Synthesis of new N,S-acetal analogs derived from juglone with cytotoxic activity against Trypanossoma cruzi

• DOI: 10.1007/s10863-020-09834-8
• Publication Date: 2020-05-17T00:02:31Z
• Authors: Paulo Anastácio F...; Thais de Menezes ...; Raíssa Maria dos ...; Eldio Gonçalves d...; Ana Flávia Martin...; Natalia Lidmar vo...; Murilo Lamim Bello; Carlos Rangel Rod...; Vitor Francisco F...; André Luis Almeid...; Daiana de Jesús H...; Katia da Silva Ca...; Robson Xavier Faria; David Rodrigues d...
• Keywords: Benznidazole; Juglone

A series of 11 new N,S-acetal juglone derivatives were synthesized and evaluated against T. cruzi epimastigote forms. These compounds were obtained in good to moderate yields using a microwave irradiation protocol. Among all compounds, two N,S-acetal analogs, showed significant trypanocidal activity. Notably, one compound 11g exhibited selectivity index 10-fold higher than the reference drug benznidazole for epimastigote. The compound 11h was more effective for amastigote forms. Both prototypes exhibited S.I. higher than the benznidazole description. Thus, both compounds proving to be useful candidate molecules to further studies in infected animals.