{"title":"Phosphonomethylated 5-tert-Butylfuranyl Aldoesters: Preparation and Use in the Synthesis of Hybrid Heterocyclic Systems","authors":"L. M. Pevzner, M. L. Petrov, A. V. Stepakov","doi":"10.1134/S1070363224613127","DOIUrl":"10.1134/S1070363224613127","url":null,"abstract":"<p>Phosphorylated derivatives of furanсarbaldehydes and furanylacetic aldehydes containing an ester and <i>tert</i>-butyl groups in the ring were synthesized. Their behavior in the Wittig reaction with resonance-stabilized acylmethylenetriphenylphosphoranes was studied. The resulting furanylalkenes are heterocyclic analogues of <i>trans</i>-chalcones. The compounds obtained by reaction with acetylmethylenetriphenylphosphorane were used as starting substrates for the synthesis of (<i>E</i>)-[2-(1,2,3-selenodiazol-4-yl)ethen-1-yl]furans, heterocyclic analogues of <i>trans</i>-stilbenes. Furanylacetic aldehydes form two isomers in the Wittig reaction, differing in the position of the double bond in the propene fragment. All obtained unsaturated ketones react with hydrazine to form 3,5-disubstituted 4,5-dihydro-1<i>H</i>-pyrazoles.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"327 - 355"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707060","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 of Nitro Esters of the Lupane Series","authors":"I. A. Semenova, T. V. Surkova, Yu. N. Klimochkin","doi":"10.1134/S1070363225600353","DOIUrl":"10.1134/S1070363225600353","url":null,"abstract":"<p>O-Nitration reactions of betulin and trioxylupane under the action of a nitric acid and acetic anhydride mixture were studied, and effective approaches to the production of mono-, di-, and trinitroesters of the betulin series were developed. A one-stage method for the production of 2,3-seco-28-oxo-19β,28-epoxy-18a-oleane-2,3-dicarboxylic acid from betulin under the action of fuming nitric acid was proposed.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"321 - 326"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143706941","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}
S. A. Znoiko, A. P. Elizarova, O. A. Petrov, V. E. Maizlish
{"title":"New Octasubstituted Phthalocyanines Combining 2,4,5-Trichlorophenol and Nitro Groups at the Periphery: Synthesis and Properties","authors":"S. A. Znoiko, A. P. Elizarova, O. A. Petrov, V. E. Maizlish","doi":"10.1134/S107036322461319X","DOIUrl":"10.1134/S107036322461319X","url":null,"abstract":"<p>In this study, metal complexes of the corresponding substituted phthalocyanines with magnesium and zinc, aluminum and erbium have been synthesized using the “nitrile” method by heating 4-(2,4,5-trichlorophenoxy)-5-nitrophthalonitrile with acetates and chlorides of some d- and f-metals. The influence of modifications to the peripheral environment of the central phthalocyanine core on spectral and other properties has been investigated. Demetalation of the magnesium complex has yielded the corresponding phthalocyanine ligand, whose acid-base properties have also been studied.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"383 - 392"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143706942","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":"Design, Synthesis, and Biological Activity of Amide Based on Isoquinolinium Salts","authors":"Z. Meng, Y. Zhao, S. Qiu, Z. Tang","doi":"10.1134/S107036322560002X","DOIUrl":"10.1134/S107036322560002X","url":null,"abstract":"<p>A series of novel aminoacetamides based on isoquinolinium salts was designed by molecular hybridization of the aminoacetamide scaffold and isoquinoline motif. The target compounds were synthesized and their biological activities were evaluated. Some of the target molecules showed excellent antifungal activities against <i>Sclerotinia sclerotiorum</i>. Significantly, 2-{2-[(4-methoxyphenyl)amino]-2-oxoethyl}isoquinolin-2-ium chloride displayed the most potent activity against <i>Sclerotinia sclerotiorum</i> with EC<sub>50</sub> = 13.59 μg/mL. Additionally, 2-{2-[(4-methoxyphenyl)amino]-2-oxoethyl}isoquinolin-2-ium chloride, 2-[2-oxo-2-(propylamino)ethyl]isoquinolin-2-ium chloride, 2-[2-(butylamino)-2-oxoethyl]isoquinolin-2-ium chloride and 2-[2-oxo-2-(pentylamino)ethyl]isoquinolin-2-ium chloride showed better acetylcholinesterase inhibition than positive control tacrine.