Jaydeep N. Lalpara, Bhavin B. Dhaduk, G. G. Dubal, Maneesh Kumar Gupta, Chandan Kumar Pashavan, Jayendra Kanzariya, Rakesh Rola, Mayur Shiyal, Sanjay D. Hadiyal
{"title":"六氢- 1h -杂蒽-1,8(2H)-二酮和1,2,3-三唑强自由基清除剂的合成、生物学评价及分子对接研究","authors":"Jaydeep N. Lalpara, Bhavin B. Dhaduk, G. G. Dubal, Maneesh Kumar Gupta, Chandan Kumar Pashavan, Jayendra Kanzariya, Rakesh Rola, Mayur Shiyal, Sanjay D. Hadiyal","doi":"10.1134/S1068162024606013","DOIUrl":null,"url":null,"abstract":"<p><b>Objective:</b> To develop and synthesize new hybrid compounds incorporating hexahydro-1<i>H</i>-xanthene-1,8(2<i>H</i>)-dione and 1,2,3-triazole with potential free radical inhibitory activity. <b>Methods:</b> The structures of all synthesized compounds were confirmed by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, as well as by elemental analysis. A molecular docking study was conducted for the designed compounds against the 1PRX receptor. Furthermore, the antioxidant activity of all synthesized compounds was evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH), hydrogen peroxide (H<sub>2</sub>O<sub>2</sub>), and nitric oxide (NO) assays. <b>Results and Discussion:</b> A direct transformation of a xanthene-based intermediate into triazole hybrids <i>via</i> a Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction was developed, affording the desired products in 73–91% yields. <b>Conclusions:</b> Compound (<b>VIIh</b>) exhibited notable antioxidant potential compared to the reference standard.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 4","pages":"1489 - 1497"},"PeriodicalIF":1.7000,"publicationDate":"2025-07-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis, Biological Evaluation, and Molecular Docking Studies of Hexahydro-1H-xanthene-1,8(2H)-dione and 1,2,3-Triazole Hybrids as Potent Free Radical Scavengers\",\"authors\":\"Jaydeep N. Lalpara, Bhavin B. Dhaduk, G. G. Dubal, Maneesh Kumar Gupta, Chandan Kumar Pashavan, Jayendra Kanzariya, Rakesh Rola, Mayur Shiyal, Sanjay D. Hadiyal\",\"doi\":\"10.1134/S1068162024606013\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><b>Objective:</b> To develop and synthesize new hybrid compounds incorporating hexahydro-1<i>H</i>-xanthene-1,8(2<i>H</i>)-dione and 1,2,3-triazole with potential free radical inhibitory activity. <b>Methods:</b> The structures of all synthesized compounds were confirmed by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, as well as by elemental analysis. A molecular docking study was conducted for the designed compounds against the 1PRX receptor. Furthermore, the antioxidant activity of all synthesized compounds was evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH), hydrogen peroxide (H<sub>2</sub>O<sub>2</sub>), and nitric oxide (NO) assays. <b>Results and Discussion:</b> A direct transformation of a xanthene-based intermediate into triazole hybrids <i>via</i> a Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction was developed, affording the desired products in 73–91% yields. <b>Conclusions:</b> Compound (<b>VIIh</b>) exhibited notable antioxidant potential compared to the reference standard.</p>\",\"PeriodicalId\":758,\"journal\":{\"name\":\"Russian Journal of Bioorganic Chemistry\",\"volume\":\"51 4\",\"pages\":\"1489 - 1497\"},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2025-07-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Journal of Bioorganic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S1068162024606013\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Bioorganic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1068162024606013","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Synthesis, Biological Evaluation, and Molecular Docking Studies of Hexahydro-1H-xanthene-1,8(2H)-dione and 1,2,3-Triazole Hybrids as Potent Free Radical Scavengers
Objective: To develop and synthesize new hybrid compounds incorporating hexahydro-1H-xanthene-1,8(2H)-dione and 1,2,3-triazole with potential free radical inhibitory activity. Methods: The structures of all synthesized compounds were confirmed by 1H and 13C NMR spectroscopy, as well as by elemental analysis. A molecular docking study was conducted for the designed compounds against the 1PRX receptor. Furthermore, the antioxidant activity of all synthesized compounds was evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH), hydrogen peroxide (H2O2), and nitric oxide (NO) assays. Results and Discussion: A direct transformation of a xanthene-based intermediate into triazole hybrids via a Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction was developed, affording the desired products in 73–91% yields. Conclusions: Compound (VIIh) exhibited notable antioxidant potential compared to the reference standard.
期刊介绍：
Russian Journal of Bioorganic Chemistry publishes reviews and original experimental and theoretical studies on the structure, function, structure–activity relationships, and synthesis of biopolymers, such as proteins, nucleic acids, polysaccharides, mixed biopolymers, and their complexes, and low-molecular-weight biologically active compounds (peptides, sugars, lipids, antibiotics, etc.). The journal also covers selected aspects of neuro- and immunochemistry, biotechnology, and ecology.
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