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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-allyloxy-8-acetyl-3-methylflavone 329913-60-2 C21H18O4
7-allyloxy-8-acetyl-3-methylflavone
—— 859505-58-1 C18H14Cl2O5
—— (-)-epicatechin tetramethyl ether 3-O-benzylate 99296-49-8 C26H28O6
(-)-epicatechin tetramethyl ether 3-O-benzylate
—— N-[2-(4-morpholin-4-ylphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-14-3 C23H19N3O4S
N-[2-(4-morpholin-4-ylphenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— Carbonic acid tert-butyl ester 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-7-methoxy-4-oxo-chroman-5-yl ester 895918-10-2 C27H36O7Si
Carbonic acid tert-butyl ester 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-7-methoxy-4-oxo-chroman-5-yl ester
—— 1,10-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10-tetraoxadecane 916330-71-7 C54H50O14
1,10-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10-tetraoxadecane
—— (8S)-8-(4-fluorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 918105-17-6 C21H22FN3O2
(8S)-8-(4-fluorophenyl)-N,N,2,3-tetramethyl-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide
—— 3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-4-one 114976-66-8 C23H20O10
3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-chroman-4-one
—— [Ni(MPCS)<sub>2</sub>(NO3)<sub>2</sub>] 1415229-37-6 C34H34N8NiO10
[Ni(MPCS)<sub>2</sub>(NO3)<sub>2</sub>]
—— (E)-(6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-p-tolylacrylate 1257529-64-8 C31H28O12
(E)-(6-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl 3-p-tolylacrylate
—— 109754-34-9 C26H24N2O2
—— 2-(4-iodo-phenyl)-5,7-dimethoxy-chromen-4-one 109091-21-6 C17H13IO4
2-(4-iodo-phenyl)-5,7-dimethoxy-chromen-4-one
—— 8-bromo-2-(4-methoxy-phenyl)-9-methyl-furo[2,3-h]chromen-4-one 858249-06-6 C19H13BrO4
8-bromo-2-(4-methoxy-phenyl)-9-methyl-furo[2,3-h]chromen-4-one
—— 6-Bromo-2-(2-iodo-phenyl)-chromen-4-one 899829-27-7 C15H8BrIO2
6-Bromo-2-(2-iodo-phenyl)-chromen-4-one
—— 5,7-dihydroxy-8-(morpholinomethyl)-2-phenyl-4H-chromen-4-one 1255772-15-6 C20H19NO5
5,7-dihydroxy-8-(morpholinomethyl)-2-phenyl-4H-chromen-4-one
—— 7-allyloxy-3,4'-dimethoxyflavone 71593-89-0 C20H18O5
7-allyloxy-3,4'-dimethoxyflavone
—— 7-<(α-Methyl-phenethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen 101984-96-7 C26H23NO4
7-<(α-Methyl-phenethyl)-carbamoylmethoxy>-4-oxo-2-phenyl-4H-chromen
—— 6a-Diethylamino-3a-phenyl-2,3,3a,6a-tetrahydro-4,5-benzofuro<2.3-b>furan 103309-33-7 C20H23NO2
6a-Diethylamino-3a-phenyl-2,3,3a,6a-tetrahydro-4,5-benzofuro<2.3-b>furan
—— 5,7,4'-Tribenzyl-pelargidandiol-(3,4) 96772-25-7 C36H32O6
5,7,4'-Tribenzyl-pelargidandiol-(3,4)
—— 6-Benzoyl-2'-methoxy-8-methyl-flavonol 88856-44-4 C24H18O5
6-Benzoyl-2'-methoxy-8-methyl-flavonol
—— (2S,3R)-5-chloro-3-phenyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol 412052-71-2 C27H28ClNO3S
(2S,3R)-5-chloro-3-phenyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol
—— 3',4'-methylenedioxy-5,7-di(methoxymethoxy)-6-(3,3-dimethyl)allylflavanone 1352547-21-7 C25H28O8
3',4'-methylenedioxy-5,7-di(methoxymethoxy)-6-(3,3-dimethyl)allylflavanone
—— 1918146-22-1 C18H17NO5
—— 6,8-Dimethoxy-4'-hydroxy-flavon 93322-42-0 C17H14O5
6,8-Dimethoxy-4'-hydroxy-flavon
—— N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-(pyrrolidin-1-ylmethyl)pyridine-2-carboxamide 1219446-28-2 C26H22ClN3O3
N-[2-(2-chlorophenyl)-4-oxochromen-8-yl]-6-(pyrrolidin-1-ylmethyl)pyridine-2-carboxamide
—— ethyl 5-oxo-2,4-diphenyl-6-(2,4,6-tribromophenyl)-4H-pyrano[2,3-d]pyridazine-8-carboxylate 126837-59-0 C28H19Br3N2O4
