{"title":"Enzymatic resolution of heterocyclic intermediates for biologically active compound preparation","authors":"Anastasy Kolodiazhna , Dmitry Prysiazhnuk , Oleg Kolodiazhnyi","doi":"10.1080/10426507.2024.2367033","DOIUrl":"10.1080/10426507.2024.2367033","url":null,"abstract":"<div><div>A number of heterocyclic synthons of biologically active compounds were resolved into enantiomers by enzymatic kinetically controlled deracemization in organic media. High enantioselectivities (>98% <em>ee</em>) and good chemical yields were obtained for all substrates using the corresponding lipases. Among the lipases tested, <em>Candida Antarctica</em> B and <em>Burkholderia cepacia</em> were the most efficient enzymes for resoluting these substrates into enantiomers. These compounds were proposed as starting reactants for important bioactive drug preparation that are of interest to many chemists and pharmacologists. 1-Heteroaroethanols are structural fragments of a number of important medical drugs A method was developed that provided high enantiomeric purity of thiochromanols and 4-hydroxythiochromane 1,1-dioxides. The enantiomeric purity of the compounds was determined by derivatization with Mosher acid, as well as NMR in chiral solvating mediums. Absolute configurations were determined using X-ray diffraction analysis and chiral HPLC.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 10","pages":"Pages 843-855"},"PeriodicalIF":1.4,"publicationDate":"2024-12-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142225246","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Green waves in medicinal chemistry: ultrasound driven multicomponent reactions for sustainable synthesis of biologically active molecules","authors":"Hit Kardani , Hasit Vaghani , Prachi Patel","doi":"10.1080/10426507.2024.2430539","DOIUrl":"10.1080/10426507.2024.2430539","url":null,"abstract":"<div><div>In recent years, the study of chemical synthesis has seen a transformation, with an emphasis on increasing efficiency and introducing novel approaches. This article ventures into the field of ultrasound-assisted multicomponent reactions (MCRs), presenting them as a unique method for synthesizing chemicals with physiological applications. Ultrasound technology is employed in these reactions to accelerate reaction kinetics, increase overall efficiency, and create novel molecular assembly paths. The study covers a wide range of applications, from drug discovery to material science, and emphasizes the pioneering significance of ultrasound-assisted MCRs in the quest for bioactive compounds. The study highlights the synergistic relationship between ultrasound technology and multicomponent chemistry by reviewing major research and methodology, as well as providing insights into their practical applications and fundamental principles. The review also underlines the significance of lowering solvent consumption and waste creation. As the field of synthesis evolves, this review stimulates additional research into ultrasound-assisted MCRs, resulting in a new era of creativity in the development of therapeutically useful molecules.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 10","pages":"Pages 876-897"},"PeriodicalIF":1.4,"publicationDate":"2024-12-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143145082","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Nano Fe3O4 catalyzed selective, tandem, and oxidative conversion of alcohols, tetrahydropyranyl and trimethylsilyl ethers to oximes","authors":"Samaneh Mohamadian , Ghasem Aghapour","doi":"10.1080/10426507.2024.2424268","DOIUrl":"10.1080/10426507.2024.2424268","url":null,"abstract":"<div><div>Tandem and efficient conversion of alcohols, tetrahydropyranyl (THP) and trimethylsilyl (TMS) ethers as protected alcohols to oximes is described using a catalytic amount of nano Fe<sub>3</sub>O<sub>4</sub> as a highly magnetic and nontoxic catalyst, <em>tert</em>-butyl hydroperoxide (TBHP) and hydroxylamine hydrochloride. The nanocatalyst is easily separated from the reaction medium using an external magnet and can be reused for several times without any considerable loss of its catalytic power. Also, it was found that it is possible to perform these oxidative conversions efficiently even in the presence of epoxides, carboxylic acids and esters, phenols, sulfides and pyridine rings with excellent chemoselectivity. The tandem and catalytic nature, catalyst reusability, high yields, and easy work up can be considered as the main advantages of the present environmentally friendly method.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 783-794"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144712","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Forough Cheldavi , Mohammad Bakherad , Ali Keivanloo , Mohsen Nikpour
