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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
—— tri-tert-butyl ((2R,3S)-2-(4-fluoro-3-hydroxyphenyl)chromane-3,5,7-triyl) tricarbonate 1256550-76-1 C30H37FO11
tri-tert-butyl ((2R,3S)-2-(4-fluoro-3-hydroxyphenyl)chromane-3,5,7-triyl) tricarbonate
—— 2-(3,4,5-Trimethoxy-phenyl)-chroman-4-one oxime 71907-02-3 C18H19NO5
2-(3,4,5-Trimethoxy-phenyl)-chroman-4-one oxime
—— ethyl 3-((2R,3S)-3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-8-yl)acrylate 89385-62-6 C55H50O8
ethyl 3-((2R,3S)-3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-8-yl)acrylate
—— 5,7-Diethoxy-4'-methoxy-flavanon 26324-72-1 C20H22O5
5,7-Diethoxy-4'-methoxy-flavanon
—— (2R,3S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-5,7-bis((phenyl-d5)methoxy-d2)chroman-3-yl acetate 1309871-86-0 C45H40O7
(2R,3S)-2-(3,4-bis((phenyl-d5)methoxy-d2)phenyl)-5,7-bis((phenyl-d5)methoxy-d2)chroman-3-yl acetate
—— 2-(3-β-D-glucopyranosyloxy-4-benzyloxyphenyl)-3,5,7-tribenzyloxy-4H-chromen-4-one 1313191-81-9 C49H44O12
2-(3-β-D-glucopyranosyloxy-4-benzyloxyphenyl)-3,5,7-tribenzyloxy-4H-chromen-4-one
—— 1,1-dihydro-2-oximino-3-phenyl-3H-naphtho<2,1-b>pyran 134272-40-5 C19H15NO2
1,1-dihydro-2-oximino-3-phenyl-3H-naphtho<2,1-b>pyran
—— O<sup>7</sup>-Benzyl-apigenin-5,4'-diacetat 20450-82-2 C26H20O7
O<sup>7</sup>-Benzyl-apigenin-5,4'-diacetat
—— (2R,3S,8R,10bR,16aS,17aR)-2,3-trans-10b,16a-trans-3-acetoxy-5,8,13,15-tetramethoxy-2-(3,4-dimethoxyphenyl)-2,3,10b,16a-tetrahydro-8,17a-methano-4H,16H-<1>benzopyrano<2',3:4,5>-furo<2,3-d>oxacino<2,3-h>benzopyran-9(8H)-one 41753-28-0 C38H38O13
(2R,3S,8R,10bR,16aS,17aR)-2,3-trans-10b,16a-trans-3-acetoxy-5,8,13,15-tetramethoxy-2-(3,4-dimethoxyphenyl)-2,3,10b,16a-tetrahydro-8,17a-methano-4H,16H-<1>benzopyrano<2',3:4,5>-furo<2,3-d>oxacino<2,3-h>benzopyran-9(8H)-one
—— 2,3-trans-3-acetoxy-4-hydroxy-5,7,3',4'-tetramethoxyflavan 1263296-48-5 C21H24O8
2,3-trans-3-acetoxy-4-hydroxy-5,7,3',4'-tetramethoxyflavan
—— 3-O-acetyl-5,7,3′,4′-tetra-O-benzyl-(+)-catechin 20728-74-9 C45H40O7
3-O-acetyl-5,7,3′,4′-tetra-O-benzyl-(+)-catechin
—— (2R)-2r-(3-methoxy-4-trimethylsilanyloxy-phenyl)-5,7-bis-trimethylsilanyloxy-chroman-3t-ol 18762-84-0 C25H40O6Si3
(2R)-2r-(3-methoxy-4-trimethylsilanyloxy-phenyl)-5,7-bis-trimethylsilanyloxy-chroman-3t-ol
—— (2R,2'R,3R,3'S,4S,4'S)-4'-(benzylthio)-2,2'-bis(3,4-dihydroxyphenyl)-5,5',7,7'-tetrahydroxy-[4,6'-bichromane]-3,3'-diyl bis(3,4,5-trihydroxybenzoate) 106533-66-8 C51H40O20S
(2R,2'R,3R,3'S,4S,4'S)-4'-(benzylthio)-2,2'-bis(3,4-dihydroxyphenyl)-5,5',7,7'-tetrahydroxy-[4,6'-bichromane]-3,3'-diyl bis(3,4,5-trihydroxybenzoate)
—— 2-Hydroxy-5-((2R,3S)-3,5,7-trihydroxy-chroman-2-yl)-phenol anion 726126-25-6 C15H13O6
