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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
—— 1,16-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane 916330-83-1 C44H46O16
1,16-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane
—— 1254040-45-3 C16H9NO5
—— 1037268-16-8 C19H13ClO4
—— 5,2'-dihydroxy-7,8,6'-trimethoxyflavone 2'-O-β-D-glucuronopyranoside 133640-37-6 C24H24O13
5,2'-dihydroxy-7,8,6'-trimethoxyflavone 2'-O-β-D-glucuronopyranoside
—— 5,6-dihydroxy-2-(4-methoxy-phenyl)-chromen-7-one 490-69-7 C16H12O5
5,6-dihydroxy-2-(4-methoxy-phenyl)-chromen-7-one
—— 1262589-90-1 C45H44F2N2O2
—— 3-Hydroxy-4',5-dimethoxy-flavanon-7-rhamnosid 114910-78-0 C23H26O10
3-Hydroxy-4',5-dimethoxy-flavanon-7-rhamnosid
—— (+/-)-3<i>t</i>-acetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7,8-dimethoxy-chroman-4-one 94968-54-4 C21H22O8
(+/-)-3<i>t</i>-acetoxy-2<i>r</i>-(3,4-dimethoxy-phenyl)-7,8-dimethoxy-chroman-4-one
—— (+/-)-cis-3,4-Dibenzoyloxy-4',7-dimethoxy-trans-2,3-flavan 96415-73-5 C31H26O7
(+/-)-cis-3,4-Dibenzoyloxy-4',7-dimethoxy-trans-2,3-flavan
—— 7-acetoxy-2-(4-acetoxy-phenyl)-6,8-dichloro-chroman 101868-59-1 C19H16Cl2O5
7-acetoxy-2-(4-acetoxy-phenyl)-6,8-dichloro-chroman
—— 3-hydroxy-2-(4-hydroxy-3,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one 132594-08-2 C18H16O7
3-hydroxy-2-(4-hydroxy-3,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one
—— 3-acetoxy-2-benzo[1,3]dioxol-5-yl-6,8-dichloro-chromen-4-one 109589-74-4 C18H10Cl2O6
3-acetoxy-2-benzo[1,3]dioxol-5-yl-6,8-dichloro-chromen-4-one
—— [24-(3,4-dimethoxyphenyl)-6,8,16,20-tetramethoxy-15-oxo-2,11,17,25-tetraoxaheptacyclo[14.11.1.01,13.03,12.05,10.018,27.021,26]octacosa-5(10),6,8,13,18,20,26-heptaen-23-yl] acetate 114580-72-2 C38H38O13
[24-(3,4-dimethoxyphenyl)-6,8,16,20-tetramethoxy-15-oxo-2,11,17,25-tetraoxaheptacyclo[14.11.1.01,13.03,12.05,10.018,27.021,26]octacosa-5(10),6,8,13,18,20,26-heptaen-23-yl] acetate
—— 5,2'-Dihydroxy-flavonol 92439-27-5 C15H10O5
5,2'-Dihydroxy-flavonol
—— 7-<(1-Hydroxy-1-phenyl-2-propyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 101984-97-8 C26H23NO5
7-<(1-Hydroxy-1-phenyl-2-propyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 2-(2,4-dichlorophenyl)-6-hydroxychroman-4-one 488847-78-5 C15H10Cl2O3
2-(2,4-dichlorophenyl)-6-hydroxychroman-4-one
—— 2-(2-trifluoromethylphenyl)chroman-4,6-diol 488849-70-3 C16H13F3O3
2-(2-trifluoromethylphenyl)chroman-4,6-diol
—— 2-(3-fluorophenyl)-5,6,7-trimethoxy-4H-chromen-4-one 1372702-74-3 C18H15FO5
2-(3-fluorophenyl)-5,6,7-trimethoxy-4H-chromen-4-one
—— 2-(4-nitrophenyl)chroman-4,6-diol 488849-85-0 C15H13NO5
2-(4-nitrophenyl)chroman-4,6-diol
—— 6-C-allyl-5-methoxy-3',4'-methylenedioxyflavone 79339-29-0 C20H16O6
