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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
—— (2R,3R)-3,5,7-tris(benzyloxy)-2-(4-methoxy-3-(methoxymethoxy)phenyl)chromane 1365537-67-2 C39H38O7
(2R,3R)-3,5,7-tris(benzyloxy)-2-(4-methoxy-3-(methoxymethoxy)phenyl)chromane
—— (-)-fisetinidol-(4β,6)-(-)-fisetinidol-(4β,6)-(+)-epifisetinidol 102042-32-0 C45H38O15
(-)-fisetinidol-(4β,6)-(-)-fisetinidol-(4β,6)-(+)-epifisetinidol
—— 6-Acetamido-3-methyl-4'-nitroflavon 36773-35-0 C18H14N2O5
6-Acetamido-3-methyl-4'-nitroflavon
—— (2S,3R)-trans-3-acetoxy-3',4'-dimethoxy-7-(phenylmethoxy)flavan 1196870-68-4 C26H26O6
(2S,3R)-trans-3-acetoxy-3',4'-dimethoxy-7-(phenylmethoxy)flavan
—— 7-Hydroxy-8-benzamidoflavon 37042-38-9 C22H15NO4
7-Hydroxy-8-benzamidoflavon
—— 1'-Carboxymethyl-4-(1-naphthyl)spiro[2H-1-benzopyran-2,4'-piperidine]hydrochloride 340266-72-0 C25H23NO3*ClH
1'-Carboxymethyl-4-(1-naphthyl)spiro[2H-1-benzopyran-2,4'-piperidine]hydrochloride
—— 2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-11-methyl-11-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester 554431-10-6 C40H47NO7
2,2-dimethyl-propionic acid 8-(2,2-dimethyl-propionyloxy)-11-methyl-11-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-5,11-dihydro-chromeno[4,3-c]chromen-2-yl ester
—— 5,8-Dimethyl-2-phenyl-2H-1-benzopyran 33018-42-7 C17H16O
5,8-Dimethyl-2-phenyl-2H-1-benzopyran
—— 31643-83-1 C35H28O10
—— 3-amino-4'-bromoflavone 92831-09-9 C15H10BrNO2
3-amino-4'-bromoflavone
—— 3-benzyloxy-2-(3,4,5-trimethoxy-phenyl)-7-(3,7,11-trimethyl-dodecyl)-chromen-4-one 649551-83-7 C40H52O6
3-benzyloxy-2-(3,4,5-trimethoxy-phenyl)-7-(3,7,11-trimethyl-dodecyl)-chromen-4-one
—— 6-hydroxy-2-methyl-4-oxo-3-phenyl-4H-chromene-5-carbaldehyde-(2,4-dinitro-phenylhydrazone) 115272-98-5 C23H16N4O7
6-hydroxy-2-methyl-4-oxo-3-phenyl-4H-chromene-5-carbaldehyde-(2,4-dinitro-phenylhydrazone)
—— 2-phenyl-3-(o-tolyl)selanyl-4H-chromen-4-one 1332697-97-8 C22H16O2Se
2-phenyl-3-(o-tolyl)selanyl-4H-chromen-4-one
—— 2-(4-methoxyphenyl)-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one 1187016-53-0 C25H21NO5
2-(4-methoxyphenyl)-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one
—— 4β-(S-L-cysteinyl)-(-)-epicatechin-(4β->8)-(-)-epicatechin gallate 929606-17-7 C40H35NO18S
4β-(S-L-cysteinyl)-(-)-epicatechin-(4β->8)-(-)-epicatechin gallate
—— 3-Methyl-2-(4-methyl-benzoyl)-7-phenyl-furo[3,2-g]chromen-5-one 108141-96-4 C26H18O4
3-Methyl-2-(4-methyl-benzoyl)-7-phenyl-furo[3,2-g]chromen-5-one
—— Diorobin 20196-90-1 C27H30O15
Diorobin
—— (4aS,5S)-9-Chloro-5-(4-fluoro-phenyl)-4a,5-dihydro-2H-isochromeno[4,3-b]chromen-7-one 134145-82-7 C22H14ClFO3
(4aS,5S)-9-Chloro-5-(4-fluoro-phenyl)-4a,5-dihydro-2H-isochromeno[4,3-b]chromen-7-one
—— 74351-52-3 C44H62O19
—— 4-(6-methoxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzoyl chloride 39679-65-7 C17H11ClO4
4-(6-methoxy-4-oxo-4<i>H</i>-chromen-2-yl)-benzoyl chloride
—— 10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-1',1',2',2'-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-21,4'-cyclopentane] 1278524-07-4 C51H50O6
10-(2,4-Dimethoxyphenyl)-11-methoxy-5,5-bis(4-methoxyphenyl)-1',1',2',2'-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-21,4'-cyclopentane]
—— 7-((2-nitrobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate 1254040-74-8 C26H19NO9
7-((2-nitrobenzyl)oxy)-4-oxo-2-phenyl-4H-chromene-3,5-diyl diacetate
—— 5,5-Bis(4-methoxyphenyl)-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,1'-cyclooctane] 1263318-41-7 C43H42O3S2
