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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
—— (2R)-4-methyl-2-p-tolyl-2H-chromene 1273578-99-6 C17H16O
(2R)-4-methyl-2-p-tolyl-2H-chromene
—— (E)-1-(7-Hydroxy-2-phenyl-chroman-6-yl)-3-(4-methoxy-phenyl)-propenone 112776-96-2 C25H22O4
(E)-1-(7-Hydroxy-2-phenyl-chroman-6-yl)-3-(4-methoxy-phenyl)-propenone
—— macaflavanone D 1075194-66-9 C30H34O6
macaflavanone D
—— 3-Dimethylaminomethyl-2-(4-methoxy-phenyl)-chroman-4-one; hydrochloride 77038-18-7 C19H21NO3*ClH
3-Dimethylaminomethyl-2-(4-methoxy-phenyl)-chroman-4-one; hydrochloride
—— 4',6-Dimethoxy-flavan-4β-ol-acetat 106545-44-2 C19H20O5
4',6-Dimethoxy-flavan-4β-ol-acetat
—— 6,3',4'-Trimethoxyflavanol-(4β) 26229-87-8 C18H20O5
6,3',4'-Trimethoxyflavanol-(4β)
—— Acacetin-diethylether 94683-42-8 C20H20O5
Acacetin-diethylether
—— Quercetin-7-isopentylether 94683-82-6 C20H20O7
Quercetin-7-isopentylether
—— 3-(but-2-ynyloxy)-6-nitro-2-phenyl-4H-chromen-4-one 1429665-27-9 C19H13NO5
3-(but-2-ynyloxy)-6-nitro-2-phenyl-4H-chromen-4-one
—— 1,3,7,9-tetramethyl-5-(4-oxo-2-phenyl-4H-chromen-3-yl)-5,9-dihydro-1H-pyrano[2,3-d;6,5-d']dipyrimidine-2,4,6,8-tetraone 19581-22-7 C28H22N4O7
1,3,7,9-tetramethyl-5-(4-oxo-2-phenyl-4H-chromen-3-yl)-5,9-dihydro-1H-pyrano[2,3-d;6,5-d']dipyrimidine-2,4,6,8-tetraone
—— (2S,3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-benzyloxycarbonylamino-2-hydroxypropionic acid methyl ester 566202-80-0 C59H66N2O11Si
(2S,3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-benzyloxycarbonylamino-2-hydroxypropionic acid methyl ester
—— 6-Methyl-8-propionyl-flavone 94305-54-1 C19H16O3
6-Methyl-8-propionyl-flavone
—— 3-bromo-2-(2-methoxyphenyl)-6-methylchromen-4-one 134640-67-8 C17H13BrO3
3-bromo-2-(2-methoxyphenyl)-6-methylchromen-4-one
—— 3-bromo-4,4'-dimethoxy-6-methyl-3-(α-hydroxy)benzylflavan 119139-35-4 C25H23BrO5
3-bromo-4,4'-dimethoxy-6-methyl-3-(α-hydroxy)benzylflavan
—— 3-Hydroxy-5,7,3',4'-tetramethoxy-flavanon-aethylendithioketal 100457-70-3 C21H24O6S2
3-Hydroxy-5,7,3',4'-tetramethoxy-flavanon-aethylendithioketal
—— 1233322-05-8 C21H11ClO3
—— 8-Brom-6-methyl-3',4'-methylendioxy-flavon 94540-15-5 C17H11BrO4
8-Brom-6-methyl-3',4'-methylendioxy-flavon
—— 3,6,8-Trihydroxy-flavon 92439-28-6 C15H10O5
3,6,8-Trihydroxy-flavon
—— 2-(4-methoxyphenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one 1313611-47-0 C19H19NO4
2-(4-methoxyphenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one
—— 9-bromo-3-hydroxy-2-phenyl-pyrano[3,2-c]quinolin-4-one 98706-79-7 C18H10BrNO3
