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
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
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DOI：
10.1590/s0074-02762008000800006
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发表时间：
2008-12-01
期刊：
影响因子：
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通讯作者：
Deharo, Eric
中科院分区：
文献类型：
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作者：
Burguete, Asunción;Estevez, Yannick;Deharo, Eric
合成了一系列3-苯基-1-(1，4-二氮-氧喹恶啉-2-基)-2-丙烯-1-酮类化合物，并用体外杀灭黑线利什曼原虫和小鼠感染巨噬细胞的方法测定了其杀灭黑热病无鞭毛虫活性。构效关系证明了R-3‘、R-4’和R-5‘位上的自由基甲氧基的重要性。(2E)-3-(3，4，5-trimethoxy-phenyl)-1-(3，6，7-trimethyl-1，4-dioxy-quinoxalin-2-基)-丙烯酮的活性最强。对巨噬细胞的细胞毒性表明，该产品的活性几乎是毒性的6倍。
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 R-3', R-4' and R-5'. (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.