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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
—— 4-[(2S)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-3-yl]phenol —— C28H29NO3
4-[(2S)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-3-yl]phenol
—— [2-(4-Chlorophenyl)-4-oxo-chromen-3-yl] 3,4,5-tribenzyloxybenzoate —— C43H31ClO7
[2-(4-Chlorophenyl)-4-oxo-chromen-3-yl] 3,4,5-tribenzyloxybenzoate
—— [2-(3,4-dichlorophenyl)-4-oxochromen-3-yl] 3-(3,4-diacetyloxyphenyl)prop-2-enoate —— C28H18Cl2O8
[2-(3,4-dichlorophenyl)-4-oxochromen-3-yl] 3-(3,4-diacetyloxyphenyl)prop-2-enoate
—— Gallic acid 4'-chloroflavon-3-yl ester —— C22H13ClO7
Gallic acid 4'-chloroflavon-3-yl ester
—— (6S,7S)-6-(4-methoxyphenyl)-7-[(Z)-3-(4-methoxyphenyl)prop-2-enyl]-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene —— C27H26O5
(6S,7S)-6-(4-methoxyphenyl)-7-[(Z)-3-(4-methoxyphenyl)prop-2-enyl]-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— (6S,7R)-6-(4-methoxyphenyl)-7-[(Z)-3-(4-methoxyphenyl)prop-2-enyl]-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene —— C27H26O5
(6S,7R)-6-(4-methoxyphenyl)-7-[(Z)-3-(4-methoxyphenyl)prop-2-enyl]-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene
—— 4-[(2S)-3-phenyl-2H-chromen-2-yl]phenol —— C21H16O2
4-[(2S)-3-phenyl-2H-chromen-2-yl]phenol
—— 5,13-Bis(3,4,5-trihydroxyphenyl)-9,17,19,21-tetrahydroxy-4,12,14-trioxapentacyclo[11.7.1.0<2,11>.0<3,8>.0<15,20>]henicosa-2(3),8(9),10,15(16),17,19-hexaen-6-yl 3,4,5-trihydroxybenzoate —— C37H28O18
5,13-Bis(3,4,5-trihydroxyphenyl)-9,17,19,21-tetrahydroxy-4,12,14-trioxapentacyclo[11.7.1.0<2,11>.0<3,8>.0<15,20>]henicosa-2(3),8(9),10,15(16),17,19-hexaen-6-yl 3,4,5-trihydroxybenzoate
—— Morelloflavone acetate —— C44H34O18
Morelloflavone acetate
—— 8-[2-(4-Oxochromen-2-yl)phenyl]-2-phenyl-chromen-4-one —— C30H18O4
8-[2-(4-Oxochromen-2-yl)phenyl]-2-phenyl-chromen-4-one
—— 7-hydroxy-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one —— C21H20O11
7-hydroxy-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
—— 3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one —— C27H30O16
3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
—— 7-hydroxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one —— C21H20O11
7-hydroxy-3-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
—— 3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one —— C27H30O16
3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
—— 7-hydroxy-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one —— C21H20O11
7-hydroxy-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
—— 3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one —— C27H30O16
3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(2,3,4-trihydroxyphenyl)chromen-4-one
—— 7-Hydroxy-3-methoxy-2-(4-methoxyphenyl)chroman-4-one —— C17H16O5
7-Hydroxy-3-methoxy-2-(4-methoxyphenyl)chroman-4-one
—— (2R)-2-(4-hydroxyphenyl)-7-methoxy-5-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C22H24O10
(2R)-2-(4-hydroxyphenyl)-7-methoxy-5-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (2R)-2-(4-hydroxyphenyl)-7-methoxy-5-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C22H24O10
(2R)-2-(4-hydroxyphenyl)-7-methoxy-5-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (2R)-2-(4-hydroxyphenyl)-7-methoxy-5-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C22H24O10
(2R)-2-(4-hydroxyphenyl)-7-methoxy-5-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (2R)-2-(4-hydroxyphenyl)-7-methoxy-5-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C22H24O10
(2R)-2-(4-hydroxyphenyl)-7-methoxy-5-[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— (9R,11S)-4-chloro-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H17ClN4O
(9R,11S)-4-chloro-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9S,11S)-4-chloro-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H17ClN4O
(9S,11S)-4-chloro-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9R,11R)-4-chloro-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C24H17ClN4O
