 C29H30O9
(4S,8R,9R)-4,8-Bis-(3,4-dimethoxy-phenyl)-9-hydroxy-5-methoxy-3,4,9,10-tetrahydro-8H-pyrano[2,3-f]chromen-2-one
—— 6-Iod-4'-methoxyflavon-3-ol 92795-09-0 C16H11IO4
6-Iod-4'-methoxyflavon-3-ol
—— 3,5,7,3',4',5'-Hexamethoxy-flav-3-en 19103-49-2 C21H24O7
3,5,7,3',4',5'-Hexamethoxy-flav-3-en
—— gallocatechin-(4α->8)-gallocatechin-(4α->8)-epigallocatechin 135820-76-7 C45H38O21
gallocatechin-(4α->8)-gallocatechin-(4α->8)-epigallocatechin
—— 2-(3,5-difluorophenyl)-6-hydroxychroman-4-one 488847-94-5 C15H10F2O3
2-(3,5-difluorophenyl)-6-hydroxychroman-4-one
—— N-[4-oxo-2-[4-(trifluoromethoxy)phenyl]chromen-8-yl]pyrazine-2-carboxamide 1219445-23-4 C21H12F3N3O4
N-[4-oxo-2-[4-(trifluoromethoxy)phenyl]chromen-8-yl]pyrazine-2-carboxamide
—— N-(5-methyl-1,3-thiazol-2-yl)-4-oxo-2-(2-propan-2-ylphenyl)chromene-8-carboxamide 1219445-83-6 C23H20N2O3S
N-(5-methyl-1,3-thiazol-2-yl)-4-oxo-2-(2-propan-2-ylphenyl)chromene-8-carboxamide