9-bromo-3-hydroxy-2-phenyl-pyrano[3,2-c]quinolin-4-one
—— 4-[4-(24,25-Dimethoxy-19-phenylspiro[20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22,24,26-dodecaene-14,9'-fluorene]-19-yl)phenyl]-2,6-dimethylmorpholine 1008782-29-3 C58H47NO4
4-[4-(24,25-Dimethoxy-19-phenylspiro[20-oxahexacyclo[13.12.0.02,7.08,13.016,21.022,27]heptacosa-1(15),2,4,6,8,10,12,16(21),17,22,24,26-dodecaene-14,9'-fluorene]-19-yl)phenyl]-2,6-dimethylmorpholine
—— 3-[7-(4-chlorophenyl)-4-methoxy-5-oxo-5H-furo[3,2-g]chromen-9-yl]acrylaldehyde 1616883-63-6 C21H13ClO5
3-[7-(4-chlorophenyl)-4-methoxy-5-oxo-5H-furo[3,2-g]chromen-9-yl]acrylaldehyde
—— ethyl 2-[2'-(2",4"-dichlorophenyl)-6'-chromonyl]-2-methylmalonate 60402-72-4 C23H20Cl2O6
ethyl 2-[2'-(2",4"-dichlorophenyl)-6'-chromonyl]-2-methylmalonate
—— (2R,3R)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzyl-3-acetylepicatechin 1390643-88-5 C44H48O7Si
(2R,3R)-4'-(tert-butyldimethylsilyl)-5,7,3'-tri-O-benzyl-3-acetylepicatechin
—— 3-chloro-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-1-propanesulfonamide 260063-54-5 C18H16ClNO7S
3-chloro-N-[2-(3,4-dihydroxyphenyl)-3-hydroxy-4-oxo-4H-chromen-6-yl]-1-propanesulfonamide
—— 7,5,4’-tribenzyl-3-O-propargyl flavonol 1469989-86-3 C39H30O6
7,5,4’-tribenzyl-3-O-propargyl flavonol
—— 2-(3,4-dihydroxy-phenyl)-3,5,7,8-tetramethoxy-chromen-4-one 20972-73-0 C19H18O8
2-(3,4-dihydroxy-phenyl)-3,5,7,8-tetramethoxy-chromen-4-one
—— 5-Methoxy-7-methyl-3'.4'-dioxymethylen-flavon 132886-93-2 C18H14O5
5-Methoxy-7-methyl-3'.4'-dioxymethylen-flavon
—— 8-(Bromomethyl)-2-naphthalen-2-ylchromen-4-one 87165-77-3 C20H13BrO2
8-(Bromomethyl)-2-naphthalen-2-ylchromen-4-one
—— 8-bromo-2,10-dihydro-10-methyl-2,2-diphenylpyrano[2,3-b]carbazole 355408-47-8 C28H20BrNO
8-bromo-2,10-dihydro-10-methyl-2,2-diphenylpyrano[2,3-b]carbazole
—— 2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3-sulfooxy-chromen-4-one; potassium-salt 98822-93-6 C19H17O10S*K
2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3-sulfooxy-chromen-4-one; potassium-salt
—— 3-Iod-6-brom-7-hydroxy-4'-methoxy-flavanon 92859-48-8 C16H12BrIO4
3-Iod-6-brom-7-hydroxy-4'-methoxy-flavanon
—— 7,3'-Dibenzyloxy-4'-methoxy-flavanon 97923-53-0 C30H26O5
7,3'-Dibenzyloxy-4'-methoxy-flavanon
—— (2R,3S:6R,7S,8S)-3,7-diacetoxy-9-methoxy-10-<(2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-2,6-bis(3,4-dimethoxyphenyl)-8-(2,4-dimethoxyphenyl)-2,3-trans-6,7-trans-7,8-cis-3,4,7,8-tetrahydro-2H,6H-pyrano<2,3-f>chromene 127612-68-4 C61H64O19
