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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-(4-Chlorophenyl)-6,7-dimethyl-4H-chromen-4-one 89112-91-4 C17H13ClO2
2-(4-Chlorophenyl)-6,7-dimethyl-4H-chromen-4-one
—— 6,8-dichloro-2-(2-methoxy-phenyl)-chromen-4-one 89112-87-8 C16H10Cl2O3
6,8-dichloro-2-(2-methoxy-phenyl)-chromen-4-one
—— 6,8-Dichloro-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 80972-96-9 C16H10Cl2O3
6,8-Dichloro-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
—— 2-(4-Chlorophenyl)-6,8-dimethyl-4H-1-benzopyran-4-one 89112-90-3 C17H13ClO2
2-(4-Chlorophenyl)-6,8-dimethyl-4H-1-benzopyran-4-one
—— 3-(4-phenoxybutoxy)-2-phenyl-4H-[1]benzopyran-4-one 1158849-48-9 C25H22O4
3-(4-phenoxybutoxy)-2-phenyl-4H-[1]benzopyran-4-one
—— 3,6-dichloro-2-(4-fluorophenyl)-7-methyl-4H-chromen-4-one 1260668-02-7 C16H9Cl2FO2
3,6-dichloro-2-(4-fluorophenyl)-7-methyl-4H-chromen-4-one
—— (2S)-6-chloro-2-(4-chlorophenyl)-2H-chromene 1261361-64-1 C15H10Cl2O
(2S)-6-chloro-2-(4-chlorophenyl)-2H-chromene
—— (2-(4-chloro-phenyl)-3-nitro-chroman-4-yl)-acetaldehyde 1134455-47-2 C17H14ClNO4
(2-(4-chloro-phenyl)-3-nitro-chroman-4-yl)-acetaldehyde
—— 8-bromo-4',5,7-trimethoxyflavone 35095-45-5 C18H15BrO5
8-bromo-4',5,7-trimethoxyflavone
—— diethyl 7-methoxy-3,4-diphenyl-3a-nitrobenzopyrano[3.4-c]pyrrolidine-1,1-dicarboxylate 1227402-19-8 C30H30N2O8
diethyl 7-methoxy-3,4-diphenyl-3a-nitrobenzopyrano[3.4-c]pyrrolidine-1,1-dicarboxylate
—— (S)-7-methoxy-2-phenyl-3-nitro-2H-chromene 1132763-87-1 C16H13NO4
(S)-7-methoxy-2-phenyl-3-nitro-2H-chromene
—— (R)-7-methoxy-2-phenyl-3-nitro-2H-chromene 1162662-43-2 C16H13NO4
(R)-7-methoxy-2-phenyl-3-nitro-2H-chromene
—— 6,8-Difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one 152835-71-7 C25H25F3N2O4
6,8-Difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-pivaloylamino-4H-1-benzopyran-4-one
—— 5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one 152169-56-7 C15H9F3N2O2
5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one
—— 6-Chloro-7-methyl-2-phenyl-2,3-dihydrochromen-4-one 147919-55-9 C16H13ClO2
6-Chloro-7-methyl-2-phenyl-2,3-dihydrochromen-4-one
—— 2-(2-methoxyphenyl)-6-methoxy-3-nitro-2H-chromene 57543-98-3 C17H15NO5
2-(2-methoxyphenyl)-6-methoxy-3-nitro-2H-chromene
—— methyl 4-oxo-2-phenyl-4H-chromene-7-carboxylate 40052-87-7 C17H12O4
methyl 4-oxo-2-phenyl-4H-chromene-7-carboxylate
—— 2-(4-(2-fluoroethoxy)-3-(methoxymethoxy)phenyl)-3,7-bis(methoxymethoxy)-4H-chromen-4-one 1181377-20-7 C23H25FO9
2-(4-(2-fluoroethoxy)-3-(methoxymethoxy)phenyl)-3,7-bis(methoxymethoxy)-4H-chromen-4-one
—— (2R,3S,4R)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',7-tetrahydroxyflavan-6-yl>flavan 78139-48-7 C30H26O10
(2R,3S,4R)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',7-tetrahydroxyflavan-6-yl>flavan
—— (-)-fisetinidol-(4b,6)-(-)-robinetinidol 117479-74-0 C30H26O11
(-)-fisetinidol-(4b,6)-(-)-robinetinidol
—— (2R,3S,4S)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2S,3S)-2,3-trans-3,3',4',7-tetrahydroxyflavan-6-yl>flavan 78185-31-6 C30H26O10
(2R,3S,4S)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2S,3S)-2,3-trans-3,3',4',7-tetrahydroxyflavan-6-yl>flavan
—— 4-(2H-chromen-2-yl)-N,N-dimethylbenzenamine 33871-82-8 C17H17NO
4-(2H-chromen-2-yl)-N,N-dimethylbenzenamine
—— (4R,5S,6S,10R,11S,12S,16R,17S)-6,12-bis(2,4-dihydroxyphenyl)-4,10,16-tris(3,4-dihydroxyphenyl)-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),8(13)-triene-5,11,17-triol 102258-24-2 C45H38O16
(4R,5S,6S,10R,11S,12S,16R,17S)-6,12-bis(2,4-dihydroxyphenyl)-4,10,16-tris(3,4-dihydroxyphenyl)-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),8(13)-triene-5,11,17-triol
—— (2R,3S,4R)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2S,3S)-2,3-cis-3,3',4',7-tetrahydroxyflavan-6-yl>flavan 78185-29-2 C30H26O10
(2R,3S,4R)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2S,3S)-2,3-cis-3,3',4',7-tetrahydroxyflavan-6-yl>flavan
