Synthesis and biological evaluation of 6-nitro-1,2,4-triazoloazines containing polyphenol fragments possessing antioxidant and antiviral activity |
| |
| Affiliation: | 1. Ural Federal University Named After the First President of Russia B. N. Yeltsin, Department of Organic and Biomolecular Chemistry, 620002, 19 Mira St., Yekaterinburg, Russian Federation;2. Ural Federal University Named After the First President of Russia B. N. Yeltsin, Department of Analytical Chemistry, 620002, 19 Mira St., Yekaterinburg, Russian Federation;3. Institute of Organic Synthesis, Ural Division of RAS, 620990, 22/20 S. Kovalevskoy st./Akademicheskaya st., Yekaterinburg, Russian Federation;4. Pasteur Institute for Epidemiology and Microbiology, 197101, 14 Mira st., Saint Petersburg, Russian Federation;1. Department of Organic and Biomolecular Chemistry, Ural Federal University Named After the First President of Russia B.N. Eltsin, Mira st. 19, Yekaterinburg, 620002, Russian Federation;2. Volgograd State Medical University, Pavshikh Bortsov Sq., Volgograd, 400131, Russian Federation;3. Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Science, Sofii Kovalevskoy st. 22, Yekaterinburg, 620137, Russian Federation;1. Department of Organic Chemistry, V.N. Karazin Kharkiv National University, Svobody sq., 4, 61022 Kharkiv, Ukraine;2. SSI “Institut for Single Crystals” NAS of Ukraine, Nauki ave, 60, 61001 Kharkiv, Ukraine;1. Institute of Chemistry, Faculty of Food Technology, Agricultural University, ul. Balicka 122, 31-149 Kraków, Poland;2. Faculty of Chemistry, Jagiellonian University, ul. Ingardena 3, 30-060 Kraków, Poland;1. School of Pharmacy, University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China;2. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, China |
| |
| Abstract: | ![]()
Stable σ-adducts of azolo[5,1-c]triazines and azolo[1,5-a]pyrimidines with different polyphenols were synthesized and their antioxidant and antiviral activity were investigated. Their affinity to viral hemagglutinin was assessed using molecular modelling. The phloroglucinol-modified azolo-azines possessed the highest virus-inhibiting activity. According to the results of the study of antioxidant properties of compounds, the most promising ones exhibiting highest antioxidant capacity were adducts containing in their structure pyrogallol and catechol residues and 6-nitro-triazolotriazin-7-ol scaffold. No correlation between antioxidant and virus-inhibiting activity of compounds studied was detected. The most active compounds demonstrated the ability to prevent binding of viral hemagglutinin with cellular receptor as shown in hemagglutination inhibition assay. Our results demonstrate that polyphenol-modified azolo-azines are prospective for further optimization as potential antivirals and that their action is directed against viral hemagglutinin. |
| |
| Keywords: | Azolo-azines Polyphenols Antioxidant activity Influenza virus Anti-viral activity |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
