Chemistry and anti-herpes simplex virus type 1 evaluation of 4-substituted-1H-1,2,3-triazole-nitroxyl-linked hybrids
| Autor: | Anna C. Cunha, Carolina Q. Sacramento, Jackson A. L. C. Resende, Thiago Moreno L. Souza, Maria G. F. Vaz, Rafael A. Allão Cassaro, Alessandro K. Jordão, Vitor F. Ferreira, Jessica Costa, Juliana L. Abrantes |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Nitroxide mediated radical polymerization
1 2 3-Triazole Stereochemistry medicine.drug_class 010402 general chemistry medicine.disease_cause 01 natural sciences Catalysis Inorganic Chemistry chemistry.chemical_compound Drug Discovery medicine Physical and Theoretical Chemistry Molecular Biology IC50 010405 organic chemistry Organic Chemistry Nitroxyl General Medicine In vitro 0104 chemical sciences Herpes simplex virus chemistry Antiviral drug Selectivity Information Systems |
| Zdroj: | Molecular Diversity. 25:2035-2043 |
| ISSN: | 1573-501X 1381-1991 |
| Popis: | HSV disease is distributed worldwide. Anti-herpesvirus drugs are a problem in clinical settings, particularly in immunocompromised individuals undergoing herpes simplex virus type 1 infection. In this work, 4-substituted-1,2,3-1H-1,2,3-triazole linked nitroxyl radical derived from TEMPOL were synthesized, and their ability to inhibit the in vitro replication of HSV-1 was evaluated. The nitroxide derivatives were characterized by infrared spectroscopy and elemental analysis, and three of them had their crystal structures determined by single-crystal X-ray diffraction. Four hybrid molecules showed important anti-HSV-1 activity with IC50 values ranged from 0.80 to 1.32 µM. In particular, one of the nitroxide derivatives was more active than Acyclovir (IC50 = 0.99 µM). All compounds tested were more selective inhibitors than the reference antiviral drug. Among them, two compounds were 4.5 (IC50 0.80 µM; selectivity index CC50/IC50 3886) and 7.7 times (IC50 1.10 µM; selectivity index CC50/IC50 6698) more selective than acyclovir (IC50 0.99 µM; selectivity index CC50/IC50: 869). These nitroxide derivatives may be elected as leading compounds due to their antiherpetic activities and good selectivity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full text from SpringerLink