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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-n-Butoxy-3',4'-methylendioxy-flavonol-acetat 59880-47-6 C22H20O7
7-n-Butoxy-3',4'-methylendioxy-flavonol-acetat
—— 1416359-42-6 C33H30O8
—— 2-(2,10-dimethyl-6,6-diphenyldibenzo<d,f><1,3>dioxepin-4-yl)-4-methylphenol 89827-38-3 C34H28O3
2-(2,10-dimethyl-6,6-diphenyldibenzo<d,f><1,3>dioxepin-4-yl)-4-methylphenol
—— trans-4-bromo-6-methylflavan 104833-86-5 C16H15BrO
trans-4-bromo-6-methylflavan
—— 3-(furan-2-carbonyl)-2-(4-methoxy-phenyl)-chromen-4-one 65485-40-7 C21H14O5
3-(furan-2-carbonyl)-2-(4-methoxy-phenyl)-chromen-4-one
—— 5,7,2',4'-tetraacetoxyflavone 104777-82-4 C23H18O10
5,7,2',4'-tetraacetoxyflavone
—— 7-(3-chlorophenyl)-7H-[1,3]oxathiolo[4,5-f][1]benzopyran-2,9(8H)-dione 1177255-17-2 C16H9ClO4S
7-(3-chlorophenyl)-7H-[1,3]oxathiolo[4,5-f][1]benzopyran-2,9(8H)-dione
—— 3-(4-methoxyphenyl)-3-(2-methyl-2,3-dihydrobenzofur-5-yl)-8-methoxy-9-carbomethoxy-3H-naphtho[2,1-b]pyran 184356-63-6 C32H28O6
3-(4-methoxyphenyl)-3-(2-methyl-2,3-dihydrobenzofur-5-yl)-8-methoxy-9-carbomethoxy-3H-naphtho[2,1-b]pyran
—— (2,2-diphenyl-2,3-dihydro-benzofuran-3-ylidene)-phenethyl-amine 66749-69-7 C28H23NO
(2,2-diphenyl-2,3-dihydro-benzofuran-3-ylidene)-phenethyl-amine
—— 6-Hydroxy-2-(2-nitro-phenyl)-chromen-4-one 107127-96-8 C15H9NO5
6-Hydroxy-2-(2-nitro-phenyl)-chromen-4-one
—— 7-benzyloxy-5,6,8-trimethoxy-2-phenyl-chromen-4-one 3152-06-5 C25H22O6
7-benzyloxy-5,6,8-trimethoxy-2-phenyl-chromen-4-one
—— 6-hydroxy-4',5,7-trimethoxy-3-(tosyloxy)flavone 170234-96-5 C25H22O9S
6-hydroxy-4',5,7-trimethoxy-3-(tosyloxy)flavone
—— 7-Hydroxy-8-(2'-brom)-propyl-3-methyl-flavon 65679-24-5 C19H17BrO3
7-Hydroxy-8-(2'-brom)-propyl-3-methyl-flavon
—— 2-(3,4-Bis-benzyloxy-phenyl)-5-hexadecyloxy-6,7-dimethoxy-chromen-4-one 103777-26-0 C47H58O7
2-(3,4-Bis-benzyloxy-phenyl)-5-hexadecyloxy-6,7-dimethoxy-chromen-4-one
—— 9-(2-hydroxy-2-methyl-propionyl)-5-methoxy-2-phenyl-furo[2,3-<i>h</i>]chromen-4-one 70270-46-1 C22H18O6
9-(2-hydroxy-2-methyl-propionyl)-5-methoxy-2-phenyl-furo[2,3-<i>h</i>]chromen-4-one
—— 8-Amino-6-chlor-flavanon 21312-87-8 C15H12ClNO2
8-Amino-6-chlor-flavanon
—— 2-(3,4-Bis-benzyloxy-phenyl)-5-butoxy-6,7-dimethoxy-chromen-4-one 103777-18-0 C35H34O7
2-(3,4-Bis-benzyloxy-phenyl)-5-butoxy-6,7-dimethoxy-chromen-4-one
—— 5.7.3'.4'-Tetramethoxy-flav-3-en 16984-94-4 C19H20O5
5.7.3'.4'-Tetramethoxy-flav-3-en
—— Delphinidin-3-glucoside-chloride 6906-38-3 C21H21O12*Cl
Delphinidin-3-glucoside-chloride
—— 3-(4-hydroxyphenyl)-2',4',6'-trihydroxypropiophenone 2'-O-β-D-ribofuranoside 1133352-68-7 C20H22O9
3-(4-hydroxyphenyl)-2',4',6'-trihydroxypropiophenone 2'-O-β-D-ribofuranoside
