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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
—— 3,7-dimethoxymethylgalangin 143724-68-9 C19H18O7
3,7-dimethoxymethylgalangin
—— 3'-cyanomethyl-4',5,7-trimethoxyflavone 77670-46-3 C20H17NO5
3'-cyanomethyl-4',5,7-trimethoxyflavone
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',4,4,5',5'-hexamethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane] 1259401-13-2 C48H50O5
8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',4,4,5',5'-hexamethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]
—— Bi-(6-flavonyl)-ether 67334-68-3 C30H18O5
Bi-(6-flavonyl)-ether
—— 5,7,4'-trihydroxy-6-C-(α-D-arabinopyranosyl)flavone 92633-63-1 C20H18O9
5,7,4'-trihydroxy-6-C-(α-D-arabinopyranosyl)flavone
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-18,18-dimethyl-4,6,12-trioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene 1259401-34-7 C38H32O6
8-Methoxy-13,13-bis(4-methoxyphenyl)-18,18-dimethyl-4,6,12-trioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene
—— 3,3-bis(4-methoxyphenyl)-5,7-difluoro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran 1380687-84-2 C36H28F2O3
3,3-bis(4-methoxyphenyl)-5,7-difluoro-13,13-dimethyl-3H,13H-indeno[2',3':3,4]naphtho[1,2-b]pyran
—— 3-(2,4,4-trimethyl-3,4-dihydro-2H-benzo[g]chromen-2-yl)-2-naphthol 1326217-06-4 C26H24O2
3-(2,4,4-trimethyl-3,4-dihydro-2H-benzo[g]chromen-2-yl)-2-naphthol
—— 19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5',22,22-hexamethylspiro[15,21-dioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane] 1259401-01-8 C49H52O5
19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5',22,22-hexamethylspiro[15,21-dioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane]
—— 3-<4-Hydroxy-benzyliden>-flavanon 5526-52-3 C22H16O3
3-<4-Hydroxy-benzyliden>-flavanon
—— 7-Benzyloxy-3,5,6,8-tetramethoxy-2-phenyl-chromen-4-one 176662-20-7 C26H24O7
7-Benzyloxy-3,5,6,8-tetramethoxy-2-phenyl-chromen-4-one
—— okanin 4'-O-(6"-O-acetyl-2"-O-caffeoyl-β-D-glucopyranoside) 142628-30-6 C32H30O15
okanin 4'-O-(6"-O-acetyl-2"-O-caffeoyl-β-D-glucopyranoside)
—— (2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyl-oxy)phenyl)chroman-3-yl 3-hydroxybenzoate 1338810-06-2 C57H48O9
(2R,3R)-5,7-bis(benzyloxy)-2-(3,4,5-tris(benzyl-oxy)phenyl)chroman-3-yl 3-hydroxybenzoate
—— 2-(methoxyphenyl)-4H-acenaphth[5,6-bc]oxepin-4-one 1044731-99-8 C22H14O3
2-(methoxyphenyl)-4H-acenaphth[5,6-bc]oxepin-4-one
—— 3-Methoxy-2-(4-methoxy-phenyl)-8,8-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-4-one 89024-06-6 C22H22O5
3-Methoxy-2-(4-methoxy-phenyl)-8,8-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-4-one
—— 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5-dihydroxy-6,8-dimethoxy-chromen-4-one 176662-31-0 C38H32O9
7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5-dihydroxy-6,8-dimethoxy-chromen-4-one
—— (2S,3R)-trans-3',4'-dimethoxyflavan-3-ol 1196870-22-0 C17H18O4
(2S,3R)-trans-3',4'-dimethoxyflavan-3-ol
—— 3-Benzyloxy-2-phenyl-6-propionyl-chromen-4-one 141070-50-0 C25H20O4
3-Benzyloxy-2-phenyl-6-propionyl-chromen-4-one
—— 5,7-dihydroxy-8-(piperidin-1-ylmethyl)-2-phenyl-4H-chromen-4-one 67513-71-7 C21H21NO4
5,7-dihydroxy-8-(piperidin-1-ylmethyl)-2-phenyl-4H-chromen-4-one
—— (2R)-6-bromo-2-(4-methoxyphenyl)-2H-chromene-3-carbaldehyde 1608094-89-8 C17H13BrO3
(2R)-6-bromo-2-(4-methoxyphenyl)-2H-chromene-3-carbaldehyde
—— (R) ethyl 2-(3-fluorophenyl)-3-formy-4-hydroxy-7-methoxy-4H-chromene-4-carboxylate 1254213-07-4 C20H17FO5
(R) ethyl 2-(3-fluorophenyl)-3-formy-4-hydroxy-7-methoxy-4H-chromene-4-carboxylate
—— 2',4',7-trihydroxyflavan 134992-90-8 C15H14O4
2',4',7-trihydroxyflavan
—— 19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5',24,24-hexamethylspiro[15,21-dioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane] 1259401-14-3 C49H52O5
19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5',24,24-hexamethylspiro[15,21-dioxahexacyclo[15.8.0.02,10.03,8.011,16.020,25]pentacosa-1(25),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane]
—— 1-[13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-8-yl]piperidine 1259400-96-8 C50H53NO4
1-[13,13-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-8-yl]piperidine
—— 8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',3',3'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,2'-cyclopentane] 1259401-27-8 C45H44O5
8-Methoxy-13,13-bis(4-methoxyphenyl)-1',1',3',3'-tetramethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,2'-cyclopentane]