5,5-Bis(4-methoxyphenyl)-10,11-bis(methylsulfanyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,1'-cyclooctane]
—— 2-(3,4-dimethoxyphenyl)-2-ethylchromane 1449790-10-6 C19H22O3
2-(3,4-dimethoxyphenyl)-2-ethylchromane
—— 3',5-dihydroxy-4'-methoxy-7-(2-butyrolactonoxy)flavanone 76799-48-9 C20H18O8
3',5-dihydroxy-4'-methoxy-7-(2-butyrolactonoxy)flavanone
—— 3',5'-dihydroxy-4'-methoxy-7(3-azido-3-carboxypropoxy)flavanone 80514-56-3 C21H21N3O8
3',5'-dihydroxy-4'-methoxy-7(3-azido-3-carboxypropoxy)flavanone
—— Neoheperidosyl-6 dihydro-4,6 dimethoxy-3',4'aman 28289-10-3 C29H34O15
Neoheperidosyl-6 dihydro-4,6 dimethoxy-3',4'aman
—— 7.4'-Dihbenzyl-thevetiaflavon 32375-16-9 C30H24O5
7.4'-Dihbenzyl-thevetiaflavon
—— LU-βCD 845266-07-1 C15H10O6*C42H70O35
LU-βCD
—— Mosloflavanone 221071-95-0 C17H16O6
Mosloflavanone
—— 6,8-Dimethyl-4'-methoxy-3a-jodflavanon 24513-89-1 C18H17IO3
6,8-Dimethyl-4'-methoxy-3a-jodflavanon
—— 1,4-Bis(chromonyl-2)-brenzcatechin 27255-32-9 C24H14O6
1,4-Bis(chromonyl-2)-brenzcatechin
—— 133055-75-1 C15H14O6*C42H70O35
—— 3-(2-(trimethylsilyl)ethynyl)flavone 1446428-43-8 C20H18O2Si
3-(2-(trimethylsilyl)ethynyl)flavone
—— 6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-4'-methylaminoflavone 1147337-52-7 C22H25NO6
6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-4'-methylaminoflavone
—— 7-(2-(diethylamino)ethoxy)-5-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one hydrochloride 1389320-64-2 C21H23NO7*ClH
7-(2-(diethylamino)ethoxy)-5-hydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one hydrochloride
—— (E)-1-(7-hydroxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methylphenyl)prop-2-en-1-one 116625-89-9 C26H24O3
(E)-1-(7-hydroxy-8-methyl-2-phenyl-3,4-dihydro-2H-chromen-6-yl)-3-(4-methylphenyl)prop-2-en-1-one
—— (4S)-5-amino-4-[[4-[3-[2-(3,4-dihydroxyphenyl)ethyl]-2-(4-iodoanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzoyl]amino]-5-oxopentanoic acid 1311276-82-0 C36H30IN5O8
(4S)-5-amino-4-[[4-[3-[2-(3,4-dihydroxyphenyl)ethyl]-2-(4-iodoanilino)-8-oxopyrano[3,2-f]benzimidazol-6-yl]benzoyl]amino]-5-oxopentanoic acid
—— 6-(C-β-D-Glucopyranosyl)-galangin 28225-13-0 C21H20O10
6-(C-β-D-Glucopyranosyl)-galangin
—— Acacetin-6-C-β-D-xylosid 91990-86-2 C21H20O9
Acacetin-6-C-β-D-xylosid
—— 7-acetoxy-2-(3,4-diacetoxy-phenyl)-3,8-dimethoxy-chromen-4-one 38539-54-7 C23H20O10
7-acetoxy-2-(3,4-diacetoxy-phenyl)-3,8-dimethoxy-chromen-4-one
—— chrysin-ethylidene-sparfloxacin 1517965-84-2 C36H34F2N4O7
chrysin-ethylidene-sparfloxacin
—— 5-bromo-2-chloro-N-[2-(4-methoxyphenyl)-6-methylbenzotriazol-5-yl]benzamide 6198-24-9 C28H34O16
5-bromo-2-chloro-N-[2-(4-methoxyphenyl)-6-methylbenzotriazol-5-yl]benzamide
—— (3-formyl-4-oxo-chroman-2-yl)-diphenyl-acetic acid ethyl ester 70611-77-7 C26H22O5
(3-formyl-4-oxo-chroman-2-yl)-diphenyl-acetic acid ethyl ester
—— 5,7,3'-trihydroxyl-4'-methoxyl-flavanone benzoyl hydrazone 1196088-30-8 C23H20N2O6
5,7,3'-trihydroxyl-4'-methoxyl-flavanone benzoyl hydrazone
—— EGCg quinone dimer A 225793-49-7 C44H34O23
EGCg quinone dimer A
—— glucotrifolin decaacetate 1030269-13-6 C47H50O26
glucotrifolin decaacetate
—— 3,7-Diacetoxy-8-(β,β-diphenylethyl)-flavon 39081-81-7 C33H26O6
3,7-Diacetoxy-8-(β,β-diphenylethyl)-flavon
—— (Z)-3-(((2-chlorobenzyl)amino)methylene)-2-(o-tolyl)chroman-4-one 1430097-96-3 C24H20ClNO2
(Z)-3-(((2-chlorobenzyl)amino)methylene)-2-(o-tolyl)chroman-4-one
—— 2'-chloro-4'-aminoflavone 55736-96-4 C15H10ClNO2
2'-chloro-4'-aminoflavone