—— (S)-2-(4-fluoro-phenyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid (6-bromo-2,2-difluoro-benzo[1,3]dioxol-5-yl)-amide 1232687-22-7 C19H12BrF3N2O4
(S)-2-(4-fluoro-phenyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid (6-bromo-2,2-difluoro-benzo[1,3]dioxol-5-yl)-amide
—— 2-[3,4-bis(phenylmethoxy)phenyl]-5,7,8-trimethoxy-3-octylchromen-4-one 134082-12-5 C40H44O7
2-[3,4-bis(phenylmethoxy)phenyl]-5,7,8-trimethoxy-3-octylchromen-4-one
—— 2-(2,3-dimethoxy-phenyl)-5,7,8-trimethoxy-chroman-4-one 111798-10-8 C20H22O7
2-(2,3-dimethoxy-phenyl)-5,7,8-trimethoxy-chroman-4-one
—— 3,9-Dimethyl-2-phenyl-4H-furo[2,3-h]-1-benzopyran-4-one 62370-00-7 C19H14O3
3,9-Dimethyl-2-phenyl-4H-furo[2,3-h]-1-benzopyran-4-one
—— 2'-Hydroxy-5'-chlorflavon 57048-97-2 C15H9ClO3
2'-Hydroxy-5'-chlorflavon
—— 2-(2-amino-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 57009-56-0 C16H11NO4
2-(2-amino-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— 6-Chlor-3-methylflavon 36768-59-9 C16H11ClO2
6-Chlor-3-methylflavon
—— 7-methoxy-4-phenyl-2-(phenylethynyl)-9H-xanthen-9-one 1223559-05-4 C28H18O3
7-methoxy-4-phenyl-2-(phenylethynyl)-9H-xanthen-9-one
—— 2-(3-Methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)-propionic acid methyl ester 141070-54-4 C20H18O5
2-(3-Methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)-propionic acid methyl ester
—— 7-(3-bromopropoxy)-2-(4-nitrophenyl)-4H-chromen-4-one 1489101-81-6 C18H14BrNO5
7-(3-bromopropoxy)-2-(4-nitrophenyl)-4H-chromen-4-one
—— (2R,3S,4R,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-7,7',8'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,3'-diol 109671-66-1 C37H40O11
(2R,3S,4R,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-7,7',8'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,6']bichromenyl-3,3'-diol
—— (2R,3S,4S,2'R,3'S)-2'-(3,4-Dimethoxy-phenyl)-7,5',7'-trimethoxy-2-(4-methoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol 123131-42-0 C36H38O10
(2R,3S,4S,2'R,3'S)-2'-(3,4-Dimethoxy-phenyl)-7,5',7'-trimethoxy-2-(4-methoxy-phenyl)-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol
—— 3-acetoxy-8-[3-tert-butoxycarbonylamino-1-propynyl]-6-chloro-2-(4-methoxyphenyl)chromone 1192742-62-3 C26H24ClNO7
3-acetoxy-8-[3-tert-butoxycarbonylamino-1-propynyl]-6-chloro-2-(4-methoxyphenyl)chromone
—— 6-bromo-4-methyl-2,2-diphenyl-2<i>H</i>-chromene 38472-53-6 C22H17BrO
6-bromo-4-methyl-2,2-diphenyl-2<i>H</i>-chromene
—— 2-(3-bromo-4-methoxy-phenyl)-3-chloro-chromen-4-one 101081-17-8 C16H10BrClO3
2-(3-bromo-4-methoxy-phenyl)-3-chloro-chromen-4-one
—— 2-(4-<i>tert</i>-butyl-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid 66848-85-9 C20H18O4
2-(4-<i>tert</i>-butyl-phenyl)-4-oxo-4<i>H</i>-chromene-6-carboxylic acid
