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

Memórias do Instituto Oswaldo Cruz

Asunción Burguete²  Yannick Estevez¹  Denis Castillo¹  Germán González¹  Raquel Villar²  Beatriz Solano²  Esther Vicente²  Silvia Pérez Silanes¹  Ignacio Aldana²  Antonio Monge²  Michel Sauvain¹  Eric Deharo¹ 

[1] ,University of Navarra Centro de Investigación en Farmacobiología Aplicada Unidad de Investigación y Desarrollo de MedicamentosPamplona,Spain

关键词: quinoxaline;    anti-leishmanial;    structure-activity;    Leishmaniasis;   

DOI  :  10.1590/S0074-02762008000800006

来源: SciELO

【 摘 要 】

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 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.

【 授权许可】

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