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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-nitro-trans(?)-stilben-4-yl)-chromen-4-one 102595-25-5 C23H15NO4
2-(2-nitro-trans(?)-stilben-4-yl)-chromen-4-one
—— (2R,3S)-2-(4-benzyloxyphenyl)-7-benzyloxychroman-3-yl formate 850816-15-8 C30H26O5
(2R,3S)-2-(4-benzyloxyphenyl)-7-benzyloxychroman-3-yl formate
—— 6-nicotinoyloxy-2-phenyl-3-propyl-chroman-4-one 754122-78-6 C24H21NO4
6-nicotinoyloxy-2-phenyl-3-propyl-chroman-4-one
—— 2-(4-Benzyloxy-phenyl)-7-bromo-3-methoxy-chromen-4-one 132046-35-6 C23H17BrO4
2-(4-Benzyloxy-phenyl)-7-bromo-3-methoxy-chromen-4-one
—— 7,8-Dihydroxy-4'-methoxy-flavon-diacetat 94465-57-3 C20H16O7
7,8-Dihydroxy-4'-methoxy-flavon-diacetat
—— 2-(4-benzyloxy-3-methoxy-phenyl)-3,7-dimethoxy-chromen-4-one 95817-43-9 C25H22O6
2-(4-benzyloxy-3-methoxy-phenyl)-3,7-dimethoxy-chromen-4-one
—— 2-(4-ethoxy-3-hydroxyphenyl)chroman-3,5,7-triol 917219-90-0 C17H18O6
2-(4-ethoxy-3-hydroxyphenyl)chroman-3,5,7-triol
—— 7-hydroxy-3',4'-methylenedioxy-6-C-prenylflavanone 75680-39-6 C21H20O5
7-hydroxy-3',4'-methylenedioxy-6-C-prenylflavanone
—— 3-(2-chloro-4-fluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-65-3 C30H31ClFNO3*ClH
3-(2-chloro-4-fluorophenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 3-(4-hydroxy-3-methylphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-57-3 C31H35NO4*ClH
3-(4-hydroxy-3-methylphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— ethyl 2‑(4‑oxo‑2‑p‑tolyl‑4H‑chromen‑3‑yl)acetate 80907-22-8 C20H18O4
ethyl 2‑(4‑oxo‑2‑p‑tolyl‑4H‑chromen‑3‑yl)acetate
—— 3',4',5'-Trimethoxy-furano<2',3'-6,7>flavon 7674-98-8 C20H16O6
3',4',5'-Trimethoxy-furano<2',3'-6,7>flavon
—— 7-methoxy-2-(p-tolyl)chroman-4-one O-tosyl oxime 138469-48-4 C24H23NO5S
7-methoxy-2-(p-tolyl)chroman-4-one O-tosyl oxime
—— hexa-O-methyl-2,3-dihydroamentoflavone 34293-20-4 C36H32O10
hexa-O-methyl-2,3-dihydroamentoflavone
—— 1-(3,3-diphenyl-3H-benzo[f]chromen-8-yl)pyrrole 1073241-68-5 C29H21NO
1-(3,3-diphenyl-3H-benzo[f]chromen-8-yl)pyrrole
—— 2-<5-Iod-2-methoxy-phenyl>-7-methoxy-chromen-4-on 15837-60-2 C17H13IO4
2-<5-Iod-2-methoxy-phenyl>-7-methoxy-chromen-4-on
—— 4-methoxy-6-(4-trifluoromethylphenyl)-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin 1429327-15-0 C23H17F3O3
4-methoxy-6-(4-trifluoromethylphenyl)-6,12-methano-12H-dibenzo[d,g][1,3]dioxocin
—— 3',5'-bis(4-methylbenzyloxy)-7-hydroxyflavone 1374792-11-6 C31H26O5
3',5'-bis(4-methylbenzyloxy)-7-hydroxyflavone
—— 2-(4-Chlor-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-brom-4H-chromen 6601-60-1 C16H10BrClO4
2-(4-Chlor-phenyl)-3-hydroxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— 5,8-Dihydroxy-3,4'-dimethoxy-flavon 7736-82-5 C17H14O6
5,8-Dihydroxy-3,4'-dimethoxy-flavon
—— 2'-Benzyloxy-7-hydroxy-flavanon 14432-40-7 C22H18O4
2'-Benzyloxy-7-hydroxy-flavanon
—— 5,7-dihydroxy-6-propyl-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 198886-50-9 C23H24O8
5,7-dihydroxy-6-propyl-2-(3-ethoxycarbonylmethoxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— N-[4-(3-Bromo-4-oxo-4H-chromen-2-yl)-phenyl]-acetamide 153450-13-6 C17H12BrNO3
N-[4-(3-Bromo-4-oxo-4H-chromen-2-yl)-phenyl]-acetamide
—— 4',7-Dibenzyloxy-3,3',5,8-tetramethoxy-flavon 21187-75-7 C33H30O8
4',7-Dibenzyloxy-3,3',5,8-tetramethoxy-flavon
—— 8-allyl-2-(4-methoxyphenyl)-4H-chromen-4-one 198350-99-1 C19H16O3
8-allyl-2-(4-methoxyphenyl)-4H-chromen-4-one
—— 3',4'-Dimethoxy-6-methyl-flav-3-en 16854-95-8 C18H18O3
3',4'-Dimethoxy-6-methyl-flav-3-en