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"518 - 524"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707046","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":"Reductive Desulfurization of Pyridothieno[3,2-b]indoles: Synthesis of 2-(Pyridine-3-yl)indoles","authors":"T. A. Stroganova, V. K. Vasilin, G. D. Krapivin","doi":"10.1134/S1070363224612936","DOIUrl":"10.1134/S1070363224612936","url":null,"abstract":"<p>A series of 2-(pyridin-3-yl)indoles was obtained by reductive desulfurization of pyridothieno[3,2-<i>b</i>]indoles with Raney nickel. It was shown that in the case of chlorine-substituted pyridothienoindoles the reaction was accompanied by dehalogenation.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"301 - 312"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707058","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}
T. S. Rizbayeva, A. V. Smolobochkin, A. S. Gazizov, D. P. Gerasimova, A. R. Burilov, M. A. Pudovik
{"title":"Synthesis of New Mixed Phosphonium-azinium/Pyrrolinium Salts Based on 3-Bromoalkyltriphenylphosphonium Bromide","authors":"T. S. Rizbayeva, A. V. Smolobochkin, A. S. Gazizov, D. P. Gerasimova, A. R. Burilov, M. A. Pudovik","doi":"10.1134/S1070363225600559","DOIUrl":"10.1134/S1070363225600559","url":null,"abstract":"<p>A method was proposed for the synthesis of new mixed phosphonium-azinium/pyrrolinium salts based on the reactions of nitrogen-containing heterocyclic compounds with 3-bromoalkyltriphenylphosphonium bromides. The structure of the obtained compounds was proven by NMR (<sup>1</sup>H, <sup>31</sup>P, <sup>13</sup>C) and single crystal X-ray diffraction analysis.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"356 - 362"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707059","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":"Formulation and Evaluation of Pectin–Chitosan Composites Incorporated with Montmorillonite Clay for Oral Delivery of Sitagliptin","authors":"A. George, M. Sanyal, P. S. Shrivastav","doi":"10.1134/S1070363224612122","DOIUrl":"10.1134/S1070363224612122","url":null,"abstract":"<p>Although pectin and chitosan are popular polymers in the field of drug delivery, their combination serves a vast gap of their unexplored properties and applications for the same. Oral drug route consists of the harsh environment of the alimentary canal where most of the drug carriers get degraded by the digestive enzymes present in the stomach causing early release of drug and thereby, lowering their bioavailability. The current work aims to establish a sustained release formulation of pectin–chitosan composite incorporated with montmorillonite clay for anti-diabetic drug sitagliptin. The prepared composites were assessed for their physical and chemical properties by measuring their mechanical strength, swelling capability, UV transparency and were also characterized by FTIR, SEM, XRD and DSC. An in vitro study conducted in media simulating the physiological conditions of the stomach and intestine showed that approximately 38% of the drug was released in the acidic environment of the stomach, followed by a sustained release pattern in the small intestine. Drug release kinetics study indicated Koresmeyer–Peppas model as best fit indicating diffusion as the driving force behind release of drug from the polymeric matrix. Based on the results obtained, it is anticipated that the prepared composites can act as potential drug carriers for oral administration.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"416 - 427"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143706940","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}
