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Russian Journal of Organic Chemistry最新文献

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Synthesis, Spectral Properties, and Noncovalent Bioconjugation of 1,3,5-Trinitro-2-(prop-2-yn-1-yloxy)benzene with Purine Nucleobases 嘌呤核碱基1,3,5-三硝基-2-(prop-2-yn-1-yloxy)苯的合成、光谱性质及非共价生物偶联
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S107042802560514X
D. A. Kazantsev, M. V. Bytov, O. S. Zaitseva
{"title":"Synthesis, Spectral Properties, and Noncovalent Bioconjugation of 1,3,5-Trinitro-2-(prop-2-yn-1-yloxy)benzene with Purine Nucleobases","authors":"D. A. Kazantsev,&nbsp;M. V. Bytov,&nbsp;O. S. Zaitseva","doi":"10.1134/S107042802560514X","DOIUrl":"10.1134/S107042802560514X","url":null,"abstract":"<p>A preparative method has been developed for the synthesis of 1,3,5-trinitro-2-(prop-2-yn-1-yloxy)benzene in 79% yield under mild conditions from commercially available initial compounds. The structure of the title compound has been confirmed by <sup>1</sup>H NMR spectroscopy. 1,3,5-Trinitro-2-(prop-2-yn-1-yloxy)benzene has been found to form noncovalent bioconjugates with DNA molecules and deoxynucleoside triphosphates. The resulting bioconjugates can be involved in click reactions with azide dyes.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2223 - 2227"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1134/S107042802560514X.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337833","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Activity Study of Cabotegravir Derivatives Inducing Mitochondrial Apoptosis in HeLa Cells 卡波特韦衍生物诱导HeLa细胞线粒体凋亡的活性研究
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S1070428025601165
Yue Song, An Zhan, Yimian Wang, Xiaoting Zhang, Lan Wang, Xixi Hou
{"title":"Activity Study of Cabotegravir Derivatives Inducing Mitochondrial Apoptosis in HeLa Cells","authors":"Yue Song,&nbsp;An Zhan,&nbsp;Yimian Wang,&nbsp;Xiaoting Zhang,&nbsp;Lan Wang,&nbsp;Xixi Hou","doi":"10.1134/S1070428025601165","DOIUrl":"10.1134/S1070428025601165","url":null,"abstract":"<p>Cervical cancer ranks as the fourth most common cancer among women. Its progression is associated with accelerated cell cycle progression and inhibition of apoptosis. Given the unique potential of cabotegravir in suppressing cervical cancer cells and the widespread application of the 1,2,3-triazole scaffold in promoting mitochondrial apoptosis, we evaluated a series of cabotegravir derivatives incorporating 1,2,3-triazole for their anticancer potential. In vitro activity assays in HeLa cells revealed that compound <b>4v</b> exhibited the most potent cytotoxicity (IC<sub>50</sub> = 3.06±0.17 μM). It significantly suppressed colony formation in a dose-dependent manner and induced marked morphological changes in HeLa cells. Further studies showed that compound <b>4v</b> triggered apoptosis and caused G2/M cell cycle arrest. Western blot analysis demonstrated that <b>4v</b> increased the Bax/Bcl-2 ratio, reduced levels of caspase-9, caspase-3, and PARP1, and promoted PARP1 cleavage, indicating that the mitochondrial apoptotic pathway was involved. In conclusion, compound <b>4v</b> exhibited promising potential as a candidate for cervical cancer therapy.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2290 - 2299"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337836","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}
引用次数: 0
Oxidation of Secondary Benzyl Halides to Aromatic Ketones with Singlet Oxygen Generated from trans-5-Hydroperoxy-3,5-dimethyl-1,2-dioxolan-3-yl Ethaneperoxoate/t-BuOK System 反式5-羟基过氧-3,5-二甲基-1,2-二恶唑-3-基乙基过氧酸酯/t-BuOK体系单线态氧氧化次生苄基卤化物生成芳酮
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S107042802560189X
Z. Najminejad
{"title":"Oxidation of Secondary Benzyl Halides to Aromatic Ketones with Singlet Oxygen Generated from trans-5-Hydroperoxy-3,5-dimethyl-1,2-dioxolan-3-yl Ethaneperoxoate/t-BuOK System","authors":"Z. Najminejad","doi":"10.1134/S107042802560189X","DOIUrl":"10.1134/S107042802560189X","url":null,"abstract":"<p>The <i>trans</i>-5-hydroperoxy-3,5-dimethyl-1,2-dioxolan-3-yl ethaneperoxoate (THDDE)/<i>t</i>-BuOK system has been shown to be highly effective in oxidizing a range of substituted secondary benzyl halides. Singlet molecular oxygen generated in situ by treatment of THDDE with <i>t</i>-BuOK acts as an effective oxidizing agent for the selective oxidation of secondary benzyl halides to the corresponding ketones regardless of the nature of the substituents on the aromatic ring, whether they are electron-donating or electron-withdrawing.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2441 - 2445"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337839","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}
引用次数: 0
Conformational Analysis of Saturated Heterocyclic Compounds in the Presence of Solvent Molecules (Cluster Model) 溶剂分子存在下饱和杂环化合物的构象分析（簇模型）
