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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-(2-phenylchroman-6-yloxy)pyridine 728937-35-7 C20H17NO2
2-(2-phenylchroman-6-yloxy)pyridine
—— Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxy-8-methoxymethoxy-4-oxo-4H-chromen-5-yl ester 154048-55-2 C27H26O11S
Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-7-methoxy-8-methoxymethoxy-4-oxo-4H-chromen-5-yl ester
—— 2,6-Dihydroxy-2,6-diphenyl-3,5-bis(4-methylphenyl)-2,3,5,6-tetrahydrobenzo<1,2-b:5,4-b'>difuran 163770-99-8 C36H30O4
2,6-Dihydroxy-2,6-diphenyl-3,5-bis(4-methylphenyl)-2,3,5,6-tetrahydrobenzo<1,2-b:5,4-b'>difuran
—— 3-((2RS,4R)-2'-amino-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazine]-6-yl)benzonitrile 1415107-84-4 C25H19F2N3O2
3-((2RS,4R)-2'-amino-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazine]-6-yl)benzonitrile
—— ethyl 2-[3-[2-[4-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxymethyl]triazol-1-yl]ethyl]-2,6-dioxo-1,3-diazinan-1-yl]acetate 1089147-00-1 C28H31N5O10
ethyl 2-[3-[2-[4-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxymethyl]triazol-1-yl]ethyl]-2,6-dioxo-1,3-diazinan-1-yl]acetate
—— 3-Hydroxy-5,7-dimethoxy-2'-methoxymethoxy-flavon 109688-52-0 C19H18O7
3-Hydroxy-5,7-dimethoxy-2'-methoxymethoxy-flavon
—— 1-(2-(3,4-dimethylphenyl)chroman-4-ylidene)-2-phenylhydrazine 1292299-65-0 C23H22N2O
1-(2-(3,4-dimethylphenyl)chroman-4-ylidene)-2-phenylhydrazine
—— 7-bromo-4'-(diethylamino)-3-hydroxyflavone 801220-43-9 C19H18BrNO3
7-bromo-4'-(diethylamino)-3-hydroxyflavone
—— 1-(4-methoxyphenyl)-3-(4-(((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)prop-2-en-1-one 1089663-29-5 C22H24O8
1-(4-methoxyphenyl)-3-(4-(((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)prop-2-en-1-one
—— 4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-(4-(methylsulfonyl)phenyl)-2H-chromen-6-ol trifluoroacetate 1352307-81-3 C2HF3O2*C31H35NO5S
4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-3-(4-(methylsulfonyl)phenyl)-2H-chromen-6-ol trifluoroacetate
—— 1-(2-(4-methoxyphenyl)chroman-4-ylidene)-2-phenylhydrazine 97733-64-7 C22H20N2O2
1-(2-(4-methoxyphenyl)chroman-4-ylidene)-2-phenylhydrazine
—— 2-{3-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]-6-methyl-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione 372102-78-8 C20H19NO7S
2-{3-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]-6-methyl-4-oxo-4H-chromen-8-yl}-1λ6-isothiazolidin-1,1-dione
—— 6-Fluor-8-chlor-3',4'-methylendioxy-flavon 1840-05-7 C16H8ClFO4
6-Fluor-8-chlor-3',4'-methylendioxy-flavon
—— 7-allyloxy-5-hydroxy-3',4'-methylenedioxyflavone 84314-54-5 C19H14O6
7-allyloxy-5-hydroxy-3',4'-methylenedioxyflavone
—— 1292299-69-4 C24H24N2O2
—— (2R,3S)-2-(3-Hydroxy-4-methoxy-phenyl)-5-methoxy-chroman-3,7-diol 105330-63-0 C17H18O6
(2R,3S)-2-(3-Hydroxy-4-methoxy-phenyl)-5-methoxy-chroman-3,7-diol
—— acetic acid 3-acetoxy-2-benzo[1,3]dioxol-5-yl-7-(3-chloro-benzyloxy)-4-oxo-4H-chromen-5-yl ester 1187652-52-3 C27H19ClO9
acetic acid 3-acetoxy-2-benzo[1,3]dioxol-5-yl-7-(3-chloro-benzyloxy)-4-oxo-4H-chromen-5-yl ester
—— 7-n-Butoxy-4'-chlor-flavanon 59880-59-0 C19H19ClO3
7-n-Butoxy-4'-chlor-flavanon
—— 1638526-44-9 C25H21NO8
—— Isoteracacidin-p-toluolsulfon 102599-70-2 C22H20O7S
Isoteracacidin-p-toluolsulfon
—— 4'A-(2-acetoxy-4-methyl-phenyl)-6'-methyl-1',2',3',4',4'a,9'a-hexahydro-spiro[cyclohexane-1,9'-xanthene] 124133-13-7 C28H34O3
4'A-(2-acetoxy-4-methyl-phenyl)-6'-methyl-1',2',3',4',4'a,9'a-hexahydro-spiro[cyclohexane-1,9'-xanthene]
—— 3-Hydroxy-5,7,8-trimethoxy-4'-methoxymethoxy-flavon 109979-47-7 C20H20O8
3-Hydroxy-5,7,8-trimethoxy-4'-methoxymethoxy-flavon
—— 6-Nitro-3',4'-dimethoxy-flavanon 18435-62-6 C17H15NO6
6-Nitro-3',4'-dimethoxy-flavanon
—— 6-acetoxy-2-(4-nitro-phenyl)-chroman-4-one 101601-24-5 C17H13NO6
6-acetoxy-2-(4-nitro-phenyl)-chroman-4-one
—— 2-(3-bromophenyl)chroman-6-ol 488848-10-8 C15H13BrO2
2-(3-bromophenyl)chroman-6-ol
—— 2-(2-acetoxy-4-ethyl-phenyl)-7-ethyl-2,4,4-trimethyl-chroman 124117-75-5 C24H30O3