6-C-allyl-5-methoxy-3',4'-methylenedioxyflavone
—— 4-[4-[14-(4-Methoxyphenyl)-21,21-di(propan-2-yl)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 1398416-73-3 C51H55NO4S
4-[4-[14-(4-Methoxyphenyl)-21,21-di(propan-2-yl)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
—— 2-(3,4-Dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-8-methoxymethoxy-chromen-4-one 154048-49-4 C21H22O9
2-(3,4-Dimethoxy-phenyl)-5-hydroxy-3,7-dimethoxy-8-methoxymethoxy-chromen-4-one
—— 3-(pent-4-en-1-yloxy)-2-phenyl-4H-chromen-4-one 1333159-68-4 C20H18O3
3-(pent-4-en-1-yloxy)-2-phenyl-4H-chromen-4-one
—— 3-(4-hydroxy-phenyl)-2-(4-iodo-phenyl)-4-trifluoromethyl-2H-chromen-6-ol 1352306-44-5 C22H14F3IO3
3-(4-hydroxy-phenyl)-2-(4-iodo-phenyl)-4-trifluoromethyl-2H-chromen-6-ol
—— 2,3-dihydro-2-(4-methoxyphenyl)-4H-6-methyl-8-bromo-benzopyran-4-one oxime 81976-56-9 C17H16BrNO3
2,3-dihydro-2-(4-methoxyphenyl)-4H-6-methyl-8-bromo-benzopyran-4-one oxime
—— Acetic acid (2R,3S,4S,2'R,3'R)-2,2'-bis-(3,4-dimethoxy-phenyl)-5,7,3',5',7'-pentamethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3-yl ester 97184-42-4 C41H46O13
Acetic acid (2R,3S,4S,2'R,3'R)-2,2'-bis-(3,4-dimethoxy-phenyl)-5,7,3',5',7'-pentamethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3-yl ester
—— (+/-)-3<i>t</i>-acetoxy-5,7-bis-benzyloxy-2<i>r</i>-(3,4-bis-benzyloxy-phenyl)-chroman-4-one 103568-87-2 C45H38O8
(+/-)-3<i>t</i>-acetoxy-5,7-bis-benzyloxy-2<i>r</i>-(3,4-bis-benzyloxy-phenyl)-chroman-4-one
—— 3,3',4',6,7-pentakis(benzyloxy)-5-methoxyflavone 170235-11-7 C51H42O8
3,3',4',6,7-pentakis(benzyloxy)-5-methoxyflavone
—— 5,7-difluoro-3',4'-dimethoxyflavonol 1394018-36-0 C17H12F2O5
5,7-difluoro-3',4'-dimethoxyflavonol
—— 4H-1-Benzopyran-4-one,2-[2,4-dimethoxy-5-(phenylmethoxy)phenyl]-3-hydroxy-5,6,8-trimethoxy-7-(phenylmethoxy)- 100363-91-5 C34H32O10
4H-1-Benzopyran-4-one,2-[2,4-dimethoxy-5-(phenylmethoxy)phenyl]-3-hydroxy-5,6,8-trimethoxy-7-(phenylmethoxy)-
—— 3-amino-4-(2-phenylchroman-6-yloxy)-anisole 488848-57-3 C22H21NO3
3-amino-4-(2-phenylchroman-6-yloxy)-anisole
—— 5-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-[<i>O</i><sup>3</sup>,<i>O</i><sup>4</sup>,<i>O</i><sup>6</sup>-triacetyl-<i>O</i><sup>2</sup>-((3Ξ)-tri-<i>O</i>-acetyl-ξ-D-apiofuranosyl)-β-D-glucopyranosyloxy]-chromen-4-one 71769-22-7 C43H46O23
5-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-[<i>O</i><sup>3</sup>,<i>O</i><sup>4</sup>,<i>O</i><sup>6</sup>-triacetyl-<i>O</i><sup>2</sup>-((3Ξ)-tri-<i>O</i>-acetyl-ξ-D-apiofuranosyl)-β-D-glucopyranosyloxy]-chromen-4-one
—— 4'-chloro-3-methylene flavanone 77038-09-6 C16H11ClO2
4'-chloro-3-methylene flavanone
—— (2R,3R)-2-(4-Methoxy-phenyl)-3-(tetrahydro-pyran-2-yloxy)-chroman-4-one 95731-63-8 C21H22O5