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S1070428025605035
V. V. Kuznetsov
{"title":"Conformational Analysis of Saturated Heterocyclic Compounds in the Presence of Solvent Molecules (Cluster Model)","authors":"V. V. Kuznetsov","doi":"10.1134/S1070428025605035","DOIUrl":"10.1134/S1070428025605035","url":null,"abstract":"<p>Computer simulation of the conformational behavior of substituted 1,3-dioxolanes, 1,3-dioxanes, cyclic boronic esters, and tetrahydro-1,3-oxazines in the presence of solvent molecules in the framework of various quantum chemical approximation demonstrates a good agreement between the experimental and calculated parameters of conformational transformations, in particular potential barriers to interconversion and populations of individual conformers. The number of solvent molecules surrounding the substrate molecule ranges from 4 to 10 and depends on the substrate nature. Nanotubes and fullerenes encapsulating heterocyclic molecules can be regarded as specific solvents.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2228 - 2239"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337828","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}
引用次数: 0
Photochemical Cyclization of N-Allyl-N-(2-formylphenyl)-4-methylbenzenesulfonamide n -烯丙基- n -（2-甲酰基苯基）-4-甲基苯磺酰胺的光化学环化
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S1070428025604431
D. I. Rudik, A. Yu. Smirnov, A. R. Romanenko, A. A. Korlyukov, M. S. Baranov
{"title":"Photochemical Cyclization of N-Allyl-N-(2-formylphenyl)-4-methylbenzenesulfonamide","authors":"D. I. Rudik,&nbsp;A. Yu. Smirnov,&nbsp;A. R. Romanenko,&nbsp;A. A. Korlyukov,&nbsp;M. S. Baranov","doi":"10.1134/S1070428025604431","DOIUrl":"10.1134/S1070428025604431","url":null,"abstract":"<p>Photochemical cyclization of <i>N</i>-allyl-<i>N</i>-(2-formylphenyl)-4-methylbenzenesulfonamide in DMSO under irradiation with a light-emitting diode at λ 365 nm afforded 29% of 3-(4-methylbenzenesulfonyl)-1,1a,2,3-tetrahydro-7b<i>H</i>-cyclopropa[<i>c</i>]quinolin-7b-ol. The reaction is diastereoselective, and it requires no catalysis.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2461 - 2464"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1134/S1070428025604431.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337840","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
New Direction in Modification of Chromophores from the Hydroxytricyanopyrrole Series 羟基三氰吡咯系发色团修饰的新方向
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S1070428025603553
M. Yu. Belikov, S. V. Fedoseev
{"title":"New Direction in Modification of Chromophores from the Hydroxytricyanopyrrole Series","authors":"M. Yu. Belikov,&nbsp;S. V. Fedoseev","doi":"10.1134/S1070428025603553","DOIUrl":"10.1134/S1070428025603553","url":null,"abstract":"<p>A new version of reversible transformation of hydroxytricyanopyrrole (HTCP) chromophores is described. The process involves three-component reaction of 4-methyl-substituted HTCP, 2-hydroxy-5-nitro­benzaldehyde, and a base, which leads to the formation of ionic derivatives containing a phenolate fragment.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2457 - 2460"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337631","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}
引用次数: 0
New Fused Chalcogen/Nitrogen Heterocycles from the Reaction of (Halochalcogenyl)hetarenes with Pentene 由（卤代醇基）六烯与戊烯反应生成的新型熔融硫氮杂环
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S1070428025605485
R. S. Ishigeev, V. A. Potapov
{"title":"New Fused Chalcogen/Nitrogen Heterocycles from the Reaction of (Halochalcogenyl)hetarenes with Pentene","authors":"R. S. Ishigeev,&nbsp;V. A. Potapov","doi":"10.1134/S1070428025605485","DOIUrl":"10.1134/S1070428025605485","url":null,"abstract":"<p>2-(Halochalcogenyl)pyridines, 2-(halosulfanyl)quinolines, 2-(halosulfanyl)pyrimidines, and 2-(halo­sulfanyl)-1,3-benzothiazoles reacted with pent-1-ene through regioselective formation of anti-Markovnikov electrophilic addition products and subsequent ring closure. Based on these reactions, high-yielding methods for the synthesis of new fused heterocyclic compounds were developed.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2267 - 2275"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1134/S1070428025605485.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147336218","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A Green and Sustainable Access to 2,3-Dihydroquinazolin-4(1H)-ones Using Nanosized Heterogeneous Metal/Metal Sulfide@Carbon Catalyst 利用纳米非均相金属/金属Sulfide@Carbon催化剂绿色可持续地获得2,3-二氢喹唑啉-4(1H)- 1
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S1070428025601979
A. D. Tangade, A. V. Dhirbassi, S. S. Kauthale, L. Kótai, R. P. Pawar, S. U. Tekale