Yaxin Liu, Boxi Tan, Can He, Shuangxue Wu, Lu Yu, Pei Li
{"title":"Design, Synthesis, and Antibacterial Activity of Novel Vanillic Acid Derivatives Incorporating 1,3,4-Oxadiazole and Thioether Moieties","authors":"Yaxin Liu, Boxi Tan, Can He, Shuangxue Wu, Lu Yu, Pei Li","doi":"10.1134/S1070363224612171","DOIUrl":"10.1134/S1070363224612171","url":null,"abstract":"<p>In this study, a series of novel vanillic acid derivatives incorporating 1,3,4-oxadiazole and thioether moieties were synthesized and their structures were confirmed using <sup>1</sup>H NMR, <sup>13</sup>C NMR, and HRMS techniques. The results of bioactivity determination demonstrated that the target compounds exhibited moderate to good in vitro antibacterial activities against <i>Xanthomonas axonopodis</i> pv. <i>citri</i> (<i>Xac</i>) and <i>Xanthomonas oryzae</i> pv. <i>oryzae</i> (<i>Xoo</i>). Particularly, compound 2-{4-[(4-chlorobenzyl)oxy]-3-methoxyphenyl}-5-(propylthio)-1,3,4-oxadiazole displayed remarkable antibacterial activities against <i>Xac</i> and <i>Xoo</i> with EC<sub>50</sub> values of 5.58 and 18.82 μg/mL respectively, surpassing those of bismerthiazol and thiodiazole copper. To the best of our knowledge, this study presents the first report on the synthesis and antibacterial activity evaluation of vanillic acid derivatives incorporating 1,3,4-oxadiazole and thioether moieties.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"505 - 510"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143706945","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}
D. V. Lipin, N. A. Pulina, V. V. Novikova, R. R. Makhmudov, N. V. Zhekina, V. M. Shadrin
{"title":"Synthesis and Study of Antimicrobial Activity of Reaction Products of Substituted 3-Thienylimino-3H-furan-2-ones with Substituted Hydrazines and Hydrazides","authors":"D. V. Lipin, N. A. Pulina, V. V. Novikova, R. R. Makhmudov, N. V. Zhekina, V. M. Shadrin","doi":"10.1134/S1070363224607816","DOIUrl":"10.1134/S1070363224607816","url":null,"abstract":"<p>A method was proposed for the synthesis of new biologically active compounds based on substituted 3-thienylimino-3<i>H</i>-furan-2-ones with various hydrazines and hydrazides. Synthesis in the presence of one equivalent of hydrazine or hydrazide or their excess was considered. The obtained compounds were found to possess pronounced antimicrobial activity against strains of <i>Candida albicans</i> NCTC 885-653, <i>Staphylococcus aureus</i> ATCC 6538-P, and <i>Escherichia coli</i> ATCC 25922. The acute toxicity (LD<sub>50</sub>) of the obtained compounds is >1500 mg/kg and they belong to practically nontoxic compounds.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"291 - 300"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707043","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 Reaction of Perfluoroalkylbenzenes with Carbon Monoxide in Antimony Pentafluoride Medium","authors":"Ya. V. Zonov, V. M. Karpov, and T. V. Mezhenkova","doi":"10.1134/S1070363225600286","DOIUrl":"10.1134/S1070363225600286","url":null,"abstract":"<p>4-X-Perfluoroisopropylbenzenes (X = F, Cl, H, CH<sub>3</sub>) undergo carbonylation under the action of CO/SbF<sub>5</sub> at room temperature and atmospheric pressure, forming 2-(4-X-tetrafluorophenyl)perfluoro-2-methylpropanoyl fluorides. Upon treatment with NH<sub>3</sub>/CH<sub>2</sub>Cl<sub>2</sub>, the latter are converted into amides of the corresponding carboxylic acids and their further transformation products under the action of ammonia—4-X-2,3,5,6-tetrafluoro-1-(1,1,1,3,3,3-hexafluoropropan-2-yl)benzenes. Perfluorinated <i>p</i>-cymene (X = CF<sub>3</sub>), <i>p</i>- and <i>m</i>-xylenes, as well as ethyl- and propylbenzenes, do not undergo carbonylation under the action of CO/SbF<sub>5</sub>.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"374 - 382"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707062","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}