| Journal: | Anais da Academia Brasileira de Ciencias |
| Database: | PERIÓDICA |
| System number: | 000419768 |
| ISSN: | 0001-3765 |
| Authors: | Herrmann, Sonja1 Schübel, Tabea1 Costa, Fanny N2 Barbosa, Maria Letícia C1 Ferreira, Fabio F2 Dias, Thays L.M.F4 Araújo, Morgana V4 Alexandre-Moreira, Magna S4 Laufer, Stefan3 Lima, Lídia M1 Barreiro, Eliezer J1 |
| Institutions: | 1Universidade Federal do Rio de Janeiro, Laboratorio de Avaliacao e Sintese de Substancias Bioativas, Rio de Janeiro. Brasil 2Universidade Federal do ABC, Centro de Ciencias Naturais e Humanas, Santo Andre, Sao Paulo. Brasil 3Eberhard-Karls-University Tübingen, Institute of Pharmacy, Tubingen, Baden-Wurttemburg. Alemania 4Universidade Federal de Alagoas, Instituto de Ciencias Biologicas e da Saude, Maceio, Alagoas. Brasil |
| Year: | 2018 |
| Season: | May |
| Volumen: | 90 |
| Number: | 1 |
| Pages: | 1073-1088 |
| Country: | Brasil |
| Language: | Inglés |
| Document type: | Artículo |
| Approach: | Experimental, aplicado |
| English abstract | N-acylhydrazone is an interesting privileged structure that has been used in the molecular design of a myriad of bioactive compounds. In order to identify new antinociceptive drug candidates, we described herein the design, synthesis, X-ray diffraction study and the pharmacological evaluation of a series of 3-amino-4-methylthiophene-2-acylcarbohydrazone derivatives (8a-t). Compounds were prepared in good overall yields through divergent synthesis from a common key intermediate and were characterized by classical spectroscopy methods. X-ray diffraction study was employed for unequivocal determination of the imine double bond stereochemistry. 8a-t were evaluated in vivo through oral administration using the classical writhing test in mice. N-acylhydrazone derivatives 8j and 8l displayed relative potency similar to dipyrone, highlighting them as promising analgesic lead-candidates for further investigation |
| Disciplines: | Medicina, Química |
| Keyword: | Química farmacéutica, Antinociceptivos, Síntesis química, N-acilhidrazona, 3-amino-4-metiltiofeno-2-acilcarbohidrazona, Evaluación farmacológica, Actividad analgésica |
| Keyword: | Medicinal chemistry, Antinociceptives, Chemical synthesis, N-acylhydrazone, 3-amino-4-methylthiophene-2-acylcarbohydrazones, Pharmacological assessment, Analgesic activity |
| Full text: | Texto completo (Ver HTML) |