2-Hydroxy-5-((2R,3S)-3,5,7-trihydroxy-chroman-2-yl)-phenol anion
—— 9-benzoyl-2-phenylpyrano[2,3-f]chromene-4,8-dione 1372630-58-4 C25H14O5
9-benzoyl-2-phenylpyrano[2,3-f]chromene-4,8-dione
—— (2R,3S)-7-methoxy-3-nitro-2-phenylchroman 113495-55-9 C16H15NO4
(2R,3S)-7-methoxy-3-nitro-2-phenylchroman
—— 3,3',4',8-tetra-O-allylquercetin 19360-71-5 C27H26O7
3,3',4',8-tetra-O-allylquercetin
—— 6-acetoxymethyl-3-O-acetyl-5,7,3',4'-tetra-O-methyl-(+)-catechin 101751-81-9 C24H28O9
6-acetoxymethyl-3-O-acetyl-5,7,3',4'-tetra-O-methyl-(+)-catechin
—— 10-Cyclohexylsulfanyl-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-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] 1263317-97-0 C50H54O3S2
10-Cyclohexylsulfanyl-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-11-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]
—— (2R,3S,4R)-2,3-trans-3,4-trans-4-(2,4-Dihydroxyphenyl)-3',4',7-trihydroxyflavan-3-ol 69082-78-6 C21H18O7
(2R,3S,4R)-2,3-trans-3,4-trans-4-(2,4-Dihydroxyphenyl)-3',4',7-trihydroxyflavan-3-ol
—— (+)-catechin-4'-O-α-D-glucoside 1037072-19-7 C21H24O11
(+)-catechin-4'-O-α-D-glucoside
—— (2R,2'R,3S,3'S)-6,6'-(ethane-1,1-diyl)bis(2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol) 205645-51-8 C32H30O12
(2R,2'R,3S,3'S)-6,6'-(ethane-1,1-diyl)bis(2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol)
—— (8-formyl-3-methoxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)-acetic acid ethyl ester 853931-01-8 C21H18O7
(8-formyl-3-methoxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)-acetic acid ethyl ester
—— 3'-O-(CO-Ala-OtBu)-quercetin 1138406-38-8 C23H23NO10
3'-O-(CO-Ala-OtBu)-quercetin
—— 3'-O-(CO-Val-OtBu)-quercetin 1138406-39-9 C25H27NO10
3'-O-(CO-Val-OtBu)-quercetin
—— (R)-methyl 3-(4-oxochroman-2-yl)benzoate 1438762-93-6 C17H14O4
(R)-methyl 3-(4-oxochroman-2-yl)benzoate
—— 1-[10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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-yl]-2,3-dihydroindole 1278523-65-1 C59H57NO5
1-[10-(2,4-Dimethoxyphenyl)-5,5-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[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-yl]-2,3-dihydroindole
—— 1-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzimidazol-2-amine 1338824-81-9 C23H20N4O
1-methyl-N-[(2-phenyl-2,3-dihydrochromen-4-ylidene)amino]benzimidazol-2-amine
—— 3-O-acetyl-6-methoxycarbonyl-3',4',5,7-tetra-O-methyl-(+)-catechin 69119-49-9 C23H26O9
3-O-acetyl-6-methoxycarbonyl-3',4',5,7-tetra-O-methyl-(+)-catechin
—— 5,7,3',4'-tetra-O-benzyl-3-O-(3'',4'',5''-trimethoxybenzoyl)-(-)catechin 1282609-48-6 C53H48O10
5,7,3',4'-tetra-O-benzyl-3-O-(3'',4'',5''-trimethoxybenzoyl)-(-)catechin
—— (+)-(4S)-acetoxy-3',4',3,5,7-penta-O-benzylcatechine 478241-14-4 C52H46O8
(+)-(4S)-acetoxy-3',4',3,5,7-penta-O-benzylcatechine
