Synthesis and evaluation of new oxamniquine derivatives
| Autor: | Maria Amélia Barata da Silveira, Sylvia A. G. Vellosa, Rita Maria da Silva, Pedro Luiz Silva Pinto, Silvio Barberato Filho, Silvia Gabriel Chiodelli, Cybele Gargioni |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
chemistry.chemical_classification
Male Stereochemistry Acetaldehyde Nitro compound Drug Evaluation Preclinical Pharmaceutical Science Prodrug Chemical synthesis Oxamniquine Schistosomiasis mansoni chemistry.chemical_compound Mice Schistosomicides Structure-Activity Relationship chemistry medicine Side chain Organic chemistry Animals Paraformaldehyde Mannich reaction medicine.drug |
| Zdroj: | International journal of pharmaceutics. 233(1-2) |
| ISSN: | 0378-5173 |
| Popis: | Oxamniquine derivatives were synthesized and evaluated as novel schistosomicide agents. Oxamniquine (1,2,3,4-tetrahydro-2-[[(1-methylethyl)amino]methyl]-7-nitro-6-quinolinemethanol) was submitted to the Mannich reaction, using formaldehyde, paraformaldehyde and acetaldehyde as reagents, and gave three unexpected products: two of them were cyclized on the alkylamine side chain and another etherified on the aminequinolinemethanol group. The three compounds were biologically evaluated using mice infected with Schistosoma mansoni and showed promising activities, but had higher toxicities. For studies on structure-activity relationships, results demonstrate that the side alkylamine group can be modified with preserved activity, but that this modification is associated with increased toxicity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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