ethyl 5-oxo-2,4-diphenyl-6-(2,4,6-tribromophenyl)-4H-pyrano[2,3-d]pyridazine-8-carboxylate
—— 3,3',4',5,7-penta-O-methyl-6-iodocatechin 117820-45-8 C20H23IO6
3,3',4',5,7-penta-O-methyl-6-iodocatechin
—— 3,5,6,7-tetraethoxy-2-(3,4-diethoxy-phenyl)-chromen-4-one 860190-91-6 C27H34O8
3,5,6,7-tetraethoxy-2-(3,4-diethoxy-phenyl)-chromen-4-one
—— N-[2-(2,6-difluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-89-2 C19H10F2N2O3S
N-[2-(2,6-difluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— N-[2-(2-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide 1219445-77-8 C19H11FN2O3S
N-[2-(2-fluorophenyl)-4-oxochromen-8-yl]-1,3-thiazole-4-carboxamide
—— 2-(4-Chloro-naphthalen-1-yl)-6,8-diiodo-chromen-4-one 146517-76-2 C19H9ClI2O2
2-(4-Chloro-naphthalen-1-yl)-6,8-diiodo-chromen-4-one
—— 3-Hydroxy-2-[4-hydroxy-3-(trifluoromethyl)phenyl]chromen-4-one 1017266-12-4 C16H9F3O4
3-Hydroxy-2-[4-hydroxy-3-(trifluoromethyl)phenyl]chromen-4-one
—— 4'-Methoxy-7-hydroxy-3-methyl-flavon 22395-01-3 C17H14O4
4'-Methoxy-7-hydroxy-3-methyl-flavon
—— 2-(2,3-dihydroxypropoxy)-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-3-carboxamide 1219446-21-5 C25H19F3N2O6
2-(2,3-dihydroxypropoxy)-N-[4-oxo-2-[2-(trifluoromethyl)phenyl]chromen-8-yl]pyridine-3-carboxamide
—— (1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)benzamide 373631-14-2 C29H25NO5
(1-methoxy-6-(3,4-dimethoxy)phenyl-6H-dibenzo(b,d)pyran-8-yl)benzamide
—— [(2R,3R,4R)-4-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-8-yl]-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl] acetate 1401236-95-0 C95H82O14
[(2R,3R,4R)-4-[(2R,3S)-2-[3,4-bis(phenylmethoxy)phenyl]-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-8-yl]-5,7-bis(phenylmethoxy)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-yl] acetate
—— trans-2,3-dimethoxy-3-(p-formylphenylamino)-4'-nitroflavanone 139936-71-3 C24H20N2O7
trans-2,3-dimethoxy-3-(p-formylphenylamino)-4'-nitroflavanone
—— 3,6,4'-Triacetoxy-8-methoxy-flavon 96260-20-7 C22H18O9
3,6,4'-Triacetoxy-8-methoxy-flavon
—— 4'-Benzyloxy-5-hydroxy-6,7,8-trimethoxy-flavon 95817-47-3 C25H22O7
4'-Benzyloxy-5-hydroxy-6,7,8-trimethoxy-flavon
—— 1,25-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19,22,25-nonaoxapentacosane 916330-89-7 C50H58O19
1,25-bis[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13,16,19,22,25-nonaoxapentacosane
—— 6-Hydroxy-3-methoxymethylflavon 93322-10-2 C17H14O4
6-Hydroxy-3-methoxymethylflavon
—— 7-Methoxyflavon-8-carbonsaeure 110244-24-1 C17H12O5
7-Methoxyflavon-8-carbonsaeure
—— 3',5'-dimethoxy-5,6-benzoflavone 1367707-36-5 C21H16O4
3',5'-dimethoxy-5,6-benzoflavone
—— 3,7-β-D-Diglucosid v. 3,7-Dihydroxy-4'-methoxy-flavon 121315-60-4 C28H32O15
3,7-β-D-Diglucosid v. 3,7-Dihydroxy-4'-methoxy-flavon
—— (2R,3S,8R,9S,10S)-10-(2,4-Dihydroxy-phenyl)-2-(3-hydroxy-4-methoxy-phenyl)-8-(3,4,5-trihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol 152675-41-7 C31H28O12
(2R,3S,8R,9S,10S)-10-(2,4-Dihydroxy-phenyl)-2-(3-hydroxy-4-methoxy-phenyl)-8-(3,4,5-trihydroxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol
—— 8-allyl-7-allyloxy-3,4'-dimethoxyflavone 78875-41-9 C23H22O5
8-allyl-7-allyloxy-3,4'-dimethoxyflavone
—— 6,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 93876-27-8 C18H16O5
6,8-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one
—— 1224255-73-5 C33H32O14
—— (S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-(tert-butoxycarbonylamino)-3-(1H-indol-3-yl)propanoate 1158555-83-9 C31H28N2O10
(S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-(tert-butoxycarbonylamino)-3-(1H-indol-3-yl)propanoate
—— Gossypetin-pentamethylether-acetat 110193-80-1 C22H22O9
Gossypetin-pentamethylether-acetat