—— 7-(2,3,4,5,6-Pentakis-phenylphenyl)-2,2-diphenylchromene 1322004-70-5 C57H40O
7-(2,3,4,5,6-Pentakis-phenylphenyl)-2,2-diphenylchromene
—— 3-hydroxy-2-(2-hydroxy-5-nitrophenyl)-4H-chromen-4-one 1364733-30-1 C15H9NO6
3-hydroxy-2-(2-hydroxy-5-nitrophenyl)-4H-chromen-4-one
—— 3Ahx389XV3 519-55-1 C17H16O6
3Ahx389XV3
—— 3,7,8-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-5-methoxy-4H-1-benzopyran-4-one 956315-70-1 C17H14O8
3,7,8-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-5-methoxy-4H-1-benzopyran-4-one
—— 2',3',4',5,7-pentahydroxy-8-(3,3-dimethylallyl)-flavone 1174035-65-4 C20H18O7
2',3',4',5,7-pentahydroxy-8-(3,3-dimethylallyl)-flavone
—— 11,12-Dihydro-5H,10H-12,16b-ethano-10-ethoxy-5a,11-methanodibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20,22-dione 135106-93-3 C33H26O4
11,12-Dihydro-5H,10H-12,16b-ethano-10-ethoxy-5a,11-methanodibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20,22-dione
—— E-3-(α-methylbenzylidene)-flavanone 138421-89-3 C23H18O2
E-3-(α-methylbenzylidene)-flavanone
—— 2,3-cis-3,4-trans-4',7-dimethoxy-4-phenoxyflavan-3-ol 89840-27-7 C23H22O5
2,3-cis-3,4-trans-4',7-dimethoxy-4-phenoxyflavan-3-ol
—— 1438268-53-1 C95H80Br2O13
—— 70189-36-5 C35H42O16
—— 2-(3,4-Dihydroxy-phenyl)-3-[(3R,4S,5S,6R)-6-((3aR,4R,6S,7S,7aR)-2-ethyl-7-hydroxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxymethyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-5,7-dihydroxy-chromen-4-one 70189-37-6 C31H36O16
2-(3,4-Dihydroxy-phenyl)-3-[(3R,4S,5S,6R)-6-((3aR,4R,6S,7S,7aR)-2-ethyl-7-hydroxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxymethyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-5,7-dihydroxy-chromen-4-one
—— 12-[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9,12-tetraoxadodecan-1-ol 916330-99-9 C25H30O10
12-[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9,12-tetraoxadodecan-1-ol
—— 2',3',4',5,7-pentahydroxy-8-(3,3-dimethylallyl)-flavanone 1174035-62-1 C20H20O7
2',3',4',5,7-pentahydroxy-8-(3,3-dimethylallyl)-flavanone
—— (3S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-7,8,7',8'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[5,6']bichromenyl-3,3'-diol 110469-75-5 C38H42O12
(3S,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-7,8,7',8'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[5,6']bichromenyl-3,3'-diol
—— 2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3,4,5-trifluorophenyl)-1H-[1]benzopyrano[3,4-f]quinoline 239069-14-8 C26H22F3NO3
2,5-dihydro-9-hydroxy-10-methoxy-2,2,4-trimethyl-5-(3,4,5-trifluorophenyl)-1H-[1]benzopyrano[3,4-f]quinoline
—— 4-Ethoxy-4'-diethylaminoflavylium-Kation 47366-26-7 C21H24NO2
4-Ethoxy-4'-diethylaminoflavylium-Kation
—— 7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-fluorophenylamino)-4H-chromen-4-one 1094471-42-7 C36H28FNO5
7-benzyloxy-2-(3-benzyloxy-4-methoxyphenyl)-5-(4-fluorophenylamino)-4H-chromen-4-one
—— 7-Benzyloxy-3-hydroxy-5,6,8-trimethoxy-2-phenyl-chromen-4-one 176662-12-7 C25H22O7
7-Benzyloxy-3-hydroxy-5,6,8-trimethoxy-2-phenyl-chromen-4-one
—— 13,13-bis(4-methoxyphenyl)-N,N,1',1',5',5'-hexamethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-8-amine 1259400-98-0 C47H49NO4
13,13-bis(4-methoxyphenyl)-N,N,1',1',5',5'-hexamethylspiro[6,12-dioxahexacyclo[15.7.0.02,10.03,7.011,16.019,24]tetracosa-1(17),2,7,9,11(16),14,19,21,23-nonaene-18,3'-cyclohexane]-8-amine
—— 6-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran 1616843-54-9 C28H24O4
6-methoxy-2,2-bis(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran
—— 19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,21-dioxaheptacyclo[15.11.0.02,10.03,8.011,16.020,28.022,27]octacosa-1(28),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane] 1259401-09-6 C50H52O5
19-Methoxy-14,14-bis(4-methoxyphenyl)-1',1',5',5'-tetramethylspiro[15,21-dioxaheptacyclo[15.11.0.02,10.03,8.011,16.020,28.022,27]octacosa-1(28),2(10),3,5,7,11(16),12,17,19-nonaene-9,3'-cyclohexane]
—— 2-(4-Chloro-phenyl)-4-oxo-4H-chromene-6-carboxylic acid 66848-86-0 C16H9ClO4
2-(4-Chloro-phenyl)-4-oxo-4H-chromene-6-carboxylic acid
—— 4-[5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-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]-11-yl]morpholine 1263318-17-7 C48H51NO4S
4-[5,5-Bis(4-methoxyphenyl)-1',1',5',5'-tetramethyl-10-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]-11-yl]morpholine
—— 1428646-27-8 C22H18O5
—— Propionic acid 3-morpholin-4-ylmethyl-2-phenyl-chroman-4-yl ester; hydrochloride 37874-42-3 C23H27NO4*ClH
Propionic acid 3-morpholin-4-ylmethyl-2-phenyl-chroman-4-yl ester; hydrochloride