—— C-β-D-Galactopyranosyl-6-apigenin 10289-41-5 C21H20O11
C-β-D-Galactopyranosyl-6-apigenin
—— 6,6''-Dimethoxy-5,5''-biflavonyl 37138-41-3 C32H22O6
6,6''-Dimethoxy-5,5''-biflavonyl
—— ethyl 3-(3'-nitro-2'-phenyl-benzopyran-3'-yl)-propionate 131391-90-7 C20H21NO5
ethyl 3-(3'-nitro-2'-phenyl-benzopyran-3'-yl)-propionate
—— (2S,3R,4S,5R)-2-((2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 742062-21-1 C39H32O14
(2S,3R,4S,5R)-2-((2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— Arthraxin-pentaacetat 32525-63-6 C31H26O14
Arthraxin-pentaacetat
—— Acetic acid (2S,3R,4S)-3-acetoxy-2-(4-acetoxy-phenyl)-4-hydroxy-chroman-5-yl ester 101946-95-6 C21H20O8
Acetic acid (2S,3R,4S)-3-acetoxy-2-(4-acetoxy-phenyl)-4-hydroxy-chroman-5-yl ester
—— 6-(p-hydroxybenzyl)-(+)-catechin 82246-01-3 C22H20O7
6-(p-hydroxybenzyl)-(+)-catechin
—— (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1096657-12-3 C31H32O14
(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((7-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
—— 6-Hydroxy-3,5,7-trimethoxy-2-[3-methoxy-4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one 29043-09-2 C26H24O8
6-Hydroxy-3,5,7-trimethoxy-2-[3-methoxy-4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one
—— 2,3-cis-3-bromo-3',4',5,7-tetramethoxy-2-(2,3-trans-3',4',5,7-tetramethoxyflavan-3-yloxy)flavan 95731-51-4 C38H41BrO11
2,3-cis-3-bromo-3',4',5,7-tetramethoxy-2-(2,3-trans-3',4',5,7-tetramethoxyflavan-3-yloxy)flavan
—— 3-(methoxymethyl)oxy-3'-(bromomethyl)flavone 263153-72-6 C18H15BrO4
3-(methoxymethyl)oxy-3'-(bromomethyl)flavone
—— 3-[(Hexyl-methyl-amino)-methyl]-7-methyl-2-phenyl-chroman-4-one; hydriodide 34097-71-7 C24H31NO2*HI
3-[(Hexyl-methyl-amino)-methyl]-7-methyl-2-phenyl-chroman-4-one; hydriodide
—— methyl 2-(2-methyl-5-((2R,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)phenoxy)acetate 1451372-29-4 C32H33NO4
methyl 2-(2-methyl-5-((2R,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)phenoxy)acetate
—— (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[5-acetoxy-2-(4-benzyloxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 34340-19-7 C37H34O15
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-[5-acetoxy-2-(4-benzyloxy-phenyl)-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
—— 4'-O-(CO-Ala-Asp-OH)-quercetin 1138406-34-4 C23H20N2O13
4'-O-(CO-Ala-Asp-OH)-quercetin
—— (5',5')-bis-6-bromo-(-)-fisetinidol 127613-01-8 C30H24Br2O10
(5',5')-bis-6-bromo-(-)-fisetinidol
—— 4,9-Dimethoxy-5-oxo-7-phenyl-5H-furo<3,2-g>-<1>benzopyranyl-6-cyanid 85518-22-5 C20H13NO5
4,9-Dimethoxy-5-oxo-7-phenyl-5H-furo<3,2-g>-<1>benzopyranyl-6-cyanid
—— 109671-57-0 C42H46O14
—— 3-O-(4-acetoxy-3,5-dimethoxybenzoyl)catechin 1166820-77-4 C26H24O11
3-O-(4-acetoxy-3,5-dimethoxybenzoyl)catechin