{"title":"Synthesis of new 1,2,3-triazole-linked pyrimidines by click reaction","authors":"Forough Cheldavi , Mohammad Bakherad , Ali Keivanloo , Mohsen Nikpour","doi":"10.1080/10426507.2024.2419630","DOIUrl":"10.1080/10426507.2024.2419630","url":null,"abstract":"<div><div>A mild and efficient synthesis of 1,4-disubstituted 1,2,3-triazole linked pyrimidines is reported using click reactions. These compounds were prepared by the reaction of 4-propargyl substituted 5-iodo-6-methyl-2(methylthio) pyrimidine with aryl and benzyl azides <em>via</em> copper-catalyzed azide-alkyne cycloaddition reactions in the presence of sodium ascorbate, as a reducing agent. Furthermore, the synthesized compounds were screened against the two bacterial strains <em>pseudomonas aeruginosa</em> and <em>saphylococcus aureus</em>.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 725-731"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144709","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Effect of Ag doping on the structural, morphological, optical and antibacterial activity of ZnS nanoparticles","authors":"R. M. Eugin Nirmala , R. Racil Jeya Geetha","doi":"10.1080/10426507.2024.2408768","DOIUrl":"10.1080/10426507.2024.2408768","url":null,"abstract":"<div><div>In this study Ag-doped ZnS nanostructures for antibacterial activity were prepared by means of a facile wet-chemical method. XRD study reveals a decrease in the intensity of XRD peaks and the presence of an additional peak for silver which further affirms the incorporation of silver ions in ZnS matrix. The synthesized 1% Ag-doped ZnS nanostructures have the average particle size distribution of 16.45 ± 0.13 nm based on the TEM image. The antimicrobial activity of pure ZnS and Ag-doped ZnS were evaluated against <em>Staphylococcus aureus</em> and <em>Escherichia coli</em>. The results show that the bacterial inhibition was enhanced due to the doping of Ag into ZnS matrix in contrast to ZnS. This results obtained from the antibacterial study could be capitalized to be administered as a potent antibacterial drug for biomedical application.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 577-585"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144735","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yanyu Sun , Shendan Xia , Yuyan Xu , Yanmin Liu , Shuo Zhang , Zhiwei Chen
{"title":"Electrochemical-mediated cascading radical cyclization of activated alkynes: creation of 3-sulfonated coumarins and quinolinones","authors":"Yanyu Sun , Shendan Xia , Yuyan Xu , Yanmin Liu , Shuo Zhang , Zhiwei Chen","doi":"10.1080/10426507.2024.2424287","DOIUrl":"10.1080/10426507.2024.2424287","url":null,"abstract":"<div><div>An efficient electrochemical transformation of alkynoates into 3-sulfonated coumarins under transition metal- and oxidant-free conditions at room temperature is reported. The reaction proceeded <em>via</em> a radical-triggered domino aryl sulfonylation/5-exo cyclization/ester migration process and allowed the synthesis of 3-sulfonylated coumarins with good functional group tolerance. The reaction can be extended to the synthesis of quinolinones by capturing the sulfonyl radical with alkyne amides in good yields.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 824-835"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144824","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Ultrasound-assisted, copper-catalyzed S-arylation of nitro compounds-heterocumulene adducts","authors":"Manijeh Nematpour","doi":"10.1080/10426507.2024.2427135","DOIUrl":"10.1080/10426507.2024.2427135","url":null,"abstract":"<div><div><em>S</em>-Arylation of nitro compounds-heterocumulene adducts with CuI as the catalyst, K<sub>2</sub>CO<sub>3</sub> as the base, and highly efficient was successfully implemented without the help of an additional ligand under ultrasound irradiation in MeCN at room temperature. The use of simple and readily available starting materials, no need for column chromatography, mild copper-catalytic reaction conditions, good yields (70–89%), application of the sonochemical methodology, and short reaction times are remarkable specifications of this protocol.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 836-841"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144728","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Juan Chen , Shanshan Li , Hailong Hong , Huijie Jia , Ning Zhu