—— 3-iodo-2-(3,4,5-trimethoxy)phenyl-4H-furo[2,3-b]benzopyran-4-one 1279109-09-9 C20H15IO6
3-iodo-2-(3,4,5-trimethoxy)phenyl-4H-furo[2,3-b]benzopyran-4-one
—— 5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-fluorobenzoyl)]glucosyl-4H-chromen-4-one 1246840-59-4 C62H46F2O14
5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-fluorobenzoyl)]glucosyl-4H-chromen-4-one
—— 3-iodo-2-phenyl-4H-furo[2,3-b][1]benzopyran-4-one 1192179-80-8 C17H9IO3
3-iodo-2-phenyl-4H-furo[2,3-b][1]benzopyran-4-one
—— 2-(4-Amino-phenyl)-6,8-dibromo-chromen-4-one 153450-05-6 C15H9Br2NO2
2-(4-Amino-phenyl)-6,8-dibromo-chromen-4-one
—— 2,2-dimethyl-5-methoxy-8-(3',4'-dimethoxyphenyl)-2H,6H-<1,2-b:5,4-b'>dipyran-6-one 128031-11-8 C23H22O6
2,2-dimethyl-5-methoxy-8-(3',4'-dimethoxyphenyl)-2H,6H-<1,2-b:5,4-b'>dipyran-6-one
—— decaacetate of haploside F 79860-34-7 C48H52O27
decaacetate of haploside F
—— 1-{4-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2,6-dihydroxy-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one 67175-97-7 C28H36O15
1-{4-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2,6-dihydroxy-phenyl}-3-(3-hydroxy-4-methoxy-phenyl)-propan-1-one
—— 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromene-4-thione 94303-23-8 C19H18O5S
2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromene-4-thione
—— 2-(4-hydroxyphenyl)-3-<4-<(tetrahydropyran-2-yl)oxy>phenyl>-7-<(tetrahydropyran-2-yl)oxy>-2,3-dihydro-4H-1-benzopyran-4-one 130064-26-5 C31H32O7
2-(4-hydroxyphenyl)-3-<4-<(tetrahydropyran-2-yl)oxy>phenyl>-7-<(tetrahydropyran-2-yl)oxy>-2,3-dihydro-4H-1-benzopyran-4-one
—— 6-(4-methyl-1,4-diazepan-1-yl)-2-(pyridin-3-yl)-4H-chromen-4-one 1459285-81-4 C20H21N3O2
6-(4-methyl-1,4-diazepan-1-yl)-2-(pyridin-3-yl)-4H-chromen-4-one
—— 2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-5,7,8-trimethoxy-chroman-4-one 102475-74-1 C22H26O9
2-(3,5-dimethoxy-4-methoxymethoxy-phenyl)-5,7,8-trimethoxy-chroman-4-one
—— 2-(4-Dimethylamino-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid 1429-36-3 C18H15NO5
2-(4-Dimethylamino-phenyl)-3-hydroxy-4-oxo-4H-chromene-6-carboxylic acid
—— troxerutin vinyl glutarate 1218941-80-0 C40H50O22
troxerutin vinyl glutarate
—— 2-benzo[1,3]dioxol-5-yl-7-hydroxy-5,6,8-trimethoxy-chromen-4-one 3353-63-7 C19H16O8
2-benzo[1,3]dioxol-5-yl-7-hydroxy-5,6,8-trimethoxy-chromen-4-one
—— 6,8-Dijod-7-hydroxy-4'-methoxy-flavon 4178-34-1 C16H10I2O4
6,8-Dijod-7-hydroxy-4'-methoxy-flavon
—— 3a-Jod-8-methoxy-flavanon 14166-11-1 C16H13IO3
3a-Jod-8-methoxy-flavanon
—— 3-iodo-2-(4-(methylsulfonyl)phenyl)-4H-1-benzopyran-4-one 259681-69-1 C16H11IO4S
3-iodo-2-(4-(methylsulfonyl)phenyl)-4H-1-benzopyran-4-one
—— 3’-O-ethyl-(-)-epicatechin 917219-91-1 C17H18O6
3’-O-ethyl-(-)-epicatechin
—— 1394173-60-4 C21H15BrO4
—— 2-(3.4-Methylendioxy-phenyl)-3.6-dimethoxy-4-oxo-7-chlor-4H-chromen 6601-95-2 C18H13ClO6
2-(3.4-Methylendioxy-phenyl)-3.6-dimethoxy-4-oxo-7-chlor-4H-chromen
—— (E)-3-(4-β-D-allopyranosyloxyphenyl)-1-phenylpropenone 949143-84-4 C21H22O7
(E)-3-(4-β-D-allopyranosyloxyphenyl)-1-phenylpropenone
—— 5,7,4'-tri-O-methyl-6-C-β-D-glucopyranosylacacetin 6980-27-4 C24H26O10
5,7,4'-tri-O-methyl-6-C-β-D-glucopyranosylacacetin
—— (2R,3S,4S)-7-(benzoxy)-2-(4-(benzoxy)phenyl)-4-(3-dodecanoyl-2,4,6-trimethoxyphenyl)chroman-3-yl acetate 888026-40-2 C52H60O9
(2R,3S,4S)-7-(benzoxy)-2-(4-(benzoxy)phenyl)-4-(3-dodecanoyl-2,4,6-trimethoxyphenyl)chroman-3-yl acetate
—— 6-allyl-7-hydroxy-5-methoxyflavone 18210-86-1 C19H16O4
6-allyl-7-hydroxy-5-methoxyflavone