(2R,3S:6R,7S,8S)-3,7-diacetoxy-9-methoxy-10-<(2R,3S,4S)-2,3-trans-3,4-trans-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-2,6-bis(3,4-dimethoxyphenyl)-8-(2,4-dimethoxyphenyl)-2,3-trans-6,7-trans-7,8-cis-3,4,7,8-tetrahydro-2H,6H-pyrano<2,3-f>chromene
—— N-[4-(6-chloro-4-oxochromen-2-yl)-2-nitrophenyl]acetamide 153255-71-1 C17H11ClN2O5
N-[4-(6-chloro-4-oxochromen-2-yl)-2-nitrophenyl]acetamide
—— 5,7-dimethoxy-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one 5526-58-9 C19H18O5
5,7-dimethoxy-2-(4-methoxy-phenyl)-6-methyl-chromen-4-one
—— 7-((2-methylbenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1254040-75-9 C27H22O7
7-((2-methylbenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 5-Amino-2-(3,5-dimethoxy-4-hydroxy)phenyl-4H-benzopyran-4-one 129974-48-7 C17H15NO5
5-Amino-2-(3,5-dimethoxy-4-hydroxy)phenyl-4H-benzopyran-4-one
—— 3'-((N-Carboxymethyl)carbamoyloxy)-3,4',5,7-tetrahydroxyflavone, N-Methyl-D-glucamine salt 201280-74-2 C7H17NO5*C18H13NO10
3'-((N-Carboxymethyl)carbamoyloxy)-3,4',5,7-tetrahydroxyflavone, N-Methyl-D-glucamine salt
—— 2'-isopropoxy-3-methylflavone-8-carboxylic acid N,N-diethylamide 90102-01-5 C24H27NO4
2'-isopropoxy-3-methylflavone-8-carboxylic acid N,N-diethylamide
—— tert-butyl 2-(7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)-acetate 1609940-19-3 C22H20O5
tert-butyl 2-(7-oxo-6,7-dihydrochromeno[4,3-b]chromen-6-yl)-acetate
—— 3,6-dibromo-2-(3,4-dimethoxy-phenyl)-benzo[<i>h</i>]chromen-4-one 110423-37-5 C21H14Br2O4
3,6-dibromo-2-(3,4-dimethoxy-phenyl)-benzo[<i>h</i>]chromen-4-one
—— 5,6-Dimethoxy-flavanon-phenylhydrazon 95433-10-6 C23H22N2O3
5,6-Dimethoxy-flavanon-phenylhydrazon
—— 7-(2,4-Dichloro-phenyl)-3-methyl-chromeno[6,5-d]isoxazol-9-one 114577-18-3 C17H9Cl2NO3
7-(2,4-Dichloro-phenyl)-3-methyl-chromeno[6,5-d]isoxazol-9-one
—— 4-Oxo-2-phenyl-7-pyrrolidinocarbonylmethoxy-4H-chromen 100171-62-8 C21H19NO4
4-Oxo-2-phenyl-7-pyrrolidinocarbonylmethoxy-4H-chromen
—— (2R,3S)-2,3-trans-3-acetoxy-6,8-bis-<(2S,3R,4R)-2,3-trans-3,4-trans-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan 88269-42-5 C61H64O19
(2R,3S)-2,3-trans-3-acetoxy-6,8-bis-<(2S,3R,4R)-2,3-trans-3,4-trans-3-acetoxy-3',4',7-trimethoxyflavan-4-yl>-3',4',5,7-tetramethoxyflavan
—— 2-(4-acetoxy-3,5-dimethoxy-phenyl)-6-methoxy-chroman-4-one 109979-36-4 C20H20O7
2-(4-acetoxy-3,5-dimethoxy-phenyl)-6-methoxy-chroman-4-one
—— 2-((3-(4-ethoxyphenyl)-3-phenyl-3H-benzo[f]chromen-8-yl)oxy)ethan-1-ol 1610880-67-5 C29H26O4
2-((3-(4-ethoxyphenyl)-3-phenyl-3H-benzo[f]chromen-8-yl)oxy)ethan-1-ol
—— 1413850-49-3 C17H16O
—— 4α-(2-methoxy-5-methylphenyl)flavan 88214-72-6 C23H22O2
4α-(2-methoxy-5-methylphenyl)flavan