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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
—— diosmetin 6,8-di-C-glucoside 98813-28-6 C28H32O16
diosmetin 6,8-di-C-glucoside
—— 3-(4-Methoxynaphthalen-1-yl)-3-(4-methoxyphenyl)benzo[f]chromene 200062-66-4 C31H24O3
3-(4-Methoxynaphthalen-1-yl)-3-(4-methoxyphenyl)benzo[f]chromene
—— 5-[7-(I(2)-D-Glucopyranuronosyloxy)-5-hydroxy-4-oxo-4H-1-benzopyran-2-yl]-2-methoxyphenyl I(2)-D-glucopyranosiduronic acid 152503-51-0 C28H28O18
5-[7-(I(2)-D-Glucopyranuronosyloxy)-5-hydroxy-4-oxo-4H-1-benzopyran-2-yl]-2-methoxyphenyl I(2)-D-glucopyranosiduronic acid
—— apigenin-6-C-β-D-glucopyranosyl-8-C-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside 1646598-06-2 C33H40O19
apigenin-6-C-β-D-glucopyranosyl-8-C-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside
—— apigenin-6-C-β-D-glucopyranosyl-8-C-[β-D-apiofuranosyl-(1→2)]-β-D-glucopyranoside 1646598-05-1 C32H38O19
apigenin-6-C-β-D-glucopyranosyl-8-C-[β-D-apiofuranosyl-(1→2)]-β-D-glucopyranoside
—— 3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-[[6-O-(3,4,5-trihydroxybenzoyl)-I(2)-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one 85933-23-9 C28H24O15
3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-[[6-O-(3,4,5-trihydroxybenzoyl)-I(2)-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one
—— 8-[2-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one 182062-20-0 C27H30O16
8-[2-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
—— 4'-O-Glucosylisoswertisin 35480-14-9 C28H32O15
4'-O-Glucosylisoswertisin
—— 7-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-8-I(2)-D-glucopyranosyl-5-hydroxy-4H-1-benzopyran-4-one 29432-29-9 C27H30O15
7-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-8-I(2)-D-glucopyranosyl-5-hydroxy-4H-1-benzopyran-4-one
—— 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(6-O-I(2)-D-xylopyranosyl-I(2)-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one 142905-19-9 C27H30O16
5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(6-O-I(2)-D-xylopyranosyl-I(2)-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one
—— 4H-1-Benzopyran-4-one, 3,6-di-C-I(2)-D-glucopyranosyl-5,7-dihydroxy-2-(4-methoxyphenyl)- 98891-91-9 C28H32O15
4H-1-Benzopyran-4-one, 3,6-di-C-I(2)-D-glucopyranosyl-5,7-dihydroxy-2-(4-methoxyphenyl)-
—— 8-[2-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 98891-92-0 C28H32O15
8-[2-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
—— Gelomuloside B 149998-39-0 C28H32O15
Gelomuloside B
—— Kaempferol 3-O-(6''-acetyl-galactoside) 7-O-rhamnoside 124097-45-6 C29H32O16
Kaempferol 3-O-(6''-acetyl-galactoside) 7-O-rhamnoside
—— 3-[(4-O-Acetyl-6-deoxy-I+/--L-mannopyranosyl)oxy]-7-[(6-deoxy-I+/--L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-1-benzopyran-4-one 104594-65-2 C29H32O16
3-[(4-O-Acetyl-6-deoxy-I+/--L-mannopyranosyl)oxy]-7-[(6-deoxy-I+/--L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-1-benzopyran-4-one