(2R,3R)-2-(4-Methoxy-phenyl)-3-(tetrahydro-pyran-2-yloxy)-chroman-4-one
—— 5-Hydroxy-7,4'-dimethoxyflavone acetate 29918-19-2 C19H16O6
5-Hydroxy-7,4'-dimethoxyflavone acetate
—— tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,2')-penta-O-methylrobinetin 117479-77-3 C40H40O13
tri-O-methyl-3-O-acetyl-(-)-fisetinidol-(4α,2')-penta-O-methylrobinetin
—— 7-Methoxy-3-methyl-8-methyliminomethyl-flavon 96264-72-1 C19H17NO3
7-Methoxy-3-methyl-8-methyliminomethyl-flavon
—— 2-(2-acetoxy-phenyl)-2,3-dihydro-benzo[<i>h</i>]chromen-4-one 115272-04-3 C21H16O4
2-(2-acetoxy-phenyl)-2,3-dihydro-benzo[<i>h</i>]chromen-4-one
—— 6-(4-fluorophenyl)-6-methyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene 1415605-94-5 C17H15FO3
6-(4-fluorophenyl)-6-methyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— 5-hydroxy-7,8,3',4'-dimethylenedioxyflavone 97641-13-9 C17H10O7
5-hydroxy-7,8,3',4'-dimethylenedioxyflavone
—— 1,16-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane 916330-73-9 C58H58O16
1,16-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16-hexaoxahexadecane
—— 2-benzo[1,3]dioxol-5-yl-4-oxo-chroman-6-carboxylic acid 109650-24-0 C17H12O6
2-benzo[1,3]dioxol-5-yl-4-oxo-chroman-6-carboxylic acid
—— 3-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one 111584-28-2 C21H18O8
3-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-6-methoxy-chromen-4-one
—— (S)-5,7-Dimethoxy-6-methoxymethyl-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one 101395-09-9 C21H24O6
(S)-5,7-Dimethoxy-6-methoxymethyl-2-(4-methoxy-phenyl)-8-methyl-chroman-4-one
—— Acetic acid (2R,3R)-3-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-4-oxo-chroman-5-yl ester 102867-60-7 C23H22O10
Acetic acid (2R,3R)-3-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-4-oxo-chroman-5-yl ester
—— 3-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-6-methoxy-chromen-4-one 111584-78-2 C21H18O8
3-acetoxy-2-(3-acetoxy-4-methoxy-phenyl)-6-methoxy-chromen-4-one
—— 5-hydroxy-2-(2-methoxy-phenyl)-6-nitro-chromen-4-one 132318-66-2 C16H11NO6
5-hydroxy-2-(2-methoxy-phenyl)-6-nitro-chromen-4-one
—— 5,7-Dimethoxy-2-[3-(trifluoromethyl)phenyl]chromen-4-one 848567-03-3 C18H13F3O4
5,7-Dimethoxy-2-[3-(trifluoromethyl)phenyl]chromen-4-one
—— 2-benzo[1,3]dioxol-5-yl-3-methoxy-8-methyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one 113062-55-8 C20H16O6
2-benzo[1,3]dioxol-5-yl-3-methoxy-8-methyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one
—— 3-methoxy-2-(4-methoxy-phenyl)-8-methyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one 71593-98-1 C20H18O5
3-methoxy-2-(4-methoxy-phenyl)-8-methyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one