| Author | Cunha, Anna C. | |
| Author | Ferreira, Vitor F. | |
| Author | Vaz, Maria G. F. | |
| Author | Cassaro, Rafael A. Allão | |
| Author | Resende, Jackson A. L. C. | |
| Author | Sacramento, Carolina Q. | |
| Author | Costa, Jéssica | |
| Author | Abrantes, Juliana L. | |
| Author | Souza, Thiago Moreno L. | |
| Author | Jordão, Alessandro K. | |
| Access date | 2023-07-18T07:30:17Z | |
| Available date | 2023-07-18T07:30:17Z | |
| Document date | 2021 | |
| Citation | CUNHA, Anna C. et al. Chemistry and anti-herpes simplex virus type 1 evaluation of 4-substituted-1H-1,2,3-triazole-nitroxyl-linked hybrids. Molecular Diversity, v. 25, n. 4, p. 2035-2043, Nov. 2021. | en_US |
| ISSN | 1381-1991 | en_US |
| URI | https://www.arca.fiocruz.br/handle/icict/59643 | |
| Language | eng | en_US |
| Publisher | Springer Science | en_US |
| Rights | restricted access | |
| MeSH | Herpesvirus 1 Human | en_US |
| Title | Chemistry and anti-herpes simplex virus type 1 evaluation of 4-substituted-1H-1,2,3-triazole-nitroxyl-linked hybrids | en_US |
| Type | Article | |
| DOI | 10.1007/S11030-020-10094-2 | |
| Abstract | 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 IC<sub>50</sub> values ranged from 0.80 to 1.32 µM. In particular, one of the nitroxide derivatives was more active than Acyclovir (IC<sub>50</sub> = 0.99 µM). All compounds tested were more selective inhibitors than the reference antiviral drug. Among them, two compounds were 4.5 (IC<sub>50</sub> 0.80 µM; selectivity index CC<sub>50</sub>/IC<sub>50</sub> 3886) and 7.7 times (IC<sub>50</sub> 1.10 µM; selectivity index CC<sub>50</sub>/IC<sub>50</sub> 6698) more selective than acyclovir (IC<sub>50</sub> 0.99 µM; selectivity index CC<sub>50</sub>/IC<sub>50</sub>: 869). These nitroxide derivatives may be elected as leading compounds due to their antiherpetic activities and good selectivity. | en_US |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Outeiro de São João Batista. Departamento de Química Orgânica. Niterói, RJ, Brazil. | en_US |
| Affilliation | Universidade Federal Fluminense. Faculdade de Farmácia. Departamento de Tecnologia Farmacêutica. Niterói, RJ, Brazil. | en_US |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Outeiro de São João Batista. Departamento de Química Orgânica. Niterói, RJ, Brazil. | en_US |
| Affilliation | Universidade Federal do Rio de Janeiro. Departamento de Química Inorgânica, Instituto de Química. Rio de Janeiro, RJ, Brazil. | en_US |
| Affilliation | Universidade Federal Fluminense. Laboratório de difração de Raios X. Programa de Pós-Graduação em Química. Niterói, RJ, Brazil / Universidade Federal do Mato Grosso. Instituto de Ciências Exatas e da Terra. Barra do Garças, MT, Brazil. | en_US |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunofarmacologia. Rio de Janeiro, RJ, Brazil. | en_US |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunofarmacologia. Rio de Janeiro, RJ, Brazil. | en_US |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunofarmacologia. Rio de Janeiro, RJ, Brazil. | en_US |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunofarmacologia. Rio de Janeiro, RJ, Brazil / Fundação Oswaldo Cruz. Centro de Desenvolvimento Tecnológico em Saúde. Rio de Janeiro, RJ, Brasil. Instituto Nacional de Ciência e Tecnologia de Inovação em Doenças de Populações Negligenciadas. Rio de Janeiro, RJ, Brazil. | en_US |
| Affilliation | Universidade Federal do Rio Grande do Norte. Departamento de Farmácia. Natal, RN, Brazil. | en_US |
| Affilliation | Fundação Oswaldo Cruz. Centro de Desenvolvimento Tecnológico em Saúde. Rio de Janeiro, RJ, Brasil. | en_US |
| Subject | TEMPOL-based radicals | en_US |
| Subject | Anti-HSV-1 activity | en_US |
| Subject | Crystal structure | en_US |
| Subject | Herpesvirus 1 Human | |
| e-ISSN | 1573-501X | |
| Embargo date | 2030-12-31 | |