—— (+)-2,3-trans-3,4-cis:2,3-trans-3,4-cis-<4,6>-(-)-fisetinidol-(+)-leucofisetinidin 81600-39-7 C30H26O11
(+)-2,3-trans-3,4-cis:2,3-trans-3,4-cis-<4,6>-(-)-fisetinidol-(+)-leucofisetinidin
—— (2R,3S,4S,8R,9S)-4-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,3,4,8,9,10-hexahydropyrano[2,3-h]chromene-3,5,9-triol 127612-67-3 C45H38O16
(2R,3S,4S,8R,9S)-4-(2,4-dihydroxyphenyl)-2,8-bis(3,4-dihydroxyphenyl)-6-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-2,3,4,8,9,10-hexahydropyrano[2,3-h]chromene-3,5,9-triol
—— fisetinidol-(4β→8)-epicatechin 78306-10-2 C30H26O11
fisetinidol-(4β→8)-epicatechin
—— (-)-Fisetinidol-(4β,4)-resorcinol 69082-79-7 C21H18O7
(-)-Fisetinidol-(4β,4)-resorcinol
—— (-)-fisetidinol-(4β,8)-(+)-catechin-O-methyl ether 119065-89-3 C31H28O11
(-)-fisetidinol-(4β,8)-(+)-catechin-O-methyl ether
—— (+)-2,3-trans-3,4-cis:2,3-trans-3,4-trans-<4,6>-(-)-fisetinidol-(+)-leucofisetinidin 20254-30-2 C30H26O11
(+)-2,3-trans-3,4-cis:2,3-trans-3,4-trans-<4,6>-(-)-fisetinidol-(+)-leucofisetinidin
—— (4α,6:4α,8)-bis-(-)-fisetinidol-(+)-catechin 4-O(E)-methyl ether 127612-66-2 C46H40O16
(4α,6:4α,8)-bis-(-)-fisetinidol-(+)-catechin 4-O(E)-methyl ether
—— (2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxy-4-(2,4,6-trimethoxyphenyl)flavan 78340-80-4 C29H32O9
(2R,3S,4R)-2,3-trans-3,4-cis-3-acetoxy-3',4',7-trimethoxy-4-(2,4,6-trimethoxyphenyl)flavan
—— (2R,3S,4S)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',7-tetrahydroxyflavan-6-yl>flavan 78139-48-7 C30H26O10
(2R,3S,4S)-2,3-trans-3,4-cis-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',7-tetrahydroxyflavan-6-yl>flavan
—— <4,6:4,6>-2,3-trans-3,4-cis:2',3'-trans-3',4'-trans:2'',3''-trans-3'',4''-bi-<(-)-fisetinidol>-(+)-mollisacacidin 81557-53-1 C45H38O16
<4,6:4,6>-2,3-trans-3,4-cis:2',3'-trans-3',4'-trans:2'',3''-trans-3'',4''-bi-<(-)-fisetinidol>-(+)-mollisacacidin
—— (2R,3S,4R)-3-acetoxy-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan 78139-50-1 C40H42O12
(2R,3S,4R)-3-acetoxy-4-<(2R,3S)-3-acetoxy-3',4',7-trimethoxyflavan-6-yl>-3',4',7-trimethoxyflavan
—— (-)<(2R,3S)-2,3-trans-flavan-3,3',4',5',7-pentaol> 528-56-3 C15H14O6
(-)<(2R,3S)-2,3-trans-flavan-3,3',4',5',7-pentaol>
—— 8,9-cis-9,10-trans-tetrahydro-2H,8H-pyrano<2,3-h>chromane 119067-92-4 C31H28O11
8,9-cis-9,10-trans-tetrahydro-2H,8H-pyrano<2,3-h>chromane
—— (2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3R)-2,3-cis-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan 78306-08-8 C30H26O11
(2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3R)-2,3-cis-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan
—— (-)-epigallocatechin 3-O-p-coumaroate 89013-65-0 C24H20O9
(-)-epigallocatechin 3-O-p-coumaroate
—— 2-(o-tolyl)-4H-chromen-4-one 116115-49-2 C16H12O2
2-(o-tolyl)-4H-chromen-4-one
—— (+)-(2S,3S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 732298-16-7 C71H60O10
(+)-(2S,3S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
—— epigallocatechin-3-O-p-hydroxybenzoate-(4β->8)-epigallocatechin 1359849-47-0 C37H30O16
epigallocatechin-3-O-p-hydroxybenzoate-(4β->8)-epigallocatechin
—— gambirflavan D1 1005406-09-6 C30H26O11
gambirflavan D1
—— gambiriin B1 76250-47-0 C30H26O11
gambiriin B1
—— (-)-epigallocatechin (2α,3α) 136892-45-0 C15H14O7
(-)-epigallocatechin (2α,3α)
—— [2,3-bis(2,2-dimethylpropanoyloxy)-5-[(2R,3S)-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-2-yl]phenyl] 2,2-dimethylpropanoate 1449477-26-2 C44H50O10
[2,3-bis(2,2-dimethylpropanoyloxy)-5-[(2R,3S)-3-hydroxy-5,7-bis(phenylmethoxy)-3,4-dihydro-2H-chromen-2-yl]phenyl] 2,2-dimethylpropanoate
—— gallocatechin-(4α->6)-epigallocatechin 135821-63-5 C30H26O14
gallocatechin-(4α->6)-epigallocatechin
—— theanaphthoquinone 302776-47-2 C28H22O11
theanaphthoquinone
—— epigallocatechin hexaacetate 21731-10-2 C27H26O13
epigallocatechin hexaacetate
—— (2R,3R)-4-deuterio-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 1200834-72-5 C15H14O6
(2R,3R)-4-deuterio-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol