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International Journal of Organic Chemistry最新文献

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Electronic Aspects of the Synergistic Antioxidant Interaction of Various Pairs “Phenolic Food Acid and Glutathione” in Their Reactions with the Stable Radical Cation ABTS<sup>+·</sup> 不同对“酚类食物酸和谷胱甘肽”与稳定自由基阳离子ABTS<sup>+& lt;/sup>
International Journal of Organic Chemistry Pub Date : 2023-01-01 DOI: 10.4236/ijoc.2023.133008
Mikhail Yu. Gorbachev, Natalia N. Gorinchoy, Iolanta I. Balan
{"title":"Electronic Aspects of the Synergistic Antioxidant Interaction of Various Pairs “Phenolic Food Acid and Glutathione” in Their Reactions with the Stable Radical Cation ABTS<sup>+·</sup>","authors":"Mikhail Yu. Gorbachev, Natalia N. Gorinchoy, Iolanta I. Balan","doi":"10.4236/ijoc.2023.133008","DOIUrl":"https://doi.org/10.4236/ijoc.2023.133008","url":null,"abstract":"In the present work, for the first time, the main details of the electronic mechanism of the synergistic antioxidant interaction between different pairs: phenolic food acid and glutathione and the stable radical cation ABTS+· were revealed on the basis of a rigorous analysis of the DFT calculated data. It was shown that among all the studied food acids, only caffeic acid exhibits a clear-cut significant synergistic effect with glutathione. It established the electronic and structural factors underlying the mechanism of the synergistic interaction of the mixture caffeic acid and glutathione in its reaction with ABTS+·. The main causes of this considered synergistic effect are, firstly, the presence of the 3-OH and 4-OH hydroxyl groups in the structure of caffeic acid, secondly, the greater stability of its anion which contains the deprotonated 4-OH hydroxyl group. All other phenolic food acids under study do not possess the given structural particularity and therefore do not show such synergistic effects with glutathione.","PeriodicalId":14243,"journal":{"name":"International Journal of Organic Chemistry","volume":"82 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135699453","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chemoselective Reduction of Fenofibric Acid to Alcohol in the Presence of Ketone by Mixed Anhydride and Sodium Borohydride. 混合酸酐和硼氢化钠在酮存在下将非纤维酸化学选择性还原为醇。
International Journal of Organic Chemistry Pub Date : 2022-06-01 Epub Date: 2022-06-30 DOI: 10.4236/ijoc.2022.122010
Greesha N Majethia, Wahajul Haq, Ganesaratnam K Balendiran
{"title":"Chemoselective Reduction of Fenofibric Acid to Alcohol in the Presence of Ketone by Mixed Anhydride and Sodium Borohydride.","authors":"Greesha N Majethia,&nbsp;Wahajul Haq,&nbsp;Ganesaratnam K Balendiran","doi":"10.4236/ijoc.2022.122010","DOIUrl":"https://doi.org/10.4236/ijoc.2022.122010","url":null,"abstract":"<p><p>A highly efficient and facile protocol for the selective reduction of carboxylic acid of Fenofibric acid to corresponding alcohol was developed. The selective reduction was carried out by activation of carboxylic acid by mixed anhydride followed by the reaction of sodium borohydride in presence of methanol. This is the first example of chemoselective reduction of carboxylic acid to alcohol in presence of a ketone without any external catalyst or ligand in a single step. The reaction offers wide applicability for the selective carboxylic group reduction methodology. The chemoselective reduction was demonstrated by the reduction of Fenofibric acid, an active metabolite of the drug Fenofibrate, to corresponding alcohol in excellent selectivity, yield, and purity.</p>","PeriodicalId":14243,"journal":{"name":"International Journal of Organic Chemistry","volume":"12 2","pages":"116-125"},"PeriodicalIF":0.0,"publicationDate":"2022-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9328401/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"40595598","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis and Chiral Separation of Fibratol, Isopropyl 2-(4-((4-chlorophenyl)(hydroxyl) methyl)-phenoxy)-2-methylpropanoate. 异丙基2-(4-((4-氯苯基)(羟基)甲基)-苯氧基)-2-甲基丙酸纤维醇的合成及手性分离
International Journal of Organic Chemistry Pub Date : 2018-06-01 Epub Date: 2018-05-30 DOI: 10.4236/ijoc.2018.82015
Amanda E Kotheimer, Wahajul Haq, Ganesaratnam K Balendiran
{"title":"Synthesis and Chiral Separation of Fibratol, Isopropyl 2-(4-((4-chlorophenyl)(hydroxyl) methyl)-phenoxy)-2-methylpropanoate.","authors":"Amanda E Kotheimer,&nbsp;Wahajul Haq,&nbsp;Ganesaratnam K Balendiran","doi":"10.4236/ijoc.2018.82015","DOIUrl":"https://doi.org/10.4236/ijoc.2018.82015","url":null,"abstract":"<p><p>Practical synthetic route for the formation of enantiomeric mixture of Isopropyl 2-(4-((4-chlorophenyl)(hydroxyl)methyl)phenoxy)-2-methylpropanoate (Fibratol 2a/b) from isopropyl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate (Fenofibrate 1) has been developed. Method has also been established for the chiral separation of enantiomers of Fibratol 2a/b that is synthesized using the route mentioned above. The optical activity determined for enantiomerically separated Fibratol (2a) and Fibratol (2b) are -5.2° and 8.0° which reflect their ability to rotate plane polarized light counterclockwise (<i>levo</i>) and clockwise (<i>dextro</i>), respectively.</p>","PeriodicalId":14243,"journal":{"name":"International Journal of Organic Chemistry","volume":"8 2","pages":"201-206"},"PeriodicalIF":0.0,"publicationDate":"2018-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6078423/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"36383523","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Microwave Application and Anhydrous Cu(OAc)2 Mediated O-Arylation of Aliphatic Amino Alcohols. 微波应用及无水Cu(OAc)2介导的脂肪族氨基醇o -芳基化反应。
International Journal of Organic Chemistry Pub Date : 2016-06-01 Epub Date: 2016-05-27 DOI: 10.4236/ijoc.2016.62011
Mohammad Al-Masum, Linda Quinones, Laurance T Cain
{"title":"Microwave Application and Anhydrous Cu(OAc)<sub>2</sub> Mediated O-Arylation of Aliphatic Amino Alcohols.","authors":"Mohammad Al-Masum,&nbsp;Linda Quinones,&nbsp;Laurance T Cain","doi":"10.4236/ijoc.2016.62011","DOIUrl":"https://doi.org/10.4236/ijoc.2016.62011","url":null,"abstract":"<p><p>Anhydrous Cu(OAc)<sub>2</sub> mediated efficient protocol has been developed in the area of C-O coupling from potassium aryltrifluoroborates and aliphatic amino alcohols such as β-hydroxy, γ-hydroxy, and δ-hydroxy amines. The scope of this transformation focuses on direct O-arylation and Ostyrylation. The reaction vial loaded with reactants under argon atmosphere is microwaved at 140°C for 30 min to furnish the corresponding cross-coupling product, amino ethers, in good yields.</p>","PeriodicalId":14243,"journal":{"name":"International Journal of Organic Chemistry","volume":"6 2","pages":"100-106"},"PeriodicalIF":0.0,"publicationDate":"2016-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5654586/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"35643942","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Synthesis of a Fluorophore with Improved Optical Brightness. 提高光学亮度的荧光团的合成。
International Journal of Organic Chemistry Pub Date : 2013-12-01 DOI: 10.4236/ijoc.2013.34037
Macduff Okuom, Mark Wilson, Jordan Groathouse, Junsik Lee, Dave Symonsbergen, Casey Gustafson, Mitch Trauernicht, Homar Barcena, Cassie Reicks, Sharmin Sikich, Raychelle Burks, Andrea Holmes
{"title":"Synthesis of a Fluorophore with Improved Optical Brightness.","authors":"Macduff Okuom,&nbsp;Mark Wilson,&nbsp;Jordan Groathouse,&nbsp;Junsik Lee,&nbsp;Dave Symonsbergen,&nbsp;Casey Gustafson,&nbsp;Mitch Trauernicht,&nbsp;Homar Barcena,&nbsp;Cassie Reicks,&nbsp;Sharmin Sikich,&nbsp;Raychelle Burks,&nbsp;Andrea Holmes","doi":"10.4236/ijoc.2013.34037","DOIUrl":"https://doi.org/10.4236/ijoc.2013.34037","url":null,"abstract":"<p><p>The synthesis and characterization of a novel fluorophore(<b>1</b>), with potential application as an optical brightener are reported. This compound was prepared by reacting 4,4-diaminostilbene-2,2-disulfonic acid with cyanuric chloride in the presence of Na<sub>2</sub>CO<sub>3</sub> followed by the addition of trityl aniline. Solution and solid state fluorescence demonstrated a strong blue/purple emission centered at 450 nm. <sup>1</sup>H-NMR spectroscopy, mass spectrometry analysis, elemental analysis, and DOSY-NMR were used for the characterization of the fluorophore.</p>","PeriodicalId":14243,"journal":{"name":"International Journal of Organic Chemistry","volume":"3 4","pages":"256-261"},"PeriodicalIF":0.0,"publicationDate":"2013-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.4236/ijoc.2013.34037","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"32841391","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 2
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