Ural Federal University, Chemical Engineering Institute, Yekaterinburg 620002, Russia; Department of Chemistry, State University of Ponta Grossa, Ponta Grossa, Parana State, Brazil.
Department of Chemistry, State University of Ponta Grossa, Ponta Grossa, Parana State, Brazil.
Bioorg Chem. 2019 Feb;82:324-331. doi: 10.1016/j.bioorg.2018.09.035. Epub 2018 Sep 25.
Innovative therapeutic heterocycles having precisely thiadiazolyl-pyranopyrazole fragments were prepared by using the ecofriendly synthetic route. Entire compounds formed in quantitative yields. All the composites tested for their antimicrobial effectiveness against four microbial, two beneficial fungi's and accurately measured the minimum inhibitory concentrations (MIC and MBC/MFC), along with some initial structure activity relationships (SARs) also discussed. From the biological outcomes, the motif 6f provided an outstanding activity against all six pathogens. The possible presence of a nitro substituent on this composite may undoubtedly enhance the activity. In addition, amalgams 6d, 6g and 6l displayed promising antimicrobial results. This may be justified to the presence of electron capture group attached to the benzene ring, while the combinations 6j and 6k were zero effect towards all bacterial strains. The other compounds were excellent to low antimicrobial efficiency. The intriguing point was observed that all the active compounds had in common immense antibacterial effectiveness on Gram-negative bacteria than Gram-positive one and more antifungal activity on A. niger compare to other fungus. All things considered and suggested that this outstanding green synthetic approach is used to develop biological active compounds. On top of that, biological results confirmed that these biologically energetic motifs suitable for additional preclinical examine with the aim of standing novel innovative drugs.
通过使用环保的合成路线，制备了具有精确噻二唑-吡喃并吡唑片段的创新治疗杂环。所有化合物均以定量产率形成。所有化合物均经过测试，以评估其对四种微生物、两种有益真菌的抗菌效果，并准确测量最小抑菌浓度（MIC 和 MBC/MFC），同时还讨论了一些初步的结构活性关系（SARs）。从生物学结果来看，主题 6f 对所有六种病原体都表现出出色的活性。该复合材料上可能存在硝基取代基，这无疑会增强其活性。此外，合金 6d、6g 和 6l 显示出有希望的抗菌效果。这可以归因于苯环上连接的电子捕获基团的存在，而组合 6j 和 6k 对所有细菌菌株均无作用。其他化合物的抗菌效果则介于良好和低之间。有趣的是，所有具有活性的化合物都具有相同的特点，即对革兰氏阴性菌的抗菌效果强于革兰氏阳性菌，对黑曲霉的抗真菌活性强于其他真菌。综上所述，这一杰出的绿色合成方法可用于开发具有生物活性的化合物。此外，生物学结果证实，这些具有生物活力的基序适合进行额外的临床前研究，以开发新型创新药物。