{"title":"Efficient synthesis of halobenzothioamides from the hydrosulfuration of halobenzonitriles and mechanism investigation","authors":"Juan Chen , Shanshan Li , Hailong Hong , Huijie Jia , Ning Zhu","doi":"10.1080/10426507.2024.2416209","DOIUrl":"10.1080/10426507.2024.2416209","url":null,"abstract":"<div><div>An efficient method for the synthesis of various halobenzothioamides from the hydrosulfuration of a variety of halobenzonitriles with NaHS under mild conditions was developed by adding auxiliary reagent MgCl<sub>2</sub> · 6 H<sub>2</sub>O. It was found that an excellent yield of benzothioamides is obtained from the hydrosulfuration of halobenzonitrile with inorganic sulfur reagents by adjusting the pH value of the reaction solution. Reaction condition optimization experiments revealed, that high yields of products were obtained in the pH range of 8–10.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 667-674"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144729","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis, characterization, and antimicrobial activity of some benzimidazolyl, benzoxazolyl, benzothiazolyl-methylsulfanyl-4-aryl-1,4-dihydropyrimidine-5-carbonitrile derivatives","authors":"Die Rachelle Celiane , Ambeu-Loko N’ta Christelle Mélissa , Fante Bamba , Hiebel Marie-Aude , Suzenet Franck , Vallin Aurélie , Chagnault Vincent","doi":"10.1080/10426507.2024.2424275","DOIUrl":"10.1080/10426507.2024.2424275","url":null,"abstract":"<div><div>We synthetized some methylsulfanyl-4-aryl-1,4-dihydropyrimidine-5-carbonitriles derivatives coupled with benzimidazole, benzoxazole, and benzothiazole rings. Some of these compounds exhibit antibacterial activity, particularly against gram-positive bacteria such as <em>Enterococcus faecalis</em> (<strong>6e</strong>) and <em>Staphylococcus aureus</em> (<strong>4f</strong>, <strong>6b</strong>, <strong>6i</strong>, and <strong>8a</strong>).</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 814-823"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144825","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A promising α-amylase inhibitor based on the 2-(2-hydrazinyl) thiazole scaffolds: synthesis, docking studies and biological evaluation","authors":"Dattatraya Raut , Dnyandev Bhosale , Raghunath Bhosale , Anjana Lawand , Mahesh Hublikar , Shraddha Nirmal , Shailaja Dhadake , Praffula Chaudhari , Sandip Deshmukh , Dipak Hiwarale","doi":"10.1080/10426507.2024.2424274","DOIUrl":"10.1080/10426507.2024.2424274","url":null,"abstract":"<div><div>A series of novel hydrazinyl-based thiazole scaffolds were designed, synthesized, and evaluated for their anti-diabetic activity. The cyclocondensation reaction of the appropriately substituted acetophenones <strong>1</strong>, thiosemicarbazide <strong>2</strong>, and appropriate phenacyl bromide <strong>3</strong> allowed for the creation of a new series of hydrazinyl-based thiazole scaffolds (<strong>4a</strong>–<strong>h</strong>). The newly generated compounds were characterized using mass spectrometry,<sup>1</sup>H NMR, IR, and <sup>13</sup>C NMR techniques. The novel hydrazinyl-based thiazole scaffolds were evaluated by the <em>in vitro</em> α-amylase inhibitory assay. Hydrazinyl-based thiazole scaffolds <strong>4a</strong>, <strong>4b</strong>, <strong>4d</strong>, and <strong>4f</strong> showed good activity compared to <em>acarbose</em> as a standard reference. Although insulin is a necessary medication for the treatment of diabetes, it carries a significant risk. We believe that thiazole scaffolds based on hydrazinyl structural motive provide recommendations for designing and producing novel anti-diabetic drugs, which are critically needed. Moreover, these compounds show a strong affinity for the pancreatic α-amylase protein binding site, suggesting greater inhibitory capability at the cellular level, and molecular docking studies have demonstrated their better-fit potential as anti-diabetic agents. This indicates the versatility of the hydrazinyl-based thiazole molecules to achieve new classes of anti-diabetic scaffold.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 804-813"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144732","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}