Synthesis of New Tricyclic 1,2-Thiazine Derivatives with Anti-Inflammatory Activity
| العنوان: | Synthesis of New Tricyclic 1,2-Thiazine Derivatives with Anti-Inflammatory Activity |
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| المؤلفون: | Berenika Szczęśniak-Sięga, Jadwiga Maniewska, Benita Wiatrak, Żaneta Czyżnikowska |
| المصدر: | International Journal of Molecular Sciences International Journal of Molecular Sciences, Vol 22, Iss 7818, p 7818 (2021) Volume 22 Issue 15 |
| بيانات النشر: | MDPI, 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | synthesis, QH301-705.5, Thiazines, cyclooxygenase inhibition, Nitric Oxide, Catalysis, Article, Nitric oxide, DSC, Inorganic Chemistry, 03 medical and health sciences, chemistry.chemical_compound, Thiazine, Moiety, Humans, Cyclooxygenase Inhibitors, Biology (General), Physical and Theoretical Chemistry, QD1-999, Molecular Biology, Spectroscopy, Cells, Cultured, 030304 developmental biology, 1,2-thiazine, Sulfonyl, chemistry.chemical_classification, 0303 health sciences, biology, 030302 biochemistry & molecular biology, Organic Chemistry, Anti-Inflammatory Agents, Non-Steroidal, Active site, General Medicine, molecular docking, Dermis, Fibroblasts, tricyclic compounds, Combinatorial chemistry, In vitro, Computer Science Applications, Molecular Docking Simulation, Chemistry, chemistry, Prostaglandin-Endoperoxide Synthases, biology.protein, Oxazepine, model membrane, Reactive Oxygen Species, Tricyclic |
| الوصف: | New, tricyclic compounds containing a sulfonyl moiety in their structure, as potential safer COX inhibitors, were designed and synthesized. New derivatives have three conjugated rings and a sulfonyl group. A third ring, i.e., an oxazine, oxazepine or oxazocin, has been added to the 1,2-benzothiazine skeleton. Their anti-COX-1/COX-2 and cytotoxic effects in vitro on NHDF cells, together with the ability to interact with model membranes and the influence on reactive oxygen species and nitric oxide, were studied. Additionally, a molecular docking study was performed to understand the binding interaction of the compounds with the active site of cyclooxygenases. For the abovementioned biological evaluation of new tricyclic 1,2-benzothiazine derivatives, the following techniques and procedures were employed: the differential scanning calorimetry, the COX colorimetric inhibitor screening assay, the MTT, DCF-DA and Griess assays. All of the compounds studied demonstrated preferential inhibition of COX-2 compared to COX-1. Moreover, all the examined tricyclic 1,2-thiazine derivatives interacted with the phospholipid model membranes. Finally, they neither have cytotoxic potency, nor demonstrate significant influence on the level of reactive oxygen species or nitric oxide. Overall, the tricyclic 1,2-thiazine derivatives are good starting points for future pharmacological tests as a group of new anti-inflammatory agents. |
| وصف الملف: | application/pdf |
| اللغة: | English |
| تدمد: | 1422-0067 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::378cd3b1fe23239185ce47b7d52b0c36Test http://europepmc.org/articles/PMC8346139Test |
| حقوق: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....378cd3b1fe23239185ce47b7d52b0c36 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 14220067 |
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