—— (R)-5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one 178367-18-5 C22H24O8
(R)-5-hydroxy-2-(3-hydroxy-4-methoxy-2-propylphenyl)-7-(2,3-dihydroxypropoxy)-4H-1-benzopyran-4-one
—— Acetic acid 2-(3-acetoxy-4-methoxy-phenyl)-7-((2S,3R,4S,5R,6R)-3,5-diacetoxy-6-acetoxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-4-oxo-chroman-5-yl ester 67322-20-7 C33H36O16
Acetic acid 2-(3-acetoxy-4-methoxy-phenyl)-7-((2S,3R,4S,5R,6R)-3,5-diacetoxy-6-acetoxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-4-oxo-chroman-5-yl ester
—— ethyl 13-methyl-15-oxo-17-phenyl-12-oxa-14-azatetracyclo[11.3.1.02,11.03,8]heptadeca-2(11),3,5,7,9-pentaene-16-carboxylate 64468-39-9 C25H23NO4
ethyl 13-methyl-15-oxo-17-phenyl-12-oxa-14-azatetracyclo[11.3.1.02,11.03,8]heptadeca-2(11),3,5,7,9-pentaene-16-carboxylate
—— 6-methyl-2-phenyl-4-(trifluoromethyl)-2,3-dihydrofuro[3,2-c]pyridine 1401693-83-1 C15H12F3NO
6-methyl-2-phenyl-4-(trifluoromethyl)-2,3-dihydrofuro[3,2-c]pyridine
—— (E)-methyl 3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)acrylate 1412410-93-5 C21H18O6
(E)-methyl 3-(6,7-dimethoxy-4-oxo-2-phenyl-4H-chromen-3-yl)acrylate
—— 4'-(benzyloxy)-3-chloro-7-methylflavone 132020-89-4 C23H17ClO3
4'-(benzyloxy)-3-chloro-7-methylflavone
—— (1S,2S,10S,12R)-2-(carboxymethyl)-5,6,15,17-tetrahydroxy-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-3,11,20-trioxapentacyclo[10.8.0.02,10.04,9.014,19]icosa-4(9),5,7,14,16,18-hexaene-10-carboxylic acid 1456524-40-5 C29H24O15
(1S,2S,10S,12R)-2-(carboxymethyl)-5,6,15,17-tetrahydroxy-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-3,11,20-trioxapentacyclo[10.8.0.02,10.04,9.014,19]icosa-4(9),5,7,14,16,18-hexaene-10-carboxylic acid
—— 2',2'''-Biflavonyloxymethan 40316-70-9 C31H20O6
2',2'''-Biflavonyloxymethan
—— 8-Bromo-7-butoxy-3-hydroxy-6-nitro-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 135878-95-4 C22H22BrNO9
8-Bromo-7-butoxy-3-hydroxy-6-nitro-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one
—— 2-(2-Isopropoxy-phenyl)-4-oxo-4H-chromene-8-carboxylic acid 66849-10-3 C19H16O5
2-(2-Isopropoxy-phenyl)-4-oxo-4H-chromene-8-carboxylic acid
—— rhamnetin 3-O-β-D-galactopyranoside 62858-07-5 C22H22O12
rhamnetin 3-O-β-D-galactopyranoside
—— 4H-1-Benzopyran-4-one,5,6,8-trimethoxy-3-[[(4-methylphenyl)sulfonyl]oxy]-7-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]- 176662-18-3 C39H34O10S
4H-1-Benzopyran-4-one,5,6,8-trimethoxy-3-[[(4-methylphenyl)sulfonyl]oxy]-7-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-
—— 2,4-dihydroxy-4',8-dimethoxyisoflavan 95332-31-3 C17H18O5
2,4-dihydroxy-4',8-dimethoxyisoflavan
—— 2-(3,4-Bis-benzyloxy-phenyl)-3,5,6-trihydroxy-7-methoxy-chromen-4-one 154048-40-5 C30H24O8
2-(3,4-Bis-benzyloxy-phenyl)-3,5,6-trihydroxy-7-methoxy-chromen-4-one