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Memórias do Instituto Oswaldo Cruz
Fundação Oswaldo Cruz, Fiocruz
ISSN: 1678-8060
EISSN: 1678-8060
Vol. 103, No. 8, 2008, pp. 778-780
Bioline Code: oc08140
Full paper language: English
Document type: Research Article
Document available free of charge

Memórias do Instituto Oswaldo Cruz, Vol. 103, No. 8, 2008, pp. 778-780

 en Anti-Leishmanial and Structure-Activity Relationship of Ring Substituted 3-Phenyl-1-(1,4-di-N-Oxide Quinoxalin-2-yl)-2-Propen-1-One Derivatives
Burguete, Asunción; Estevez, Yannick; Castillo, Denis; González, Germán; Villar, Raquel; Solano, Beatriz; Vicente, Esther; Silanes, Silvia Pérez; Aldana, Ignacio; Monge, Antonio; Sauvain, Michel & Deharo, Eric


A series of ring substituted 3-phenyl-1-(1,4-di-N-oxide quinoxalin-2-yl)-2-propen-1-one derivatives were synthesized and tested for in vitro leishmanicidal activity against amastigotes of Leishmania amazonensis check for this species in other resources in axenical cultures and murine infected macrophages. Structure-activity relationships demonstrated the importance of a radical methoxy at position R3', R4' and R5'. (2E)-3-(3,4,5-trimethoxy-phenyl)-1-(3,6,7-trimethyl-1,4-dioxy-quinoxalin-2-yl)-propenone was the most active. Cytotoxicity on macrophages revealed that this product was almost six times more active than toxic.

quinoxaline - anti-leishmanial - structure-activity - Leishmaniasis

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