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Synthesis and evaluation of anti-leishmania activity of analogs isoxazoles derivatives of grandisin and veraguensin neolignans | Soares | Orbital - The Electronic Journal of Chemistry

Synthesis and evaluation of anti-leishmania activity of analogs isoxazoles derivatives of grandisin and veraguensin neolignans

Ozildéia Soares, Maria Letícia . F. Silva, João Vitor D. Martins, Gabriela R. Hurtado, Luiz H. Viana, Adriano C. M. Baroni

Abstract


Using the concept of bioisosterismo, the new analogs isoxazole were designed from the molecular modification of grandisin and veraguensin neolignans, which have a grouping that is a furan ring bioisóstero isoxazole. In order to obtain more potent compounds, and better physical and chemical characteristics, our research group synthesized six analogues isoxazole neolignans. These reactions were performed of 1,3-dipolar cycloaddition between oximes chlorine and terminal acetylenes previously synthesized. The reaction system CuSO4.5H2O/Ascorbate Sodium / KHCO3, CH2Cl2/THF was used, and under this condition were obtained isoxazole six analogues with yields ranging from 71% To 90%. The compounds were sent for testing anti-Leishmania activity and anti-trypanosome.

Keywords


bioisosterism; isoxazole analogs; anti-leishmania

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Orbital - The Electronic Journal of Chemistry (e-ISSN 1984-6428) is a quarterly scientific journal published by the Institute of Chemistry of the Universidade Federal de Mato Grosso do Sul, Brazil. Orbital is a peer-reviewed, open-access journal.