—— 3-[[6-Deoxy-4-O-(6-deoxy-I+/--L-mannopyranosyl)-I+/--L-mannopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one 105755-71-3 C28H32O15
3-[[6-Deoxy-4-O-(6-deoxy-I+/--L-mannopyranosyl)-I+/--L-mannopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one
—— 3-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl I(2)-D-galactopyranosiduronic acid 124167-98-2 C27H28O16
3-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl I(2)-D-galactopyranosiduronic acid
—— 2-[4-(I(2)-D-Glucopyranosyloxy)-3-hydroxyphenyl]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl I(2)-D-galactopyranosiduronic acid 126207-52-1 C27H28O17
2-[4-(I(2)-D-Glucopyranosyloxy)-3-hydroxyphenyl]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl I(2)-D-galactopyranosiduronic acid
—— Azaleatin-3-rutinoside 63764-79-4 C28H32O16
Azaleatin-3-rutinoside
—— 2-[4-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-3-methoxyphenyl]-3-(I(2)-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 28289-13-6 C28H32O16
2-[4-[(6-Deoxy-I+/--L-mannopyranosyl)oxy]-3-methoxyphenyl]-3-(I(2)-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one
—— 4H-1-Benzopyran-4-one, 3,8-di-I(2)-D-glucopyranosyl-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)- 97218-32-1 C28H32O16
4H-1-Benzopyran-4-one, 3,8-di-I(2)-D-glucopyranosyl-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-
—— 8-(2-O-I(2)-D-Glucopyranosyl-I(2)-D-glucopyranosyl)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one 124902-15-4 C28H32O16
8-(2-O-I(2)-D-Glucopyranosyl-I(2)-D-glucopyranosyl)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
—— (2Z)-6-[[4-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]oxy]-4-methoxy-2-[(3,4,5-trihydroxyphenyl)methylene]-3(2H)-benzofuranone 66274-45-1 C28H32O16
(2Z)-6-[[4-O-(6-Deoxy-I+/--L-mannopyranosyl)-I(2)-D-glucopyranosyl]oxy]-4-methoxy-2-[(3,4,5-trihydroxyphenyl)methylene]-3(2H)-benzofuranone
—— 4'-hydroxy-3'-methoxy-5'-benzylflavanone 1209470-01-8 C23H20O4
4'-hydroxy-3'-methoxy-5'-benzylflavanone
—— tricin 7-O-neohesperidoside 53766-40-8 C29H34O16
tricin 7-O-neohesperidoside
—— 5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid 150641-65-9 C27H26O18
5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid
—— (R)-2-(4-fluorophenyl)-8-hydroxy-3-nitro-2H-chromene 1384933-66-7 C15H10FNO4
(R)-2-(4-fluorophenyl)-8-hydroxy-3-nitro-2H-chromene
—— 2-(2-chlorophenyl)-5-(2-(4-methoxyphenyl)-4H-chromen-4-ylthio)-1,3,4-oxadiazole 1423579-52-5 C24H17ClN2O3S
2-(2-chlorophenyl)-5-(2-(4-methoxyphenyl)-4H-chromen-4-ylthio)-1,3,4-oxadiazole
—— (S)-2-(4-fluorophenyl)-8-hydroxy-3-nitro-2H-chromene 1384933-67-8 C15H10FNO4
(S)-2-(4-fluorophenyl)-8-hydroxy-3-nitro-2H-chromene
—— 2-(buta-2,3-dien-2-yl)-2-(2,4-dimethoxyphenyl)chroman-3,4-dione 1429665-15-5 C21H18O5
2-(buta-2,3-dien-2-yl)-2-(2,4-dimethoxyphenyl)chroman-3,4-dione
—— 1429665-06-4 C19H14O3
—— (Z)-3-(((4-methylbenzyl)amino)methylene)-2-(o-tolyl)chroman-4-one 1430097-99-6 C25H23NO2