{"title":"A Green and Sustainable Access to 2,3-Dihydroquinazolin-4(1H)-ones Using Nanosized Heterogeneous Metal/Metal Sulfide@Carbon Catalyst","authors":"A. D. Tangade,&nbsp;A. V. Dhirbassi,&nbsp;S. S. Kauthale,&nbsp;L. Kótai,&nbsp;R. P. Pawar,&nbsp;S. U. Tekale","doi":"10.1134/S1070428025601979","DOIUrl":"10.1134/S1070428025601979","url":null,"abstract":"<p>A green sustainable one-pot multicomponent condensation of aldehydes, isatoic anhydride, and ammonium acetate in refluxing ethanol has been developed for the synthesis of 2,3-dihydroquinazolin-4(1<i>H</i>)-ones using copper, zinc sulfide, or nickel sulfide-loaded carbon-based heterogeneous catalysts prepared from metal salt-loaded sulfonate-functionalized styrene–divinylbenzene copolymers. The developed protocol is efficient, convenient, and superior to the existing methods for the synthesis of dihydroquinazolin-4(1<i>H</i>)-ones. High yields, environmentally benign conditions, simple work-up, and catalyst reusability without a significant loss in catalytic efficiency are the main advantages of this protocol.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2300 - 2306"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337534","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}
引用次数: 0
Process Optimization for the Synthesis of Enzyme-Cleavable Val-Cit Dipeptide Linker in Antibody–Drug Conjugate Production 抗体-药物偶联物中酶切Val-Cit二肽连接物的合成工艺优化
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S1070428025601670
Jia-Sen Ren, Qing-Wen Dong, Sheng-Yu Liu, Yue-Ping Kang, Wen-Tao Liu, Ai-Ling Wang
{"title":"Process Optimization for the Synthesis of Enzyme-Cleavable Val-Cit Dipeptide Linker in Antibody–Drug Conjugate Production","authors":"Jia-Sen Ren,&nbsp;Qing-Wen Dong,&nbsp;Sheng-Yu Liu,&nbsp;Yue-Ping Kang,&nbsp;Wen-Tao Liu,&nbsp;Ai-Ling Wang","doi":"10.1134/S1070428025601670","DOIUrl":"10.1134/S1070428025601670","url":null,"abstract":"<p>An optimized synthesis of the enzyme-cleavable Val-Cit dipeptide linker, a critical component in antibody–drug conjugates (ADCs) is reported. By substituting HATU for EEDQ as condensing agent, the revised synthetic route effectively suppresses side oxazolone formation and eliminates racemization, thereby significantly enhancing the yield. Additionally, the influence of various deprotecting agents was systematically evaluated, revealing that diethylamine and piperidine exhibit superior efficiency. MC-Val-Cit-PAB-MMAE was successfully synthesized in eight steps with an overall yield of 14%, which represents an 8% improvement in the key step compared to previously reported values. This study thus offers a more efficient and reliable method for ADC linker synthesis.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2358 - 2366"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337535","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}
引用次数: 0
Design and Synthesis of Novel Tetrazole–Imidazole Hybrids as Antidiabetic Agents by the Ugi-Azide Multicomponent Reaction 四氮唑-咪唑复合抗糖尿病药物的设计与合成
IF 0.9 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2026-02-08 DOI: 10.1134/S1070428025601104
D. Panchani, R. Pawar, J. Kamdar, J. Makasana
{"title":"Design and Synthesis of Novel Tetrazole–Imidazole Hybrids as Antidiabetic Agents by the Ugi-Azide Multicomponent Reaction","authors":"D. Panchani,&nbsp;R. Pawar,&nbsp;J. Kamdar,&nbsp;J. Makasana","doi":"10.1134/S1070428025601104","DOIUrl":"10.1134/S1070428025601104","url":null,"abstract":"<p>Diabetes remains a major worldwide health issue, requiring the development of new therapeutic agents. This study involved the design and synthesis of a series of tetrazole–imidazole hybrids as prospective antidiabetic agents utilizing the Ugi-azide multicomponent reaction. Ten novel compounds <b>4a</b>–<b>4j</b> was successfully synthesized and characterized using various spectroscopic techniques. The in vitro antidiabetic efficacy of these compounds was assessed via α-glucosidase inhibition assay, demonstrating considerable inhibitory activity. Notably, compound <b>4j</b> bearing a 2,4-bis(trifluoromethyl)phenyl moiety exhibited the highest potency with an IC<sub>50</sub> of 3.58 μM, outperforming the standard inhibitor acarbose (IC<sub>50</sub> = 650.10 μM). The structure–activity relationship analysis indicated that electron-withdrawing substituents, particularly fluorine and trifluoromethyl groups, enhance inhibitory potency. These findings emphasize the potential of tetrazole–imidazole hybrids as promising options for future development in antidiabetic medication research.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 12","pages":"2401 - 2409"},"PeriodicalIF":0.9,"publicationDate":"2026-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337537","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}
引用次数: 0
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