(9R,11R)-4-chloro-9,11-diphenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (2R,3R,4S)-6-methyl-2,3,4-triphenyl-2,3-dihydrochromen-4-ol —— C28H24O2
(2R,3R,4S)-6-methyl-2,3,4-triphenyl-2,3-dihydrochromen-4-ol
—— (2R,3S,4S)-6-methyl-2,3,4-triphenyl-2,3-dihydrochromen-4-ol —— C28H24O2
(2R,3S,4S)-6-methyl-2,3,4-triphenyl-2,3-dihydrochromen-4-ol
—— (2R,3R,4R)-6-methyl-2,3,4-triphenyl-2,3-dihydrochromen-4-ol —— C28H24O2
(2R,3R,4R)-6-methyl-2,3,4-triphenyl-2,3-dihydrochromen-4-ol
—— (2R,3S,4R)-6-methyl-2,3,4-triphenyl-2,3-dihydrochromen-4-ol —— C28H24O2
(2R,3S,4R)-6-methyl-2,3,4-triphenyl-2,3-dihydrochromen-4-ol
—— 2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3,6-dimethoxychromen-7-one —— C17H14O8
2-(3,4-dihydroxyphenyl)-4,5-dihydroxy-3,6-dimethoxychromen-7-one
—— [2-hydroxy-4-(4-hydroxy-5-oxo-3,7-disulfooxychromen-2-yl)phenyl] hydrogen sulfate —— C15H10O16S3
[2-hydroxy-4-(4-hydroxy-5-oxo-3,7-disulfooxychromen-2-yl)phenyl] hydrogen sulfate
—— 3,4,5,8-tetrahydroxy-2-(4-hydroxyphenyl)chromen-7-one —— C15H10O7
3,4,5,8-tetrahydroxy-2-(4-hydroxyphenyl)chromen-7-one
—— [(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate
—— [(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate —— C30H28O12
[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (Z)-3-(4-hydroxyphenyl)prop-2-enoate
—— [5-[4,5-dihydroxy-7-oxo-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-2-yl]-2-hydroxyphenyl] hydrogen sulfate —— C27H30O19S
[5-[4,5-dihydroxy-7-oxo-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-2-yl]-2-hydroxyphenyl] hydrogen sulfate
—— (2'S,6R)-6'-chloro-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-one —— C20H21ClN2O3
(2'S,6R)-6'-chloro-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-one
—— (2'R,6R)-6'-chloro-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-one —— C20H21ClN2O3
(2'R,6R)-6'-chloro-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-one
—— (2'S,6S)-6'-chloro-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-one —— C20H21ClN2O3
(2'S,6S)-6'-chloro-7'-hydroxy-4,4-dimethyl-2'-phenylspiro[1,3-diazinane-6,4'-2,3-dihydrochromene]-2-one
—— N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C22H18N2O2
N-[(Z)-[(2S)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide —— C22H18N2O2
N-[(Z)-[(2R)-2-phenyl-2,3-dihydrochromen-4-ylidene]amino]benzamide
—— (9R,11S)-9-(2-methoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C25H20N4O2
(9R,11S)-9-(2-methoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9R,11R)-9-(2-methoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C25H20N4O2
(9R,11R)-9-(2-methoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— (9S,11S)-9-(2-methoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene —— C25H20N4O2
(9S,11S)-9-(2-methoxyphenyl)-11-phenyl-8-oxa-12,13,15,17-tetrazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,13,15-hexaene
—— 3-Hydroxy-2-phenylchromenylium 20760-22-9 C15H11O2+
3-Hydroxy-2-phenylchromenylium
—— (5R)-9-methoxy-5,19-diphenyl-4,12,18-trioxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2,8,10,13,16,19-heptaen-15-one —— C31H22O5
(5R)-9-methoxy-5,19-diphenyl-4,12,18-trioxapentacyclo[11.7.1.02,11.03,8.017,21]henicosa-1(21),2,8,10,13,16,19-heptaen-15-one
—— 2-(3,4-dihydroxyphenyl)-4-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-5-one —— C21H20O11
2-(3,4-dihydroxyphenyl)-4-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-5-one
—— 2-Bromo-6H,7H-chromeno[4,3-b]chromene —— C16H11BrO2
2-Bromo-6H,7H-chromeno[4,3-b]chromene
—— 3,4-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-5-one —— C17H14O7
3,4-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-5-one
—— [2-(3,4-disulfooxyphenyl)-4-oxo-3,5-disulfooxychromen-7-yl] hydrogen sulfate;potassium hydride —— C15H11KO22S5
[2-(3,4-disulfooxyphenyl)-4-oxo-3,5-disulfooxychromen-7-yl] hydrogen sulfate;potassium hydride
—— 2-[(Z)-[(2S)-2-(3,4-dimethoxyphenyl)-2,3-dihydrochromen-4-ylidene]amino]oxy-N,N-diethylethanamine —— C23H30N2O4
2-[(Z)-[(2S)-2-(3,4-dimethoxyphenyl)-2,3-dihydrochromen-4-ylidene]amino]oxy-N,N-diethylethanamine
—— 6-Allyl-8-methoxy-2-phenyl-chroman-4-ol —— C19H20O3
6-Allyl-8-methoxy-2-phenyl-chroman-4-ol