(Z)-3-(((4-methylbenzyl)amino)methylene)-2-(o-tolyl)chroman-4-one
—— EAG-(4β->8)-ECG 252185-32-3 C44H34O19
EAG-(4β->8)-ECG
—— (R)-2-(3,4-dimethoxyphenyl)-2H-chromene 1255509-75-1 C17H16O3
(R)-2-(3,4-dimethoxyphenyl)-2H-chromene
—— 8-bromo-6-chloro-2-(4-diethylaminophenyl)-3-hydroxychromone 1192742-56-5 C19H17BrClNO3
8-bromo-6-chloro-2-(4-diethylaminophenyl)-3-hydroxychromone
—— 2-(1,3-benzodioxol-5-yl)-6-methoxychromane 1384560-19-3 C17H16O4
2-(1,3-benzodioxol-5-yl)-6-methoxychromane
—— 18-(4-Methoxyphenyl)-9-phenyl-18-(2-phenylethynyl)-17-oxa-9-azapentacyclo[11.8.0.02,10.03,8.016,21]henicosa-1(13),2(10),3,5,7,11,14,16(21),19-nonaene 1392277-28-9 C40H27NO2
18-(4-Methoxyphenyl)-9-phenyl-18-(2-phenylethynyl)-17-oxa-9-azapentacyclo[11.8.0.02,10.03,8.016,21]henicosa-1(13),2(10),3,5,7,11,14,16(21),19-nonaene
—— 2-(1,3-benzodioxol-5-yl)-6-methoxy-2-vinylchromane 1384560-24-0 C19H18O4
2-(1,3-benzodioxol-5-yl)-6-methoxy-2-vinylchromane
—— 18-(4-Methoxyphenyl)-9,18-diphenyl-17-oxa-9-azapentacyclo[11.8.0.02,10.03,8.016,21]henicosa-1(13),2(10),3,5,7,11,14,16(21),19-nonaene 1392277-29-0 C38H27NO2
18-(4-Methoxyphenyl)-9,18-diphenyl-17-oxa-9-azapentacyclo[11.8.0.02,10.03,8.016,21]henicosa-1(13),2(10),3,5,7,11,14,16(21),19-nonaene
—— 7-Methoxy-2,4-bis(4-methoxyphenyl)-4-methylchromen-8-ol 1384833-45-7 C25H24O5
7-Methoxy-2,4-bis(4-methoxyphenyl)-4-methylchromen-8-ol
—— 2,4-Bis(4-fluorophenyl)-7-methoxy-4-methylchromen-8-ol 1384833-41-3 C23H18F2O3
2,4-Bis(4-fluorophenyl)-7-methoxy-4-methylchromen-8-ol
—— 1-(2-chlorophenyl)-3-phenyl-3H-benzo[f]chromene 1214890-92-2 C25H17ClO
1-(2-chlorophenyl)-3-phenyl-3H-benzo[f]chromene
—— (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one 97218-30-9 C34H44O19
(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
—— 3,8-bis(benzyloxy)-2,9-dimethoxy-6-methyl-6-phenyl-6H-benzo[c]chromene 1569315-55-4 C36H32O5
3,8-bis(benzyloxy)-2,9-dimethoxy-6-methyl-6-phenyl-6H-benzo[c]chromene
—— 2,9-bis(benzyloxy)-3,8-dimethoxy-6-methyl-6-phenyl-6H-benzo[c]chromene 1569315-56-5 C36H32O5
2,9-bis(benzyloxy)-3,8-dimethoxy-6-methyl-6-phenyl-6H-benzo[c]chromene
—— 6,11-bis(4-methoxyphenyl)indeno[1,2-c]chromene 1407185-12-9 C30H22O3
6,11-bis(4-methoxyphenyl)indeno[1,2-c]chromene
—— methyl 6-(acryloyloxy)-2-(4-methoxyphenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate 1130206-73-3 C31H24O6
methyl 6-(acryloyloxy)-2-(4-methoxyphenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate
—— Prodelphinidin T3 87421-89-4 C45H38O19
Prodelphinidin T3
—— [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-hydroxy-4-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl 4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate —— C31H34O14
[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-hydroxy-4-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl 4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylate
—— Quercetin 3-(6''-acetyl-galactoside) 7-rhamnoside 124027-51-6 C29H32O17
Quercetin 3-(6''-acetyl-galactoside) 7-rhamnoside