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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-[4-((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 67322-28-5 C23H28O11
1-[4-((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-methoxy-tetrahydro-pyran-2-yloxy)-2,6-dihydroxy-phenyl]-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one
—— 5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-11-ol 1263318-27-9 C44H44O4S
5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-methylsulfanylspiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,3'-cyclohexane]-11-ol
—— 5,7-dimethoxy-2-phenyl-chroman-3,4-dione-3-oxime 37850-03-6 C17H15NO5
5,7-dimethoxy-2-phenyl-chroman-3,4-dione-3-oxime
—— 2-(4'-chloro-3'-trifluoromethyl-biphenyl-4-yl)-chromen-4-one 869559-81-9 C22H12ClF3O2
2-(4'-chloro-3'-trifluoromethyl-biphenyl-4-yl)-chromen-4-one
—— [(2S,3R)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl] 3,4,5-tris(phenylmethoxy)benzoate 1131849-58-5 C64H54O9
[(2S,3R)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl] 3,4,5-tris(phenylmethoxy)benzoate
—— 6-I(2)-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-I(2)-D-ribopyranosyl-4H-1-benzopyran-4-one 207461-10-7 C26H28O14
6-I(2)-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-I(2)-D-ribopyranosyl-4H-1-benzopyran-4-one
—— 6-<(5-iodopentyl)oxy>flavone 140439-46-9 C20H19IO3
6-<(5-iodopentyl)oxy>flavone
—— [(2R,3R,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-4-propan-2-yloxy-3,4-dihydro-2H-chromen-3-yl] acetate 1375486-51-3 C48H46O8
[(2R,3R,4S)-2-[3,4-bis(phenylmethoxy)phenyl]-5,7-bis(phenylmethoxy)-4-propan-2-yloxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— [4-[3,5-Diacetyloxy-7-(methoxymethoxy)-4-oxochromen-2-yl]-2-(2-methylbut-3-en-2-yloxy)phenyl] acetate 1621401-94-2 C28H28O11
[4-[3,5-Diacetyloxy-7-(methoxymethoxy)-4-oxochromen-2-yl]-2-(2-methylbut-3-en-2-yloxy)phenyl] acetate
—— 3-[[6-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]oxy]-7-(2,3-dihydroxypropoxy)-2-[4-(2,3-dihydroxypropoxy)-3-hydroxyphenyl]-5-hydroxy-4H-1-benzopyran-4-one 47887-05-8 C33H42O20
3-[[6-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]oxy]-7-(2,3-dihydroxypropoxy)-2-[4-(2,3-dihydroxypropoxy)-3-hydroxyphenyl]-5-hydroxy-4H-1-benzopyran-4-one
—— 1-[(2S)-3-[[(2R,3S,4S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-4-yl]thio]-2-methyl-1-oxopropyl]-L-proline 2227330-54-1 C24H27NO9S
1-[(2S)-3-[[(2R,3S,4S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-4-yl]thio]-2-methyl-1-oxopropyl]-L-proline
—— 5,7,4'-tri-O-benzyl-3-O-(3'',6''-di-O-allyl-2'',4''-di-O-benzyl-β-D-glucopyranosyl)kaempferol 1246814-30-1 C62H58O11
5,7,4'-tri-O-benzyl-3-O-(3'',6''-di-O-allyl-2'',4''-di-O-benzyl-β-D-glucopyranosyl)kaempferol
—— phenyl-2 nitro-3 furo<3,2-f> 2H-chromene 76924-27-1 C17H11NO4
phenyl-2 nitro-3 furo<3,2-f> 2H-chromene
—— 3,6-dimethyl-4'-hydroxyflavone 141214-07-5 C17H14O3
3,6-dimethyl-4'-hydroxyflavone
—— 5,7-dimethoxy-2-(4-methoxyphenyl)-2H-chromene 67859-06-7 C18H18O4
5,7-dimethoxy-2-(4-methoxyphenyl)-2H-chromene
—— 1-Naphthalenesulfonic acid, 6-diazo-5,6-dihydro-5-oxo-, ester with 4-(3,4-dihydro-7-hydroxy-2,4,4-trimethyl-2H-1-benzopyran-2-yl)-1,3-benzenediol 140698-96-0 C28H26N2O8S
1-Naphthalenesulfonic acid, 6-diazo-5,6-dihydro-5-oxo-, ester with 4-(3,4-dihydro-7-hydroxy-2,4,4-trimethyl-2H-1-benzopyran-2-yl)-1,3-benzenediol
—— 6-Acetyl-5,7-bis(acetyloxy)-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 102706-31-0 C22H18O8
6-Acetyl-5,7-bis(acetyloxy)-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
—— Dihydrostachyoidin 42345-15-3 C23H18O6
Dihydrostachyoidin
—— (S)-2,8-bis-(tert-butyldimethylsilanyloxy)-5-[3-(2-iodo-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene 1157856-82-0 C37H49IO5Si2
(S)-2,8-bis-(tert-butyldimethylsilanyloxy)-5-[3-(2-iodo-ethoxy)phenyl]-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalene
—— 1198053-68-7 C18H13ClO4
—— 7-butyloxy-4',5-dihydroxyflavanonethione 1203579-97-8 C19H20O4S
7-butyloxy-4',5-dihydroxyflavanonethione
—— [2-(3-acetyloxy-4-methoxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-5-yl] acetate 57408-39-6 C32H36O17
[2-(3-acetyloxy-4-methoxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-5-yl] acetate
—— heptamethyltrifolin 1030269-14-7 C28H34O11
heptamethyltrifolin
