Synthesis and in vitro evaluation of potential antichagasic hydroxymethyinitrofurazone (NFOH-121): A new nitrofurazone prodrug

Author(s)

Chung, Man-Chin ; Guido, Rafael Victório Carvalho ; Martinelli, Tatiane Favarato ; Gonçalves, Marinei Ferreira ; Polli, Michelle Carneiro ; Botelho, Katia Cirlene Alves ; Varanda, Eliana Aparecida ; Colli, Walter ; Miranda, M. Terêsa M. ^[9] ; Ferreira, Elizabeth Igne

• Document type: Journal article
• Source: Bioorganic & Medicinal Chemistry; v. 11, n. 22, p. 4779-4783, Nov. 2003.
• Field of knowledge: Biological Sciences - Biochemistry

Abstract

The synthesis of mutual prodrugs of nitrofurazone with primaquine, using specific and nonspecific spacer groups, has been previously attempted seeking selective antichagasic agents. The intermediate reaction product, hydroxymethylnitrofurazone (NFOH-121), was isolated and tested in LLC-MK2 culture cells infected with trypomastigotes forms of Trypanosoma cruzi showing higher trypanocidal activity than nitrofurazone and benznidazol in all stages. The mutagenicity tests showed that the prodrug was less toxic than the parent drug. Degradation assays were carried out in pH 1.2 and 7.4. (AU)

• FAPESP's process: 95/04562-3 - Studies on Specific Ligands and Enzymes from Trypanosoma cruzi
• Grantee: Walter Colli
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 01/01192-3 - Potential antitripanosomal derived from nitro-heterocyclic compounds
• Grantee: Elizabeth Igne Ferreira
• Support Opportunities: Research Projects - Thematic Grants