2-(2-acetoxy-4-ethyl-phenyl)-7-ethyl-2,4,4-trimethyl-chroman
—— 8-Acetoxymethyl-7-acetoxy-3-methyl-flavon 102478-27-3 C21H18O6
8-Acetoxymethyl-7-acetoxy-3-methyl-flavon
—— N-[(2-Dimethylamino-1-methyl)ethyl]flavone-8-carboxamide 92606-47-8 C21H22N2O3
N-[(2-Dimethylamino-1-methyl)ethyl]flavone-8-carboxamide
—— 8-methacryloxyethoxy-[3,3-diphenyl]-3H-naphtho[2,1-b]pyran 1529772-60-8 C31H26O4
8-methacryloxyethoxy-[3,3-diphenyl]-3H-naphtho[2,1-b]pyran
—— 2-(3,5-Dichloro-4-pivaloylaminophenyl)-6,8-difluoro-7-hydroxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one 180596-50-3 C26H26Cl2F2N2O5
2-(3,5-Dichloro-4-pivaloylaminophenyl)-6,8-difluoro-7-hydroxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one
—— 1292299-70-7 C23H22N2O3
—— [(2S,3R,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[2-[3,5-bis[[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy]-4-hydroxyphenyl]-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate;2,2,2-trifluoroacetate 127215-01-4 C2F3O2*C72H79O39
[(2S,3R,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[2-[3,5-bis[[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy]-4-hydroxyphenyl]-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate;2,2,2-trifluoroacetate
—— torosaflavone B 124961-71-3 C22H22O9
torosaflavone B
—— 3-(3-benzoyl-4-oxo-chroman-3-ylmethyl)-2-phenyl-chromen-4-one 57938-98-4 C32H22O5
3-(3-benzoyl-4-oxo-chroman-3-ylmethyl)-2-phenyl-chromen-4-one
—— 6-Nitro-3'.4'-methylendioxy-flavonol 132752-70-6 C16H9NO7
6-Nitro-3'.4'-methylendioxy-flavonol
—— 4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-β-D-galactopyranoside 1609690-84-7 C21H21ClO7
4-[5-chloro-3-methylbenzofuran-2-yl]phenyl-β-D-galactopyranoside
—— (6aR,12aR,12bS)-10-Methoxy-4,4,6a,12b-tetramethyl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H-benzo[a]xanthene-11-carbaldehyde 78835-24-2 C23H32O3
(6aR,12aR,12bS)-10-Methoxy-4,4,6a,12b-tetramethyl-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H-benzo[a]xanthene-11-carbaldehyde
—— (2S)-2-[2-[(E)-7-bromo-3,7-dimethyloct-2-enyl]-3,4-dimethoxyphenyl]-6-(3-bromo-3-methylbutyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one 1130021-55-4 C34H46Br2O6
(2S)-2-[2-[(E)-7-bromo-3,7-dimethyloct-2-enyl]-3,4-dimethoxyphenyl]-6-(3-bromo-3-methylbutyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one
—— 5,7-bis(benzyloxy)-3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one 677766-61-9 C70H62O12
5,7-bis(benzyloxy)-3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one
—— butyl 2-(7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)-acetate 1609940-17-1 C22H20O5
butyl 2-(7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)-acetate
—— 3-Hydroxy-5,7,8-trimethoxy-2'-methoxymethoxy-flavon 109979-45-5 C20H20O8
3-Hydroxy-5,7,8-trimethoxy-2'-methoxymethoxy-flavon
—— 3,5-Dimethyl-7,4'-dibenzyl-kaempferol 1486-71-1 C31H26O6
3,5-Dimethyl-7,4'-dibenzyl-kaempferol
—— 8-acetylamino-2-(3-nitro-phenyl)-chroman-4-one 107151-68-8 C17H14N2O5
8-acetylamino-2-(3-nitro-phenyl)-chroman-4-one
—— 7-allyloxy-8-iodo-5-methoxy-3',4'-methylenedioxyflavone 79339-24-5 C20H15IO6
7-allyloxy-8-iodo-5-methoxy-3',4'-methylenedioxyflavone
—— N-[4-(3-bromo-6-chloro-4-oxochromen-2-yl)-2-nitrophenyl]acetamide 145665-89-0 C17H10BrClN2O5
N-[4-(3-bromo-6-chloro-4-oxochromen-2-yl)-2-nitrophenyl]acetamide
—— 2-(5-bromo-2-methoxy-phenyl)-6-nitro-benzo[<i>h</i>]chromen-4-one 112377-11-4 C20H12BrNO5
2-(5-bromo-2-methoxy-phenyl)-6-nitro-benzo[<i>h</i>]chromen-4-one
—— 3-Hydroxy-2-<3,4-methylendioxy-phenyl>-6-benzoyl-chromon 114842-43-2 C23H14O6
3-Hydroxy-2-<3,4-methylendioxy-phenyl>-6-benzoyl-chromon
—— 6,8-dichloro-2-(3,4-dimethoxy-phenyl)-chroman-4-one 101443-95-2 C17H14Cl2O4
6,8-dichloro-2-(3,4-dimethoxy-phenyl)-chroman-4-one
—— 8-acetyl-5,7-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one 67839-57-0 C18H14O6
8-acetyl-5,7-dihydroxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one 102663-04-7 C22H24O9
2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-5,7,8-trimethoxy-chromen-4-one