—— 8-bromo-7-n-butoxy-6-nitroflavanone 135879-01-5 C19H18BrNO5
8-bromo-7-n-butoxy-6-nitroflavanone
—— 7-benzyloxy-2-(3,4-dimethoxy-phenyl)-3,5-dimethoxy-chromen-4-one 102948-63-0 C26H24O7
7-benzyloxy-2-(3,4-dimethoxy-phenyl)-3,5-dimethoxy-chromen-4-one
—— (2R,3R)-2-(3-hydroxy-4-methoxy-5-(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)chroman-3-yl 3,4,5-tris(2-nitrophenylsulfonyloxy)benzoate 1186527-30-9 C59H38N6O35S6
(2R,3R)-2-(3-hydroxy-4-methoxy-5-(2-nitrophenylsulfonyloxy)phenyl)-5,7-bis(2-nitrophenylsulfonyloxy)chroman-3-yl 3,4,5-tris(2-nitrophenylsulfonyloxy)benzoate
—— 7-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-5-(4-methoxybenzylamino)-4H-chromen-4-one 1094471-47-2 C24H21NO6
7-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-5-(4-methoxybenzylamino)-4H-chromen-4-one
—— 1462876-33-0 C32H18Cl4O5
—— procyanidin C-1 4''-benzylthioether 103215-52-7 C52H44O18S
procyanidin C-1 4''-benzylthioether
—— 4-(((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)methyl)benzenesulfonyl azide 1182329-75-4 C22H15N3O5S
4-(((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)methyl)benzenesulfonyl azide
—— 7-dodecyloxy-5-hydroxyflavothione 1203579-87-6 C27H34O3S
7-dodecyloxy-5-hydroxyflavothione
—— 70189-51-4 C83H62O24
—— 2',3'-Dichlor-7-methoxy-flavanon 92854-39-2 C16H12Cl2O3
2',3'-Dichlor-7-methoxy-flavanon
—— Acetic acid 2-phenyl-chroman-2-ylmethyl ester 61844-26-6 C18H18O3
Acetic acid 2-phenyl-chroman-2-ylmethyl ester
—— Tricintriacetat 3755-71-3 C23H20O10
Tricintriacetat
—— 1106675-22-2 C27H29O17
—— 4H-1-Benzopyran-4-one,5,8-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)- 89456-44-0 C19H18O8
4H-1-Benzopyran-4-one,5,8-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-
—— 2-(3-benzyloxy-phenyl)-5,7-dimethoxy-chromen-4-one 710337-99-8 C24H20O5
2-(3-benzyloxy-phenyl)-5,7-dimethoxy-chromen-4-one
—— methyl 2-<2-(4-methoxyphenyl)-3-methoxychromon-6-yl>propanoate 141070-53-3 C21H20O6
methyl 2-<2-(4-methoxyphenyl)-3-methoxychromon-6-yl>propanoate
—— 2,3-Dihydro-7-hydroxy-2-phenyl-6-propyl-4H-1-benzopyran-4-one 25922-13-8 C18H18O3
2,3-Dihydro-7-hydroxy-2-phenyl-6-propyl-4H-1-benzopyran-4-one
—— 2-(4-Benzyloxy-phenyl)-6-hydroxy-5,7-dimethoxy-chromen-4-one 170234-92-1 C24H20O6
2-(4-Benzyloxy-phenyl)-6-hydroxy-5,7-dimethoxy-chromen-4-one
—— (2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranoside dihydrate 11032-30-7 C27H36O16
(2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranoside dihydrate
—— 2-[3,4-bis(phenylmethoxy)phenyl]-5-hydroxy-7,8-dimethoxy-3-octylchromen-4-one 134082-27-2 C39H42O7
2-[3,4-bis(phenylmethoxy)phenyl]-5-hydroxy-7,8-dimethoxy-3-octylchromen-4-one
—— Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-{3-acetoxy-4-[3-(4-acetoxy-phenyl)-propionyl]-phenoxy}-2-acetoxymethyl-5-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 67322-43-4 C43H50O21
Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-6-{3-acetoxy-4-[3-(4-acetoxy-phenyl)-propionyl]-phenoxy}-2-acetoxymethyl-5-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
—— 3,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-6-hydroxy-4-oxo-4<i>H</i>-chromene-5-carbaldehyde 67443-84-9 C44H34O8
3,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-6-hydroxy-4-oxo-4<i>H</i>-chromene-5-carbaldehyde
—— 7-[[6-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]oxy]-6,8-di-I(2)-D-glucopyranosyl-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 853729-09-6 C40H52O25
7-[[6-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]oxy]-6,8-di-I(2)-D-glucopyranosyl-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 2-[3,5-Bis(acetyloxy)-4-methoxyphenyl]-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one 51863-85-5 C24H24O11
2-[3,5-Bis(acetyloxy)-4-methoxyphenyl]-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one
—— (3',4',5'-tribenzyloxy-5,7-dimethoxymethyl)flavone 1389320-66-4 C40H36O9
(3',4',5'-tribenzyloxy-5,7-dimethoxymethyl)flavone
—— 2H-1-Benzopyran-3,4-diol, 2-(3,4-dimethoxyphenyl)-3,4-dihydro-6-methyl-, (2I+/-,3I+/-,4I(2))- 2411-42-9 C18H20O5
2H-1-Benzopyran-3,4-diol, 2-(3,4-dimethoxyphenyl)-3,4-dihydro-6-methyl-, (2I+/-,3I+/-,4I(2))-
—— methyl rac-2-(3,4-dichlorophenyl)-2H-chromene-3-carboxylate 1204754-72-2 C17H12Cl2O3
methyl rac-2-(3,4-dichlorophenyl)-2H-chromene-3-carboxylate